Between $400,000 - $500,000 Longwood FL Real Estate, Homes, Condos for Sale

Virtually Staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely remodeled interior with brand-new flooring and new carpet Luxurious master bathroom featuring Italian porcelain tile shower walls and new vanities. Open floor plan with large windows for an abundance of natural light Modern kitchen with exotic granite countertops, stainless steel appliances, and wood cabinetry. Converted garage, with permits, for income-producing or in-law suite. A/C unit from 2016. Oversized pool with a screened porch and fenced backyard. Huge front yard with ample space for entertainment and leisure. Top-rated school district, shopping, dining, hospitals, and entertainment. Easy access to major highways: I-4, SR-434, Ronald Reagan Blvd, US-17-92 Just a short drive to Downtown Orlando. Don’t miss your chance to own this rare gem with NO HOA in one of Central Florida’s most sought-after areas.

1040 Waverly Drive, Longwood

$414,900

3 Beds ⋅ 2 Baths ⋅ S5155274 MLS

POOL HOME + LARGE FENCED YARD + NO CARPET! This 3-bedroom, 2-bath Longwood home in the sought-after Sandalwood community offers the perfect combination of comfort, style, and location. Step inside to an open-concept floor plan featuring granite countertops, espresso cabinetry, a tiled backsplash, stainless steel appliances, and easy-care laminate and tile flooring throughout. The inviting living space is highlighted by a wood-burning fireplace, creating a cozy gathering spot. Outside is where this home truly shines—a generous, fenced backyard with a sparkling pool provides plenty of room for weekend gatherings, play, or simply enjoying the Florida sunshine. A utility shed offers convenient additional storage. Located in the highly rated Seminole County school district with easy access to schools, parks, dining, shopping, SunRail, major roads, and I-4. If you’ve been waiting for a Longwood pool home in a great location, this one is worth seeing!

103 Cashew Court, Longwood

$495,000

3 Beds ⋅ 2 Baths ⋅ O6431817 MLS

Welcome to effortless Florida living in the highly sought-after Sabal Green at Sabal Point, where beautiful homes, mature landscaping, and low-maintenance living come together in one of Longwood's most desirable communities. This beautifully maintained 3-bedroom, 2-bath pool home offers nearly 2,000 square feet of thoughtfully designed living space with a split-bedroom floor plan that perfectly balances everyday comfort and privacy. At the heart of the home is a beautifully renovated kitchen featuring rich wood cabinetry, custom granite countertops, under-cabinet lighting, stainless steel appliances, and a sunny breakfast nook overlooking the backyard. The kitchen opens seamlessly to the spacious family room, where soaring ceilings, transom windows, and a striking double-sided wood-burning fireplace create a warm and inviting space for gathering with family and friends. Sliding glass doors lead to your own private outdoor retreat, complete with a screened-in swimming pool and covered lanai—perfect for enjoying morning coffee, weekend barbecues, or relaxing after a long day while taking advantage of Florida's year-round sunshine. The spacious primary suite offers direct access to the pool, a generous walk-in closet, and a beautifully updated ensuite bath featuring matching wood cabinetry, granite countertops, a soaking tub, separate shower, and a peaceful private courtyard that fills the space with natural light. Two additional bedrooms and an updated guest bathroom provide flexibility for family, guests, or a home office, while the formal dining room offers the perfect setting for entertaining or can easily serve as a formal living room to suit your lifestyle. Notable updates include a new roof (2022) and HVAC system (2019), providing peace of mind for years to come. One of the most desirable features of Sabal Green is its maintenance-free lifestyle, with the HOA taking care of front lawn maintenance, allowing homeowners more time to enjoy everything this wonderful community has to offer. Residents are also zoned for highly rated Seminole County schools and enjoy easy access to shopping, dining, major highways, downtown Orlando, area attractions, beaches, and airports. This is more than just a home, it's an opportunity to enjoy the comfort, convenience, and lifestyle that make Sabal Point one of Central Florida's most cherished communities. Schedule your private showing today!

2538 Long Iron Court, Longwood

$475,000

4 Beds ⋅ 2 Baths ⋅ O6431474 MLS

Welcome to 580 Devonshire Boulevard, a beautifully updated four-bedroom, two-bath pool home located in the Devonshire community of Longwood. The welcoming single-story exterior features a modern neutral color palette, covered two-car carport, fresh landscaping, updated exterior lighting, mature trees, and clean architectural lines. A private gated entry leads to the front entrance, creating a secure and inviting arrival. Access to the spacious courtyard patio from the carport features freshly finished concrete, decorative rock landscaping, privacy walls, and expansive sliding glass doors that create a seamless indoor-outdoor connection. Inside, the bright foyer opens into an airy living room featuring wide-plank wood-look flooring, recessed lighting, neutral finishes, overhead skylights, and abundant natural light. The updated kitchen showcases bright shaker cabinetry, quartz-style countertops, a full subway tile backsplash, stainless steel appliances, sleek hardware, and an oversized center island with pendant lighting, storage, prep space, and casual seating. The adjoining dining area features a modern statement light fixture and sliding glass doors overlooking the courtyard, creating an ideal setting for everyday meals and entertaining. The spacious primary bedroom offers wood-look flooring, neutral finishes, expansive sliding glass doors, courtyard views, and convenient access to the private en-suite bathroom. The updated primary bath features shaker-style vanity, solid-surface countertop, modern fixtures, a framed mirror, and a walk-in shower with marble-look tile, rainfall showerhead, built-in shelving, and contemporary accents. Bedrooms two through four feature wood-look flooring, modern lighting, ample closet space, and natural light. One secondary bedroom also provides sliding glass doors with direct access to the outdoor living area, offering flexible use as a guest room, office, or additional living space. The updated guest bathroom includes a spacious dual-sink vanity, solid-surface countertops, modern fixtures, an oversized mirror, and a tub-and-shower combination surrounded by full-height subway tile. Step outside to the spacious screened pool area featuring a covered patio, expansive deck space, privacy walls, and a refreshing in-ground pool. This enclosed outdoor retreat offers plenty of room for lounging, dining, and entertaining while enjoying Florida living throughout the year. A functional laundry and storage room provides washer and dryer connections, a utility sink, built-in shelving, and generous space for household supplies, tools, and additional storage. Conveniently located near shopping, dining, parks, schools, and major roadways, this thoughtfully updated Devonshire home combines modern finishes, flexible living spaces, private outdoor areas, and an exceptional Longwood lifestyle.

