Longwood FL Waterfront Real Estate, Homes, Condos for Sale

2 Beds ⋅ 1 Baths ⋅ Windsor At Sabal Walk A Condo SubDv. ⋅ 32779 Zip Code

Waterfront condominium in a park-like setting in highly desirable Seminole County just outside of Longwood. This 2-bedroom, 1+ bathroom unit is newly renovated with luxury vinyl plank flooring and new cabinets, countertops, hardware, faucets and many appliances. Live close to shopping, A+ schools and a quick 10-minutes drive to all of the popular outdoor recreation opportunities at Wekiwa Springs State Park. This is one of the few units directly on the lake with views from every room and from your private, 120 square foot screened lanai. The serene setting includes mature landscaping, shady oak and pine trees, and boardwalks over waterways that meander through the community where you can stop to watch the birds and turtles on your way to the community pool. (Seller prefers 10/16 close date).

470 S Pin Oak Place Unit 112, Longwood

$789,900

5 Beds ⋅ 5 Baths ⋅ Bay Meadow Farms SubDv. ⋅ 32750 Zip Code

Welcome to Bay Meadows Subdivision, a premier M/I Homes community where elegance, style, and thoughtful design come together. This stunning 5-bedroom, 5-bath, two-story residence is sure to impress even the most discerning buyer. From the moment you arrive, you’ll appreciate the exceptional attention to detail and eloquent finishes throughout this beautifully decorated home. The thoughtfully designed floor plan offers spacious living areas, comfortable bedrooms, and an inviting atmosphere perfect for both everyday living and entertaining. Step outside to your own private retreat and enjoy the sparkling swimming pool—ideal for relaxing, entertaining guests, and making lasting memories. This hidden gem truly offers the perfect blend of luxury, comfort, and style in a highly desirable community. Don’t miss the opportunity to make this exceptional Bay Meadows residence your new home!

162 Blue Flax Point, Longwood

$679,900

4 Beds ⋅ 3 Baths ⋅ Bolling Farms SubDv. ⋅ 32750 Zip Code

Virtually Staged. Set along the pond in Longwood’s established Bolling Farms community, this beautifully presented four-bedroom, three-bath pool home pairs generous living spaces with an exceptional indoor-outdoor setting. A sweeping paver driveway, manicured lawn and graceful covered entry create a memorable arrival, while double glass doors open to a bright, thoughtfully designed single-story floor plan with 2500 square feet of living area. Tall ceilings, architectural columns, arched openings and expansive windows give the formal living and dining rooms an inviting sense of scale. Wood-look flooring continues through the bedrooms and formal spaces, while tile complements the kitchen and main gathering areas. At the heart of the home, the spacious kitchen features white cabinetry, granite countertops, stainless-steel appliances, a center island, breakfast bar and abundant storage. A window-lined breakfast nook overlooks the pool, and the adjoining family room is anchored by a fireplace with broad sliding doors framing the lanai and pond beyond. The private primary suite offers direct access to the outdoor living area, generous closet storage and a spacious bath with granite-topped vanities, a jetted soaking tub and separate walk-in shower. Three additional bedrooms and two full guest baths provide flexibility for overnight guests, a home office or multigenerational living. One guest bath also offers direct access to the pool area. Outdoors, the screened pool and spa take center stage. An expansive covered lanai creates plenty of room for dining, lounging and entertaining, while a built-in serving area adds function for gatherings. Beyond the screen enclosure, the direct pond frontage delivers an open natural backdrop and peaceful water views. Major improvements include a new HVAC system installed in 2025, and the seller will install a NEW ROOF prior to closing—two significant upgrades for the home’s next owner. Additional features include a two-car garage and interior laundry room. From mornings beside the water to evenings around the pool, this home offers a Florida lifestyle designed to be enjoyed year-round. The Longwood location places shopping, dining, parks, Historic Downtown Longwood, the SunRail station, the Lake Mary business corridor and Wekiwa Springs State Park within easy reach.

1413 Canal Point Road, Longwood

$450,000

4 Beds ⋅ 3 Baths ⋅ Wekiva Cove Ph 3 SubDv. ⋅ 32779 Zip Code

Under contract-accepting backup offers. Welcome to lakefront living in Wekiva Cove! Tucked away in the back of a Cul-De-Sac, this one is a must see! This is a fantastic opportunity to bring your handyman and imagination and make this rare find your own customized beauty! . This light-filled 4-bedroom, 3-bathroom home features high ceilings and a classic floor plan that balances open connectivity with comfortably defined spaces. Highlights include a warm living room with a cozy fireplace, a formal dining room, and a bright family room that opens directly to the large covered paver patio while seamlessly connecting to the kitchen and breakfast nook with picturesque lake views. Main-level living is effortless with a private primary suite alongside an additional bedroom and full bath—perfect for guests or a home office—while two oversized bedrooms and a third full bath await upstairs. Key upgrades like a new roof in 2023 and no carpet provide easy maintenance and peace of mind. This one is complete with an oversized 2-car garage, private lake front backyard, and community amenities including a scenic walking path, clubhouse, and pool. It is in an exceptional location close to I-4 and the 414 for easy travel access and is surrounded by shopping, restaurants and top-rated schools!! It is also just a few minutes from Wekiva Springs State Park where you can enjoy all the lush Florida nature it has to offer. Tour this one today!

