Fastexpert Short LogoFastexpert Icon
Fastexpert Short Logo
  • Home
  • Buyers

      I'm Buying

      Connect with verified agents who specialize in helping buyers

      Find Top Agents →

      Sparkle icon Free • No Obligation

      RESOURCES
      Home Buying TipsU.S. Market TrendsProperties for SaleRent vs Buy CalculatorCity Data SearchMortgage CalculatorReal Estate BlogAffordability CalculatorFind a Loan Officer
  • Sellers

      I'm Selling

      Get top dollar with agents who know your market

      Find Top Agents →

      Sparkle icon Free • No Obligation

      RESOURCES
      Home Selling TipsClosing Cost CalculatorHomes Sold Near MeReal Estate BlogU.S. Market TrendsFind a Loan Officer
  • Q&A Forum
  • Professionals
    • Real Estate Agents

      Get discovered by clients already looking for an agent like you

      Learn More →Sign Up TodayReal Estate Agents
    • Loan Officers

      Connect with motivated buyers and trusted agents in one place

      Learn More →Sign Up TodayLoan Officers
    • Service Professionals

      Get your business in front of homeowners and agents

      View Directory →Sign Up TodayService Professionals
  • Company

      Find the Right Expert

      Match with a local, top-rated agent who knows your market

      Get Matched →

      Sparkle icon Free • No Obligation

      RESOURCES
      About UsAuthorsLeadershipFastExpert CaresFact SheetContact UsClient Reviews
Join Our Network
Find a Top Real Estate Agent Today

Sellers & Buyers

  • Learn More
  • Home Selling Tips
  • Homes Sold Near Me
  • Properties For sale
  • City Data Search
  • Community Questions
  • Ask a Licensed Agent
  • Real Estate Blog
  • Home Buying Tips
  • U.S. Market Trends

Tools

  • Mortgage Calculator
  • Affordability Calculator
  • Rent vs Buy Calculator
  • Closing Cost Calculator
  • Refinance Calculator

Agents

  • Login
  • Sign Up
  • Learn More
  • FastExpert App

Company

  • About Us
  • Leadership
  • Fact Sheet
  • Client Reviews
  • How We Verify Reviews
  • Contact Us
  • Authors

Support

Phone
1-800-319-0511

Mon-Fri 8AM-4PM PST

Email
[email protected]

24/7 Response

Follow Us

  • Facebook
  • Twitter
  • LinkedIn
  • Instagram
  • YouTube
  • RSS
  • BBB

FastExpert, Inc is a California Licensed Broker. CA License #01950016

Terms | Privacy | Cookie Policy | Do Not Call Policy | California Privacy Notice | Accessibility Notice | Site Map | FastExpert, inc. © 2026. All Rights Reserved.

    1. Home
    2. Property for sale
    3. Florida
    4. Winter Garden, FL
    5. 14255 Hampshire Bay Cir
    14255 Hampshire Bay Cir Winter Garden, FL 34787  | Single Family
    1 / 11

    $1,300,000

    14255 Hampshire Bay Cir Winter Garden, FL 34787
    5
    Bedrooms
    5
    Bathrooms
    6
    Acres
    2003
    Year Built
    Single Family
    Property Type
    offer icon

    Special Offer:

    (If you do not have an agent and work directly with the listing agent)

    No

    About This Home

    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 homeAca?!a?cs 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 OWNERAca?!a?cS 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 GardenAca?!a?cs 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

    14255 Hampshire Bay Cir Winter Garden, FL 34787

    Loading map...

    Similar Homes for Sale

    View all
    1050 Cracker Hammock Sebring, FL 33875
    3 months ago
    $799,900
    1050 Cracker Hammock Sebring, FL 33875
    5 Beds
    3 Baths
    10 Sqft
    3033 Hawks Landing Cir
    3 years ago
    $2,450,000
    3033 Hawks Landing Cir
    5 Beds
    8 Baths
    2 Sqft
    6607 Burkett Ave Sebring, FL 33875
    6 months ago
    $329,000
    6607 Burkett Ave Sebring, FL 33875
    3 Beds
    2 Baths
    10,018 Sqft

    Listing Agent

    Jennifer Wemert

    Jennifer Wemert

    Wemert Group Realty, LLC

    (1120 reviews)
    Avg Price Sold$481.7K
    Years Experience27
    Total Transactions11805