Longwood Real Estate

Longwood Real Estate

Welcome to Longwood, Florida—a charming city nestled in the heart of Seminole County, where southern hospitality meets modern living. Known for its picturesque landscapes and vibrant community spirit, Longwood offers a delightful blend of suburban tranquility and urban convenience.

One of Longwood’s standout features is its lush green spaces. The city is home to several parks, including the sprawling Candyland Park, which boasts playgrounds, picnic areas, and walking trails perfect for family outings and leisurely strolls. Nature enthusiasts will appreciate the nearby Wekiva River, where you can enjoy kayaking, canoeing, and wildlife watching, making it a haven for outdoor lovers.

Longwood is also rich in history, with its charming historic district showcasing beautiful architecture and quaint shops. The city hosts various community events throughout the year, fostering a strong sense of belonging among residents. From farmers’ markets to seasonal festivals, there’s always something happening that brings the community together.

For those seeking education, Longwood is served by top-rated schools, making it an ideal place for families. The city’s strategic location offers easy access to major highways, connecting residents to nearby Orlando and its world-famous attractions, shopping, and dining options.

With its welcoming atmosphere, excellent amenities, and a strong sense of community, Longwood, Florida, is more than just a place to live—it's a place to thrive. Whether you're looking for your dream home or a vibrant community to call your own, Longwood has something special waiting for you. Come and discover the charm of this hidden gem in Seminole County!

Newest Listings in Longwood

5 Beds ⋅ 5 Baths ⋅ Lake Brantley Club Ph 1 SubDv. ⋅ 32779 Zip Code

LAKE BRANTLEY WATERFRONT | PRIVATE DOCK & BOAT LIFT | POOL | 4,467 SQ FT | 5 BEDROOMS | 4.5 BATHS - Welcome to exceptional Lake Brantley waterfront living in this expansive custom estate, ideally positioned on a wide canal just two homes from the open waters of Lake Brantley. With direct lake access, beautiful water views, a private dock and boat lift, saltwater pool, generous entertaining spaces and 4,467 square feet of living area, this five-bedroom, four-and-a-half-bath residence offers the space, privacy and lifestyle that define North Orlando waterfront living. Soaring ceilings, beautiful flooring and a fireplace create an inviting living room, while the formal dining room and private office provide elegant spaces for entertaining and working from home. The custom kitchen features Brazilian mahogany cabinetry, exposed brick detailing, granite countertops, Sub-Zero refrigeration, dual Miele ovens, Thermador cooktop, custom range hood and pot filler. A casual dining area overlooks the pool and canal, keeping the water views connected to the heart of the home. The flexible three-way bedroom split provides exceptional privacy. The first-floor primary suite features dual walk-in closets, plantation shutters and a versatile adjoining flex room overlooking the pool, canal and lake beyond—ideal as a gym, reading room, office or den. The luxurious primary bath offers dual vanities, soaking tub and walk-in shower, plus a dedicated tankless propane water heater. Two additional bedrooms are upstairs, providing excellent separation for family and guests. Designed for entertaining, the spacious bonus/game room with wet bar flows into a comfortable SNUG/movie area and opens toward the pool and waterfront. The covered lanai features a wet bar and retractable screens. The saltwater pool, expansive pool deck, outdoor firepit and multiple seating areas overlook the canal and lake beyond. Virtually every major living and entertaining space enjoys a water view. The waterfront is exceptional. A brand-new $89,000 dock installed by the current owners, complete with new boat lift, puts the Lake Brantley lifestyle at your doorstep. Board the boat and head directly into the open lake for skiing, fishing, paddle-boarding, cruising or sunset rides. The protected canal offers a peaceful setting with quick access to the main body of Lake Brantley, while no immediate rear neighbor provides uncommon privacy. Recent improvements include a 2021 roof; new main HVAC (2024) and secondary HVAC (2026); new living room flooring; new dock and boat lift; new saltwater pool system and pump; tankless propane water heater for the primary bath; updated faucets and toilets; plantation shutters; retractable lanai screens; upgraded irrigation and waterline; extensive garage storage; keyless entry and more. The front yard was freshly landscaped in July 2026, and the home has been professionally cleaned and pressure washed. Enjoy highly regarded local schools, including Lake Brantley High School nearby, plus easy access to I-4, restaurants, shopping, Wekiwa Springs State Park and Wekiva Island. The community also offers a boat ramp, and HOA is approximately $1,000 annually. This is more than a spacious custom home—it is a true Lake Brantley lifestyle property, combining exceptional privacy, resort-style outdoor living, a private dock and boat lift with immediate access to one of Central Florida’s most sought-after lakes. Come experience Florida waterfront living at it's finest.

