14255 HAMPSHIRE BAY CIRCLE 
WINTER GARDEN, FL

$1,300,000
4 beds
3 full baths  |  1 half bath
4625 SqFt

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Wemert Group Realty
RealtorĀ®
Wemert Group Realty
  • Orlando, FLorida
  • Phone: 407-759-5629
  • Office: (407) 412-8488
  • Licensed In: FLorida
  • License #: 3044371

Sat, Apr 04

1:00 PM - 3:00 PM

14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL

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!

Property Details
Property Type Residential
Mls # O6395612
LotSize 6.44 acres
Property Subtype Single Family Residence
Year Built 2003
Cooling Systems central air
Exterior Types block,stucco
Heating Fuels central,electric (heating),fireplace(s),propane (heating)
Parking Types driveway,garage,garage - attached
Num Of Floors 0
Roof Types shingle
Appliances Cooktop, Dishwasher, Dryer, Garbage Disposer, Range, Refrigerator, Washer
Floor Coverings Tile, Wood
Open Houses
  • Sat, Apr 04, 2026 1:00 PM - 3:00 PM

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Wemert Group Realty
Wemert Group Realty
RealtorĀ®
Wemert Group Realty
  • Orlando, FLorida
  • Phone: 407-759-5629
  • Office : 407-412-8488
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Visit me online at http://www.WemertGroupRealty.com

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zillow review

Brad, Jacob, and Patrice are an absolute dream team. Their knowledge is astounding. They helped me sell a family home that I truly believed was unsellable—and did so in record time. They then spent...
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01/18/2026 - slagle25
zillow review

I had been trying to look for a house for quite some time with another realtor but had a bad experience with being ghosted! I met Lauren at one of the open houses I went to and after that bad...
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11/12/2025 - zuser20200702085823172
zillow review

Rich was great, we interviewed 5 realtors, and knew right away that Rich was our guy. He was available day and night, even on weekends. He didn't say he could get us an unrealistic amount. His number...
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09/30/2025 - rmaretti1
zillow review

Corey and Tiffany are hands down the best real estate agents we have ever worked with. When selling our home, Corey skillfully navigated a challenging situation with the opposing agent and was a...
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08/12/2025 - spencelloyd
zillow review

Had a great experience from start to finish with Raheem & Patrice, they made this process very easy for me especially as I’m a first time home buyer, highly recommend!

07/30/2025 - orlandobrittattoo
zillow review

We had the opportunity to work with Corey Welch and his team from Wemert Group. Corey and Tim and his team were so patient with us looking for our new home in areas all over Central Florida, and made...
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03/12/2025 - zuser20150825060110195
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