16614 HARBOR SAIL WAY, WINTER GARDEN, FL, 34787
$1,495,000
Residential
Bedrooms
6
Bathrooms
6
Living Area
4,882 Sqft
Lot Size
14,997 Sqft
An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the entire home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center, community pool, and exclusive Johns Lake access. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.
Property Details
Property Features Property Features
MLS ID: MFRO6414639 Year Built: 2016
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator Architectural Style: Mediterranean
Association Amenities: Clubhouse, Fitness Center Community Features: Clubhouse, Fitness Center, Gated Community - No Guard, Playground, Sidewalks, Street Lights
Construction Materials: Block, Stone, Stucco Cooling: Central Air
Country: US County Or Parish: Orange
Direction Faces: East Exterior Features: Balcony, Courtyard, Garden, Lighting, Rain Gutters, Sidewalk
Fireplace Features: Decorative, Electric, Living Room Flooring: Carpet, Tile, Wood
Foundation Details: Slab Furnished: Negotiable
Heating: Electric Laundry Features: Gas Dryer Hookup, Inside, Washer Hookup
Levels: Two Listing Agreement: Exclusive Right To Sell
Listing Terms: Cash, Conventional Occupant Type: Owner
Other Equipment: Irrigation Equipment Parking Features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Off Street, Garage, Workshop in Garage
Patio And Porch Features: Covered, Patio, Rear Porch, Screened Pets Allowed: Yes
Pool Features: Auto Cleaner, Gunite, Heated, In Ground, Salt Water, Screen Enclosure Property Sub Type: Single Family Residence
Property Type: Residential Road Surface Type: Paved
Roof: Tile Security Features: Gated Community, Security Lights, Security System, Smoke Detector(s)
Sewer: Public Sewer Showing Requirements: Coming Soon - Allowing Showings, 24 Hour Notice, Appointment Only, Call Listing Agent, Gate Code Required, Listing Agent Must Accompany
Spa Features: Heated, In Ground Special Listing Conditions: None
Standard Status: Active State Or Province: FL
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected Vegetation: Fruit Trees, Mature Landscaping, Trees/Landscaped
Water Source: Public Window Features: Blinds, Drapes, Shades, Window Treatments
Rooms Rooms
Living Room: 22.1x16.7 ft Kitchen: 17.6x18.9 ft
Primary Bedroom: 19x19.9 ft Office: 11.4x11.2 ft
Primary Bathroom: 12.6x19.9 ft Bedroom 1: 16x16.9 ft
Bathroom 1: 5x9.1 ft Loft: 21.1x19.2 ft
Media Room: 24.6x17.2 ft Bedroom 3: 12.1x12.4 ft
Bedroom 4: 14.9x13.8 ft Bathroom 3: 6.7x15.5 ft
Bedroom 5: 13.4x12.9 ft Bathroom 4: 5.4x13.9 ft
Dining Room: 13.6x13.8 ft
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