Longwood FL Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Jennifer Estates SubDv. ⋅ 32779 Zip Code

Under contract-accepting backup offers. Welcome to 1540 Tracy Dee Way, a 4-bedroom, 3-bathroom pool home located in the popular Jennifer Estates community of Longwood. Beautiful curb appeal welcomes you with a wide front lawn, mature landscaping, lush palms, manicured hedges, a spacious driveway, a 2-car garage, stone accent details, and a warm exterior with a red front door and shutters that add character. Inside, the welcoming entryway features a wood front door, side glass panel, coat closet, and tiled foyer that opens into the main living areas. The spacious family room offers warm wood flooring, a striking fireplace with custom wood built-in shelving and cabinetry, and French doors leading directly to the outdoor living area and pool. Additional living and dining spaces feature large front-facing windows, neutral wall tones, and a flexible open layout filled with natural light. The kitchen offers abundant bright cabinetry, generous counter space, recessed lighting, tray ceiling detail, tile backsplash with warmth and texture, a breakfast bar with a double sink, and easy flow to the dining area and breakfast nook. The spacious primary bedroom features soft carpet, neutral tones, generous closet storage, an ensuite bathroom, natural light, and direct access to the outdoor patio area. Bedroom 2 offers its own ensuite bathroom, while bedrooms 3 and 4 share the third bathroom, creating a functional layout with added flexibility for family, guests, or a home office. The backyard offers a true Florida retreat with a sparkling private pool, expansive paver deck, fully fenced yard, beautiful landscaping, and plenty of green space to relax, entertain, and enjoy your own private backyard oasis. Jennifer Estates offers a community boat ramp to popular Lake Brantley and is just minutes to Wekiva Springs State Park, major roadways, shopping, dining, and popular Central Florida attractions. Recent updates include roof 2024, HVAC 2025, pool pump 2026, fence 2024, and fireplace roof hood 2026. Zoned for Wekiva Elementary and Lake Brantley High School, this home offers a wonderful opportunity in one of Longwood’s most established and desirable areas.

1540 Tracy Dee Way, Longwood

$565,000

4 Beds ⋅ 3 Baths ⋅ Brentwood Club SubDv. ⋅ 32750 Zip Code

Welcome to this beautifully maintained 4-bedroom, 3-bathroom home located in the highly desirable gated community of Brentwood Club in Longwood. Offering a spacious and functional floor plan, this home is filled with natural light and provides the perfect blend of comfort and style for everyday living and entertaining. The well-appointed kitchen features ample cabinetry, generous counter space, and a breakfast area that opens to the main living spaces. The spacious primary suite serves as a private retreat with an en-suite bathroom and walk-in closet. Three additional bedrooms and two full bathrooms provide plenty of space for family, guests, or a home office. Step outside to enjoy the private backyard, ideal for relaxing, outdoor dining, or weekend gatherings. Located in the heart of Longwood, this home is just minutes from top-rated Seminole County schools, shopping, dining, parks, golf courses, and major highways, providing easy access throughout Central Florida. Don't miss the opportunity to own this exceptional home in one of Longwood's most sought-after gated communities. Schedule your private showing today!

431 Brentwood Club Cove, Longwood

$995,900

3 Beds ⋅ 3 Baths ⋅ Springs Whispering Pines Sec 1 SubDv. ⋅ 32779 Zip Code

A HOME THAT STANDS APART FROM THE REST Tucked away on a quiet cul-de-sac in The Springs, one of Central Florida's most sought-after guard-gated communities, this extraordinary residence presents something rarely found today—an exceptional combination of privacy, timeless design, and the confidence of an extensively reconstructed home where the hard work has already been done. Imagine beginning your mornings with coffee overlooking lush tropical gardens as sunlight filters through the trees. Gather family and friends around the dramatic waterfall island while preparing meals in the Signature Gourmet Kitchen, then enjoy dinner outdoors on one of three newly constructed composite decks surrounded by professionally designed landscaping and ambient lighting. End the evening with a short walk to the community's crystal-clear natural spring before returning home to your own private tropical retreat. Completed in 2025, this remarkable reconstruction was professionally permitted and completed with architect involvement and structural engineering consultation. Every improvement was thoughtfully planned to create a home that is as functional as it is beautiful, offering exceptional craftsmanship and lasting quality throughout. Offering approximately 2,590 SQ FT.the residence features 3 BR, 2 1/2 BA, soaring ceilings, abundant natural light, a dramatic wood-burning fireplace, custom wet bar, picturesque garden views, and inviting indoor-outdoor living spaces designed for both entertaining and everyday comfort. The Signature Gourmet Kitchen is the centerpiece of the home, featuring premium GE Monogram appliances, a Bosch Platinum Glass refrigerator with dedicated wine and beverage drawer, custom solid maple cabinetry with exceptional storage, quartz countertops, a workstation sink, and an impressive waterfall island that naturally brings everyone together. The spacious primary suite provides a peaceful retreat with a sitting area, custom walk-in closet, and a beautifully appointed spa-inspired bath featuring a floating James Martin vanity and quartz countertops. Beyond the beautiful finishes, the extensive improvements provide exceptional peace of mind. Major updates include a new tile roof, updated plumbing and electrical systems, Mannington Restoration Collection flooring, fresh interior and exterior paint, impact skylights, updated irrigation, professionally coated garage floor , new attic access stairs, transferable warranties, and a transferable termite bond. Outside, professionally designed tropical landscaping, custom hardscapes, decorative pathways, elevated planting beds, and low-voltage landscape lighting create a spectacular setting that feels like a private resort Life at The Springs extends far beyond the front door with exclusive access to the community's crystal-clear natural spring and private sandy beach, scenic walking trails, community pool, tennis, pickleball, basketball, equestrian facilities, clubhouse, playground, boat and RV storage, and an active year-round social calendar. Ideally located in Seminole County's highly rated school district and less than one mile from I-4, you'll enjoy convenient access to Winter Park, downtown Orlando, premier shopping, dining, healthcare, major employers, world-famous attractions, and Florida's beautiful beaches. This is far more than an updated home—it's an opportunity to enjoy a lifestyle that is rarely available in one of Central Florida's most distinctive community AGENTS WELCOME!

