Longwood Real Estate

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Newest Listings in Longwood

$435,000

4 Beds ⋅ 2 Baths ⋅ O6435997 MLS

ACT FAST—THIS CUSTOM GEM WON'T LAST LONG! Homes in Lake Wayman Heights offering NO HOA and high-end custom updates rarely hit the market, and they sell fast. Why You Need to See This Today Zero HOA Freedom: Enjoy custom luxury and spacious living without the extra fees or restrictive rules. Commuter's Dream: Enjoy effortless travel across Central Florida with quick, easy access to I-4 and the SR-429 Beltway, plus minutes to SR-434, the Longwood SunRail Station, and Orlando Health South Seminole Hospital. Move-In Ready Elegance: Gorgeous exotic granite, seamless luxury tile flooring, and a primary suite retreat with a marble walk-in shower and soaking tub—zero updates needed! Outdoor Oasis: Fully fenced yard featuring a covered patio and shaded pergola canopy, completely ready for weekend hosting. Top-Rated Schools: Zoned for coveted Seminole County Public Schools. Opportunities like this don't wait around. Properties with this combination of price, location, accessibility, and freedom are in high demand—schedule your private tour today before it’s gone!

559 E Magnolia Avenue, Longwood

Listing courtesy of MEMBERS REALTY, LLC. 407-671-8700

$1,500,000

5 Beds ⋅ 3 Baths ⋅ O6435728 MLS

LAKE BRANTLEY CORNER LOT! Welcome to lakefront living at its finest! Set on over ¾ acre, this stunning 5-bedroom, 3-bath home offers an open-concept layout with plenty of space to relax and entertain. The versatile guest suite and bonus room provide exceptional flexibility for family and guests. Step outside to your new 2022 private pool and spa, beautifully enclosed by a pool screen, and take in breathtaking lake views and spectacular sunsets. Boaters will appreciate the new freestanding boat lift (2022) with a 6,000-lb. capacity which is also sheltered in the canal, making lake access effortless. Additional updates include new upstairs windows (2026) on the east side and a beautifully renovated primary bathroom and upstairs bathroom. HVAC is 2021. Kitchen features built-in appliances, granite counters and a breakfast bar. Up the winding staircase are to the oversized primary suite and 3 more bedrooms. A oversized balcony with amazing views of the lake awaits you after a long day. Enjoy the convenience of being close to shopping and restaurants, with easy access to I-4 and SR 414. With generous living spaces, a private outdoor oasis, and a true lakefront lifestyle, this is a home where every day feels like a getaway.

2260 W Classic Court, Longwood

Listing courtesy of UNITED REAL ESTATE PREFERRED. 407-243-8840

$1,200,000

4 Beds ⋅ 4 Baths ⋅ O6435542 MLS

Experience elevated Florida living in this meticulously maintained 4-bedroom, 3.5-bath residence PLUS a dedicated private office, ideally situated within the prestigious guard-gated community of Alaqua Lakes. Framed by peaceful conservation views, this exceptional home offers a sophisticated blend of timeless elegance, privacy, and effortless everyday living. The thoughtfully designed floor plan provides generous living spaces for both intimate gatherings and grand entertaining, while the versatile fourth bedroom offers exceptional flexibility and can easily function as a private in-law suite or guest retreat. Beautifully cared for and thoughtfully updated, this home features surround sound speakers, plantation shutters in all bedrooms (2022), a newer hot water heater (2022), a professionally coated garage floor (2020), new carpet in all bedrooms, and recent landscaping enhancements that elevate the home's curb appeal and outdoor setting. A whole-home Generac generator, installed in 2023, provides an additional level of comfort and peace of mind. Step outdoors to an oversized, fully fenced backyard where privacy and natural beauty take center stage. The tranquil conservation backdrop creates a serene setting for morning coffee, afternoon relaxation, or entertaining beneath the Florida sky. Beyond the residence, Alaqua Lakes delivers an exceptional resort-inspired lifestyle. Residents enjoy a premier gated community with a seven-acre park, resort-style swimming pool, tennis and basketball courts, sand volleyball, playground and scenic recreational paths. The community surrounds a championship golf course, creating a beautiful setting throughout the neighborhood. This home is also zoned for highly regarded Seminole County schools, making it an exceptional choice for those seeking luxury living and access to top-rated educational opportunities. This rare offering combines timeless craftsmanship, extensive modern updates, exceptional entertaining amenities and one of Central Florida's desirable locations. A remarkable opportunity in Alaqua Lakes.