580 Devonshire Boulevard, Longwood

$429,900

4 Beds ⋅ 4 Baths ⋅ O6431308 MLS ⋅ Lake Wildmere BLDG.

Move-In-Ready Luxury End-Unit Townhome in Private Gated Lake Wildmere Welcome to 534 Lake Wildmere Cove, a beautifully designed end-unit townhome offering 4 bedrooms, 3.5 bathrooms, approximately 2,316 square feet, and an attached two-car garage in the gated Reserve at Lake Wildmere community. Built in 2019, the home features a bright, open layout with abundant natural light and generous living and dining spaces. The spacious kitchen is highlighted by quartz countertops, an oversized center island, stainless-steel appliances, ample cabinetry, and plenty of room for entertaining. Upstairs, you’ll find spacious bedrooms, private en-suite bathrooms, a versatile loft and office area, and a private balcony. Additional outdoor living areas include a covered front porch and rear patio. Community amenities include a swimming pool, clubhouse, gated entrance, and access to the community lake dock. Conveniently located near Downtown Longwood, Lake Mary, Sanford, Altamonte Springs, shopping, dining, major roadways, and everything Central Florida! move-in ready Property highlights: End-unit location with only one shared wall 4 bedrooms and 3.5 bathrooms Approximately 2,316 square feet Quartz countertops and oversized kitchen island Stainless-steel appliances Two-car garage Upstairs loft and office space Private balcony and covered patio Gated community Community pool, clubhouse, and lake dock Built in 2019 Move-in ready

534 Lake Wildmere Cove, Longwood

$426,900

3 Beds ⋅ 2 Baths ⋅ O6430760 MLS

Stunning Remodeled Home in the Heart of Longwood — No HOA. Please visit our 3D tour. Don’t miss this exceptional opportunity to own a beautifully updated, move-in-ready home in the highly desirable city of Longwood. Featuring a brand-new roof, modern upgrades throughout, and no HOA restrictions, this residence offers comfort, style, and flexibility—ideal for families, professionals, and those who enjoy entertaining. 3 Bedrooms, 2 Bathrooms, No HOA. Open-concept floor plan, perfect for entertaining, Tile flooring throughout for easy maintenance, Remodeled bathrooms with sleek, modern finishes. Large windows providing abundant natural light. Spacious living areas that blend comfort and elegance. Chef’s Kitchen, Exotic granite countertops, Stainless steel appliances, Rich wood cabinetry Major Updates, Brand-new roof, A/C unit installed in 2019, New interior and exterior paint. Outdoor Living, Screened porch ideal for relaxing or outdoor dining, Large backyard with ample space for gatherings, Expansive front yard offering additional outdoor enjoyment. Prime Location, Located within an excellent school district, Close to shopping, dining, and Altamonte Mall, Near hospitals and medical centers, Easy access to I-4, SR-434, Ronald Reagan Boulevard, and US-17-92, Just minutes from Downtown Orlando. Enjoy the freedom of no HOA and the convenience of a central location. Schedule your private showing today.

790 Silhouette Court, Longwood

$419,900

3 Beds ⋅ 2 Baths ⋅ G5116020 MLS

Professional photos will be available 08/15/2026. Now more than ever, owning a home offers true peace of mind. Step into this mid-century modern masterpiece, extensively revitalized and expanded into a bright, airy, boutique-style retreat. Take advantage of an incredible financial opportunity with a VERY LOW assumable mortgage, offering massive monthly savings! Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender approval and qualification) Perched on an elevated, nearly half-acre corner lot, this 3-bedroom, 2-bathroom residence seamlessly combines private, peaceful living with top-rated Seminole County schools right at your doorstep. From the moment you enter, you are greeted by light-filled spaces and a cozy feature fireplace that unites the open-concept kitchen, dining, and living areas. The primary suite is an exceptional retreat in itself—featuring a expansive layout, a private exterior entrance, and a versatile flex space ideal for an executive home office, lounge, or in-law suite. Major updates bring long-term confidence, including a custom kitchen, solid concrete block construction, a newer roof (2017), new windows (2021), and updated electrical—all with NO HOA. Outside, the massive, fully fenced backyard offers endless possibilities with ample space for a pool, workshop, or garden. Move-in ready, effortlessly stylish, and built for modern living!

428 Ruth St, Longwood

$410,000

4 Beds ⋅ 2 Baths ⋅ O6430138 MLS

Back on the Market. New Improved Price!! Your new pool home in the desirable Wekiva Hills community is waiting for you. This 4 bedroom, 2 bathroom home sits on a spacious corner lot with a fenced backyard. The Kitchen recently updated with granite countertops, stainless steel appliances, ample cabinetry, and a breakfast. Inviting Family room with cozy fireplace, vaulted ceilings, and expansive windows fill the space with natural light. Primary Suite is generously sized with walk-in customized closet. This property requires repairs and is being sold As Is. Location is perfect just minutes from everything including shopping, entertainment, schools, major streets and expressways. This property may qualify for Seller Financing (Vendee). Call today for your private showing.

210 Banbury Court, Longwood

$400,000

4 Beds ⋅ 3 Baths ⋅ O6429050 MLS ⋅ 114 BLDG.

Blank Canvas in The Springs waiting for you to bring your vision and ideas to reality! Rarely available, this spacious two story 4-bedroom, 2.5-bathroom townhome offers a blank canvas. You can create your dream space in this Longwood community. This property has tremendous upside and immediate equity. This house has a functional floor plan, great for families. Contact listing agent today to schedule your private tour!

114 Hidden Oak Drive, Longwood

$499,000

3 Beds ⋅ 2 Baths ⋅ O6427079 MLS

Under contract-accepting backup offers. Welcome to this beautifully maintained home in the sought-after Shadowbay community, a deeded lakefront neighborhood offering private access to beautiful Lake Brantley. Designed with comfort and entertaining in mind, this home features a bright, open floor plan where the spacious living area flows seamlessly into the kitchen, creating the ideal gathering space for family and friends. The light-filled kitchen is a chef’s delight, featuring newer appliances, abundant cabinetry, and generous counter space for meal preparation and entertaining. The spacious primary suite offers a relaxing retreat with a well-appointed en-suite bath and ample room to unwind. Go outside to your private backyard oasis, where a sparkling swimming pool, and expansive screened lanai create the ideal setting for weekend barbecues, morning coffee or peaceful evenings under the stars. In the desirable Shadowbay community, residents enjoy deeded access to Lake Brantley, one of Central Florida’s premier ski lakes, along with a community tennis court and a welcoming neighborhood atmosphere. Conveniently near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer, this hidden gem combines an exceptional location with an outstanding lifestyle. Don’t miss the opportunity to make this beautiful home your own. Schedule your private showing today!

171 S Shadowbay Boulevard, Longwood

$439,900

3 Beds ⋅ 3 Baths ⋅ TB8532290 MLS

This inviting 3-bedroom, 3-bath single-story home offers a spacious, open layout with vaulted ceilings and rich wood-look flooring throughout the main living areas, accented by a sleek fireplace and abundant natural light from oversized windows. The well-equipped kitchen features granite countertops, warm wood cabinetry, and stainless steel appliances, providing plenty of space for cooking and entertaining. Comfortable bedrooms offer ceiling fans and generous closet space, while the bathrooms showcase granite vanities and updated fixtures for a polished feel. A new water heater adds peace of mind for the next owner, and the screened-in patio provides a relaxing space to enjoy the fenced backyard year-round. Situated on a well-maintained lot with classic curb appeal, this home combines comfort and functionality in every room.

