Longwood Homes for Sale

Longwood Homes for Sale

Welcome to Longwood, a charming city located in Seminole County, Florida. Known for its beautiful parks, excellent schools, and friendly community, Longwood is a great place to call home.

If you are looking for homes for sale in Longwood, you are in luck! The city offers a diverse selection of properties, from cozy single-family homes to spacious estates. Whether you are a first-time homebuyer or looking to upgrade to your dream home, Longwood has something for everyone.

With easy access to major highways, top-rated restaurants, and shopping centers, Longwood provides the perfect balance of suburban living and urban convenience. The city's picturesque neighborhoods and well-maintained streets make it a desirable location for families and individuals alike.

If you are considering making Longwood your new home, now is the perfect time to explore the available homes for sale in this vibrant city. Contact a local real estate agent to learn more about the current market trends and find the perfect home that fits your lifestyle and budget.

Don't miss out on the opportunity to own a piece of Longwood's thriving real estate market. Start your search for homes for sale in Longwood today and discover why this city is a hidden gem in Seminole County, Florida.

Newest Longwood Homes for Sale

$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
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
$518,700
4 Beds ⋅ 2 Baths ⋅ Grove Estates SubDv. ⋅ 32779 Zip Code
Just listed! This one-of-a-kind pool home seamlessly blends modern warmth with 70s vibes, beginning as soon as you walk up to the bespoke double wood front doors with eye-catching wood details. Upon entering, you are greeted with a light filled space and flows easily from room to room. The generous foyer takes you into the combined living and dining space and takes advantage of the beautiful backyard pool views. The stunning kitchen features on-trend micro shaker cabinets with crown molding and under cabinet lighting, quartz countertops, top of the line stainless steel appliances, designer tile backsplash, pantry and coffee bar/drop zone. The kitchen opens up to a warm family room/flex space that includes original wood beams and wood burning fireplace. French doors on either side of the fireplace take you to a large covered patio with wood ceiling. The fully fenced backyard is a true oasis with sparkling pool and lush greenery. The primary suite features an oversized bedroom, walk in closet, brand new bathroom with double vanity and shower. Three more bedrooms have all been completely updated, and the hall bath also features a double vanity and tub/shower combo. Every surface of the home has been touched, and there are so many upgrades-including all new flooring, all new windows, new sliding doors, new blinds, new recessed LED lighting, new door hardware, roof (2025)-the list goes on! Conveniently located near 436 and 434, and zoned for top-rated Seminole County schools, this one won’t last long!

1510 Kenlyn Drive, 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
$426,900
3 Beds ⋅ 2 Baths ⋅ Nelson Court SubDv. ⋅ 32750 Zip Code
Stunning Remodeled Home in the Heart of Longwood — No HOA. Please visit our 3D tour. Don’t miss this exceptional opportunity to own a beautifully updated, move-in-ready home in the highly desirable city of Longwood. Featuring a brand-new roof, modern upgrades throughout, and no HOA restrictions, this residence offers comfort, style, and flexibility—ideal for families, professionals, and those who enjoy entertaining. 3 Bedrooms, 2 Bathrooms, No HOA. Open-concept floor plan, perfect for entertaining, Tile flooring throughout for easy maintenance, Remodeled bathrooms with sleek, modern finishes. Large windows providing abundant natural light. Spacious living areas that blend comfort and elegance. Chef’s Kitchen, Exotic granite countertops, Stainless steel appliances, Rich wood cabinetry Major Updates, Brand-new roof, A/C unit installed in 2019, New interior and exterior paint. Outdoor Living, Screened porch ideal for relaxing or outdoor dining, Large backyard with ample space for gatherings, Expansive front yard offering additional outdoor enjoyment. Prime Location, Located within an excellent school district, Close to shopping, dining, and Altamonte Mall, Near hospitals and medical centers, Easy access to I-4, SR-434, Ronald Reagan Boulevard, and US-17-92, Just minutes from Downtown Orlando. Enjoy the freedom of no HOA and the convenience of a central location. Schedule your private showing today.

790 Silhouette Court, Longwood
$410,000
4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 02 SubDv. ⋅ 32779 Zip Code
Back on the Market. New Improved Price!! Your new pool home in the desirable Wekiva Hills community is waiting for you. This 4 bedroom, 2 bathroom home sits on a spacious corner lot with a fenced backyard. The Kitchen recently updated with granite countertops, stainless steel appliances, ample cabinetry, and a breakfast. Inviting Family room with cozy fireplace, vaulted ceilings, and expansive windows fill the space with natural light. Primary Suite is generously sized with walk-in customized closet. This property requires repairs and is being sold As Is. Location is perfect just minutes from everything including shopping, entertainment, schools, major streets and expressways. This property may qualify for Seller Financing (Vendee). Call today for your private showing.

