5314 Chiswick Cir, BELLE ISLE, FL

$1,400,000

4

Beds

3

Baths

2,487

Square feet

0.25

Acres

WINDSOR PLACE PH 01

About 5314 Chiswick Cir

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.

Open House

Sat, Sep 5th, 2026 @ 12pm - 2pm

Features of 5314 Chiswick Cir

MLS® # O6438441
Price $1,400,000
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 2,487
Acres 0.25
Year Built 1993
Type Residential
Sub-Type Single Family Residence
Style Ranch
Status Active

Community Information

Address 5314 Chiswick Cir
Area Orlando/Conway / Belle Isle
Subdivision WINDSOR PLACE PH 01
City BELLE ISLE
County Orange
State FL
Zip Code 32812-2115

Amenities

Parking Driveway, Garage Door Opener, Open
# of Garages 3
View Water
Is Waterfront No
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Appliances Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
Heating Central, Electric
Cooling Central Air
Fireplace Yes
Fireplaces Family Room, Wood Burning
# of Stories 1

Exterior

Exterior Features French Doors, Private Yard, Rain Gutters, Sidewalk, Sliding Doors
Lot Description Landscaped, Sidewalk
Roof Shingle
Foundation Slab

School Information

Elementary Shenandoah Elem
Middle Conway Middle
High Oak Ridge High

Taxes & HOA Fees

Taxes $4,798
Has HOA Yes
HOA Fee Requirement Required
HOA Fee $346
HOA Payment Schedule Annually

Additional Information

Date Listed September 2nd, 2026
Days on Market 1
Zoning R-1-AA
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeBERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

Listing Map

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