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4243 Isabella CircleWindermere, FL 34786

CASABELLA · Orange County

$3,290,000List price
5Beds
6Baths
7,621Sq Ft
2015Year built
0.71Acre lot
3Garage
2Stories
3 weeks agoOn market

Description

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.

Property Information

Property type
Residential
Sub-type
Single Family Residence
Year built
2015
Stories
2
Living area
5,502 Sq Ft
Lot size
0.71 acres
Garage spaces
3
Ownership
Fee Simple
Zoning
RSTD R-CE-
Days on market
23
MLS® Listing#
O6439995

Property Features

Interior
Crown Molding · Eat-in Kitchen · High Ceilings · Open Floorplan · Vaulted Ceiling(s) · Walk-In Closet(s)
Exterior
Balcony · Garden · Lighting · Outdoor Grill · Outdoor Kitchen · Playground · Private Yard · Rain Gutters
Appliances
Dishwasher · Disposal · Dryer · Electric Water Heater · Microwave · Range · Range Hood · Refrigerator · Washer
Cooling
Central Air
Heating
Central · Natural Gas
Flooring
Tile · Wood
Pool
Heated · In Ground · Private
Parking
Driveway · Oversized · Attached
Laundry
Inside · Laundry Room
Patio
Covered · Enclosed · Screened
Fencing
Fenced
Lot features
Level · Paved · Private
Construction
Block · Stucco
Foundation
Block · Slab
Roof
Tile
Windows
Double Pane Windows
Other structures
Outdoor Kitchen
Community
Playground
Utilities
Natural Gas Available · Electricity Connected · Natural Gas Connected · Sewer Connected · Water Connected
Sewer
Public Sewer
Water source
Public

Rooms

Second

  • Primary Bedroom 2
  • Bedroom 4
  • Bedroom 5

First

  • Bedroom 3
  • Dining Room
  • Kitchen
  • Laundry
  • Living Room
  • Master Bedroom
  • Office

Schools

Elementary
Windermere Elem
Middle
Bridgewater Middle
High
Windermere High School

Financial Details

HOA
$1,612 / QuarterlyAssociation: Tisha Hopwood / First Service Residential
Annual taxes
$35,130Tax year 2025
Parcel number
12-23-27-1215-00-240

Directions

Turn right onto Conroy Rd and continue onto Conroy Windermere Rd. Turn left onto Apopka Vineland Rd, then turn right onto Chase Rd. Turn left onto Isabella Cir into the Casabella community. Proceed through the gated entrance and follow Isabella Cir to the property.

Listing Courtesy: JOHN SILVA REALTY & ASSOCIATES - 407-420-7908

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.

Last Updated: 2026-09-08

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