14411 Hampshire Bay Circle, Winter Garden, FL 34787

Winter Garden
Local realty services provided by:ERA American Suncoast
14411 Hampshire Bay Circle,Winter Garden, FL 34787
$870,000
Virtual Tour
  • 4 Beds
  • 5 Baths
  • 4,010 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Sep 26
    12:00 pm - 03:00 pm
Listed by: julie bettosini, pa
Office: stockworth realty group
MLS#:O6413972
Source:MFRMLS

Price summary

  • Price:$870,000
  • Price per sq. ft.:$172.31
  • Monthly HOA dues:$182

About this home

Nestled within the prestigious gated enclave of Bay Isle, this distinguished Toll Brothers home offers a rare combination of sophisticated design, thoughtful craftsmanship, and resort-caliber amenities — all within walking distance of Winter Garden Village and AdventHealth. A soaring two-story foyer and grand living room welcome you with an abundance of natural light streaming through an exceptional array of windows — a hallmark of the home's open, airy character. At the heart of the home lies a commanding gourmet kitchen, completely updated in 2021 with quartz countertops, a handsome marble backsplash, and a professional-grade induction cooktop with custom hood vent. Rich cherry cabinetry, a wall oven, built-in microwave, generous center island, and extensive counter space are all finished with elegant crown molding — flowing seamlessly into the expansive family room with French doors opening to the outdoor living area. The main-level primary suite is a true sanctuary, featuring rich...

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Home facts

  • Year built:2005
  • Subdivision & Development:BAY ISLE 48 17
  • Listing ID #:O6413972
  • Added:112 day(s) ago
  • Updated:September 26, 2026 at 08:41 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Full bathrooms:3
  • Half bathrooms:2
  • Flooring:Carpet, Laminate, Tile
  • Dining Description:Breakfast Room, Formal Dining Room
  • Kitchen Description:Built-In Oven, Cooktop, Dishwasher, Disposal, Kitchen/Family Room Combo, Microwave, Range Hood, Refrigerator, Solid Wood Cabinets, Stone Counters
  • Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
  • Living area:4,010 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central, Electric, Heat Pump
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:2005
  • Building area:4,010 sq. ft.
  • Lot area:0.3 Acres
  • Lot Features:Level, Paved, Private, Sidewalk
  • Construction Materials:Block, Stucco
  • Exterior Features:Covered Porch/Patio, Outdoor Shower, Patio, Rear Porch, Screened, Sidewalk
  • Foundation Description:Slab
  • Levels:2 Story

Schools

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

Utilities

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

Finances and disclosures

  • Price:$870,000
  • Price per sq. ft.:$172.31
  • Tax amount:$11,924 (2025)

Features and amenities

  • Appliances:Built-in Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Irrigation Equipment, Microwave, Range Hood, Refrigerator
  • Laundry features:Inside, Laundry Room
  • Amenities:BB/HS Internet Available, Cable Available, Ceiling Fans(s), Crown Molding, Gated, High Ceilings, Irrigation Equipment, Kitchen/Family Room Combo, Open Floorplan, Park, Playground, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Underground Utilities, Walk-In Closet(s)
  • Pool features:Gunite, In Ground, Private Pool, Salt Water, Screen Enclosure, Tile

Parking

  • Parking description:Attached Garage, Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Garage Faces Side
  • Garage:Yes
  • Garage spaces:3
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