14039 HAMPSHIRE BAY CIRCLE Winter Garden, FL $ 819,900
14039 HAMPSHIRE BAY CIRCLE
$ 819,900
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14039 HAMPSHIRE BAY CIRCLE

Winter Garden, FL, 34787
$ 819,900
Bedrooms4 Baths3.2 Sq 3,801

Monthly Estimate*

$ 5,048

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Single Family Home for sale in Winter Garden, FL

for $819,900 with 4 bedrooms and 3 full baths, 2 half baths. This 3,801 square foot home was built in 2006 on a lot size of 0.4.

Fully Renovated 4BR Luxury Home | Bay Isle Gated | Private Cinema | Grand Primary Suite | Corner Lot Fully renovated 4-bedroom, 3.5-bath plus additional upstairs half bath, home located in the desirable Bay Isle gated community in Winter Garden. Residents enjoy access to a private lake, park, sidewalks, and gated security. HOA covers landscaping, private roads, amenities, and security. This premium corner-lot property features an oversized paved courtyard with ample space for a future pool and custom outdoor living area, ample parking, irrigation system, rain gutters, and a whole-house water filtration system (owned, no lease). Spacious layout includes open kitchen/family room, living/dining room combo, extended loft, private cinema room with reclining theater seating, 120” screen, short-throw projector, and surround sound system, and enclosed lanai ideal for entertaining. Interior features include porcelain tile flooring in main living areas and kitchen, high ceilings, crown molding, solid wood cabinetry, solid surface countertops, walk-in closets, and showers in all full bathrooms. The grand primary suite on the main level features a spa-style bathroom with jetted soaking tub and dual shower, along with two walk-in closets and an exceptional bonus area with three separate rooms and independent entrance, currently used as additional closets, offering flexible potential for a home office, gym, studio, or private retreat. Recent updates include roof replaced in 2021 and three A/C units (one brand new) for enhanced efficiency and reliability. The floor plan offers: • Primary suite on the main level • Upstairs private suite with bathroom and walk-in closet • Two additional upstairs bedrooms with shared full bathroom • Additional upstairs half bath (powder room) Prime location near Winter Garden Village, new hospital, and just minutes from charming Downtown Winter Garden, with easy access to major highways, theme parks, and Orlando International Airport.

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Single Family Active

Price

$ 819,900

Bedrooms

4

Full Bath

3

Half Bath

2

Property Type

Single Family

Taxes

$ 11,068

Style

Single Family Residence

Lot Size

0.4

Year Built

2006

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6274785

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Available Cable Connected Sewer Available Sewer Connected Water Available Water Connected
Roof Shingle
Appliances Convection Oven Dishwasher Disposal Dryer Electric Water Heater Microwave Range Refrigerator
Zoning R-1
HOA Fee 141
Garage Spaces 2
Association Fee Includes Maintenance Grounds Private Road Recreational Facilities Security
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2006
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Community Features Water Access Gated Community - Guard Park Playground Sidewalks
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name BAY ISLE 48 17
Facing Direction Southeast
Garage Y/N true
Total Rooms 10
Full Baths 3
Status Active
Directions Take Winter Garden Vineland Rd to Hampshire Bay Cir Use the left lane to turn left onto Winter Garden Vineland Rd Slight left to stay on Winter Garden Vineland Rd At the traffic circle take the 2nd exit and stay on Winter Garden Vineland Rd Turn left onto Bristol Isle Ln Turn right onto Hampshire Bay Cir
City WINTER GARDEN
Association Name SINDI KLEIN-HAMIL
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 17609
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Land Lease Y/N false
Tax Annual Amount 11068.48
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6274785
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 42
Legal Description BAY ISLE 48/16 LOT 42
Minimum Lease 8-12 Months
Water Access Y/N false
Monthly HOA Amount 141
Water View Y/N false
Flood Zone Code x
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Interior
Interior Amenities Attic Fan Ceiling Fan(s) Eating Space In Kitchen High Ceilings Kitchen/Family Room Combo Living Room/Dining Room Combo Primary Bedroom Main Floor Walk-In Closet(s) Window Treatments
Flooring Porcelain Tile Vinyl
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 2
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 5
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Rain Gutters
Water Source Public
Lot Size Area 17609
Foundation Details Slab
Building Area Total 4590
Lot Size Acres 0.4
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Summerhill Realty Group Llc

Broker

kellylima1911@gmail.com

Email

Affordability Calculator

$5,971
Per Month
85%
15%
0%
Monthly Principal & Interest
$5,048
Monthly Property Taxes
$922
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
2/20/2026$819,900 -0.01% Price Down
2/2/2026$820,000 Listed Price

Map


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14039 HAMPSHIRE BAY CIRCLE, Winter Garden, FL, 34787 is a Single Family Home for sale at $819,900 with 3,801 sqft and a lot size of 0.4. 14039 HAMPSHIRE BAY CIRCLE has 4 bedrooms, 3.2 baths, and was built in 2006. The property's zip code is 34787 which is in Winter Garden, FL