Longwood Homes for Sale

Longwood Homes for Sale

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County! This charming city boasts a perfect blend of suburban tranquility and vibrant community spirit, making it an ideal place to call home. With its lush landscapes, picturesque parks, and friendly neighborhoods, Longwood offers residents a serene escape while remaining conveniently close to the bustling attractions of Central Florida.

Longwood is known for its rich history, reflected in its well-preserved architecture and quaint downtown area. Stroll through the historic district, where you’ll find delightful shops, cozy cafes, and local eateries that embody the warm, welcoming atmosphere of this close-knit community. Nature enthusiasts will appreciate the abundance of parks and recreational opportunities, including the scenic Longwood Historic District and the expansive Wekiva Springs State Park, perfect for hiking, picnicking, and enjoying Florida’s natural beauty.

When it comes to real estate, Longwood offers a diverse selection of homes for sale that cater to a variety of lifestyles and budgets. From charming single-family homes with lush gardens to modern townhouses and spacious family estates, there’s something for everyone in this vibrant market. The city’s excellent schools, well-maintained neighborhoods, and strong sense of community make it a sought-after destination for families, professionals, and retirees alike.

Whether you’re looking to buy your first home or seeking a peaceful retreat, Longwood’s real estate market is brimming with opportunities. Explore the inviting homes for sale in this beautiful city and discover the perfect place to create lasting memories. Welcome to Longwood – your dream home awaits!

Newest Longwood Homes for Sale

$299,000
3 Beds ⋅ 2 Baths ⋅ East Lake Village SubDv. ⋅ 32750 Zip Code
Welcome home to this charming 3 bedroom, 2 bath home nestled in a quiet neighborhood with a private, fenced lot and mature landscaping. Consider this home a project to make it your own. The spacious open great room brings the kitchen, dining, and living areas together, creating an inviting space for everyday living and entertaining. Enjoy a cozy fireplace ambiance, a welcoming front porch, and a covered back porch overlooking the backyard. The home also features a fun central atrium - perfect for creating your own indoor garden oasis! Recent updates include a 2020 roof, 2022 A/C, and freshly painted wood siding exterior. A 2 car garage, storage shed, included appliances, washer and dryer, and plenty of outdoor space. With a great layout and so many desirable features, all that's missing is your personal touch to make it truly your own!

1043 Lommler Street, Longwood
$1,899,000
5 Beds ⋅ 6 Baths ⋅ Wingfield North 2 SubDv. ⋅ 32779 Zip Code
Welcome to an exceptional luxury estate in the prestigious, 24-hour guard-gated community of Wingfield North, ideally located along the highly sought-after Markham Woods Road corridor. Situated on a private 1.23-acre cul-de-sac lot, this remarkable residence offers an impressive combination of scale, luxury, privacy, and resort-style outdoor living. This five-bedroom, six-bathroom home features spacious bedrooms, each with its own en-suite bathroom and walk-in closet. The first-floor primary suite offers a private retreat with French doors opening directly to the patio and pool. Custom walk-in closet design, dual vanity & a walk in shower with multiple shower heads and features. One bedroom features French doors leading to its own private screened porch. Two bedrooms share a private study at the entrance of the dedicated space. Throughout the living areas and bedrooms, engineered hardwood flooring adds warmth and sophistication. Designed for both elegant entertaining and everyday living, the home includes a formal living room overlooking the pool and patio, a formal dining room ideal for large gatherings, and a private office complete with a walk-in closet. The brand-new chef's kitchen is a true centerpiece, with custom cabinetry, marble countertops, an oversized island with seating, gas cooktop, Thermador appliances, and a dedicated eating area overlooking the living room, pool, and outdoor living spaces. Upstairs, the loft provides flexible living space along with an additional bedroom, walk-in closet, and full bathroom. Abundant storage is thoughtfully incorporated throughout the home. The four-car garage offers ample room for a boat or other toys along with a dedicated golf simulation area and an approximately 8' x 17' air-conditioned room perfect for a workshop, hobby space, or additional storage. Outdoor living is equally impressive. The backyard features a screened in pool and spa, covered patio, pool house with storage, and space designed for a future summer kitchen. A creek runs along the rear of the property, while mature wooded areas along the perimeter provide exceptional privacy. A brick-paver circular driveway, covered front porch and cul-de-sac location further enhance the estate's curb appeal and setting. Extensive recent improvements include a recently inspected tile roof with substantial remaining life, whole-home sound system, Control4 smart-home technology, security system, two tankless gas water heaters, new filtration system, front landscaping and irrigation, interior painting, pool equipment, interior lighting and fixtures, garage door openers, screened enclosure upgrades, and exterior pressure washing. A 1,000-gallon propane tank serves the home. Great opportunity to own a substantial luxury estate in one of the Markham Woods area's most desirable guard-gated communities, offering privacy, generous indoor and outdoor spaces, amenities, and a location convenient to top-rated schools, shopping, dining, and major roadways.

