Waterfront Homes for Sale in Longwood, FL

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

$5,999,999

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, 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

Acreage & Unrec SubDv. ⋅ 32750 Zip Code

We are pleased to offer this Industrial Investment Site for Sale. Consisting of 2.02(+-) Acres with 6 Buildings totaling 19,200(+-) SF -- Two of the 3,000 SF units (leased) and Three of the 2,000 SF units leased (1) 7200 SF Owner Occupied (car dealership). All units are individually metered and tenants pay their own utilities. Seller Financing: Minimum $500,000 down - 25-year amortization with a balloon at the end of 5 years - 7% interest rate - Buyer will be required to provide credit screening and financials for approval. 7,200(+-) SF Front Warehouse Building Includes 2,000(+-) SF Class A Office Space Fully Furnished FOR LEASE $17 per square foot NNN (5 year Lease with 3% annual escalation)

145 Ronning Way, Longwood

$4,499,000

7 Beds ⋅ 10 Baths ⋅ Alaqua Lakes Ph 5b SubDv. ⋅ 32779 Zip Code

A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes synonymous with exceptional quality, timeless design, and uncompromising integrity. In Central Florida, the Dave Brewer name on a custom residence represents exactly that distinction, and this estate is a flagship property of his vast portfolio. An astonishing 7 bedrooms(6 on the main level), and 7 full baths with 3 half baths, this residence is designed for both grand-scale entertaining and everyday living, and showcases an extensive list of high-end upgrades. Discover elegant travertine flooring, a professionally designed chef’s kitchen with double ovens, dual Sub-Zero built-in refrigerators, two dishwashers, a six-burner Dacor gas cooktop, an oversized center island with freezer drawers, and an expansive walk-in pantry/prep kitchen complete with additional refrigeration and prep space. The thoughtfully designed floor plan features a dedicated children’s wing with a private play area, an upstairs nanny or guest suite, and a luxurious owner’s retreat with a beverage center, spa-inspired bath, and extraordinary custom walk-in closets. A richly appointed executive office with dual custom workstations and adjoining storage rooms enhances the home’s functionality. Exceptional custom details continue throughout the residence, including extensive built-in cabinetry and a spectacular 1,000-gallon saltwater double-sided aquarium serving as a dramatic focal point within the family room and game room. The outdoor living experience is equally impressive, featuring a gated motor court leadng to an oversized 5 car garage, while the rear boasts a resort-style saltwater pool and spa, expansive pavered lanai and entertaining areas, custom summer kitchen, and lush professionally designed landscaping creating a truly private resort atmosphere. This is a one-of-a-kind luxury offering in one of Central Florida’s most sought-after golf and country club communities. Located just steps from the community’s exceptional amenities, residents of Alaqua Lakes enjoy access to a pavilion, 7-acre park, junior Olympic pool, Har-Tru tennis courts, beach volleyball, basketball courts, multipurpose fields, playground, and social events all within a natural gas community known for its exclusivity and lifestyle. 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.

3540 Legacy Hills Court, Longwood

$4,125,000

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

$3,995,000

6 Beds ⋅ 10 Baths ⋅ Alaqua Ph 3 SubDv. ⋅ 32779 Zip Code

Alaqua's flagship estate: an unparalleled custom residence set on a rare 2.31-acre double homesite, the widest within Seminole County's premier luxury neighborhood, the 24-hour guard-gated community of Alaqua. Surrounded by sweeping golf course, conservation, and water views, this remarkable property offers an extraordinary combination of privacy, scale, architectural presence, and resort-style living. A stately porte-cochère creates an impressive arrival and introduces an interior defined by soaring ceilings, intricate millwork, abundant natural light, and a dramatic grand dual staircase. At the heart of the residence, the formal living room makes a striking statement with coffered 23' ceilings, expansive two-level windows taking advantage of vistas behind, custom built-ins, and an elegant fireplace. Generous proportions and a seamless connection to the surrounding living spaces make the home equally suited for intimate gatherings and grand-scale entertaining. The gourmet kitchen is designed for both beauty and function, featuring premium appliances, extensive custom cabinetry, and an oversized center island with abundant workspace and seating. Opening directly to the spacious family room, the kitchen creates an inviting environment for everyday living while maintaining the sophistication expected of an estate of this caliber. A gracious formal dining room provides an elegant setting for memorable dinners and special occasions. The upper-level primary suite is a private retreat unto itself, showcasing picturesque golf and water views along with beautifully designed custom walk-in closets. The spa-inspired bath features dual vanities, polished marble finishes, an oversized frameless-glass shower, and a freestanding soaking tub. A private kitchenette and dedicated laundry further enhance the suite’s exceptional comfort and convenience. Adjacent to the primary suite, a distinctive glass-enclosed room overlooks the dramatic living space below and offers remarkable versatility as a private office, fitness studio, sitting room, or additional retreat. Multiple ensuite bedrooms provide privacy and comfort for family and guests, while a dedicated theater is designed for an immersive entertainment experience, featuring custom wood detailing, cove lighting, a convenient minibar, surround sound, and a sophisticated cinematic atmosphere. Outdoors, the estate transforms into a private resort. The expansive pool and raised spa are complemented by dramatic water features and lush tropical landscaping, creating an atmosphere of serenity and seclusion. A fully equipped outdoor kitchen with built-in grill, hood, generous preparation areas, and service space makes year-round entertaining effortless. Expansive pool decking provides abundant room for lounging and entertaining, while the covered lanai—with decorative beams and multiple ceiling fans—offers a sophisticated extension of the home’s interior living spaces. Beyond, panoramic golf course and water views create a spectacular backdrop from morning through evening. From quiet mornings overlooking the water to unforgettable gatherings beneath the covered lanai, 2405 Alaqua Drive represents a rare opportunity to own a truly exceptional estate on one of Alaqua’s most distinctive double homesites. This property may be under audio/visual surveillance.