333 Brantley Club Place, Longwood

Wildmere SubDv. ⋅ 32750 Zip Code

Turnkey, established salon business in the prime location. Sale includes all salon equipment and furnishings, providing a seamless transition for new ownership. The salon currently generates immediate rental income from 8 established booth renters and features 14 styling stations, offering additional growth potential. Fully equipped, staffed, and operational with no costly build-out or startup expenses. An excellent opportunity for salon owners, beauty professionals, or investors seeking an established business with built-in income and room to expand.

Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code

Welcome to 105 E Wyndham Ct, Longwood, FL 32779, a 3-bedroom, 2-bath pool home in Wekiva offering comfortable living, flexible space, and outstanding access to some of the community’s best amenities. A standout feature is the Premium PAC-CLAD Standing Seam Aluminum Metal Roof, replaced in 2021 and built for durability and Florida weather. This premium roofing system features reinforced perimeter and corner fastening with double-lock pressure clips for added strength in critical roof areas. Aluminum also offers excellent corrosion resistance, low maintenance, and long-term durability. Inside, the versatile floor plan offers multiple living and gathering spaces filled with natural light. The kitchen features abundant wood cabinetry, generous counter space, stainless steel appliances, tile backsplash, and easy access to the surrounding dining and living areas. Additional flex space creates options for a home office, den, hobby room, or secondary sitting area. Step outside and enjoy the Florida lifestyle with an expansive outdoor entertaining area overlooking the screen-enclosed swimming pool. Multiple covered spaces provide room for dining, relaxing, and entertaining, while the patio is also set up with a large projection screen and projector—perfect for movie nights, sports, and outdoor gatherings. Beyond the pool enclosure, the fully fenced backyard offers additional green space and a dedicated firepit area. The location is just as appealing. Enjoy direct access to approximately 26 miles of walking trails throughout Wekiva, including trails surrounding the Wekiva Golf Course. The community also offers two parks and a community center, plus outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park. Publix, local parks, dining, shopping, and major roadways are also conveniently nearby. With its 2021 PAC-CLAD aluminum standing seam roof, private screened pool, outdoor theater setup, spacious covered patio, fenced backyard, flexible interior layout, and incredible Wekiva location, this home brings together the features Florida buyers are looking for.

105 E Wyndham Court, Longwood

4 Beds ⋅ 2 Baths ⋅ Oakmont Reserve SubDv. ⋅ 32750 Zip Code

Fantastic Longwood location! Come tour this 4BR, 2BA 2018 Meritage home located in the charming gated community of Oakmont Reserve! This builder is known for its energy standards, which include spray foam insulation, double pane windows and Energy Star appliances. This home offers an open concept with a formal living room and dining room off the front entry anchored by neutral tile. The heart of the home features vaulted, angled ceilings and a kitchen/family room combo perfect for entertaining. This traditional kitchen features light 42" wood cabinetry with crown molding, granite countertops, and stainless steel appliances, including double ovens, a flat cooktop, and a double-door refrigerator. This split plan has 3 bedrooms sharing a full bath with dual sinks and bathtub. Enjoy the private owners suite that has a large walk-in closet and private backyard views. Primary bath has an oversized shower and dual sinks. Sliding doors off the family room open to the screened lanai. Enjoy the lush backyard views from the custom paver seating area. This fenced yard offers intentional landscaping for privacy. Inside laundry room opens to the 2 car garage with storage racks. This all-one-level home with a paver driveway and charming curb appeal is waiting for you! Close proximity to hospital, Sun Rail, shopping, I4 and the 417!

