


$850,000
14423 Hampshire Bay CircleWinter Garden, FL 34787
Listing updated: November 4, 2026 at 6:02 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Luxury Living in Winter Garden – 14423 Hampshire Bay Circle 4 Bedrooms | 3.5 Bathrooms | Approximately 3,000 Sq. Ft. | Heated Saltwater Pool & Spa Welcome to 14423 Hampshire Bay Circle, where modern elegance meets luxury Florida living in the highly desirable Winter Garden area. This beautifully appointed residence offers approximately 3,000 square feet of sophisticated living space, featuring 4 spacious bedrooms, 3.5 bathrooms, and an impressive collection of high-end finishes throughout. At the heart of the home is a gourmet chef’s kitchen, thoughtfully designed with premium appliances, including a Sub-Zero refrigerator, professional-style gas range, and upscale finishes that create the perfect setting for both everyday living and entertaining. Step outside into your very own private resort-style oasis, featuring a heated saltwater swimming pool and relaxing spa, ideal for enjoying Florida’s beautiful weather year-round. Whether hosting unforgettable gatherings or unwinding after a long day, this outdoor retreat delivers the ultimate luxury lifestyle. Inside, the home offers an inviting combination of contemporary design, generous living areas, and refined details. The spacious primary suite provides a comfortable private retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Additional highlights include premium appliances, a high-end washer and dryer, and thoughtfully designed spaces that balance functionality with elegance. Conveniently located in Winter Garden, Florida, this exceptional property offers access to shopping, dining, entertainment, and major roadways while providing the comfort of an upscale residential setting. More than just a home, this is an opportunity to experience luxury, comfort, and resort-style living every day. Schedule your private showing and discover everything this remarkable property has to offer.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveNov 4, 2026
- Listed$850,000Nov 4, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Bay Isle 48 17
- County
- Orange
- Year built
- 2006
- Living area
- 2,945 sq ft
- Price/sq ft
- $289
- Building area
- 3,784 sq ft (Public Records)
- Lot size
- 16,876 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0215H)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $11,040 (2025)
- Parcel #
- 34-22-27-0162-00-030
- Zoning
- R-1
- MLS #
- O6454912
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Luxury Vinyl
- Appliances
- Dishwasher, Dryer, Range, Range Hood, Refrigerator
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s)
- Laundry
- In Kitchen
- Stories / Levels
- Two
- Direction faces
- Northwest
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $400 / Quarterly
- Monthly HOA
- $133/mo
- Total monthly fees
- $133/mo
- Total annual fees
- $1,600
- HOA name
- Bay Isle / Jim Gordon
- CDD
- No
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- No Pets and No Smoking
Exterior & Construction
- Construction materials
- Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Concrete
Utilities
- Sewer
- Public Sewer
- Water source
- Private
- Utilities
- Electricity Connected, Other
Community
- Pets allowed
- No
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | Second | 16x16 |
| Bedroom 2 | Second | 12x13 |
| Bedroom 3 | Second | 11x11 |
| Bedroom 4 | Second | 13x13 |
| Family Room | Second | 18x16 |
| Living Room | Second | 12x8 |
| Dining Room | Second | 12x11 |
| Kitchen | Second | 13x13 |
Listing Details
- Listing date
- 2026-11-03
- On market date
- 2026-11-04
- Original list price
- $850,000
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-11-04
- Tax legal description
- BAY ISLE 48/16 LOT 3
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Make a left into Bay Isle , go through the gate make a left on Hampshire bay circle and the home is on your left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 4, 2026 at 6:02 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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