128 Woodmill Road, Longwood

$587,000

4 Beds ⋅ 3 Baths ⋅ Knollwood 3rd Add Amd SubDv. ⋅ 32750 Zip Code

Your Dream Home Awaits! Discover the perfect combination of space, comfort, and endless possibilities in this charming ranch-style home, ideally positioned on an impressive 0.71-acre corner lot in the highly sought-after Knollwood community of Seminole County. Offering 4 spacious bedrooms, 2.5 bathrooms, and 2,416 square feet of living space, this home is designed for growing families, entertaining, and creating memories that will last a lifetime. From the moment you arrive, you'll appreciate the oversized driveway with abundant parking and the expansive yard that provides limitless opportunities to design your own private retreat—whether you envision a sparkling pool, outdoor kitchen, garden, playground, or the ultimate backyard entertainment space. Step inside to a warm and welcoming interior where timeless charm meets modern comfort. The inviting living room features elegant crown molding, a cozy wood-burning fireplace, and beautiful rustic barn doors that lead into the heart of the home—an updated kitchen complete with stainless steel appliances, sleek countertops, generous cabinetry, and abundant natural light, making it the perfect place to gather with family and friends. Built with the quality and craftsmanship of a classic 1974 ranch, this home offers solid construction, spacious living areas, and incredible potential to personalize and make it uniquely yours while enjoying its timeless character. Perfectly located within one of Seminole County's most desirable school districts, you'll enjoy convenient access to premier shopping, dining, parks, major highways, and everything Central Florida has to offer. Homes with this much land, this much living space, and this prime location rarely become available. Whether you're searching for your forever home or an exceptional investment, this property offers a rare opportunity to own one of Knollwood's most desirable homes. Don't miss your chance to make this incredible property yours—schedule your private showing today before it's gone!

1200 Waverly Way, Longwood

$1,200,000

6 Beds ⋅ 5 Baths ⋅ Retreat At Lake Brantley SubDv. ⋅ 32779 Zip Code

Welcome to this exceptional residence in Retreat at Lake Brantley, one of Longwood’s most sought-after gated communities, celebrated for its private boat ramp access to Lake Brantley, highly rated Seminole County schools, convenient location, and enduring desirability. Built in 2021 and thoughtfully enhanced beyond the original builder plan, this Casabella floor plan by Pulte Homes offers over 5,200 square feet of living space, six bedrooms, and four-and-a-half bathrooms, seamlessly blending elevated design elements with the versatility and functionality today’s lifestyles demand. A paver driveway and covered entry welcome you into interiors enriched by extensive millwork, statement lighting, tile flooring, and new carpeting. The foyer opens to beautifully proportioned living spaces designed to accommodate both gracious entertaining and everyday living. The kitchen is both stylish and functional, featuring quartz countertops, a generous center island with seating, built-in wall ovens, stainless steel appliances, gray cabinetry, abundant storage, and an open layout that flows effortlessly into the dining area and great room. Anchoring the main living space is a striking linear gas fireplace framed by custom built-ins, while oversized sliding glass doors invite natural light and create a seamless connection to the outdoor living areas. A dedicated flex room on the main level provides an ideal setting for a home office, study, library, or sitting room. The expanded owner’s retreat, thoughtfully enlarged beyond the original floor plan, serves as a private sanctuary with ample room for a sitting area or lounge space. The oversized custom walk-in closet is complemented by integrated laundry with a stackable washer and dryer—an elevated convenience rarely found in comparable homes. Upstairs, over 2,000 square feet of additional living space creates a true second-level retreat. An expansive loft functions as a spacious secondary family room and gathering space, while the adjoining flex room offers exceptional versatility as a playroom, media room, theater, game room, teen lounge, or potential additional bedroom with the addition of a closet. Generously sized secondary bedrooms and bathrooms further enhance the home’s ability to accommodate evolving lifestyles, guests, or multi-generational living. Additional highlights include a thoughtfully organized pantry, extensive storage throughout, solar panels for enhanced energy efficiency, and a covered brick-paver lanai designed for year-round enjoyment. Equipped with remote-controlled retractable screens and dual ceiling fans, this inviting outdoor space provides comfort, airflow, and protection from the elements while serving as a natural extension of the home’s interior living areas. The fully fenced backyard offers ample space for recreation, entertaining, and future outdoor enhancements. Combining elevated design details, exceptional flexibility, over 5,200 square feet of living space, private Lake Brantley access, and a setting within one of Seminole County’s premier gated communities, this thoughtfully enhanced residence presents a rare opportunity to enjoy a lifestyle defined by comfort, convenience, and connection. Schedule your private showing today and experience all this remarkable home has to offer.

3367 Canyon Grand Point, Longwood

$376,000

3 Beds ⋅ 3 Baths ⋅ Monterey South SubDv. ⋅ 32750 Zip Code

This beautifully maintained 3-bedroom, 2.5-bath townhome was built in 2023 and has been barely lived in, offering the feel of brand-new construction without the wait. Featuring approximately 1,488 square feet of thoughtfully designed living space, this home boasts an open-concept floor plan perfect for both everyday living and entertaining. The modern kitchen showcases stainless steel appliances, ample cabinetry, generous counter space, and a convenient breakfast bar overlooking the spacious living and dining areas. Upstairs, you'll find a private owner's suite with a walk-in closet and en-suite bath, along with two additional bedrooms, a full bathroom, and a dedicated laundry area. Enjoy the convenience of a 2-car garage, smart home features, and low-maintenance townhome living. Located just minutes from Historic Downtown Longwood, SunRail, shopping, dining, parks, and major roadways, this move-in ready home offers the perfect blend of comfort, style, and location. Don't miss your opportunity to own this like-new townhome in one of Longwood's most convenient locations!

