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136 Glendale Drive, Longwood
$560,000
4 Beds ⋅ 3 Baths ⋅ O6443307 MLS
A beautifully renovated, move-in ready family home with over 2,600 square feet of living space is now available in the established Winsor Manor community of Longwood. This 4-bedroom, 3-bathroom, single-story property offers the space, fresh modern finishes and long-term peace of mind every growing family deserves. Step inside to a bright, open layout featuring vaulted ceilings, plenty of natural light, brand new flooring, fresh paint and modern fixtures throughout. The fully renovated kitchen takes center stage with solid wood shaker cabinets featuring soft-close hinges, elegant Quartz countertops and brand new appliances. All bathrooms have been completely renovated with a fresh modern feel, while major improvements including a brand new roof installed just weeks ago, a newer and fully serviced AC and new water heater offer the kind of worry-free ownership that lets you focus on what really matters - making everlasting memories with your family. One of the home's most impressive features is the oversized enclosed rear porch, creating a massive additional gathering area where the entire family can come together for holidays, birthdays and weekend get-togethers without ever feeling cramped. Outside, a large backyard and spacious two-car garage provide even more room to enjoy everyday family life. Set on a 0.28-acre lot within the well-established Winsor Manor neighborhood, you'll enjoy mature surroundings and welcoming neighbors in a community that has stood the test of time. Conveniently located just minutes from SR 434, I-4, the Seminole-Wekiva Trail, shopping, dining and everyday necessities, with easy access to Altamonte Springs, Lake Mary, Maitland and the greater Orlando area, this home truly offers the ideal combination of space, comfort and location. At $575,000, this is a fantastic opportunity to plant roots in Longwood in a home that's already been completely refreshed for its next family. Reach out to your preferred real estate professional today to schedule your private showing before it's gone.

136 Glendale Drive, Longwood

2261 Poinsettia Drive, Longwood
$1,495,000
4 Beds ⋅ 4 Baths ⋅ NS1089142 MLS
Welcome to this luxurious 4 BR/3.5 BA Lake Brantley canal home complete with pool, hot tub, expansive paver patio w/firepit, screened in 2nd patio and private boat dock on the canal leading to Lake Brantley! A peaceful and serene vibe can be found in this lush and beautiful backyard; perfect setting for relaxing or entertaining. Bring your ski boat, kayaks, and paddleboards as well as fishing poles & enjoy this incredible waterfront living! This is a private spring fed lake with no public access. Inside the home offers four spacious bedrooms, including a distinctive primary suite that has a unique flare incorporated into the octagonal style architecture with high ceilings, lots of windows, French doors leading to the 2nd story balcony, & a separate seating area currently being used as a massage room! The primary closet has a generous amount of space with ample shelving. The primary ensuite bathroom includes a separate soaking tub, an oversized decorative walk-in shower, & a private water closet with bidet. Two additional bedrooms share a Jack n Jill bathroom, one with French doors leading to 2nd story balcony. (Relax with the ambiance of a cozy fireplace in that same bedroom which also has a vaulted high ceiling & additional high windows that bring in plenty of natural light.) Both bedrooms have a large amount of closet space. The fourth bedroom has a nice view of the beautiful old oak trees along with ensuite bath that is accessible through the upstairs hallway as well. This spacious kitchen is designed for both everyday living and holiday entertaining with a double oven, gas cooktop & sizeable island. More than just a walk-in pantry, an entire 11x5 pantry/storage room is conveniently located immediately upon entering home from the garage and features shelving with additional refrigerator. Just around the corner, you’ll find a dedicated office with built-in desk and shelving, a comfortable sitting room, a dining room with French doors and wet bar, plus a spacious family room showcasing a wood fireplace & French doors overlooking the backyard and pool. The wrap around 2nd floor balcony off the back of the home details an intricate wrought iron railing and spiral staircase that can access the rooftop as well. You will also enjoy amazing 4th of July fireworks views off the roof top balcony! Additional features and updates include: Private boat dock approximately 2 years old, roof approximately 8 years old, rwo AC units with compressors were replaced in 2018 and 2023, pool pump approximately 5 years old, home is on septic and well; well features a new pressure tank and new filtration-system mechanicals, balcony was recently remodeled with Trex Decking. With its beautiful waterfront/canal setting, spacious interior, and thoughtful features throughout, this Seminole County Lake Brantley canal home offers a truly one of a kind opportunity to enjoy a relaxed Florida lifestyle with plenty of space for entertaining, recreation, and everyday living.

2261 Poinsettia Drive, Longwood

990 Waverly Drive, Longwood
$370,000
3 Beds ⋅ 2 Baths ⋅ O6442217 MLS
WELCOME HOME! Don’t miss this beautifully maintained 3-bedroom, 2-bath home featuring a renovated kitchen, spacious living areas, and a large fully fenced backyard with NO REAR NEIGHBORS! 2022 ROOF, 2022 A/C, 2022 GAS WATER HEATER. Step through the inviting foyer into the comfortable living room, where a central wood-burning fireplace creates a warm and welcoming focal point. A separate dining area provides the perfect space for entertaining. Upgraded tile flooring flows throughout the main living areas, offering both style and easy maintenance. The spacious family room is filled with natural light and opens through sliding glass doors to the expansive backyard, creating an ideal indoor-outdoor living space. The renovated kitchen features newer cabinetry, granite countertops, stainless steel appliances, a generous eat-in area, and its own sliding glass doors leading directly to the backyard. The convenient laundry area is located just off the kitchen and leads to the oversized 2-car garage, providing plenty of storage and parking space. OTHER UPDATES include 2022 stove, microwave, & dishwasher, offering valuable peace of mind for the next owner. Outside, the large fully fenced backyard provides plenty of room for barbecues, gatherings, pets, play, or simply relaxing and enjoying your own private outdoor space. With its inviting layout, renovated kitchen, numerous 2022 updates, oversized garage, and private backyard, this home offers the space, comfort, and convenience you’ve been looking for. Located between I-4 and U.S. Highway 17-92, with SunRail service from its Historic District, Longwood offers easy access to surrounding cities while maintaining a relaxed pace. Explore its 190-acre Historic District and 19th-century architecture, enjoy events and the farmers market at Reiter Park, or visit nearby Wekiva Island, the Cross Seminole Trail, and Lake Concord Park. With welcoming neighborhoods, year-round recreation, and everyday conveniences nearby, Longwood is an inviting place to call home

990 Waverly Drive, Longwood

404 Summit Ridge Place Unit 212, Longwood
$180,000
2 Beds ⋅ 2 Baths ⋅ S5157722 MLS ⋅ 212 BLDG.
This 2-bedroom, 2-bathroom condominium in the gated Residences at Sabal Point offers a thoughtfully designed split-bedroom layout, generous living areas, and plenty of natural light throughout. The main living area is open and bright, with multiple windows bringing in natural light and plenty of flexibility for arranging both living and dining spaces. A glass door provides access to the covered outdoor balcony overlooking the community’s mature trees and landscaping. The kitchen opens to the living area through a breakfast bar and features granite countertops, ample cabinetry, stainless steel appliances, a double-basin sink, and plenty of workspace. A dedicated laundry room is conveniently located just off the kitchen, adding valuable storage and everyday functionality. The split-bedroom floor plan provides added privacy, with the primary suite positioned separately from the second bedroom. The primary bedroom includes a walk-in closet and private bathroom with a long granite-topped dual-sink vanity and tub/shower combination. The second bedroom is located near the additional full bathroom, creating a comfortable setup for guests or additional household members. Additional features include multiple interior storage closets, ceiling fans, and a single-level interior layout. The covered balcony provides an additional outdoor space to relax while enjoying the surrounding mature trees and landscaping. Residents of this gated community have access to a variety of amenities, including a waterfront community pool, clubhouse, fitness center, tennis courts, playground, and outdoor gathering areas. With a split-bedroom design, private outdoor space, and an amenity-filled community setting, this Longwood condo offers a comfortable combination of privacy, functionality, and convenience.

404 Summit Ridge Place Unit 212, Longwood

207 Harrogate Place, Longwood
$439,900
3 Beds ⋅ 2 Baths ⋅ O6442436 MLS
***NEW PRICE, SAME GREAT HOME!*** Welcome to this move-in ready 3 bedroom, 2 bathroom home in Longwood, offering a great combination of comfort, character, outdoor living, and a convenient Central Florida location. Inside, the spacious family room immediately stands out with cathedral ceilings and a wood-burning fireplace, creating a warm and inviting space for everyday living and entertaining. One of the best features of the home is the screened back porch, complete with a ceiling fan and patio furniture that stays with the home. It’s the perfect extension of the living space for morning coffee, relaxing in the evenings, or entertaining while overlooking the nicely fenced backyard. The home also comes with some great extras, including a 90-inch TV in the TV room, a 52-inch TV on the back porch, and the TV in the office. The neighborhood offers even more to enjoy with a low HOA fee and a community park, playground, and small fishing lake within walking distance. And when location matters, this one delivers. You’ll be conveniently located near I-4 with easy access to Orlando, shopping, dining, and everything Central Florida has to offer. With its cathedral ceilings, fireplace, screened outdoor living space, fenced backyard, included furniture and TVs, and desirable Longwood location, this home has plenty to offer and is ready for its next owner. Schedule your private showing and come see it for yourself!

207 Harrogate Place, Longwood

322 N Shadowbay Boulevard, Longwood
$475,000
3 Beds ⋅ 2 Baths ⋅ O6442197 MLS
Welcome Home to Lake Vista at Shadowbay! Discover this beautifully maintained 3-bedroom, 2-bathroom home with a spacious 2-car garage in a desirable lakefront community. The open, airy layout features abundant natural light, soaring vaulted ceilings, rich wood flooring, tile, and distinctive architectural details. Versatile living spaces include a formal dining room and inviting living room, perfect for everyday comfort and entertaining. The highlight is the oversized, screened-in lanai, featuring vaulted ceilings, two wood ceiling fans with remote controls and three lighting options, and ample space for outdoor dining or relaxation. Enjoy peaceful views of a serene pond and wooded conservation area, creating a private retreat year-round. Notable improvements and permits: September 21, 2022: Screen room, covered porch, and concrete addition. May 9, 2022: Residential fence/wall. June 23, 2021: Residential electrical. May 25, 2021: Residential plumbing. April 20, 2021: Residential mechanical. January 15, 2013: Electrical. January 11, 2013: Reroof. Enjoy private access to Ski Lake Brantley, plus community amenities including a boat ramp and tennis court. Conveniently located near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer. No HOA and no restrictions! Enjoy the freedom and flexibility to make this home your own while embracing the best of Florida living. Don't miss this opportunity to enjoy comfortable living, exceptional outdoor space, and a sought-after location. Schedule your private showing today!

