Longwood Homes for Sale

Longwood Homes for Sale

Welcome to Longwood, Florida – a charming gem nestled in the heart of Seminole County! Known for its picturesque landscapes and vibrant community, Longwood offers an idyllic blend of suburban tranquility and urban convenience. With its lush parks, scenic lakes, and a rich history, this city is perfect for families, retirees, and everyone in between.

Longwood boasts a variety of amenities, including top-rated schools, delightful dining options, and an array of shopping experiences. The city's historic downtown area is a delightful blend of quaint boutiques and modern conveniences, making it a perfect spot for leisurely strolls or weekend outings. Additionally, Longwood is conveniently located near major highways, providing easy access to the bustling cities of Orlando and Sanford, as well as the beautiful beaches of the Atlantic coast.

For those looking to call Longwood home, the real estate market here is thriving! A wide range of homes for sale caters to diverse tastes and budgets, from charming single-family residences and spacious townhomes to luxurious estates. Whether you’re seeking a cozy abode with a backyard oasis or a modern home with cutting-edge amenities, Longwood has something to offer everyone.

With its friendly neighborhoods, beautiful parks, and a strong sense of community, Longwood is not just a place to live; it’s a place to thrive. Come discover your dream home in this delightful city, where every day feels like a vacation! Explore our listings today and take the first step toward your new life in Longwood, Florida.

Newest Longwood Homes for Sale

$1,300,000
5 Beds ⋅ 5 Baths ⋅ Wingfield North 2 SubDv. ⋅ 32779 Zip Code
Welcome to an exceptional estate in the prestigious guard gated community of Wingfield North, ideally positioned along Lake Mary’s renowned Markham Woods Corridor. Set on a private cul-de-sac surrounded by distinguished one-acre homes, this custom residence offers an extraordinary combination of privacy, sophistication, and natural beauty. A circular driveway welcomes you to the home, framed by mature landscaping and towering trees, with a private pond and the Wekiva Springs Conservation Area creating a serene backdrop with no rear neighbors—only peaceful views and the occasional passing deer. Step through the stately covered entry and leaded-glass front door into a dramatic, light-filled interior where soaring 20-foot ceilings and expansive windows immediately set the tone. The first floor is beautifully finished with ceramic tile designed to replicate the warmth and character of wood, offering an elegant look with exceptional durability. At the heart of the home is the stunning kitchen, completely renovated in 2025, featuring sophisticated quartz countertops, generous workspace, and a seamless connection to the expansive great room. Designed for effortless entertaining, the indoor living spaces open through hidden sliding glass doors to the screened lanai, enclosed pool, and summer kitchen, creating a true indoor-outdoor Florida lifestyle. The private primary suite encompasses the entire left wing of the first floor and opens directly to the lanai. Its spacious spa-inspired bath features a double vanity and walk-in closet, creating a tranquil retreat separate from the home’s additional bedrooms. A grand staircase leads to the second level, where a spacious bonus loft provides an additional gathering or entertainment space alongside two bedrooms and a full bath. Beyond its impressive design, the home has been thoughtfully enhanced with significant recent improvements, including a 2025 kitchen renovation, exterior paint in 2025, all three A/C systems replaced in 2025, and a new water heater installed in 2026. Surrounded by conservation views, mature landscaping, and remarkable privacy, this Wingfield North residence offers the rare opportunity to enjoy gracious luxury living in one of Lake Mary’s most desirable settings—where elegant interiors, expansive entertaining spaces, and the beauty of nature come together seamlessly.