334 Vista Oak Drive, Longwood
$750,000
1 Beds ⋅ 1 Baths ⋅ Longwood Hills SubDv. ⋅ 32750 Zip Code
Welcome to 250 Longwood Hills Road in Longwood! Situated on a spacious property with an expansive yard and mature trees, this unique home offers plenty of room to enjoy the outdoors and make the property your own. A long driveway provides generous space for parking, while the large open grounds offer flexibility for outdoor activities, recreation, gardening, or future possibilities. Inside, the home features an open living area with wood-look flooring, recessed lighting, and abundant natural light. The kitchen is efficiently designed with cabinetry, countertop workspace, a range, refrigerator, and views of the surrounding property. The bathroom features a walk-in shower with tiled walls, a built-in niche, and decorative shower flooring. Outside is where this property truly stands apart. The expansive grounds feature beautiful mature trees, wide-open green space, additional structures, and plenty of room to spread out. Conveniently located in Longwood with access to nearby shopping, dining, major roadways, and everything Central Florida has to offer. A property with this much usable outdoor space presents a unique opportunity for buyers looking for privacy, flexibility, and room to create their own vision.

250 Longwood Hills Road, Longwood
$549,990
4 Beds ⋅ 3 Baths ⋅ Moorings The SubDv. ⋅ 32750 Zip Code
NEW ROOF TO BE INSTALLED BEFORE CLOSING! Paid off solar panels may also be available for purchase at an additional premium. Welcome to this beautifully established Longwood home, nestled in the desirable Moorings community just east of I-4. With mature trees, lush landscaping, no HOA, and distinctive architectural details throughout, this home offers a unique combination of character, comfort, and convenience. As you enter through the solid walnut front door featuring beautiful varicolored fused glass, you'll immediately appreciate the home's thoughtful design and timeless finishes. Jerusalem slate flooring, a charming Franklin stove, and floor-to-ceiling windows create a warm and inviting atmosphere while providing stunning views of the sparkling pool and private backyard oasis. The open concept kitchen is designed for both everyday living and entertaining, featuring quartz countertops and stainless steel appliances. The split bedroom floor plan provides privacy and flexibility, including two spacious owner's suites. The primary owner's suite features a walk-in closet and beautifully updated bathroom with a travertine shower and striking Onyx accent walls. The secondary owner's suite includes its own updated full bathroom with convenient access for guests. Numerous recent updates provide added peace of mind, including a new roof scheduled for installation in September 2026, new AC systems installed in 2022 and 2024, updated pool pump and filter, new cork-backed LVP flooring in the bedrooms, five new windows, and a mini-split AC system added to the sunroom. The property also features fresh sod surrounding the pool area. Step outside to your private backyard retreat, complete with a stunning Cobalt blue-tiled pool, updated pool equipment, fully fenced yard, and an expansive paver patio, perfect for relaxing, entertaining, or enjoying Florida's year round outdoor lifestyle. Located in the heart of Longwood, the Moorings community offers easy access to I-4 and State Road 434 and is conveniently located near shopping, dining, SunRail, walking distance to Rock Lake Middle, and more. With its spacious layout, thoughtful updates, private pool, and desirable location, this home is a rare opportunity to enjoy the best of Longwood living.

120 Slade Drive, Longwood
$795,000
5 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome to this luxurious Sweetwater Oaks 5 bedroom, 3 bath pool home in the desirable Wekiva area of Longwood. This spacious home offers a wonderful blend of comfort and functionality. The family room features a cozy fireplace and overlooks the pool. A formal living room and dining room provide elegance for entertaining while the kitchen and breakfast area provide casual dining options for everyday living. The kitchen is well-appointed with double KitchenAid ovens, stainless steel appliances and exotic granite countertops. A relaxing morning room flows off the kitchen/breakfast area with French doors opening to the pool. With five generously sized bedrooms and three full bathrooms, two of which are Master Suites, there is plenty of room for family, guests and a home office. The primary Master Suite presents a beautiful view of the pool and features a jetted spa tub for a private retreat-like atmosphere. Plush carpet adds comfort to all the bedrooms. Step outside to enjoy your private pool with diving board and create the ideal Florida lifestyle. This lovely well maintained custom built home by Gallimore Builders of Winter Park has lots of extras like light controls at the bed for convenience. A new roof will be on by the end of August. Live where daily life feels like a vacation. Enjoy instant access to the emerald pools of Wekiva Springs State Park for swimming and snorkeling. Just minutes away from the river beach,volleyball, live music and food at Wekiva Island. Easy access to 1-4 and 429 to take you to all the theme parks, shopping and restaurants. Welcome home! Claim your paradise, it is the upscale, nature steeped lifestyle you've been dreaming of!

107 Elderberry Lane, Longwood
$649,900
4 Beds ⋅ 3 Baths ⋅ Cypress Landing At Sabal Point SubDv. ⋅ 32779 Zip Code
Virtually Staged. Welcome to 401 Woodview Drive, a spacious 4-bedroom, 2.5-bath home nestled in the desirable Sabal Point area of Longwood. Situated on an oversized corner lot, this two-story residence offers an inviting floor plan with soaring ceilings, abundant living space, and a cozy wood-burning fireplace that creates a natural focal point for gatherings. The home features approximately 2,392 square feet of living space, a two-car garage, balcony/deck areas, and a screened porch overlooking the private yard. The kitchen offers ample cabinetry and counter space, while the generously sized bedrooms provide flexibility for family, guests, a home office, or additional living needs. Conveniently located near parks, shopping, dining, major roadways, and highly regarded Seminole County schools, this home combines space, comfort, and an excellent Longwood location. A wonderful opportunity to make this established Sabal Point property your own. Home features a 2020 ROOF and 2020 WATER HEATER.

401 Woodview Drive, Longwood
$395,000
3 Beds ⋅ 2 Baths ⋅ Lake Wayman Heights Lake Add SubDv. ⋅ 32750 Zip Code
Welcome to this spacious 3-bedroom, 1.5 bath pool home in Longwood, FL, offering comfortable single-story living, an oversized screened outdoor area, and a large backyard with plenty of room to enjoy the Florida lifestyle. Major updates add extra peace of mind, including a brand-new roof that is less than a year old, newer HVAC system, and newer water heater. Inside, the home features a bright, functional layout with wood-look flooring throughout the main living areas, a spacious living room, dedicated dining space, and an updated kitchen with white cabinetry, granite countertops, stainless steel appliances, abundant storage, and a breakfast bar with additional seating. The flexible floor plan offers three comfortable bedrooms, including a generously sized primary bedroom, plus additional space that works well as a home office, playroom, workout area, or flex space. Step outside to one of the home's standout features: the screened-in swimming pool and expansive screened patio area. With approximately 23' x 35' of screened outdoor space, there's plenty of room for lounging, entertaining, grilling, and enjoying the pool while taking advantage of Central Florida's year-round outdoor lifestyle. The property also offers an attached garage, interior laundry area with washer and dryer, additional storage space, a backyard shed, and a large fenced yard. The spacious lot provides room for outdoor activities, pets, gardening, or simply relaxing at home. Conveniently located in Longwood, Seminole County, this home offers easy access to shopping, dining, parks, schools, major roadways, and surrounding Central Florida communities. Whether you're searching for a Longwood pool home, single-family home with a fenced backyard, one-story home, or an updated Central Florida home with a newer roof, HVAC, and water heater, this property delivers a great combination of space, functionality, major updates, and Florida living.

