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$3,990,000
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Property Description
Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive Toll Brothers Villa Divina model offers approximately 6,881 square feet of thoughtfully designed living space featuring 6 bedrooms, and 7 full bathrooms. The home showcases elegant architectural details, soaring ceilings, abundant natural light, and expansive living areas designed for both everyday comfort and entertaining. The gourmet kitchen features premium appliances, custom cabinetry, an oversized island, generous workspace, and a seamless connection to the family room and dining areas. The first-floor primary suite provides a private retreat with a spa-inspired bathroom featuring dual vanities, a walk-in shower, and spacious closet areas. Additional bedrooms, a second-floor media room, loft, office, and flexible living spaces provide exceptional versatility. The outdoor living area features a private in-ground pool, covered lanai, and beautifully landscaped surroundings. Additional highlights include a three-car garage, tile roof, refined finishes, abundant storage, and carefully selected furnishings throughout. Offered fully furnished, this residence provides a seamless opportunity to enjoy Windermere living in one of Central Florida's desirable gated communities. Conveniently located near premier shopping, dining, golf, entertainment, major roadways, and area attractions, this Casabella estate combines elegance, comfort, and convenience.
Full Property Details
Full Property Details for 4201 Isabella Cir
General
- Price: $3,990,000
- HOA FEE: $537/month
- HOA FEE FREQ.: Quarterly
- Taxes: $37,616 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6430081
- Updated: 8/11/2026
- Added to Site: 50 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 14
- Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Non Wood Burning, Stone
- Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Luxury Vinyl, Porcelain Tile
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 7
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
- Security/Safety: Gated Community, Security Gate, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, French Doors, Irrigation System, Rain Gutters, Sliding Doors
- Deck/Patio: Covered, Front Porch, Rear Porch
- Porch/Patio/Deck: Covered, Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: CASABELLA
- Driving Directions: From Downtown Orlando, take I-4 West to Exit 78 (Conroy Rd). 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.
- Direction Faces: South
School Information
- Elementary School: Windermere Elem
- Middle School: Bridgewater Middle
- High School: Windermere High School
Community
- Community Name: 34786 - Windermere
- Community Features: Gated Community - Guard, Playground, Sidewalks
- Association: Yes
- Assoc. Name: First Service Residential/Tisha Hopwood
- Pet Restrictions: Buyer is responsible for independently verifying all pet restrictions, including but not limited to the number, size, breed, weight, and type of pets permitted, directly with the Homeowners Association (HOA)
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected
Structural Information
- Architectural Info: Contemporary, Mid-Century Modern, Mediterranean
- Architectural Style: Contemporary, Mid-Century Modern, Mediterranean
- Builder: Toll Brothers
- Exterior Const.: Stucco
- Roof: Tile
- Windows: Blinds, Drapes
- Stories/Levels: Two
- Square Feet: 6,896
- Sq. Ft. Source: Public Records
- Year Built: 2016
Lot Features
- Lot Size (Acres): 0.5
- Lot Size (Sq. Ft.): 21,794
- Lot Size: 21794
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Financial Considerations
- Association Fee: $1,612
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $37,616
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: CASABELLA 79/139 LOT 31
- Flood Zone Info: X
- APN: 122327121500310
- Property ID: 122327121500310
- Block/Lot/Section: 79
Listed by Wra Business & Real Estate
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Schools
Schools serving 4201 Isabella Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 1.8 mi |
Bridgewater Middle School 5600 Tiny Road, Winter Garden, FL 34787 | 6-8 | 2.8 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4201 Isabella Cir
Date
Details
Price
Change
Source
8/11/2026
Listed
$3,990,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4201 Isabella Cir
Year
Property Taxes
Change
Tax Assessment
Change
2025
$39,184
—
$2,427,210
-1%
2025
$39,184
8%
$2,459,080
4%
2024
$36,378
15%
$2,357,235
12%
2023
$31,569
23%
$2,098,829
33%
2021
$25,618
-9%
$1,575,195
-14%
2022
$28,246
10%
$1,826,361
15%
2021
$25,618
-12%
$1,584,967
-9%
2019
$28,999
27%
$1,743,708
28%
2018
$22,886
9%
$1,361,133
11%
2017
$20,991
674%
$1,229,762
547%
2016
$2,712
35%
$190,000
92%
2015
$2,005
24%
$99,000
10%
2014
$1,617
54%
$90,000
54%
2013
$1,048
—
$58,580
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4201 Isabella Cir
4201 Isabella Circle, Windermere, FL 34786 (MLS# O6430081) is a Single Family property with 6 bedrooms and 7 full bathrooms. 4201 Isabella Circle is currently listed for $3,990,000 and was received on August 11, 2026. Want to learn more about 4201 Isabella Circle? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

