5308 Chiswick Circle, FL5308 Chiswick Circle, FL5308 Chiswick Circle, FL
Stellar MLS
1 / 41

$700,000

5308 Chiswick Circle

Belle Isle, FL 32812

Listing updated: September 3, 2026 at 6:48 AM ET

Active
Stellar MLSListing courtesy of Berkshire Hathaway Homeservices Results Realty · Joseph Doher · MLS #O6435963 · Active · 407-203-0007
3
Beds
2
Baths
2,146
Sq Ft
0.25
Acres
1993
Built
Water viewPrivate poolFireplace$326/sqft
Single Family Residence

Property type

1993

Year built

11,032 sqft

Lot size

$326

Price / sq ft

$29/mo

HOA dues

1

Day on market

2

Garage spaces

X

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

Principal & interest$3,540
Property taxes$369
Home insurance (est.)$321
HOA dues$29

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

  1. Status: Active
    Sep 3, 2026
  2. Listed$700,000
    Sep 2, 2026
  3. 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

ElementaryBShenandoah ElemGreatSchools ↗
MiddleCConway MiddleGreatSchools ↗
High SchoolBOak Ridge HighGreatSchools ↗

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

RoomLevelDimensions
Living RoomFirst14x15
Dining RoomFirst13x14
KitchenFirst14x13
Family RoomFirst18x22
Primary BedroomFirst14x16
Bedroom 2First14x13
Bedroom 3First13x12

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 riskFEMA Zone XPanel 12095C0430F

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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MLS GRID

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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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