- Lori Ann Bugliaro P.A., PA,REALTOR ®
- Tropic Shores Realty
- Helping My Clients Make the Right Move!
- Mobile: 352.585.0041
- Fax: 888.519.7102
- Mobile: 352.585.0041
- loribugliaro.realtor@gmail.com
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- 14255 Hampshire Bay Circle, WINTER GARDEN, FL 34787
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Property Photos

- MLS#: O6395612 ( Residential )
- Street Address: 14255 Hampshire Bay Circle
- Viewed: 29
- Price: $1,300,000
- Price sqft: $242
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2003
- Bldg sqft: 5364
- Bedrooms: 4
- Total Baths: 5
- Full Baths: 4
- 1/2 Baths: 1
- Garage / Parking Spaces: 3
- Days On Market: 9
- Additional Information
- Geolocation: 28.5269 / -81.5994
- County: ORANGE
- City: WINTER GARDEN
- Zipcode: 34787
- Subdivision: Bay Isle 48 17
- Elementary School: SunRidge
- Middle School: SunRidge
- High School: West Orange
- Provided by: WEMERT GROUP REALTY LLC
- Contact: Jenny Wemert
- 407-743-8356

- DMCA Notice
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DescriptionOne 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 homes 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 owners 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 gardens 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!
Property Location and Similar Properties
All
Similar
Features
Waterfront Description
- Lake Front
Appliances
- Cooktop
- Dishwasher
- Disposal
- Dryer
- Range
- Range Hood
- Refrigerator
- Washer
Home Owners Association Fee
- 141.00
Home Owners Association Fee Includes
- Private Road
Association Name
- HMI Management
Association Phone
- 407-392-1533
Carport Spaces
- 0.00
Close Date
- 0000-00-00
Cooling
- Central Air
Country
- US
Covered Spaces
- 0.00
Exterior Features
- Balcony
- Courtyard
- Lighting
- Outdoor Grill
- Private Mailbox
- Rain Gutters
- Sidewalk
- Sliding Doors
Flooring
- Tile
- Wood
Furnished
- Partially
Garage Spaces
- 3.00
Heating
- Central
- Electric
- Propane
High School
- West Orange High
Insurance Expense
- 0.00
Interior Features
- Built-in Features
- Ceiling Fans(s)
- Chair Rail
- Coffered Ceiling(s)
- Crown Molding
- Eat-in Kitchen
- High Ceilings
- Kitchen/Family Room Combo
- Primary Bedroom Main Floor
- Split Bedroom
- Thermostat
- Walk-In Closet(s)
- Window Treatments
Legal Description
- BAY ISLE 48/16 LOT 19
Levels
- Two
Living Area
- 4625.00
Lot Features
- Landscaped
- Oversized Lot
- Sidewalk
- Paved
Middle School
- SunRidge Middle
Area Major
- 34787 - Winter Garden/Oakland
Net Operating Income
- 0.00
Occupant Type
- Vacant
Open Parking Spaces
- 0.00
Other Expense
- 0.00
Parcel Number
- 34-22-27-0162-00-190
Parking Features
- Driveway
- Garage Faces Side
- Garage
Pets Allowed
- Yes
Property Type
- Residential
Roof
- Shingle
School Elementary
- SunRidge Elementary
Sewer
- Public Sewer
Tax Year
- 2025
Township
- 22
Utilities
- BB/HS Internet Available
- Cable Available
- Electricity Connected
- Propane
- Public
- Sewer Connected
- Water Connected
View
- Trees/Woods
- Water
Views
- 29
Virtual Tour Url
- https://www.zillow.com/view-imx/f8cf90f3-a31c-4c9b-83fd-b69fd4069849/?utm_source=captureapp
Water Source
- Public
Year Built
- 2003
Zoning Code
- R-1
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Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on April 13, 2026 @ 12:00 am
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