$1,300,000

14255 Hampshire Bay Circle, Winter Garden, FL 34787

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$1,300,000

14255 Hampshire Bay Circle Winter Garden, FL 34787 - Black Lake

For Sale MLS# O6395612

4 beds 4 baths 4,625 sq ft Single Family

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Data current as of 04/04/2026 06:26:52

Details for 14255 Hampshire Bay Circle

MLS# O6395612

Description for 14255 Hampshire Bay Circle, Winter Garden, FL, 34787 - Black Lake


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!

Listing Information


Property Type: Residential, Single Family Residence

Status: Active

Bedrooms: 4

Bathrooms: 4

Lot Size: 6.44 Acres

Square Feet: 4,625 sq ft

Year Built: 2003

Garage: Yes

Stories: 2 Story

Construction: Block,Stucco

Subdivision: Bay Isle 48 17

Foundation: Block

County: Orange

School Information


Elementary: Sunridge Elementary

Middle: Sunridge Middle

High: West Orange High

Room Information


Main Floor

Laundry: 6x8

Primary Bedroom: 14x40

Family Room: 14x17

Living Room: 14x14

Dining Room: 12x15

Kitchen: 16x26

Florida Room: 13x25

Bonus Room: 20x24

Primary Bathroom: 14x17

Upper Floor

Florida Room: 12x19

Loft: 12x20

Bedroom 4: 13x21

Bedroom 3: 11x13

Bedroom 2: 12x13

Bathrooms

Full Baths: 3

1/2 Baths: 1

Additonal Room Information

Laundry: Laundry Room

Interior Features


Appliances: Washer, Range, Refrigerator, Cooktop, Dishwasher, Disposal, Dryer, Range Hood

Flooring: Porcelain Tile,Wood

Doors/Windows: Window Treatments

Fireplaces: Family Room, Gas

Additional Interior Features: Split Bedrooms, Eat-In Kitchen, Loft, Walk-In Closet(s), Window Treatments, Ceiling Fan(s), Kitchen/Family Room Combo, Chair Rail, Separate/Formal Living Room, Separate/Formal Dining Room, Coffered Ceiling(s), Main Level Primary, Crown Molding, High Ceilings, Attic, Built-in Features

Utilities


Water: Public

Sewer: Public Sewer

Other Utilities: Cable Available,Electricity Connected,High Speed Internet Available,Propane,Municipal Utilities,Sewer Connected,Water Connected

Cooling: Ceiling Fan(s), Central Air

Heating: Propane, Electric, Central

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 3

Parking Description: Garage Faces Side, driveway

Roof: Shingle

Lot View: Lake,Trees/Woods,Water

Additional Exterior/Lot Features: Courtyard, Outdoor Grill, Sprinkler/Irrigation, Rain Gutters, Balcony, Lighting, Enclosed, Balcony, Patio, Covered, Rear Porch, Front Porch, Landscaped, Oversized Lot

Waterfront Details


Standard Water Body: Black Lake

Water Front Features: Lake Privileges, Lake Front

Community Features


Community Features: Park, Gated, Water Access, Lake, Playground, Waterfront, Sidewalks

Security Features: Gated Community, Smoke Detector(s)

HOA Dues Include: Road Maintenance

Homeowners Association: Yes

HOA Dues: $141 / Monthly

Driving Directions


From Winter Garden Vineland Rd, turn right onto Bristol Isle Ln, turn left onto Hampshire Bay Cir, turn right to stay on Hampshire Bay Cir. Home will be on the left.

Financial Considerations


Terms: Cash,Conventional,Other,VA Loan

Tax/Property ID: 34-22-27-0162-00-190

Tax Amount: 12363.83

Tax Year: 2025

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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.

Sales History

Date Price
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
Currently not available.

Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

Schools nearby 14255 Hampshire Bay Circle

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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

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