14255 Hampshire Bay Circle Winter Garden, FL 34787
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Wemert Group Realty LLC - Contact:  407-214-3967

  14255 Hampshire Bay Circle Winter Garden, FL 34787

Active (26 Days)
$1,300,000 (USD)
4
BED
5
BATH
4,625
SQFT
OPEN HOUSE TIMES
  • OPEN
    Sat, May 2
    12 noon - 3:00 pm

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!

MLS #:
O6395612
Taxes
$12,364(2025)
Lot Size
6.44 acres
Type
Single-Family Home
Year Built
2003
Views
Water, Trees/Woods
County
Orange County

Listed By

Jenny Wemert, Wemert Group Realty LLC, Contact: 407-214-3967
Source
STELLAR
Last checked Apr 29 2026 at 6:49 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathroom: 1
Interior Features
  • Formal Dining Room Separate
  • Attic
  • Split Bedroom
  • Kitchen/Family Room Combo
  • Formal Living Room Separate
  • Loft
  • Bonus Room
  • Florida Room
  • Den/Library/Office
  • Family Room
  • Crown Molding
  • Walk-In Closet(s)
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Appliances: Disposal
  • Appliances: Range Hood
  • Appliances: Range
  • Appliances: Dryer
  • Coffered Ceiling(s)
  • Appliances: Cooktop
  • Thermostat
  • Eat-In Kitchen
  • High Ceilings
  • Built-In Features
  • Partially
  • Chair Rail
  • Interior In-Law Suite W/Private Entry
  • Primary Bedroom Main Floor
Subdivision
  • Bay Isle 48 17
Lot Information
  • Sidewalk
  • Oversized Lot
  • Paved
  • Landscaped
Property Features
  • Fireplace: Family Room
  • Fireplace: Gas
  • Foundation: Block
Heating and Cooling
  • Central
  • Electric
  • Propane
  • Central Air
Homeowners Association Information
  • Dues: $141/Monthly
Flooring
  • Wood
  • Tile
Exterior Features
  • Block
  • Stucco
  • Roof: Shingle
Utility Information
  • Utilities: Cable Available, Public, Water Connected, Water Source: Public, Bb/Hs Internet Available, Electricity Connected, Sewer Connected, Propane
  • Sewer: Public Sewer
School Information
  • Elementary School: Sunridge Elementary
  • Middle School: Sunridge Middle
  • High School: West Orange High
Parking
  • Driveway
  • Garage Faces Side
  • Garage
Stories
  • 2
Living Area
  • 4,625 sqft
Additional Information: Wemert Group Realty LLC | 407-214-3967
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 4/29/26 11:49
Based on information submitted to the MLS GRID as of 4/29/2026 18:49. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.