$590,000 LOCATION! LOCATION! LOCATION! Set on a beautiful street lined with multi-million dollar homes and beautifully landscaped yards, this 1,785-square-foot, 3-bedroom, 2-bathroom single-story home offers comfortable, practical living with no HOA. The location puts the best of the area right at your doorstep. You are within short walking distance to Homer Hough Park on Lake Sybelia where you have access for kayaking or paddle boarding! A quick 3-minute drive (less than a mile) brings you to Lake Lily Park, the Maitland Community Center, and the Maitland Public Library. You are also just minutes from the new Maitland downtown shops, the Maitland Art Center, the local Farmers Market, top-rated schools, Winter Park dining, and I-4. Inside, walking through the double entry doors brings you into a bright foyer with a direct view straight into the backyard through a wall of windows. The open layout features fresh paint and newer energy-efficient windows, with easy-to-maintain laminate flooring throughout the main living areas and bedrooms, and tile in the kitchen and bathrooms. The central kitchen features granite countertops, a breakfast bar, and stainless steel appliances, including a new refrigerator and dishwasher. Right off the 2-car garage and kitchen, a large indoor laundry room acts as a functional mudroom with a utility sink and space for added storage. The primary bedroom includes a walk-in closet and an ensuite bath, while two guest bedrooms share a full hall bathroom. Out front, a circular driveway provides convenient extra parking. In the back, new sliding glass doors lead to a spacious, fully fenced yard with plenty of room for a pool, garden, or patio. Key mechanical updates include a 2021 roof, updated plumbing and electrical, and a recently serviced dual AC system. 3 Beds ⋅ 2 Baths ⋅ O6431877 MLS LOCATION! LOCATION! LOCATION! Set on a beautiful street lined with multi-million dollar homes and beautifully landscaped yards, this 1,785-square-foot, 3-bedroom, 2-bathroom single-story home offers comfortable, practical living with no HOA. The location puts the best of the area right at your doorstep. You are within short walking distance to Homer Hough Park on Lake Sybelia where you have access for kayaking or paddle boarding! A quick 3-minute drive (less than a mile) brings you to Lake Lily Park, the Maitland Community Center, and the Maitland Public Library. You are also just minutes from the new Maitland downtown shops, the Maitland Art Center, the local Farmers Market, top-rated schools, Winter Park dining, and I-4. Inside, walking through the double entry doors brings you into a bright foyer with a direct view straight into the backyard through a wall of windows. The open layout features fresh paint and newer energy-efficient windows, with easy-to-maintain laminate flooring throughout the main living areas and bedrooms, and tile in the kitchen and bathrooms. The central kitchen features granite countertops, a breakfast bar, and stainless steel appliances, including a new refrigerator and dishwasher. Right off the 2-car garage and kitchen, a large indoor laundry room acts as a functional mudroom with a utility sink and space for added storage. The primary bedroom includes a walk-in closet and an ensuite bath, while two guest bedrooms share a full hall bathroom. Out front, a circular driveway provides convenient extra parking. In the back, new sliding glass doors lead to a spacious, fully fenced yard with plenty of room for a pool, garden, or patio. Key mechanical updates include a 2021 roof, updated plumbing and electrical, and a recently serviced dual AC system. 1231 N Lake Sybelia Drive, Maitland
$810,000 1 year Home Warranty included. Discover Maitland Grove, a well-maintained enclave within one of Central Florida's most sought-after communities. Set in the heart of historic Maitland, celebrated for its scenic beauty and small-town charm, residents enjoy a relaxed suburban lifestyle just minutes from the urban energy, dining, entertainment, and employment centers of Downtown Orlando. Welcome to 231 White Oak Circle, a meticulously maintained 4-bedroom, 2-bath home filled with thoughtful upgrades, distinctive architectural details, and exceptional spaces for both everyday living and entertaining. This is not a cookie-cutter home; it is a property with a story, a sense of place, and details that reveal themselves from room to room. The spacious floor plan offers three separate gathering areas, including a formal living room, an inviting family room, and an oversized great room featuring a bar and access to the expansive screened patio. Natural light pours into the home through two skylights in the family room and an additional skylight in the private primary suite. Travertine flooring and genuine mahogany hardwood create warmth and character throughout. The kitchen is designed for convenience with soft-close cabinetry, two Lazy Susans, and a pot filler positioned above the range. Under-cabinet lighting adds an elegant, inviting ambiance while providing practical task lighting for cooking and meal preparation. Crown molding enhances the dining room, family room, foyer, primary bedroom, and great room, while chair rail detailing adds timeless character to the foyer, entryway, and dining room. A dedicated mudroom provides additional functionality and organization. The split-bedroom layout places the primary suite on the opposite side of the home for added privacy. A pocket door at the entrance to the secondary-bedroom wing provides additional separation and privacy for the home's three secondary bedrooms, while another pocket door at the secondary bathroom maximizes usable space and enhances functionality. The primary suite features an expansive walk-in closet, an additional closet with mirrored sliding doors, and a skylight that fills the space with abundant natural light. The spacious primary bathroom offers two separate showers, including one with a bathtub, dual sinks with granite countertops, and a dedicated makeup and dressing area with a desk. The secondary bathroom also features granite countertops and dual sinks for added convenience. Outdoor living is equally impressive, with porches surrounding the home, beautiful gardens, mature landscaping, established shade trees, rose bushes, privacy fencing, and an expansive screened patio ideal for relaxing or entertaining. An extensive French drain system provides enhanced drainage throughout the property, while four exterior faucets with hose connections are conveniently positioned around the home for easy landscape maintenance. Additional improvements include whole-house re-piping, updated ductwork, and an oversized garage with built-in shelving and a newly finished epoxy floor. A generator and air compressor are also included with the sale, providing added value and convenience. Rich in character, storage, and carefully considered upgrades, this exceptional home offers space, comfort, and timeless appeal inside and out. 4 Beds ⋅ 2 Baths ⋅ O6430241 MLS 1 year Home Warranty included. Discover Maitland Grove, a well-maintained enclave within one of Central Florida's most sought-after communities. Set in the heart of historic Maitland, celebrated for its scenic beauty and small-town charm, residents enjoy a relaxed suburban lifestyle just minutes from the urban energy, dining, entertainment, and employment centers of Downtown Orlando. Welcome to 231 White Oak Circle, a meticulously maintained 4-bedroom, 2-bath home filled with thoughtful upgrades, distinctive architectural details, and exceptional spaces for both everyday living and entertaining. This is not a cookie-cutter home; it is a property with a story, a sense of place, and details that reveal themselves from room to room. The spacious floor plan offers three separate gathering areas, including a formal living room, an inviting family room, and an oversized great room featuring a bar and access to the expansive screened patio. Natural light pours into the home through two skylights in the family room and an additional skylight in the private primary suite. Travertine flooring and genuine mahogany hardwood create warmth and character throughout. The kitchen is designed for convenience with soft-close cabinetry, two Lazy Susans, and a pot filler positioned above the range. Under-cabinet lighting adds an elegant, inviting ambiance while providing practical task lighting for cooking and meal preparation. Crown molding enhances the dining room, family room, foyer, primary bedroom, and great room, while chair rail detailing adds timeless character to the foyer, entryway, and dining room. A dedicated mudroom provides additional functionality and organization. The split-bedroom layout places the primary suite on the opposite side of the home for added privacy. A pocket door at the entrance to the secondary-bedroom wing provides additional separation and privacy for the home's three secondary bedrooms, while another pocket door at the secondary bathroom maximizes usable space and enhances functionality. The primary suite features an expansive walk-in closet, an additional closet with mirrored sliding doors, and a skylight that fills the space with abundant natural light. The spacious primary bathroom offers two separate showers, including one with a bathtub, dual sinks with granite countertops, and a dedicated makeup and dressing area with a desk. The secondary bathroom also features granite countertops and dual sinks for added convenience. Outdoor living is equally impressive, with porches surrounding the home, beautiful gardens, mature landscaping, established shade trees, rose bushes, privacy fencing, and an expansive screened patio ideal for relaxing or entertaining. An extensive French drain system provides enhanced drainage throughout the property, while four exterior faucets with hose connections are conveniently positioned around the home for easy landscape maintenance. Additional improvements include whole-house re-piping, updated ductwork, and an oversized garage with built-in shelving and a newly finished epoxy floor. A generator and air compressor are also included with the sale, providing added value and convenience. Rich in character, storage, and carefully considered upgrades, this exceptional home offers space, comfort, and timeless appeal inside and out. 231 White Oak Circle, Maitland
$235,000 LOOK LOOK LOOK THE OPPORTUNITY WE HAVE BEEN WAITING ON!! YES ITS HERE!4-bedroom, 1.5-bath concrete block home featuring a one-story layout and 1,635 square feet of living space. The home offers a living room, family room, indoor laundry room, and ceramic tile flooring throughout. Whether you're an investor or a buyer looking to renovate and add your personal touch, this property offers great potential. Conveniently located close to I-4, Downtown Orlando, shopping, dining, museums, schools, and other local attractions. Don't miss this opportunity to bring your vision to life! I must call now! 4 Beds ⋅ 2 Baths ⋅ O6430851 MLS LOOK LOOK LOOK THE OPPORTUNITY WE HAVE BEEN WAITING ON!! YES ITS HERE!4-bedroom, 1.5-bath concrete block home featuring a one-story layout and 1,635 square feet of living space. The home offers a living room, family room, indoor laundry room, and ceramic tile flooring throughout. Whether you're an investor or a buyer looking to renovate and add your personal touch, this property offers great potential. Conveniently located close to I-4, Downtown Orlando, shopping, dining, museums, schools, and other local attractions. Don't miss this opportunity to bring your vision to life! I must call now! 18 Eaton Street, Maitland