322 N Shadowbay Boulevard, Longwood

8105 Olympia Ct, Longwood
$185,000
2 Beds ⋅ 3 Baths ⋅ O6441821 MLS ⋅ 8105 BLDG.
Beautifully updated first-floor 2-bedroom, 2.5-bath condo in the desirable Clubside at Sabal Point community, ideally located in the Wekiva Springs area of Longwood! This spacious split-bedroom floor plan features TWO oversized primary suites, each offering a private bath, large walk-in closet, additional vanity, and linen closet—perfect for comfortable living, roommates, guests, or a home office arrangement. The open-concept living and dining area provides an abundance of living space and flows seamlessly to a large screened-in patio, creating the perfect spot to relax or entertain. The spacious kitchen offers plenty of cabinet and counter space, an eat-in area, pantry, additional storage shelving, and convenient storage near the entry. Recent updates include beautiful hardwood-style flooring in both bedrooms, new bathroom vanities, and tile flooring in the bathrooms. The main living areas feature easy-care tile flooring, and there is no carpet in the home. A convenient half bath is located near the entry for guests, while the oversized utility room provides additional storage and laundry space. Clubside at Sabal Point offers an excellent array of amenities, including a community pool, clubhouse, fitness center, tennis courts, and car wash area. Enjoy an unbeatable Longwood location just off Wekiva Springs Road and close to Wekiva Springs, Publix, shopping, restaurants, entertainment, and major roadways including I-4. Located in the sought-after Sabal Point area, this condo combines spacious living, desirable updates, and a fantastic location. A great opportunity for a homeowner or investor looking for a spacious, move-in-ready condo in one of Longwood's most convenient areas. Schedule your showing today!

8105 Olympia Ct, Longwood

333 Brantley Club Place, Longwood
$1,500,000
5 Beds ⋅ 5 Baths ⋅ O6441268 MLS
LAKE BRANTLEY WATERFRONT | PRIVATE DOCK & BOAT LIFT | POOL | 4,467 SQ FT | 5 BEDROOMS | 4.5 BATHS - Welcome to exceptional Lake Brantley waterfront living in this expansive custom estate, ideally positioned on a wide canal just two homes from the open waters of Lake Brantley. With direct lake access, beautiful water views, a private dock and boat lift, saltwater pool, generous entertaining spaces and 4,467 square feet of living area, this five-bedroom, four-and-a-half-bath residence offers the space, privacy and lifestyle that define North Orlando waterfront living. Soaring ceilings, beautiful flooring and a fireplace create an inviting living room, while the formal dining room and private office provide elegant spaces for entertaining and working from home. The custom kitchen features Brazilian mahogany cabinetry, exposed brick detailing, granite countertops, Sub-Zero refrigeration, dual Miele ovens, Thermador cooktop, custom range hood and pot filler. A casual dining area overlooks the pool and canal, keeping the water views connected to the heart of the home. The flexible three-way bedroom split provides exceptional privacy. The first-floor primary suite features dual walk-in closets, plantation shutters and a versatile adjoining flex room overlooking the pool, canal and lake beyond—ideal as a gym, reading room, office or den. The luxurious primary bath offers dual vanities, soaking tub and walk-in shower, plus a dedicated tankless propane water heater. Two additional bedrooms are upstairs, providing excellent separation for family and guests. Designed for entertaining, the spacious bonus/game room with wet bar flows into a comfortable SNUG/movie area and opens toward the pool and waterfront. The covered lanai features a wet bar and retractable screens. The saltwater pool, expansive pool deck, outdoor firepit and multiple seating areas overlook the canal and lake beyond. Virtually every major living and entertaining space enjoys a water view. The waterfront is exceptional. A brand-new $89,000 dock installed by the current owners, complete with new boat lift, puts the Lake Brantley lifestyle at your doorstep. Board the boat and head directly into the open lake for skiing, fishing, paddle-boarding, cruising or sunset rides. The protected canal offers a peaceful setting with quick access to the main body of Lake Brantley, while no immediate rear neighbor provides uncommon privacy. Recent improvements include a 2021 roof; new main HVAC (2024) and secondary HVAC (2026); new living room flooring; new dock and boat lift; new saltwater pool system and pump; tankless propane water heater for the primary bath; updated faucets and toilets; plantation shutters; retractable lanai screens; upgraded irrigation and waterline; extensive garage storage; keyless entry and more. The front yard was freshly landscaped in July 2026, and the home has been professionally cleaned and pressure washed. Enjoy highly regarded local schools, including Lake Brantley High School nearby, plus easy access to I-4, restaurants, shopping, Wekiwa Springs State Park and Wekiva Island. The community also offers a boat ramp, and HOA is approximately $1,000 annually. This is more than a spacious custom home—it is a true Lake Brantley lifestyle property, combining exceptional privacy, resort-style outdoor living, a private dock and boat lift with immediate access to one of Central Florida’s most sought-after lakes. Come experience Florida waterfront living at it's finest.

333 Brantley Club Place, Longwood

150 Tollgate Trail, Longwood
$450,000
4 Beds ⋅ 2 Baths ⋅ O6439953 MLS
Welcome home to 150 Tollgate Trail, a beautifully maintained single-story retreat shaded by mature trees in The Woodlands, one of Longwood's most established communities. Major systems have already been taken care of, with a 2022 roof, HVAC system, and water heater offering years of worry-free living. Step inside to a thoughtfully designed floor plan that flows effortlessly between everyday comfort and elegant entertaining. Formal living and dining rooms set the stage for gatherings, while the spacious family room anchored by a cozy wood-burning fireplace invites relaxed evenings at home. Generously sized bedrooms and an enclosed rear porch add flexible living space for however you need it, and the fully fenced backyard delivers privacy and room to unwind outdoors. Set in the sought-after Woodlands neighborhood, residents enjoy an optional HOA along with community amenities including a park, playground, pavilion, and recreational areas. You're also just minutes from the Seminole Wekiva Trail, Wekiwa Springs, everyday shopping and dining, and quick access to I-4 and SR 434. With major updates already complete, versatile living spaces, and timeless charm throughout, 150 Tollgate Trail is ready to welcome its next owner. Schedule your private showing today. This one won't last long. With major systems already updated, abundant living space, and a beautiful established setting, 150 Tollgate Trail offers the space and lifestyle today's buyers are looking for. Schedule your private showing today!

