14255 HAMPSHIRE BAY CIRCLE

$1,300,000
14255 HAMPSHIRE BAY CIRCLE,

Overview

  • Updated On:
  • May 15, 2026
  • 4 Bedrooms
  • 4.5 Bathrooms
  • 3 Garages
  • 4,625 ft2 Size
  • O6395612 ID

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!

Virtual Tour

Property Details

Property Id: 64793
Price: $1,300,000
Property Size: 4,625 ft2
Property Lot Size: 6 ft2
Rooms: 14
Bedrooms: 4
Bathrooms: 4.5
Association Fee: 141
Association Fee Frequency: Monthly
Association Fee Includes: Private Road
Bathrooms Full: 4
Bathrooms Half: 1
Bathrooms Total Decimal: 4.5
Building Area Total: 5364
CoList Agent Full Name: Shannelle Lawrence
CoList Agent Mls Id: 261232907
CoList Office MlsId: 261014414
CoList Office Name: WEMERT GROUP REALTY LLC
Community Features: Lake, Water Access, Waterfront, Gated Community - No Guard, Park, Playground, Sidewalks
Construction Materials: Block, Stucco
Contract Status ChangeDate: 2026-04-03
Cooling: Central Air
Covered Spaces: 3
Direction Faces: East
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.
Elementary School: SunRidge Elementary
Fireplace Features: Family Room, Gas
Flooring: Porcelain Tile, Hardwood
Foundation Details: Block
Garage Spaces: 3
Heating: Central, Electric, Propane
HighSchool: West Orange High
Laundry Features: Laundry Room
Lease Considered YN: 1
Levels: Two
List Agent Full Name: Jenny Wemert
List Agent Key: 74d208f0864e36007a4f475fc924b27b
List Agent MlsId: 805527269
List OfficeKey: 0d8ac3ea108a14e1cff0e4decf14fd6d
List OfficeMlsId: 261014414
List Office Name: WEMERT GROUP REALTY LLC
Listing Contract Date: 2026-03-28
Listing Id: O6395612
Living Area Source: Public Records
Living Area Units: Square Feet
Lot Features: Landscaped, Oversized Lot, Sidewalk
Lot Size Area: 6.4397
Lot Size Square Feet: 280513
Lot Size Units: Acres
MLS Area Major: 34787 - Winter Garden/Oakland
Middle Or Junior School: SunRidge Middle
Mls Status: Active
Ownership: Fee Simple
Parcel Number: 342227016200190
Parking Features: Driveway, Garage Faces Side, Split Garage
Patio And Porch Features: Covered, Enclosed, Front Porch, Patio, Rear Porch
Postal Code Plus4: 5900
Road Frontage Type: Street Paved
Road Surface Type: Paved
Roof: Shingle
Additional Lease Restrictions: Buyer to verify leasing restrictions with HOA and/or city/county
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…)
Approval Process: Buyer to verify approval restrictions with HOA and/or city/county
Association Fee Requirement: Required
Census Block: 2
Census Tract: 017117
Current Price: 1300000
DPR URL: https://www.workforce-resource.com/dpr/listing/MFRMLS/O6395612?w=Agent&skip_sso=true
DPR URL2: https://www.workforce-resource.com/dpr/listing/MFRMLS/O6395612?w=Customer
Flood Zone Code: X & AE
Flood Zone Date: 2021-09-24
Flood Zone Panel: 12095C0215H
Homestead YN: 1
Lease Restrictions YN: 1
ListOffice Head Office KeyNumeric: 204633052
List Source: MATRIX
List Source Original: MATRIX
Minimum Lease: 1-2 Years
Mls Major Change Type: New Listing
Monthly HOA Amount: 141
Open House Count: 3
Pet Restrictions: Buyer to verify pet restrictions with HOA and/or city/county
RealtorInfo: As-Is, Owner Motivated, See Attachments
Showing Requirements: 24 Hour Notice, Appointment Only, Call Agent 2, Call Listing Agent, Gate Code Required, Listing Agent Must Accompany, ShowingTime
Total Acreage: 5 to less than 10
Total Annual Fees: 1692
Total Monthly Fees: 141
Virtually Staged YN: 1
Water Access: Lake
Water Access YN: 1
Water Extras: Boat Ramp - Private, Skiing Allowed
Water Extras YN: 1
Waterfront Feet Total: 100
Sewer: Public Sewer
Source System Key: 786420673
Special Listing Conditions: None
State Or Province: FL
Status Change Timestamp: April 3, 2026 at 09:15pm
Stories Total: 2
Street Name: HAMPSHIRE BAY
Tax Annual Amount: 12363.83
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
View: Trees/Woods, Water
Water Body Name: BLACK LAKE
Water Source: Public
Waterfront Features: Lake, Waterfront, Lake Front
Year Built: 2003
Zoning: R-1

Payment Calculator

$6,665.36
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 5,040.36

Map

Property Address

Address: 14255 HAMPSHIRE BAY CIRCLE
State/County:
Zip: 34787
Country: United States

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Balcony
Built-in Features
Ceiling Fan(s)
Chair Rail
Coffered Ceiling(s)
Cooktop
Courtyard
Crown Molding
Dishwasher
Disposal
Dryer
Eating Space In Kitchen
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Waterfront
High Ceilings
Home Owners Association
Irrigation System
Kitchen/Family Room Combo
Lighting
Open Parking
Outdoor Grill
Primary Bedroom Main Floor
Private Mailbox
Rain Gutters
Range
Range Hood
Refrigerator
Sidewalk
Sliding Doors
Split Bedroom
Thermostat
Walk-In Closet(s)
Washer
Window Treatments

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14255 HAMPSHIRE BAY CIRCLE | O: 912.821.0110. © 2022 YOUR COMPANY NAME. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE, THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. THIS INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS’ PERSONAL, NON-COMMERCIAL USE. April 3, 2026 at 09:15pm

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