$585,000 Virtually Staged. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality. From the moment you step inside, you'll appreciate the bright open-concept floor plan, thoughtfully designed to maximize natural light and create an effortless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The beautifully updated kitchen serves as the heart of the home, complemented by tastefully renovated bathrooms and a versatile flex room that can easily function as a home office, fitness room, playroom, or media space. Step outside to enjoy the lanai overlooking a backyard, offering endless possibilities for weekend gatherings, outdoor entertaining, or simply relaxing in the privacy of your own backyard. Perfectly positioned in a quiet, tree-lined neighborhood, this home offers the ideal combination of tranquility and convenience. Just minutes from Winter Park, Downtown Maitland, and Downtown Orlando, you'll enjoy quick access to I-4, US-17/92, SR-436 (Semoran Boulevard), Howell Branch Road, and SR-434, making commuting throughout Central Florida effortless. Everyday conveniences are just around the corner, including Publix, Trader Joe's, Whole Foods Market, Costco, Target, Winter Park Village, Altamonte Mall, and an impressive selection of local favorites and acclaimed restaurants. Whether you're looking for your forever home or simply want to enjoy one of Central Florida's most desirable locations, 1241 Manchester Road offers an exceptional opportunity to experience the very best of Maitland living. Schedule your private showing today and discover why homes in English Estates are always in high demand. 4 Beds ⋅ 2 Baths ⋅ S5154880 MLS Virtually Staged. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality. From the moment you step inside, you'll appreciate the bright open-concept floor plan, thoughtfully designed to maximize natural light and create an effortless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The beautifully updated kitchen serves as the heart of the home, complemented by tastefully renovated bathrooms and a versatile flex room that can easily function as a home office, fitness room, playroom, or media space. Step outside to enjoy the lanai overlooking a backyard, offering endless possibilities for weekend gatherings, outdoor entertaining, or simply relaxing in the privacy of your own backyard. Perfectly positioned in a quiet, tree-lined neighborhood, this home offers the ideal combination of tranquility and convenience. Just minutes from Winter Park, Downtown Maitland, and Downtown Orlando, you'll enjoy quick access to I-4, US-17/92, SR-436 (Semoran Boulevard), Howell Branch Road, and SR-434, making commuting throughout Central Florida effortless. Everyday conveniences are just around the corner, including Publix, Trader Joe's, Whole Foods Market, Costco, Target, Winter Park Village, Altamonte Mall, and an impressive selection of local favorites and acclaimed restaurants. Whether you're looking for your forever home or simply want to enjoy one of Central Florida's most desirable locations, 1241 Manchester Road offers an exceptional opportunity to experience the very best of Maitland living. Schedule your private showing today and discover why homes in English Estates are always in high demand. 1241 Manchester Road, Maitland
$394,000 Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool home is full of potential and ready for its next owner to bring it back to life. Originally designed as a 4-bedroom, the home can easily be converted back, offering added flexibility and living space. Featuring a spacious floor plan, private pool, and hot tub, this property is an excellent opportunity for investors, renovators, or buyers looking to customize a home to fit their vision. Roof is 2006, water heater is 2015, and A/C is 2001. Conveniently located near shopping, dining, schools, and major roadways, this is your chance to create your dream home or add a promising investment property to your portfolio. Bring your ideas and unlock the potential this home has to offer! HUD Case #:094-528168 A Property is HUD owned & subject to HUD rules. FHA eligibility-Insured With Escrow. Sold As-Is, no post-contract repairs or credits. Buyer to independently verify square footage and all measurements, condition, and HOA information if any. The buyer is responsible for activating utilities for inspection. Investors must complete inspections prior to bidding. 4 Beds ⋅ 2 Baths ⋅ O6422900 MLS Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool home is full of potential and ready for its next owner to bring it back to life. Originally designed as a 4-bedroom, the home can easily be converted back, offering added flexibility and living space. Featuring a spacious floor plan, private pool, and hot tub, this property is an excellent opportunity for investors, renovators, or buyers looking to customize a home to fit their vision. Roof is 2006, water heater is 2015, and A/C is 2001. Conveniently located near shopping, dining, schools, and major roadways, this is your chance to create your dream home or add a promising investment property to your portfolio. Bring your ideas and unlock the potential this home has to offer! HUD Case #:094-528168 A Property is HUD owned & subject to HUD rules. FHA eligibility-Insured With Escrow. Sold As-Is, no post-contract repairs or credits. Buyer to independently verify square footage and all measurements, condition, and HOA information if any. The buyer is responsible for activating utilities for inspection. Investors must complete inspections prior to bidding. 2467 Fieldingwood Road, Maitland
$997,000 Tucked at the end of a quiet cul-de-sac beneath a canopy of mature oaks, this beautifully maintained Maitland home offers space, privacy, and thoughtful updates throughout — all within a top school zone just minutes from Winter Park and downtown Orlando. A paver driveway winds through lush, established landscaping to a covered entry framed by an arched transom window, with a tile roof crowning the home. Inside, the open floor plan unfolds around a striking floor-to-ceiling tile fireplace anchoring the family room, with vaulted ceilings, skylights, and French doors that flood the space with natural light and open directly to the screened lanai. The kitchen is a true centerpiece — rich wood cabinetry, granite countertops, a tile backsplash, and stainless steel appliances including a French door refrigerator, all overlooking the family room. A bright, bowed breakfast nook wrapped in windows offers the perfect everyday dining spot, while a separate formal dining room and living room provide room to entertain. This is a true split floor plan, with the primary suite privately tucked away from the secondary bedrooms for maximum peace and quiet. The primary retreat features a spacious layout, built-in bookshelves, and an oversized walk-in closet with custom shelving. The en-suite primary bath features dual vanities, a walk-in glass shower with a bench, and elegant lighting throughout. A versatile bonus room/loft with a full wall of built-in shelving and columned entry adds flexible space for a home office, playroom, or media room. A separate storage loft offers abundant built-in shelving — ideal for keeping everything organized and out of sight. Three additional bedrooms host generous closet space, and a well-appointed powder bath rounds out the main living areas. The oversized utility room impresses with abundant cabinetry, a utility sink, and stone countertops — plenty of room for laundry, storage, and more. Step outside to your own private oasis: a screened, covered lanai wrapping a sparkling pool, all enclosed by mature landscaping and a fully fenced yard — perfect for Florida indoor-outdoor living, entertaining, or simply relaxing under the trees. Located in a sought-after Maitland neighborhood with easy access to top-rated schools, shopping, dining, and major roadways. 4 Beds ⋅ 4 Baths ⋅ O6430446 MLS Tucked at the end of a quiet cul-de-sac beneath a canopy of mature oaks, this beautifully maintained Maitland home offers space, privacy, and thoughtful updates throughout — all within a top school zone just minutes from Winter Park and downtown Orlando. A paver driveway winds through lush, established landscaping to a covered entry framed by an arched transom window, with a tile roof crowning the home. Inside, the open floor plan unfolds around a striking floor-to-ceiling tile fireplace anchoring the family room, with vaulted ceilings, skylights, and French doors that flood the space with natural light and open directly to the screened lanai. The kitchen is a true centerpiece — rich wood cabinetry, granite countertops, a tile backsplash, and stainless steel appliances including a French door refrigerator, all overlooking the family room. A bright, bowed breakfast nook wrapped in windows offers the perfect everyday dining spot, while a separate formal dining room and living room provide room to entertain. This is a true split floor plan, with the primary suite privately tucked away from the secondary bedrooms for maximum peace and quiet. The primary retreat features a spacious layout, built-in bookshelves, and an oversized walk-in closet with custom shelving. The en-suite primary bath features dual vanities, a walk-in glass shower with a bench, and elegant lighting throughout. A versatile bonus room/loft with a full wall of built-in shelving and columned entry adds flexible space for a home office, playroom, or media room. A separate storage loft offers abundant built-in shelving — ideal for keeping everything organized and out of sight. Three additional bedrooms host generous closet space, and a well-appointed powder bath rounds out the main living areas. The oversized utility room impresses with abundant cabinetry, a utility sink, and stone countertops — plenty of room for laundry, storage, and more. Step outside to your own private oasis: a screened, covered lanai wrapping a sparkling pool, all enclosed by mature landscaping and a fully fenced yard — perfect for Florida indoor-outdoor living, entertaining, or simply relaxing under the trees. Located in a sought-after Maitland neighborhood with easy access to top-rated schools, shopping, dining, and major roadways. 1889 Berkeley Court, Maitland
$745,000 This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage with built-in shelves, an extended paver driveway, and paver walkways add to the home’s curb appeal and move-in-ready feel. Step outside to a peaceful, private covered screened porch—your own outdoor retreat for relaxing mornings, quiet evenings, or future entertaining with plumbing and electrical already in place for a summer kitchen. Major updates include a 2025 roof, 2017 AC, and 2014 water heater. Dommerich Estates is known for its welcoming community feel and was thoughtfully designed around A-rated schools, making walking and biking to school safe and convenient. Ideally located just 1 ½ blocks from the elementary and middle school and 1 ½ blocks from the neighborhood lake lot, this home offers easy access to sunsets, fishing, and launching a watercraft for a day on the lake. Enjoy the best of Maitland living—close to Orlando yet rich with small-town charm, walkable neighborhoods, parks, downtown parties, concerts, and community events. With its prime location, thoughtful updates, inviting indoor and outdoor spaces, and access to highly desirable neighborhood amenities, this Dommerich Estates home delivers the lifestyle buyers are looking for. 4 Beds ⋅ 3 Baths ⋅ O6429213 MLS This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage with built-in shelves, an extended paver driveway, and paver walkways add to the home’s curb appeal and move-in-ready feel. Step outside to a peaceful, private covered screened porch—your own outdoor retreat for relaxing mornings, quiet evenings, or future entertaining with plumbing and electrical already in place for a summer kitchen. Major updates include a 2025 roof, 2017 AC, and 2014 water heater. Dommerich Estates is known for its welcoming community feel and was thoughtfully designed around A-rated schools, making walking and biking to school safe and convenient. Ideally located just 1 ½ blocks from the elementary and middle school and 1 ½ blocks from the neighborhood lake lot, this home offers easy access to sunsets, fishing, and launching a watercraft for a day on the lake. Enjoy the best of Maitland living—close to Orlando yet rich with small-town charm, walkable neighborhoods, parks, downtown parties, concerts, and community events. With its prime location, thoughtful updates, inviting indoor and outdoor spaces, and access to highly desirable neighborhood amenities, this Dommerich Estates home delivers the lifestyle buyers are looking for. 550 Arapaho Trail, Maitland
