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$5,600 -$300 (-5.08%) Price Reduced

  • For Rent
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,945 Sq. Ft.
  • Updated 6 days ago
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Luxury living awaits at 14423 Hampshire Bay Circle in prime Winter Garden! Spanning ~3,000 sq. ft., this executive 4-bed, 3.5-bath rental blends contemporary elegance with resort-style outdoor comfort. The gourmet chef's kitchen boasts premium appliances, including a Sub-Zero refrigerator and professional gas range. Unwind in the spacious primary suite or host guests in your private backyard oasis featuring a heated saltwater pool and spa. Complete with luxury finishes, high-end laundry appliances, and convenient access to fine dining, shopping, and major roadways. Contact us today to schedule your private showing!

Full Property Details for 14423 Hampshire Bay Cir

General

  • Rent: $5,600
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6454905
  • Updated: 11/5/2026
  • Added to Site: 8 day(s) ago

Rental Information

  • Lease/Rent Term: 12 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator
  • Furnishings: Partially
  • Flooring: Ceramic Tile, Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside

Additional Information

  • Shared Amenities: Park, Playground
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground
  • Spa Description: Heated

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: BAY ISLE 48 17
  • Driving Directions: Make a left into Bay Isle, proceed through the community gate, and turn left onto Hampshire Bay Circle. The property will be located on your left.

School Information

  • Elementary School: SunRidge Elementary
  • Middle School: Union Park Middle
  • High School: West Orange High

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Dock, Fishing
  • Optional Amenities: Park, Playground
  • Association: Yes
  • Assoc. Name: Bay Isle / Jim Gordon

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sprinkler Recycled

Structural Information

  • Stories/Levels: Two
  • Square Feet: 2,945
  • Sq. Ft. Source: Public Records
  • Year Built: 2006

Lot Features

  • Lot Size (Acres): 0.39
  • Lot Size (Sq. Ft.): 16,876
  • Lot Size: 16876
  • Street/Road Desc.: Concrete

Financial Considerations

  • Lease Price: $5,600
  • Assoc Fee Desc.: Required
  • Application Fee: $50
  • Security Deposit: $11,200

Disclosures and Reports

  • Flood Zone Info: X
  • APN: 342227016200030
  • Property ID: 342227016200030

Listed by Broker Hub Realty Group Llc

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Listing agents

— 14423 Hampshire Bay Cir —

  • Broker Hub Realty Group Llc

  • Broker Hub Realty Group Llc

Schools serving 14423 Hampshire Bay Cir

School District:Orange County School District
NameGradesDistance
Sunridge Elementary School
14455 Sunridge Boulevard, Winter Garden, FL 34787
PK-51 mi
SunRidge Middle School
14955 Sunridge Boulevard, Winter Garden, FL 34787
6-81 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-121.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 14423 Hampshire Bay Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/05/2026
Price Reduced
$5,600
-5.08%
MLS
11/04/2026
Listed
$5,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Broker Hub Realty Group Llc

14423 Hampshire Bay Circle, Winter Garden, FL 34787 (MLS# O6454905) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 14423 Hampshire Bay Circle is currently listed for rent at $5,600 and was received on November 04, 2026. Want to learn more about 14423 Hampshire Bay Circle? Do you have questions about finding other real estate for sale or rent in Winter Garden? You can browse all Winter Garden rentals or contact a Coldwell Banker agent to request more information.

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