210 Banbury Court, Longwood
$630,000
3 Beds ⋅ 3 Baths ⋅ Lloyds Terrace SubDv. ⋅ 32779 Zip Code
Fully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 Charlotte Drive offers 3 bedrooms, 3 full bathrooms, and 2,202 square feet of living space. Updates include new tile and vinyl plank flooring, a completely remodeled kitchen, three fully renovated bathrooms, and all-new lighting throughout. The kitchen features shaker cabinetry, stainless-steel appliances, quartz countertops, and a matching full-height quartz backsplash. Under-cabinet lighting provides additional task and accent lighting. The home has two separate living areas, including a front living room with double-height ceilings and a large wood-burning fireplace. LED accent lighting along the staircase and living-room ceiling adds a modern finish. All three bedrooms are located upstairs. The Florida room provides flexible additional space for an office, den, game room, playroom, or hobby room. A dedicated laundry closet provides convenience without taking away from the main living areas. The fully fenced backyard offers plenty of room for entertaining and includes mature trees, a garden area, and a large deck with a pergola. Water and electrical connections are already installed at the pergola for a future outdoor kitchen, bar, or entertaining setup. A gated entrance provides additional backyard access and storage space for boats, RVs, trailers, and other recreational equipment. The 24-by-24-foot garage includes a temperature-controlled storage room. There is a Tesla Charger installed in the garage. The water heater was replaced in 2024, while the roof, windows, and air-conditioning system were replaced in November 2017. The AC air handler is located indoors to protect it from the elements and help extend the system’s service life. Private access to the Lake Brantley neighborhood park is available for $39 annually and includes a playground and small-boat launch. The home is approximately five minutes from two grocery stores, Lake Brantley High School, and Forest Lake Elementary, with I-4 about 10 minutes away.

2261 Charlotte Drive, Longwood
$579,000
4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code
Welcome to this spacious and beautifully maintained family home in the highly desirable Wekiva Hills community, where comfort, functionality, and location come together. Offering 4 bedrooms, 3 full bathrooms, and an abundance of versatile living space, this home is designed to accommodate today's busy lifestyle. Roof (2022), new windows (2022), Water Heater (2023), Pool re-surfaced and tiled (2022), fence (2023). Freshly painted inside and featuring hard-surface flooring throughout with no carpet, the interior offers a clean, modern feel that's both stylish and easy to maintain. Multiple living areas include formal living and dining rooms, wood-burning fireplace, a generous bonus space, and an oversized family room centered around a classic wood-burning fireplace. The formal dining room is currently used as a home office, showcasing the flexibility of the floor plan to fit your needs. The spacious family room opens to a covered lanai and private screened swimming pool, creating the perfect setting for entertaining or relaxing year-round. The large fenced backyard is beautifully landscaped with mature fruit and flowering trees, providing plenty of room for outdoor activities and gardening. Additional features include an inside laundry/utility room, updated bathrooms, tile flooring in all wet areas, a whole-home water filtration system, AC system (2015), and all major appliances convey with the home, making it truly move-in ready. Located in the heart of Wekiva, residents enjoy miles of scenic walking and biking trails, parks, playgrounds, sports courts, and a vibrant community atmosphere. Zoned for highly sought-after Brantley High School and conveniently located near shopping, dining, Wekiva Springs State Park, and major roadways, this home offers the perfect balance of peaceful living and everyday convenience. This is a wonderful opportunity to own a spacious pool home in one of Central Florida's most established and sought-after communities. Schedule your private showing today.

165 Duncan Trail, Longwood
$2,000,000
4 Beds ⋅ 4 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code
For the first time in 28 years, the most coveted mid-century home in Orlando is available. Your private compound. A piece of art you live inside. The Strasberg Residence, designed by award-winning architect Gene Leedy. He built only three private homes in the Orlando area, and this is his Masterpiece. Beyond the 8-foot concrete stucco wall wrapped in ivy, the world disappears from view, and yours begins. Trees, gardens, and a pool the color of dark glass lie behind your private wall. At its center, a breathtaking atrium and courtyard: a reflecting pool with twin fountains and a tree rising from the water, framed by glass on every side. Inside, Leedy's design language of clean lines and subtle, important details is everywhere. Eleven-foot doors, warm wood trim throughout, and expansive glass in every room harmonize nature with the interior, bringing together privacy, gardens, and water features. The social center of the home is the soaring great room with fireplace and wet bar. Formal dining. All wired for sound. Two separate entrances serve the east and west wings, each with its own foyer. The primary suite occupies an entire wing: a bedroom sitting room with its own bar, a dressing room, an enormous custom-built closet, a dual-sink countertop with a separate vanity, a separate WC with bidet, a tub that overlooks the pool, a steam shower that feels like a spa, and its own private walled patio and another patio that leads to the pool. Nearly every room opens to its own patio and garden. And then the rarest amenity of all: a fully detached in-law suite with its own private entrance through the second decorative iron door, a full en-suite bath, and two patios of its own, one overlooking the backyard and one fully private behind its own 8-foot wall, just like the primary. A complete home within the home, for extended family, guests, or total independence. 4 bedrooms, 4 baths, 3,885 SF. The grounds are one with the architecture: a dark-water pool with jacuzzi among specimen trees and sculptures, an outdoor kitchen, and a richly planted .67-acre lot of total walled seclusion. All in The Springs, a guarded, gated sanctuary of natural springs, stables, and trails, minutes from Greater Orlando. This is the home everyone wants, held closely for a generation. Now, rarely, it's yours to claim.