$469,000 Virtually Staged. Step into sophisticated modern living at 761 Robinhood Drive, a beautifully renovated three-bedroom, two-bathroom Maitland residence with no HOA. Designed for effortless everyday living and entertaining, this home welcomes you with an impressive open-concept floor plan, abundant natural light, dramatic 14-foot vaulted ceilings, contemporary fixtures, and luxury vinyl plank flooring throughout the main living areas. Expansive sliding glass doors create a seamless connection to the enclosed, screened-in concrete patio—an inviting retreat for relaxing, dining, or enjoying Florida’s beautiful weather. Beyond the patio, a spacious, fully fenced backyard provides endless possibilities for entertaining, gardening, or creating your own private outdoor oasis. At the heart of the home is a chef-inspired kitchen that balances bold style with thoughtful functionality. It features elegant waterfall-edge quartz countertops, a striking black tile backsplash, new stainless steel appliances, soft-close cabinetry, matte-black hardware, a pantry, a charming breakfast nook, and a smart digital faucet with temperature display. Every detail has been selected to create a modern and refined gathering space. The spacious primary suite offers private sliding-door access to the patio and a stylish barn-door entrance to the ensuite bathroom. Inside, you’ll find designer tile flooring, an oversized glass-enclosed walk-in shower, a vanity with quartz countertops, modern fixtures, and a generous walk-in closet. Both additional bedrooms have been refreshed and feature built-in closets. The equally impressive guest bathroom includes elegant tilework, a tub with glass shower enclosure, quartz countertops, and a contemporary vanity. This move-in-ready home has been extensively updated with a brand-new water heater, updated plumbing and electrical systems, a 2023 air-conditioning system, a 2018 roof, new LG washer and dryer, and new stainless steel appliances. Surrounded by Maitland’s scenic lakes and ideally positioned near the Maitland SunRail Station, Lake Lily Park, shopping, dining, and cultural attractions, this home offers exceptional Central Florida convenience. Located near Lake Sybelia Elementary School and with easy access to North Orlando Avenue, Maitland Boulevard, and Interstate 4, downtown Orlando, Winter Park, and surrounding destinations are only minutes away. Modern design, extensive upgrades, a prime Maitland location, and no HOA—761 Robinhood Drive is the opportunity you’ve been waiting for. 3 Beds ⋅ 2 Baths ⋅ O6429558 MLS Virtually Staged. Step into sophisticated modern living at 761 Robinhood Drive, a beautifully renovated three-bedroom, two-bathroom Maitland residence with no HOA. Designed for effortless everyday living and entertaining, this home welcomes you with an impressive open-concept floor plan, abundant natural light, dramatic 14-foot vaulted ceilings, contemporary fixtures, and luxury vinyl plank flooring throughout the main living areas. Expansive sliding glass doors create a seamless connection to the enclosed, screened-in concrete patio—an inviting retreat for relaxing, dining, or enjoying Florida’s beautiful weather. Beyond the patio, a spacious, fully fenced backyard provides endless possibilities for entertaining, gardening, or creating your own private outdoor oasis. At the heart of the home is a chef-inspired kitchen that balances bold style with thoughtful functionality. It features elegant waterfall-edge quartz countertops, a striking black tile backsplash, new stainless steel appliances, soft-close cabinetry, matte-black hardware, a pantry, a charming breakfast nook, and a smart digital faucet with temperature display. Every detail has been selected to create a modern and refined gathering space. The spacious primary suite offers private sliding-door access to the patio and a stylish barn-door entrance to the ensuite bathroom. Inside, you’ll find designer tile flooring, an oversized glass-enclosed walk-in shower, a vanity with quartz countertops, modern fixtures, and a generous walk-in closet. Both additional bedrooms have been refreshed and feature built-in closets. The equally impressive guest bathroom includes elegant tilework, a tub with glass shower enclosure, quartz countertops, and a contemporary vanity. This move-in-ready home has been extensively updated with a brand-new water heater, updated plumbing and electrical systems, a 2023 air-conditioning system, a 2018 roof, new LG washer and dryer, and new stainless steel appliances. Surrounded by Maitland’s scenic lakes and ideally positioned near the Maitland SunRail Station, Lake Lily Park, shopping, dining, and cultural attractions, this home offers exceptional Central Florida convenience. Located near Lake Sybelia Elementary School and with easy access to North Orlando Avenue, Maitland Boulevard, and Interstate 4, downtown Orlando, Winter Park, and surrounding destinations are only minutes away. Modern design, extensive upgrades, a prime Maitland location, and no HOA—761 Robinhood Drive is the opportunity you’ve been waiting for. 761 Robinhood Drive, Maitland
$395,000 Welcome to the Winfield community in Maitland, where this 3-bedroom, 2-bathroom home with a 2-car garage offers both comfort and function. The foyer opens into a flexible dining area and flows into the kitchen, which features granite countertops, wood cabinetry, and newer appliances. The spacious living room with vaulted ceilings creates an open and inviting central gathering space. The split-bedroom floor plan provides privacy, with the primary suite located on one side of the home. The primary bedroom includes a walk-in closet and an en-suite bath. Two additional bedrooms and a full bath are located on the opposite side of the home, along with a convenient interior laundry room. French doors lead from the living room to a large screened-in pavered porch overlooking the fully fenced backyard. This versatile outdoor space is ideal for dining, relaxing, or hosting get-togethers in a low-maintenance setting. Reach out to schedule your tour today. 3 Beds ⋅ 2 Baths ⋅ O6428599 MLS Welcome to the Winfield community in Maitland, where this 3-bedroom, 2-bathroom home with a 2-car garage offers both comfort and function. The foyer opens into a flexible dining area and flows into the kitchen, which features granite countertops, wood cabinetry, and newer appliances. The spacious living room with vaulted ceilings creates an open and inviting central gathering space. The split-bedroom floor plan provides privacy, with the primary suite located on one side of the home. The primary bedroom includes a walk-in closet and an en-suite bath. Two additional bedrooms and a full bath are located on the opposite side of the home, along with a convenient interior laundry room. French doors lead from the living room to a large screened-in pavered porch overlooking the fully fenced backyard. This versatile outdoor space is ideal for dining, relaxing, or hosting get-togethers in a low-maintenance setting. Reach out to schedule your tour today. 2115 Korat Lane, Maitland
$535,000 Move-in ready and full of charm, this one-story Maitland home offers 4 bedrooms, 2 bathrooms, and an array of desirable features. Enjoy Florida living with your own in-ground pool, or relax by the cozy wood-burning fireplace in the front living room. The updated kitchen (2019) features granite countertops and modern finishes, while the primary bathroom includes a beautifully tiled walk-in shower. Additional highlights include a spacious Florida room, a two-door, two-car garage, fresh interior paint, and a roof replaced in 2014. Conveniently located just minutes from Altamonte Springs, Winter Park, shopping, dining, and I-4, this home offers both comfort and an ideal location. 4 Beds ⋅ 2 Baths ⋅ O6428222 MLS Move-in ready and full of charm, this one-story Maitland home offers 4 bedrooms, 2 bathrooms, and an array of desirable features. Enjoy Florida living with your own in-ground pool, or relax by the cozy wood-burning fireplace in the front living room. The updated kitchen (2019) features granite countertops and modern finishes, while the primary bathroom includes a beautifully tiled walk-in shower. Additional highlights include a spacious Florida room, a two-door, two-car garage, fresh interior paint, and a roof replaced in 2014. Conveniently located just minutes from Altamonte Springs, Winter Park, shopping, dining, and I-4, this home offers both comfort and an ideal location. 112 Roosevelt Place, Maitland
$795,550 Nestled beneath a canopy of majestic oak trees in the highly sought after Maitland Woods neighborhood, this beautifully updated 3 bedroom, 2.5 bathroom pool home sits on an expansive .45 acre homesite, offering timeless charm, thoughtful updates, and the lifestyle you've been searching for. From the moment you arrive, you'll appreciate the instant curb appeal of this classic brick ranch home, framed by mature landscaping and one of Maitland Woods' picturesque tree lined streets. Inside, you're welcomed by a spacious formal living room that sets the tone for the warm and inviting spaces beyond. The beautifully renovated kitchen serves as the heart of the home, featuring stylish finishes, generous workspace, and an effortless flow into the family room, where a stunning brick fireplace creates the perfect place to gather with family and friends. The spacious primary suite offers a peaceful retreat complete with a custom walk in closet and an updated ensuite bath. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office.' Designed for year round Florida living, the expansive screened lanai overlooks your own private backyard oasis featuring a saltwater pool, newer pergola, outdoor shower, and an oversized fenced backyard with plenty of room to entertain, play, or simply relax beneath the shade of mature oaks. Recent improvements include a new HVAC system (2025), complete replumbing, and updated electrical, offering peace of mind for years to come. Life in Maitland Woods is about more than just the home. Enjoy evening walks around the spring fed waters of Lake Sybelia, where neighbors gather to take in beautiful sunsets beneath the oak canopy. Just minutes away, charming downtown Maitland offers local restaurants, community events, the weekly farmers market, and beloved traditions like Movies in the Park. With Orangewood Christian School within walking distance and easy access to downtown Maitland, downtown Orlando, shopping, dining, and major roadways, this location perfectly blends small town charm with everyday convenience. This is more than a home. This is the sign you've been looking for. It's an opportunity to enjoy the timeless character, community, and lifestyle that have made Maitland Woods one of Central Florida's most cherished neighborhoods. 3 Beds ⋅ 3 Baths ⋅ O6428263 MLS Nestled beneath a canopy of majestic oak trees in the highly sought after Maitland Woods neighborhood, this beautifully updated 3 bedroom, 2.5 bathroom pool home sits on an expansive .45 acre homesite, offering timeless charm, thoughtful updates, and the lifestyle you've been searching for. From the moment you arrive, you'll appreciate the instant curb appeal of this classic brick ranch home, framed by mature landscaping and one of Maitland Woods' picturesque tree lined streets. Inside, you're welcomed by a spacious formal living room that sets the tone for the warm and inviting spaces beyond. The beautifully renovated kitchen serves as the heart of the home, featuring stylish finishes, generous workspace, and an effortless flow into the family room, where a stunning brick fireplace creates the perfect place to gather with family and friends. The spacious primary suite offers a peaceful retreat complete with a custom walk in closet and an updated ensuite bath. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office.' Designed for year round Florida living, the expansive screened lanai overlooks your own private backyard oasis featuring a saltwater pool, newer pergola, outdoor shower, and an oversized fenced backyard with plenty of room to entertain, play, or simply relax beneath the shade of mature oaks. Recent improvements include a new HVAC system (2025), complete replumbing, and updated electrical, offering peace of mind for years to come. Life in Maitland Woods is about more than just the home. Enjoy evening walks around the spring fed waters of Lake Sybelia, where neighbors gather to take in beautiful sunsets beneath the oak canopy. Just minutes away, charming downtown Maitland offers local restaurants, community events, the weekly farmers market, and beloved traditions like Movies in the Park. With Orangewood Christian School within walking distance and easy access to downtown Maitland, downtown Orlando, shopping, dining, and major roadways, this location perfectly blends small town charm with everyday convenience. This is more than a home. This is the sign you've been looking for. It's an opportunity to enjoy the timeless character, community, and lifestyle that have made Maitland Woods one of Central Florida's most cherished neighborhoods. 211 Talmeda Trail, Maitland
