14255 Hampshire Bay Circle
WINTER GARDEN, FL 34787
4
Bed
5
Bath
4,625Sqft
6.44Acres(Lot)
Under contract-accepting backup offers. Virtually Staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 4Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Interior Features
Built-in Features, Ceiling Fans(s), Chair Rail, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments Roof: Shingle Appliances: Cooktop, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Washer Laundry Features: Laundry RoomRoofing Information
Shingle -
Flooring Information
Flooring: Tile, Wood Construction Materials: Block, Stucco -
Heating & Cooling
Heating: Central, Electric, Propane Cooling: Central Air Water front: 1 WaterSource: Public
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Building Information
Year Built: 2003 -
Exterior Features
Balcony, Courtyard, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors Construction Materials: Block, Stucco Foundation Details: Block
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Lot Information
Lot Description: Landscaped, Oversized Lot, Sidewalk, Paved Lot Square Feet: 280513 Lot Acres: 6.44 Lot Size (SqMt): 26060Property Information
Property Type: Residential Sub Type: Single Family Residence
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Listing Price Information
Original List Price:$1300000
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Tax Information
Tax Block: 00 Tax Book Number: 48/16 Tax Lot: 19 Tax Legal Description: BAY ISLE 48/16 LOT 19 Annual Tax: $12363.83 Tax Year: 2025 Parcel Number: 34-22-27-0162-00-190
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Virtual Tour
Parking Information
Driveway, Garage Faces Side, GarageGarage Information
Has Garage: Yes Garage Space: 3Homeowners Association Information
Included Fees: Private Road HOA: $141.00 Monthly
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School Information
Elementary School: SunRidge Elementary Junior High School: SunRidge Middle Senior High School: West Orange High -
Utility Information
BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: BAY ISLE 48 17 City: WINTER GARDEN Direction: From Winter Garden Vineland Rd, turn right onto Bristol Isle Ln, turn left onto Hampshire Bay Cir, turn right to stay on Hampshire Bay Cir. Home will be on the left.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| Undisclosed Address, Winter Garden, FL, 34787 | $599,000 | 3 | 2 | 1,827 | 1,827 SqFt |
| 15115 Pigeon Plum Lane, Winter Garden, FL, 34787 | $505,000 | 3 | 2 | 1,728 | 1,728 SqFt |
| 120 Blue Stone Circle, Winter Garden, FL, 34787 | $747,900 | 4 | 3 | 2,529 | 2,529 SqFt |
| 330 English Lake Drive, Winter Garden, FL, 34787 | $1,090,000 | 4 | 3 | 3,047 | 3,047 SqFt |
| 1701 E Bay Street, Winter Garden, FL, 34787 | $295,000 | 2 | 2 | 825 | 825 SqFt |
| 12513 Scarlett Sage Court, Winter Garden, FL, 34787 | $875,000 | 5 | 3 | 3,570 | 3,570 SqFt |
| 849 Shadowmoss Drive, Winter Garden, FL, 34787 | $675,000 | 5 | 3 | 2,620 | 2,620 SqFt |
| 680 Dunbar Avenue, Winter Garden, FL, 34787 | $465,000 | 4 | 2 | 1,713 | 1,713 SqFt |
| 1672 Malcolm Pointe Drive, Winter Garden, FL, 34787 | $499,900 | 3 | 2 | 2,035 | 2,035 SqFt |
| 1142 Dunbrooke Street, Winter Garden, FL, 34787 | $515,000 | 4 | 3 | 2,068 | 2,068 SqFt |
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ByOwner last updated this listing 06/25/2026 @ 06:20
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