111 Sand Pine Lane, Longwood
$520,000
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code
Welcome to 108 Kilkenny Court, a beautifully updated 4-bedroom, 2-bath pool home in the sought-after Wekiva Hunt Club community. Offering 1,979 square feet of single-story living on an oversized 0.26-acre lot, this home combines modern updates, inviting indoor spaces, and the Florida lifestyle buyers are searching for. The bright, open layout features a cozy living-room fireplace, updated light fixtures, and ceiling fans throughout. At the center of the home, the renovated kitchen impresses with new cabinetry, a spacious island, new 2026 countertops, brand-new Samsung stainless-steel appliances, and a new sliding glass door that opens to the outdoor living area. Both bathrooms have also been renovated with fresh, contemporary finishes, while a second new sliding door in the primary bedroom provides direct access to the backyard. Step outside to your private retreat, complete with a sparkling screen-enclosed pool, covered patio, and fully fenced yard—perfect for relaxing, entertaining, or enjoying year-round Florida sunshine. Additional highlights include a 2-car garage, roof replaced in 2018, A/C replaced approximately two years ago, pool pump replaced last year, and vinyl fencing installed in 2023. Located just minutes from Publix at Springs Plaza, Wekiva Golf Club, parks, walking trails, and community tennis, pickleball, racquetball, basketball, baseball, and soccer facilities. Outdoor enthusiasts will also appreciate being approximately 10 minutes from Wekiwa Springs State Park, offering spring swimming, kayaking, hiking, and scenic natural beauty. Updated, spacious, and perfectly positioned for convenience and recreation, this Longwood pool home is ready to impress. Schedule your private showing today!

108 Kilkenny Court, Longwood
$1,499,000
5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32779 Zip Code
Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE | ATTACHED IN-LAW SUITE + DETACHED 2-BEDROOM GUEST HOUSE | ZONED AGRICULTURAL | NO HOA Nestled on nearly an acre in the coveted Markham Woods corridor, this exceptional estate offers luxury, privacy, and unmatched flexibility. Featuring a FULLY RENOVATED MAIN RESIDENCE, an ATTACHED PRIVATE IN-LAW SUITE, and a DETACHED 2-BEDROOM GUEST HOME, this property is ideal for adult children living at home, extended guests, multi-purpose living, a home office, or hobby space. With NO HOA, you'll also enjoy the freedom to park your RV, boat, ATV, trailer, or other recreational vehicles right on your property. The MAIN RESIDENCE offers over 3,750 SQUARE FEET with 5 BEDROOMS AND 4 FULL BATHROOMS, highlighted by a stunning 2024 kitchen featuring custom cabinetry, quartz countertops, farmhouse sink, induction cooktop, double oven with air fryer, and an oversized island perfect for gathering. The PRIMARY SUITE offers a spa-inspired bath with a concrete soaking tub, frameless glass shower, bidet, and custom walk-in closet. Every bedroom includes custom closet systems. Major updates include TWO NEW HVAC SYSTEMS, full repipe replacing polybutylene plumbing, 80-GALLON WATER HEATER, updated electrical panel, and whole-home surge protection. An attached PRIVATE IN-LAW SUITE with its own entrance, kitchenette, full bath, and living area offers endless possibilities for guests or flexible living. Outside, enjoy your own private resort featuring a HEATED SALTWATER POOL, covered lanai with eucalyptus ceiling, stacked stone accents, slate flooring, koi pond with waterfall, pergola, fire pit, and beach-style lounge area. Over the past several years, the property has undergone an extensive landscape transformation with new sod, irrigation, refreshed landscaping, mature trees, and a new backyard fence, while many of the custom outdoor entertaining features were added within the last two years. The 2,550-SQUARE-FOOT DETACHED GUEST HOME (built in 2014) includes hardwood floors, gas fireplace, tankless water heater, Generac generator, new HVAC (2023), and an expansive second floor with two spacious bedrooms and private balcony—perfect for guests, adult children, a home gym, office, or recreation space. The location is just as impressive. You're minutes from the Seminole Wekiva Trail and beautiful Wekiwa Island, where you can spend weekends kayaking, canoeing, paddleboarding, swimming in the spring-fed Wekiva River, or simply relaxing with live music and waterfront dining. Enjoy quick access to the shops, restaurants, and entertainment of Lake Mary, nearby golf courses, top-rated Seminole County schools, Orlando Sanford International Airport, I-4, and SR 434, making it easy to enjoy both outdoor adventure and everyday convenience. This is more than a home—it's a rare opportunity to own a private estate offering luxury, flexibility, space for all your toys, and an exceptional Central Florida lifestyle. Schedule your private showing today.

113 Sandy Oaks Place, Longwood
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