Skip main navigation
Sold for $4,000,000
  • $4,000,000

    5092 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

    5beds
    6,115sqft
    Single Family Residence
    Built in 1995
    0.93 Acres Lot
    $4,281,900 Zestimate®
    $654/sqft
    $8,490 Estimated rent

    Home value

    $4,281,900

    $3.85M - $4.80M

    $8,490/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $8,490/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $8,490/mo

    Rent Zestimate®

    Refinance and save

    $29,677/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $29,677/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Beautiful furnishingsBuilt-in media displayOpen-air swimming poolPrivate putting greenCasual dining nookBuilt-in barVersatile bonus room
    This exquisite estate, built by Pelligrini Homes, sits along the front nine of Isleworth championship golf course and provides breathtaking views of Hole 6. Boasting 6,115 square feet of beautifully curated living space on an oversized lot, this home has been fully restored to the original esthetics from builder designs. Custom ceilings, travertine floors adorned with intricate tile inlays, and carefully crafted shell stone columns are just a few of the distinctive features that elevate this residence. The grandeur of the formal living room is accentuated by its soaring 20-foot ceiling, complemented by a magnificent chandelier and a stately stone fireplace. The heart of the home lies within the chef's kitchen, where custom cabinets, professional-grade Wolf, Thermador, Bosch and Sub-Zero appliances, and granite countertops converge to create a culinary haven. A beautiful groin-vault ceiling adds to the allure while allowing direct access to both the casual dining nook and the formal dining room with a built-in bar for effortless entertaining. The family room, which has an open and airy layout, has a built-in media display and seamless access to the lanai. Retreat to the main-level owner's suite, where a cozy fireplace, dual closets, and a lavish bath await, featuring dual vanities, a walk-in shower, and a luxurious soaking tub enveloped by elegant stone columns. Additional interior highlights include a distinguished home office trimmed with knotty pine wood, a versatile bonus room, and a spacious laundry room outfitted with custom cabinetry. Upstairs, the remaining bedroom suites open onto a sprawling balcony, offering panoramic views of the golf course and the sparkling waters of Lake Bessie. Outside, a haven of relaxation awaits, complete with an open-air swimming pool, a private putting green, and ample deck space surrounded by meticulously maintained landscaping. The European-style lanai, with a graceful balustrade, provides the perfect setting for al fresco gatherings and captivating sunsets against the backdrop of the golf course. This estate epitomizes the ultimate in golf-front living with its unparalleled blend of luxury, convenience, and breathtaking surroundings.

    Zillow last checked:

    Listing updated:

    Listed by:

    Michelle Corbin 407-491-2690,

    ISLEWORTH REALTY LLC 407-909-9000,

    Monica Lochmandy 407-230-6888,

    ISLEWORTH REALTY LLC

    Bought with:

    Monica Lochmandy, 3237911

    ISLEWORTH REALTY LLC

    Source: Stellar MLS,MLS#: O6167834MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    • Dimensions: 18x20
    Dining room
    • Level: First
    • Dimensions: 15x16
    Family room
    • Level: First
    • Dimensions: 23x27
    Kitchen
    • Features: Granite Counters, Kitchen Island, Pantry
    • Level: First
    • Dimensions: 10x18
    Living room
    • Level: First
    • Dimensions: 18x20
    Heating
    • Central, Zoned
    Cooling
    • Central Air, Zoned
    Appliances
    • Included: Bar Fridge, Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Water Filtration System, Wine Refrigerator
    • Laundry: Laundry Room
    Features
    • Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
    • Flooring: Brick/Stone, Carpet, Marble, Travertine, Hardwood
    • Doors: French Doors, Outdoor Grill, Outdoor Shower
    • Windows: Drapes, Shutters, Window Treatments
    • Has fireplace: Yes
    • Fireplace features: Living Room, Master Bedroom
    Interior area
    • Total structure area: 10,314
    • Total interior livable area: 6,115 sqft

    Property

    Parking
    • Total spaces: 4
    • Parking features: Circular Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage
    • Attached garage spaces: 4
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Rain Gutters
    • Has private pool: Yes
    • Pool features: In Ground, Lighting
    • Has spa: Yes
    • Spa features: Heated, In Ground
    • Fencing: Fenced
    • Has view: Yes
    • View description: Garden, Golf Course, Trees/Woods, Water, Lake
    • Has water view: Yes
    • Water view: Water,Lake
    • Body of water: BUTLER CHAIN OF LAKES
    Lot
    • Size: 0.93 Acres
    • Features: Landscaped, On Golf Course, Oversized Lot
    • Residential vegetation: Mature Landscaping, Trees/Landscaped
    Details
    • Parcel number: 162328389900480
    • Zoning: P-D
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Mediterranean
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco
    • Foundation: Slab
    • Roof: Tile
    Condition
    • New construction: No
    • Year built: 1995

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Street Lights, Underground Utilities