$599,000 Under contract-accepting backup offers. This is a once in a lifetime opportunity to lovingly restore one of Maitland's oldest, historic homes, built in 1886, or choose to build your own dream home on this almost half an acre lot. It is situated in the prime location of the Maitland/Winter Park area; steps from beautiful Lake Sybelia. Most of the million-dollar homes in the neighborhood have recently been rebuilt. When you take a walk inside; you will be taken back to early Florida; with the wrap around wood porch, original windows, hardwood floors and high ceilings. There is so much character in this home! There is also a guest cottage out back that could be restored as well. This home and lot are in a very sought-after location and neighborhood, surrounded by beautifully appointed redone, large homes all around Lake Sybelia. This is a unique opportunity no matter what you as the buyer choose; restore or build in one of the prettiest neighborhoods and locations in Central Florida. 3 Beds ⋅ 1 Baths ⋅ O6428138 MLS Under contract-accepting backup offers. This is a once in a lifetime opportunity to lovingly restore one of Maitland's oldest, historic homes, built in 1886, or choose to build your own dream home on this almost half an acre lot. It is situated in the prime location of the Maitland/Winter Park area; steps from beautiful Lake Sybelia. Most of the million-dollar homes in the neighborhood have recently been rebuilt. When you take a walk inside; you will be taken back to early Florida; with the wrap around wood porch, original windows, hardwood floors and high ceilings. There is so much character in this home! There is also a guest cottage out back that could be restored as well. This home and lot are in a very sought-after location and neighborhood, surrounded by beautifully appointed redone, large homes all around Lake Sybelia. This is a unique opportunity no matter what you as the buyer choose; restore or build in one of the prettiest neighborhoods and locations in Central Florida. 251 W Horatio Avenue, Maitland
$345,000 Under contract-accepting backup offers. Welcome to 501 Fitzgerald Drive, where modern updates meet an unbeatable location. Situated on a desirable corner lot, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect combination of style, functionality, and convenience. Inside, you'll find an open and inviting layout featuring luxury vinyl plank flooring, quartz countertops, a designer backsplash, stainless steel appliances, fresh interior finishes, and abundant natural light throughout. Major improvements—including the roof and HVAC system—provide added peace of mind, making this home truly move-in ready. Step outside to enjoy the spacious screened-in porch, the perfect place to relax, entertain, or enjoy Florida evenings without the bugs. The oversized driveway and covered carport provide plenty of parking for family and guests. Conveniently located just minutes from top-rated schools, Winter Park Village, shopping, dining, and entertainment, you'll also appreciate easy access to I-4 for commuting throughout Central Florida. Fitness enthusiasts will love being just around the corner from the new Life Time athletic country club, offering world-class fitness, pools, pickleball, and wellness amenities. Whether you're a first-time homebuyer, growing family, or simply looking for a beautifully updated home in a prime location, 501 Fitzgerald Drive is ready to welcome you home. Schedule your private showing today! 4 Beds ⋅ 2 Baths ⋅ O6428016 MLS Under contract-accepting backup offers. Welcome to 501 Fitzgerald Drive, where modern updates meet an unbeatable location. Situated on a desirable corner lot, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect combination of style, functionality, and convenience. Inside, you'll find an open and inviting layout featuring luxury vinyl plank flooring, quartz countertops, a designer backsplash, stainless steel appliances, fresh interior finishes, and abundant natural light throughout. Major improvements—including the roof and HVAC system—provide added peace of mind, making this home truly move-in ready. Step outside to enjoy the spacious screened-in porch, the perfect place to relax, entertain, or enjoy Florida evenings without the bugs. The oversized driveway and covered carport provide plenty of parking for family and guests. Conveniently located just minutes from top-rated schools, Winter Park Village, shopping, dining, and entertainment, you'll also appreciate easy access to I-4 for commuting throughout Central Florida. Fitness enthusiasts will love being just around the corner from the new Life Time athletic country club, offering world-class fitness, pools, pickleball, and wellness amenities. Whether you're a first-time homebuyer, growing family, or simply looking for a beautifully updated home in a prime location, 501 Fitzgerald Drive is ready to welcome you home. Schedule your private showing today! 501 Fitzgerald Drive, Maitland
$925,000 Welcome to your private lakefront retreat on one of Maitland's most coveted streets—Druid Isle. Tucked away on a quiet peninsula surrounded by water on every side, this exclusive one-way-in, one-way-out street offers an unmatched sense of privacy and tranquility. Situated at the end of the cul-de-sac, this beautifully updated 4-bedroom, 3-bathroom pool home combines modern finishes with an incredible waterfront lifestyle. Inside, you'll find a bright, open floor plan featuring brand-new luxury vinyl flooring throughout, fresh interior paint, and thoughtfully updated spaces designed for both everyday living and entertaining. Every detail has been carefully refreshed, making this home completely move-in ready. Step outside to your own private oasis where a sparkling pool overlooks the water, creating the perfect setting for relaxing or hosting family and friends. The exterior has been transformed with all-new professional landscaping, a brand-new paver driveway, and a newly paved walkway leading to a dedicated fire pit area—an ideal place to gather and enjoy breathtaking sunsets over the lake. Whether you're looking for peaceful waterfront living, exceptional privacy, or a home that's been completely updated from top to bottom, this Druid Isle gem offers a rare opportunity to own one of Maitland's most desirable lakefront properties. Experience the beauty, serenity, and lifestyle that only Druid Isle can provide. ROOF - 2017 HOT WATER HEATER - 2026 AC - 2012 PLUMBING - Updated 2018 ELECTRICAL - Updated 2018 4 Beds ⋅ 3 Baths ⋅ O6427911 MLS Welcome to your private lakefront retreat on one of Maitland's most coveted streets—Druid Isle. Tucked away on a quiet peninsula surrounded by water on every side, this exclusive one-way-in, one-way-out street offers an unmatched sense of privacy and tranquility. Situated at the end of the cul-de-sac, this beautifully updated 4-bedroom, 3-bathroom pool home combines modern finishes with an incredible waterfront lifestyle. Inside, you'll find a bright, open floor plan featuring brand-new luxury vinyl flooring throughout, fresh interior paint, and thoughtfully updated spaces designed for both everyday living and entertaining. Every detail has been carefully refreshed, making this home completely move-in ready. Step outside to your own private oasis where a sparkling pool overlooks the water, creating the perfect setting for relaxing or hosting family and friends. The exterior has been transformed with all-new professional landscaping, a brand-new paver driveway, and a newly paved walkway leading to a dedicated fire pit area—an ideal place to gather and enjoy breathtaking sunsets over the lake. Whether you're looking for peaceful waterfront living, exceptional privacy, or a home that's been completely updated from top to bottom, this Druid Isle gem offers a rare opportunity to own one of Maitland's most desirable lakefront properties. Experience the beauty, serenity, and lifestyle that only Druid Isle can provide. ROOF - 2017 HOT WATER HEATER - 2026 AC - 2012 PLUMBING - Updated 2018 ELECTRICAL - Updated 2018 1301 Druid Isle Road, Maitland
$990,000 Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off of Lake Sybelia. Featuring a private pool, spacious layout, luxury kitchen, high ceilings and an ideal location. Sub-Zero Pro refrigerator, Wolf duel-fuel range, quartzite counter tops, custom cabinetry, gas tankless water heater. Walking distance from Lake Sybelia, Maitland farmer's market, library and restaurants. This 4 bedroom, 3 1/2 bathroom home offers the perfect blend of comfort and privacy in this perfect neighborhood! 4 Beds ⋅ 4 Baths ⋅ O6427905 MLS Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off of Lake Sybelia. Featuring a private pool, spacious layout, luxury kitchen, high ceilings and an ideal location. Sub-Zero Pro refrigerator, Wolf duel-fuel range, quartzite counter tops, custom cabinetry, gas tankless water heater. Walking distance from Lake Sybelia, Maitland farmer's market, library and restaurants. This 4 bedroom, 3 1/2 bathroom home offers the perfect blend of comfort and privacy in this perfect neighborhood! 313 Macarthur Place, Maitland
$825,000 Under contract-accepting backup offers. Beautifully updated pool home in the highly sought-after Dommerich Estates! This spacious 4 bedroom, 2 bath residence offers 2,061 square feet of thoughtfully designed living space and located one block from deeded lake access to the Winter Park Chain of Lakes. The lake lot includes a boat ramp, pier for relaxing or fishing and a storage rack for kayaks and canoes! Recent updates include a New Roof (2026), New HVAC system (2026), Water Heater (2022), Newly updated bathrooms, New interior doors, frames and baseboards, beautiful luxury vinyl plank flooring, New gutters, New pool screen enclosure and updated landscaping! The versatile floor plan includes formal living and dining areas, along with a generous family room complete with custom built-in shelving and picturesque views of the sparkling pool. French doors open to a screened lanai with a private pool, heated spa, and outdoor shower, perfect for relaxing or entertaining year-round. The stunning kitchen is a true centerpiece, featuring quartzite countertops, a farmhouse sink, marble backsplash, GE profile stainless steel appliances, and abundant cabinetry for exceptional storage. The oversized laundry room includes a washer, dryer, extra refrigerator, and even more storage. The split-bedroom layout provides added privacy. The primary bedroom is complete with an updated ensuite bath with a stunning glassed shower with designer tile. The guest bedrooms share an updated bath with dual sinks and tub with stunning tile. The 4th bedroom is ideal for a home office with built in cabinetry. Gorgeous light fixtures and windows adorned with wooden shutters add to the beauty of the home. Ideally located a few blocks to top-rated Dommerich Elementary and Maitland Middle School, as well as Maitland Community Park, where you'll enjoy tennis courts, basketball courts, playgrounds, and scenic walking and jogging trails. This exceptional home combines an unbeatable location, outstanding updates, and access to one of Central Florida's most desirable neighborhoods. 4 Beds ⋅ 2 Baths ⋅ O6425065 MLS Under contract-accepting backup offers. Beautifully updated pool home in the highly sought-after Dommerich Estates! This spacious 4 bedroom, 2 bath residence offers 2,061 square feet of thoughtfully designed living space and located one block from deeded lake access to the Winter Park Chain of Lakes. The lake lot includes a boat ramp, pier for relaxing or fishing and a storage rack for kayaks and canoes! Recent updates include a New Roof (2026), New HVAC system (2026), Water Heater (2022), Newly updated bathrooms, New interior doors, frames and baseboards, beautiful luxury vinyl plank flooring, New gutters, New pool screen enclosure and updated landscaping! The versatile floor plan includes formal living and dining areas, along with a generous family room complete with custom built-in shelving and picturesque views of the sparkling pool. French doors open to a screened lanai with a private pool, heated spa, and outdoor shower, perfect for relaxing or entertaining year-round. The stunning kitchen is a true centerpiece, featuring quartzite countertops, a farmhouse sink, marble backsplash, GE profile stainless steel appliances, and abundant cabinetry for exceptional storage. The oversized laundry room includes a washer, dryer, extra refrigerator, and even more storage. The split-bedroom layout provides added privacy. The primary bedroom is complete with an updated ensuite bath with a stunning glassed shower with designer tile. The guest bedrooms share an updated bath with dual sinks and tub with stunning tile. The 4th bedroom is ideal for a home office with built in cabinetry. Gorgeous light fixtures and windows adorned with wooden shutters add to the beauty of the home. Ideally located a few blocks to top-rated Dommerich Elementary and Maitland Middle School, as well as Maitland Community Park, where you'll enjoy tennis courts, basketball courts, playgrounds, and scenic walking and jogging trails. This exceptional home combines an unbeatable location, outstanding updates, and access to one of Central Florida's most desirable neighborhoods. 1633 Choctaw Trail, Maitland
