FL
Orange
WINTER GARDEN
34787
14255 HAMPSHIRE BAY CIRCLE
14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787
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Listing Type
Single Family
Listing Status
Active
68
$1,300,000

Home Details for 14255 HAMPSHIRE BAY CIRCLE

Price
$1,300,000
Type
Residential
Bedrooms
4
Total Bathrooms
4
Full Bathrooms
3
Half Bathrooms
1
Square feet
4625
Year built
2003
Lot size acres
6.44
County
Orange
Total rooms
14
Garage
3
MLS Listing#
O6395612
Hoa
141
Property 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!

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Property Features
  • House Interior
    • Built-in Features
    • Coffered Ceiling(s)
    • Crown Molding
    • Eat-in Kitchen
    • High Ceilings
    • Walk-In Closet(s)
  • Utilities
    • Cable Available
    • Electricity Connected
    • Propane
    • Sewer Connected
    • Water Connected
  • Parking
    • Driveway
    • Garage Faces Side
    • Garage
    • Attached
  • Heating Information
    • Central
    • Electric
    • Propane
  • Waterfront and Water Access
    • Lake Privileges
    • Lake Front
  • Fire Place
    • Family Room
    • Gas
  • Cooling Information
    • Central Air
  • Water Features
    • Public
  • Garage
    • 1
School Information
School Information for 14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787
Elementary School
SunRidge Elementary
Middle School
SunRidge Middle
High School
West Orange High
Listing Courtesy: WEMERT GROUP REALTY LLC - 407-743-8356
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-04-03 19:22:04
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EXIT KING REALTY
8728 East State Rd 70, Bradenton, FL 34202
Kendel Sailer
Sales Representative
Office
941 497 6060
Agent
941 526 5098
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