14423 Hampshire Bay Circle, FL14423 Hampshire Bay Circle, FL14423 Hampshire Bay Circle, FL
Stellar MLS
1 / 14

$850,000

14423 Hampshire Bay CircleWinter Garden, FL 34787

Listing updated: November 4, 2026 at 6:02 AM ET

Active
Stellar MLSListing courtesy of Broker Hub Realty Group Llc · Anthony Moreno · MLS #O6454912 · Active · 219-730-8364
4
Beds
4
Baths
2,945
Sq Ft
0.39
Acres
2006
Built
◆Private pool◆3-car garage◆$289/sqft
Single Family Residence

Property type

2006

Year built

16,876 sqft

Lot size

$289

Price / sq ft

$133/mo

HOA dues

0

Days on market

3

Garage spaces

X

Flood zone

About this home

Luxury Living in Winter Garden – 14423 Hampshire Bay Circle 4 Bedrooms | 3.5 Bathrooms | Approximately 3,000 Sq. Ft. | Heated Saltwater Pool & Spa Welcome to 14423 Hampshire Bay Circle, where modern elegance meets luxury Florida living in the highly desirable Winter Garden area. This beautifully appointed residence offers approximately 3,000 square feet of sophisticated living space, featuring 4 spacious bedrooms, 3.5 bathrooms, and an impressive collection of high-end finishes throughout. At the heart of the home is a gourmet chef’s kitchen, thoughtfully designed with premium appliances, including a Sub-Zero refrigerator, professional-style gas range, and upscale finishes that create the perfect setting for both everyday living and entertaining. Step outside into your very own private resort-style oasis, featuring a heated saltwater swimming pool and relaxing spa, ideal for enjoying Florida’s beautiful weather year-round. Whether hosting unforgettable gatherings or unwinding after a long day, this outdoor retreat delivers the ultimate luxury lifestyle. Inside, the home offers an inviting combination of contemporary design, generous living areas, and refined details. The spacious primary suite provides a comfortable private retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Additional highlights include premium appliances, a high-end washer and dryer, and thoughtfully designed spaces that balance functionality with elegance. Conveniently located in Winter Garden, Florida, this exceptional property offers access to shopping, dining, entertainment, and major roadways while providing the comfort of an upscale residential setting. More than just a home, this is an opportunity to experience luxury, comfort, and resort-style living every day. Schedule your private showing and discover everything this remarkable property has to offer.

Estimated monthly payment

Principal & interest$4,298
Property taxes$920
Home insurance (est.)$390
HOA dues$133

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Nov 4, 2026
  2. Listed$850,000
    Nov 4, 2026

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Bay Isle 48 17
County
Orange
Year built
2006
Living area
2,945 sq ft
Price/sq ft
$289
Building area
3,784 sq ft (Public Records)
Lot size
16,876 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0215H)
Garage
3 spaces
Pool
Private pool
Annual taxes
$11,040 (2025)
Parcel #
34-22-27-0162-00-030
Zoning
R-1
MLS #
O6454912

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Interior Details

Bedrooms
4
Full bathrooms
3
Half bathrooms
1
Flooring
Ceramic Tile, Luxury Vinyl
Appliances
Dishwasher, Dryer, Range, Range Hood, Refrigerator
Interior features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s)
Laundry
In Kitchen
Stories / Levels
Two
Direction faces
Northwest

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes

HOA & Financial

HOA fee
$400 / Quarterly
Monthly HOA
$133/mo
Total monthly fees
$133/mo
Total annual fees
$1,600
HOA name
Bay Isle / Jim Gordon
CDD
No
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
No Pets and No Smoking

Exterior & Construction

Construction materials
Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Concrete

Utilities

Sewer
Public Sewer
Water source
Private
Utilities
Electricity Connected, Other

Community

Pets allowed
No

Schools

ElementaryBSunRidge ElementaryGreatSchools ↗
MiddleASunRidge MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomSecond16x16
Bedroom 2Second12x13
Bedroom 3Second11x11
Bedroom 4Second13x13
Family RoomSecond18x16
Living RoomSecond12x8
Dining RoomSecond12x11
KitchenSecond13x13

Listing Details

Listing date
2026-11-03
On market date
2026-11-04
Original list price
$850,000
Occupant type
Owner
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Status changed
2026-11-04
Tax legal description
BAY ISLE 48/16 LOT 3

Flood risk

Minimal riskFEMA Zone XPanel 12095C0215H

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Make a left into Bay Isle , go through the gate make a left on Hampshire bay circle and the home is on your left.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of November 4, 2026 at 6:02 AM ET. 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA