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Single family home for sale at 14423 Hampshire Bay Cir, Winter Garden, FL 34787 | MLS# O6454912 | Listing updated on 2026-11-04
Photo 1 of Single family home for sale at 14423 Hampshire Bay Cir, Winter Garden, FL 34787 | MLS# O6454912 | Listing updated on 2026-11-04
Photo 2 of Single family home for sale at 14423 Hampshire Bay Cir, Winter Garden, FL 34787 | MLS# O6454912 | Listing updated on 2026-11-04
Photo 3 of Single family home for sale at 14423 Hampshire Bay Cir, Winter Garden, FL 34787 | MLS# O6454912 | Listing updated on 2026-11-04
Photo 4 of Single family home for sale at 14423 Hampshire Bay Cir, Winter Garden, FL 34787 | MLS# O6454912 | Listing updated on 2026-11-04
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Street View

$850,000

Monthly Est:$4,231

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,945sqft

14423 Hampshire Bay Cir, Winter Garden, FL 34787

$4,231/moEst:

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  • Single Family Residence

  • Built in 2006

  • $133.33/mo HOA

  • 16,876 sqft lot

  • $289/sq.ft

Description

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 ups
cale 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.

  • Houzeo last checked: 42 minutes ago
  • Listing updated: November 4, 2026 at 11:02 am
  • Listing Provided by: Anthony Moreno (929) 433-9329 , Lina Torres | BROKER HUB REALTY GROUP LLC (219) 730-8364
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6454912 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Orange County

  • City

    Winter Garden

  • Neighborhood

    --

  • Year Built

    2006

  • HOA Fees

    $133.33/mo

  • Finished Area

    2,945 sqft

  • Lot Size

    16,876 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6454912

  • MLS Status

    Active

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Location

HOA Management

Bay Isle / Jim Gordon

HOA Fees

$400/ Quarterly

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

  • Primary Bedroom

    Level: Second

    Area: 256.00 Square Feet

    Dimensions: 16x16

  • Bedroom 2

    Level: Second

    Area: 156.00 Square Feet

    Dimensions: 12x13

  • Bedroom 3

    Level: Second

    Area: 121.00 Square Feet

    Dimensions: 11x11

  • Bedroom 4

    Level: Second

    Area: 169.00 Square Feet

    Dimensions: 13x13

  • Family Room

    Level: Second

    Area: 288.00 Square Feet

    Dimensions: 18x16

  • Living Room

    Level: Second

    Area: 96.00 Square Feet

    Dimensions: 12x8

  • Dining Room

    Level: Second

    Area: 132.00 Square Feet

    Dimensions: 12x11

  • Kitchen

    Level: Second

    Area: 169.00 Square Feet

    Dimensions: 13x13

Interior

  • Flooring

    Ceramic Tile, Luxury Vinyl

  • 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)

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Dryer, Range, Range Hood, Refrigerator

  • Cooling

    Central Air

  • Heating

    Central, Electric

Construction

  • Year Built

    Year Built: 2006

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Construction Materials

    Stucco

  • Roof

    Shingle

Utilities & Energy

  • Laundry Features

    In Kitchen

  • Utilities

    Electricity Connected, Other

  • Pool Features

    In Ground, Heated

  • Water Source

    Private

Other Features

  • Community Features

    Deed Restrictions

  • Subdivision Name

    Bay Isle 48 17

Price History

DateEventPrice

11/04/2026

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6454912

Listed for Sale

$850,000 +15354.55%

$289/sqft

10/21/2025

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6342687

Listing Removed

$5,500

$2/sqft

09/09/2025

Source: mls_logoStellar MLS-FL #MFRO6342687

Listed for Sale

$5,500 +4.76%

$2/sqft

05/01/2024

Source: mls_logoStellar MLS-FL #MFRO6195726

Price Decreased

$5,250 -3.23%

$2/sqft

05/01/2024

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6195726

Price Decreased

$5,425 -98.79%

$2/sqft

Show more

Nearby Homes

Based on information from Stellar MLS® through Nov 04, 2026, 11:45AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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