1390 Cor Jesu Court, Longwood

$460,000

3 Beds ⋅ 2 Baths ⋅ O6420922 MLS

Welcome home to this beautifully updated **3-bedroom, 2-bathroom** POOL home offering **just under 1700 square feet of living space**, perfectly blending comfort, style, and incredible outdoor living! Freshly painted throughout the interior, this move-in-ready home is packed with upgrades and designed for both everyday living and entertaining. Major updates provide peace of mind, including a **whole-home re-pipe completed in 2019**. Inside, you'll find gorgeous wood-look tile flooring, tall baseboards, knockdown ceilings, and an inviting layout featuring a versatile flex room at the front of the home, a formal dining room, and a breakfast nook overlooking the backyard. The spacious family room is filled with character, showcasing vaulted ceilings with exposed wood beams, a skylight, a cozy fireplace, and French doors that open to your private backyard retreat. The updated kitchen features 42-inch cabinetry, granite countertops, a stainless steel undermount sink, recessed lighting, and abundant prep and storage space. The primary suite offers direct access to the backyard and a beautifully renovated en-suite bath complete with an updated vanity and a tiled walk-in shower with a frameless glass enclosure. Two additional generously sized bedrooms and an updated guest bathroom complete the interior. Step outside and discover what truly sets this home apart—a spectacular **tiki-style outdoor kitchen and entertainment area** overlooking the sparkling pool. **This backyard is a true entertainer's delight**, designed for unforgettable gatherings with family and friends. Whether you're hosting weekend barbecues, celebrating special occasions, watching the big game, or simply relaxing under the tiki hut, this outdoor oasis captures the very best of Florida living. The screened porch adds even more space to enjoy the outdoors, while the expansive backyard offers endless possibilities for recreation, pets, and play. Located on a spacious lot, this exceptional home also offers the added benefits of **NO HOA** and is zoned for **top-rated Seminole County schools**. Combined with its fresh interior paint, thoughtful updates, and one-of-a-kind outdoor living space, this is a rare opportunity you won't want to miss. Schedule your private showing today!

1591 Kenlyn Drive, Longwood

$475,000

4 Beds ⋅ 2 Baths ⋅ O6425308 MLS

Welcome home to this beautifully updated 4-bedroom, 2.5-bathroom pool home with no rear neighbors located on a quiet cul-de-sac street in one of Longwood’s most sought-after golf communities. Priced below a recent appraisal, this exceptional home offers incredible value along with numerous major upgrades, including brand-new siding, new soffit and fascia, new garage door, and an upgraded electrical panel. This move-in-ready property delivers both peace of mind and outstanding curb appeal. Inside, you'll find a bright, open layout with no carpet throughout, formal living and dining rooms, a cozy family room with a wood-burning fireplace, and an updated kitchen featuring granite countertops and stainless-steel appliances. The standout feature is the brand-new Florida room with its own mini-split AC, creating the perfect year-round living space that opens to a screened-in pool overlooking a peaceful wooded area and pond with no immediate rear neighbors. Conveniently located directly across from the community center, baseball field, and pickleball courts, residents enjoy easy access to basketball, tennis, racquetball, soccer fields, walking trails, and nearby Wekiva Golf Club. Combining modern updates, privacy, recreation, and below-appraised pricing, this home is a rare opportunity in today's market. Schedule your showing today!

207 Atherstone Court, Longwood

$459,900

3 Beds ⋅ 3 Baths ⋅ O6426601 MLS

Nestled at the end of a quiet cul-de-sac in Longwood's Crystal Creek community, this waterfront residence offers the rare combination of tranquil water views behind the home and a picturesque wooded setting across the street, creating a sense of privacy and natural beauty from every direction. Inside, soaring ceilings and a dramatic two-story great room set the tone for the home's open and inviting design. A fireplace anchors the living space while expansive windows frame peaceful views of the water beyond the oversized screened porch, creating a seamless connection between indoor and outdoor living. The beautifully renovated kitchen serves as the heart of the home, featuring solid wood cabinetry with abundant drawer storage, generous granite countertops and an open layout designed for everyday living and effortless entertaining. Luxury vinyl plank flooring extends throughout the kitchen and every bedroom, while tile flooring enhances the foyer, dining room and great room with durability and timeless appeal. The first-floor primary suite provides a private retreat overlooking the backyard, complete with a spacious walk-in closet and an ensuite bath. A conveniently located powder bath serves guests on the main level. Upstairs, a generous loft offers flexible space for a media room, home office or play area, accompanied by two well-proportioned bedrooms and a full bath. Crystal Creek is a welcoming community with a low HOA fee and amenities including a neighborhood park, playground, tennis courts and basketball court. Ideally positioned near the best shopping, dining and entertainment found in Longwood, Lake Mary and Sanford, with convenient access to major roadways, this exceptional waterfront home places all of Central Florida comfortably within reach while offering a peaceful setting to come home to each day.

416 Sand Pebble Cove, Longwood

$498,000

4 Beds ⋅ 2 Baths ⋅ O6426727 MLS

Welcome to this beautifully reimagined residence where timeless design meets modern luxury. Every detail of this professionally renovated home has been thoughtfully curated to create a warm living experience. From the moment you arrive, you’ll appreciate the stunning curb appeal, fresh landscaping, and elegant exterior finishes that set the tone for what’s inside. Step through the front door into a bright, open-concept floor plan featuring wide-plank flooring, designer lighting, and an abundance of natural light. The heart of the home is the show stopping kitchen, complete with custom cabinetry, premium countertops, stylish hardware, and a spacious island perfect for entertaining or everyday living. The primary suite offers a peaceful retreat with a beautifully updated spa-inspired bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Every bathroom has been tastefully renovated with high-end finishes that blend both style and function. Designed with today’s buyer in mind, this turnkey home offers the perfect balance of modern elegance and comfortable living. Conveniently located near top-rated schools, shopping, dining, major highways, and everything Longwood has to give, this home is truly move-in ready. Don’t miss the opportunity to own a completely renovated home where quality craftsmanship and thoughtful design shine throughout. Schedule your private showing today.