154 Oakmont Reserve Circle, Longwood

5 Beds ⋅ 5 Baths ⋅ Alaqua Lakes Ph 7 SubDv. ⋅ 32779 Zip Code

GOLF COURSE LUXURY HOME IN GUARD-GATED ALAQUA LAKES. Set on a half-acre golf course homesite in one of Seminole County's most sought-after communities, this five-bedroom, five-bath, 4,648 square foot custom residence pairs a 2005 floor plan with a long list of current updates. Tile roof, stone and stucco elevation, mature professional landscaping, and a circular paver driveway to a covered portico with double glass entry doors. Inside, columns and arches frame the formal living and dining rooms, a linear fireplace anchors the living room, and volume and tray ceilings carry light through the plan. The remodeled kitchen is built for real cooking and real crowds: a large stone-topped center island with seating for four, extensive raised-panel cabinetry, a professional gas cooktop under a stainless hood, stone slab backsplash, a stacked pair of built-in wall ovens, and a butler's pantry running through to the dining room. It opens the other way to a breakfast nook and a family room with floor-to-ceiling built-ins and sliders to the lanai. The primary suite is on the main floor with a private sitting area, two walk-in closets, and a fully remodeled spa bath featuring a freestanding soaking tub, oversized slab walk-in shower, and dual vanities with backlit mirrors. A second bedroom with its own bath is also on the main level, with three more bedrooms, two more remodeled baths, and a second living area upstairs. Also inside: a dedicated office with built-in workstations, a sitting and TV room with full bar cabinetry, and a three-car attached garage with finished floor and room for the golf cart. Outside, a columned covered lanai spans the rear of the home with space for dining, lounging, and a fire table. The screened in-ground pool and spa feature a rock waterfall grotto and expansive paver deck, backed by a private lawn, mature trees, and the golf course beyond. Recent HVAC replacement across three systems. Alaqua Lakes residents enjoy a 24-hour manned gate, a seven-acre park with resort-style pool and open-air pavilion, Har-Tru clay tennis, basketball, sand volleyball, playground, and multipurpose field, all set around a championship golf course. Minutes to I-4, SR 417, SR 429, the Heathrow business district, and Orlando Sanford International. Schedule your private showing.

3413 Fernlake Place, Longwood

4 Beds ⋅ 2 Baths ⋅ Meadows Unit 1 SubDv. ⋅ 32750 Zip Code

Welcome home to 150 Tollgate Trail, a beautifully maintained single-story retreat shaded by mature trees in The Woodlands, one of Longwood's most established communities. Major systems have already been taken care of, with a 2022 roof, HVAC system, and water heater offering years of worry-free living. Step inside to a thoughtfully designed floor plan that flows effortlessly between everyday comfort and elegant entertaining. Formal living and dining rooms set the stage for gatherings, while the spacious family room anchored by a cozy wood-burning fireplace invites relaxed evenings at home. Generously sized bedrooms and an enclosed rear porch add flexible living space for however you need it, and the fully fenced backyard delivers privacy and room to unwind outdoors. Set in the sought-after Woodlands neighborhood, residents enjoy an optional HOA along with community amenities including a park, playground, pavilion, and recreational areas. You're also just minutes from the Seminole Wekiva Trail, Wekiwa Springs, everyday shopping and dining, and quick access to I-4 and SR 434. With major updates already complete, versatile living spaces, and timeless charm throughout, 150 Tollgate Trail is ready to welcome its next owner. Schedule your private showing today. This one won't last long. With major systems already updated, abundant living space, and a beautiful established setting, 150 Tollgate Trail offers the space and lifestyle today's buyers are looking for. Schedule your private showing today!

