14255 Hampshire Bay Cir | Image 1
Virtual Tour
14255 Hampshire Bay Cir | Image 2
14255 Hampshire Bay Cir | Image 3
14255 Hampshire Bay Cir | Image 4
14255 Hampshire Bay Cir | Image 5
14255 Hampshire Bay Cir | Image 6
14255 Hampshire Bay Cir | Image 7

$1,300,000

For Sale

A month ago

14255 Hampshire Bay Cir, Winter Garden, FL

House

MLS® O6395612

4 Bed

5 Bath

4625 sqft

3 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4625 sqft
Garage Yes
Taxes $12,364
Days Active 36
Lot Size 
Approx. Age 2003
Avg. Price Per Sqft $281
MLS® Number O6395612

Property Address: 14255 Hampshire Bay Cir, WINTER GARDEN, FL, 34787-5900

Average square foot calculated using Size range provided by listing agent.

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® NumberO6395612
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age2003
Basement
DrivewayDriveway, Garage Faces Side, Garage
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Bedroom 3:Second Floor13 × 11 ft
Dining Room:First Floor15 × 12 ft
Other:First Floor17 × 14 ft
Bedroom 4:Second Floor21 × 13 ft
Bonus Room:First Floor24 × 20 ft
Family Room:First Floor17 × 14 ft
Loft:Second Floor20 × 12 ft
Living Room:First Floor14 × 14 ft
Bedroom 2:Second Floor13 × 12 ft
Laundry:First Floor8 × 6 ft
Other:First Floor40 × 14 ft
Kitchen:First Floor26 × 16 ft
Other:First Floor25 × 13 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 3, 2026List Date
$1,300,000List Price

Home Appraisal

This property is estimated to sell between: $1,049,000 and $1,426,000.
Similar properties in this area sold on average for: $1,049,666
Expected to sell very soon! Similar properties sold in 20 days. This home has been on eXp Realty for 36 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

  • Commute

Commute

Starting Address
Destination Address
14255 Hampshire Bay Cir, Winter Garden, FL

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties