$3,390,000
Original: $3,975,000
Active

5050 ISLEWORTH COUNTRY CLUB DRIVE

WINDERMERE, FL 34786 — ISLEWORTH
4 Beds
5 Baths
3,365 sqft
0.52 acres
Built 1987
2-Car Garage

About This Property

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.

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6372348
Days on Market
46
Year Built
1987
Levels
One
Additional Rooms
Den/Library/Office,Formal Dining Room Separate,Formal Living Room Separate
Direction Faces
Southeast
Occupant Type
Owner

Size & Structure

Living Area
3,365 sqft
Total Area
4,843 sqft
Lot Size
0.52 acres
Lot Sq Ft
22,514 sqft
Bedrooms
4
Full Baths
4
Half Baths
1
Garage Spaces
2

Interior

Flooring
Tile
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
Interior Features
Built-in Features, Central Vaccum, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Windows
Blinds, Drapes, Rods, Shades, Tinted Windows
Fireplace
Yes — Living Room, Outside, Primary Bedroom
Furnished
Negotiable
A/C
Central Air, Zoned
Heating
Central, Electric, Zoned

Exterior & Lot

Exterior Features
Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered
Construction
Block, Stucco
Roof
Tile, Concrete
Foundation
Block
Patio/Porch
Covered, Rear Porch
Fencing
Fenced
Lot Features
Private, On Golf Course, In County, Paved, Landscaped
View
Golf Course

Water & Pool

Pool
Yes — Gunite, Tile
Spa
Yes — In Ground

Community & HOA

HOA
Yes
HOA Fee
$3,129/Quarterly
HOA Amenities
Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions
Community Features
Association Recreation - Owned, Clubhouse, Community Mailbox, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Playground, Pool, Restaurant, Special Community Restrictions, Tennis Court(s), Street Lights
Pets Allowed
Breed Restrictions, Cats OK, Dogs OK, Yes
Security
Gated Community

Utilities & Systems

Water
Public
Sewer
Septic Tank
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Underground Utilities, Water Connected
Cooling
Central Air, Zoned
Heating
Central, Electric, Zoned
Flood Zone
X
Parking
Golf Cart Parking, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Oversized

Financial

List Price
$3,390,000
Original Price
$3,975,000
Annual Taxes
$28,793
Tax Year
2025
Listing Terms
Cash, Conventional
Special Conditions
None
Possession
Close Of Escrow

Schools

Elementary
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High

Virtual Tour

View Virtual Tour

Location