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For sale
    • Price cut: $345K (5/21)
    $7,250,000

    5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

    5beds
    7,099sqft
    : 
    $50,432/mo
    Get pre-qualified
    Single Family Residence
    Built in 1988
    0.54 Acres Lot
    $6,675,000 Zestimate®
    $1,021/sqft
    $1,224/mo HOA

    What's special

    Newly constructed additionOversized islandTwo-story homeOutdoor kitchenAdditional en-suite bedroomsCustom european cabinetryMasterfully reimagined golf-front estate
    A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.
    198 days
    |
    1,011
    |
    69
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Armaan Memarpouri 407-583-7028,

    MEM REALTY GROUP,

    Mackenzie Barton 407-990-6541,

    MEM REALTY GROUP

    Source: Stellar MLS,MLS#: O6373191MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 7
      • Full bathrooms: 6
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den/Library/Office
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 294 Square Feet
      • Dimensions: 21x14
      Bedroom 1
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 154 Square Feet
      • Dimensions: 14x11
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 273 Square Feet
      • Dimensions: 21x13
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 240 Square Feet
      • Dimensions: 16x15
      Primary bathroom
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 16x15
      Dining room
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Family room
      • Level: First
      • Area: 323 Square Feet
      • Dimensions: 19x17
      Kitchen
      • Level: First
      • Area: 325 Square Feet
      • Dimensions: 25x13
      Living room
      • Level: First
      • Area: 598 Square Feet
      • Dimensions: 26x23
      Office
      • Level: First
      • Area: 165 Square Feet
      • Dimensions: 15x11
      Heating
      • Electric, Natural Gas, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Bar Fridge, Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
      • Laundry: Upper Level
      Features
      • Built-in Features, Ceiling Fan(s), Crown Molding, Dry Bar, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
      • Flooring: Carpet, Porcelain Tile
      • Doors: Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Electric
      Interior area
      • Total structure area: 9,236
      • Total interior livable area: 7,099 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage - Attached
      • Attached garage spaces: 3
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sprinkler Metered
      • Has private pool: Yes
      • Pool features: Heated, In Ground, Lighting, Salt Water, Tile
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Waterfront features: Lake Privileges
      Lot
      • Size: 0.54 Acres
      Details
      • Parcel number: 162328389900450
      • Zoning: P-D
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Concrete, Stucco
      • Foundation: Block, Slab
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1988

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Available, Electricity Connected, Public, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: ISLEWORTH
      HOA
      • Has HOA: Yes
      • HOA fee: $1,224 monthly
      • HOA name: Dan O'Connell
      • HOA phone: 407-909-2071
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $1,021/sqft
      • Tax assessed value: $1,355,960
      • Annual tax amount: $21,279
      • Date on market: 1/14/2026
      • Cumulative days on market: 368 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        $6,675,000

