IDX

Listed by Joseph Doher · Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY· Agent MLS ID# MFR272500275 · Deemed reliable but not guaranteed. · Data last updated: Sep 5, 2026 · 4:06 PM

5314 CHISWICK CIR

Belle Isle, Orange, FL, 32812

Active

$1,400,000

$563/sqft

4Beds
3Baths
2,487Sq Ft
1993Built
2Days on Market

About this home

THIS LISTING IS FOR THE SALE OF 5314 AND 5308 CHISWICK TOGETHER (the property next door) BY THE SAME OWNER. Rare opportunity to purchase two side-by-side single-family homes, and both have been beautifully maintained. Rare opportunity to own two side-by-side homes in Belle Isle's highly sought-after Windsor Place community, minutes from Orlando International Airport and the Conway Chain of Lakes. Offered together at a slight discount by one seller, this pairing includes a 4-bed/3-bath, 2,487-sq-ft pond-front pool home with no rear neighbors and a 3-bed/2-bath, 2,146-sq-ft pond-view pool home. Both single-story residences feature desirable split-bedroom plans, vaulted ceilings, crown molding, wood-burning fireplaces, and French doors opening to backyard oases with screen-enclosed pools overlooking a tranquil pond, perfect for enjoying those glorious sunsets. The larger home has two ensuite bedrooms, a three-car garage, an extended deck, a covered lanai, a breakfast bar, and stainless-steel GE appliances. The second home shines with a renovated kitchen (granite, 42-inch soft-close cabinets, stainless-steel appliances, breakfast bar), a stunningly remodeled primary bath (freestanding tub, frameless rain-shower, quartz vanities), an oversized pool with raised spa and solar heating, and wrought-iron fencing that borders both properties, with the middle portion left open for easy adventures back and forth. Recent updates across both include new roofs (2022/2023), pool resurfacing (2022), whole-home replumbs (2022/2024), HVAC (2021), water heater (2024), and deck renovations (2022). Schedule your private showing today and experience this rare opportunity firsthand. Individual MLS listing #'s: O6435964 & O6435963. 5314 - All Furniture, decor, artwork, washer, and dryer are NEGOTIABLE. 5308 - Furniture and all items except for those on the rear patio are NEGOTIABLE. 2nd refrigerator DOES NOT CONVEY.

Facts & Features

MFRO6438441
$1,400,000
Active
4
3
3
0
2,487 sqft
0.2500
1993
Residential
Single Family Residence
Ranch

Community Information

5314 CHISWICK CIR
Windsor Place Ph 01
Belle Isle
Orange
FL
32812
No

Amenities

N/A
N/A
No
No
Yes

Interior

Ceiling Fans(s), Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Kitchen/Family Room Combo, Stone Counters, Thermostat, Primary Bedroom Main Floor
Central, Electric
Central Air
Laminate, Tile
Wood Burning, Family Room
1
Dishwasher, Microwave, Refrigerator, Electric Water Heater, Range

Exterior

Rain Gutters, Sidewalk, Private Yard
Block, Stucco
Slab
Shingle
Fenced, Other
Landscaped, Paved, Sidewalk

School Information

Shenandoah Elem
Conway Middle
Oak Ridge High

Additional Information

September 2, 2026
2
R-1-AA
Northeast
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

2 days on market

Listing updated: Sep 5, 2026 · 4:06 PM

Listed by: Joseph Doher · 407-203-0007BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY · 407-203-0007

Updated from Real Estate Market Data

Location

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