$875,000 Located on quiet cul-de-sac, this one-story 5 bedroom/4 bath, 3,136 sq ft ranch-style home is a short walk to A-rated Dommerich Elementary and Maitland Middle schools. This home sits on .29 of an acre that backs up to the preserved conservation. Functional floor plan with separate formal living and dining rooms, perfect for entertaining. Eat-in kitchen opens to the cozy family room anchored by the wood-burning fireplace. Expanded in 2008, the attached 900 sq ft in-law suite has a bedroom, living room, kitchenette and bath - ideal for an elderly parent or returning college grad. This flex space would also be ideal as an exercise room or home office. Primary bedroom has screened patio access and a walk-in closet. Three secondary bedrooms with access to two additional baths. Living areas have wood and tile flooring and the bedrooms have luxury vinyl plank. Out back is a sparkling screened pool overlooking the wooded back yard. Recent improvements include all new interior paint throughout (7/26) and roof ('22). Conveniently located near I-4, several parks, and excellent neighborhood restaurants. Charming library with books to share. No HOA. Welcome home! 5 Beds ⋅ 4 Baths ⋅ O6427989 MLS Located on quiet cul-de-sac, this one-story 5 bedroom/4 bath, 3,136 sq ft ranch-style home is a short walk to A-rated Dommerich Elementary and Maitland Middle schools. This home sits on .29 of an acre that backs up to the preserved conservation. Functional floor plan with separate formal living and dining rooms, perfect for entertaining. Eat-in kitchen opens to the cozy family room anchored by the wood-burning fireplace. Expanded in 2008, the attached 900 sq ft in-law suite has a bedroom, living room, kitchenette and bath - ideal for an elderly parent or returning college grad. This flex space would also be ideal as an exercise room or home office. Primary bedroom has screened patio access and a walk-in closet. Three secondary bedrooms with access to two additional baths. Living areas have wood and tile flooring and the bedrooms have luxury vinyl plank. Out back is a sparkling screened pool overlooking the wooded back yard. Recent improvements include all new interior paint throughout (7/26) and roof ('22). Conveniently located near I-4, several parks, and excellent neighborhood restaurants. Charming library with books to share. No HOA. Welcome home! 2051 Dyan Way, Maitland
$549,000 Virtually Staged. Welcome home to this spacious 4-bedroom, 2-bath pool home in Maitland. From the moment you arrive, you'll appreciate the attractive brick exterior and inviting curb appeal. Inside, a welcoming foyer is flanked by a large formal living room with parquet flooring and abundant natural light, while the formal dining room features classic wainscoting and connects directly to the updated kitchen. The kitchen offers granite countertops, wood cabinetry, stainless steel appliances, a breakfast bar, and overlooks the generous family room with French doors leading to the backyard. The split-bedroom floor plan provides plenty of privacy. Two spacious secondary bedrooms with engineered hardwood flooring are located on one side of the home and share a hall bath. The primary suite is tucked away on the opposite side and features engineered hardwood floors, a walk-in closet and an ensuite bath with a walk-in shower. A fourth bedroom is centrally located, making it an ideal guest room, nursery, or home office. Just off the kitchen, you'll also find a large laundry room with built-in cabinetry for extra storage and access to the oversized two-car garage, which offers additional storage space. Step outside to a fully fenced backyard with an updated vinyl fence, a large pool ready for your personal finishing touches, and plenty of yard space for entertaining, pets, or play. Whether you choose to resurface the pool right away or customize it over time, this backyard offers great potential to create your own private outdoor retreat. Conveniently located just off Howell Branch Road, you're only minutes from I-4, Downtown Maitland, Winter Park, shopping, dining, and everyday conveniences. Call today to schedule your private showing! 4 Beds ⋅ 2 Baths ⋅ O6427813 MLS Virtually Staged. Welcome home to this spacious 4-bedroom, 2-bath pool home in Maitland. From the moment you arrive, you'll appreciate the attractive brick exterior and inviting curb appeal. Inside, a welcoming foyer is flanked by a large formal living room with parquet flooring and abundant natural light, while the formal dining room features classic wainscoting and connects directly to the updated kitchen. The kitchen offers granite countertops, wood cabinetry, stainless steel appliances, a breakfast bar, and overlooks the generous family room with French doors leading to the backyard. The split-bedroom floor plan provides plenty of privacy. Two spacious secondary bedrooms with engineered hardwood flooring are located on one side of the home and share a hall bath. The primary suite is tucked away on the opposite side and features engineered hardwood floors, a walk-in closet and an ensuite bath with a walk-in shower. A fourth bedroom is centrally located, making it an ideal guest room, nursery, or home office. Just off the kitchen, you'll also find a large laundry room with built-in cabinetry for extra storage and access to the oversized two-car garage, which offers additional storage space. Step outside to a fully fenced backyard with an updated vinyl fence, a large pool ready for your personal finishing touches, and plenty of yard space for entertaining, pets, or play. Whether you choose to resurface the pool right away or customize it over time, this backyard offers great potential to create your own private outdoor retreat. Conveniently located just off Howell Branch Road, you're only minutes from I-4, Downtown Maitland, Winter Park, shopping, dining, and everyday conveniences. Call today to schedule your private showing! 564 Brookside Circle, Maitland
$399,000 Offered for the first time in 42 years, this 3-bedroom, 2-bath home is located in the highly desirable English Estates community in Seminole County. With spacious living areas, quality construction, and timeless character, this home offers a wonderful opportunity to make it your own. A circular driveway provides ample parking with plenty of room for multiple vehicles, including an RV or boat. Inside, the home features a formal living room with a wood-burning fireplace and traditional mantle. The kitchen includes a cozy eat-in dining area centered around a second wood-burning brick fireplace, while the adjacent family room is filled with natural light from a wall of windows overlooking the backyard. All three bedrooms are generously sized, including an oversized primary suite with a walk-in closet. Recent updates include a new roof (2020) and a whole-house generator (2018). Additional features include a well solely for the sprinkler system, a walk-in attic, attic fan, backyard fruit trees, and flood lights. English Estates is one of Maitland's most established neighborhoods, offering Seminole County schools and convenient access to shopping, dining, parks, major roadways, and Downtown Orlando. From this location you are less than 10 minutes to the I-4 Express lanes to get to downtown in 20 minutes total, you are 15 minutes to the hustle and bustle of Winter Park Village and all surrounding shops and restaurants. This is a rare opportunity to own a home that has been lovingly cared for and is ready for its next owner. 3 Beds ⋅ 2 Baths ⋅ O6427560 MLS Offered for the first time in 42 years, this 3-bedroom, 2-bath home is located in the highly desirable English Estates community in Seminole County. With spacious living areas, quality construction, and timeless character, this home offers a wonderful opportunity to make it your own. A circular driveway provides ample parking with plenty of room for multiple vehicles, including an RV or boat. Inside, the home features a formal living room with a wood-burning fireplace and traditional mantle. The kitchen includes a cozy eat-in dining area centered around a second wood-burning brick fireplace, while the adjacent family room is filled with natural light from a wall of windows overlooking the backyard. All three bedrooms are generously sized, including an oversized primary suite with a walk-in closet. Recent updates include a new roof (2020) and a whole-house generator (2018). Additional features include a well solely for the sprinkler system, a walk-in attic, attic fan, backyard fruit trees, and flood lights. English Estates is one of Maitland's most established neighborhoods, offering Seminole County schools and convenient access to shopping, dining, parks, major roadways, and Downtown Orlando. From this location you are less than 10 minutes to the I-4 Express lanes to get to downtown in 20 minutes total, you are 15 minutes to the hustle and bustle of Winter Park Village and all surrounding shops and restaurants. This is a rare opportunity to own a home that has been lovingly cared for and is ready for its next owner. 2340 Derbyshire Road, Maitland
$674,000 **BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles. 3 Beds ⋅ 2 Baths ⋅ O6427049 MLS **BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles. 553 Arapaho Trail, Maitland
$925,000 Under contract-accepting backup offers. Ideally located in the heart of Maitland & built by Clarkson Concepts in 2017, this custom contemporary home offers 2,672 SF of thoughtfully designed living space w/ four bedrooms, three full bathrooms & one half bath. A covered paver front porch welcomes you inside, where high ceilings, recessed LED lighting, wood-like tile flooring, custom ceiling accents & oversized windows create a light-filled, contemporary interior. The living, dining, and kitchen areas flow seamlessly together and extend to an expansive wall of sliding glass doors that opens to the newly screened lanai with a tongue-and-groove ceiling, creating an effortless indoor-outdoor lifestyle. Designed to be the heart of the home, the kitchen showcases a dramatic 12’ island w/ seating for four or more, extensive shaker-style cabinetry including soft-close doors & drawers, granite countertops, stainless steel appliances, a slide-in gas range w/ vent hood, an under-counter drawer microwave, under-mount sink accompanied by a commercial-style pull-down faucet & a separate wet bar. Privately located on the first floor & thoughtfully separated from the alternate bedrooms, the spacious primary suite offers a tray ceiling, a modern ceiling fan w/ an integrated light kit, dual walk-in closets & a spa-inspired bath w/ white shaker cabinetry, granite countertops, a freestanding soaking tub, a frameless glass-enclosed shower w/ dual shower heads & an expansive vanity w/ dual faucets. Also on the main level & conveniently located for guest use, is a stylish powder bath appointed w/ a gray shaker vanity, quartz countertop, designer accent wall, contemporary mirror & lighting. Completing the first floor is a functional laundry/mudroom w/ shelving for storage above the washer/dryer, an optional gas hookup & direct access to the attached 2-car garage w/ an epoxy floor finish & open nook for storage. Upstairs, a versatile loft provides flexible space for a media room, home office, fitness area, or playroom. Three additional bedrooms are located on the second level. One enjoys the privacy of an en-suite bath with a tub/shower combination, white shaker vanity, granite countertop & contemporary lighting, while the remaining two bedrooms share a hall bath finished in a similar style, equipped with a walk-in shower. Additional home highlights include two-zone HVAC systems, an on-demand gas water heater, motorized shades throughout the main living areas, modern ceiling fans with integrated light kits, a security system, pre-wiring for surround sound, MI energy-efficient windows, contemporary five-panel interior doors, concrete block construction on the first floor, dimensional shingle roofing accented by a standing-seam metal roof over the front entry, a paver driveway and walkways & a private irrigation well to help reduce irrigation costs. The fully fenced backyard offers expansive green space w/ ample room for a future pool. Located in Serendipity Park, the home is within walking distance of the citywide bike trail, pedestrian boardwalk, SunRail, Publix, the library, post office, parks, restaurants & the new Maitland City Centre. Zoned for Lake Sybelia Elementary, Maitland Middle & Edgewater High School, the location also provides convenient access to Winter Park, Orlando, I-4 & more. With no HOA, quality construction, efficient systems & an exceptional walkable location, this home offers a rare opportunity to enjoy contemporary living in one of Maitland’s most desirable neighborhoods. 