16614 Harbor Sail Way, Winter Garden, FL 34787

Winter Garden
Local realty services provided by:Better Homes and Gardens Real Estate Synergy
16614 Harbor Sail Way,Winter Garden, FL 34787
$1,399,000
Virtual Tour
  • 6 Beds
  • 6 Baths
  • 4,882 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Thu, Sep 24
    03:00 pm - 05:00 pm
Listed by: garry walmsley
Office: global florida realty
MLS#:O6414639
Source:MFRMLS

Price summary

  • Price:$1,399,000
  • Price per sq. ft.:$216.93
  • Monthly HOA dues:$168

About this home

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...

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Home facts

  • Year built:2016
  • Subdivision & Development:WATERSIDE/JOHNS LAKE PH 1
  • Listing ID #:O6414639
  • Added:103 day(s) ago
  • Updated:September 21, 2026 at 04:53 PM

Rooms and interior

  • Bedrooms:6
  • Total bathrooms:6
  • Full bathrooms:5
  • Half bathrooms:1
  • Flooring:Carpet, Tile, Wood
  • Dining Description:Eat In Kitchen, Formal Dining Room
  • Kitchen Description:Built-In Oven, Cooktop, Dishwasher, Disposal, Eat-in Kitchen, Microwave, Range, Range Hood, Refrigerator, Solid Wood Cabinets, Stone Counters
  • Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Walk-In Closet(s)
  • Living area:4,882 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Electric
  • Central air:Yes

Structure and exterior

  • Roof:Tile
  • Year built:2016
  • Building area:4,882 sq. ft.
  • Lot area:0.34 Acres
  • Architectural Style:Mediterranean
  • Construction Materials:Block, Stone, Stucco
  • Exterior Features:Balcony, Courtyard, Covered Porch/Patio, Garden, Lighting, Patio, Rain Gutters, Rear Porch, Screened, Sidewalk
  • Foundation Description:Slab
  • Levels:2 Story

Schools

  • High school:West Orange High
  • Middle school:Hamlin Middle
  • Elementary school:Hamlin Elementary

Utilities

  • Water:Public, Water Connected
  • Sewer:Public Sewer, Sewer Connected

Finances and disclosures

  • Price:$1,399,000
  • Price per sq. ft.:$216.93
  • Tax amount:$11,216 (2025)

Features and amenities

  • Appliances:Built-in Oven, Cooktop, Dishwasher, Disposal, Dryer, Irrigation Equipment, Microwave, Range, Range Hood, Refrigerator
  • Laundry features:Dryer, Gas Dryer Hookup, Inside, Washer Hookup
  • Amenities:BB/HS Internet Available, Built-In Features, Cable Available, Cable Connected, Ceiling Fans(s), Central Vaccum, Clubhouse, Crown Molding, Eat-in Kitchen, Fitness Center, High Ceilings, In Wall Pest System, Irrigation Equipment, Open Floorplan, Phone Available, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Underground Utilities, Vaulted Ceiling(s), Walk-In Closet(s)
  • Pool features:Automatic Cleaner, Gunite, Heated, In Ground, Private Pool, Salt Water, Screen Enclosure

Parking

  • Parking description:Attached Garage, Circular Driveway, Driveway, Garage, Garage Door Opener, Garage Faces Side, Guest, Off Street, Workshop in Garage
  • Garage:Yes
  • Garage spaces:3
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