638 Tall Oaks Terrace, Longwood

$475,000

3 Beds ⋅ 2 Baths ⋅ O6424981 MLS

*New roof prior to closing!* Welcome to your own private retreat in the heart of Longwood! Perfectly positioned on an oversized lot at the end of a quiet cul-de-sac, this beautifully maintained 3-bedroom, 2-bath pool home offers the ideal combination of comfort, privacy, and convenience. A charming gated front porch welcomes you inside, where an open, light-filled floor plan immediately creates a warm and inviting atmosphere. Expansive windows flood the home with natural light, highlighting the attractive laminate flooring that flows seamlessly throughout the main living areas. The thoughtfully designed split-bedroom layout provides exceptional privacy, making it ideal for both everyday living and hosting overnight guests. At the heart of the home, the updated kitchen is designed to impress, featuring beautiful countertops, recessed lighting, stainless steel appliances, a gas range, abundant cabinetry, and generous prep space for cooking and entertaining. The spacious primary suite serves as a private sanctuary with direct access to the pool through sliding glass doors. The oversized ensuite bathroom offers dual vanities, a large walk-in closet, ga glass enclosed walk-in shower, and ample room to begin and end each day in comfort. On the opposite side of the home, two guest bedrooms feature convenient access to a well-appointed guest bathroom, with its private entrance to the pool deck, for added convenience. Step outside to your own backyard oasis where a sparkling oversized pool and relaxing spa create the perfect setting for weekend gatherings, summer cookouts, or simply unwinding after a long day. The expansive yard offers plenty of room to enjoy Florida's outdoor lifestyle and the expansive covered lanai provides a great place to entertain and stay cool. Additional highlights include a rare extended driveway leading to a dedicated side parking pad, ideal for storing a boat, camper, trailer, or other recreational vehicles. Located just minutes from parks, shopping, dining, top-rated Seminole County schools, and major highways, you'll enjoy easy access to everything while coming home to a peaceful neighborhood setting. Homes offering this combination of location, lot size, thoughtful updates, and exceptional outdoor living are a rare find. Schedule your private showing today and experience everything this Longwood gem has to offer.

102 Aspen Place, Longwood

$429,000

3 Beds ⋅ 2 Baths ⋅ V4949780 MLS ⋅ 111 BLDG.

Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.

111 Juniper Lane, Longwood

$479,900

4 Beds ⋅ 3 Baths ⋅ O6424506 MLS

Under contract-accepting backup offers. NEW CONSTRUCTION! NO HOA! NO CDD! Experience the perfect blend of modern design, custom craftsmanship, and everyday luxury in this brand-new 4-bedroom, 2.5-bathroom home situated on a premium corner lot. Featuring an open-concept layout filled with natural light, this residence elevates daily living and entertaining. The spacious Great Room flows seamlessly into a true chef’s kitchen, complete with a large center island, sleek quartz countertops, solid wood cabinetry equipped with integrated lazy Susans for easy pot/pan access, a luxury over-the-stove pot filler, a fancy microwave-oven combo unit, a walk-in pantry, and premium GE stainless steel appliances (all included), 2-car garage with an epoxy floor. Retreat to the private primary suite offering a generous walk-in closet and a luxurious ensuite bathroom with dual vanities and a walk-in shower. Three additional bedrooms provide ultimate flexibility for family, guests, or a home office, while the covered rear lanai delivers the ideal space to relax year-round. Upgraded infrastructure highlights include a high-efficiency Carrier AC system, a tankless water heater, an advanced performance-based ATU septic system, luxury vinyl plank flooring throughout main living areas, energy-efficient windows, an indoor laundry room, a 2-car garage, and a beautifully paved driveway. Ideally located with quick access to Ronald Reagan Blvd, US-17/92, SR 434, I-4, shopping, dining, parks, and the SunRail station. Move-in ready convenience with unbeatable value. Schedule your private showing today! (Certificate of Occupancy to be obtained prior to closing).

208 12th Avenue, Longwood

$500,000

4 Beds ⋅ 2 Baths ⋅ O6424518 MLS

Virtually Staged. Welcome Home to Sweetwater Oaks – Where Family Memories Are Made. Nestled in the heart of Longwood's beloved Sweetwater Oaks community, this 4-bedroom, 2-bathroom home gives your family 2,033 square feet of comfortable living space. With no rear neighbors and a peaceful conservation area just beyond the fence line, you'll enjoy privacy and quiet mornings. The screened-in pool means safe, bug-free fun all year long — perfect for weekend swim days, birthday parties, or just cooling off after school. And with a functional 4-bedroom floor plan, there's room for everyone to spread out. What truly makes this neighborhood special is the lifestyle it offers growing families: A private boat ramp on Lake Brantley – perfect for family boat days, fishing trips, or teaching the kids to water ski Canoe and kayak access to the Wekiva River – explore one of Florida's most beautiful natural waterways together as a family Community parks – close by for playdates, picnics, and evening walks Tennis courts – get the whole family active without leaving the neighborhood Sweetwater Oaks isn't just a place to live — it's a community where kids grow up making memories on the water, in the parks, and in each other's backyards. It's the kind of neighborhood families put down roots in for good. Come see for yourself why so many Sweetwater Oaks families never leave. Schedule your private showing today.

211 Hickory Drive, Longwood

$425,000

3 Beds ⋅ 2 Baths ⋅ O6423772 MLS

SELLER IS OFFERING A $3,000 CREDIT TOWARD THE BUYER'S CLOSING COSTS OR RATE BUYDOWN, PLUS A ONE-YEAR HOME WARRANTY! WELCOME TO A ONE-OF-A-KIND RETREAT IN THE HIGHLY DESIRABLE SHADOW HILLS COMMUNITY! Nestled on a beautifully landscaped homesite, this extraordinary residence offers an unforgettable combination of artistry, comfort, and functionality. From the moment you arrive, the meticulously designed front landscaping creates a stunning first impression, setting the stage for the remarkable home that awaits inside. Every room has been thoughtfully curated to create a peaceful, Zen-inspired atmosphere, showcasing elegant Eastern design elements, custom finishes, and timeless craftsmanship throughout. The spacious primary suite serves as a private sanctuary and features an INCREDIBLE CUSTOM WALK-IN DRESSING ROOM complete with a center island, built-in shelving, hanging racks, and abundant storage—perfect for even the most extensive wardrobe. The former garage has been masterfully transformed into an exceptional multi-purpose space featuring a PRIVATE LIBRARY with custom built-in shelving, a spacious walk-in pantry, concealed storage areas hidden behind charming distressed bi-fold doors, and an integrated laundry room. Whether you're a book lover, collector, artist, or simply appreciate creative living spaces, this area offers endless possibilities. The oversized living room is filled with natural light and overlooks the spectacular backyard oasis, where you'll discover an expansive covered patio, beautifully painted deck, and an impressive collection of mature tropical and exotic plants designed to provide year-round beauty and tranquility. This outdoor sanctuary is perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Ideally located just a short walk to Woodlands Elementary School and a newly developed shopping center featuring Publix, this home also offers convenient access to top-rated Lake Mary schools, numerous parks, dining, shopping, and major roadways. As an added bonus, NEW ROOF 2022, NEW ELECTRIC PANEL 2025, AC 2019 providing an incredible opportunity for buyers seeking a move-in-ready residence. THIS IS FAR MORE THAN A HOME—IT IS A LIFESTYLE AND A TRUE WORK OF ART. Schedule your private showing today and experience everything this exceptional property has. Even better, this property offers an ASSUMABLE VA loan at an attractive interest rate, presenting a rare opportunity for qualified buyers.