4 Beds ⋅ 4 Baths ⋅ O6422907 MLS Under contract-accepting backup offers. Ideally located in the heart of Maitland & built by Clarkson Concepts in 2017, this custom contemporary home offers 2,672 SF of thoughtfully designed living space w/ four bedrooms, three full bathrooms & one half bath. A covered paver front porch welcomes you inside, where high ceilings, recessed LED lighting, wood-like tile flooring, custom ceiling accents & oversized windows create a light-filled, contemporary interior. The living, dining, and kitchen areas flow seamlessly together and extend to an expansive wall of sliding glass doors that opens to the newly screened lanai with a tongue-and-groove ceiling, creating an effortless indoor-outdoor lifestyle. Designed to be the heart of the home, the kitchen showcases a dramatic 12’ island w/ seating for four or more, extensive shaker-style cabinetry including soft-close doors & drawers, granite countertops, stainless steel appliances, a slide-in gas range w/ vent hood, an under-counter drawer microwave, under-mount sink accompanied by a commercial-style pull-down faucet & a separate wet bar. Privately located on the first floor & thoughtfully separated from the alternate bedrooms, the spacious primary suite offers a tray ceiling, a modern ceiling fan w/ an integrated light kit, dual walk-in closets & a spa-inspired bath w/ white shaker cabinetry, granite countertops, a freestanding soaking tub, a frameless glass-enclosed shower w/ dual shower heads & an expansive vanity w/ dual faucets. Also on the main level & conveniently located for guest use, is a stylish powder bath appointed w/ a gray shaker vanity, quartz countertop, designer accent wall, contemporary mirror & lighting. Completing the first floor is a functional laundry/mudroom w/ shelving for storage above the washer/dryer, an optional gas hookup & direct access to the attached 2-car garage w/ an epoxy floor finish & open nook for storage. Upstairs, a versatile loft provides flexible space for a media room, home office, fitness area, or playroom. Three additional bedrooms are located on the second level. One enjoys the privacy of an en-suite bath with a tub/shower combination, white shaker vanity, granite countertop & contemporary lighting, while the remaining two bedrooms share a hall bath finished in a similar style, equipped with a walk-in shower. Additional home highlights include two-zone HVAC systems, an on-demand gas water heater, motorized shades throughout the main living areas, modern ceiling fans with integrated light kits, a security system, pre-wiring for surround sound, MI energy-efficient windows, contemporary five-panel interior doors, concrete block construction on the first floor, dimensional shingle roofing accented by a standing-seam metal roof over the front entry, a paver driveway and walkways & a private irrigation well to help reduce irrigation costs. The fully fenced backyard offers expansive green space w/ ample room for a future pool. Located in Serendipity Park, the home is within walking distance of the citywide bike trail, pedestrian boardwalk, SunRail, Publix, the library, post office, parks, restaurants & the new Maitland City Centre. Zoned for Lake Sybelia Elementary, Maitland Middle & Edgewater High School, the location also provides convenient access to Winter Park, Orlando, I-4 & more. With no HOA, quality construction, efficient systems & an exceptional walkable location, this home offers a rare opportunity to enjoy contemporary living in one of Maitland’s most desirable neighborhoods. 632 Gamewell Avenue, Maitland
$779,000 Virtually Staged. PRICE IMPROVEMENT, NEW ROOF, NEW AC, NEW HOT WATER HEATER before closing, making this beautifully updated 4-bedroom, 2-bath split-plan home offering approximately 2,280 square feet of living space, ideally situated on a quiet cul-de-sac in desirable Maitland, an amazing value. This well-maintained residence is zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High School. The spacious floor plan features oversized rooms throughout, including formal living and dining areas, a large family room with a decorative stone accent wall and cozy fireplace, and a generous eat-in kitchen with granite countertops, updated cabinetry, and breakfast area. French doors provide abundant natural light and open to the screened patio and outdoor living spaces. Major improvements include updated flooring, fresh interior paint, double-pane windows, blown attic insulation, all-new ductwork, updated plumbing, a new electrical breaker panel, and complete home rewiring. Crown molding, recessed lighting, six-inch baseboards, and French doors add style and functionality throughout the home. The primary suite features French doors to the patio, a walk-in closet, dressing area, and a beautifully renovated bath with dual vanities, walk-in shower, travertine finishes, and updated fixtures. The secondary bathroom has also been fully remodeled with marble finishes, dual vanities, a new tub, and updated lighting. Outdoor highlights include a large rear deck, brick patio area, irrigation well and sprinkler system, and a fully fenced backyard with separate sections—ideal for pets, play, and entertaining. The perimeter fence was replaced and stained in 2017. Move-in ready and thoughtfully updated throughout, this exceptional home combines classic character, quality improvements, and an unbeatable location close to top-rated schools, parks, shopping, and dining. 4 Beds ⋅ 2 Baths ⋅ O6426674 MLS Virtually Staged. PRICE IMPROVEMENT, NEW ROOF, NEW AC, NEW HOT WATER HEATER before closing, making this beautifully updated 4-bedroom, 2-bath split-plan home offering approximately 2,280 square feet of living space, ideally situated on a quiet cul-de-sac in desirable Maitland, an amazing value. This well-maintained residence is zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High School. The spacious floor plan features oversized rooms throughout, including formal living and dining areas, a large family room with a decorative stone accent wall and cozy fireplace, and a generous eat-in kitchen with granite countertops, updated cabinetry, and breakfast area. French doors provide abundant natural light and open to the screened patio and outdoor living spaces. Major improvements include updated flooring, fresh interior paint, double-pane windows, blown attic insulation, all-new ductwork, updated plumbing, a new electrical breaker panel, and complete home rewiring. Crown molding, recessed lighting, six-inch baseboards, and French doors add style and functionality throughout the home. The primary suite features French doors to the patio, a walk-in closet, dressing area, and a beautifully renovated bath with dual vanities, walk-in shower, travertine finishes, and updated fixtures. The secondary bathroom has also been fully remodeled with marble finishes, dual vanities, a new tub, and updated lighting. Outdoor highlights include a large rear deck, brick patio area, irrigation well and sprinkler system, and a fully fenced backyard with separate sections—ideal for pets, play, and entertaining. The perimeter fence was replaced and stained in 2017. Move-in ready and thoughtfully updated throughout, this exceptional home combines classic character, quality improvements, and an unbeatable location close to top-rated schools, parks, shopping, and dining. 2080 Goldwater Court, Maitland
$500,000 WELCOME HOME to 2464 Hunterfield Rd in English Estates! If you've been searching for a home with space, style, and an inviting layout, you've found it. This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort and functionality in one of Maitland's most desirable neighborhoods. From the moment you walk in, you'll appreciate the light and bright interior, complemented by TIMELESS TERRAZZO and luxury vinyl flooring throughout. The open floor plan creates a seamless flow from the NEWLY RENOVATED KITCHEN to the spacious family room, making it the perfect place to gather with family and friends or entertain guests. Need room for everyone? You'll love the separate living, dining, and family rooms, giving you plenty of flexible space for relaxing, hosting holidays, or creating the perfect home office or playroom. On cooler Florida evenings, cozy up around the WOOD-BURNING FIREPLACE and enjoy the warmth and charm it brings to the home. French doors open to a spacious SCREENED PORCH, creating an ideal indoor-outdoor living experience. Step outside to the LARGE FENCED BACKYARD, where there's plenty of room for kids, pets, gardening, or even adding your dream pool. Additional features include a 2-CAR GARAGE, large FENCED YARD, ceiling fans in all bedrooms and much more. Home RECENTLY REPLUMBED and with the right offer Sellers willing to replace the roof and septic so your worries of big ticket items repairs goes away. Located in a wonderful Maitland neighborhood and zoned for highly sought-after Seminole County Schools, this home offers not only beautiful living spaces but also an exceptional location close to shopping, dining, parks, and major roadways. This is MORE than just a house... it's a place you'll love coming home to. Schedule your private showing today and see why this could be the perfect place to call home! 4 Beds ⋅ 2 Baths ⋅ O6424179 MLS WELCOME HOME to 2464 Hunterfield Rd in English Estates! If you've been searching for a home with space, style, and an inviting layout, you've found it. This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort and functionality in one of Maitland's most desirable neighborhoods. From the moment you walk in, you'll appreciate the light and bright interior, complemented by TIMELESS TERRAZZO and luxury vinyl flooring throughout. The open floor plan creates a seamless flow from the NEWLY RENOVATED KITCHEN to the spacious family room, making it the perfect place to gather with family and friends or entertain guests. Need room for everyone? You'll love the separate living, dining, and family rooms, giving you plenty of flexible space for relaxing, hosting holidays, or creating the perfect home office or playroom. On cooler Florida evenings, cozy up around the WOOD-BURNING FIREPLACE and enjoy the warmth and charm it brings to the home. French doors open to a spacious SCREENED PORCH, creating an ideal indoor-outdoor living experience. Step outside to the LARGE FENCED BACKYARD, where there's plenty of room for kids, pets, gardening, or even adding your dream pool. Additional features include a 2-CAR GARAGE, large FENCED YARD, ceiling fans in all bedrooms and much more. Home RECENTLY REPLUMBED and with the right offer Sellers willing to replace the roof and septic so your worries of big ticket items repairs goes away. Located in a wonderful Maitland neighborhood and zoned for highly sought-after Seminole County Schools, this home offers not only beautiful living spaces but also an exceptional location close to shopping, dining, parks, and major roadways. This is MORE than just a house... it's a place you'll love coming home to. Schedule your private showing today and see why this could be the perfect place to call home! 2464 Hunterfield Road, Maitland
