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Off market
  • $5,269,400

    5305 Isleworth Country Club Dr, Windermere, FL 34786

    5beds
    7,463sqft
    Single Family Residence
    Built in 2001
    0.81 Acres Lot
    $5,269,400 Zestimate®
    $706/sqft
    $9,072 Estimated rent

    Home value

    $5,269,400

    $4.69M - $6.01M

    $9,072/mo

    Zestimate® history
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    What's special

    GOLF AND LAKEFRONT! Situated on the 18th green at Isleworth Country Club and boasting stunning views of Lake Louise in the Butler Chain of Lakes, this Isleworth mansion is perfectly positioned in every way imaginable. Whether you want to lounge poolside and watch the golfers hit in or relax in the covered lanai and enjoy the summer kitchen while taking in the lake view, this home has it all. Inside, move seamlessly between the formal living and dining room, the expansive chef's kitchen, and the stunning grand family room. Just off the family room are a spacious game room, an 8-seat tiered movie theater, and a temperature-controlled wine cellar with enough room to store over one thousand bottles. Entertaining family and friends is a delight in this phenomenal estate. The opulent first-floor master bedroom and bath have striking views of the golf course and water. Four additional bedrooms on the first floor include ensuite bathrooms. Upstairs, a kid's dream bunkroom can be found and easily sleeps 10. The nearly 1-acre lot provides ample room for the dazzling entrance and five-car garage. Located within the 24-hour guard-gated private enclave of Isleworth, this trophy home provides privacy, security, luxury, and endless opportunities for entertaining and relaxing. Major upgrades have been made for your convenience including replacement of all 4 A/C units in 2017, replacement of the pool pump and heater in 2019, and the electric water heater was replaced in 2018. A termite bond, new wood flooring was installed in 2017 throughout the home, insect mister installed in the patio area, new fans in the patio, and a whole house generator was added.

    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.

    Originating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 7
    • Full bathrooms: 5
    • 1/2 bathrooms: 2
    Heating
    • Forced air, Electric
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Garbage disposal, Microwave, Range / Oven, Refrigerator, Washer
    • Laundry: Inside, Laundry Room, Laundry Closet
    Features
    • Ceiling Fans(s), Eating Space In Kitchen, High Ceiling(s), Master Bedroom Downstairs, Stone Counters, Walk-In Closet(s), Crown Molding, Thermostat, Built in Features, Window Treatments, Cathedral Ceiling(s), Central Vaccum, Vaulted Ceiling(s), Dry Bar
    • Flooring: Carpet, Hardwood
    • Windows: Insulated Windows, Blinds, Shades, Window Treatments, Drapes, Rods, Shutters
    • Has fireplace: Yes
    • Fireplace features: Family Room, Gas
    Interior area
    • Total interior livable area: 7,463 sqft

    Property

    Parking
    • Total spaces: 5
    • Parking features: Garage - Attached
    Features
    • Levels: Two
    • Patio & porch: Deck, Patio, Covered
    • Exterior features: Stucco
    • Pool features: Heated, In Ground
    • Spa features: In Ground
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    Lot
    • Size: 0.81 Acres
    • Features: On Golf Course, Conservation Area
    • Residential vegetation: Mature Landscaping, Trees/Landscaped, Oak Trees
    Details
    • Additional structures: Outdoor Kitchen, Tennis Court(s), Other
    • Parcel number: 282316389902260
    • Zoning: P-D

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Spanish/Mediterranean, Traditional
    • Property subtype: Single Family Residence
    Materials
    • masonry
    • Roof: Tile
    Condition
    • Year built: 2001

    Utilities & green energy

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

    Community & HOA

    Community
    • Security: Gated Community
    • Subdivision: ISLEWORTH
    HOA
    • Has HOA: Yes
    • HOA fee: $863 monthly
    Location
    • Region: Windermere