150 Tollgate Trail, Longwood

1879 Lake Emma Road, Longwood
$700,000
4 Beds ⋅ 3 Baths ⋅ O6440075 MLS
Wow! BACK ON THE MARKET! Just over TWO ACRES in the Lake Mary Longwood area! NO HOA! Two separate homes, a main home and guest home on just over two cleared and level acres in the heart of the Longwood - Lake Mary area. Main home has four bedrooms and three full baths and features three levels with original hardwood floors, plantation shutters and a wood burning fireplace. Guest house is a one bedroom, one bath with a living and dining combination and kitchen. Plenty of room for rebuilding, remodeling, or expansion plans - put your own personal touches on things and make this your family compound! Irrigation system covers entire TWO+ acres. Zoned A-1 which allows for livestock and chickens. Lot can be subdivided. This outstanding location affords copious amounts of shopping and restaurants within ten minutes' travel. Lake Emma Road connects Longwood with Lake Mary and the location is very convenient to I-4, Lake Mary Blvd, and SR 434.

1879 Lake Emma Road, Longwood

167 Holderness Drive, Longwood
$430,000
3 Beds ⋅ 2 Baths ⋅ O6440134 MLS
Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find new wood look tile throughout the home, freshly painted and a spacious layout featuring a formal living room, separate dining room and an inviting family room that is adjacent to the kitchen, perfect for everyday living and entertaining. The kitchen is finished with granite counter tops, stainless steel appliances and an island with eating space. Open the sliding doors from the Family room and you can expand your entertaining area to the extended screened enclosed paver lanai. Back yard is fenced for your pets and privacy! Upgrades in 2024 include new roof , re-plumb, all new faucets, door handles/hinges, wood look tile throughout , new garbage disposal, new plantation shutters and ceiling fans replaced. The primary bathroom was also updated in 2024. Move in ready and A rated Seminole County schools! The community offers bike trails, playgrounds and parks, tennis/pickleball courts, ball field and a Community building. Location is in close proximity to Hwy 436 and shopping, restaurants , schools and minutes away from Wekiva Springs State Park. Call for your private showing today.

167 Holderness Drive, Longwood

3387 Regal Crest Drive, Longwood
$1,199,000
4 Beds ⋅ 3 Baths ⋅ O6439484 MLS
Welcome to 3387 Regal Crest Drive-an elegant golf front residence ideally positioned along the 7th fairway of the Legacy Club within the prestigious guard-gated community of Alaqua Lakes. Offering 3,038 square feet of beautifully designed living space, this home features 3 bedrooms, 3 full baths and a dedicated over-sized office that can easily be converted to a 4th bedroom. A refined interior showcases timeless architectural details including crown molding and coffered ceilings throughout. The formal living room is anchored by a fireplace and enhanced by a wet bar with a wine refrigerator creating a sophisticated setting for entertaining. A separate formal dining room provides an elegant space for hosting family and guests. At the heart of the home, the kitchen opens naturally to the spacious family room creating an inviting and functional layout for everyday living. Custom built-ins add both character and style to the family room while providing a beautiful focal point and additional display and storage space. Designed to embrace the Florida lifestyle, the living areas flow effortlessly to the expansive lanai, outdoor summer kitchen, screened sparkling pool and spa offering a private oasis for relaxing and entertaining. With its desirable golf-course setting, gracious formal spaces, custom architectural details, versatile floor plan and resort-style outdoor living, this residence offers an exceptional opportunity to enjoy the privacy, elegance and lifestyle of Alaqua Lakes. This home is covered by a whole home warranty to also cover the pool/spa and is transferable to the new owner. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3387 Regal Crest Drive, Longwood

7306 Olympia Court Unit 7306, Longwood
$185,000
2 Beds ⋅ 3 Baths ⋅ O6439893 MLS ⋅ 7306 BLDG.
Welcome to resort living in the beautiful Clubside community of Sabal Point! This condominium has an excellent floorplan that needs to be seen, there are 2 spacious primary bedrooms with nice attached bathrooms and large closets on either side of the common area, a half bathroom for your guests as well as a full size washer and dryer in the home! The kitchen is well designed and spacious, bring a table and have your coffee overlooking nature from the large kitchen window! This home is on the top floor with the best views and the most privacy, the nice screened porch is ready for relaxing!!! This Sabal Point home is conveniently located to Maitland Center, Lake Mary, Heathrow and Orlando, great shopping and all area attractions and beaches!!! This condominium is in a great location that is near a park with a nice playground as well as a sport court, another park is close by that features ball fields, swings and play equipment.. Sabal Point is an upscale community in Natural Seminole County! The school choices are all excellent; Highly acclaimed Lyman High School, Rock Lake Middle School, Sabal Point Elementary School(very close by), Pace Brantley and Forest Lake Academy!!