$1,449,000 Under contract-accepting backup offers. Welcome to 1460 Lyndale Boulevard, a beautifully renovated 4-bedroom, 2.5-bath pool home where timeless design meets everyday functionality. Perfectly situated just minutes from Park Avenue, the Enzian Theater, top-rated schools, and everything that makes this area one of Central Florida's most desirable places to call home, this move-in-ready residence has been thoughtfully updated with quality finishes throughout. Completely renovated, the home offers multiple living spaces designed for both entertaining and everyday living. A welcoming formal living room features wall paneling and a cozy wood-burning fireplace, while the formal dining room provides the perfect setting for gatherings. A dedicated office or flex space offers endless possibilities for working from home, a playroom, or additional living space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a beautiful ceramic tile backsplash, Bosch stainless steel appliances, an induction cooktop, deep sink, pantry, and a refrigerator with filtered water. The kitchen opens seamlessly to the spacious family room, where abundant natural light pours in through large windows and sliding glass doors leading to the screened lanai and pool. The private primary suite is a true retreat, complete with French doors opening directly to the screened in porch, an oversized custom walk-in closet, and a beautifully renovated ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms each offer built-in closet systems, while the updated hall bath includes a tub/shower combination. A stylish powder bath is conveniently located for guests. Outside, enjoy Florida living year-round from the screened patio overlooking the sparkling pool and spacious backyard. Whether relaxing with family or entertaining friends, this outdoor space was designed to be enjoyed. Beyond its beautiful finishes, this home offers exceptional peace of mind with extensive updates including a 2023 roof, updated electrical, replumbed, new ductwork, Wi-Fi-enabled irrigation system, 220-volt EV charging, AT&T Fiber, and wood-look porcelain tile flooring throughout. Plantation shutters, blackout Roman shades in the secondary bedrooms, Schumacher wallpaper in the entry, and thoughtful custom details complete this truly turnkey home. Offering timeless style, quality updates, and an unbeatable location just moments from Park Avenue, the Enzian Theater, and Downtown Winter Park, this exceptional home is ready to welcome its next owners. 4 Beds ⋅ 3 Baths ⋅ O6425646 MLS Under contract-accepting backup offers. Welcome to 1460 Lyndale Boulevard, a beautifully renovated 4-bedroom, 2.5-bath pool home where timeless design meets everyday functionality. Perfectly situated just minutes from Park Avenue, the Enzian Theater, top-rated schools, and everything that makes this area one of Central Florida's most desirable places to call home, this move-in-ready residence has been thoughtfully updated with quality finishes throughout. Completely renovated, the home offers multiple living spaces designed for both entertaining and everyday living. A welcoming formal living room features wall paneling and a cozy wood-burning fireplace, while the formal dining room provides the perfect setting for gatherings. A dedicated office or flex space offers endless possibilities for working from home, a playroom, or additional living space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a beautiful ceramic tile backsplash, Bosch stainless steel appliances, an induction cooktop, deep sink, pantry, and a refrigerator with filtered water. The kitchen opens seamlessly to the spacious family room, where abundant natural light pours in through large windows and sliding glass doors leading to the screened lanai and pool. The private primary suite is a true retreat, complete with French doors opening directly to the screened in porch, an oversized custom walk-in closet, and a beautifully renovated ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms each offer built-in closet systems, while the updated hall bath includes a tub/shower combination. A stylish powder bath is conveniently located for guests. Outside, enjoy Florida living year-round from the screened patio overlooking the sparkling pool and spacious backyard. Whether relaxing with family or entertaining friends, this outdoor space was designed to be enjoyed. Beyond its beautiful finishes, this home offers exceptional peace of mind with extensive updates including a 2023 roof, updated electrical, replumbed, new ductwork, Wi-Fi-enabled irrigation system, 220-volt EV charging, AT&T Fiber, and wood-look porcelain tile flooring throughout. Plantation shutters, blackout Roman shades in the secondary bedrooms, Schumacher wallpaper in the entry, and thoughtful custom details complete this truly turnkey home. Offering timeless style, quality updates, and an unbeatable location just moments from Park Avenue, the Enzian Theater, and Downtown Winter Park, this exceptional home is ready to welcome its next owners. 1460 Lyndale Boulevard, Maitland
$435,000 Welcome to this beautiful 3-bedroom, 2-bathroom home featuring a sparkling pool and exceptional curb appeal! Nestled among lush landscaping, the backyard is a true private oasis—perfect for relaxing or entertaining. Inside, you'll be greeted by vaulted ceilings, abundant natural light, upgraded flooring, high-end countertops, and a beautifully designed kitchen that's both stylish and functional. The thoughtfully designed split floor plan offers privacy, with the spacious primary suite situated in its own wing and two additional bedrooms on the opposite side of the home. Additional highlights include a charming breakfast nook, a large living room, a dedicated office area, and a convenient indoor laundry room with the washer and dryer included. The attached garage provides ample storage and parking. Currently has a tenant with a lease ending on Nov 19th. Ideally located near the thriving Maitland business district, this home is just minutes from shopping, dining, Altamonte Mall, Winter Park, and offers easy access to I-4 and SR 414, making commuting throughout Central Florida a breeze. Don't miss the opportunity to make this exceptional home your own—schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ O6425844 MLS Welcome to this beautiful 3-bedroom, 2-bathroom home featuring a sparkling pool and exceptional curb appeal! Nestled among lush landscaping, the backyard is a true private oasis—perfect for relaxing or entertaining. Inside, you'll be greeted by vaulted ceilings, abundant natural light, upgraded flooring, high-end countertops, and a beautifully designed kitchen that's both stylish and functional. The thoughtfully designed split floor plan offers privacy, with the spacious primary suite situated in its own wing and two additional bedrooms on the opposite side of the home. Additional highlights include a charming breakfast nook, a large living room, a dedicated office area, and a convenient indoor laundry room with the washer and dryer included. The attached garage provides ample storage and parking. Currently has a tenant with a lease ending on Nov 19th. Ideally located near the thriving Maitland business district, this home is just minutes from shopping, dining, Altamonte Mall, Winter Park, and offers easy access to I-4 and SR 414, making commuting throughout Central Florida a breeze. Don't miss the opportunity to make this exceptional home your own—schedule your private showing today! 2180 Tortoise Shell Drive, Maitland
$300,000 Great home in an excellent location,. Inside is a canvas ready for your design work. There is an enclosed front and rear porch. Separate formal living and dining rooms. The kitchen is spacious with a large eat in space. The family room off the kitchen is quiet and perfect for movie nights. All 3 bedrooms are spacious. The primary has a huge walk in closet and large bathroom with a water closet for privacy. Also inside is a roomy laundry room for extra space for storage. The property features a spacious 2 car garage at the rear of the property. Excellent opportunity to make this property your own! Roof over home and garage replaced in 2024. 3 Beds ⋅ 3 Baths ⋅ O6425541 MLS Great home in an excellent location,. Inside is a canvas ready for your design work. There is an enclosed front and rear porch. Separate formal living and dining rooms. The kitchen is spacious with a large eat in space. The family room off the kitchen is quiet and perfect for movie nights. All 3 bedrooms are spacious. The primary has a huge walk in closet and large bathroom with a water closet for privacy. Also inside is a roomy laundry room for extra space for storage. The property features a spacious 2 car garage at the rear of the property. Excellent opportunity to make this property your own! Roof over home and garage replaced in 2024. 545 Clark Street, Maitland
$549,990 Under contract-accepting backup offers. Welcome home to this exceptional 4-bedroom, 3-bathroom residence in the heart of Maitland, where timeless style meets modern updates and meticulous care. From the moment you pull into the driveway, you'll immediately notice the incredible pride of ownership that sets this home apart. Completely renovated and lovingly maintained, this move-in-ready property is sure to impress even the most discerning buyers. The beautifully remodeled 2025 kitchen is the centerpiece of the home, featuring contemporary finishes, updated cabinetry, quality stone countertops, and a functional layout that makes cooking, entertaining, and everyday living a pleasure. Just steps away, the spacious living and dining areas provide the perfect setting for family gatherings or hosting friends. The luxurious primary suite offers a peaceful retreat, highlighted by a stunning primary bathroom renovation completed in 2025 with elegant finishes and a spa-inspired feel. Both guest bathrooms were tastefully updated in 2023, ensuring every space in the home feels fresh, modern, and inviting. This home also offers the peace of mind that comes from knowing the major improvements have already been completed. The roof was replaced in 2021, while all windows and sliding glass doors were replaced in 2022, enhancing both energy efficiency and curb appeal. In 2025, the plumbing system received significant updates, including new sewer lines and a new water heater, allowing you to move in with confidence. Even the details have been thoughtfully addressed, with the garage floor and back porch both professionally refinished with durable epoxy coatings in recent years. Step outside and you'll discover an expansive backyard that's ready for whatever lifestyle you envision. There's plenty of room for children and pets to run and play, space to entertain family and friends, or simply relax and enjoy Florida's beautiful weather. Gardening enthusiasts will especially appreciate the raised planter beds, which are ideal for growing fresh vegetables, herbs, flowers, or your favorite fruit plants. Whether you dream of creating your own backyard oasis or simply enjoying the open space, this yard offers endless possibilities. Located in one of Maitland's most desirable areas, you'll enjoy convenient access to outstanding shopping, dining, parks, entertainment, and major roadways while still coming home to a quiet, established neighborhood. Combining extensive renovations, quality craftsmanship, major system upgrades, and impeccable maintenance, this is a home that truly stands out from the competition. Every expensive project has already been completed, allowing you to simply unpack, settle in, and start making memories. The only thing this incredible Maitland home is missing is its new owner. 4 Beds ⋅ 3 Baths ⋅ O6422193 MLS Under contract-accepting backup offers. Welcome home to this exceptional 4-bedroom, 3-bathroom residence in the heart of Maitland, where timeless style meets modern updates and meticulous care. From the moment you pull into the driveway, you'll immediately notice the incredible pride of ownership that sets this home apart. Completely renovated and lovingly maintained, this move-in-ready property is sure to impress even the most discerning buyers. The beautifully remodeled 2025 kitchen is the centerpiece of the home, featuring contemporary finishes, updated cabinetry, quality stone countertops, and a functional layout that makes cooking, entertaining, and everyday living a pleasure. Just steps away, the spacious living and dining areas provide the perfect setting for family gatherings or hosting friends. The luxurious primary suite offers a peaceful retreat, highlighted by a stunning primary bathroom renovation completed in 2025 with elegant finishes and a spa-inspired feel. Both guest bathrooms were tastefully updated in 2023, ensuring every space in the home feels fresh, modern, and inviting. This home also offers the peace of mind that comes from knowing the major improvements have already been completed. The roof was replaced in 2021, while all windows and sliding glass doors were replaced in 2022, enhancing both energy efficiency and curb appeal. In 2025, the plumbing system received significant updates, including new sewer lines and a new water heater, allowing you to move in with confidence. Even the details have been thoughtfully addressed, with the garage floor and back porch both professionally refinished with durable epoxy coatings in recent years. Step outside and you'll discover an expansive backyard that's ready for whatever lifestyle you envision. There's plenty of room for children and pets to run and play, space to entertain family and friends, or simply relax and enjoy Florida's beautiful weather. Gardening enthusiasts will especially appreciate the raised planter beds, which are ideal for growing fresh vegetables, herbs, flowers, or your favorite fruit plants. Whether you dream of creating your own backyard oasis or simply enjoying the open space, this yard offers endless possibilities. Located in one of Maitland's most desirable areas, you'll enjoy convenient access to outstanding shopping, dining, parks, entertainment, and major roadways while still coming home to a quiet, established neighborhood. Combining extensive renovations, quality craftsmanship, major system upgrades, and impeccable maintenance, this is a home that truly stands out from the competition. Every expensive project has already been completed, allowing you to simply unpack, settle in, and start making memories. The only thing this incredible Maitland home is missing is its new owner. 2666 Tuscarora Trail, Maitland
