Rafael Zenke

Rafael Zenke Real Estate Strategist

$1,300,000.00
14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL - 34787
4 beds
4.5 baths
4,625 sqft
$1,300,000.00
14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL - 34787
Rafael Zenke
$1,300,000.00
4 beds
4.5 baths
4,625 sqft
14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 2003
  • 3 garage spaces
  • $281.08/sqft
  • Lot size: 6.44 acres
  • 5 days on market

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!

  • 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.
  • County: Orange
  • Geo subdivision: BAY ISLE 48 17

Nearby Schools

SunRidge Elementary

SunRidge Middle

West Orange High

Features

Financial

Let's get in touch!

Rafael Zenke

Rafael Zenke

Real Estate Strategist

See also

For Sale
441 COURTLEA OAKS BOULEVARD, WINTER GARDEN, FL - 34787
$1,199,900.00
5 bds
4.5 ba
4,001 sqft
441 COURTLEA OAKS BOULEVARD, WINTER GARDEN, FL - 34787
For Sale
13734 LAKE CAWOOD DRIVE, WINDERMERE, FL - 34786
$1,390,000.00
4 bds
3.5 ba
4,437 sqft
13734 LAKE CAWOOD DRIVE, WINDERMERE, FL - 34786
For Sale
1849 WATERMERE LANE, WINDERMERE, FL - 34786
$1,325,000.00
5 bds
3.5 ba
3,934 sqft
1849 WATERMERE LANE, WINDERMERE, FL - 34786
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6395612
Listing updated: April 7, 2026 at 6:17PM
Listing provided by: Jenny Wemert, WEMERT GROUP REALTY LLC
Last checked 3 hours ago
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