    Community & HOA

    Community
    • Features: Association Recreation - Owned, Fitness Center, Golf Carts OK, Golf, Playground, Pool
    • Security: Closed Circuit Camera(s), Gated Community, Security Gate, Security Lights, Security System, Smoke Detector(s)
    • Pet fee: $0 monthly
    • Subdivision: ISLEWORTH
    HOA
    • Has HOA: Yes
    • Amenities included: Cable TV, Gated, Optional Additional Fees, Playground, Security
    • Services included: 24-Hour Guard, Cable TV, Reserve Fund, Internet, Maintenance Grounds, Maintenance Repairs, Private Road, Security
    • HOA fee: $923 monthly
    • HOA name: Dan O’Connell
    • HOA phone: 407-909-2071
    Location
    • Region: Windermere

    Financial & listing details

    • Price per square foot: $654/sqft
    • Tax assessed value: $3,247,732
    • Annual tax amount: $38,956
    • Date on market: 1/5/2024
    • Cumulative days on market: 313 days
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved

    Price history

    DateEventPrice
    12/17/2024Sold$4,000,000$654/sqft
    Source: Stellar MLS #O6167834 Report a problem
    11/14/2024Pending sale$4,000,000$654/sqft
    Source: Stellar MLS #O6167834 Report a problem
    11/9/2024Price change$4,000,000-10.1%$654/sqft
    Source: Stellar MLS #O6167834 Report a problem
    9/3/2024Price change$4,450,000+4.7%$728/sqft
    Source: Stellar MLS #O6167834 Report a problem
    7/11/2024Price change$4,250,000-5.5%$695/sqft
    Source: Stellar MLS #O6167834 Report a problem
    3/14/2024Price change$4,495,000-10.1%$735/sqft
    Source: Stellar MLS #O6167834 Report a problem
    1/5/2024Listed for sale$5,000,000+11.1%$818/sqft
    Source: Stellar MLS #O6167834 Report a problem
    6/30/2022Listing removed--
    Source: Stellar MLS #O6024918 Report a problem
    5/12/2022Listed for sale$4,500,000+69.8%$736/sqft
    Source: Stellar MLS #O6024918 Report a problem
    2/12/2015Sold$2,650,000-11.2%$433/sqft
    Source: Public Record Report a problem
    11/15/2014Price change$2,984,000-0.2%$488/sqft
    Source: Isleworth Realty INC #O5188832 Report a problem
    3/25/2014Listed for sale$2,989,000-6.6%$489/sqft
    Source: Isleworth Realty INC #O5188832 Report a problem
    2/26/2013Listing removed$3,200,000$523/sqft
    Source: The Real Estate Book #O5025686 Report a problem
    8/25/2012Listed for sale$3,200,000-19%$523/sqft
    Source: The Real Estate Book #O5025686 Report a problem
    6/5/2012Listing removed$3,950,000$646/sqft
    Source: NCI #O5025686 Report a problem
    6/4/2012Listed for sale$3,950,000$646/sqft
    Source: NCI #O5025686 Report a problem
    3/15/2012Listing removed$3,950,000$646/sqft
    Source: NCI #O5025686 Report a problem
    1/26/2012Price change$3,950,000-16%$646/sqft
    Source: NCI #O5025686 Report a problem
    1/26/2011Listed for sale$4,700,000+48%$769/sqft
    Source: NCI #O5025686 Report a problem
    1/7/2005Sold$3,175,000+17.6%$519/sqft
    Source: Public Record Report a problem
    10/29/2003Sold$2,700,000+31.7%$442/sqft
    Source: Public Record Report a problem
    1/27/2000Sold$2,050,000+24.2%$335/sqft
    Source: Public Record Report a problem
    9/20/1997Sold$1,650,000$270/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$41,766 +7.2%$2,567,859 +3%
    2023$38,957 +2.8%$2,493,067 +3%
    2022$37,880 +1.1%$2,420,453 +3%
    2021$37,458 -1.4%$2,349,954 -0.6%
    2020$37,986 -2.2%$2,364,113 -0.6%
    2019$38,821 -1.2%$2,378,272 +0%
    2018$39,291 $2,377,671 +1.7%
    2017$39,291 +0.6%$2,338,049 +1.9%
    2016$39,053 -0.1%$2,293,513 +1.4%
    2015$39,100 -1.9%$2,261,925 +0.7%
    2014$39,872 +2%$2,246,648 +1.6%
    2013$39,089 -2.9%$2,210,944 -2.1%
    2012$40,237 -14.5%$2,258,450 -14%
    2011$47,065 +2.1%$2,626,692 -0.5%
    2010$46,084 $2,639,700 -13.6%
    2009-- $3,054,785 -7%
    2008$44,484 +2.8%$3,285,953 -1%
    2007$43,286 -6.4%$3,318,107 +15.7%
    2006$46,258 -0.1%$2,867,290 +17.2%
    2005$46,321 +6.6%$2,446,721 +6.4%
    2004$43,465 +18.6%$2,298,527 +20.8%
    2003$36,657 +4.7%$1,902,081 +3.7%
    2002$35,014 +4.2%$1,834,126 +7.2%
    2001$33,618 $1,710,751
    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: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    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
    $4,281,900
    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
    $4,281,900