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14255 hampshire bay circle

WINTER GARDEN, FL 34787

$1,300,000

4 BEDS 5 BATHS
4,625 SQFT6.44 AC LOT
Residential - Single Family
WaterfrontNew Listing
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Bedrooms 4
Total Baths 5
Full Baths 4
Square Feet 4625
Acreage 6.44
Status Active
MLS # O6395612
County Orange
More Info
Category Residential - Single Family
Status Active
Square Feet 4625
Acreage 6.44
MLS # O6395612
County Orange
Listed By: Listing Agent Jenny C. Wemert
WEMERT GROUP REALTY LLC - (407) 214-3967
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!
Location not available

Exterior Features

  • Construction Single Family Residence
  • Siding Block, Stucco
  • Roof Shingle
  • Garage Yes
  • Garage Description Driveway, Garage Faces Side, Garage, 3 Garage Spaces
  • Water Public
  • Sewer Public Sewer
  • Lot Description Landscaped, Oversized Lot, Sidewalk, Paved

Interior Features

  • Appliances Cooktop, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Washer
  • Heating Central, Electric, Propane
  • Cooling Central Air
  • Basement Block
  • Fireplaces 1
  • Fireplaces Description Family Room, Gas
  • Living Area 4,625 SQFT
  • Year Built 2003

Neighborhood & Schools

  • Subdivision BAY ISLE 48 17
  • Elementary School SunRidge Elementary
  • Middle School SunRidge Middle
  • High School West Orange High

Financial Information

  • Parcel ID 34-22-27-0162-00-190
  • Zoning R-1

Additional Services

Internet Service Providers

Listing Information

Listing Provided Courtesy of WEMERT GROUP REALTY LLC - (407) 214-3967
Listings courtesy of the My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID.

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Listing data is current as of 04/10/2026.

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