


$700,000
5308 Chiswick Circle
Belle Isle, FL 32812
Listing updated: September 3, 2026 at 6:48 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
THIS PROPERTY IS BEING SOLD BY ITSELF, OR YOU CAN PURCHASE IT TOGETHER WITH THE PROPERTY NEXT DOOR FROM THE SAME OWNER (MLS#: O6438441). Rare opportunity to own a beautifully updated pool home in the highly desirable Windsor Place community of Belle Isle. Surrounded by the Conway Chain of Lakes area and located just minutes from Orlando International Airport, this 3-bedroom, 2-bath residence offers the perfect combination of modern updates, outdoor living, and a premier location. Situated on a private pond-view homesite, this single-story home features 2,146 square feet with a desirable split-bedroom floor plan, vaulted ceilings, crown molding, and wood-plank tile flooring throughout. The spacious family room showcases a wood-burning fireplace and opens seamlessly to the kitchen, creating an ideal setting for everyday living and entertaining. The renovated kitchen features granite countertops, 42-inch upper cabinets with crown molding, soft-close drawers, under-cabinet lighting, pantry storage, and stainless appliances including a Bosch dishwasher. The primary suite is a true retreat with French doors leading to the lanai, a custom walk-in closet with built-in storage, and a stunning remodeled bathroom featuring a freestanding soaking tub, oversized frameless shower with rain showerhead, quartz vanities, and private water closet. Step outside to your own backyard oasis featuring an oversized screen-enclosed pool and raised spa overlooking the tranquil pond. The spacious deck, mature landscaping, wrought-iron fencing, and peaceful water views create the perfect setting to relax or entertain guests while enjoying beautiful Florida sunsets. Pool solar heating helps extend swimming enjoyment throughout the year, while propane heats the spa for year-round comfort. Major updates provide peace of mind, including a new roof (2023), HVAC system (2021), whole-home replumb (2024), water heater (2024), pool resurfacing (2022), deck renovation (2022), and new gutters (2023). Homes in Windsor Place rarely become available, and this move-in-ready property combines quality updates, resort-style outdoor living, and one of Belle Isle's most sought-after locations. Schedule your private showing today and experience everything this exceptional pond-view home has to offer. Furniture and all items except for those on the rear patio are NEGOTIABLE. 2nd refrigerator DOES NOT CONVEY.
Estimated monthly payment
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 history1 days on market
- Status: ActiveSep 3, 2026
- Listed$700,000Sep 2, 2026
- Price increased$700,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Windsor Place Ph 01
- County
- Orange
- Year built
- 1993
- Living area
- 2,146 sq ft
- Price/sq ft
- $326
- Building area
- 3,018 sq ft (Public Records)
- Lot size
- 11,032 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0430F)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $4,433 (2025)
- Parcel #
- 20-23-30-9373-00-250
- Zoning
- R-1-AA
- MLS #
- O6435963
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Tile
- Appliances
- Dishwasher, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
- Interior features
- Built-in Features, Ceiling Fans(s), Crown Molding, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- Northeast
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Open
HOA & Financial
- HOA fee
- $346 / Annually
- Monthly HOA
- $29/mo
- Total monthly fees
- $29/mo
- Total annual fees
- $346
- HOA name
- Sentry Management / Paula Butler
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Please verify with the HOA.
- Approval process
- Please verify with the HOA.
Exterior & Construction
- Exterior features
- Rain Gutters, Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Electricity Available, Propane, Sewer Available, Water Available
Community
- Pets allowed
- Yes
Schools
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
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 14x15 |
| Dining Room | First | 13x14 |
| Kitchen | First | 14x13 |
| Family Room | First | 18x22 |
| Primary Bedroom | First | 14x16 |
| Bedroom 2 | First | 14x13 |
| Bedroom 3 | First | 13x12 |
Listing Details
- Listing date
- 2026-08-26
- On market date
- 2026-09-02
- Original list price
- $700,000
- Occupant type
- Owner
- MLS area
- 32812 - Orlando/Conway / Belle Isle
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-03
- Tax legal description
- WINDSOR PLACE PHASE 1 30/28 LOT 25
Flood risk
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
From Conway Rd, turn onto Hoffner Ave traveling West, turn left onto Wadsworth Ave, right onto Chiswick Cir, and follow around until the homes appear on your right.
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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 September 3, 2026 at 6:48 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.
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