214 E Church Avenue, Longwood

$279,000

3 Beds ⋅ 2 Baths ⋅ Wekiva Villas On The Green 2 SubDv. ⋅ 32779 Zip Code

Virtually Staged. Welcome to 302 Sand Trap Cove, a charming one-story villa located in the desirable Wekiva Villas on the Green community in Longwood. This well-maintained 3-bedroom, 2-bathroom home offers an easy blend of comfort, function, and relaxed Florida living. Inside, you’ll find an open layout where the kitchen connects naturally to the living and dining areas, creating a bright and comfortable space for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, recessed lighting, and a cozy eat-in nook that is perfect for casual meals or morning coffee. The living and dining room offers vaulted ceilings and expansive windows that bring in an abundance of natural light while showcasing peaceful views of the surrounding greenery. The spacious primary suite includes an ensuite bath with dual vanities, a walk-in shower, and a large walk-in closet. Two additional bedrooms share a full bath and offer flexibility for guests, a home office, or hobby space. Wekiva Villas on the Green offers a wonderful community setting with amenities including a pool overlooking the golf course, tennis courts, walking trails, and a playground. The location is also close to Wekiva Golf Club, Wekiva Island, and Wekiva Springs State Park, making it ideal for those who enjoy outdoor recreation. Conveniently situated near Seminole County schools, Publix, parks, dining, and shopping, this villa offers a lifestyle that is both peaceful and practical. Whether you are looking to downsize, invest, or find a comfortable primary residence, this Wekiva home is a fantastic opportunity.

302 Sand Trap Cove Unit 302, Longwood

$1,199,000

5 Beds ⋅ 3 Baths ⋅ Mandarin Sec 7 SubDv. ⋅ 32779 Zip Code

Situated on more than 1 ACRE in Longwood's desirable Mandarin community with no HOA, this 5-bedroom, 3-bath pool home offers approximately 2,700 square feet of living space along with a detached 16 CAR air-conditioned garage, perfect for any automotive enthusiast. Inside, you'll find a spacious floor plan designed for comfortable everyday living. Tile flooring flows throughout the main living areas, while the kitchen serves as the heart of the home with granite countertops, upgraded wood cabinetry, abundant workspace, and generous bar seating. The kitchen opens seamlessly to the family room, where a wood-burning brick fireplace creates a warm gathering space for family and friends. The primary suite provides direct access to the patio through glass doors and features dual walk-in closets, dual vanities, and a spacious en-suite bath. Four additional bedrooms providing flexibility for guests, a home office, fitness space, or multi-generational living. Step outside and enjoy your own private retreat featuring an oversized recently resurfaced swimming pool surrounded by an expansive paver deck. The property also includes a storage shed with a newer roof and a well for irrigation, helping maintain the grounds efficiently. What truly sets this property apart is the incredible detached, air-conditioned garage capable of accommodating up to 16 vehicles. Built for serious collectors, hobbyists, RV owners, or business owners, the structure features 12-foot ceilings, 8-inch reinforced concrete with rebar, and exceptional versatility. The driveway and RV pad were also completely rebuilt with 6-inch reinforced concrete and rebar for long-term durability. The detached garage also provides unique opportunity to generate supplemental income by renting storage space to other vehicle collectors in need of secure, covered storage. A newer 2022 roof adds peace of mind, Solar Shield throughout the Attic to assist with energy efficiency. This home is within easy reach of everything Central Florida has to offer. Enjoy a short drive to the Lake Mary business corridor, Downtown Orlando, world-renowned theme parks, and the area's beautiful Atlantic coast beaches, along with access to Seminole County's top-rated schools. Whether you're searching for room to grow, space for a vehicle collection, income-producing potential, or simply the freedom that comes with owning over an acre without HOA restrictions, this is a property that offers possibilities rarely found in today's market.

1930 Long Pond Drive, Longwood

$765,000

4 Beds ⋅ 3 Baths ⋅ Whispering Winds SubDv. ⋅ 32779 Zip Code

Welcome to your private oasis in one of Longwood’s most coveted acreage communities! This modern farmhouse blends timeless charm with a lot layout that offers a lifestyle of space & freedom. The exterior features a traditional rocking-chair front porch & a desirable 3-car side-entry garage. Step inside the grand foyer to discover elegant French doors open to a spacious formal living room which can also be ideal for a private home office. The separate dining room flows into your gourmet kitchen, featuring light cabinetry, premium granite countertops, stainless steel appliances & a breakfast nook overlooking the grounds. Entertainment is effortless in the cozy family room, complete with a custom wet bar & a beautifully refinished fireplace. Step out to your expansive covered lanai & screened patio deck overlooking a massive, wide-open 1-acre backyard. The home also features a fully renovated downstairs full bath that is structurally pool-planned with a direct-access exterior door. Upstairs, retreat to your primary suite featuring soaring vaulted ceilings, dual walk-in closets & a spa-like en-suite bathroom. Bedrooms 2 & 3 share a Jack & Jill bathroom layout, while the 4th bedroom offers serene views of your sprawling backyard acreage. If you want privacy & elegance on an acre lot, Welcome Home!