359 Vista Oak Drive, Longwood
$798,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 18 SubDv. ⋅ 32779 Zip Code
A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a rare combination of luxury, privacy, recreation and an enviable waterfront lifestyle. Nestled in one of Longwood’s most highly sought-after neighborhoods and zoned for A-rated schools, this remarkable corner-lot home is truly one of those special properties that rarely comes to market. From the moment you enter, the home’s architectural character is unmistakable. Soaring cathedral/vaulted ceilings, beautiful wood beams, a brick fireplace and skylights throughout create an inviting sense of volume and fill the living spaces with natural light. Expansive sliding glass doors from both the living room and primary suite open to the pool and tranquil canal beyond, creating effortless indoor-outdoor living and beautiful water views. The completely renovated interior showcases a sophisticated blend of quality finishes and timeless design. The gourmet kitchen features quartz countertops, upgraded cabinetry with detailed molding and glass-front accents, complemented by beautiful wood-look tile flooring and crown molding throughout the home. The luxurious primary suite features a beautifully renovated bathroom with granite double vanities, a tasteful glass-enclosed shower with a rain showerhead, and a separate jacuzzi-style garden tub, creating a relaxing private retreat. The lifestyle extends well beyond the property. Residents enjoy private, neighborhood access to Riverbend Park, the Wekiva River, offering opportunities for kayaking, fishing and other outdoor recreation, along with access to Sweetwater Beach and Lake Brantley for boating, fishing, swimming and water activities. Completely renovated. Canal front. Private pool. Exceptional architectural character. Luxury finishes. A-rated schools. Unparalleled recreational access. This is far more than a home—it is a rare opportunity to experience an exceptional waterfront lifestyle in one of Longwood’s most desirable communities. Schedule a private showing!

807 Riverbend Boulevard, Longwood
$525,000
4 Beds ⋅ 2 Baths ⋅ Crystal Creek Unit 1 SubDv. ⋅ 32750 Zip Code
Welcome home to Crystal Creek in Longwood and this BEAUTIFULLY MAINTAINED 4-Bedroom, 2-Bath, single-story POOL HOME offering an inviting blend of comfort, functionality and Florida outdoor living! From the manicured lawn and thoughtful landscaping to the SPACIOUS LOT and 2-CAR GARAGE, the curb appeal makes a wonderful first impression. Step inside to LAMINATE WOOD FLOORING and a light, open layout designed for both everyday living and entertaining. At the heart of the home, a stunning TWO-SIDED TILED FIREPLACE with built-in shelving creates a beautiful focal point between the Living Room and Family Room. Both spaces enjoy sliding glass doors to the SCREENED LANAI, allowing NATURAL LIGHT to pour inside while making it easy to move the party outdoors. The separate Dining Room is tucked just off the foyer and features a CHARMING ARCHED front-facing window. The Kitchen overlooks the Family Room and is ready for the home chef with NEW STAINLESS STEEL APPLIANCES, granite countertops, an abundance of wood cabinetry, BREAKFAST BAR and closet pantry. The open floorplan keeps the Kitchen connected to the main living spaces, making casual mornings and weekend gatherings equally enjoyable. The Primary Suite offers a PEACEFUL RETREAT with its own sliding glass doors opening directly to the patio and pool. It also boasts DUAL CLOSETS, including a WALK-IN, along with a private en-suite bath featuring dual vanities, GARDEN TUB and step-in shower. Three additional Bedrooms provide plenty of room for family, guests, a home office or flex space, while the second full bath has been RECENTLY REMODELED. And then there is the backyard! Step through the sliders into your own PRIVATE OUTDOOR OASIS where a screened lanai, IN-GROUND POOL, SPA and PATIO AREA create the perfect setting for morning coffee, afternoon swims or entertaining under the Florida sunshine. The generous lot, manicured landscaping and inviting outdoor space make this a home you will want to enjoy year-round. Recent major updates include a NEW WATER HEATER (2022) and A/C (2018). Crystal Creek adds even more appeal with a LOW HOA and community park and playground, while the Longwood location puts you close to shopping, dining, recreation and everyday conveniences. Longwood is also home to a CHARMING HISTORIC DISTRICT, while nearby outdoor destinations provide opportunities for hiking, paddling and enjoying Central Florida's natural beauty. Adding to the appeal, this home is located in the desirable SEMINOLE COUNTY SCHOOL DISTRICT. With Convenient access to I-4 and the greater Orlando area, this home offers that wonderful combination of QUIET NEIGHBORHOOD LIVING with everything you need close by. MOVE-IN READY, beautifully maintained and packed with the features buyers are looking for—Crystal Creek is ready to welcome its newest neighbor! Call today to schedule your private showing and fall in love with your new HOME SWEET HOME!