129 Margo Lane, Longwood

$489,900

4 Beds ⋅ 2 Baths ⋅ O6423331 MLS

Wekiva Hills - 4 Bedroom (split plan), 2 baths, Kitchen, Baths and Laundry (with sink) have all been updated and upgraded with solid wood cabinets, granite countertops. All windows replaced with double pane and under warranty and newer French Doors with built-in blinds. Water Heater is also newer. Flooring includes upgraded Laminate in main areas and Primary Bedroom, tile in Kitchen, Primary Bath, Laundry Room and 3 bedrooms . Guest/Hall Bath has upgraded nonslip tile Flooring, slate flooring in shower and is ADA compliant. All electric outlets updated. Roof approximately 5 years old. HVAC system is 4 years old. Primary Bathtub is jetted. Attic insulation upgraded to R-40! Garage Door upgraded to meet Hurricane standards (110 mph). Oversized 30x15 Covered and Screened Porch overlooks Wood Deck and Fenced private Back Yard. Yard has Irrigation System. MOVE IN READY!!•The backyard is a gardener’s delight with mature fruit and nut trees producing seasonal harvests. You can harvest rare Chinquapin chestnuts, Beautyberries, Mulberries, Blueberries, Surinam Cherries, Peaches, Plums, Pears, Java Blue Bananas, Yellow Cavendish Bananas, Bermuda Apples, Figs, Rosemary and even eatable Cactus!! This neighborhood is an amazing place!! It includes an Elementary School, a Library, tennis courts (small yearly fee), 26 miles of walking and bike paths, golf course (pay to play), playgrounds and close proximity to LOTS of shopping.

211 Stevenage Drive, Longwood

$489,000

4 Beds ⋅ 2 Baths ⋅ O6422710 MLS

**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.** Welcome to 1341 S Ridge Lake Circle, a beautifully maintained 4 bedroom, 2 bathroom home offering nearly 2,000 square feet of comfortable living space in the heart of Longwood. Thoughtfully designed with a spacious and functional layout, this home provides the perfect balance of comfort, style, and versatility for both everyday living and entertaining. Natural light fills the inviting living areas, creating a bright and welcoming atmosphere throughout. The kitchen features real wood custom cabinetry, an extra large center island, bar cabinetry, a built in wine holder, a cast iron sink, granite countertops, and generous workspace. Matching cabinetry and granite countertops continue into the bathrooms, creating a cohesive and upgraded look throughout the home. The family room features a working fireplace, adding warmth and character to the main living area. The four bedroom layout provides flexibility for guests, a home office, hobbies, or additional storage, with ample closet space and garage shelving. Outdoor living is equally inviting with an extra large screened patio and a private backyard with no rear neighbors. Additional outdoor features include a community wall, newly planted fruit trees, spray sprinklers, solar lighting, and a solar illuminated house number sign. Additional highlights include exterior paint completed approximately two years ago, new gutters, a generator hookup, two attic access points, laundry room cabinetry, and recently replaced garage door springs. The HVAC system is in excellent working condition, with major components including the compressor and blower motor replaced approximately two years ago. At the same time, the control boards and relays were also replaced, enhancing the system's reliability and helping provide years of dependable, efficient performance. Perfectly situated in one of Longwood's most desirable areas, this home is just minutes from I-4, State Road 434, and Lake Emma Road, making commuting throughout Central Florida a breeze. Enjoy easy access to the shopping, dining, and entertainment options at Longwood Village, Longwood Hills Market, and Colonial TownPark in Lake Mary, all within approximately 5 to 10 minutes. Seminole Towne Center is also just 15 minutes away, while downtown Orlando can be reached in about 25 minutes. Zoned for highly regarded Seminole County schools, this home offers the added convenience of a private community access entrance to the school located just a few doors down, making the walk to school quick and easy. Parks, recreation, and everyday conveniences are also just moments away. Offering the perfect combination of space, comfort, thoughtful updates, and an unbeatable location, 1341 S Ridge Lake Circle is ready to welcome you home. Schedule your private showing today.

1341 S Ridge Lake Circle, Longwood

$400,000

3 Beds ⋅ 2 Baths ⋅ O6421085 MLS

Under contract-accepting backup offers. Welcome to 528 Westport Drive- this is an ideal home or rental property for those seeking an updated living space on a corner lot. This renovated home has 3 bedrooms with 2 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated luxurious bathrooms, new flooring, new lighting, new ceiling fans and more. NEW Roof in 2026, AC in 2020 and Water Heater in 2025! This home also has a newly painted interior/exterior. Quiet Neighborhood, Close to all Major Highways, and Shopping Centers. Also an excellent rental investment opportunity.

528 Westport Drive, Longwood

$449,900

3 Beds ⋅ 2 Baths ⋅ O6420647 MLS

Welcome to this well-maintained, move-in ready home located in the heart of Longwood! Boasting an oversized lot. The smart split floor plan offers privacy and functionality, while tile flooring throughout the entire home keeps things cool, clean, and easy to maintain. The kitchen features rich wood cabinetry paired with granite countertops, and the open flow into the dining and living areas makes entertaining a breeze. A cozy wood-burning fireplace with a classic brick surround anchors the family room, adding warmth and character to the space. Step outside to a spacious screened-in porch overlooking a fully fenced backyard — the perfect spot to relax year-round, with plenty of room to add a pool. All of this just minutes from highly-rated schools, shopping, and major commuter routes.

103 Kilkenny Court, Longwood

$500,000

3 Beds ⋅ 3 Baths ⋅ O6416262 MLS

Updated Well Appointed Home, Gated Community, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof 6/2021. Equestrian Community Offering Horse Stables with Paddock, Tack Room, Feed Room, Exercise and Obstacle Course. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Theme Parks and Hospitals and Airports. A beautiful Home ready for a new family.