7306 Olympia Court Unit 7306, Longwood

2216 Smoketree Court, Longwood
$1,650,000
5 Beds ⋅ 4 Baths ⋅ O6438916 MLS
Welcome to 2216 Smoketree Court, an exceptional luxury residence with beautifully updated interiors, extensive improvements and an incredible Central Florida location. This impressive home combines elegant living, modern comfort and outstanding indoor-outdoor entertaining in a setting designed for the very best of Florida living. From the moment you arrive, the home makes a statement with impressive curb appeal, upgraded pavers and an extended driveway, refreshed exterior paint, beautiful landscaping with new sod, plants and trees, elegant column lighting and dusk-to-dawn carriage lights. LeafFilter gutters, motion-sensor lighting and a whole-house generator add convenience, functionality and peace of mind. Inside, thoughtful updates create an inviting blend of comfort and sophistication. LVP flooring flows throughout the main living areas, complemented by carpeting in four bedrooms, plantation shutters, upgraded baseboards and LED ceiling lighting. Spacious living areas provide plenty of room for everyday living and entertaining. The family room is anchored by a stunning remodeled fireplace, transformed from brick into an elegant stone focal point. The updated kitchen is designed for functionality and entertaining, featuring remodeled cabinetry, an induction stovetop, upgraded oven/microwave, updated sink and faucet with soap dispenser, garbage disposal, under-cabinet LED lighting, additional dining-area lighting and motion-sensor pantry lighting. The bathrooms have received extensive attention with upgraded cabinetry, granite countertops, updated sinks, faucets, lighting, mirrors, fixtures and hardware. The guest bathroom features a remodeled shower, while the spacious primary suite includes upgraded closets with built-in drawers and shelving for exceptional organization. Step outside and discover your private Florida retreat! The expansive covered lanai is perfect for relaxing, dining and entertaining, complete with upgraded fans, curtains and additional cabinetry. The inviting pool area has been enhanced with a pool heater, pool pump, LED lighting and cordless robotic cleaner, creating a resort-style environment for enjoying the Florida sunshine year-round. Additional highlights include an upgraded garage with floor coating, cabinetry, sink and faucet, plus an improved laundry room featuring cabinetry, sink, butcher-block countertop, closet shelving and under-counter LED lighting. Important improvements include a 2024 ROOF, 5-ton and 2-ton air-conditioning systems, septic system pumped in August 2026, whole-house generator and propane hookup for an outdoor BBQ grill. Modern connectivity options include WOW Fiber availability and a 5G Wi-Fi extender. Enjoy convenient access to major highways for easy travel throughout Central Florida and beyond. Orlando’s world-famous theme parks, entertainment, dining and shopping destinations are within easy reach, while Florida’s beautiful beaches are perfect for a day of sun, sand and oceanfront relaxation. With extensive improvements, beautifully updated living spaces, exceptional outdoor amenities and a highly desirable location, 2216 Smoketree Court presents a rare opportunity to enjoy luxury living at its finest. Whether relaxing beside the pool, entertaining under the covered lanai, gathering around the stunning stone fireplace or exploring Central Florida, this meticulously enhanced residence is ready to impress its next owner!

2216 Smoketree Court, Longwood

453 Wilford Avenue, Longwood
$400,000
3 Beds ⋅ 2 Baths ⋅ O6438567 MLS
Welcome to Your Own Private Yoga Retreat! Discover this charming 3-bedroom, 2-bathroom home nestled in the sought-after Rolling Hills area of Longwood. Set on a spacious ¼-acre lot and surrounded by mature trees, this unique property offers a peaceful country-living atmosphere while keeping you conveniently close to everyday essentials. Inside, the home’s character and warmth immediately stand out, featuring beautiful living room with wood-beam ceilings, oversized windows that bring in an abundance of natural light, and a cozy fireplace that creates the inviting feel of a cabin tucked away in the woods. The updated kitchen features a single-basin stainless steel sink, a beautiful glass range hood, ample countertop space, a touch-screen refrigerator and a convenient pantry closet. Just off the kitchen is a versatile bonus/office space complete with a closet. Step outside to the screened-in back porch and discover your own private oasis. A thoughtfully designed yoga deck provides the perfect space to stretch, meditate, or simply unwind while surrounded by nature and enjoy the peaceful views of your very own working pond—a serene backdrop that makes this property truly special. The property features a Mr. Cool AC unit installed in 2024 that is energy-efficient and operates more quietly than other models on the market. Additionally, with a competitive offer, the seller is willing to replace the shingle roof prior to closing. Ideally located near I-4 and 434, top-rated schools and just minutes from the area’s finest shopping, dining, and everyday conveniences. Whether you’re looking for a tranquil retreat, a place to practice and recharge, or simply a home surrounded by nature, this Longwood gem offers a lifestyle that feels like a getaway every day. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**

453 Wilford Avenue, Longwood

1150 N Ronald Reagan Boulevard, Longwood
$699,000
O6439245 MLS
Absolutely Turn Key fully renovated two-story block standalone building zoned Neighborhood Commercial with 11 parking spaces located just seconds from Longwood’s Historic District. Zoning (Live/Work) allows living in the property while also running your business. This building has been meticulously maintained and is truly one of a kind. The first floor is fully ADA compliant with 8 built in cubicles, 2 offices and a conference room with Cathedral ceilings. The kitchen offers granite countertops with solid wood cabinets. There are two separate bathrooms with a utility room ready for a stackable washer & dryer. The beautiful custom millwork stairway leads to the 2nd floor which could easily be converted into a separate business office with a private entrance. It’s nicely appointed with Brazilian walnut flooring throughout and elegant crown molding. There is a large office that would make a great bedroom, a private bath plumbed for a shower and a kitchen area that is open to the living room, which could also be a large office space if desired. The many updates include: a New Roof (2023), New Exterior Paint (2023) New carpet on the first floor (2023) water heater (2017) and hurricane rated dual pane windows and shatter proof storm doors. All interior doors are solid core. All interior glass is tempered. Extremely well insulated exterior and interior walls. There are two separate HVAC systems for the first floor and second floor. Natural Gas is available on the property. The property also features a fully enclosed storage shed, providing additional secure space for equipment, inventory, supplies, or other storage needs. The Average Annual Daily Traffic (AADT) generally reaches around 12,000 vehicles per day. This is truly a one of a kind gem you must see to appreciate!

