4243 ISABELLA CIRCLE Windermere, FL $ 3,290,000
4243 ISABELLA CIRCLE
$ 3,290,000
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4243 ISABELLA CIRCLE

Windermere, FL, 34786
$ 3,290,000
Bedrooms5 Baths5.2 Sq 5,502

Monthly Estimate*

$ 20,773

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Single Family Home for sale in Windermere, FL

for $3,290,000 with 5 bedrooms and 5 full baths, 2 half baths. This 5,502 square foot home was built in 2015 on a lot size of 0.71.

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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Single Family Active

Price

$ 3,290,000

Bedrooms

5

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 35,130

Style

Single Family Residence

Lot Size

0.71

Year Built

2015

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6439995

Features
General
Sewer Public Sewer
Heating Central Natural Gas
Cooling Central Air
Utilities Electricity Connected Natural Gas Connected Sewer Connected Sprinkler Meter Water Connected
Possession Close Of Escrow
Roof Tile
Appliances Dishwasher Disposal Dryer Electric Water Heater Microwave Range Range Hood Refrigerator Washer
Zoning RSTD R-CE-
HOA Fee 1611.87
Garage Spaces 3
Patio/Porch Features Covered Enclosed Screened
Pool Features Heated In Ground Lighting
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 2015
View Garden Pool Trees/Woods
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Playground
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name CASABELLA
Facing Direction Northeast
Garage Y/N true
Other Structures Outdoor Kitchen
Total Rooms 10
Full Baths 5
Status Active
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.
High School Windermere High School
City WINDERMERE
Association Name Tisha Hopwood / First Service Residential
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 30855
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated In Ground
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 35130
Middle/Junior High School Bridgewater Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6439995
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name TOLL BROTHERS
Standard Status Active
Occupancy Type Vacant
Tax Lot 24
Legal Description CASABELLA 79/139 LOT 24
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 537.29
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Y
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding Eating Space In Kitchen High Ceilings Kitchen/Family Room Combo Living Room/Dining Room Combo Open Floorplan Solid Surface Counters Thermostat Vaulted Ceiling(s) Walk-In Closet(s)
Flooring Porcelain Tile Hardwood
Furnished Y/N Furnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows Shades
Fireplace Y/N false
Half Baths 2
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 7
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Exterior
Exterior Amenities Balcony Garden Lighting Outdoor Grill Outdoor Kitchen Playground Private Yard Rain Gutters Sidewalk Sliding Doors
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Driveway Oversized
Lot Features City Lot Level Oversized Lot Sidewalk
Water Source Public
Lot Size Area 30855
Foundation Details Block Slab
Spa true
Building Area Total 7621
Lot Size Acres 0.71
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Paved Private Road
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* Excluded Features
List By
john@jsilvarealty.com

Email

Affordability Calculator

$23,701
Per Month
88%
12%
0%
Monthly Principal & Interest
$20,773
Monthly Property Taxes
$2,928
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Windermere High School High School High School
Pricing History
DatePricePrice ChangeDescription
9/9/2026$3,290,000 Listed Price

Map


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4243 ISABELLA CIRCLE, Windermere, FL, 34786 is a Single Family Home for sale at $3,290,000 with 5,502 sqft and a lot size of 0.71. 4243 ISABELLA CIRCLE has 5 bedrooms, 5.2 baths, and was built in 2015. The property's zip code is 34786 which is in Windermere, FL