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For sale
    • Price cut: $150K (7/15)
    $4,300,000

    9144 ISLEWORTH GARDENS DRIVE, WINDERMERE, FL 34786

    3beds
    5,004sqft
    : 
    $31,762/mo
    Get pre-qualified
    Single Family Residence
    Built in 2019
    0.26 Acres Lot
    $4,005,000 Zestimate®
    $859/sqft
    $2,370/mo HOA

    What's special

    Oversized center islandDesigner finishesExquisite craftsmanshipAbundant natural lightCircular tower entryTwo elegant half bathsCustom finishes
    Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed residence offers three expansive bedrooms, each with its own beautifully appointed en-suite bathroom, along with two elegant half baths to accommodate guests with ease. From the moment you arrive, the home’s striking Mediterranean-inspired architecture, circular tower entry, and meticulously landscaped grounds set the tone for the sophistication that awaits inside. Step through the grand entrance into interiors defined by soaring ceilings, abundant natural light, and exquisite craftsmanship at every turn. The gourmet kitchen serves as the heart of the home, showcasing custom cabinetry, premium Sub-Zero appliances, an oversized center island, and designer finishes that seamlessly blend form and function—perfect for both intimate family moments and upscale entertaining. Flowing effortlessly into the main living areas, the open-concept layout creates a warm yet refined atmosphere, enhanced by elegant lighting, stone flooring, and thoughtful architectural details throughout. Retreat to the luxurious primary suite, a private sanctuary featuring a spa-inspired bathroom with soaking tub, walk-in shower, dual vanities, and custom finishes that evoke a five-star resort experience. Each additional bedroom offers generous proportions, privacy, ensuring comfort and convenience for family members and guests alike. The inclusion of two half bathrooms further elevates the home’s functionality for entertaining. The outdoor living spaces are equally impressive, offering the perfect backdrop for enjoying Florida’s year-round sunshine. Whether hosting gatherings or savoring quiet evenings, the seamless indoor-outdoor connection enhances the overall living experience. Located within the exclusive Isleworth community—renowned for its world-class golf, privacy, and unparalleled lifestyle, this residence presents a rare opportunity to own a home that embodies elegance, comfort, and timeless design in one of Central Florida’s most sought-after communities while being close to shopping, world class dining and attractions.
    114 days
    |
    513
    |
    22
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Megan Dowdy 407-509-9279,

    MEGAN DOWDY REALTY, LLC 407-509-9279

    Source: Stellar MLS,MLS#: O6397842MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 5
      • Full bathrooms: 3
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Attic, Breakfast Room Separate, Den/Library/Office, Family Room, Dining Room, Living Room, Great Room, Utility Room
      Primary bedroom
      • Features: Wet Bar, Walk-In Closet(s)
      • Level: First
      Bedroom 2
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      Bedroom 3
      • Features: En Suite Bathroom, Walk-In Closet(s)
      • Level: First
      Dining room
      • Level: First
      Family room
      • Features: No Closet
      • Level: First
      Kitchen
      • Features: No Closet
      • Level: First
      Living room
      • Features: Built-In Shelving, No Closet
      • Level: First
      Office
      • Features: Built-In Shelving, No Closet
      • Level: First
      Utility room
      • Features: No Closet
      • Level: First
      Heating
      • Central, Zoned
      Cooling
      • Central Air, Humidity Control, Ductless, Zoned
      Appliances
      • Included: Bar Fridge, Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Built-in Features, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Pest Guard System, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
      • Flooring: Ceramic Tile, Epoxy, Travertine, Hardwood
      • Doors: French Doors, Outdoor Kitchen, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room, Outside, Ventless
      Interior area
      • Total structure area: 7,228
      • Total interior livable area: 5,004 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage Door Opener, Off Street, Oversized, Split Garage
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Covered, Patio, Rear Porch, Screened
      • Exterior features: Irrigation System, Lighting, Outdoor Kitchen, Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground, Lighting, Outside Bath Access
      • Fencing: Other
      • Has view: Yes
      • View description: Garden, Trees/Woods, Water, Pond
      • Has water view: Yes
      • Water view: Water,Pond
      • Waterfront features: Lake
      Lot
      • Size: 0.26 Acres
      • Features: Landscaped, Level, Near Golf Course
      • Residential vegetation: Bamboo, Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Additional structures: Outdoor Kitchen
      • Parcel number: 162328294800230
      • Zoning: P-D
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mediterranean
      • Property subtype: Single Family Residence
      Materials
      • Block
      • Foundation: Block
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2019

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Connected, Fiber Optics, Fire Hydrant, Natural Gas Connected, Public, Street Lights, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Community Boat Ramp, Dock, Fishing, Lake, Water Access, Association Recreation - Owned, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Playground, Pool, Restaurant, Tennis Court(s)
      • Security: Closed Circuit Camera(s), Gated Community, Security System, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: ISLEWORTH
      HOA
      • Has HOA: Yes
      • Services included: 24-Hour Guard, Cable TV, Common Area Taxes, Internet, Maintenance Grounds, Security
      • HOA fee: $2,370 monthly
      • HOA name: Gardens of Isleworth Community Association
      • HOA phone: 407-909-2071
      • Second HOA name: Isleworth Community Association
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $859/sqft
      • Tax assessed value: $2,501,353
      • Annual tax amount: $35,432
      • Date on market: 4/9/2026
      • Cumulative days on market: 115 days
      • Listing terms: Cash,Conventional,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        $4,005,000

        $3.80M - $4.21M

        $7,568/mo

        Price history

        DateEventPrice
        7/15/2026Price change$4,300,000-3.4%$859/sqft
        Source: Stellar MLS #O6397842 Report a problem
        4/9/2026Listed for sale$4,450,000+709.1%$889/sqft
        Source: Stellar MLS #O6397842 Report a problem
        12/4/2017Sold$550,000$110/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$33,103 +11.3%$1,673,421 +10%
        2023$29,754 +15.9%$1,521,292 +10%
        2022$25,667 +7.4%$1,382,993 +10%
        2021$23,901 +27.1%$1,257,266 +10%
        2020$18,801 +117.1%$1,142,969 +117.7%
        2019$8,662 -1.2%$525,000
        2018$8,769 $525,000
        2017$8,769 -1.1%$525,000 -8.7%
        2016$8,867 -9.8%$575,000 +4.5%
        2015$9,832 +16.2%$550,000 +15.8%
        2014$8,464 +11.4%$475,000 +11.8%
        2013$7,600 -6.3%$425,000 -5.6%
        2012$8,108 -27.7%$450,000 -27.4%
        2011$11,217 -11.6%$620,000 -13.9%
        2010$12,692 $720,000 -7.7%
        2009-- $780,000 -1.5%
        2008$13,372 +29.6%$792,000 +29.4%
        2007$10,315 $612,000
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 34786

        Getting around

        18 / 100
        Car-Dependent
        32 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Windermere Elem
        • Middle: Chain of Lakes Middle
        • High: Olympia High

        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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