2143 Blue Iris Place, Longwood

$400,000

3 Beds ⋅ 2 Baths ⋅ Tiberon Cove SubDv. ⋅ 32750 Zip Code

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 ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code

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

$299,000

3 Beds ⋅ 2 Baths ⋅ Lake Wayman Heights SubDv. ⋅ 32750 Zip Code

Welcome to 611 Orange Avenue in the heart of Longwood. A beautifully renovated home offering modern updates, timeless style, and an unbeatable location. Just minutes from Historic Downtown Longwood, you'll enjoy easy access to charming local shops, restaurants, cafés, parks, community events, and the SunRail station for convenient commuting. This move-in-ready home has been completely transformed inside and out. The exterior features custom faux-painted brick for outstanding curb appeal, while the interior has been freshly painted throughout with premium Sherwin-Williams paint. The stunning kitchen has been fully remodeled with brand-new cabinetry, elegant granite countertops, and a full suite of new Frigidaire appliances. Both bathrooms have been completely renovated with new freestanding vanities featuring stone countertops, along with new tubs, faucets, and plumbing fixtures. Additional upgrades include a new roof, completely re-piped plumbing, an upgraded electrical panel, new electrical fixtures, lighting, ceiling fans, and updated plumbing fixtures throughout the home. Kwikset locks provide added security and convenience. Conveniently located near major roadways including I-4 and SR 434, this home offers easy access to shopping, dining, entertainment, and everything Central Florida has to offer. With extensive renovations, modern finishes, and a prime Longwood location, this home is truly move-in ready and ready for its next owner.

611 Orange Avenue, Longwood

$635,000

4 Beds ⋅ 3 Baths ⋅ Lake Searcy Shores SubDv. ⋅ 32750 Zip Code

Under contract-accepting backup offers. Rarely does a home offer this level of privacy, flexibility and thoughtful design in such a convenient Longwood location. On more than half an acre of fully fenced grounds, this beautifully reimagined residence offers four bedrooms, three full baths and approximately 2,300 square feet of thoughtfully designed living space, blending sophisticated interior updates with an expansive outdoor lifestyle rarely found today. From the moment you arrive, the home's enhanced curb appeal makes a lasting impression with its redesigned front entry, upgraded garage door and beautifully extended paver driveway offering abundant parking for guests, recreational vehicles, boats, trailers and more. With no HOA restrictions, you'll enjoy the freedom to truly embrace Florida living on your own terms. Inside, a desirable split-bedroom floor plan creates the perfect balance of privacy and functionality. Rich new flooring, elegant crown molding, calming designer paint colors and thoughtfully curated finishes establish a warm, timeless aesthetic throughout. At the heart of the home, a striking wood-burning fireplace serves as the centerpiece of the living spaces, creating an inviting setting for everyday living and memorable gatherings alike. The completely redesigned kitchen is both beautiful and functional, showcasing brand-new custom cabinetry, elegant quartz countertops, premium KitchenAid® appliances and carefully selected designer details that elevate every meal and gathering. Privately tucked away, the generously sized primary suite serves as a peaceful sanctuary with ample space to unwind. The spa-inspired ensuite bath features dual vanities, a relaxing jetted soaking tub, a separate walk-in shower and a spacious walk-in closet, creating the perfect place to recharge at the end of the day. Two additional full baths comfortably accommodate family and guests, including one with a walk-in shower and another featuring a garden tub. Outdoor living is where this property truly shines. An oversized swimming pool anchors the expansive backyard, offering exceptional privacy and endless opportunities for entertaining, recreation, gardening or simply enjoying Florida's year-round sunshine. An extended paver patio seamlessly connects indoor and outdoor living, while a dedicated paver fire pit gathering area invites memorable evenings beneath the stars. Completing the property is a detached storage shed with electricity and a water connection, offering outstanding potential for restoration. Whether reimagined as a workshop, hobby space, gardening retreat or simply refreshed for additional storage, this versatile structure provides the flexibility to evolve alongside your lifestyle. Situated on more than half an acre, this property offers the flexibility to park your RV, boat, trailers and recreational toys with ease, all without the restrictions of an HOA. Combining designer updates, generous living spaces, exceptional outdoor amenities and a location convenient to shopping, dining, parks and major commuter routes, this is a rare opportunity to enjoy the lifestyle today's buyers have been searching to find. Whether hosting unforgettable poolside gatherings, parking your boat for the next weekend adventure or simply enjoying the peace and privacy of your expansive homesite, this exceptional property offers a lifestyle that is increasingly difficult to find in Central Florida.

122 Bearss Circle, Longwood

$749,000

5 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks Sec 02 SubDv. ⋅ 32779 Zip Code

Welcome to 131 Countryside Drive, where timeless architecture meets sophisticated modern living in the highly sought-after Sweetwater community. If you've been searching for a home that perfectly blends traditional charm with today's designer finishes, your search ends here. Situated on a beautifully landscaped homesite, this extensively renovated custom residence offers 5 bedrooms, 3 full bathrooms, and over 2,200 square feet of thoughtfully designed living space. From the moment you arrive, you'll appreciate the exceptional curb appeal featuring a stunning one-of-a-kind custom front door, an updated front porch, lush landscaping, and a brand-new roof installed in 2023. Step inside to an expansive open-concept floor plan showcasing premium LVP flooring, custom solid maple cabinetry throughout, designer quartz countertops with dramatic waterfall edges, recessed LED lighting, new baseboards, and high-end finishes at every turn. The impressive chef's kitchen is truly the heart of the home, complete with premium white glass appliances, abundant custom cabinetry, oversized entertaining space, and seamless flow into the living and dining areas—perfect for everyday living and hosting family and friends. The oversized primary suite serves as a private retreat, offering enough space for a sitting area, home office, or makeup vanity. The spa-inspired primary bathroom features a luxurious European-style walk-in shower with dual rain shower heads and body sprayers, a freestanding soaking tub beneath a dimmable chandelier, dual vanities, and designer finishes that create a true resort-like experience. Designed for Florida living, the outdoor spaces are every bit as impressive as the interior. A fully refinished 36-foot covered lanai overlooks the expansive backyard, where you'll find a custom outdoor kitchen ready for year-round entertaining, a dedicated fire pit gathering area perfect for relaxing under the stars creating the ideal setting for family and friends. Additional upgrades include Pella dual-pane Low-E argon-filled windows with built-in blinds, all-new interior doors, a water softener system, all PEX plumbing, all copper electrical wiring, a spacious three-car garage, extensive interior and exterior LED lighting, and quality craftsmanship throughout. Living in Sweetwater means more than just owning a beautiful home. Residents enjoy private access to Lake Brantley for boating, fishing, swimming, and paddleboarding, along with parks, tennis courts, playgrounds, and recreational amenities—all included with a remarkably low HOA. Top-rated Seminole County schools are just minutes away, along with shopping, dining, and convenient access to major highways. Located outside of a flood zone, this move-in-ready home combines luxury, functionality, and an unbeatable lifestyle in one of Central Florida's most desirable neighborhoods. Opportunities like this are rare—schedule your private showing today before it's gone.

