Date
Details
Price
Change
Source
5/14/2026
Listed
$703,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$703,000 Just Listed
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Property Description
You had a list. Square footage. 4 Bedrooms. A garage big enough to fit every accessory needed for weekend adventures. Then you turned onto Chiswick Circle and saw it. First the driveway with pavers wide enough that everyone has somewhere to park. Inside, high ceilings with transom windows so the light comes in from up high and settles into the rooms below. The house is built the way you actually want to live. Formal living room overlooking the pool and a nice dining room. The kitchen with Bosch appliances and an island with breakfast bar seating, opens to a breakfast nook. The family room off the kitchen with a fireplace and high ceilings. The lanai is within the screened pool. There's no wall between cooking and the conversation, no wall between the conversation and the water. The primary suite takes one side of the house, with wood floors, walk-in closets, jetted tub, and sliders to the pool. The 4th bedroom is off the master perfect for an office/nursery with a full bath near by. Across the house, two more bedrooms and a shared guest bath with one connected to the bath. But you'll keep ending up on the lanai. It runs along the back of the home. Caladiums spilling out of a planter wall. Waterfalls tumbling into the pool. A lounge space on one side, a dining table on the other. This is where the little ones learn to swim. This is the part of the house that turns a Saturday/Sunday into a memories. Brand New roof. Oversized three-car garage with a concrete pad behind the third bay. Walk-around attic with two pull-down stairways. A well that keeps the lawn green without the water bill. And then Belle Isle, with its own city hall and even a police force. Resident boat ramps onto the Conway chain. Cornerstone Charter School which is very popular among the locals. Ten- fifteen minutes to downtown. Twelve to the airport. An hour to the beach. This home won First Place in the Parade of Homes, come take a look and see why. You weren't planning to buy a house this week. Now you can't picture living anywhere else.
Full Property Details
Full Property Details for 5237 Chiswick Cir
General
- Price: $703,000
- HOA FEE: $31/month
- HOA FEE FREQ.: Annually
- Taxes: $5,185 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6407025
- Updated: 5/14/2026
- Added to Site: 4 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 12
- Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Luxury Vinyl, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Deck, In Ground, Lighting, Screen Enclosure
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: 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: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 32812 - Orlando/Conway / Belle Isle
- County: Orange
- Development Name: 32812 - Orlando/Conway / Belle Isle
- Subdivision: WINDSOR PLACE PH 01
- Driving Directions: Head south on FL-436/S Semoran Blvd, Turn right onto FL-15 N/Hoffner Ave, Continue onto FL-15 N/Hoffner Ave, Continue straight to stay on Hoffner Ave, Turn left onto Wandsworth Ave, Turn right onto Chiswick Cir, Destination will be on the left.
- Direction Faces: Southwest
Community
- Community Name: 32812 - Orlando/Conway / Belle Isle
- Community Features: Deed Restrictions, Park, Playground, Sidewalks
- Association: Yes
- Assoc. Name: Windsor Place HOA/Paula Butler
- Assoc. Fees Include: Manager
- 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, Street Lights, Water Connected
Structural Information
- Builder: PARK SQUARE
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,475
- Sq. Ft. Source: Owner
- Year Built: 1996
Lot Features
- Property View: Pool
- Lot Size (Acres): 0.32
- Lot Size (Sq. Ft.): 14,025
- Lot Size: 14025
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced
Financial Considerations
- Association Fee: $376
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $5,185
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDSOR PLACE PHASE 1 30/28 LOT 45
- Flood Zone Info: X
- APN: 202330937300450
- Property ID: 202330937300450
Listed by Homevest Realty
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Listing agents
— 5237 Chiswick Cir —
Homevest Realty
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Schools
Schools serving 5237 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 5237 Chiswick Cir
Tax History
Tax History for 5237 Chiswick Cir
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,185
5%
$336,859
6%
2024
$4,940
4%
$318,759
3%
2023
$4,771
5%
$309,475
6%
2021
$4,553
-2%
$291,710
-3%
2022
$4,643
2%
$300,461
4%
2021
$4,553
2%
$287,682
2%
2019
$4,458
1%
$281,214
2%
2018
$4,410
2%
$275,971
2%
2017
$4,312
—
$270,295
2%
2016
$4,301
-2%
$264,736
1%
2015
$4,368
1%
$262,896
1%
2014
$4,341
2%
$260,810
1%
2013
$4,267
—
$256,956
—
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 5237 Chiswick Cir
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5237 Chiswick Circle, Belle Isle, FL 32812 (MLS# O6407025) is a Single Family property with 4 bedrooms and 3 full bathrooms. 5237 Chiswick Circle is currently listed for $703,000 and was received on May 14, 2026. Want to learn more about 5237 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.