208 Chichester Cove, Longwood

$1,500,000

5 Beds ⋅ 3 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code

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. Roof is 2018, Dock and seawall is 2021, AC 2021, Exterior paint 2019, Balcony resurfaced 2018. 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. 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. An 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

$798,911

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 05 SubDv. ⋅ 32779 Zip Code

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 including a natural creek, 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

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code

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

1336 Classic Drive, Longwood

$1,739,000

5 Beds ⋅ 4 Baths ⋅ Shadowbay Unit 1 SubDv. ⋅ 32779 Zip Code

Welcome to Paradise: A Rare Lakefront Opportunity Location, Location, Location. This isn't just a home, it's a lifestyle. Waterfront living on beautiful Lake Brantley, one of Central Florida’s premier Private ski lakes. Nestled on the water with resort style living at every turn, this beautiful lakefront property offers 5 bedrooms plus a home office and 3.5 bathrooms. Designed for both everyday living and effortless entertaining. Step outside to your own backyard oasis, complete with a sparkling pool, relaxing spa, and a fully equipped summer kitchen, perfect for hosting or unwinding after a long day. Boating enthusiasts will love the boat lift and floating jet ski ramp, offering direct, hassle-free access to the water. And when the day winds down, nothing compares to sunset happy hour on your own patio, offering breathtaking sunsets you simply can't beat. Set in a highly sought after neighborhood known for friendly neighbors, top “A” rated schools, private beach, boat ramp and tennis court this home delivers the complete package. Only one mile to shopping and dining and two miles to I-4 make it a highly desirable location. Luxury, Lifestyle, and Location.

236 S Shadowbay Boulevard, Longwood

$639,900

4 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks Sec 02 SubDv. ⋅ 32779 Zip Code

Under contract-accepting backup offers. This home is located on a spectacular pond front lot in the desirable Sweetwater Oaks neighborhood. As you enter the home a lovely entryway welcomes you in, and a large living room and dining room are immediately on your left. The living room has beautiful crown molding and a large picture window, which provides fantastic natural light. The adjacent dining room has bead board with chair rail molding, crown molding and flows directly into the kitchen. The kitchen offers ample counter space, a closet pantry, built-in desk, pass-through window to covered patio and a delightful eat-in area with French doors leading out to the patio. The large family room offers a brick wood-burning fireplace and French doors providing access to the covered patio. The private primary retreat is on the left side of the home and provides plenty of space along with pond views from the window. The primary retreat features French doors leading the patio, walk-in closet with a closet system and ensuite bathroom. The additional three bedrooms are on the other side of the home. The 2nd bedroom has an ensuite bathroom, closet with a closet system and French doors that offer access to the covered brick-floored patio and screened-in pool. The other two bedrooms both include closets with a closet system and they share a hallway bath with a dual sink vanity. The expansive covered patio includes a sink and cabinets and offers loads of space to relax and entertain in the shade. The patio overlooks the large screened-in sparkling pool with a water fountain feature. Beyond the pool and patio is loads of green space overlooking the pond. This property is a tropical gardner's delight. The home also includes a shed, inside utility room with plenty of cabinets and loads of storage in the garage. Other amenities include a newer roof (2024), newer HVAC (2020), new garage door opener and an irrigation well. The Sweetwater Oaks community features access to the beach and the boat ramp at Lake Brantley (ski lake), access to the Wekiva River, playground, park, pickelball and tennis. Welcome home!

305 S Sweetwater Boulevard, Longwood

$1,350,000

5 Beds ⋅ 6 Baths ⋅ Sweetwater Cove SubDv. ⋅ 32779 Zip Code

A FRESH RE-LAUNCH IN SWEETWATER OAKS! Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood

$850,000

Longwood Hills SubDv. ⋅ 32750 Zip Code

Rare 4.58-Acre Waterfront Parcel in the Heart of Longwood! This exceptional property presents a unique opportunity to build your dream estate or explore future development potential in one of Seminole County's most desirable locations. Nestled among established estate homes, the property features approximately 425 feet of pond frontage, mature trees, and a picturesque setting that offers the perfect blend of privacy, natural beauty, and everyday convenience. With more than 4.5 acres, there's plenty of room to create a custom residence with a detached garage, workshop, guest house, resort-style pool, recreational amenities, and more. The previous home has been removed, creating a blank canvas ready for your vision. An existing well and septic system are already in place, adding value and reducing future development costs. Enjoy the tranquility of country-style living while being just minutes from shopping, dining, major highways, top-rated Seminole County schools, and the many attractions of Central Florida. Large acreage parcels in Longwood are increasingly difficult to find. Whether you're seeking a private waterfront retreat or a property with investment and development potential, this is an opportunity you won't want to miss. Buyers are encouraged to verify zoning, land use, lot split potential, utility availability, and development requirements with Seminole County.

