Longwood Real Estate

Waterfront Homes for Sale in Longwood, FL

Welcome to your dedicated resource for waterfront homes for sale in Longwood, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Longwood, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the waterfront properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Waterfront Homes for Sale in Longwood, FL

$6,999,999
10 Beds 17 Baths N/A SubDv. 32779 Zip Code
Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.

2878 Markham Woods Road, Longwood

$4,500,000
7 Beds 10 Baths Alaqua Lakes SubDv. 32779 Zip Code
Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3545 Legacy Hills Court, Longwood

$3,499,000
7 Beds 9 Baths Alaqua Ph 3 SubDv. 32779 Zip Code
Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and elegant porte-cochère set the tone for the extraordinary experience that awaits inside. Towering 24-foot ceilings in the grand foyer and living room invite an abundance of natural light while framing breathtaking views of the sparkling pool and tranquil, tree-lined pond beyond. Meticulously redesigned and crafted with uncompromising attention to detail, this exceptional residence seamlessly blends luxury, comfort, and functionality at every turn. Upon entry, the basket-woven solid oak flooring blends with porcelain tile and hints at the seemingly never-ending upgrades found throughout the home. At the heart of the home lies a showpiece kitchen worthy of a Michelin-star setting, featuring an expansive center island, hidden walk-in pantry, and a curated collection of premier appliances, including a Wolf 36” six-burner vented gas range, oven, steam oven, microwave, Sub-Zero built-in refrigerator, Cove dual dishwashers, and Perlick ice maker. Dining becomes an experience unto itself at 3147 Tala Loop. A dramatic custom light fixture anchors the dining room, complemented by a temperature-controlled walk-in wine cellar on one side and an intimate cocktail lounge with panoramic water views on the other. Privately situated on the main level, the primary suite is a retreat of unrivaled sophistication, offering dual spa-inspired bathrooms and two expansive custom walk-in closets designed for ultimate privacy and convenience. Outdoor living reaches resort-level perfection with over 1,000 square feet of covered lanai space showcasing a tongue-and-groove ceiling, brand-new summer kitchen, dedicated cabana-style pool bath, and outdoor shower—all overlooking a shimmering pool accented by three dramatic fire bowls. Even the utility spaces exude elegance, as the designer's laundry room features decorative cross beams, chandelier lighting, oversized utility sink, steam closet, and extensive custom storage. Upstairs, a spacious loft offers exceptional versatility and opens onto a 400+ square-foot balcony with sleek glass railings and uninterrupted water views. Four additional bedrooms, three full bathrooms, and a secondary laundry room provide exceptional comfort and convenience for family and guests alike. An ideal in-law or guest suite is privately tucked away on the main level, complete with its own bath, kitchenette, and sitting area. Completing this remarkable estate are an oversized four-car garage, basketball court, playground, and expansive fenced backyard—offering a rare combination of luxury, recreation, and everyday livability. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.

3147 Tala Loop, Longwood

$3,499,000
7 Beds 9 Baths Sweetwater Club Unit 1-A SubDv. 32779 Zip Code
Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.

808 Sweetwater Club Boulevard, Longwood

$3,399,000
6 Beds 9 Baths Sweetwater Club Estates SubDv. 32779 Zip Code
Nestled behind wrought-iron privacy gates on 2.89 acres in Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood details throughout. Designed for both elegant entertaining and multi-generational living, this six-bedroom estate offers seven full bathrooms and two half bathrooms with exceptional privacy for family and guests alike. The home's spectacular great room is nothing short of impressive, showcasing two-story wood-clad ceilings, a magnificent stone fireplace, a full entertaining bar, and dramatic sandstone accents that create an unforgettable gathering space. From intimate evenings to grand celebrations, this home was designed to host life's most memorable moments. Movie nights become an experience in the dedicated theater room, while the richly appointed wood-clad parlor offers the perfect setting for a game room, bourbon lounge, or sophisticated retreat complete with its own stone fireplace. Executives and entrepreneurs will appreciate the expansive private office featuring custom wood finishes, a cedar-lined walk-in closet, and its own full bath—ideal as an executive suite, private study, or additional guest accommodations. Five luxurious bedroom suites are conveniently located downstairs, each offering cedar-lined walk-in closets and private en-suite baths. The secondary primary suite on the main level is thoughtfully positioned, providing exceptional flexibility for multi-generational living or long-term guests. Ascending the grand wooden staircase—worthy of a Scarlett O'Hara entrance—you'll discover the home's most exclusive retreat. Occupying the entire second floor, the primary owner's sanctuary features a stunning stone fireplace, spacious sitting room currently utilized as an additional bedroom, a private office, and an extraordinary sense of privacy seldom found in luxury homes. Step outside to your private resort where sandstone patios surround the sparkling pool, spa, and cascading waterfall. The gazebo provides the perfect backdrop for outdoor entertaining, while the expansive grounds offer ample space to build your own basketball court, tennis court, putting green, or other recreational amenities. Car enthusiasts will appreciate the detached six-car garage and generous parking, while boat owners will love the private neighborhood access to Lake Brantley, with available boat parking at the clubhouse. Recent improvements include a newer roof and six recently replaced air conditioning systems, offering peace of mind for years to come. Residents of Sweetwater Club Estates enjoy exclusive access to Sweetwater Beach and Lake Brantley's private boat ramp, picnic facilities, basketball and tennis courts, creating an exceptional Florida lifestyle just minutes from home. Conveniently located only minutes from Wekiva Springs State Park and major thoroughfares including I-4, SR 434, and SR 436, this remarkable estate offers both privacy and accessibility in one of Central Florida's most sought-after luxury communities. This is more than a home—it is a legacy estate designed to be enjoyed for generations.