259 Silk Bay Place, Longwood
$675,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome to 215 Palmetto Concourse in the beautiful and amenity full Sweetwater Oaks community!! The home is in a fantastic location, just a few doors away from the lake park and the incredible Sweetwater Beach, how fun and relaxing??? This great 2868 square foot 4 bedroom, 2 bathroom split bedroom home has a great floor plan and has been redone very nicely, this home is ready to move in!! The long lasting roof was replaced in 2021, the two full size heating and air conditioning systems were installed in 2023!! The beautiful flooring is timeless and durable, new 5 inch baseboards, updated bathrooms, the popcorn ceilings have been removed, new interior paint, new pool pump and filter and more! The floorplan is split bedroom, the nice and bright bonus room is full air conditioned and ready for fun and excitement, the utility room is enormous and will serve you well as a pantry/craft space/butler's pantry/storage room! The home is also in close proximity to the local and highly rated and regarded Sabal Point Elementary School!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right down the street), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!

215 Palmetto Concourse, Longwood
$395,000
3 Beds ⋅ 2 Baths ⋅ Moorings The SubDv. ⋅ 32750 Zip Code
Offered for the first time in 26 years, this charming 3-bedroom, 2-bathroom home with an oversized 2-car garage combines peaceful lake views, thoughtful updates, and an unbeatable Longwood location. Featuring an updated kitchen, renovated bathrooms, a spacious Florida room, screened lanai, screened front porch, and a composite deck overlooking the Rock Lake, this home offers the perfect blend of comfort, functionality, and outdoor living. The beautifully updated kitchen serves as the heart of the home, showcasing elegant quartz countertops, modern finishes, ample cabinetry, and generous prep space for cooking and gathering with family and friends. Both the primary and guest bathrooms have also been tastefully renovated, adding a fresh, modern touch where it matters most. Enjoy added peace of mind with several major recent improvements, including a 2025 high-efficiency two-speed HVAC system, a 2025 water heater, and new blown attic insulation enhancing year-round comfort and energy efficiency.

130 Slade Drive, Longwood
$469,900
4 Beds ⋅ 3 Baths ⋅ Windtree West Unit 2 SubDv. ⋅ 32750 Zip Code
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 ⋅ Sandalwood SubDv. ⋅ 32750 Zip Code
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 ⋅ Sabal Point At Sabal Green SubDv. ⋅ 32779 Zip Code
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
$539,900
4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 06 SubDv. ⋅ 32779 Zip Code
LOCATION, LOCATION!!!  Welcome to this Beautiful, Meticulously Maintained Split 4-Bedroom, 2-and-a-half-Bathroom, with an upstairs Bonus Loft and walk-out deck, in desirable Wekiva Club Estates!  Situated on one of the largest premium lots in the community, sitting adjacent to the 15th Green on The Wekiva Golf Course.  The mature landscaping and newer paint on the home with side entry garages and parking pad give this home an exceptional WOW appeal! This spacious residence offers the perfect blend of comfort, privacy, and functionality.  Enter the foyer, then turn right into the large Great Room, which features a two-story wooden vaulted ceiling and a stately stone, wood-burning fireplace. Enjoy a warm fire on those cooler evenings.  This room is full of natural light with picture windows and Transom windows at the ceiling.  A spiral staircase leads you to the Bonus Open Loft, which has glass sliders opening onto the upstairs deck with views of the Golf Course.  There are two sets of glass door sliders that open from the Great Room and the Kitchenette into the oversized, covered, screened-in patio.  This room feature doubles your living and entertaining space.  You will love living in this room, watching sunrises, drinking your morning coffee, and in the cooler evening months, savor your private backyard and golf course views.  This property lives like you have no neighbors.  A bay window enhances the Dining Room.  The Kitchen is open with an eat-in dining area, has lots of cabinet and storage space, a big pantry, and a built-in desk.  There are newer (2022) premium stainless steel GE Appliances for the cook of the family.   An oversized pass-through window with sliders opens onto the bar on the patio.  This beautiful window brings the lush outside indoors!  The sought-after split bedroom floorplan is appealing for families and guests.  The Primary Bedroom is oversized with glass door sliders leading to a private patio.  The En-Suite Bathroom has so much natural light with Transom windows over the double sink cabinets and make-up area.  There is an extra-large walk-in closet, and the bathroom boasts a  private Garden Shower.   On the opposite side of the home, there are three generous-sized bedrooms with double closets.  These rooms share the Hall Bathroom with a tub/shower combination.  There is a Powder Half Bathroom in the middle of the home.  The 2-car garage is oversized (552 sq feet) with plenty of space for a workbench.  It also has pull-down stairs leading to attic storage.  This property's 4 Point features have all been updated.  New Hot Water Heater 2026, Newer (2) HVAC, Newer Mechanical EL, Newer re-roof.  Also, New Garage Door Opener 2026, Premium Stainless Steal Appliances 2022, Newer exterior paint.  Wekiva residents can enjoy 145 acres of common areas, seven parks, scenic walking and biking trails, tennis and pickleball courts, baseball fields, and a nearby library.  Choose to golf on the Wekiva Golf Course and swim or canoe at Wekiva Springs State Park!  This property is conveniently located near shopping, dining, hospitals, major highways, and zoned for top-rated Seminole County Schools.  This well-maintained home awaits your viewing.  Let's work together!