$549,000 Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor living. Inside, you’ll be welcomed by original hardwood floors that flow throughout the home, creating warmth and charm from the moment you step inside. The beautifully updated kitchen, renovated in 2019, is both stylish and functional, featuring propane service to the stove, newer appliances replaced in 2023, and an open flow into the living and dining area—perfect for everyday living and entertaining alike. Just beyond the main living space, the expansive Florida room is filled with natural light and features French doors that open to your private backyard oasis. Whether you’re hosting weekend gatherings or enjoying a quiet evening at home, the outdoor space is sure to impress with a sparkling pool, outdoor shower, fully fenced backyard, dedicated boat parking, and plenty of room for gardening, pets, or play. All three bedrooms are conveniently located together down the hall, creating a comfortable and private retreat. The bathrooms were tastefully remodeled in 2023, and additional updates provide peace of mind, including a new HVAC system (2023), a roof that’s just three years old, and a propane water heater. The septic drain field was replaced in 2019, and the septic system was professionally flushed just one year ago. Storage is abundant with an inside laundry room, built-in garage shelving, and a spacious attic for all your storage needs. Ideally located in a quiet pocket of Maitland with no HOA, you’ll enjoy easy access to the shopping, dining, parks, and entertainment of both Winter Park and Altamonte Springs while coming home to the peaceful charm of this established neighborhood. With the new Trader Joe’s planned just five minutes away, this location continues to become even more desirable. Blending classic character with modern updates and an incredible outdoor lifestyle, this move-in-ready Maitland pool home is one you won't want to miss! 3 Beds ⋅ 2 Baths ⋅ O6424543 MLS Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bath pool home nestled in the highly sought-after Druid Hills Estates, one of Maitland’s most desirable neighborhoods. Set on an oversized wide lot along a picturesque street lined with majestic oak trees, this beautifully maintained home offers timeless character, thoughtful updates, and exceptional indoor-outdoor living. Inside, you’ll be welcomed by original hardwood floors that flow throughout the home, creating warmth and charm from the moment you step inside. The beautifully updated kitchen, renovated in 2019, is both stylish and functional, featuring propane service to the stove, newer appliances replaced in 2023, and an open flow into the living and dining area—perfect for everyday living and entertaining alike. Just beyond the main living space, the expansive Florida room is filled with natural light and features French doors that open to your private backyard oasis. Whether you’re hosting weekend gatherings or enjoying a quiet evening at home, the outdoor space is sure to impress with a sparkling pool, outdoor shower, fully fenced backyard, dedicated boat parking, and plenty of room for gardening, pets, or play. All three bedrooms are conveniently located together down the hall, creating a comfortable and private retreat. The bathrooms were tastefully remodeled in 2023, and additional updates provide peace of mind, including a new HVAC system (2023), a roof that’s just three years old, and a propane water heater. The septic drain field was replaced in 2019, and the septic system was professionally flushed just one year ago. Storage is abundant with an inside laundry room, built-in garage shelving, and a spacious attic for all your storage needs. Ideally located in a quiet pocket of Maitland with no HOA, you’ll enjoy easy access to the shopping, dining, parks, and entertainment of both Winter Park and Altamonte Springs while coming home to the peaceful charm of this established neighborhood. With the new Trader Joe’s planned just five minutes away, this location continues to become even more desirable. Blending classic character with modern updates and an incredible outdoor lifestyle, this move-in-ready Maitland pool home is one you won't want to miss! 1055 Druid Drive, Maitland
$834,900 Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty. The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and living room, while cool and durable tile flooring extends throughout the remaining living areas. The family room features a wood-burning stone fireplace. Just outside, a lakeside fire pit is perfect for relaxing with family and friends while taking in peaceful water views and sunsets. The 12-foot-deep lanai overlooks the screened swimming pool and the 120 feet of lake frontage. Across the water lies a protected nature preserve, providing a backdrop of trees and nature. Whether hosting holiday gatherings, celebrating special occasions, or enjoying quiet evenings at home, the layout provides flexibility and comfort. Imagine your own pineapple patch and fruit trees! You’ll have seasonal oranges, Key limes, plums, and kumquats. Whether you're enjoying your morning coffee overlooking the lake or spending evenings under the stars, the outdoor spaces invite you to slow down and savor every season. The original 1968 home was replaced with a new home in 1997, incorporating the updated building codes that required hurricane-resistance structures. The home was connected to the new City of Maitland sewer system in 2025. New water heater 2026. This is more than just a home; it's a lifestyle. Here, families have room to grow, creating lasting memories, and nature is always just outside the door. This home has an exceptional waterfront setting and is situated very close to the Maitland and Winter Park Chain of Lakes. With a bright and inviting interior, thoughtful features, and an outstanding location, with A-rated schools, this property offers a rare opportunity to enjoy peaceful lakeside living without sacrificing convenience. 3 Beds ⋅ 2 Baths ⋅ O6424397 MLS Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty. The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and living room, while cool and durable tile flooring extends throughout the remaining living areas. The family room features a wood-burning stone fireplace. Just outside, a lakeside fire pit is perfect for relaxing with family and friends while taking in peaceful water views and sunsets. The 12-foot-deep lanai overlooks the screened swimming pool and the 120 feet of lake frontage. Across the water lies a protected nature preserve, providing a backdrop of trees and nature. Whether hosting holiday gatherings, celebrating special occasions, or enjoying quiet evenings at home, the layout provides flexibility and comfort. Imagine your own pineapple patch and fruit trees! You’ll have seasonal oranges, Key limes, plums, and kumquats. Whether you're enjoying your morning coffee overlooking the lake or spending evenings under the stars, the outdoor spaces invite you to slow down and savor every season. The original 1968 home was replaced with a new home in 1997, incorporating the updated building codes that required hurricane-resistance structures. The home was connected to the new City of Maitland sewer system in 2025. New water heater 2026. This is more than just a home; it's a lifestyle. Here, families have room to grow, creating lasting memories, and nature is always just outside the door. This home has an exceptional waterfront setting and is situated very close to the Maitland and Winter Park Chain of Lakes. With a bright and inviting interior, thoughtful features, and an outstanding location, with A-rated schools, this property offers a rare opportunity to enjoy peaceful lakeside living without sacrificing convenience. 2624 Tuscarora Trail, Maitland
$494,500 Welcome to 370 Sultana Lane, a beautifully reimagined residence nestled within the highly sought after Druid Hills community of Maitland. Thoughtfully renovated from top to bottom with more than $60,000 in improvements, this move-in ready home delivers the perfect combination of modern design, energy efficiency, and long-term value. Step inside to discover a completely redesigned open floor plan filled with natural light streaming through energy-efficient double-pane vinyl windows. New flooring, upgraded lighting, custom blinds, & elegant crown molding is just the start of all that's been done to this home! The showstopper of the home is the stunning, fully renovated kitchen, complete with modern cabinetry, updated appliances, & an contemporary oversized sink. The spacious family room is anchored by a timeless brick wood-burning fireplace, creating the perfect setting for cozy evenings or gatherings with family and friends. At the front of the home, a flexible living room provides endless possibilities as a home office, media room, playroom, fitness space, or additional living area. Beyond its impressive cosmetic renovations, this home offers exceptional peace of mind with major system updates already completed, including a 2020 roof, newer HVAC system, newer water heater, upgraded electrical panel, PEX plumbing, water softener, and energy-efficient double-pane windows. Outside, fresh exterior paint, new sod, and refreshed landscaping create inviting curb appeal while providing the perfect canvas for your own outdoor oasis. Best of all, there is no HOA, giving homeowners added flexibility and freedom. Perfectly positioned in one of Maitland's most convenient locations, the home is less than a mile from Orangewood Christian School and within two miles of Genesis Sportsplex. Plus, it's only minutes away from Enzian Theater, Lake Lily Park, and the SunRail station. With designer finishes, significant capital improvements, fully paid solar panels, and an exceptional location, 370 Sultana Lane offers a rare opportunity to own a truly move-in ready home where every major detail has already been thoughtfully completed. 3 Beds ⋅ 2 Baths ⋅ O6424066 MLS Welcome to 370 Sultana Lane, a beautifully reimagined residence nestled within the highly sought after Druid Hills community of Maitland. Thoughtfully renovated from top to bottom with more than $60,000 in improvements, this move-in ready home delivers the perfect combination of modern design, energy efficiency, and long-term value. Step inside to discover a completely redesigned open floor plan filled with natural light streaming through energy-efficient double-pane vinyl windows. New flooring, upgraded lighting, custom blinds, & elegant crown molding is just the start of all that's been done to this home! The showstopper of the home is the stunning, fully renovated kitchen, complete with modern cabinetry, updated appliances, & an contemporary oversized sink. The spacious family room is anchored by a timeless brick wood-burning fireplace, creating the perfect setting for cozy evenings or gatherings with family and friends. At the front of the home, a flexible living room provides endless possibilities as a home office, media room, playroom, fitness space, or additional living area. Beyond its impressive cosmetic renovations, this home offers exceptional peace of mind with major system updates already completed, including a 2020 roof, newer HVAC system, newer water heater, upgraded electrical panel, PEX plumbing, water softener, and energy-efficient double-pane windows. Outside, fresh exterior paint, new sod, and refreshed landscaping create inviting curb appeal while providing the perfect canvas for your own outdoor oasis. Best of all, there is no HOA, giving homeowners added flexibility and freedom. Perfectly positioned in one of Maitland's most convenient locations, the home is less than a mile from Orangewood Christian School and within two miles of Genesis Sportsplex. Plus, it's only minutes away from Enzian Theater, Lake Lily Park, and the SunRail station. With designer finishes, significant capital improvements, fully paid solar panels, and an exceptional location, 370 Sultana Lane offers a rare opportunity to own a truly move-in ready home where every major detail has already been thoughtfully completed. 370 Sultana Lane, Maitland