880 Seminole Avenue, Longwood
$800,000
5 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
SWEETWATER OAKS — this is the kind of home that feels good the moment you walk in. ONE STORY, 4 BEDROOMS + OFFICE, 3,037 SQ FT, PRIVATE POOL & WALKING DISTANCE TO SABAL POINT ELEMENTARY. Beautifully updated, warm & welcoming, it offers the space you have been looking for, the outdoor living that makes Florida life so enjoyable & the neighborhood lifestyle that makes Sweetwater Oaks so special. The ONE-STORY FLOOR PLAN gives everyone room to spread out, with the primary suite privately positioned away from the secondary bedrooms, a dedicated office & gathering spaces that flow naturally from one to the next. Rich wood flooring runs through the main living areas, while walls of glass fill the home with natural light & connect easily to the pool & screened lanai. At the center of it all is the DESIGNER KITCHEN WITH OVERSIZED CONTRASTING ISLAND — where mornings begin, homework gets done, friends gather & conversations linger after dinner. Crisp white cabinetry, abundant seating, stainless steel appliances, stone countertops, generous prep space, extensive cabinetry & a WALK-IN PANTRY make it as functional as it is beautiful. The kitchen opens to the dining & family rooms, where custom built-ins, a painted brick fireplace & dry bar create an inviting setting for quiet evenings or a house full of friends. Just outside the primary suite, a versatile FLEX SPACE offers even more possibilities — ideal for a nursery, exercise area, reading lounge, second office, yoga space or private sitting room. The spacious PRIMARY SUITE feels like a true retreat, with a tray ceiling, plantation shutters, TWO WALK-IN CLOSETS & an updated bath featuring dual vanities, a soaking tub & oversized walk-in shower. Three additional bedrooms offer flexibility for family & guests. Then step outside, where the Florida lifestyle really comes alive. The EXPANSIVE SCREENED LANAI spans the rear of the home with separate dining & conversation areas, ceiling fans, built-in cabinetry & sink — a space that quickly becomes a favorite part of the home. Imagine morning coffee overlooking the pool, weekend dinners, friends gathering for the big game or a quiet evening unwinding. Multiple sliding doors connect the indoor & outdoor spaces, while the PRIVATE POOL, fenced backyard & .30-ACRE HOMESITE provide breathing room & outdoor space that is increasingly hard to find. The OVERSIZED LAUNDRY/UTILITY ROOM offers extensive cabinetry, long counters, a utility sink, built-in shelving, hanging space & abundant storage — one more example of how thoughtfully this home works for everyday living. There is something special about SWEETWATER OAKS — an established community known for spacious lots, tree-lined streets, natural beauty & a relaxed neighborhood feel. It is the kind of place where people put down roots, make memories & stay for years. Enjoy parks, playgrounds, tennis & racquetball courts, athletic fields & picnic areas, plus Lake Brantley access with a lakefront beach, boat ramp, fishing pier & canoe/kayak storage. Additional highlights include ROOF 2020, updated windows & sliding doors, FENCE 2024 & a generously sized two-car garage. This is more than a house with great space & thoughtful updates. It is a home for gathering, relaxing, entertaining & enjoying the best of Florida living — with the room, outdoor lifestyle & sense of community that can make you want to stay awhile. Check out the Matterport tour!!!

718 Fox Valley Drive, Longwood
$1,300,000
4 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code
The time is NOW! Rare opportunity to live the waterfront lifestyle on a wide canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally beautiful, half-acre lot with a dock and boathouse (with lift) Step into the wide-open floor plan with soaring tongue and groove ceilings, dramatic transom windows and an impressive floor-to-ceiling wood burning fireplace. This home is made for entertaining as the sprawling great room, dining room and kitchen flow seamlessly together with the captivating view out back as the backdrop. You'll appreciate the beautiful and durable groutless travertine floors throughout the main level. The dining area features stylish built-in cabinetry. The kitchen has a built-in oven, cooktop, spacious breakfast bar and eat-in area overlooking the scenic yard. All secondary bedrooms are downstairs. The million dollar view is reserved for the upstairs primary retreat, with it's own private terrace looking out to the gorgeous yard and water. The generously sized primary bath has a large jetted tub, dual vanities, walk-in shower and spacious walk-in closet with plenty of room for your accoutrements. Also upstairs, you'll find a very large bonus room/game room with a wet bar and it's own bath! The focal point of this amazing home is the outdoor area. Step into the backyard oasis which includes a large covered porch with room enough for a seating area and an al fresco dining area. Just beyond this, you'll find a stunning pavered pool area and fire pit surrounded by adirondack chairs. There is plenty of yard beyond, with a winding path leading down to the boathouse and dock. The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof replaced in 2021. This home has it all! A waterfront retreat, A-rated schools & just minutes to a plethora of wonderful dining and shopping!

