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About This Home
This 4-bedroom, 5-bathroom single family at 14255 HAMPSHIRE BAY CIRCLE in Winter Garden, FL is listed for $1,300,000 ($281 per sqft). Built in 2003, the home offers 4,625 sqft of living space on a 6.44 acres lot.
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!
Key Features
- Built in 2003
- 6.44 acre lot
- Fireplace
- Waterfront
Property Details
Amenities
Monthly Cost Estimate
$6,953/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
14255 HAMPSHIRE BAY CIRCLE
Winter Garden, FL 34787
BAY ISLE 48 17
Features & Amenities
Interior Features
Exterior Features
Property Details
Flooring
Construction
Parking
Heating
Cooling
Appliances
Questions & Answers
This 4-bedroom, 5-bathroom single family at 14255 HAMPSHIRE BAY CIRCLE is listed at $1,300,000 ($281/sqft). The estimated monthly payment is $5,633 based on 20% down at 6.5% interest.
Key features include: Built in 2003, 6.44 acre lot, Fireplace, Waterfront. Interior Features: Built-in Features, Ceiling Fans(s), Chair Rail. Exterior Features: Paved, Balcony, Courtyard.
This property is listed by Jenny Wemert and can be reached at 4074128488 or listingteam@wemertgrouprealty.com.