1041 Sweetwater Club Boulevard, Longwood

$3,000,000
5 Beds 6 Baths Brantley Cove North SubDv. 32779 Zip Code
CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate.  The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.

1351 N Classic Court, Longwood

$2,800,000
5 Beds 8 Baths Sweetwater Club Unit 1b SubDv. 32779 Zip Code
Craftsmanship over cookie-cutter. Quality over cutting corners. Character over conventional. For those who appreciate the extraordinary, this is a residence unlike any other. Nearly impossible to recreate, discover this private English Manor-inspired estate with timeless Tudor Revival architecture tucked behind stately iron gates and approached by a winding brick paver drive beneath a canopy of majestic oak trees. Nestled in the highly sought-after 24-hour guard-gated Sweetwater Club, this incredible 5.13-acre estate offers an unparalleled blend of timeless European elegance and exceptional privacy. Encompassing more than 7,600 square feet, this remarkable residence was thoughtfully designed to transcend passing trends, showcasing enduring architecture and impeccable craftsmanship at every turn. Inspired by the grandeur of classic European manor homes, the residence is defined by rich stone and brick exteriors, hand-crafted columns, graceful archways, exposed wood beams, and exquisite custom millwork. Every element reflects a level of artistry and permanence seldom found in today's luxury homes. The dramatic two-story great room serves as the heart of the home, where soaring ceilings, rich architectural detailing, elegant fireplaces, and a sweeping staircase create an unforgettable first impression. Walls of windows bathe the interiors in natural light, enhancing the home's sophisticated yet welcoming atmosphere. Designed with both entertaining and everyday living in mind, the gourmet chef's kitchen features expansive granite countertops, custom cabinetry, oversized islands, premium appliances, and effortless connectivity to both formal and casual dining areas. A fully equipped secondary kitchen provides outstanding flexibility for large-scale entertaining, private staff, catering, or multigenerational living. The residence offers five spacious bedrooms and seven-and-a-half beautifully appointed bathrooms, each thoughtfully designed to provide comfort and privacy. The luxurious primary suite serves as a true retreat, complete with vaulted ceilings, a private loft sitting area, a spa-inspired bath with soaking tub, oversized walk-in shower, and elegant finishes that create a tranquil escape from everyday life. Outside, the estate unfolds into a private resort-like setting. A screened courtyard pool serves as the centerpiece of the outdoor living spaces, seamlessly blending indoor and outdoor entertaining throughout the year. Meandering pathways lead to a private tennis court, a peaceful pond highlighted by a captivating fire feature, and an enchanting garden gazebo surrounded by statuary and lush landscaping—evoking the romance and serenity of a European countryside estate. An expansive motor court and 7-CAR GARAGE provide exceptional accommodations for automobile enthusiasts, collectors, or those seeking abundant space for hobbies and storage. Perfectly positioned just minutes from Central Florida's premier shopping, dining, golf, and business centers, yet offering complete seclusion and tranquility, this extraordinary estate presents a truly rare opportunity. More than a home, it is a private sanctuary. More than an estate, it is a legacy property defined by timeless architecture, exceptional craftsmanship, and unmatched character. This property may be under audio/visual surveillance.

810 Sweetwater Club Boulevard, Longwood

$2,675,000
5 Beds 7 Baths Sweetwater Club Unit 6 SubDv. 32779 Zip Code
An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own private gated entrance, creating a secluded sanctuary surrounded by mature landscaping. Spanning approximately 6,497 square feet, the residence offers five bedrooms, large office, spacious bonus room, five full bathrooms and two half baths. A thoughtfully designed split floor plan places nearly the entire home on one level, while soaring ceilings and light-filled living spaces create an atmosphere that feels both impressive and inviting. At the heart of the home, the chef-inspired kitchen is appointed with Viking appliances, dual gas ovens, and a gas cooktop, providing an exceptional setting for everyday meals and large-scale entertaining. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar, and surround sound. Whether hosting cocktail evenings, gathering for game night, watching the big game, or spending time with family and friends, this space is made for memorable moments. Privately situated upstairs is a self-contained apartment featuring its own kitchenette, family room, bedroom, oversized walk-in closet, and remodeled full bathroom. Ideal for extended family, overnight guests, multigenerational living, or a private retreat, this versatile space adds tremendous flexibility to the estate. The outdoor living experience is equally impressive. An expansive screened lanai creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. Surrounded by lush landscaping and the privacy of the estate grounds, this resort-inspired setting is ideal for unforgettable gatherings, relaxed evenings, and year-round Florida entertaining. The home has also undergone numerous recent upgrades, offering the comfort and confidence of a beautifully updated estate. Improvements include two new AC units, whole-house replumbing, new flooring throughout, fresh interior and exterior paint, remodeled bathrooms, an updated kitchen, a remodeled pool, and a newer tile roof that remains under warranty, along with many additional updates throughout. An oversized three-car garage provides abundant room for vehicles, storage, and recreational equipment. The Sweetwater Club lifestyle extends well beyond the estate. Residents enjoy access to beautiful Lake Brantley, along with community amenities including tennis, pickleball, and basketball courts. Golf membership opportunities are also available, adding another dimension to the recreational lifestyle this sought-after community provides. For those who appreciate the outdoors, the community is located directly across from renowned Wekiwa Springs State Park, where crystal-clear springs, kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings are just moments away.

950 Sweetwater Club Boulevard, Longwood

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