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4243 ISABELLA CIRCLE, WINDERMERE, FL - photo 1

$3,290,000

4243 ISABELLA CIRCLE

WINDERMERE, FL 34786

Estimated payment $18,822/month

includes HOA $1,611/mo · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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5Beds
7Baths
5,502Sq Ft
$598Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

HOA $1,611/mo
Private Pool
Garage
Built in 2015
30,855 sqft Lot

About This Home

Welcome to an exceptional luxury residence in the prestigious gated community of Casabella in Windermere. Set on a private 0.71-acre homesite, this stunning Toll Brothers residence offers approximately 5,502 square feet of beautifully appointed living space, featuring 5 private ensuite bedrooms and 2 half bathrooms. From the moment you enter, the home impresses with sophisticated architectural details, soaring ceilings, abundant natural light, and expansive spaces thoughtfully designed for both refined everyday living and effortless entertaining. The gourmet kitchen is equipped with premium appliances, custom cabinetry, an oversized island, ample counter space, and an open-concept design that flows seamlessly into the family room and dining areas. The first-floor primary suite offers a tranquil private retreat, complete with a spa-inspired bathroom featuring dual vanities, a spacious walk-in shower, and generous his-and-her closet areas. Also located on the first floor is an additional private suite and a dedicated office, while the second floor offers the remaining bedrooms, a secondary primary suite, a spacious loft, and versatile living areas. Step outside to an impressive outdoor living space featuring a private heated in-ground pool, upgraded covered lanai with a summer kitchen, and beautifully landscaped surroundings, creating an ideal setting for entertaining or relaxing in complete privacy. Additional features include a three-car garage, tile roof, elegant finishes, abundant storage, and carefully curated furnishings throughout. Offered fully furnished, this exceptional residence presents a rare opportunity to enjoy a turnkey Windermere lifestyle within one of Central Florida’s sought-after gated communities. Ideally positioned near premier shopping, fine dining, golf, entertainment, major roadways, and world-renowned attractions, this Casabella estate brings together luxury, privacy, comfort, and convenience.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:5
  • •Bathrooms:7 (5 full, 2 half)
  • •Full bathrooms:5
  • •Half bathrooms:2

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:5,502 sqft
  • •Total interior livable area:5,502 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:30,855 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2015

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Price history

DateEventPrice
2026-09-09T00:00:00.000ZListed for sale$3,290,000$598/sqft

Listing Agent

John Silva

JOHN SILVA REALTY & ASSOCIATES

Brokerage Phone: 407-420-7908

Source: Stellar MLS · MLS #O6439995

Data Powered by Home Junction, Inc.

Nearby

Schools

WINDERMERE ELEMENTARY

Elementary · 1.9 mi

LAKE WHITNEY ELEMENTARY

Elementary · 2.4 mi

SUNSET PARK ELEMENTARY

Elementary · 2.5 mi

Supermarkets

ALDI

1.2 mi

Dining

chef jacques kitchem

0.6 mi

Champions Grille at Windermere Country Club

1.1 mi

Jeremiah's Italian Ice At Westside Shoppes

1.3 mi

Parks

Egret Isle Sanctuary

1.9 mi

Beaches

Conrad Beach

6.5 mi

West Beach

6.5 mi

East Beach

6.6 mi

Nearby amenity locations include data © OpenStreetMap contributors.