14039 HAMPSHIRE BAY CIRCLE
WINTER GARDEN, FL 34787
About this home
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.
Facts & features
Interior
- Bedrooms
- 4
- Bathrooms
- 5
- Living area
- 3,801 sqft
- Heating
- Central
- Cooling
- Central Air, Attic Fan
- Flooring
- Tile, Vinyl
- Stories
- 2
- Features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor…
- Appliances
- Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave…
Exterior & lot
- Lot size
- 17,609 sqft (0.4 ac)
- Roof
- Shingle
- Construction
- Block, Stucco
- Exterior
- French Doors, Lighting, Rain Gutters
Parking
- Garage
- 2 spaces
Financial
- HOA dues
- $141 / monthly
- Annual tax
- $11,068 (2024)
- Price / sqft
- $216/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Available, Cable Connected, Sewer Available, Sewer Connected, Water Available, Water Connected
Property
- Property type
- Single Family
- Year built
- 2006
- Subdivision
- BAY ISLE 48 17
- County
- Orange
Listing
- Status
- Sold
- Days on market
- 401 days
- MLS #
- MFR745993005
- Source
- Stellar MLS
Listed by Kelly De Lima Perez · SUMMERHILL REALTY GROUP LLC
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $4,146/mo
- Property tax
- $922/mo
- Home insurance
- $200/mo
- HOA dues
- $141/mo
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own 2024 bill. Insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| May 29, 2026 | Price reduced | $819,900 | −$100,100 |
| May 28, 2026 | Sold | $819,900 | — |
| Jan 24, 2025 | Listed | $920,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for WINTER GARDEN, FL are not connected yet, so this page does not show them.
Location
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