Lazy Acres Lane, Longwood

$1,388,000

5 Beds ⋅ 6 Baths ⋅ Sweetwater Club Unit 1 SubDv. ⋅ 32779 Zip Code

Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top to bottom with marble tile flooring and walls throughout most of the first floor. Pull into the lot by way of the wrap around driveway that leads to a massive three car garage, with extra exterior parking space as well. Upon entry, you'll be greeted by a gorgeous luxury vinyl plank staircase with a luxury glass railing. To your left is the show-stopping kitchen with brushed-gold accents throughout, and new high-end appliances to match. You'll be amazed by the honeycomb-inspired mosaic backsplash and the gorgeous premium light fixtures above the island and in the attached dining room. The kitchen also features a massive walk-in pantry, a smaller bonus pantry, a convenient half bath, and a hidden protracting charging station for all of your wireless needs. From the dining room, step down into the family room with a gorgeous built in electric fireplace that also connects to the expansive living room, both with massive ceiling fans. Also conveniently located on the first floor is a bonus room with an exterior door that's perfect for an office. From there, step into the massive 3 car garage that has also been finished with marble tile flooring. Connected to the garage is the 5th bedroom with exterior access and a full ensuite bathroom, perfect to convert to an in-law suite, or even a gym or tool room. From the living room, step out to the back patio area that is made for entertaining. It has been set up with a bar, wine cooler, built in grill, and a large fan to create the perfect space that is just begging to watch your favorite sports team with friends and family. Then of course is the pool and built in hot tub, a convenient half bath, and also includes a sauna that comfortably accommodates three guests. Upstairs you'll find the four main bedrooms, with two of the guest rooms having full ensuite baths with exterior access to the upstairs patio overlooking the pond. The laundry room is conveniently located upstairs as well, so no worrying about running back and forth downstairs for your laundry duties. The primary bedroom is massive, and includes a built in vanity desk with custom shelving, additional built in shelving, a massive walk in closet, and exterior access to a covered outdoor hallway that connects to the second bedroom. The primary bathroom is truly show-stopping with a massive frameless shower, floating custom vanities, brushed gold hardware, and an architectural wood-slat feature wall creating a true resort-style ambiance. Roof, HVAC and plumbing has been updated and is less than two years old, and the home also features a tankless hot water heater. The septic tank was also cleaned/inspected in September of 2025. Every window and sliding door has been upgraded to double-pane, giving you energy efficient peace of mind that is a must-have in the Florida heat. With designer finishes throughout, luxurious living spaces, and attention to detail from top to bottom, the only thing missing is you! Schedule your private showing today before someone else calls it home.

305 Sweetwater Club Circle, Longwood

$1,695,000

4 Beds ⋅ 4 Baths ⋅ Lake Brantley Isles Amd SubDv. ⋅ 32779 Zip Code

Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

$1,250,000

32779 Zip Code

Set along the scenic Wekiva River, these two exceptional, side-by-side waterfront homesites spanning 5.13 acres (Parcel # 7-20-29-300-004A-0000) and 4.64 acres (Parcel # 27-20-29-300-0040-0000) present a rare and compelling opportunity within the prestigious Markham Woods Corridor. Offered individually or together, this unique pairing provides flexibility for a singular private estate or two distinct residences. Offering a refined balance of privacy, natural beauty and long-term value, the properties are surrounded by established multimillion-dollar estates and accessed by paved roads, creating a setting that feels exclusive and effortlessly connected. Both parcels span flood zones X and AE, with the AE portion closer to the river, allowing for thoughtful site planning that maximizes usability and the enjoyment of their serene riverfront setting. Their generous scale and proportions provide an ideal canvas for a custom estate designed to capture tranquil water views while maintaining a heightened sense of seclusion. Zoned A-1, the homesites support a variety of residential possibilities, including construction of a custom single-family residence, while preserving the open, pastoral character that defines this desired corridor. Ideally, within highly regarded school zones and just moments from major roadways, shopping, dining and everyday conveniences, the properties offer a seamless blend of peaceful retreat and modern accessibility. Opportunities of this scale and setting along the Wekiva River are increasingly rare. Whether envisioned as a private sanctuary or a legacy estate, this remarkable offering invites the creation of something exceptional in one of Seminole County’s sought-after enclaves.