1336 Classic Drive, Longwood
$795,000
5 Beds ⋅ 4 Baths ⋅ West Wildmere SubDv. ⋅ 32750 Zip Code
Welcome to 351 E Wildmere Ave, a brand-new construction home in one of Longwood, Florida's established legacy neighborhoods where new builds are still the exception, not the rule. This is a rare chance to get in early as this pocket of Longwood redevelops, without sacrificing the mature trees, larger lots, and settled character that new subdivisions can't offer. You also have the benefit of no HOA, saving you hundreds. Everything about this home is new — the roof, systems, finishes, and fixtures giving buyers the peace of mind of a builder-fresh home with none of the deferred maintenance of an older property. Inside, the home offers just under 3,000 square feet of living space across 5 bedrooms and 4 full bathrooms, filled throughout with an abundance of natural light that gives every room an open, airy feel. Highlights include a bonus loft ideal for a second living area, playroom, or media space, and a large walk-in pantry built for real-life kitchen storage. The primary suite is designed to feel like a private spa retreat. It features a modern, open-concept bathroom layout with a freestanding soaking tub and walk-in shower positioned together for a serene, resort-style feel, along with an oversized walk-in closet with room to spare. It's the kind of end-of-day escape that's hard to find in this price range. One of the home's biggest differentiators is the attached in-law suite with its own private entrance, a flexible space suited to multigenerational households, adult children, long-term guests, a private home office, or even rental income potential, all without sacrificing privacy for either party. Outside, the home sits on an oversized lot with ample green space and room for a pool, a garden, play space, or simply more breathing room between neighbors, which is increasingly hard to find in new construction. Zoned for Lyman High School, a well-regarded school in the area, this location is a strong fit for families prioritizing both a brand-new home and school quality. Priced below $800,000, this home offers new-construction quality at a price point that's competitive with resale homes in the area, in a neighborhood that's just beginning its redevelopment story.

351 E Wildmere Avenue, Longwood
$859,000
4 Beds ⋅ 3 Baths ⋅ 32779 Zip Code
1150 Markham Woods description Welcome to 1150 Markham Woods Road, offering 4 bedrooms, 2.5 baths and 3,145 square feet on a beautiful 1.53-acre homesite in the desirable Markham Woods area—with NO HOA. The classic brick exterior, metal roof and expansive covered front entrance create a welcoming first impression. Inside, the kitchen and flooring have been updated within approximately the last three years. White cabinetry, granite countertops and a breakfast bar complement the open kitchen and living area, creating an easy flow for everyday living and entertaining. The charming Florida room, with exposed brick and distinctive windows overlooking the greenery, adds character and another inviting space to relax. Outdoors, enjoy an expansive yard and exceptional privacy with no rear neighbors and no neighbors along one side. A spacious primary suite plus three additional bedrooms provide plenty of flexibility for family, guests or a home office. All this in a sought-after location with top-rated schools, minutes from state parks and Wekiva Island, and convenient to local restaurants and freeway access. Space, privacy and character—all in the heart of Markham Woods.

1150 Markham Woods Road, Longwood
$549,900
6 Beds ⋅ 4 Baths ⋅ Hensons Acres SubDv. ⋅ 32750 Zip Code
Your chance to own a 2.25 acre property well under market value. The house needs TLC but bones are in great shape. The main house features 5 bedrooms and 3 bathrooms, and the in-law suite is 1 bedroom 1 bathroom. A large pool awaits it's new owner to bring it back to its former glory. The home features a brand new water filtration system. Bring your toys, your cars, your plants, your animals, and your creative eye and make this property yours. Cash-only offers unless your lender will finance a home that needs some TLC. Buyer to verify square footage and leasing restrictions.

230 Bay Meadow Road, Longwood
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