1931 Lost Spring Court, Longwood

$410,000

3 Beds ⋅ 3 Baths ⋅ O6408649 MLS ⋅ 125 BLDG.

Welcome to THE SPRINGS! This beautiful 3-bedroom, 2.5-bathroom townhouse is located in the highly desirable Whispering Pines Village. Step inside this bright and inviting two-story home featuring beautiful wood flooring throughout the living room, dining room, and primary bedroom. The spacious living room features a cozy wood-burning fireplace and opens to a private enclosed patio. The beautifully paved outdoor living space includes a fire pit and fenced backyard, creating the perfect setting for entertaining or unwinding. Beyond the backyard fence, you'll find Whispering Pines Village's private tennis court and community pool, offering a rare backyard-adjacent amenity experience that feels like an extension of your own outdoor space. The dining room has been thoughtfully converted into a private office, creating an ideal workspace for remote professionals or anyone needing a dedicated home office. The oversized primary suite is conveniently located on the first floor and features a walk-in closet. The primary bathroom offers dual vanities and a walk-in shower. Upstairs, you'll find two additional bedrooms and a full bathroom with a shower/tub combination. This home also provides abundant storage, including a large storage area beneath the stairs, as well as a separate indoor laundry room. The interior has been freshly repainted and NEW carpet, and major updates provide peace of mind, including a roof installed in November 2020, AC replaced in 2021, and a newer water heater. Residents of The Springs enjoy exclusive access to the community's natural crystal-clear spring and river, along with an impressive collection of resort-style amenities. The Springs is a spectacular 24-hour guard-gated community with hourly patrols and resort-style amenities, including tennis courts, pickleball courts, a swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, walking and jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the stunning natural spring. This vibrant community hosts year-round events and activities, including movie nights under the stars, holiday celebrations, food truck nights, and more. Located within a top-rated school district and offering convenient access to I-4, shopping, dining, major highways, amusement parks, outlet malls, and Florida's beautiful beaches, this home combines comfort, convenience, and an exceptional lifestyle. Schedule your private tour today!

125 Raintree Drive, Longwood

$435,000

3 Beds ⋅ 2 Baths ⋅ O6412026 MLS

Welcome to 110 Devon Court in Wekiva Hunt Club, where a quiet cul-de-sac setting, flexible floor plan, and nearly half-acre homesite create the perfect combination of comfort, convenience, and future potential. This beautifully maintained 3-bedroom, 2-bath residence offers an inviting layout designed for both everyday living and entertaining. Inside, you'll find two spacious living areas, a formal dining room, and a bright kitchen that flows into an oversized breakfast room, providing exceptional flexibility and exciting possibilities for future kitchen expansion. The primary suite has been thoughtfully updated with a beautifully remodeled en-suite bath completed in 2023, creating a comfortable private retreat. Newer French doors with built-in blinds enhance both style and functionality while opening to a large covered and screened porch, perfect for enjoying Florida's outdoor lifestyle year-round. Beyond the porch, the expansive backyard offers endless opportunities. At just under half an acre, there is ample room to add a pool, outdoor living space, garden, or recreation area tailored to your vision. Additional highlights include a huge interior laundry and utility room with abundant storage and space for additional refrigeration, making everyday organization easy. This home is spotless, move-in-ready feel. Significant improvements provide peace of mind for years to come, including a new roof in 2021, windows and doors in 2020, paver driveway in 2020, 8-zone sprinkler system in 2020, HVAC system in 2023, remodeled primary bathroom in 2023, and updated electrical panel in 2021. Located within the highly sought-after Wekiva Hunt Club community and just blocks from Wekiva Elementary, parks, and recreational amenities, this 3-bed home in Longwood offers an exceptional opportunity to enjoy a well-cared-for property in one of the area's most established and desirable neighborhoods. Fresh, clean, updated, and exceptionally maintained, this home is ready for its next owner to move in and enjoy from day one. Beyond the home itself, the location delivers a lifestyle that’s hard to match, with close proximity to Wekiva Springs State Park, Wekiva Island, and Wekiva Golf Club, along with access to miles of walking and biking trails, parks, and community amenities. You’re also conveniently located just minutes from shopping, dining, and major roadways, with easy access to Downtown Orlando and the airport. Homes in Wekiva offering this combination of space, outdoor living, and location are always in demand, especially for buyers looking to enjoy both privacy and community in one of Central Florida’s most established neighborhoods. If you’ve been searching for a home in Longwood that delivers lifestyle, value, and long-term appeal, this is one you won’t want to miss.

110 Devon Court, Longwood

$490,000

3 Beds ⋅ 2 Baths ⋅ O6413710 MLS

Under contract-accepting backup offers. Nestled on a quiet cul-de-sac in the highly sought-after Wekiva Cove community, 110 Whitley Bay Lane offers something truly special—spectacular views of Sand Lake and unforgettable sunsets, without the premium price tag of direct lakefront ownership. Lovingly updated and meticulously maintained, this charming 3-bedroom, 2-bath home combines comfort, character, and one of the most picturesque settings in the neighborhood. From the moment you arrive, you'll appreciate the pride of ownership and inviting atmosphere that make this home feel instantly welcoming. Inside, natural light fills the living spaces, creating a warm and airy feel throughout. Thoughtful updates and careful maintenance mean you can move right in and start enjoying everything this exceptional home has to offer. The real magic happens outdoors. Step onto the spacious deck or relax on the patio as you take in breathtaking views across Sand Lake. Whether you're enjoying a peaceful morning coffee, hosting friends for an evening gathering, or simply unwinding after a long day, the backdrop is nothing short of stunning. Every evening brings a front-row seat to some of the most beautiful sunsets Central Florida has to offer. One of the home's most unique advantages is its incredible proximity to Wekiva Cove's resort-style amenities. Just beyond your backyard, you'll enjoy a short walk to the community pool, playground, clubhouse, tennis courts, and walking trails—giving you all the benefits of these amenities without the cost, maintenance, or responsibility of caring for them yourself. Imagine spending your weekends enjoying the pool instead of cleaning one. Zoned for highly desirable Lake Brantley schools and conveniently located near shopping, dining, parks, and major roadways, this home offers the perfect blend of natural beauty, convenience, and community. If you've been dreaming of lake views, stunning sunsets, a beautifully maintained home, and a lifestyle that feels like a retreat every day, this is a rare opportunity to enjoy the best of Wekiva Cove—without the lakefront price tag. Schedule your private showing today!

110 Whitley Bay Lane, Longwood

$449,000

4 Beds ⋅ 2 Baths ⋅ S5149312 MLS

OVER 2,100 SQ FT • 4 BEDROOMS • 0.32-ACRE LOT • NO HOA • INCOME POTENTIAL • SELLER ASSISTANCE AVAILABLE! Discover an incredible opportunity in Longwood! This renovated 4-bedroom, 2-bath home offers 2,167 sq. ft. of living space on a generous 0.32-acre lot with NO HOA, combining space, flexibility, and outstanding potential for both homeowners and investors. One of the property’s standout features is its zoning and flexible layout, offering potential for a future duplex-style configuration or separate living area, subject to applicable zoning requirements, permits, and approvals. With separate entrances and multiple living spaces, the property may offer excellent possibilities for buyers looking to create additional living quarters, accommodate multigenerational living, or explore future income-producing potential. Inside, you’ll find luxury vinyl flooring, updated bathrooms, stone countertops, spacious living and family rooms, a separate laundry room, and additional flexible spaces that can be used as a home office, playroom, gym, studio, or storage. Outside, enjoy an oversized rear carport with plenty of room for vehicles, a boat, recreational equipment, or additional covered storage, plus a large lot offering even more possibilities—all without HOA restrictions. SELLER IS OFFERING BUYER ASSISTANCE TOWARD CLOSING COSTS AND PREPAID ITEMS WITH AN ACCEPTABLE OFFER! The property has been professionally appraised at the current asking price, giving buyers added confidence in its value. Whether you’re looking for a spacious primary residence, multigenerational possibilities, or a property with future income potential, 637 Pasadena Ave offers flexibility that’s hard to find at this price point in Longwood. Conveniently located near shopping, dining, major roadways, schools, and everyday amenities. Schedule your private showing today and come see the space, value, and possibilities this property has to offer!