3226 Regal Crest Drive, Longwood

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-333-1900

$798,911

4 Beds ⋅ 2 Baths ⋅ O6432765 MLS

BRAVO! Welcome to Wayland Fields, a beautifully reimagined residence in Sweetwater Oaks—one of the area’s most desirable enclaves, known for custom homes, mature surroundings, and refined Florida living. Situated on an oversized 1.56-acre lot, this single-story split-plan residence offers 4 bedrooms, 2.1 bathrooms, a 2-car garage, and 2,300 square feet of thoughtfully redesigned living space. Elevated finishes, elegant design, and all-new tempered custom energy-efficient windows and doors create a bright, open atmosphere while framing serene views of the expansive outdoor setting. At the heart of the home, the D’Nook Bespoke kitchen serves as a true focal point. Designed for both everyday living and entertaining, it features a statement island, custom soft-close cabinetry, quartz countertops, real wood finishes, integrated pantry storage, premium appliances, a dedicated breakfast bar, and a discreet appliance garage. The custom cooking area overlooks the brand-new saltwater pool, creating a seamless connection between indoor living and outdoor entertaining. The main living area is anchored by a tailored fireplace finished in hand-troweled brick veneer, complemented by custom built-in cabinetry and architectural lighting that add warmth, texture, and dimension. The approximately 500-square-foot owner’s suite provides a private retreat, complete with direct pool access, a spacious walk-in closet, a custom dual vanity with dedicated USB and electrical connections, and a marble-detailed shower with spa-inspired finishes. Three additional bedrooms provide flexible space for guests, a home office, fitness room, or creative studio. Recent upgrades include a new roof (2026), new custom saltwater pool and deck (2026), custom upgraded tempered windows (2026) , with all new major systems completed in 2026 and more! Residents of Sweetwater Oaks enjoy private Lake Brantley access with boating, tennis, pickleball, volleyball, basketball courts, two playgrounds, an exclusive beach, and clubhouse access. Centrally located just 20 minutes from Downtown Orlando and approximately 40 minutes from Disney and the coast, Wayland Fields delivers a refined Florida lifestyle on a rare oversized homesite.

114 Wayland Circle, Longwood

Listing courtesy of GALLERY PROPERTIES INTERNATIONAL. 407-340-8487

$130,000

2 Beds ⋅ 2 Baths ⋅ O6435460 MLS ⋅ B BLDG.

WELCOME TO THE SPRINGS — WHERE HOME FEELS LIKE A LIFESTYLE. Some communities offer amenities. The Springs offers an experience. Tucked within one of Longwood's most established and sought-after guard-gated communities, this spacious second-floor 2-bedroom, 2-bath condominium at 203 Crown Oaks Way puts you in the heart of a remarkable Central Florida lifestyle surrounded by mature trees, natural beauty and an abundance of recreational opportunities. Inside, soaring vaulted ceilings and expansive windows bring an inviting sense of volume and natural light to the living space. The open living and dining areas provide a comfortable setting for everyday living or entertaining, while the screened, tiled balcony offers a peaceful place to enjoy your morning coffee or unwind among the surrounding greenery. Two generously sized bedrooms, two full baths, indoor laundry and an abundance of storage add everyday convenience. A stainless-steel appliance package and well-maintained interior make this a home you can enjoy while adding your own personal touches. But the real magic begins beyond your front door. Residents of The Springs enjoy an extraordinary private community lifestyle centered around nature, recreation and connection. Take a refreshing swim in the community's beautiful natural spring and enjoy the private spring-fed beach area, relax at the pools, challenge friends to a game of tennis or pickleball, shoot hoops on the basketball court, work out in the fitness center, or simply explore the community's scenic trails and preserved natural surroundings. The community also features a clubhouse, playgrounds, horse stables and additional recreational facilities, creating an environment where there's always another way to spend the day. And there's a genuine sense of security here. The Springs is a private, established, guard-gated community with 24-hour security, providing an added level of privacy and peace of mind that is increasingly difficult to find. Equally compelling is the location. From this peaceful, tree-lined setting, you're remarkably close to the everyday conveniences of Longwood and the greater Seminole County area, with shopping, restaurants and services nearby and easy access to I-4 and SR 434. That means you can enjoy a quiet, nature-filled community at home without giving up convenient access to the greater Orlando area. This is more than a condominium. It's an opportunity to own a piece of The Springs—an established Central Florida community where natural beauty, recreation, security and location come together in a way that few communities can match. Come experience 203 Crown Oaks Way and discover why life in The Springs is something special. Call me today to set up a private showing.