131 Countryside Drive, Longwood

$850,000

Longwood Hills SubDv. ⋅ 32750 Zip Code

Rare 4.58-Acre Waterfront Parcel in the Heart of Longwood! This exceptional property presents a unique opportunity to build your dream estate or explore future development potential in one of Seminole County's most desirable locations. Nestled among established estate homes, the property features approximately 425 feet of pond frontage, mature trees, and a picturesque setting that offers the perfect blend of privacy, natural beauty, and everyday convenience. With more than 4.5 acres, there's plenty of room to create a custom residence with a detached garage, workshop, guest house, resort-style pool, recreational amenities, and more. The previous home has been removed, creating a blank canvas ready for your vision. An existing well and septic system are already in place, adding value and reducing future development costs. Enjoy the tranquility of country-style living while being just minutes from shopping, dining, major highways, top-rated Seminole County schools, and the many attractions of Central Florida. Large acreage parcels in Longwood are increasingly difficult to find. Whether you're seeking a private waterfront retreat or a property with investment and development potential, this is an opportunity you won't want to miss. Buyers are encouraged to verify zoning, land use, lot split potential, utility availability, and development requirements with Seminole County.

Lazy Acres Lane, Longwood

$375,000

3 Beds ⋅ 2 Baths ⋅ The Landings SubDv. ⋅ 32750 Zip Code

Under contract-accepting backup offers. Virtually Staged. Some addresses tell you where you live. Others help define how you live. Located on a quiet cul-de-sac within a gated lakefront community, this beautifully updated home combines comfort, convenience, and an exceptional setting that appeals to every stage of life. Inside, quality improvements are evident throughout. The kitchen features granite countertops, maple cabinetry with custom storage features, a breakfast bar, eat-in dining area, bow window over the kitchen sink, and French doors with a retractable screen overlooking the front garden. Updated baths, vaulted ceilings, skylights, laminate wood flooring throughout, updated lighting, and a wood-burning fireplace create spaces that feel both inviting and functional. Adding to the home's value and providing peace of mind for years to come, a brand-new roof was just installed in June 2026. Outside, attractive landscaping, a fenced yard, and a large screened and tiled patio expand the home's living area outdoors, creating an inviting connection to Florida's year-round outdoor environment. Additional features include an inside laundry room and gutters. The lifestyle beyond the front door is what truly sets this community apart. Lakeside tranquility, picturesque ponds, gazebos, majestic oak-canopied streets, and park-like surroundings create a peaceful setting for daily walks and outdoor enjoyment. Pet lovers will appreciate the abundance of walking areas throughout the community, while private roads and pathways provide opportunities to enjoy the outdoors away from busy traffic. The community's meticulous upkeep and attentive care reflect a pride of ownership that is evident throughout. Community amenities include a large pool with cabana, restrooms and showers, lighted tennis and pickleball courts, and lakeside seating areas where residents enjoy Florida's beautiful sunsets over West Lake. Community socials and seasonal events throughout the year add to the neighborhood's welcoming atmosphere. All of this is complemented by a modest HOA fee of just $150 per month. Just blocks away, Reiter Park is one of Longwood's favorite gathering places, where shaded pavilions, picnic areas, walking trails, farmers markets, outdoor concerts, festivals, and community movie nights create activity and enjoyment throughout the year. Conveniently located within blocks of Longwood's Historic District, SunRail, restaurants, and shopping, with convenient access to I-4 and major highways. Altamonte Town Centre, recreation, top-rated schools, downtown Orlando, area attractions, and Florida's beautiful beaches are all within easy reach. An Info Sheet with additional details and dates is available.

730 Sandpiper Circle, Longwood

$789,900

4 Beds ⋅ 4 Baths ⋅ Hidden Cove SubDv. ⋅ 32750 Zip Code

Welcome to this exceptional residence in the prestigious gated community of Hidden Cove, where timeless elegance, modern luxury, and exceptional craftsmanship combine to create an extraordinary place to call home. Perfectly situated on a beautifully landscaped 0.26-acre homesite, this meticulously maintained home offers 3,009 square feet of thoughtfully designed living space featuring four bedrooms, four full bathrooms, a dedicated home theater, an expansive bonus room, and spectacular resort-style outdoor living. Built in 2000 and extensively updated, the home showcases quality finishes and an impressive list of improvements, including double-pane windows, extensive crown molding, whole-home automation, a comprehensive security system, fresh interior and exterior paint, replacement of all HVAC systems, two 80-gallon water heaters, complete house replumbing, spray-foam insulation above the garage, and numerous additional enhancements that provide exceptional peace of mind. The luxurious first-floor owner's suite serves as a private retreat with a beautifully renovated spa-inspired bathroom, while the professionally designed home theater delivers an unforgettable cinematic experience featuring tiered reclining theater seating, a Sony 4K projector, premium receiver, custom lighting, and automated blackout shades, all controlled effortlessly at the touch of a button. Designed for both everyday living and elegant entertaining, the gourmet chef's kitchen features a large center island, breakfast bar, cooktop, built-in ovens, stainless steel appliances, an oversized pantry, and abundant preparation space while opening seamlessly to the spacious family room highlighted by a custom-built entertainment center and dramatic corner sliding glass doors that fully retract to create a true indoor-outdoor living experience. Step outside to your private backyard retreat where the expansive screened lanai showcases a sparkling heated pool, heated whirlpool spa, fully equipped summer kitchen, generous covered entertaining areas, and multiple spaces for relaxing or hosting family and friends in complete privacy. Upstairs, the oversized bonus room with a full bathroom offers incredible flexibility as a guest suite, game room, media room, fitness studio, executive office, or additional living space. Electric vehicle owners will appreciate the integrated high-speed Bluetooth-enabled smart charging station, while the insulated, air-conditioned attic and additional storage areas provide approximately 400 square feet of climate-controlled space beyond the listed living area—a rare and valuable feature. Ideally located near major highways, premier shopping, fine dining, and Seminole County's highly rated schools, this exceptional Hidden Cove residence offers the perfect blend of luxury, privacy, convenience, and resort-style living, presenting a rare opportunity to own one of the community's most impressive homes.