637 Pasadena Avenue, Longwood

$494,900

3 Beds ⋅ 2 Baths ⋅ S5149703 MLS

Under contract-accepting backup offers. Florida Dream Home on Over Half an Acre in One of Longwood’s Most Desirable Neighborhoods! Seller motivate Don’t miss this incredible opportunity to own a beautifully updated home in a quiet, established community, while still being just minutes from shopping, dining, top-rated schools, and major highways. Located only 3 miles from Wekiwa Springs, Rock Springs, and King’s Landing, you’ll enjoy easy access to some of Florida’s most breathtaking natural attractions, famous for kayaking, outdoor adventures, and crystal-clear 72-degree mineral springs year-round. This spacious property offers endless possibilities with plenty of room to build your dream pool, create an outdoor oasis, or expand in the future. The home has been recently remodeled with major updates already completed, including a newer roof, gutters, and French drains (approximately 2 years old), updated AC, water heater, plumbing, and fresh exterior paint. Enjoy the perfect combination of privacy, modern comfort, and an unbeatable location close to everything Central Florida. This rare Longwood gem truly combines lifestyle, location, and value — schedule your private showing today before it’s gone! (Some photos have been virtually staged for visualization purposes.) Also option Available to LEASEDBACK . BUY NOW MOVE LATER

605 Water Oak Lane, Longwood

$425,000

3 Beds ⋅ 2 Baths ⋅ O6406494 MLS

Best priced 3 bedroom 2 bath home in wonderful Wekiva ! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living and entertaining. The back yard overlooks a greenbelt area and has a walking path that is through out the Wekiva neighborhood . This highly desirable community has A rated schools and amenities including bike trails, parks and playgrounds, community center, tennis and pickleball courts-providing something for everyone to enjoy. Call today for your private showing and don't miss this opportunity to make it Yours!

110 Holderness Drive, Longwood

$449,000

4 Beds ⋅ 3 Baths ⋅ O6405290 MLS

Under contract-accepting backup offers. Virtually Staged. All new price! Best deal around. Tucked away on a quiet cul-de-sac in the sought-after Hidden Oak Estates community of Longwood, this wonderful four-bedroom, 2.5-bath home has a primary bedroom upstairs and another downstairs. Both have huge closets. The spacious floor plan offers formal living and dining rooms that are all open to the family room, perfect for everyday living and entertaining alike. The spacious eat-in kitchen has a great layout and a cozy view of the family room with its wood-burning fireplace. New water heater and new plumbing throughout. The seller has a quote and will credit the buyer for the cost of roof replacement at closing. Main living areas have new luxury vinyl tile floors, vaulted ceilings and French doors. All naturally light and bright with tons of windows. Along the back of the house is a glassed-in (with screens) covered porch with a wet bar and plenty of space for play, ping pong or homeschooling. The backyard is quite large with plenty of room to add a pool. Ideally in the heart of Longwood, this home is just minutes from top-rated Seminole County schools, Orlando Health South Seminole Hospital, AdventHealth Hospital, shopping and dining and the lovely Historic Downtown Longwood. Close-by recreation includes Reiter, Big Tree and Wekiva Springs Parks and the Aiguille Rock Climbing Center. Commuters will appreciate being only five minutes from the SunRail station and about 10 minutes to State Road 417 and Interstate 4. Start your next chapter in this lovely home!

975 Cross Cut Way, Longwood

$410,000

3 Beds ⋅ 2 Baths ⋅ O6404289 MLS

Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven with air fry capability. Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2021) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!

575 Tiberon Cove Road, Longwood

$449,500

3 Beds ⋅ 2 Baths ⋅ O6401486 MLS ⋅ The Springs BLDG.

Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.

106 Hidden Oak Drive, Longwood

$444,990

3 Beds ⋅ 3 Baths ⋅ O6401685 MLS ⋅ 3 BLDG.

Under Construction. Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home, where modern design meets everyday comfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room, perfect for both relaxing and entertaining. The open concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas, ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.

421 E Jessup Avenue, Longwood

$444,990

3 Beds ⋅ 3 Baths ⋅ O6401621 MLS ⋅ 3 BLDG.

Under Construction. Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home—where modern design meets everyday comfort. This brand-new, custom-built 3-bedroom, 2.5-bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room—perfect for both relaxing and entertaining. The open-concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas—ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.

423 E Jessup Avenue, Longwood

$444,990

3 Beds ⋅ 3 Baths ⋅ O6397582 MLS ⋅ 3 BLDG.

Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream home, where modern design meets everyday comfort. This brand new, custom built 3 bedroom, 2.5 bath townhome is thoughtfully crafted with exceptional attention to detail at every turn. From the moment you enter, soaring ceilings and an abundance of natural light create an inviting, open atmosphere that flows seamlessly into a spacious great room, perfect for both relaxing and entertaining. The open concept kitchen is designed to impress, featuring generous counter space and a layout that keeps you connected to the living and dining areas, ideal for hosting or enjoying daily life with ease. The primary suite offers a private retreat, complete with a spacious bedroom, dual walk-in closets, and a beautifully appointed en-suite bath. A split floor plan enhances privacy, while the additional bedrooms provide comfort for family or guests. A versatile den adds flexibility, making it perfect for a home office, media room, or additional living space. A 2-car garage ensures ample parking and storage, while the prime location places you just minutes from shopping, dining, entertainment, and close to the Longwood SunRail station Don’t miss your opportunity to own this stunning, custom townhome in the heart of Longwood, designed for the way you live today.

425 E Jessup Avenue, Longwood

$425,000

4 Beds ⋅ 2 Baths ⋅ O6397490 MLS

A Thoughtfully maintained 4-bedroom, 2-bath home in the heart of Longwood offering approximately 1,947 sq ft on a spacious quarter-acre lot. Designed for both comfort and entertaining, the home features open living areas and a private backyard retreat with a 10-ft deep pool. Enjoy added peace of mind with a security system and the flexibility of no mandatory HOA—participation optional. Located within a highly regarded Seminole County school district , walking distance to rock lake middle school and just minutes to shopping, dining, and major roadways. A rare opportunity combining space, lifestyle, and freedom.

