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For sale
    • $3,290,000

    4243 ISABELLA CIRCLE, WINDERMERE, FL 34786

    5beds
    5,502sqft
    : 
    $23,202/mo
    Get pre-qualified
    Single Family Residence
    Built in 2015
    0.71 Acres Lot
    $3,066,100 Zestimate®
    $598/sqft
    $537/mo HOA

    What's special

    Oversized islandThree-car garageAbundant natural lightPrivate heated in-ground poolElegant finishesImpressive outdoor living spaceCustom cabinetry
    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.
    29 days
    1,957
    207

    Zillow last checked:

    Listing updated:

    Listed by:

    John Silva 407-420-7908,

    JOHN SILVA REALTY & ASSOCIATES 407-420-7908,

    Leandro Gallardo 407-738-0468,

    JOHN SILVA REALTY & ASSOCIATES

    Source: Stellar MLS,MLS#: O6439995MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      Primary bedroom
      • Features: Dual Closets
      • Level: First
      Other
      • Features: Walk-In Closet(s)
      • Level: Second
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: First
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: Second
      Bedroom 5
      • Features: Walk-In Closet(s)
      • Level: Second
      Dining room
      • Level: First
      Kitchen
      • Level: First
      Laundry
      • Features: Built-in Closet
      • Level: First
      Living room
      • Level: First
      Office
      • Level: First
      Heating
      • Central, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • 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
      • Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Has fireplace: No
      • Furnished: Yes
      Interior area
      • Total structure area: 7,621
      • Total interior livable area: 5,502 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Oversized
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Enclosed, Screened
      • Exterior features: Balcony, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Playground, Private Yard, Rain Gutters, Sidewalk
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Lighting
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Fencing: Fenced
      • Has view: Yes
      • View description: Garden, Pool, Trees/Woods
      Lot
      • Size: 0.71 Acres
      • Features: City Lot, Level, Oversized Lot, Sidewalk
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Additional structures: Outdoor Kitchen
      • Parcel number: 122327121500240
      • Zoning: RSTD R-CE-
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Block, Slab
      • Roof: Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 2015
      Details
      • Builder name: TOLL BROTHERS

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Meter, Water Connected

      Community & HOA

      Community
      • Features: Playground
      • Pet fee: $0 monthly
      • Subdivision: CASABELLA
      HOA
      • Has HOA: Yes
      • HOA fee: $537 monthly
      • HOA name: Tisha Hopwood / First Service Residential
      • HOA phone: 407-653-8138
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $598/sqft
      • Tax assessed value: $2,034,171
      • Annual tax amount: $35,130
      • Date on market: 9/9/2026
      • Cumulative days on market: 29 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $3,066,100

        $2.91M - $3.22M

        Not available

        Price history

        DateEventPrice
        9/9/2026Listed for sale$3,290,000+129%$598/sqft
        Source: Stellar MLS #O6439995 Report a problem
        10/6/2015Sold$1,436,561$261/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$32,619 +14.9%$1,928,537 +10%
        2023$28,379 +11.5%$1,753,215 +10%
        2022$25,446 +14.1%$1,593,832 +16.4%
        2021$22,311 -1.4%$1,369,840 -0.6%
        2020$22,617 -1.9%$1,378,013 +6.6%
        2019$23,065 +16.1%$1,292,980 +10%
        2018$19,863 $1,175,436 +2.2%
        2017$19,863 +1.1%$1,150,272 +2.5%
        2016$19,648 +0.5%$1,122,207 +763.2%
        2015$19,560 +1109.5%$130,000 +44.4%
        2014$1,617 +54.4%$90,000 +53.6%
        2013$1,048 $58,580
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 34786

        Getting around

        1 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Windermere Elem
        • Middle: Bridgewater Middle
        • High: Windermere High School

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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