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14255 Hampshire Bay Circle, Winter Garden, FL

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$1,300,000

($281/sqft)

List Status: Active
14255 Hampshire Bay Circle
Winter Garden, FL 34787


4 beds
4 baths
4625 living sqft
Top Features
  • Frontage: Lake Front
  • View: Water, Trees/Woods
  • Subdivision: Bay Isle 48 17
  • Built in  2003
  • Single Family Residence
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 fle
Property Details
Property Features
Property Sub Type
Single Family Residence
View
Water, Trees/Woods
Frontage
Lake Front
Parking
Garage Faces Side, Garage, Driveway
County
Orange
Subdivision
BAY ISLE 48 17
Additional Information
Additional Lease Restrictions
Buyer to verify leasing restrictions with HOA and/or city/county
Additional Parcels YN
false
Additional Rooms
Attic, Bonus Room, Den/Library/Office, Family Room, Florida Room, Formal Dining Room Separate, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Loft
Additional Water Information
Lake Access, Private Boat Ramp, Skiing Allowed, Motorized Boats Allowed.
Alternate Key Folio Num
272234016200190
Amenities Additional Fees
Buyer to verify any and all fees with HOA (i.e. additional amenities, transfer, capital contribution, gate access, etc…)
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Range, Range Hood, Refrigerator, Washer
Approval Process
Buyer to verify approval restrictions with HOA and/or city/county
Association Email
carol@hmimgmt.com
Association Fee
141
Association Fee Frequency
Monthly
Association Fee Includes
Private Road
Association Fee Requirement
Required
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
5
Building Area Source
Public Records
Building Area Total
5364
Building Area Total Srch SqM
498.33
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
281.08
Carport YN
false
Community Features
Gated Community - No Guard, Park, Playground, Sidewalks
Construction Materials
Block, Stucco
Cooling
Central Air
Country
US
Cumulative Days On Market
50
Current Price
1300000.00
Direction Faces
East
Elementary School
SunRidge Elementary
Exterior Features
Balcony, Courtyard, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
Fireplace Features
Family Room, Gas
Fireplace YN
true
Flood Zone Code
X & AE
Flood Zone Date
2021-09-24
Flood Zone Panel
12095C0215H
Flooring
Tile, Wood
Foundation Details
Block
Furnished
Partially
Garage Spaces
3
Garage YN
true
Heating
Central, Electric, Propane
High School
West Orange High
Homestead YN
1
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
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Laundry Room
Lease Restrictions YN
1
Levels
Two
List AOR
Orlando Regional
Living Area Meters
429.68
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Landscaped, Oversized Lot, Sidewalk, Paved
Lot Size Acres
6.44
Lot Size Square Feet
280513
Lot Size Square Meters
26060
Middle Or Junior School
SunRidge Middle
Minimum Lease
1-2 Years
Modification Timestamp
2026-05-23T11:57:10.639Z
Monthly HOA Amount
141.00
New Construction YN
false
Occupant Type
Vacant
Other Equipment
Irrigation Equipment
Ownership
Fee Simple
Parcel Number
34-22-27-0162-00-190
Patio And Porch Features
Covered, Enclosed, Front Porch, Patio, Rear Porch
Pet Restrictions
Buyer to verify pet restrictions with HOA and/or city/county
Pets Allowed
Yes
Pool Private YN
false
Postal Code Plus 4
5900
Public Survey Range
27
Public Survey Section
34
RATIO Current Price By Calculated SqFt
281.08
Realtor Info
As-Is, Owner Motivated, See Attachments
Road Surface Type
Paved
Roof
Shingle
Room Count
14
Security Features
Gated Community, Smoke Detector(s)
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
24 Hour Notice, Appointment Only, Call Listing Agent 2, Call Listing Agent, Gate Code Required, Listing Agent Must Accompany, ShowingTime
Status Change Timestamp
2026-04-03T21:15:48.000Z
Stories Total
2
Tax Annual Amount
12363.83
Tax Block
00
Tax Book Number
48/16
Tax Legal Description
BAY ISLE 48/16 LOT 19
Tax Lot
19
Tax Year
2025
Total Acreage
5 to less than 10
Total Annual Fees
1692.00
Total Monthly Fees
141.00
Township
22
Universal Property Id
US-12095-N-342227016200190-R-N
Unparsed Address
14255 HAMPSHIRE BAY CIR
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Vegetation
Mature Landscaping, Trees/Landscaped
Water Access
Lake
Water Access YN
1
Water Body Name
BLACK LAKE
Water Extras
Boat Ramp - Private, Skiing Allowed
Water Extras YN
1
Water Frontage Feet Lake
100
Water Source
Public
Water View
Lake
Water View YN
1
Waterfront Feet Total
100
Waterfront YN
true
Zoning
R-1
Neighborhood Map
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MLS #MFRO6395612 Listing courtesy of Wemert Group Realty Llc provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 6/1/26 10:34 PM) |

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407-990-2746

Wendy Morris LLC

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BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

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