1150 N Ronald Reagan Boulevard, Longwood

1150 N Ronald Reagan Boulevard, Longwood
$699,000
1 Beds ⋅ 3 Baths ⋅ O6439244 MLS
Absolutely Turn Key fully renovated two-story block standalone building zoned Neighborhood Commercial with 11 parking spaces located just seconds from Longwood’s Historic District. Zoning (Live/Work) allows living in the property while also running your business. This building has been meticulously maintained and is truly one of a kind. The first floor is fully ADA compliant with 8 built in cubicles, 2 offices and a conference room with Cathedral ceilings. The kitchen offers granite countertops with solid wood cabinets. There are two separate bathrooms with a utility room ready for a stackable washer & dryer. The beautiful custom millwork stairway leads to the 2nd floor which could easily be converted into a separate business office with a private entrance. It’s nicely appointed with Brazilian walnut flooring throughout and elegant crown molding. There is a large office that would make a great bedroom, a private bath plumbed for a shower and a kitchen area that is open to the living room, which could also be a large office space if desired. The many updates include: a New Roof (2023), New Exterior Paint (2023) New carpet on the first floor (2023) water heater (2017) and hurricane rated dual pane windows and shatter proof storm doors. All interior doors are solid core. All interior glass is tempered. Extremely well insulated exterior and interior walls. There are two separate HVAC systems for the first floor and second floor. Natural Gas is available on the property. The property also features a fully enclosed storage shed, providing additional secure space for equipment, inventory, supplies, or other storage needs. The Average Annual Daily Traffic (AADT) generally reaches around 12,000 vehicles per day. This is truly a one of a kind gem you must see to appreciate!

1150 N Ronald Reagan Boulevard, Longwood

1111 W Wekiva Trail, Longwood
$429,900
4 Beds ⋅ 2 Baths ⋅ O6439319 MLS
Excellent opportunity for buyers looking to make updates and create a home tailored to their vision. Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the Florida lifestyle come together. This well-loved four-bedroom home features a thoughtful split-bedroom floor plan with a spacious primary suite, including a large accessible shower, while three additional bedrooms are located on the opposite side of the home. Four sliding glass doors provide an abundance of natural light and create a seamless connection to the outdoor living areas. The home offers a separate dining room, living room, and family room with a fireplace, providing plenty of space for everyday living and entertaining. The kitchen includes a convenient sit-in dinette for casual meals and morning coffee. Step outside to the enclosed screened patio and oversized lot, offering ample space to design your ideal outdoor retreat. The existing pool is ready for restoration, and the seller is willing to provide a credit toward pool restoration, subject to terms. Enjoy the established Wekiva Hunt Club community with a low HOA of approximately $20 per month and an extensive selection of amenities, including neighborhood parks, lighted tennis and pickleball courts, basketball courts, soccer fields, playgrounds, walking and biking trails, lake areas, picnic spaces, a community center, and community events. Surrounded by mature trees and convenient to shopping, dining, recreation, and Central Florida attractions, this property offers an opportunity to update and make it your own in a sought-after community. Schedule your private showing today and explore the possibilities at 1111 W Wekiva Trail.

1111 W Wekiva Trail, Longwood

746 Markham Woods Road, Longwood
$400,000
O6439012 MLS
DON'T JUST BUY LAND—CREATE THE HOME AND LIFESTYLE YOU'VE ALWAYS DREAMED OF! Welcome to 746 Markham Woods Road, a rare opportunity to create your own private custom estate on approximately 1.36 acres in one of Longwood's most desirable residential corridors. Tucked away at the end of a peaceful cul-de-sac and surrounded by mature trees and established estate-style homes, this unique property offers something increasingly difficult to find in Central Florida: privacy, character and room to create something truly your own while remaining remarkably close to everything. Even better, a tremendous amount of preliminary work has previously been completed for this property. Available documentation includes a boundary, topographic and tree survey, wetland information and an impressive set of site-specific architectural plans prepared for a substantial custom two-story residence, including floor plans, exterior elevations and a site plan illustrating how a luxury home could be positioned on the property. Bring those plans to your architect and builder for inspiration or start fresh and create a residence designed entirely around your own vision. Imagine a spectacular custom home nestled among the trees, expansive indoor and outdoor entertaining spaces, a beautiful pool and your own private retreat—all just minutes from the conveniences of Longwood and surrounding communities. Enjoy easy access to I-4, shopping, dining, entertainment, Altamonte Springs and the greater Orlando area, along with the advantages of highly regarded Seminole County schools. Opportunities to create a custom estate in an established location like the Markham Woods corridor are increasingly rare. THIS ISN'T SIMPLY 1.36 ACRES OF VACANT LAND—IT'S 1.36 ACRES OF POSSIBILITY. BRING YOUR ARCHITECT, BRING YOUR BUILDER AND MOST IMPORTANTLY, BRING YOUR DREAMS.

746 Markham Woods Road, Longwood

108 Shore Drive, Longwood
$900,000
6 Beds ⋅ 4 Baths ⋅ O6438471 MLS
Income Property!! MOVE TO Lake Brantley AREA.... Million dollar houses in the area **RARE LONGWOOD DUPLEX OPPORTUNITY NEAR LAKE BRANTLEY!** “This duplex can be purchased with NO INCOME VERIFICATION” Discover the possibilities at **108 Shore Dr, Longwood, FL**—a uniquely positioned duplex in a highly desirable area surrounded by impressive real estate, including million-dollar lakefront homes just across the street. Enjoy the beauty of the Lake Brantley area and picturesque sunset views that make this location truly special. Plus it has a full size inground swimming POOL!! This property offers tremendous flexibility for a variety of buyers. **Keep it as an income-producing rental, live in one unit while renting the other, create a Florida second-home opportunity, or explore the potential to redevelop the property and build something new.** Investors and owner-occupants alike can appreciate the possibilities this location provides. For qualified buyers planning to make the property their primary residence, **traditional FHA and Conventional financing with potentially low-down-payment options**, making this an attractive opportunity to begin or expand a real estate portfolio while enjoying the benefits of owner occupancy. Looking for a Florida getaway? Snowbirds and second-home buyers can also appreciate the opportunity to enjoy Central Florida living while exploring the property's rental-income potential when away. **Location, flexibility, income potential and Lake Brantley sunsets—108 Shore Dr is an opportunity worth exploring. Bring your vision and discover what this Longwood property could become!** Check with Lender to see if you qualify for NO income verification loan

