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Property Description
Some homes you walk through. This one you settle into. Tucked onto a quiet Belle Isle circle, set back behind a paver drive and an arched entry, this one already feels like a deep breath before you've reached the door. Step inside, and the ceilings rise to twelve feet. The whole house exhales with you. A floor-to-ceiling brick fireplace anchors the living room. And then there's the wall that isn't really a wall: pocket sliders that fold away completely, so the living room and the lanai stop being two spaces and become one. Morning coffee in the breakfast nook, surrounded by bay windows. Dinner in the formal dining room, plantation shutters filtering the late light. Work happens in a built-in office that feels like it was designed by someone who actually works from home. The kitchen runs the heart of it all, granite countertops, stainless steel appliances, and a breakfast bar that ends up being where everyone gathers anyway. The primary suite gets its own wing. Two walk-in closets, a soaking tub, a separate shower, dual vanities, and French doors that open straight to the pool. The other bedrooms sit on the opposite side of the house, quiet and tucked away. A laundry room with a utility sink and granite counters means the everyday stuff has a place to live, too. Out back, the home keeps unfolding. A covered lanai stretches the full length of the house, fans turning, TV mounted, ready for Sundays. Beyond it, an enormous screened deck wraps the pool in brick pavers. And past the screen, the yard keeps going, a real fenced lawn under the canopy of a sprawling oak, putting the property at nearly half an acre. That kind of green space is getting harder and harder to find. Windsor Place backs it up with a low HOA, a playground, a park, and a fenced tennis court. Cornerstone Charter K-12 gives Belle Isle residents priority enrollment, the kind of perk people move zip codes for. SoDo is seven minutes out. The airport, ten. Downtown Orlando, fifteen. The lakes Belle Isle is named for, even closer. You walk through a lot of houses looking for the one that finally feels like yours. This one doesn't just feel like yours. It raises the standard for every house that comes after it.
Full Property Details
Full Property Details for 5224 Chiswick Cir
General
- Price: $650,000
- HOA FEE: $31/month
- HOA FEE FREQ.: Annually
- Taxes: $4,288 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6404212
- Updated: 5/2/2026
- Added to Site: 4 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 10
- Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Living Room
- Appliances: Cooktop, Dishwasher, Electric Water Heater, Microwave, Refrigerator
- Furnishings: Unfurnished
- Flooring: Laminate, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Park, Playground, Recreation Facilities, Tennis Court(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, Gunite, Lighting, Screen Enclosure
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: French Doors, Lighting, Private Mailbox, Private Yard, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Oversized
Location
- Area: 32812 - Orlando/Conway / Belle Isle
- County: Orange
- Development Name: 32812 - Orlando/Conway / Belle Isle
- Subdivision: WINDSOR PLACE PH 01
- Driving Directions: Head west on FL-408 W, Take exit 14 for FL-436/Semoran Blvd toward Airport, Use the middle lane to turn left onto FL-436/S Semoran Blvd, Turn right onto Lake Underhill Rd, Turn left onto FL-15 S, Turn right onto Hoffner Ave, Turn left onto Wandsworth Av, Turn right onto Chiswick Cir, Destination will be on the right.
- Direction Faces: Southeast
School Information
- Elementary School: Shenandoah Elem
- Middle School: Conway Middle
- High School: Oak Ridge High
Community
- Community Name: 32812 - Orlando/Conway / Belle Isle
- Community Features: Deed Restrictions, Park, Playground, Sidewalks, Tennis Court(s)
- Optional Amenities: Park, Playground, Recreation Facilities, Tennis Court(s)
- Association: Yes
- Assoc. Name: Windsor Place HOA/Paula Butler
- Assoc. Fees Include: Manager, Recreational Facilities
- Pet Restrictions: Buyer shall be responsible for confirming any pet restrictions with the City of Bell Isle.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Windows: Blinds, Rods, Shutters
- Stories/Levels: One
- Square Feet: 1,960
- Sq. Ft. Source: Public Records
- Year Built: 1993
Lot Features
- Property View: Pool
- Lot Size (Acres): 0.42
- Lot Size (Sq. Ft.): 18,197
- Lot Size: 18197
- Street/Road Desc.: Asphalt
- Fencing (Description): Fenced
Financial Considerations
- Association Fee: $376
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $4,288
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDSOR PLACE PHASE 1 30/28 LOT 39
- Flood Zone Info: X
- APN: 202330937300390
- Property ID: 202330937300390
Listed by Homevest Realty
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Schools
Schools serving 5224 Chiswick Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Shenandoah Elementary School, Orlando, FL 4827 Conway Road, Orlando, FL 32812 | PK-5 | 0.6 mi |
Conway Middle School 4600 Anderson Road, Orlando, FL 32812 | 6-8 | 1.6 mi |
Oak Ridge High School 700 West Oak Ridge Road, Orlando, FL 32809 | 9-12 | 3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5224 Chiswick Cir
Date
Details
Price
Change
Source
5/02/2026
Price Increased
$650,000
18.18%
MLS
5/01/2026
Listed
$550,000
74.6%
MLS
12/18/2008
Sold
$315,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5224 Chiswick Cir
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,288
5%
$276,881
6%
2024
$4,090
4%
$262,004
3%
2023
$3,950
7%
$254,373
6%
2021
$3,700
-2%
$239,771
-3%
2022
$3,780
2%
$246,964
4%
2021
$3,700
3%
$236,461
2%
2019
$3,608
1%
$231,145
2%
2018
$3,566
3%
$226,835
2%
2017
$3,476
—
$222,169
2%
2016
$3,465
-2%
$217,599
1%
2015
$3,519
1%
$216,086
1%
2014
$3,486
2%
$214,371
1%
2013
$3,429
—
$211,203
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5224 Chiswick Cir
5224 Chiswick Circle, Belle Isle, FL 32812 (MLS# O6404212) is a Single Family property with 4 bedrooms and 2 full bathrooms. 5224 Chiswick Circle is currently listed for $650,000 and was received on May 01, 2026. Want to learn more about 5224 Chiswick Circle? Do you have questions about finding other Single Family real estate for sale in Belle Isle? You can browse all Belle Isle real estate or contact a Coldwell Banker agent to request more information.