150 Tollgate Trail, Longwood

3 Beds ⋅ 3 Baths ⋅ Meredith Manor Nob Hill Sec SubDv. ⋅ 32779 Zip Code

Welcome to this stunning colonial-style house in Longwood, FL, offering convenient access and limited views of beautiful Lake Brantley. This recently fully renovated 3-bedroom with office den loft study area with closet, 3-bathroom home boasts a multitude of upgrades, ensuring a comfortable and energy-efficient living experience. As you step inside, you'll immediately notice the meticulous attention to detail throughout. The house features a brand-new roof, air conditioning system, and windows, providing peace of mind and enhancing the overall aesthetic appeal. With its energy-efficient design, you can enjoy lower utility bills while minimizing your carbon footprint. The circular driveway offers unparalleled convenience, particularly for those weekends spent enjoying your boat on the lake. Imagine effortlessly parking and launching your boat, setting the stage for endless fun and relaxation. This home truly embraces the quintessential Florida lifestyle. Situated on an oversized lot, this property offers abundant space for outdoor activities and future expansion possibilities. Two of the upstairs bedrooms boasts its own private balcony. Whether it's sipping your morning coffee or unwinding after a long day, these balconies provide the perfect sanctuary to immerse yourself in the beauty of nature. Additionally, the area offers a myriad of recreational amenities, including parks, golf courses, shopping centers, and dining establishments. Longwood provides the perfect balance of suburban tranquility and easy access to the vibrant city life of nearby Orlando. Don't miss this incredible opportunity to own a fully renovated colonial-style home. Schedule a showing today and make this dream home your own. 1 year Home Warranty Included.

219 Nob Hill Circle, Longwood

4 Beds ⋅ 3 Baths ⋅ Meadows Unit 1 SubDv. ⋅ 32750 Zip Code

POOL HOME ON NEARLY HALF AN ACRE WITH TWO PRIMARY SUITES. A 3.5% ASSUMABLE LOAN may offer qualified buyers a valuable financing opportunity. Set at the end of a cul de sac, this distinctive Longwood home pairs flexible living with exceptional outdoor space. A COURTYARD ENTRY leads into multiple living areas, while the kitchen overlooks the pool. The main primary suite features a PRIVATE SCREENED LANAI and DUAL SIDED FIREPLACE shared with the living room, while a SECOND PRIMARY SUITE adds flexibility. Outside, TWO CONNECTED BACKYARD AREAS include a fenced pool area opening through a gate to a LARGE CLEARED YARD with AVOCADO TREES. Improvements include LVP FLOORING approx. 1 year old, WHOLE HOME GENERATOR and poolside fencing approx. 3 years old, one HVAC system approx. 4 years old, and ROOF and GAS WATER HEATER approx. 7 years old. OUTDOOR SHOWER added in 2024. Furniture may be negotiated with the sale. Loan assumption subject to lender approval, buyer qualification, existing loan terms and applicable requirements.

126 Heather Hl, Longwood

4 Beds ⋅ 3 Baths ⋅ 32750 Zip Code

Wow! BACK ON THE MARKET! Just over TWO ACRES in the Lake Mary Longwood area! NO HOA! Two separate homes, a main home and guest home on just over two cleared and level acres in the heart of the Longwood - Lake Mary area. Main home has four bedrooms and three full baths and features three levels with original hardwood floors, plantation shutters and a wood burning fireplace. Guest house is a one bedroom, one bath with a living and dining combination and kitchen. Plenty of room for rebuilding, remodeling, or expansion plans - put your own personal touches on things and make this your family compound! Irrigation system covers entire TWO+ acres. Zoned A-1 which allows for livestock and chickens. Lot can be subdivided. This outstanding location affords copious amounts of shopping and restaurants within ten minutes' travel. Lake Emma Road connects Longwood with Lake Mary and the location is very convenient to I-4, Lake Mary Blvd, and SR 434.

