Home in 4243 Isabella Cir Windermere for sale with MLS# O6439995

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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4243 Isabella Cir, Windermere, FL 34786

Price
Price:
$3,290,000.00
Original List Price:
$3,290,000.00
List Price per Sq Ft (Calculated, Approx.):
$597.96
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6439995
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
7
Full Bath:
5
Half Bath:
2
Measures
Living Area:
5,502 Sqft
Built-Up Area:
7,621 Sqft
Lot Area:
30,855 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Oversized Lot, Paved, Level, City Limits, Sidewalk, Private
Lot Size Acres:
0.71
Property Features
View from the Property:
Pool, Garden, Trees/woods
Waterfront:
No
Private Pool
Swimming Pool Features:
Heated, In Ground, Lighting
Spa
Spa Features:
Heated, In Ground
Furnished:
Furnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Electric Water Heater, Range, Range Hood
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Thermostat, Solid Surface Counters, Crown Molding
Exterior:
Balcony, Lighting, Outdoor Grill, Sidewalk, Rain Gutters, Outdoor Kitchen, Garden, Private Yard, Playground
Patio and Porch:
Screened, Covered, Enclosed
Windows:
Double Pane Windows, Shades
Other Structures:
Outdoor Kitchen
Laundry:
Inside, Laundry Room
Air Conditioning System:
Central Air
Heating System:
Central, Natural Gas, Natural Gas
Fence:
Fenced
Vegetation and Trees:
Trees/landscaped, Mature Landscaping
Property Entrance Faces:
Northeast
Other Equipment:
Private Yard, Playground
Construction
Year Built:
2015
Roof:
Tile
Builder Name:
TOLL BROTHERS
Levels:
Two
Construction Materials:
Block, Stucco
Flooring:
Tile, Wood
Number of stories:
2
Foundation Details:
Slab, Block
Flood Zone Code:
X
Property Condition:
Completed
Taxes and Expenses
Tax Annual Amount:
$35,130.00
Tax Year:
2025
Association Fee:
$1,611.87
Association Fee Frequency:
Quarterly
Total Annual Fees:
$6,447.48
Total Monthly Fees:
$537.29
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Driveway, Oversized
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected, Sprinkler Meter
Water Source:
Public
Community
Association
Minimum Lease Term:
1-2 Years
Pets Allowed?
Subdivision Name:
CASABELLA
Community Features:
Playground
Senior Community:
No
Association Fee Required:
Required
Association Management:
Tisha Hopwood / First Service Residential
Association Phone:
407-653-8138
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
CASABELLA 79/139 LOT 24
Real Estate Folio Number (Parcel Number):
12-23-27-1215-00-240
Zoning:
RSTD R-CE-
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Windermere Elem
High School:
Windermere High School
Middle Or Junior School:
Bridgewater Middle
Listing History
Originally published on:
September 9, 2026 12:35 pm
Active on the market since:
September 9, 2026
Listing Agreement executed on:
September 8, 2026
Purchase Contract Date:
November 8, 2026
Listing Status Last Changed On:
November 9, 2026 4:29 pm
Photos updated on:
September 9, 2026 12:37 pm
Last Modified:
November 9, 2026 4:30 pm
Additional Information
Association Approval Required
Courtesy of:
JOHN SILVA REALTY & ASSOCIATES
Attribution:
407-420-7908
Road Surface Type:
Paved, Asphalt
Location
Street Name:
ISABELLA
Street Number:
4243
City:
WINDERMERE
State:
Florida
Zip Code:
34786
County:
Orange
Latitude:
N28° 29' 39''
Longitude:
W82° 25' 44.3''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $131,409
Median Home Value $621,300
Median Rent $2,239/mo
Median Age 37
Population 43,700
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of November 9, 2026, 4:30 PM.