Location: Windsor Place Ph 01, Belle Isle
Do Not Show Listings
5237 CHISWICK CIR, BELLE ISLE, FL 32812
$703,00019 Days on yellowkey MLS ID: O6407025
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2475 Built: 1996Monthly Fee: $31 Tax: $5,185 (2025)Community: Windsor Place Ph 01Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,185
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: You had a list. Square footage. 4 Bedrooms. A garage big enough to fit every accessory needed for weekend adventures. Then you turned onto Chiswick Circle and saw it. First the driveway with pavers wide enough that everyone has somewhere to park. Inside, high ceilings with transom windows so the light comes in from up high and settles into the rooms below. The house is built the way you actually want to live. Formal living room overlooking the pool and a nice dining room. The kitchen with Bosch appliances and an island with breakfast bar seating, opens to a breakfast nook. The family room off the kitchen with a fireplace and high ceilings. The lanai is within the screened pool. There's no wall between cooking and the conversation, no wall between the conversation and the water. The primary suite takes one side of the house, with wood floors, walk-in closets, jetted tub, and sliders to the pool. The 4th bedroom is off the master perfect for an office/nursery with a full bath near by. Across the house, two more bedrooms and a shared guest bath with one connected to the bath. But you'll keep ending up on the lanai. It runs along the back of the home. Caladiums spilling out of a planter wall. Waterfalls tumbling into the pool. A lounge space on one side, a dining table on the other. This is where the little ones learn to swim. This is the part of the house that turns a Saturday/Sunday into a memories. Brand New roof. Oversized three-car garage with a concrete pad behind the third bay. Walk-around attic with two pull-down stairways. A well that keeps the lawn green without the water bill. And then Belle Isle, with its own city hall and even a police force. Resident boat ramps onto the Conway chain. Cornerstone Charter School which is very popular among the locals. Ten- fifteen minutes to downtown. Twelve to the airport. An hour to the beach. This home won First Place in the Parade of Homes, come take a look and see why. You weren't planning to buy a house this week. Now you can't picture living anywhere else.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
5224 CHISWICK CIR, BELLE ISLE, FL 32812
$650,00032 Days on yellowkey MLS ID: O6404212
4 Days Off yellowkey (back on 5/11/2026)
INCREASED by $100,000 (18.2%) on 05/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 1993Monthly Fee: $31 Tax: $4,288 (2025)Community: Windsor Place Ph 01Single Family
Taxes:$4,288
Elementary School: Shenandoah Elem
High School: Oak Ridge High
Middle School: Conway Middle
Remarks: Some homes you walk through. This one you settle into. Tucked onto a quiet Belle Isle circle, set back behind a paver drive and an arched entry, this one already feels like a deep breath before you've reached the door. Step inside, and the ceilings rise to twelve feet. The whole house exhales with you. A floor-to-ceiling brick fireplace anchors the living room. And then there's the wall that isn't really a wall: pocket sliders that fold away completely, so the living room and the lanai stop being two spaces and become one. Morning coffee in the breakfast nook, surrounded by bay windows. Dinner in the formal dining room, plantation shutters filtering the late light. Work happens in a built-in office that feels like it was designed by someone who actually works from home. The kitchen runs the heart of it all, granite countertops, stainless steel appliances, and a breakfast bar that ends up being where everyone gathers anyway. The primary suite gets its own wing. Two walk-in closets, a soaking tub, a separate shower, dual vanities, and French doors that open straight to the pool. The other bedrooms sit on the opposite side of the house, quiet and tucked away. A laundry room with a utility sink and granite counters means the everyday stuff has a place to live, too. Out back, the home keeps unfolding. A covered lanai stretches the full length of the house, fans turning, TV mounted, ready for Sundays. Beyond it, an enormous screened deck wraps the pool in brick pavers. And past the screen, the yard keeps going, a real fenced lawn under the canopy of a sprawling oak, putting the property at nearly half an acre. That kind of green space is getting harder and harder to find. Windsor Place backs it up with a low HOA, a playground, a park, and a fenced tennis court. Cornerstone Charter K-12 gives Belle Isle residents priority enrollment, the kind of perk people move zip codes for. SoDo is seven minutes out. The airport, ten. Downtown Orlando, fifteen. The lakes Belle Isle is named for, even closer. You walk through a lot of houses looking for the one that finally feels like yours. This one doesn't just feel like yours. It raises the standard for every house that comes after it.
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