1954 Elkhorn Court, Longwood

$1,175,000

6 Beds ⋅ 5 Baths ⋅ Bella Vista SubDv. ⋅ 32779 Zip Code

Lot size is approximately 9,324 sq/ft or .21 acre

1442 Vivaldi Place, Longwood

$375,000

2 Beds ⋅ 3 Baths ⋅ Springs Glenwood Village Sec 1 Rev The SubDv. ⋅ 32779 Zip Code

Virtually Staged. Welcome to THE SPRINGS COMMUNITY - This 2 Bedrooms 2.5 Bathrooms, 2 story townhouse is in Glenwood Village. Wood burning fireplace in living room. Oversized Master bedroom on second floor with walk in closet. Plenty of storage space with a huge storage space under the stairs! Glenwood Village features has it’s own community Pool. The Springs Community has a natural Spring and river. The Springs is a spectacular community, 24 hour guard gated with hourly patrol. The Springs community offers tennis swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, tennis walking and jogging trails, nature trails abutting the Little Wekiva River, celebrations, food truck nights and more. Top rated school zone, close proximity to I4, shopping, dining, amusement parks, outlet malls, beaches and easy access to central highways. (A/C and water heater replaced in 2023. Roof replaced in 2014)

100 Hidden Oak Drive, Longwood

$309,000

3 Beds ⋅ 2 Baths ⋅ Longwood SubDv. ⋅ 32750 Zip Code

Under contract-accepting backup offers. Priced to sell, this updated 3-bedroom, 2-bath home offers 1,101 square feet in a prime Longwood location with strong upside potential. Featuring a bright, functional layout, updated finishes, spacious bedrooms, and a private backyard, the property is move-in ready with room to further increase value through use optimization or enhancements. A standout feature is the Mixed Use Dwelling (MUD) zoning, allowing for both residential occupancy and approved light commercial use. This rare flexibility creates multiple exit strategies—live/work setup, small business operation, short- or mid-term investment hold, or future income-producing configuration (subject to local zoning regulations and approvals). With its central location near major corridors, retail, and established residential growth, this property is positioned for strong long-term demand and versatility. Conveniently situated near Historic Downtown Longwood, SunRail, shopping, dining, major roadways, and top local amenities, this property combines affordability, location, and long-term potential. Whether you're looking for a primary residence, rental property, house hack opportunity, or future investment, this home is one you won't want to miss. This home can be purchased with NO MONEY DOWN, or NO INCOME VERIFICATION!!

183 E Pine Avenue, Longwood

$595,000

4 Beds ⋅ 2 Baths ⋅ Wildmere Amd SubDv. ⋅ 32750 Zip Code

Great for an investor! Property is being sold with the other 2 properties on the same premises of which both already have tenants in place and are self-contained with their own kitchen, laundry and living space. Property needs some TLC. Combined all 3 properties Lot size is over 1 acre. Great news, No HOA!! The home is nestled between 2 lakes and conservation with a large backyard that allows for lots of privacy. Close to major highways, shopping and restaurants. If you need peace, quiet and a place to relax from the daily stress of everyday life to come home to. This one is just waiting for you to call home!

917 Oxford Street, Longwood

$280,000

2 Beds ⋅ 2 Baths ⋅ Governors Point Ph 2 SubDv. ⋅ 32779 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome to 374 Winchester Place, a charming 2-bedroom, 2-bath townhome in Governors Point, located within the highly desirable Wekiva community of Longwood. This well-designed home offers a functional split-bedroom layout, comfortable living spaces, and the convenience of low-maintenance townhome living. The spacious living room features soaring vaulted ceilings, neutral tones, plush carpeting, and sliding glass doors that flood the space with natural light and provide direct access to the screened patio. The kitchen offers rich dark wood cabinetry, light countertops, stainless steel appliances, tile flooring, generous storage, and a pass-through opening that keeps the space connected to the main living area. The primary suite includes vaulted ceilings, soft carpeting, a large window, a ceiling fan, ensuite bathroom, and a walk-in closet. The second bedroom also features vaulted ceilings, soft carpeting, a ceiling fan, its own ensuite bathroom, and a walk-in closet, making it ideal for guests, family, or a private secondary suite. Enjoy relaxing outdoors on the screened patio, surrounded by mature trees and greenery for added privacy and a peaceful setting. Nestled in one of Longwood’s most established communities, this home offers easy access to the Wekiva lifestyle, including tree-lined streets, nearby parks, walking trails, golf, shopping, dining, and major roadways. Zoned for the sought-after Wekiva Elementary School and Lake Brantley High School, this townhome is a great opportunity in a sought-after location. Schedule your private showing today.

