5308 CHISWICK CIRCLE, BELLE ISLE, FL, 32812
Pending19 days on marketListed Sep 2, 2026MLS #O6435963
About this home
5308 CHISWICK CIRCLE
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.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,146
Sqft
0.25 ac
Lot size
2
Garage
1993
Year built
One
Levels
$326
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$4,598 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,598/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+13.5%
$/sqft vs Belle Isle actives
$326 vs $301
Days on market
19 vs 70 typical
Where $326/sqft sits among the 17 Belle Isle actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Windsor Place
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Belle Isle. See the full Belle Isle guide →
Windsor Place — neighborhood snapshot
Population
1,459
Median age
44
Median income
$129,375
Median home value
$584,300
Avg household
3
Households w/ children
179
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Belle Isle market
$630K → $665K
Belle Isle median sold, yr/yr
96.9%
Sale-to-list ratio (12 mo)
8 of 17
Belle Isle actives have cut their price
Median sold price, Belle Isle, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 218% above the BELLE ISLE 32812 median. See the full Belle Isle market guide →
Paper trail
This home's history
Reality check
What actually sold near 5308 CHISWICK CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$635,000
5224 CHISWICK CIRCLE · same community
4 bd · 2 ba · 1,960 sqft · $324/sqft · 6 DOM
Sold · Jul ’26$703,000
5237 CHISWICK CIRCLE · same community
4 bd · 3 ba · 2,475 sqft · $284/sqft · 24 DOM
Sold · Nov ’25$740,000
3516 BATTERSEA COURT · same community
5 bd · 3 ba · 3,284 sqft · $225/sqft · 61 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Colleen Brown
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 5308 CHISWICK CIRCLE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5308 CHISWICK CIRCLE — before you fall in love.
See it in person
Schedule a tour
Live availability from Colleen's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5308 CHISWICK CIRCLE FAQs
What would the monthly payment be for 5308 CHISWICK CIRCLE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,598/mo — principal and interest, the actual property-tax bill, the $29/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 5308 CHISWICK CIRCLE?+
The association fee works out to $29 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 5308 CHISWICK CIRCLE?+
The most recent tax bill on record (2025) was $4,433. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 5308 CHISWICK CIRCLE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Belle Isle?+
At $700,000, this home is listed about 35% above the Belle Isle median of $519,900. The market section on this page shows how the area is trending.
Which schools are assigned to 5308 CHISWICK CIRCLE?+
Shenandoah Elementary (elementary), Conway Middle (middle), Oak Ridge High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY · Joseph Doher. MLS #O6435963.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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