Delk Road, 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

$2,785,000

5 Beds ⋅ 6 Baths ⋅ Wingfield Reserve Ph 3 SubDv. ⋅ 32779 Zip Code

Under contract-accepting backup offers. At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.

2228 Earleaf Court, Longwood

$625,000

32779 Zip Code

Set along the scenic Wekiva River, this rare 4.64-acre estate homesite presents an exceptional opportunity in the desired Markham Woods Corridor. This expansive waterfront offering reflects a refined balance of privacy, natural splendor and enduring value, surrounded by distinguished multimillion-dollar estates and accessed by quiet paved roads that enhance its sense of exclusivity. The property reveals a graceful interplay of upland and riverfront terrain, inviting a bespoke approach to site planning that fully embraces the beauty and serenity of its surroundings. With its generous scale and captivating waterfront backdrop, this homesite offers an extraordinary canvas upon which to create a custom residence of architectural distinction, thoughtfully designed to complement the landscape. Zoned A-1, the parcel supports a range of residential possibilities, including creation of a grand single-family estate, while preserving the open estate character that defines this prestigious corridor. Ideally positioned in highly regarded school zones and offering effortless access to major roadways, fine dining and premier shopping destinations, the location provides a seamless blend of seclusion and convenience. Whether envisioned as a private sanctuary or a legacy property to be enjoyed for generations, opportunities of this caliber along the Wekiva River are increasingly rare. This is a compelling offering for those seeking to craft a residence of enduring elegance in one of Seminole County’s distinguished and sought-after settings.

Delk Road, Longwood

$625,000

32779 Zip Code

Along the winding expanse of the Wekiva River, this exceptional 5.13-acre waterfront homesite presents a rare opportunity in the prestigious Markham Woods Corridor. Offering a refined balance of privacy, natural beauty and long term value, the property is surrounded by established multimillion dollar estates and accessed by paved roads, creating a setting that feels exclusive and effortlessly connected. The parcel spans flood zones X and AE, with the AE portion closer to the river, allowing for thoughtful site planning that maximizes usability and the enjoyment of its serene riverfront setting. Its generous scale and proportions provide an ideal canvas for a custom estate designed to capture tranquil water views while maintaining a heightened sense of seclusion. Zoned A-1, the homesite supports a variety of residential possibilities, including construction of a custom single-family residence, while preserving the open, pastoral character that defines this coveted corridor. Ideally within highly regarded school zones and just moments from major roadways, shopping, dining and everyday conveniences, the property offers a seamless blend of peaceful retreat and modern accessibility. Opportunities of this scale and setting along the Wekiva River are increasingly rare. Whether envisioned as a private sanctuary or a legacy estate, this remarkable 5.13-acre parcel invites creation of something exceptional in one of Seminole County’s sought after enclaves.

Delk Road, Longwood

$478,000

3 Beds ⋅ 3 Baths ⋅ Na SubDv. ⋅ 32779 Zip Code

Location, Location! This is the most desirable location in Longwood. Large 2.69 acre lot, home needs complete rehab and is price accordingly. But it can be a good home again, or tear down and build your dream home. Seller is motivated but not taking low offers as it is priced at a good value for even just the land.

155 Parsons Road, Longwood

$699,000

4 Beds ⋅ 4 Baths ⋅ Sweetwater Oaks Sec 04 SubDv. ⋅ 32779 Zip Code

Virtually Staged. PRICE REDUCTION! This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.

204 Blue Lake Drive, Longwood

$10,000,000

32779 Zip Code

Offered exclusively as a combined 9.53-acre lakefront opportunity, this property consists of two contiguous residential parcels along Central Florida’s highly sought-after Markham Woods corridor. The parcels are being offered together only and feature approximately 846 feet of frontage on Rice Lake, creating a remarkable setting for a private lakefront estate or legacy family compound. The scale of the property, substantial lake frontage and established Markham Woods location provide an increasingly difficult-to-replicate combination of acreage, privacy and convenience. Currently zoned RC-1, the property offers a peaceful natural setting while remaining convenient to Lake Mary, Longwood, major transportation corridors, shopping, dining and surrounding amenities. For buyers interested in uses beyond a single private estate, additional residential possibilities may exist subject to zoning, subdivision requirements, site conditions and all applicable governmental approvals. Buyers are encouraged to conduct independent due diligence regarding their intended use. The offering includes two contiguous parcels totaling approximately 9.53 acres and will be sold together only. Serious inquiries are welcomed. Contact the listing agent for additional property information or to arrange a private tour.

Markham Woods Road, Longwood

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