16614 Harbor Sail Way
WINTER GARDEN, FL 34787
6
Bed
6
Bath
4,882Sqft
0.34Acre(Lot)
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 6Bathroom Information
Total Baths: 6 Full Baths: 5 Half Baths: 1Interior Features
Built-in Features, Ceiling Fans(s), Central Vaccum, Crown Molding, Eat-in Kitchen, High Ceilings, In Wall Pest System, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s) Roof: Tile Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator Laundry Features: Gas Dryer Hookup, Inside, Washer HookupRoofing Information
Tile -
Flooring Information
Flooring: Carpet, Tile, Wood Construction Materials: Block, Stone, Stucco -
Heating & Cooling
Heating: Electric Cooling: Central Air WaterSource: Public
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Building Information
Year Built: 2016 -
Exterior Features
Balcony, Courtyard, Garden, Lighting, Rain Gutters, Sidewalk Construction Materials: Block, Stone, Stucco Foundation Details: Slab -
Pool Features
Private Pool: 1 Auto Cleaner, Gunite, Heated, In Ground, Salt Water, Screen Enclosure
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Lot Information
Lot Square Feet: 14997 Lot Acres: 0.34 Lot Size (SqMt): 1393Property Information
Property Type: Residential Sub Type: Single Family Residence Style: Mediterranean
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Listing Price Information
Original List Price:$1495000
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Tax Information
Tax Block: 00 Tax Book Number: 82/80 Tax Lot: 129 Tax Legal Description: WATERSIDE ON JOHNS LAKE - PHASE 1 82/74LOT 129 Annual Tax: $11216.47 Tax Year: 2025 Parcel Number: 05-23-27-8900-01-290
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Virtual Tour
Parking Information
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Off Street, Garage, Workshop in GarageGarage Information
Has Garage: Yes Garage Space: 3Homeowners Association Information
Included Amenities: Clubhouse, Fitness Center HOA: $168.00 Monthly
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School Information
Elementary School: Hamlin Elementary Junior High School: Hamlin Middle Senior High School: West Orange High -
Utility Information
BB/HS Internet Available, Cable Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: WATERSIDE/JOHNS LAKE PH 1 City: WINTER GARDEN Direction: Exit SR 429 at Stoneybrook West Parkway (Exit 19). Head west on Stoneybrook West Parkway. Continue onto Marsh Road for approximately 1 mile. Turn right onto Broadwater Avenue (entrance to Waterside on Johns Lake). Follow Broadwater Avenue through the community. Continue until you reach Harbor Sail Way. Turn left onto Harbor Sail Way. Continue to 16614 Harbor Sail Way, Winter Garden, FL 34787.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 15115 Pigeon Plum Lane, ,, FL, 34787 | $505,000 | 3 | 2 | 1,728 | 1,728 SqFt |
| Undisclosed Address, Winter Garden, FL, 34787 | $320,000 | 2 | 2 | 1,434 | 1,434 SqFt |
| 15806 Gem View St, Winter Garden, FL, 34787 | $495,000 | 2 | 2 | -- | |
| 14501 Grove #3425, Winter Garden, FL, 34787 | $480,000 | 2 | 2 | -- | |
| 921 Westcliffe Drive, Winter Garden, FL, 34787 | $750,000 | 4 | 3 | 2,354 | 2,354 SqFt |
| Undisclosed Address, Winter Garden, FL, 34787 | $599,000 | 3 | 2 | 1,827 | 1,827 SqFt |
| 120 Blue Stone Circle, Winter Garden, FL, 34787 | $747,900 | 4 | 3 | 2,529 | 2,529 SqFt |
| 1701 E Bay Street, Winter Garden, FL, 34787 | $295,000 | 2 | 2 | 825 | 825 SqFt |
| 12513 Scarlett Sage Court, Winter Garden, FL, 34787 | $875,000 | 5 | 3 | 3,570 | 3,570 SqFt |
| 849 Shadowmoss Drive, Winter Garden, FL, 34787 | $745,000 | 5 | 3 | 2,620 | 2,620 SqFt |
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Based on information submitted to the MLS GRID as of 06/14/2026 @ 18:20. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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ByOwner last updated this listing 06/14/2026 @ 18:20
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