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. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! 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!
Sold for $1,125,200
Zestimate®
$1,125,200
14255 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787
4beds
4,625sqft
Single Family Residence
Built in 2003
6.44 Acres Lot
$1,125,200 Zestimate®
$243/sqft
$6,961 Estimated rent
Home value
$1,125,200
$1.04M - $1.22M
$6,961/mo
Zestimate® history
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List your homeWhat's special
Courtyard entranceWaterfall islandMaximize natural lightWalls of windowsCustom built-insDedicated dressing spaceSleek porcelain tile
Zillow last checked:
Listing updated:
Listed by:
Jenny Wemert 407-809-1193,
WEMERT GROUP REALTY LLC 407-743-8356,
Shannelle Rodriguez 407-878-8446,
WEMERT GROUP REALTY LLC
Bought with:
Tala Nijmeh, 3418289
COLDWELL BANKER REALTY
Source: Stellar MLS,MLS#: O6395612
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Attic, Bonus Room, Den/Library/Office, Family Room, Florida Room, Dining Room, Living Room, Loft
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 560 Square Feet
- Dimensions: 40x14
Bedroom 2
- Features: Ceiling Fan(s), Jack & Jill Bathroom, Built-in Closet
- Level: Second
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 3
- Features: Ceiling Fan(s), Jack & Jill Bathroom, Built-in Closet
- Level: Second
- Area: 143 Square Feet
- Dimensions: 13x11
Bedroom 4
- Features: Built-In Shelving, Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: Second
- Area: 273 Square Feet
- Dimensions: 21x13
Primary bathroom
- Features: Dual Sinks, Garden Bath, Tub with Separate Shower Stall, Water Closet/Priv Toilet, Window/Skylight in Bath
- Level: First
- Area: 238 Square Feet
- Dimensions: 17x14
Bonus room
- Features: Built-In Shelving, No Closet
- Level: First
- Area: 480 Square Feet
- Dimensions: 24x20
Dining room
- Level: First
- Area: 180 Square Feet
- Dimensions: 15x12
Family room
- Features: Built-In Shelving, Ceiling Fan(s)
- Level: First
- Area: 238 Square Feet
- Dimensions: 17x14
Florida room
- Features: Built-In Shelving, Ceiling Fan(s)
- Level: First
- Area: 325 Square Feet
- Dimensions: 25x13
Florida room
- Features: Ceiling Fan(s)
- Level: Second
- Area: 228 Square Feet
- Dimensions: 19x12
Kitchen
- Features: Breakfast Bar, Kitchen Island, Pantry
- Level: First
- Area: 416 Square Feet
- Dimensions: 26x16
Laundry
- Level: First
- Area: 48 Square Feet
- Dimensions: 8x6
Living room
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Loft
- Features: Ceiling Fan(s)
- Level: Second
- Area: 240 Square Feet
- Dimensions: 20x12
Heating
- Central, Electric, Propane
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Washer
- Laundry: Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Chair Rail, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Walk-In Closet(s), In-Law Floorplan
- Flooring: Porcelain Tile, Hardwood
- Doors: Outdoor Grill, Sliding Doors
- Windows: Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room, Gas
Interior area
- Total structure area: 5,364
- Total interior livable area: 4,625 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Garage Faces Side, Split Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Enclosed, Front Porch, Patio, Rear Porch
- Exterior features: Balcony, Courtyard, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters, Sidewalk
- Has view: Yes
- View description: Trees/Woods, Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake, Waterfront, Lake Front, Lake Privileges, Boat Ramp - Private, Skiing Allowed
- Body of water: BLACK LAKE
Lot
- Size: 6.44 Acres
- Features: Landscaped, Oversized Lot, Sidewalk
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 342227016200190
- Zoning: R-1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Community & HOA
Community
- Features: Lake, Water Access, Waterfront, Gated Community - No Guard, Park, Playground, Sidewalks
- Security: Gated Community, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: BAY ISLE 48 17
HOA
- Has HOA: Yes
- Services included: Private Road
- HOA fee: $141 monthly
- HOA name: HMI Management
- HOA phone: 407-392-1533
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $243/sqft
- Tax assessed value: $762,585
- Annual tax amount: $12,363
- Date on market: 4/3/2026
- Cumulative days on market: 73 days
- Listing terms: Cash,Conventional,Other,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 7/23/2026 | Sold | $1,125,200-6.2%$243/sqft |
Source:  Stellar MLS #O6395612 Report a problem | ||
| 7/8/2026 | Contingent | $1,200,000$259/sqft |
Source: Stellar MLS #O6395612 Report a problem | ||
| 6/15/2026 | Pending sale | $1,200,000$259/sqft |
Source: Stellar MLS #O6395612 Report a problem | ||
| 6/11/2026 | Price change | $1,200,000-7.7%$259/sqft |
Source: Stellar MLS #O6395612 Report a problem | ||
| 4/3/2026 | Listed for sale | $1,300,000+71.1%$281/sqft |
Source: Stellar MLS #O6395612 Report a problem | ||
| 5/12/2023 | Sold | $760,000-24%$164/sqft |
Source: Space Coast AOR #944390 Report a problem | ||
| 3/16/2023 | Pending sale | $1,000,000$216/sqft |
Source: Space Coast AOR #944390 Report a problem | ||
| 8/24/2022 | Listed for sale | $1,000,000+148%$216/sqft |
Source: Space Coast AOR #944390 Report a problem | ||
| 4/4/2003 | Sold | $403,200$87/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $12,365 -6.6% | $762,585 -7% |
| 2023 | $13,243 +27.8% | $819,810 +28.8% |
| 2022 | $10,365 +59.2% | $636,522 +48.9% |
| 2021 | $6,509 +0.7% | $427,551 +1.4% |
| 2020 | $6,465 +0.8% | $421,648 +2.3% |
| 2019 | $6,411 +0.8% | $412,168 +1.9% |
| 2018 | $6,361 | $404,483 -21.2% |
| 2017 | $6,361 +2.5% | $513,519 +28.6% |
| 2016 | $6,203 +0.1% | $399,381 -10.4% |
| 2015 | $6,195 -2.3% | $445,540 +5.7% |
| 2014 | $6,343 +2.2% | $421,691 +12% |
| 2013 | $6,206 -8.1% | $376,612 -7% |
| 2012 | $6,752 -2.4% | $404,816 -4.5% |
| 2011 | $6,918 +3.6% | $423,812 -1.6% |
| 2010 | $6,681 | $430,507 +5.4% |
| 2009 | -- | $408,257 -0.6% |
| 2008 | $5,404 +1.7% | $410,720 -3.1% |
| 2007 | $5,311 -7.8% | $423,768 +19.8% |
| 2006 | $5,764 -0.3% | $353,760 -11.2% |
| 2005 | $5,780 +4.5% | $398,568 +19.4% |
| 2004 | $5,531 +450.9% | $333,931 +507.1% |
| 2003 | $1,004 | $55,000 |
Find assessor info on the county website
Neighborhood: 34787
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Nearby schools
GreatSchools rating
- 6/10Sunridge Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 8/10SunRidge Middle SchoolGrades: 6-8Distance: 0.8 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 2.3 mi
Schools provided by the listing agent
- Elementary: SunRidge Elementary
- Middle: SunRidge Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,125,200
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,125,200
- Florida
- Orange County
- Winter Garden
- 34787
- 14255 HAMPSHIRE BAY CIRCLE
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