14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, Orange, Residential
- $1,300,000
- $1,300,000
Overview
- Single Family Residence
- 4
- 4.5
- 3
- 4625 Square Feet
Description
One or more photo(s) has been 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! 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 details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!
Address
Open on Google Maps-
Address: HAMPSHIRE BAY
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City: WINTER GARDEN
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State/county: Orange
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Zip/Postal Code: 34787
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Area: BAY ISLE 48 17
Details
Updated on May 23, 2026 at 2:57 pm-
Property ID O6395612
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Price $1,300,000
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Property Size 4625 Square Feet
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Land Area 6.44 Acres
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Bedrooms 4
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Bathrooms 4.5
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Garages 3
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Year Built 2003
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Type Single Family Residence
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Property Status Residential
Additional details
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AssociationFee 141
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AssociationFeeFrequency Monthly
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AssociationFeeIncludes Private Road
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BathroomsFull 4
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BathroomsHalf 1
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BuildingAreaTotal 5364
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CoListAgentFullName Shannelle Lawrence
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CoListAgentMlsId 261232907
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CoListOfficeMlsId 261014414
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CoListOfficeName WEMERT GROUP REALTY LLC
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CommunityFeatures Lake, Water Access, Waterfront, Gated Community - No Guard, Park, Playground, Sidewalks
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ConstructionMaterials Block, Stucco
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ContractStatusChangeDate 2026-04-03
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Cooling Central Air
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CoveredSpaces 3
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CumulativeDaysOnMarket 50
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DaysOnMarket 50
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DirectionFaces East
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Directions 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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ElementarySchool SunRidge Elementary
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FireplaceFeatures Family Room, Gas
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Flooring Porcelain Tile, Hardwood
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FoundationDetails Block
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Furnished Partially
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Heating Central, Electric, Propane
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HighSchool West Orange High
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InternetAddressDisplayYN 1
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InternetEntireListingDisplayYN 1
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LaundryFeatures Laundry Room
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LeaseConsideredYN 1
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Levels Two
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ListAOR Orlando Regional
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ListAgentAOR Orlando Regional
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ListAgentEmail listingteam@wemertgrouprealty.com
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ListAgentFullName Jenny Wemert
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ListAgentKey 74d208f0864e36007a4f475fc924b27b
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ListAgentMlsId 805527269
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ListAgentPreferredPhone 407-809-1193
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ListOfficeKey 0d8ac3ea108a14e1cff0e4decf14fd6d
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ListOfficeMlsId 261014414
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ListOfficeName WEMERT GROUP REALTY LLC
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ListOfficePhone 407-743-8356
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ListTeamName The Wemert Group
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ListingContractDate 2026-03-28
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ListingKey 00ba5fcd4a14976bf6419c92bf9bdb85
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ListingTerms Cash, Conventional, Other, VA Loan
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LivingAreaSource Public Records
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LotFeatures Landscaped, Oversized Lot, Sidewalk
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LotSizeArea 6.4397
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LotSizeSquareFeet 280513
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MLSAreaMajor 34787 - Winter Garden/Oakland
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MiddleOrJuniorSchool SunRidge Middle
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MlsStatus Active
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ModificationTimestamp May 23, 2026 at 11:56am
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OnMarketDate 2026-04-03
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OriginalEntryTimestamp April 3, 2026 at 09:15pm
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OriginalListPrice 1300000
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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Ownership Fee Simple
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ParcelNumber 342227016200190
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ParkingFeatures Driveway, Garage Faces Side, Split Garage
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PatioAndPorchFeatures Covered, Enclosed, Front Porch, Patio, Rear Porch
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PetsAllowed Yes
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PhotosChangeTimestamp April 6, 2026 at 07:09pm
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PhotosCount 73
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PostalCode 34787
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PostalCodePlus4 5900
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RoadFrontageType Street Paved
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RoadSurfaceType Paved
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Roof Shingle
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RoomsTotal 14
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SecurityFeatures Gated Community, Smoke Detector(s)
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Sewer Public Sewer
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SourceSystemKey 786420673
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SpecialListingConditions None
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StateOrProvince FL
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StatusChangeTimestamp April 3, 2026 at 09:15pm
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StoriesTotal 2
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StreetName HAMPSHIRE BAY
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StreetNumber 14255
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StreetNumberNumeric 14255
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StreetSuffix CIRCLE
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TaxAnnualAmount 12363.83
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TaxBlock 00
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TaxBookNumber 48/16
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TaxLegalDescription BAY ISLE 48/16 LOT 19
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TaxLot 19
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TaxYear 2025
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Utilities BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
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View Trees/Woods, Water
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WaterBodyName BLACK LAKE
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WaterSource Public
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WaterfrontFeatures Lake, Waterfront, Lake Front
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Zoning R-1
Features
- Balcony
- Built-in Features
- Ceiling Fan(s)
- Chair Rail
- Coffered Ceiling(s)
- Cooktop
- Courtyard
- Crown Molding
- Dishwasher
- Disposal
- Dryer
- Eating Space In Kitchen
- Garage Attached
- Has a View
- Has Cooling System
- Has Fireplace
- Has Garage
- Has Heating System
- Has Waterfront
- High Ceilings
- Home Owners Association
- Irrigation System
- Kitchen/Family Room Combo
- Lighting
- Open Parking
- Outdoor Grill
- Primary Bedroom Main Floor
- Private Mailbox
- Rain Gutters
- Range
- Range Hood
- Refrigerator
- Sidewalk
- Sliding Doors
- Split Bedroom
- Thermostat
- Walk-In Closet(s)
- Washer
- Window Treatments
360° Virtual Tour
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Down Payment
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Contact Information
View Listings- Magictown Realty