203 Crown Oaks Way Unit 203, Longwood

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY. murraycoleman@kw.com

$1,899,000

5 Beds ⋅ 6 Baths ⋅ O6435662 MLS

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

Listing courtesy of MARGAUX REALTY INC. 407-965-8447

$750,000

1 Beds ⋅ 1 Baths ⋅ O6432809 MLS

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

Listing courtesy of ALPHA EQUITY REALTY & MANAGEMENT INC. 407-789-1002

$549,990

4 Beds ⋅ 3 Baths ⋅ O6434529 MLS

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

Listing courtesy of KELLER WILLIAMS ADVANTAGE III. murraycoleman@kw.com

$795,000

5 Beds ⋅ 3 Baths ⋅ O6434405 MLS

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

Listing courtesy of ROYALTY R E BOUTIQUE INC. 407-474-7000

$649,900

4 Beds ⋅ 3 Baths ⋅ O6429571 MLS

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

Listing courtesy of PROPERTIES IN TOWN. 321-231-9843

$360,000

3 Beds ⋅ 2 Baths ⋅ O6434014 MLS ⋅ 419 BLDG.

Welcome home to this charming 3-bedroom, 2-bathroom end-unit townhome offering over 1,200 square feet of warm, family-friendly living space in Longwood's highly sought-after Governors Point community within top-rated Seminole County. Tucked away on a desirable end lot, this home greets you with manicured landscaping and a private attached garage before stepping into an expansive main living area. Inside, dramatic vaulted ceilings, twin dual-level ceiling fans, rich dark wood flooring, and a sunlit skylight immediately capture your eye. A cozy tiled corner fireplace forms a warm focal point, while large sliding glass doors open directly to the outdoor living area. Designed for seamless entertaining, the open living room connects effortlessly to a fully equipped kitchen featuring rich wood cabinetry, stainless steel appliances, a mosaic tile backsplash, and a wet bar island complete with a built-in wine cooler, overhead glass rack, and breakfast bar seating. The main suite serves as a quiet sanctuary with soaring vaulted ceilings, dark wood floors, private sliding glass door access to the screened porch, and an en-suite bathroom highlighted by a dark granite vanity and a walk-in shower wrapped in custom marble-look tile with frameless glass doors. Each bedroom includes ceiling fans, dark wood floors, and custom closet organizers with built-in shelving, including double French doors on one room for flexible use as an office, nursery, or playroom. The hall bathroom features a sleek glass vanity countertop, modern vessel sink, and tub/shower combination. Step outside to enjoy a private, fully screened back porch equipped with a ceiling fan and string lights, leading directly to an extended brick paver patio and a fully fenced, oak-shaded backyard bordered by river rock garden beds. Beyond the property, you'll love the unbeatable location just minutes from top-rated Seminole County schools, local parks, prime dining, everyday shopping, and fast access to major highways like I-4 and SR-434 for an effortless commute. Move-in ready, stylishly upgraded, and perfectly positioned—don't miss your chance to call this Longwood gem home before it's gone!

419 Newton Place, Longwood

Listing courtesy of LPT REALTY LLC. 877-366-2213

$395,000

3 Beds ⋅ 2 Baths ⋅ V4950755 MLS

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

Listing courtesy of RE/MAX SIGNATURE. 386-236-0760

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