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$3,599,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 2 Partial Baths
  • 5,342 Sq. Ft.
  • Updated 1 day ago
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EXCEPTIONAL LAKEFRONT LUXURY ESTATE IN CASABELLA AT WINDERMERE Discover an extraordinary luxury residence in the prestigious gated community of Casabella at Windermere, where elegant architecture, exceptional outdoor living, and one of the community's most desirable lots come together. The true highlight of this property is its exceptional waterfront setting. The lake beautifully surrounds the rear of the home, pool, and outdoor living areas, creating a rare sense of privacy and tranquility. From the expansive covered lanai and upper-level balcony, enjoy breathtaking water views and a peaceful backdrop that makes this property truly special. Featuring two spacious levels and soaring ceilings, this magnificent home offers approximately 5,073 square feet of luxurious living space with 5 bedrooms, all featuring private en-suite bathrooms and walk-in closets. The primary suite is conveniently located on the first floor and offers a spa-inspired bathroom, large windows, and a serene connection to the outdoor surroundings. The gourmet kitchen combines functionality and elegance with modern wood cabinetry, stainless steel appliances, and generous counter space, creating an inviting space for both everyday living and entertaining. The open living areas feature impressive proportions and abundant natural light, perfectly complementing the home's sophisticated Mediterranean-inspired architecture. Step outside to your private resort-style retreat. The expansive outdoor living area features a private pool, heated spa, and spacious gourmet summer kitchen, creating the perfect setting for entertaining guests or enjoying relaxing evenings overlooking the lake. From the elegant facade and impressive two-story design to the spectacular waterfront setting and exceptional outdoor living spaces, this residence offers a rare combination of luxury, privacy, and breathtaking views. Located in Casabella at Windermere, a prestigious gated community known for its spacious homesites and elegant residences, the property is conveniently located near premier shopping, dining, top-rated schools, major roadways, and Orlando's world-famous attractions. A truly remarkable opportunity to own a one-of-a-kind luxury estate in one of Windermere's most desirable communities.

Full Property Details for 3986 Isabella Cir

General

  • Price: $3,599,000
  • HOA FEE: $533/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $26,383 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6432946
  • Updated: 8/20/2026
  • Added to Site: 2 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 5
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Tile
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Garden, Outdoor Grill, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Front Porch, Patio, Rear Porch
  • Porch/Patio/Deck: Covered, Front Porch, Patio, 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 PH 2
  • Driving Directions: Take Main St, Park Ave and Lake Butler Blvd to Casabella Dr in Lake Butler, Drive to Isabella Cir.
  • Direction Faces: West

Community

  • Community Name: 34786 - Windermere
  • Community Features: Sidewalks
  • Association: Yes
  • Assoc. Name: First Service Residential/Carrie Culp
  • Pet Restrictions: Please, verify with HOA.
  • Adult Community: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Sewer Available, Water Available

Structural Information

  • Architectural Info: Contemporary, Mid-Century Modern
  • Architectural Style: Contemporary, Mid-Century Modern
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 5,342
  • Sq. Ft. Source: Public Records
  • Year Built: 2018

Lot Features

  • Lot Size (Acres): 0.5
  • Lot Size (Sq. Ft.): 21,800
  • Lot Size: 21800
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $1,600
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $26,383
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CASABELLA PHASE 2 85/95 LOT 73
  • Flood Zone Info: X
  • APN: 122327057000730
  • Property ID: 122327057000730

Listed by Wra Business & Real Estate

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— 3986 Isabella Cir —

  • Wra Business & Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3986 Isabella Cir

School District:Orange County School District
NameGradesDistance
Windermere Elementary School
11125 Park Avenue, Windermere, FL 34786
K-51.9 mi
Bridgewater Middle School
5600 Tiny Road, Winter Garden, FL 34787
6-82.8 mi
Windermere High School
5523 Winter Garden Vineland Road, Windermere, FL 34786
9-121.2 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 3986 Isabella Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/20/2026
Listed
$3,599,000
88.33%
MLS
10/29/2018
Sold
$1,910,966
—
Public Record
Get Price Alerts and Save Property
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 for 3986 Isabella Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$26,383
3%
$1,669,872
6%
2024
$25,563
7%
$1,580,147
3%
2023
$23,842
4%
$1,534,123
6%
2021
$22,901
-1%
$1,446,058
-3%
2022
$23,168
1%
$1,489,440
2%
2021
$22,901
-14%
$1,454,767
-9%
2019
$26,674
740%
$1,602,778
744%
2018
$3,174
-1%
$190,000
—
2017
$3,209
-2%
$190,000
—
2016
$3,278
147%
$190,000
153%
2015
$1,326
—
$75,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Wra Business & Real Estate

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3986 Isabella Circle, Windermere, FL 34786 (MLS# O6432946) is a Single Family property with 5 bedrooms, 5 full bathrooms and 2 partial bathrooms. 3986 Isabella Circle is currently listed for $3,599,000 and was received on August 20, 2026. Want to learn more about 3986 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.

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