5050 Isleworth Country Club Drive, Windermere, FL

Per Isleworth Community Association (ICA)

false

Den/Library/Office, Formal Dining Room Separate, Formal Living Room Separate

Membership to Isleworth Golf & Country Club offers amenities at a separate charge.

Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator

Per Isleworth Community Association (ICA)

Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions

1

dan.oconnell@isleworth.com

3129

Quarterly

Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Maintenance Grounds, Maintenance, Private Road, Security

Required

true

true

1

5

Public Records

4843

449.93

Square Feet

1181.28

false

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

Block, Stucco

Central Air, Zoned

US

3975000.00

Southeast

Windermere Elem

Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered

Fenced

Living Room, Outside, Primary Bedroom

true

X

Tile

Block

Negotiable

31x27

2

true

Central, Electric, Zoned

Olympia High

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

true

false

false

true

Inside, Laundry Room

1

One

Orlando Regional

312.62

Public Records

Square Feet

Private, On Golf Course, In County, Paved, Landscaped

0.52

190x151x128x145

22514

2092

Chain of Lakes Middle

7 Months

2026-01-10T11:52:38.977Z

1043.00

false

1

Owner

Irrigation Equipment

Fee Simple

16-23-28-3899-00-410

Covered, Rear Porch

Breed restrictions and leash laws per Orange County

Breed Restrictions, Cats OK, Dogs OK, Yes

1

true

2026-01-10T05:16:59.000Z

false

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.

28

16

1181.28

Assoc approval required, Floor Plan Available, No Sign, Owner Motivated

Private Maintained Road

Asphalt

Tile, Concrete

13

Gated Community

false

Septic Tank

24 Hour Notice, Appointment Only, Call Listing Agent, Listing Agent Must Accompany

In Ground

true

2026-01-10T05:16:59.000Z

28793

00

16/118

ISLEWORTH 16/118 LOT 41

41

2025

1/2 to less than 1

12516.00

1043.00

23

US-12095-N-162328389900410-R-N

5050 ISLEWORTH COUNTRY CLUB DR

BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Underground Utilities, Water Connected

Mature Landscaping, Oak Trees

Public

false

Blinds, Drapes, Rods, Shades, Tinted Windows

P-D