190 Canterclub Trail Nw, Longwood
$475,000
4 Beds ⋅ 2 Baths ⋅ Devonshire SubDv. ⋅ 32750 Zip Code
Virtually Staged. 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
$759,000
5 Beds ⋅ 3 Baths ⋅ Sabal View SubDv. ⋅ 32779 Zip Code
Welcome to this beautifully updated, move-in-ready pool home in the highly sought-after Sabal Point community! Surrounded by mature landscaping and featuring elegant stone pavers, double-door entry, and a hardwood foyer, this open-concept split-bedroom floor plan is designed for both comfort and entertaining. The upgraded kitchen showcases Travertine tile flooring, soft-close cherry cabinetry, stainless steel appliances, and Silestone countertops, while the inviting family room features a stunning floor-to-ceiling stone wood-burning fireplace. Triple sliding glass doors open to a peaceful screened paver lanai and sparkling pool, creating the perfect indoor-outdoor living experience. The spacious owner's suite offers a relaxing retreat with a luxurious jetted garden tub. Additional premium features include a propane-powered whole-home generator for peace of mind, an EV charging station (2023), new roof (2022), new exterior paint (2022), new water heater (2023), and new HVAC system (2025). Sabal Point residents enjoy over 85 acres of parks, scenic walking, biking, and jogging trails, abundant wildlife, and close proximity to the Wekiva River Preserve. Conveniently located near major highways, shopping, dining, entertainment, and top-rated schools, this exceptional home truly offers a vacation lifestyle every day. Schedule your private showing today!

455 Longmeadow Lane, Longwood
$370,000
4 Beds ⋅ 2 Baths ⋅ Windtree West SubDv. ⋅ 32750 Zip Code
Prime Location, Endless Potential! Location, location, location! This 4-bedroom, 2-bathroom home in the heart of Longwood puts you just 4 minutes from Publix, 6 minutes to the I-4 onramp, and 12 minutes to Lake Mary Blvd's shopping and dining corridor — everyday convenience without sacrificing the quiet feel of a residential neighborhood. Inside, a smart split floor plan offers privacy for the primary suite while three additional bedrooms share their own wing. Entertain in style with a separate formal living room for quiet gatherings, plus a family room anchored by a cozy fireplace for everyday living. Step outside to a screened-in back porch, perfect for enjoying Florida evenings bug-free. Major systems are already handled: a 2020 roof and 2022 AC and all new plumbing will give you real peace of mind and real savings from day one. The home is ready for your personal touch — bring your vision and build instant equity in one of Longwood's most convenient pockets. If you are a home buyer looking to customize a home exactly to your taste, this is the opportunity you've been waiting for. Schedule your showing today — homes with this combination of location and upside don't last long!

971 Waverly Drive, Longwood
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