374 Winchester Place, Longwood

$1,388,000

5 Beds ⋅ 6 Baths ⋅ Sweetwater Club Unit 1 SubDv. ⋅ 32779 Zip Code

Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top to bottom with marble tile flooring and walls throughout most of the first floor. Pull into the lot by way of the wrap around driveway that leads to a massive three car garage, with extra exterior parking space as well. Upon entry, you'll be greeted by a gorgeous luxury vinyl plank staircase with a luxury glass railing. To your left is the show-stopping kitchen with brushed-gold accents throughout, and new high-end appliances to match. You'll be amazed by the honeycomb-inspired mosaic backsplash and the gorgeous premium light fixtures above the island and in the attached dining room. The kitchen also features a massive walk-in pantry, a smaller bonus pantry, a convenient half bath, and a hidden protracting charging station for all of your wireless needs. From the dining room, step down into the family room with a gorgeous built in electric fireplace that also connects to the expansive living room, both with massive ceiling fans. Also conveniently located on the first floor is a bonus room with an exterior door that's perfect for an office. From there, step into the massive 3 car garage that has also been finished with marble tile flooring. Connected to the garage is the 5th bedroom with exterior access and a full ensuite bathroom, perfect to convert to an in-law suite, or even a gym or tool room. From the living room, step out to the back patio area that is made for entertaining. It has been set up with a bar, wine cooler, built in grill, and a large fan to create the perfect space that is just begging to watch your favorite sports team with friends and family. Then of course is the pool and built in hot tub, a convenient half bath, and also includes a sauna that comfortably accommodates three guests. Upstairs you'll find the four main bedrooms, with two of the guest rooms having full ensuite baths with exterior access to the upstairs patio overlooking the pond. The laundry room is conveniently located upstairs as well, so no worrying about running back and forth downstairs for your laundry duties. The primary bedroom is massive, and includes a built in vanity desk with custom shelving, additional built in shelving, a massive walk in closet, and exterior access to a covered outdoor hallway that connects to the second bedroom. The primary bathroom is truly show-stopping with a massive frameless shower, floating custom vanities, brushed gold hardware, and an architectural wood-slat feature wall creating a true resort-style ambiance. EVERY major system (roof, HVAC, electrical, and plumbing) has been updated and is less than two years old, and the home also features a tankless hot water heater. The septic tank was also cleaned/inspected in September of 2025. Every window and sliding door has been upgraded to double-pane, giving you energy efficient peace of mind that is a must-have in the Florida heat. With designer finishes throughout, luxurious living spaces, and attention to detail from top to bottom, the only thing missing is you! Schedule your private showing today before someone else calls it home.

305 Sweetwater Club Circle, Longwood

$160,000

2 Beds ⋅ 1 Baths ⋅ Fairway Villas SubDv. ⋅ 32779 Zip Code

Enjoy The Springs lifestyle at a great value. The perfect blend of comfort, character, and convenience in this second-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. A versatile loft overlooks the main living area, providing the perfect space for a home office, additional storage, hobby room, or play area. Thoughtful updates include refreshed counters, solid-surface finishes, and the convenience of a primary suite located on the main floor. As an end unit, the home enjoys abundant natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare—schedule your private showing today!

200 Fairway Drive Unit 200, Longwood

$698,800

4 Beds ⋅ 3 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code

Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty create a lifestyle unlike anything else in Seminole County. With 24/7 guarded entry and an extraordinary park-like setting, The Springs offers a rare blend of privacy, serenity, and convenience. Situated on a premium oversized homesite with no rear neighbors, this beautifully maintained one-story home enjoys exceptional curb appeal enhanced by mature landscaping that seamlessly blends into the surrounding natural environment. The private backyard and expansive screened lanai provide the perfect setting for relaxing, entertaining, or simply enjoying peaceful Florida living. Inside, the timeless floor plan features soaring ceilings, abundant natural light, and generous living spaces designed for both everyday comfort and entertaining. A rare and highly desirable feature, the home offers two primary suites, making it ideal for multigenerational living, guests, or anyone seeking additional flexibility. Steam shower in 2nd primary is great feature as well. Spacious formal living and dining rooms complement the inviting family room and bright open kitchen, creating a layout that lives beautifully. Ample storage throughout this well designed floor plan is another huge plus. Major updates have already been completed, offering peace of mind for years to come. A new roof and HVAC system were installed in 2020, while the home was completely replumbed and received a new water heater in 2019, providing true move-in-ready convenience and low-maintenance ownership. Residents of The Springs enjoy an unmatched lifestyle centered around nature and community. Century-old live oaks, scenic walking and jogging trails, horse stables, a clubhouse, community pool, THE ONLY PRIVATELY OWNED SPRING IN FLORIDA and year-round events create an atmosphere that feels more like a private retreat than a neighborhood. Native Florida woodlands and abundant wildlife are part of everyday life. Families appreciate access to highly rated Seminole County schools, while commuters enjoy exceptional convenience with I-4 less than one mile away. Downtown Lake Mary, Altamonte Springs, Winter Park, Cranes Roost Park, farmers markets, shopping, dining, and entertainment are all within easy reach. Orlando’s world-famous attractions and Florida’s east coast beaches are also just a short drive away. Rarely does an opportunity present itself to own a spacious one-story home with two primary suites, no rear neighbors, major system updates, and the unmatched lifestyle offered by The Springs. Experience the privacy, beauty, and timeless charm that make this exceptional Longwood community one of Central Florida’s hidden gems.

148 Wisteria Drive, Longwood

$360,000

2 Beds ⋅ 1 Baths ⋅ Na SubDv. ⋅ 32750 Zip Code

Prime Investment Opportunity – 3711 N Ronald Reagan Blvd, Longwood, FL 32750! This versatile .65-acre property (including an adjacent parcel) offers outstanding potential for residential use, commercial redevelopment, or a developer seeking to build or operate a business in a rapidly growing Central Florida location. Featuring a solid 960 sqft block-construction building (built 1969) with a strong foundation that can be renovated for immediate use or easily torn down for new construction, the site is high and dry with electricity and water already connected. Tucked behind a thick layer of trees for natural privacy yet enjoying excellent frontage on highly trafficked N Ronald Reagan Blvd (CR 427), the property sits just minutes from Seminole State College, approximately 10 minutes from SR 417, and centrally located with quick access to I-4, US 17-92, and abundant local amenities including shopping, dining, and parks. Currently zoned R-1 and positioned in an area of strong growth and infrastructure improvements, this ready-to-go infill site delivers flexibility for rental income, owner-occupied use, or mixed-use development in one of Seminole County's most convenient corridors. Don't miss this high-potential opportunity—contact us today for details or to discuss redevelopment possibilities!