    Financial & listing details

    • Price per square foot: $706/sqft
    • Tax assessed value: $3,542,409
    • Annual tax amount: $58,411
    • Listing terms: Cash, Conventional
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    1/17/2023Sold$3,900,000+21.9%$523/sqft
    Source: Public Record Report a problem
    5/6/2021Sold$3,200,000-13.5%$429/sqft
    Source: Public Record Report a problem
    2/10/2021Pending sale$3,700,000$496/sqft
    Source: Stellar MLS #O5866407 Report a problem
    6/4/2020Listed for sale$3,700,000+13%$496/sqft
    Source: EXP REALTY LLC #O5866407 Report a problem
    3/24/2016Sold$3,275,000-10.3%$439/sqft
    Source: Stellar MLS #O5363661 Report a problem
    10/8/2015Price change$3,650,000-8.2%$489/sqft
    Source: IRWIN REALTY GROUP LLC #O5363661 Report a problem
    5/3/2015Listed for sale$3,975,000-8.6%$533/sqft
    Source: Irwin Realty Group LLC #o5363661 Report a problem
    3/25/2015Listing removed$4,350,000$583/sqft
    Source: Isleworth Realty INC #O5217781 Report a problem
    2/4/2015Price change$4,350,000-8.4%$583/sqft
    Source: Isleworth Realty INC #O5217781 Report a problem
    3/26/2014Listed for sale$4,750,000+7%$636/sqft
    Source: Isleworth Realty INC #O5217781 Report a problem
    2/26/2013Listing removed$4,440,300$595/sqft
    Source: The Real Estate Book #O5040568 Report a problem
    8/25/2012Listed for sale$4,440,300-10.3%$595/sqft
    Source: The Real Estate Book #O5040568 Report a problem
    6/5/2012Listing removed$4,950,000$663/sqft
    Source: NCI #O5040568 Report a problem
    6/4/2012Listed for sale$4,950,000$663/sqft
    Source: NCI #O5040568 Report a problem
    3/22/2012Listing removed$4,950,000$663/sqft
    Source: NCI #O5040568 Report a problem
    10/10/2011Price change$4,950,000-11.6%$663/sqft
    Source: NCI #O5040568 Report a problem
    4/22/2011Listed for sale$5,600,000+64.7%$750/sqft
    Source: NCI #O5040568 Report a problem
    7/22/2009Sold$3,400,000-2.9%$456/sqft
    Source: Public Record Report a problem
    8/11/2005Sold$3,500,000+438.5%$469/sqft
    Source: Public Record Report a problem
    3/3/1999Sold$650,000$87/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$58,411 +26.6%$3,542,409 +20.1%
    2023$46,140 +2.8%$2,948,821 +3%
    2022$44,873 -5.5%$2,862,933 -2.4%
    2021$47,493 -1.4%$2,933,547 -0.6%
    2020$48,155 -2.1%$2,951,087 -0.6%
    2019$49,209 +0.6%$2,968,627 +1.9%
    2018$48,905 $2,914,144 +1.9%
    2017$48,905 +0.7%$2,861,091 +2.1%
    2016$48,545 +16.2%$2,801,544 +2%
    2015$41,795 -2.6%$2,747,868 +6.3%
    2014$42,913 +2%$2,584,903 +8.7%
    2013$42,071 -2.5%$2,377,676 -1.8%
    2012$43,171 -14.1%$2,421,295 -13.6%
    2011$50,251 +0.7%$2,802,790 -1.9%
    2010$49,923 $2,857,424 -14.1%
    2009-- $3,327,568 -7.1%
    2008$54,601 +2.8%$3,581,222 -1%
    2007$53,091 -6.4%$3,618,931 +17.2%
    2006$56,741 +37.8%$3,087,668 +35.7%
    2005$41,168 +4.2%$2,275,435 +7.7%
    2004$39,499 -1.6%$2,113,056 -0.8%
    2003$40,143 +3.4%$2,129,508 +3.4%
    2002$38,820 $2,059,308
    Find assessor info on the county website

    Neighborhood: 34786

    Nearby schools

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

    Source: The 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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    Estimated market value
    $5,269,400
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $5,269,400