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5050 ISLEWORTH COUNTRY CLUB DRIVE

House For Sale
$3,390,000

BTC: 54.81002425

ETH: 2,125.80501539

-$585K (2026/02/25)
173 days
4 bds
4 ba
3,365 sqft

Overview

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in the heart of Windermere, Florida. The foyer with groin ceiling is light and bright as natural light floods into the home from the glass entryway. Arched details abound in the entrance and this staple in Mediterranean design is carried throughout the estate. Two steps down into the sunken formal living room, the gas fireplace is the centerpiece featuring an artistic stone slab above the hearth and framed by wall-to-wall stacked stone. Completing the space are four large arched windows, two arched doors providing access to the back garden and a built-in dry bar. Situated between the family room and formal living room, and serviced by the nearby kitchen, the formal dining room offers the same illumination of natural sunlight from two large arched windows. The kitchen features new KitchenAid stainless steel appliances, a NXR Pro gas range and built-in 40 bottle Euro Cave wine fridge. The custom cabinetry provides ample storage and tastefully pairs in a dark grey-brown tone with the white tile backsplash, multi-tonal grey to white tile range hood and marble counters with soft neutral veins. The custom cabinetry continues seamlessly into the family room with built-in entertainment center. Down the hall from the kitchen and family room are the guest rooms. The first features an ensuite bathroom and the other two bedrooms are serviced by the hall bath with dual sinks. The hall bath also provides access to the patio and serves as the pool bath. Situated on the opposite end of the home, we find the primary suite, powder bath off the foyer and a flex room. The primary is airy and bright with arched windows, stacked stone fireplace and a dazzling chandelier. The suite features two separate bathrooms – one with walk-in shower and the second with free-standing soaking tub. The walk-in closet offers a warm cedar wood ceiling and custom built-ins. The flex room proposes many uses whether it be an office, nursery, gym, den or library. This stunning property offers a seamless blend of indoor-outdoor living boasting a covered patio with fireplace, open-air pool with spa and views of the fairway. Rounding out the estate is a welcoming circular driveway that extends to the rear motor court with two-car garage plus golf cart parking. Whether hosting or unwinding, this home elevates every moment.

Location

Details

Type:
Residential
Parking:
Golf Cart Parking / Circular Driveway / Driveway / Garage Door Opener / Garage Faces Rear / Oversized
Year Built:
1987
Lot:
0.52 Acres
Heating:
Central / Electric / Zoned
Price/sqft:
$1,007
Cooling:
Central Air / Zoned
HOA:
$3,129

Valuation

Our model vs. what's actually selling nearby.
Estimate
$1,695,000
$1.3M – $2.8M
Confidence Low
List vs. estimate
$1.7M above estimate
List $3,390,000 · +100.0%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$1,007
+181.5% vs. city median $357
Based on
5 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$28,793
2025
HOA
$3,129/qtr
24-Hour Guard, Cable TV, Escrow Reserves Fund
Pool
Gunite
View
Golf Course
Garage
2 car garage
Furnished
Negotiable
Pets
Allowed
All facts and features
  • Flooring

    • Porcelain Tile

    Heating

    • Central

    • Electric

    • Zoned

    Cooling

    • Central Air

    • Zoned

    Appliances

    • Dishwasher

    • Disposal

    • Dryer

    • Gas Water Heater

    • Microwave

    • Range

    • Range Hood

    • Refrigerator

    • Tankless Water Heater

    • Washer

    • Water Softener

    • Wine Refrigerator

    Other interior features

    • Built-in Features

    • Central Vacuum

    • Eating Space In Kitchen

    • High Ceilings

    • Kitchen/Family Room Combo

    • Primary Bedroom Main Floor

    • Solid Wood Cabinets

    • Stone Counters

    • Walk-In Closet(s)

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Bathrooms: 1

    • Full bathrooms: 4

  • Parking

    • Golf Cart Parking

    • Circular Driveway

    • Driveway

    • Garage Door Opener

    • Garage Faces Rear

    • Oversized

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: Irrigation System / Lighting / Rain Gutters / Sliding Doors / Sprinkler Metered

    Lot

    • Lot: 0.52 Acres

    Other Property Information

    • Parcel Number: 162328389900410

    • Zoning: P-D

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Cable Available

    • Electricity Connected

    • Natural Gas Connected

    • Phone Available

    • Public

    • Sprinkler Meter

    • Street Lights

    • Underground Utilities

    • Water Connected

  • Other financial information

    • HOA: $3,129

    • HOA Frequency: Quarterly

    • Annual tax amount: $28,793

  • Source details

    • MLS ID: O6372348

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Block

    • Fireplace Features: Living Room / Outside / Master Bedroom

    • Laundry Features: Inside / Laundry Room

    • Lot Features: On Golf Course / In County / Landscaped

    • Patio And Porch Features: Covered / Rear Porch

    • Pool Features: Gunite / Tile

    • Window Features: Blinds / Drapes / Rods / Shades / Tinted Windows

    • Direction Faces: Southeast

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 3365

    • Water Source: Public

    • Lot Size Dimensions: 190 x 151 x 128 x 145

    • Subdivision Name: ISLEWORTH

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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: COMPASS FLORIDA LLC