3711 N Ronald Reagan Boulevard, Longwood

$349,779

3 Beds ⋅ 2 Baths ⋅ Longwood Green Rep SubDv. ⋅ 32750 Zip Code

Virtually Staged. Welcome to your dream home nestled in the charming and tucked-away community of Longwood Green, a hidden gem known for its quiet streets, mature oak trees, and strong sense of neighborhood pride. Many long-time residents, including law enforcement professionals and public servants, are drawn to this peaceful enclave for its welcoming atmosphere and convenient location. Situated beneath a canopy of majestic trees on a spacious homesite, this lovingly maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort, warmth, and everyday convenience. Step inside to discover a light-filled, open floor plan featuring soaring ceilings, rich laminate flooring, and a cozy wood-burning fireplace that creates the perfect gathering space for family and friends. The living room flows seamlessly into the dining area, while large windows invite natural light throughout the home. The heart of the home is the spacious eat-in kitchen, complete with beautiful oak cabinetry, pull-out shelving, neutral Corian countertops, generous workspace, and a large pantry accented by a charming farmhouse-style glass door. Whether preparing a family meal or entertaining guests, this kitchen is designed for both functionality and comfort. Privately tucked away, the primary suite offers a peaceful retreat with dual vanities, wood cabinetry, a large walk-in shower, water closet, spacious walk-in closet, and double-pane sliding glass doors leading directly to the lanai. The secondary bedrooms are equally inviting, offering ample closet space and abundant natural light. Step outside to the screened lanai and enjoy your morning coffee or evening relaxation while overlooking the fully fenced backyard. Enhanced by durable vinyl fencing and low-maintenance landscaping, the backyard provides the perfect setting to create your own private oasis. This home has been meticulously cared for by its owners and offers numerous valuable updates, including repiping, a 2018 air-conditioning system, a completed roof replacement, and extensive exterior improvements. Much of the home's exterior wood has been upgraded to durable Hardie Board siding and freshly painted, providing both beauty and peace of mind. Ideally located near Historic Downtown Longwood, residents enjoy easy access to charming local shops, restaurants, community events, nature parks, walking trails, excellent schools, hospitals, and major highways. The Longwood SunRail Station is also nearby, making commuting throughout Central Florida simple and convenient. If you're searching for a home that offers comfort, character, privacy, and a true neighborhood feel, Longwood Green is the perfect place to call home.

278 Blackwater Place, Longwood

$229,900

3 Beds ⋅ 1 Baths ⋅ Farmers Add SubDv. ⋅ 32750 Zip Code

This three-bedroom, one-bathroom home in Longwood presents an opportunity for buyers seeking value in a highly connected location. The property sits within reach of major transit, healthcare, dining, and recreation, making it an attractive option for those prioritizing neighborhood convenience. The home features a front Florida room, covered parking, and a spacious backyard, providing everything needed for a comfortable living environment. Within a few blocks, you will find Downtown Longwood, Longwood SunRail Station, sports facilities, a dog park, and major highway connections. Wawa is close by for quick stops, while Orlando Health South Seminole provides immediate healthcare services just around the corner. Reiter Park sits close by, offering recreational options for the community. The area's strong connectivity makes this location particularly appealing as a private residence or an income-generating property. This property rewards buyers ready to invest in their space. Schedule your private showing today to witness the potential of this home and neighborhood firsthand.

137 E Maine Avenue, Longwood

$1,450,000

4 Beds ⋅ 3 Baths ⋅ Wingfield Reserve SubDv. ⋅ 32779 Zip Code

This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate dinner parties.The open-concept layout seamlessly connects the kitchen to the expansive living and dining areas, creating a welcoming environment for gatherings. Large windows throughout the home flood the space with natural light, enhancing the airy ambiance. Step outside to discover a private oasis featuring a sparkling pool, perfect for relaxation or entertaining guests. Adjacent to the pool, the outdoor kitchen is fully equipped with a built-in grill, refrigerator, and ample counter space, making alfresco dining a breeze. Whether hosting summer barbecues or enjoying quiet evenings by the pool, this backyard retreat offers unparalleled comfort and style. Each of the four bedrooms is generously sized, providing personal sanctuaries for rest and rejuvenation. The master suite is particularly noteworthy, offering a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower. Additional features of the home include a three-car garage with a charge for electric cars and a dedicated laundry room. Located in a desirable area, this home is close to top-rated schools, shopping centers, dining establishments, and recreational facilities, ensuring a lifestyle of both luxury and convenience. With its exquisite design and exceptional amenities, this residence is truly a dream home.

2214 Earleaf Court, Longwood

$336,000

3 Beds ⋅ 2 Baths ⋅ Wildmere SubDv. ⋅ 32750 Zip Code

MOTIVATED SELLER. Welcome to this beautifully remodeled single-family home offering 3 specious bedroom and 2 full bathrooms on an oversized lot with endless possibilities! This move-in-ready property features a newer roof , new AC system , and a new water heater , and energy -efficient double-pane windows that help reduce utility cost, enhance indoor comfort, and minimize outside noise . Step inside to discover a bright open-concept floor plan with luxury vinyl flooring throughout, creating a modern and seamless living space. The stunning kitchen has been completely renovated and showcases granite countertops, brand-new stainless steel appliances , upgraded cabinetry , and plenty of space for entertaining. Both bathrooms have been tastefully remodeled with contemporary finishes and fixtures. Situated in an amazing location close to major roads, shopping , dinning, and entertainment, this home combines convenience with comfort. The exceptionally large backyard is a rare find and offers incredible potential to create your own outdoor paradise, whether you envision a pool, outdoor kitchen , garden, or recreational space . Don't miss out this opportunity to own a fully updated home on a lot size that is becoming increasingly difficult to find. Schedule your private showing today!

825 E Church Ave, Longwood

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