108 Shore Drive, Longwood

196 W Sabal Palm Place Unit 196, Longwood
$259,900
2 Beds ⋅ 2 Baths ⋅ O6438332 MLS ⋅ 196 BLDG.
Welcome home to the increasingly sought-after community of San Marco Villas in Longwood! This property features some beautiful finishing's, including Newer LUXURY VINYL PLANK FLOORING throughout (NO carpet in the property), Newer cabinetry, Newer GRANITE MARBLE COUNTERTOPS, Newer STAINLESS-STEEL APPLIANCES and Newer lighting PLUS Newer fixtures throughout. (Seller will be having repairs in both bathrooms completed once vacant). Downstairs features an open concept living area with a MASSIVE amount of NATURAL LIGHTING, WOOD BURNING FIREPLACE, vaulted ceilings and has a beautiful WHITE STONE ENCLOSURE extending to the open kitchen and upgraded dining room. There's also an UPDATED second bedroom with bathroom. The upstairs primary suite is updated to the highest standards. The sparkling Newer master bathroom has a light and airy feel. Enjoy your screened in PRIVATE lanai, perfect for entertaining family and friends in your luxurious outdoor living space oasis. NEW WOOD FLOORING Installed in Lanali (2025) You can head over to the community pool as an option as well. This property is located within minutes of Wekiwa Springs, lots of shopping, multiple restaurants, top rated schools and Interstate 4.

196 W Sabal Palm Place Unit 196, Longwood

169 Duncan Trail, Longwood
$495,000
4 Beds ⋅ 2 Baths ⋅ O6437269 MLS
Virtually Staged. **MOTIVATED SELLER** 169 Duncan Trail is a Wekiva-area pool home on a 1/3-acre lot, one of the largest in the neighborhood. The neighborhood is designed for walking, with paved trails throughout and a paved pedestrian trail behind every home. The home backs to Duncan Trail Park, with a playground three houses away, basketball and handball courts, and wooded trails to explore. The huge screened pool spans the full width of the home, with a deck and covered lanai. The new 6-foot fence adds privacy from the courts while keeping easy park access. The roof and patio were recently pressure-washed. The home is very quiet at night, like camping in the woods..This split-bedroom home has been extensively updated: (2024)water heater, fully paid-off (2016) solar system, updated windows/doors(2016), and (2005 ) reroof. Inside, enjoy soft-close cabinetry, a reverse osmosis water filtration system in the kitchen, a walk-in pantry, custom barn doors, and hard-surface flooring throughout with no carpet — LVP and laminate, plus brand-new luxury vinyl in the master bedroom (2026). Fresh interior paint (2026).All popcorn ceilings have been removed and redone. Both bathrooms are updated and feature Bath Fitter enclosures (updated 2016 & 2019). All appliances stay (2022). Pool re-surfaced and tiled (2018),new pool pump (2025). A convenience store, pizza place, dry cleaner and nail salon are in the neighborhood. Wekiva Springs State Park ,Wekiva Island and two Publix plazas are close by and the HOA is low.Zoned for highly sought-after Brantley High School ! Don't miss this move-in ready gem!Schedule your private showing today.

169 Duncan Trail, Longwood

214 Pembrook Place, Longwood
$415,000
3 Beds ⋅ 3 Baths ⋅ O6433313 MLS
Welcome to 214 Pembrook Place, a spacious 3-bedroom, 2.5-bath plus den, two-story pool home in the popular Wekiva Hills community of Longwood. Situated on a .35-acre lot, this inviting home offers attractive curb appeal, a covered entry, 2-car garage, mature trees, landscaping, and a private fenced yard. Architectural details, upper-level windows, and a broad roofline add character and a warm first impression. Inside, the spacious living room features soaring vaulted ceilings, warm wood-look flooring, abundant natural light, distinctive wood accent walls, and staircase details that add warmth and personality. The open layout is ideal for everyday living and entertaining. The kitchen offers abundant wood cabinetry, generous counter space, tile flooring, and a large window over the sink. A peninsula-style layout provides additional prep and serving space while connecting to the adjoining breakfast nook. Sliding glass doors lead directly to the backyard deck for easy indoor-outdoor living. The spacious family room features neutral finishes, soft carpeting, and distinctive wood accent details. Large sliding glass doors bring in abundant natural light and provide direct access to the backyard deck. A convenient half bath features a spacious vanity, neutral finishes, rustic wood accents, a large mirror, and overhead natural light. A gorgeous wood staircase leads to the second floor and is highlighted by rich natural tones, distinctive diagonal wood detailing, tall windows, and an upper transom. The spacious primary bedroom features warm wood flooring, neutral finishes, a modern ceiling fan, and expansive sliding glass doors leading to a private upper-level deck. A rustic barn-style door adds character and charm. The primary bathroom offers a dual-sink vanity with warm wood cabinetry, large framed mirror, tile flooring, natural light, and a separate tiled walk-in shower with sliding glass enclosure. Bedrooms two and three feature warm wood-look flooring, neutral finishes, ceiling fans, and natural light, providing flexible spaces for family, guests, or a home office. The nearby guest bathroom includes a stylish vanity with stone-look countertop, framed mirror, modern lighting, and a tub/shower combination. Step outside to a spacious fenced backyard with a private swimming pool and large deck, offering plenty of room for grilling, outdoor dining, entertaining, pets, play, or relaxing beneath the mature trees. The generous yard creates a peaceful setting to enjoy the Florida lifestyle. Extensive recent updates include a 2024 roof, 2024 hot water heater, 2023 plumbing, 2025 flooring, 2023 windows, 2022 fence, 2026 decking, 2026 interior and exterior paint, pool resurfacing and new pool equipment in 2026, a new garage door in 2023, and a new front door in 2023. Enjoy outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park, along with convenient access to Publix, local parks, dining, shopping, and major roadways. The Wekiva community also offers two parks, a community center, and approximately 26 miles of walking trails surrounding the Wekiva Golf Course. With its desirable Longwood location, oversized homesite, private pool, flexible two-story layout, extensive recent improvements, and access to the Wekiva lifestyle, 214 Pembrook Place is ready for its next chapter.