2405 Alaqua Drive, Longwood

$3,700,000

Kathryn Park SubDv. ⋅ 32750 Zip Code

Four-suite commercial property generating $238,491 NOI at 6.45% cap rate. 100% leased to established tenants with staggered expirations through 2028; anchor tenant (recreation) secured through 2030 with renewal options. All leases include NNN structure with CAM recovery and 3–4% annual escalations. Carlitos Tire recently extended through 8/31/28. Highway 17-92 frontage provides established commercial visibility. Masonry construction, 16,220 SF, 1.17 acres, 21 parking spaces. Built 2007. For experienced NNN investors and 1031 exchangers.

2350 S Us Highway 17 92, 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

1041 Sweetwater Club Boulevard, Longwood

$3,399,000

6 Beds ⋅ 9 Baths ⋅ Sweetwater Club Estates SubDv. ⋅ 32779 Zip Code

Beyond private wrought-iron gates on 2.89 acres in prestigious Sweetwater Club Estates, this extraordinary 10,623-square-foot residence offers impressive scale, privacy, and resort-style living. Designed for grand entertaining and multigenerational living, the estate features six bedrooms, seven full and two half baths, soaring cathedral ceilings, handcrafted woodwork, dramatic sandstone accents, and multiple fireplaces. The spectacular two-story great room features wood-clad ceilings, a stone fireplace, and full entertaining bar, complemented by a dedicated theater, richly appointed parlor, and expansive executive office with a full bath. Five bedrooms and eight bathrooms are located on the main level, including a secondary primary suite ideal for extended family or guests. Upstairs, the entire second floor becomes the private owner's retreat with a stone fireplace, sitting room, and private office. Outside, sandstone patios surround a resort-style pool, spa, and cascading waterfall, while a gazebo and expansive grounds provide exceptional space for entertaining and future recreational amenities. A detached six-car garage offers outstanding capacity for collectors and enthusiasts. Recent improvements include a newer roof and six replaced HVAC systems. Residents enjoy private access to Sweetwater Beach and Lake Brantley, including the community boat ramp, plus tennis and basketball courts and picnic facilities. Convenient to Wekiwa Springs State Park, I-4, SR 434, and SR 436. Nearly three private acres, more than 10,600 square feet, six-car garaging, flexible multigenerational living, and exceptional entertaining spaces create a rare opportunity to personalize a true Central Florida legacy estate. Schedule your private showing today.

1041 Sweetwater Club Boulevard, Longwood

585 S Ronald Reagan Boulevard Unit 101, Longwood

$2,750,000

32750 Zip Code

We are pleased to present this 14,040 SF building for Sale!! This building consists of 5 units – 2 units are tenant occupied, and 3 units are vacant and available for lease @ $16.00/square foot on a NNN lease with a $4.00/square foot CAM fee. New rubber membrane roof coating installed 2023. Seller financing with a minimum of 20PERCNT down on a 5-year fully amortized loan at 5.5prcnt Unit 107 - The child care/chrch tenant occupies approximately 6027SF and paying $8253/Month. This unit has a sprinkler system, it's the only unit in the complex that has a sprinkler system. Unit 113 – Vacant, available for Lease Unit 121 – Vacant, New HVAC, available for Lease Unit 127 – Vacant, available for Lease Unit 133 - Call Center occupies approximately 2300SF and paying $3200/Month on a month-to-month lease.

585 S Ronald Reagan Boulevard Unit 101, Longwood

$2,500,000

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

$2,475,500

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 5 bedrooms, large office, spacious bonus room, 5 full bathrooms and 2 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. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar and surround sound. 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 1700 sq ft screened lanai and deck creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. 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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