        $6.34M - $7.01M

        $8,604/mo

        Price history

        DateEventPrice
        5/21/2026Price change$7,250,000-4.5%$1,021/sqft
        Source: Stellar MLS #O6373191 Report a problem
        1/14/2026Listed for sale$7,595,000-5%$1,070/sqft
        Source: Stellar MLS #O6373191 Report a problem
        12/4/2025Listing removed$7,995,000$1,126/sqft
        Source: Stellar MLS #O6317868 Report a problem
        10/1/2025Price change$7,995,000-4%$1,126/sqft
        Source: Stellar MLS #O6317868 Report a problem
        6/18/2025Listed for sale$8,325,000+110900%$1,173/sqft
        Source: Stellar MLS #O6317868 Report a problem
        10/1/2020Listing removed$8,000$1/sqft
        Source: ISLEWORTH REALTY LLC #O5890332 Report a problem
        9/10/2020Listed for rent$8,000+6.7%$1/sqft
        Source: ISLEWORTH REALTY LLC #O5890332 Report a problem
        10/4/2019Listing removed$7,500$1/sqft
        Source: ISLEWORTH REALTY LLC #O5770469 Report a problem
        6/28/2019Price change$7,500-16.7%$1/sqft
        Source: ISLEWORTH REALTY LLC #O5770469 Report a problem
        3/16/2019Listed for rent$9,000+20%$1/sqft
        Source: ISLEWORTH REALTY LLC #O5770469 Report a problem
        9/27/2017Listing removed$7,500$1/sqft
        Source: ISLEWORTH REALTY LLC #O5520541 Report a problem
        9/22/2017Sold$7,500-99.3%$1/sqft
        Source: Stellar MLS #O5520541 Report a problem
        7/27/2017Price change$7,500-6.3%$1/sqft
        Source: ISLEWORTH REALTY LLC #O5520541 Report a problem
        6/29/2017Listed for rent$8,000$1/sqft
        Source: ISLEWORTH REALTY LLC #O5520541 Report a problem
        9/1/2016Sold$1,050,000-27.6%$148/sqft
        Source: Public Record Report a problem
        10/1/2015Listing removed$1,450,000$204/sqft
        Source: ISLEWORTH REALTY INC #O5330169 Report a problem
        11/11/2014Listed for sale$1,450,000-6.5%$204/sqft
        Source: Isleworth Realty INC #O5330169 Report a problem
        2/26/2013Listing removed$1,550,000$218/sqft
        Source: The Real Estate Book #O5071062 Report a problem
        8/14/2012Listed for sale$1,550,000$218/sqft
        Source: Florida Horizons Real estate LLC #O5071062 Report a problem
        6/22/2012Listing removed$1,550,000$218/sqft
        Source: NCI #O5071062 Report a problem
        11/4/2011Listed for sale$1,550,000$218/sqft
        Source: NCI #O5071062 Report a problem
        7/27/2011Listing removed$1,550,000$218/sqft
        Source: NCI #O5027834 Report a problem
        4/23/2011Price change$1,550,000-13.9%$218/sqft
        Source: NCI #O5027834 Report a problem
        2/13/2011Listed for sale$1,800,000-23.4%$254/sqft
        Source: NCI #O5027834 Report a problem
        6/26/2010Listing removed$2,350,000$331/sqft
        Source: NCI #O4963374 Report a problem
        2/22/2010Listed for sale$2,350,000$331/sqft
        Source: NCI #O4963374 Report a problem
        1/7/2009Listing removed$2,350,000+27.5%$331/sqft
        Source: NCI #O4820961 Report a problem
        12/29/2005Sold$1,843,500+229.2%$260/sqft
        Source: Public Record Report a problem
        6/28/1993Sold$560,000$79/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$21,279 +11.1%$1,228,752 +10%
        2023$19,158 +16.9%$1,117,047 +10%
        2022$16,389 +8.4%$1,015,497 +10%
        2021$15,117 -1.2%$923,179 -0.5%
        2020$15,303 -1.9%$927,542 -0.5%
        2019$15,605 -6.2%$931,905 -5.1%
        2018$16,639 $982,379 +1%
        2017$16,639 -0.1%$973,083 -24.9%
        2016$16,656 -26.2%$1,296,347 +4.8%
        2015$22,565 -2.4%$1,236,793 -2.9%
        2014$23,126 +1%$1,273,966 +0.5%
        2013$22,905 +0.2%$1,267,686 +0.9%
        2012$22,863 -14.3%$1,255,932 -14.1%
        2011$26,673 -6%$1,461,326 -8.4%
        2010$28,369 $1,595,967 -4.2%
        2009-- $1,665,901 -11.1%
        2008$31,876 -5.4%$1,874,504 -5.7%
        2007$33,685 +3.9%$1,988,529 +13.9%
        2006$32,406 +63.9%$1,745,244 +69.6%
        2005$19,768 +52.2%$1,028,910 +6.7%
        2004$12,985 +0.1%$964,363 +11.2%
        2003$12,969 +3.4%$867,231 +19.6%
        2002$12,537 -1.2%$724,822 +6.9%
        2001$12,690 +2.4%$677,810 +4.8%
        2000$12,395 $646,711
        Find assessor info on the county website

        Monthly payment

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        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

        16 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

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