214 Pembrook Place, Longwood

1200 Alberta Street, Longwood
$749,990
6 Beds ⋅ 4 Baths ⋅ O6436577 MLS
Virtually Staged. NO HOA * NO SOLAR * LOW TAXES * MULTIGENERATIONAL LIVING POTENTIAL * PRIVATE UPSTAIRS SUITE * DOWNSTAIRS PRIMARY * POOL & SPA * CORNER LOT * 3-CAR GARAGE * POWERED SHED! NEED MORE SPACE, PRIVACY, OR ROOM FOR EXTENDED FAMILY? Welcome to 1200 Alberta Street in the established Sanlando Springs neighborhood of Longwood! Offering approximately 3,337 square feet of living space, this spacious CORNER-LOT POOL HOME features 5 BEDROOMS PLUS AN OFFICE (potential 6th bedroom), a versatile floor plan, and the freedom of NO HOA! A STANDOUT FEATURE IS THE PRIVATE UPSTAIRS LIVING AREA, complete with its own BEDROOM, FULL BATHROOM, and SEPARATE LIVING ROOM! This flexible space provides wonderful possibilities for extended household living, overnight guests, a private retreat, or additional work-from-home space. MOST BEDROOMS ARE CONVENIENTLY LOCATED DOWNSTAIRS, including the oversized PRIMARY SUITE featuring TWO WALK-IN CLOSETS, a SOAKING TUB, separate shower, and private enclosed water closet. The additional office provides flexibility for a potential 6th bedroom, home office, hobby room, or creative space. The LARGE KITCHEN overlooks the SCREENED-IN POOL & SPA, connecting indoor and outdoor living. A FORMAL DINING ROOM and spacious FAMILY ROOM WITH RAISED CEILING provide generous areas for everyday comfort, gatherings, and entertaining. Step outside to your own FLORIDA BACKYARD RETREAT! Enjoy the SCREENED POOL & SPA, FENCED YARD, mature shade trees, green lawn, and GARDEN BOX. The POWERED, STICK-BUILT SHED offers additional space for storage, tools, hobbies, or projects. A 3-CAR GARAGE and CORNER LOT add even more functionality and convenience. VALUABLE PROPERTY UPDATES INCLUDE: 2023 ROOF * 2018 A/C * 2020 WATER HEATER * 2025 WOOD FENCE! Additional features include an INDOOR LAUNDRY ROOM WITH UTILITY SINK and a PROPANE-HEATED SPA. NO HOA * NO SOLAR PANELS * LOW PROPERTY TAXES! Enjoy the flexibility of a property without HOA dues or association restrictions, subject to applicable local ordinances. Located in the established SANLANDO SPRINGS neighborhood, known for its peaceful setting and tree-lined streets, this home offers a combination of generous living space, separate living areas, practical amenities, and outdoor enjoyment. MORE THAN JUST A LARGE HOME — IT'S A HOME WITH OPTIONS! Whether you need room for extended household living, guests, working from home, hobbies, or simply more space to spread out, 1200 Alberta Street offers the flexibility to fit your lifestyle. SCHEDULE YOUR PRIVATE SHOWING TODAY AND DISCOVER THE POSSIBILITIES! Home is virtually staged.

1200 Alberta Street, Longwood

3355 Lakeview Oaks Drive, Longwood
$2,299,000
5 Beds ⋅ 6 Baths ⋅ O6436456 MLS
Virtually Staged. A bespoke Dave Brewer masterpiece in Alaqua lakes — where exceptional architecture, refined craftsmanship and extraordinary indoor-outdoor living converge. This distinguished custom residence offers five ensuite bedrooms, six baths and a dedicated office that can easily transition to a sixth bedroom, creating an exceptional blend of elegance, comfort and versatility. A brand-new roof further enhances the home's appeal and peace of mind. Created with cultured entertaining in mind, the residence unfolds into an extraordinary outdoor retreat. The custom architectural screened lanai is a true extension of the home, featuring a resort-style pool and spa, a full summer kitchen, generous gathering spaces and surrounding misting fans for effortless comfort. A private putting green adds a distinctive touch, framed by natural-gas tiki torches that create an unforgettable ambiance after sunset. At the edge of the lanai, a beautifully positioned fire pit invites intimate evenings while overlooking sweeping golf course vistas and tranquil water views. Inside, the gourmet kitchen was completely reimagined in 2021 and showcases a gas range with professional exhaust, a built-in oven, a steam oven, a microwave and a dedicated ice maker. The expansive family room is enhanced by automated shades programmed on timers, seamlessly combining convenience with refined design. Thoughtfully engineered for efficiency and comfort, the home features two zoned HVAC systems, allowing individual areas to be conditioned according to daily use. Set within the highly sought-after guard-gated community of Alaqua Lakes, residents enjoy an exceptional collection of amenities, including a resort-style pool, a wading pool, five clay Har-Tru tennis courts with two full-time pros available for lessons, a basketball court, a playground, a sand volleyball court and a multi-purpose field. The community's lush natural surroundings and picturesque lakes provide a serene backdrop, while the Tom Fazio-designed golf course creates a coveted setting for this exceptional residence. A truly remarkable custom home offering elevated Florida living, extraordinary entertaining spaces and a level of privacy, craftsmanship and design rarely found in Alaqua Lakes.

3355 Lakeview Oaks Drive, Longwood

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