14411 Hampshire Bay Circle, Winter Garden, FL 34787

Winter Garden
Local realty services provided by:Gulf Shores Realty ERA Powered
14411 Hampshire Bay Circle,Winter Garden, FL 34787
$885,000
Virtual Tour
  • 4 Beds
  • 5 Baths
  • 4,010 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Aug 15
    12:00 pm - 02:00 pm
Listed by: julie bettosini, pa
Office: stockworth realty group
MLS#:O6413972
Source:MFRMLS

Price summary

  • Price:$885,000
  • Price per sq. ft.:$175.28
  • 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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:2005
  • Subdivision & Development:BAY ISLE 48 17
  • Listing ID #:O6413972
  • Added:68 day(s) ago
  • Updated:August 13, 2026 at 09:26 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:$885,000
  • Price per sq. ft.:$175.28
  • 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
MLS LogoThe information being provided by Stellar Mls is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Stellar Mls. Gulf Shores Realty ERA Powered is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Gulf Shores Realty ERA Powered, a broker participant of Stellar Mls. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Stellar Mls and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2026 Stellar Mls. All rights reserved.

New listings near 14411 Hampshire Bay Circle