1879 Lake Emma Road, Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 2 Fox Hunt Sec 2 SubDv. ⋅ 32779 Zip Code

Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find new wood look tile throughout the home, freshly painted and a spacious layout featuring a formal living room, separate dining room and an inviting family room that is adjacent to the kitchen, perfect for everyday living and entertaining. The kitchen is finished with granite counter tops, stainless steel appliances and an island with eating space. Open the sliding doors from the Family room and you can expand your entertaining area to the extended screened enclosed paver lanai. Back yard is fenced for your pets and privacy! Upgrades in 2024 include new roof , re-plumb, all new faucets, door handles/hinges, wood look tile throughout , new garbage disposal, new plantation shutters and ceiling fans replaced. The primary bathroom was also updated in 2024. Move in ready and A rated Seminole County schools! The community offers bike trails, playgrounds and parks, tennis/pickleball courts, ball field and a Community building. Location is in close proximity to Hwy 436 and shopping, restaurants , schools and minutes away from Wekiva Springs State Park. Call for your private showing today.

167 Holderness Drive, Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code

Sellers Motivated!! Welcome to 104 Kilkenny Court, where modern updates meet the established charm of Wekiva Hunt Club. Nestled beneath mature trees, this beautifully updated 3-bedroom, 2-bath home delivers the spaces buyers want—inside and out. Step inside to a bright, open layout with warm wood-look flooring and a stunning updated kitchen featuring bright shaker cabinetry, quartz countertops, stainless steel appliances, a subway tile backsplash, and a large center island perfect for gathering. The adjoining living area is anchored by a striking faux stone fireplace, while the dining space opens directly to the screened patio, creating an effortless flow for entertaining. The spacious primary suite offers a comfortable retreat with a stylish accent wall and a beautifully updated en-suite bathroom completed in 2023, featuring a sleek vanity, illuminated mirror, marble-look walk-in shower, decorative niche, and multiple shower heads. Two additional bedrooms provide flexibility for family, guests, or a home office, complemented by a well-appointed guest bath. Major updates add even more value and peace of mind, including an AC system replaced in 2023 and windows replaced in 2021. Outdoor living is a highlight with an expansive screened patio overlooking the spacious fenced backyard—ideal for morning coffee, weekend cookouts, pets, play, or simply enjoying the Florida lifestyle. A brick-paver area adds even more space to gather and unwind. And the location is hard to beat. Enjoy easy access to Wekiva Golf Club, Wekiva Island, Wekiwa Springs State Park, shopping, dining, parks, and major roadways. Wekiva residents also enjoy community parks, a community center, and approximately 26 miles of trails winding throughout the neighborhood. Updated, inviting, and surrounded by everything that makes the Wekiva lifestyle special—104 Kilkenny Court is a home you'll want to experience in person.

104 Kilkenny Court, Longwood

2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

Welcome to resort living in the beautiful Clubside community of Sabal Point! This condominium has an excellent floorplan that needs to be seen, there are 2 spacious primary bedrooms with nice attached bathrooms and large closets on either side of the common area, a half bathroom for your guests as well as a full size washer and dryer in the home! The kitchen is well designed and spacious, bring a table and have your coffee overlooking nature from the large kitchen window! This home is on the top floor with the best views and the most privacy, the nice screened porch is ready for relaxing!!! This Sabal Point home is conveniently located to Maitland Center, Lake Mary, Heathrow and Orlando, great shopping and all area attractions and beaches!!! This condominium is in a great location that is near a park with a nice playground as well as a sport court, another park is close by that features ball fields, swings and play equipment.. Sabal Point is an upscale community in Natural Seminole County! The school choices are all excellent; Highly acclaimed Lyman High School, Rock Lake Middle School, Sabal Point Elementary School(very close by), Pace Brantley and Forest Lake Academy!!

7306 Olympia Court Unit 7306, Longwood

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