$3,290,000
 $17,661 est/mo Sourced by Back At You

4243 Isabella Cir,WINDERMERE, FL 34786

WINDERMERE, FL 34786

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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.

Details

MLS #O6439995
Listing TypeFor Sale
StyleHouse
HOA Dues$1,611
Sub-TypeFor-sale
StatusActive
Year2015
Days On Site14
Listing Provided ByJOHN SILVA REALTY & ASSOCIATES | John Silva

Features

Bed(s)5
Bath(s) 7 Total
SQ Feet5,502
Garage3
PoolYes
Story(s)2
ZoningRSTD R-CE-
Acreage0.71
Property ViewGarden, Pool, Trees, Woods

Taxes

Property35130

Area Information

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameCASABELLA
School DistrictWindermere High School
Elementary SchoolWindermere Elem
High SchoolWindermere High School
Listing VS Median (in CASABELLA)
Price:
$3,290,000
low | high
Med:
$3,495,000
43.768996960486% of Average
sqft:
5,502
low | high
Med:
5,432
51.272264631043% of Average
$ / sqft:
$598
low | high
Med:
$644
42.300824557366% of Average
On site:
14
low | high
Med:
21
66.666666666667% of Average
Sourced by Back At You

Market Activity 34786

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 23, 2026 at 5:08:13 AM PDT 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameCASABELLA
School DistrictWindermere High School
Elementary SchoolWindermere Elem
High SchoolWindermere High School
Listing VS Median (in CASABELLA)
Price:
$3,290,000
low | high
Med:
$3,495,000
43.768996960486% of Average
sqft:
5,502
low | high
Med:
5,432
51.272264631043% of Average
$ / sqft:
$598
low | high
Med:
$644
42.300824557366% of Average
On site:
14
low | high
Med:
21
66.666666666667% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $2.467M - $4.112M
sqft: 4,000 - 6,500
Nearby Listings Property ImageNearby Listings Details
4302 ISABELLA CIR Property Photo 1
$3,700,000
4302 Isabella Cir
Windermere, FL 34786
4303 ISABELLA CIR Property Photo 1
$2,899,000
4303 Isabella Cir
Windermere, FL 34786
Listing Updated: September 11, 2026 at 5:57:36 AM PDT
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