Virtual Tour

14255 HAMPSHIRE BAY CIR Winter Garden, FL 34787 Open Sat 1PM-3PM

UPDATED: 04/04/2026 02:52 PM ON MARKET: 1 days on market

$1,300,000

4 Beds4 Baths4,625 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 4,625 sqft

Price per Sqft $281

Subdivision Bay Isle 48 17

MLS Listing ID O6395612

Bedrooms 4

Full Baths 3

Half Baths 1

HOA Fees $141/mo

HOA Y/N Yes

Annual Recurring Fee 1692.0

Year Built 2003

Annual Tax Amount $12,363

Lot Size 6.440 Acres

Acres 6.44

Property Sub-Type Single Family Residence

Source Stellar MLS

Location

State FL

County Orange

Community Bay Isle 48 17

Area 34787 - Winter Garden/Oakland

Zoning R-1

Rooms

Other Rooms Attic,Family Room,Florida Room,Formal Dining Room Separate,Formal Living Room Separate,Loft

Interior

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

Heating Central,Electric,Propane

Cooling Central Air

Flooring Tile,Wood

Fireplaces Type Family Room,Gas

Furnishings Partially

Fireplace true

Appliance Cooktop,Dishwasher,Disposal,Dryer,Range,Range Hood,Refrigerator,Washer

Laundry Laundry Room

Exterior

Exterior Feature Balcony,Courtyard,Lighting,Outdoor Grill,Private Mailbox,Rain Gutters,Sidewalk,Sliding Doors

Parking Features Driveway,Garage Faces Side,Garage

Garage Spaces 3.0

Community Features Gated Community - No Guard,Park,Playground,Sidewalks

Utilities Available BB/HS Internet Available,Cable Available,Electricity Connected,Propane,Public,Sewer Connected,Water Connected

Waterfront Description Lake Front

View Y/N Yes

Water Access Yes

Water Access Desc Lake

View Trees/Woods,Water

Roof Type Shingle

Porch Covered,Enclosed,Front Porch,Patio,Rear Porch

Attached Garage true

Garage true

Private Pool No

Building

Lot Description Landscaped,Oversized Lot,Sidewalk,Paved

Story 2

Entry Level Two

Foundation Block

Lot Size Range 5 to less than 10

Sewer Public Sewer

Water Public

Structure Type Block,Stucco

New Construction false

Schools

Elementary Schools Sunridge Elementary

Middle Schools Sunridge Middle

High Schools West Orange High

Others

Pets Allowed Yes

HOA Fee Include Private Road

Senior Community No

Ownership Fee Simple

Monthly Total Fees $141

Acceptable Financing Cash,Conventional,Other,VA Loan

Membership Fee Required Required

Listing Terms Cash,Conventional,Other,VA Loan

Special Listing Condition None

Virtual Tour https://www.zillow.com/view-imx/f8cf90f3-a31c-4c9b-83fd-b69fd4069849/?utm_source=captureapp

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!