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Off market
  • $2,878,900

    3999 Isabella Cir, Windermere, FL 34786

    6beds
    6,881sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $2,878,900 Zestimate®
    $418/sqft
    $9,288 Estimated rent

    Home value

    $2,878,900

    $2.56M - $3.22M

    $9,288/mo

    Zestimate® history
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    $9,288/mo

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    Rent Zestimate®

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    $20,574/mo

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    $20,574/mo

    Est. payment

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    What's special

    Bonus roomSummer kitchenMeticulously landscaped backyardExpansive half acre lotTop-of-the-line appliancesOversized kitchen islandModern kitchen

    AVAILABLE IN OCTOBER - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this remarkable home presents an unparalleled opportunity to experience the epitome of high-end living. As you step inside, you'll be greeted by an aura of sophistication that permeates every corner of this lavish residence. With 6 generously appointed bedrooms and 6 full bathrooms accompanied by 2 half baths, there is no shortage of space for both family and guests. The residence boasts a thoughtfully designed layout that effortlessly combines practicality with aesthetics. The heart of this home is its modern kitchen, complete with top-of-the-line appliances and an oversized kitchen island, perfect for culinary enthusiasts and those who love to entertain. Seamlessly flowing from the kitchen is a spacious living area adorned with luxurious finishes, creating an inviting atmosphere for relaxation and social gatherings. A standout feature of this home is the bonus room, offering versatile space for a home office, entertainment center, or a personal gym - the possibilities are endless. The 3-car garage provides ample storage for vehicles and more. Step outside to your own private oasis, where a meticulously landscaped backyard awaits. The summer kitchen offers an ideal setting for outdoor dining and entertaining, while the lush greenery and serene surroundings provide a sense of tranquility. The oversized pool takes center stage, beckoning you to indulge in a refreshing dip or bask in the sun-kissed luxury. This residence is being offered fully furnished, allowing you to move in seamlessly and immediately begin enjoying the luxurious lifestyle it provides. Every detail, from the grand entrance to the intricate finishes, has been carefully curated to create an atmosphere of luxury and sophistication. Don't miss your chance to live in this unparalleled piece of Windermere's real estate. Schedule a private showing today to experience the grandeur and elegance of 3999 Isabella Cir firsthand No smoking Pets okay with fee, size limits may apply No subleasing or Airbnb allowed Power, water, and internet/cable, and lawn is tenants responsibility First month and security deposit due at signing

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 7
    • Full bathrooms: 7
    Heating
    • Heat Pump
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Carpet, Tile
    • Furnished: Yes
    Interior area
    • Total interior livable area: 6,881 sqft

    Property

    Parking
    • Parking features: Attached
    • Has attached garage: Yes
    • Details: Contact manager
    Details
    • Parcel number: 272312057000660

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & neighborhood

    Location
    • Region: Windermere

    HOA & financial

    Other fees
    • Deposit fee: $19,900

    Other

    Other facts
    • Available date: 10/01/2025

    Price history

    DateEventPrice
    9/25/2025Listing removed$19,900$3/sqft
    Source: Zillow Rentals Report a problem
    6/23/2025Listed for rent$19,900+10.6%$3/sqft
    Source: Zillow Rentals Report a problem
    12/19/2024Listing removed$18,000$3/sqft
    Source: Zillow Rentals Report a problem
    11/13/2024Listed for rent$18,000$3/sqft
    Source: Zillow Rentals Report a problem
    9/13/2024Listing removed$18,000$3/sqft
    Source: Zillow Rentals Report a problem
    8/28/2024Listed for rent$18,000$3/sqft
    Source: Zillow Rentals Report a problem
    5/2/2022Listing removed--
    Source: Zillow Rental Network Premium Report a problem
    4/5/2022Listed for rent$18,000+31.4%$3/sqft
    Source: Zillow Rental Network Premium #O6015626 Report a problem
    11/27/2020Listing removed$13,700$2/sqft
    Source: BOLD EXCLUSIVE REALTY LLC #O5900931 Report a problem
    10/28/2020Listed for rent$13,700$2/sqft
    Source: BOLD EXCLUSIVE REALTY LLC #O5900931 Report a problem
    1/31/2019Sold$1,642,680$239/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$35,817 +15.3%$2,061,285 +10%
    2023$31,069 +11.8%$1,873,895 +10%
    2022$27,790 +10.3%$1,703,541 +10%
    2021$25,191 -1.4%$1,548,674 -0.6%
    2020$25,542 -10%$1,558,218 -6.7%
    2019$28,365 +793.8%$1,670,375 +779.1%
    2018$3,174 $190,000
    2017$3,174 -1.1%$190,000
    2016$3,209 -2.1%$190,000 +153.3%
    2015$3,278 $75,000

    Find assessor info on the county website

    Neighborhood: 34786

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $2,878,900
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,878,900