175 Sheridan Avenue, Longwood

$468,000

4 Beds ⋅ 2 Baths ⋅ O6392182 MLS

Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable no-HOA community, this property offers the freedom and flexibility today’s homeowners are looking for. Sellers will put a Brand NEW roof (2026) with acceptable contract. This home has been lovingly cared for over the past 30 years and is now ready for its next chapter with a new family. Inside, you’ll find an updated kitchen with modern finishes, along with a well-maintained interior that reflects true pride of ownership. The newer roof and gutters provide added peace of mind, while the private pool creates the perfect setting for relaxing or entertaining in true Florida style. Conveniently situated, the home offers easy access to shopping, dining, entertainment, and major roadways, as well as nearby parks and scenic nature trails. This prime Longwood location combines everyday convenience with a peaceful neighborhood feel. Don’t miss your chance to own this incredible home—schedule your private showing today. You won’t be disappointed!

1707 Grange Circle, Longwood

$499,000

4 Beds ⋅ 2 Baths ⋅ O6395131 MLS

Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed, new plumbing, with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.

2 Hudson Cove, Longwood

$419,000

3 Beds ⋅ 3 Baths ⋅ O6393492 MLS

Short Sale. Short Sale – Opportunity awaits! This home has been winterized and is ready for your vision. Property is being sold as-is and does not include appliances. The roof is approximately 8 years old. Located in a desirable community featuring a scenic pond, perfect for relaxing walks and enjoying the surroundings. Conveniently situated just minutes from Publix supermarket, pharmacy, and everyday essentials. Great potential for investors or buyers looking to customize a home to their taste. Don’t miss this chance to own in a well-located neighborhood!

1025 Bucksaw Place, Longwood

$445,000

3 Beds ⋅ 2 Baths ⋅ O6391269 MLS

Under contract-accepting backup offers. Virtually Staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.

320 Ferdinand Drive, Longwood

$485,000

4 Beds ⋅ 4 Baths ⋅ O6390534 MLS

Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.

450 Longmeadow Lane, Longwood

$405,000

4 Beds ⋅ 4 Baths ⋅ O6365251 MLS

Income-Producing Duplex in the Heart of Longwood. Income-producing duplex ideally located in the heart of Longwood, near US Hwy 17-92 and SR-434, offering convenient access to shopping, restaurants, banks, supermarkets, SunRail, I-4, and major corridors. Built in 1973 and well-maintained, the property features two units, each offering 2 bedrooms and 2 full bathrooms. No HOA! Both units are tenant-occupied with under-market rents, providing an attractive opportunity for future rent growth. Unit 737 E Church Ave (2Bed/1.5Bath) is purposely kept vacant for showings, and includes a new dishwasher installed in September 2025 and an A/C replaced in February 2023. Unit 739 E Church Ave (2Bed/1.5Bath) is currently rented for $1,300/month on a month-to-month basis, and includes a new A/C installed in April 2024 and a new stove installed in July 2025. The roof was replaced in 2020, the property was fully re-piped in 2019 with PEX plumbing, and electrical wiring connections were repaired using AlumiConn connectors.? Tenant responsible for their electricity, water, cable, internet, and lawn maintenance. Excellent central location near everyday essentials, including Publix (2.5 miles, 6 minutes), CVS (1.1 miles, 5 minutes), and Starbucks (0.2 miles, 1 minute), and a variety of dining spots, local cafés, and takeout options. Distances and drive times are approximate. Don’t miss this outstanding opportunity; the location offers the perfect blend of convenience and comfort. Schedule a showing today!

737 E Church Avenue, Longwood

$455,000

4 Beds ⋅ 5 Baths ⋅ S5138350 MLS ⋅ Avex Homes BLDG.

Here is your opportunity to own a true Turn Key Investment property.This almost new townhome with long-term residents already in place, is a great income producing ,Property located in a beautiful gated community in Longwood. You have great schools and near to all major highways and roads. As you enter in to your home you will be greeted with an open floor plan that has a modern Gourmet kitchen includes stainless steel double wall oven & cooktop, microwave, refrigerator & dishwasher. space ready to have family gatherings and BBQ. . All bedrooms are located upstairs! Can I talk about the primary suite? You will be entering your suite with double doors that will guide you to your own reading/relaxing living space. . All bedrooms are great in size and One of the secondary bedrooms features a full bathroom. you even have an upstairs balcony ready to view the beautiful lake. Easy access to 417 and even I4 and minutes from shopping, restaurant and entertainment. HOA includes exterior Lawn care roof and outside maintenance so you can live it up! TEXT me today to see this townhouse! Great opportunity for investors tenant in place paying $2,950 a month

572 Lake Wildmere Cove, Longwood

$475,000

6 Beds ⋅ 4 Baths ⋅ O6338561 MLS

Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner Lot, Brand New Roof just installed,Electrical Updated,Fenced Yard, Great Value

895 Pasadena Avenue, Longwood

$459,000

3 Beds ⋅ 2 Baths ⋅ O6325785 MLS

Under contract-accepting backup offers. Virtually Staged. PRICE IMPROVEMENT– HISTORIC LONGWOOD OPPORTUNITY! This charming indoor pool home presents a rare opportunity in the heart of Historic Longwood. Situated on a corner lot directly across from a peaceful protected green space with scenic trails, this property offers a unique blend of location, character, and potential in one of Seminole County’s most desirable and evolving areas. A distinctive courtyard-style layout welcomes you through the front entry into a private indoor pool area before entering the main living space—creating a true indoor-outdoor Florida lifestyle experience perfect for entertaining and year-round enjoyment. Inside, you’ll find vaulted wood ceilings, wood flooring, abundant natural light, and a functional layout featuring a formal dining area, cozy living room, and an open kitchen with granite countertops, skylight, and breakfast nook. A versatile enclosed flex space off the kitchen offers additional options for a home office, guest area, or bonus room to suit your lifestyle. The spacious primary suite features a private skylight and refreshed en suite bath with updated mirrors and lighting. Recently appraised and professionally measured at approximately 2,311 sq ft of living area, this home offers exceptional space and flexibility. With a roof replaced in 2024, screened two-car garage, interior laundry, and NO HOA, this property delivers strong value and endless potential. Conveniently located just minutes from I-4, Uptown Altamonte, Cranes Roost, Reiter Park, top-rated Seminole County schools, shopping, dining, and major hospitals. Seller is motivated — schedule your private showing today!

334 Maple Drive, Longwood

Browse All Longwood FL Between $400K - $500K Properties for Sale

Between $400K - $500K Longwood Real Estate

Adair Realty, Inc.

Search

Resources

About