Home in 14255 Hampshire Bay Cir Winter Garden for sale with MLS# O6395612
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!
14255 Hampshire Bay Cir, Winter Garden, FL 34787
- Price:
- $1,300,000.00
- Original List Price:
- $1,300,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $281.08
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6395612
- Bedrooms:
- 4
- Bathrooms Total:
- 5
- Full Bath:
- 4
- Half Bath:
- 1
- Additional Rooms:
- Attic, Den/library/office, Loft, Bonus Room, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Florida Room, Interior In-law Suite W/private Entry
- Living Area:
- 4,625 Sqft
- Built-Up Area:
- 5,364 Sqft
- Lot Area:
- 280,513 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Oversized Lot, Paved, Sidewalk, Landscaped
- Lot Size Acres:
- 6.44
- View from the Property:
- Water, Trees/woods
- Waterfront:
- Yes
- Waterfront Features:
- Lake Front
- Security:
- Smoke Detector(s), Gated Community
- Furnished:
- Partially
- Appliances:
- Dryer, Dishwasher, Disposal, Refrigerator, Washer, Cooktop, Range, Range Hood
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Built-in Features, Ceiling Fans(s), Kitchen/family Room Combo, Split Bedroom, Thermostat, Window Treatments, Crown Molding, Chair Rail, Coffered Ceiling(s), Primary Bedroom Main Floor
- Exterior:
- Balcony, Lighting, Outdoor Grill, Courtyard, Private Mailbox, Sidewalk, Sliding Doors, Rain Gutters
- Patio and Porch:
- Patio, Covered, Front Porch, Rear Porch, Enclosed
- Laundry:
- Laundry Room
- Fireplace
- Fireplace:
- Gas, Family Room
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric, Propane
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping
- Property Entrance Faces:
- East
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake
- Water Extras
- Water Extra Details:
- Boat Ramp - Private, Skiing Allowed
- Water View
- Water View Details:
- Lake
- Year Built:
- 2003
- Roof:
- Shingle
- Levels:
- Two
- Construction Materials:
- Block, Stucco
- Flooring:
- Tile, Wood
- Number of stories:
- 2
- Foundation Details:
- Block
- Flood Zone Code:
- X & AE
- Homestead Property
- Tax Annual Amount:
- $12,363.83
- Tax Year:
- 2025
- Association Fee:
- $141.00
- Association Fee Frequency:
- Monthly
- Total Annual Fees:
- $1,692.00
- Total Monthly Fees:
- $141.00
- Garage
- Garage Spaces:
- 3
- Attached Garage
- Parking Features:
- Driveway, Garage, Garage Faces Side
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Connected, Sewer Connected, Water Connected, Public, Broadband/High Speed Internet Available, Propane
- Water Source:
- Public
- Association
- Minimum Lease Term:
- 1-2 Years
- Pets Allowed?
- Subdivision Name:
- BAY ISLE 48 17
- Community Features:
- Sidewalks, Park, Playground, Gated Community - No Guard
- Association Fee Includes:
- Private Road
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- HMI Management
- Association Phone:
- 407-392-1533
- Listing Terms Considered by Seller:
- Cash, Conventional, VA Loan, Other
- Occupant Type:
- Vacant
- Lease Considered:
- Yes
- Tax Legal Description:
- BAY ISLE 48/16 LOT 19
- Real Estate Folio Number (Parcel Number):
- 34-22-27-0162-00-190
- Zoning:
- R-1
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Sunridge Elementary
- High School:
- West Orange High
- Middle Or Junior School:
- Sunridge Middle
- Originally published on:
- April 3, 2026 9:15 pm
- Active on the market since:
- April 3, 2026
- Listing Agreement executed on:
- March 28, 2026
- Listing Status Last Changed On:
- April 3, 2026 9:15 pm
- Photos updated on:
- April 6, 2026 7:04 pm
- Last Modified:
- April 11, 2026 5:35 pm
- Courtesy of:
- WEMERT GROUP REALTY LLC
- Attribution:
- 407-214-3967
- Road Surface Type:
- Paved
- Street Name:
- HAMPSHIRE BAY
- Street Number:
- 14255
- City:
- WINTER GARDEN
- State:
- Florida
- Zip Code:
- 34787
- County:
- Orange
- Latitude:
- N28° 31' 36.8''
- Longitude:
- W82° 24' 2''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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