x
Showing 1 of 0
X
Save

14255 HAMPSHIRE BAY CIRCLE
WINTER GARDEN FL 34787 US

$1,300,000

Active Listing ID O6395612
bed icon
4 bed
bath icon
4.00 Bath (3 Full , 1 Half)
lot icon
Lot: 6.44 Acres
home icon
Single Family Residence

$1,300,000

Active Listing ID O6395612
Save

14255 HAMPSHIRE BAY CIRCLE 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!

Collapse all

Property Features

  • Facts
  • Lot Size: 6.44 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Paved, Balcony, Courtyard, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors, Dock
  • Floor Covering: Tile, Wood
  • Roof Type: Shingle
  • Heating Fuels: Central, Electric (Heating), Fireplace(s), Propane (Heating)
  • Additional Features
  • Fireplace
  • Waterfront

School Information

  • School
  • SunRidge Elementary(Elementary)
  • SunRidge Middle(MiddleSchool)
  • West Orange High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1300000
  • unparsedaddress: 14255 HAMPSHIRE BAY CIRCLE
  • postalcity: WINTER GARDEN
  • stateorprovince: FL
  • country: US
  • postalcode: 34787
  • bathroomsfull: 3
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 6.44
  • lotsizeunits: Acres
  • lotsizearea: 6.44
  • livingarea: 4625
  • livingareaunits: Square Feet
  • latitude: 28.526891
  • longitude: -81.599439
  • listagentfullname: Jenny Wemert
  • listagentemail: listingteam@wemertgrouprealty.com
  • listagentkey: 3yd-MFRMLSFL-805527269
  • listagentmlsid: 805527269
  • listagentpreferredphone: 4074128488
  • listagentofficephone: 4074128488
  • listofficekey: 3yd-MFRMLSFL-261014414
  • listagentstatelicense: 3044371
  • listofficemlsid: 261014414
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 2003
  • listingcontractdate: 2026-03-28
  • listagenturl: http://wemertgrouprealty.com
  • countyorparish: Orange
  • parcelnumber: 34-22-27-0162-00-190
  • elementaryschool: SunRidge Elementary
  • highschool: West Orange High
  • appliances: Cooktop, Dishwasher, Dryer, Garbage Disposer, Range, Refrigerator, Washer
  • cooling: Central Air
  • constructionmaterials: Block, Stucco
  • flooring: Tile, Wood
  • heating: Central, Electric (Heating), Fireplace(s), Propane (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached
  • roof: Shingle
  • waterfrontyn: True
  • interiorfeatures: 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
  • exteriorfeatures: Paved, Balcony, Courtyard, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors, Dock
  • waterfrontfeatures: Lake Front, Waterfront
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Dining Room, Family Room, Kitchen, Laundry, Living Room, Loft
  • securityfeatures: Gated Community, Smoke Detector(s)
  • structuretype: Dock
  • dock: True
  • poolprivateyn: False
  • spayn: False
  • fencing: Gate
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.59944, 28.526892
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MFRMLSFL-O6395612", "OpenHouseEndTime": "2026-04-04T19:00:00+00:00", "OpenHouseId": "O6395612", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-04-04T17:00:00+00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Wemert Group Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":141}], "GeocodeOptions":null, "LeadRoutingEmail":"info@wemertgrouprealty.com", "ListBrokerageCity":"Orlando", "ListBrokerageCountry":"US", "ListBrokerageEmail":"mike@wemertgrouprealty.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/e1ecad71f45911e680b20242ac110009/20170221213926388.png", "ListBrokerageName":"Wemert Group Realty", "ListBrokeragePhone":"4074128488", "ListBrokeragePostalCode":"32828", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"650 N Alafaya Trail Suite 105", "ListBrokerageWebsiteUrl":"http://wemertgrouprealty.com", "ListOfficeAddress1":"650 N Alafaya Trl #105", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"mike@wemertgrouprealty.com", "ListOfficePostalCode":"32828", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence - WINTER GARDEN, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/14255-Hampshire-Bay-Cir_Winter-Garden_FL_34787_M68057-81199?f=listhub&s=MFRMLSFL&m=O6395612&c=rexren", "MLSModificationTimestamp":"2026-04-03T17:18:10Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":14, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":12363.83, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 4/3/2026 11:05:29 PM GMT
Source Updated Date: 4/5/2026 6:59:18 AM GMT

Courtesy of: Jenny Wemert, WEMERT GROUP REALTY LLC, listingteam@wemertgrouprealty.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.