5092 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

$8,500,000 · Active

MLS #O6446272

Price

$8,500,000

Status

Active

Bedrooms

4

Bathrooms

5

Living area

7,100 sq ft

Home type

Single Family Residence

Year built

1995

Lot size

0.93 acres

Full bathrooms

5

Half bathrooms

0

Private pool

Yes

Waterfront

No

New construction

No

HOA

Yes

55+ community

No

Levels

Two

County

Orange

Garage spaces

4

HOA fee

$3,672 · Quarterly

Annual property taxes

$57,070.63

Subdivision

ISLEWORTH

Style

Mediterranean

Appliances & Equipment

Bar Fridge · Built-In 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 · Other equipment: Irrigation Equipment

Bathrooms

5 total bathrooms · 5 full bathrooms

Bedrooms

4 total bedrooms

Building

Built in 1995 · Living area: 7100 · Living area units: Square Feet · Building faces East · Levels: Two · Construction Materials: Block, Stucco

Community

Association Recreation - Owned · Community Mailbox · Fitness Center · Golf Carts OK · Golf · Playground · Pool · Tennis Court(s) · Street Lights

Cooling

Central Air · Zoned

Exterior Features

Balcony · Lighting · Outdoor Grill · Outdoor Shower · Rain Gutters

Fence

Fenced

Fireplaces

Living Room · Primary Bedroom

Floors

Brick · Carpet · Marble · Travertine · Wood

Foundation

Slab

Garage

4 spaces

Heating

Central · Zoned

Home Owner's Association

Association Fee: $3,672 · Fee Frequency: Quarterly · Fee Includes: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Private Road, Security · Amenities: Cable TV, Gated, Maintenance, Optional Additional Fees, Playground, Security

Interior Features

Built-in Features · Cathedral Ceiling(s) · Ceiling Fans(s) · Central Vaccum · Crown Molding · Eat-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 · Window Treatments

Laundry

Laundry Room

Lot

0.93 acres · Landscaped · On Golf Course · Oversized Lot · Paved · Private · Mature Landscaping · Trees/Landscaped

Parking

Circular Driveway · Garage Door Opener · Garage Faces Side · Golf Cart Garage

Pets Policy

Allowed: Breed Restrictions, Yes

Pool

In Ground · Lighting

Property

Garden · Golf Course · Trees/Woods · Water

Roof

Tile

Sewer

Septic Tank

Utilities

Cable Connected · Electricity Connected · Fire Hydrant · Natural Gas Connected · Underground Utilities · Water Source: Public

Water Features

Water Body Name: BUTLER CHAIN OF LAKES

Windows

Drapes · Shutters · Window Treatments

Elementary school

Windermere Elem

Middle school

Chain of Lakes Middle

High school

Olympia High

View virtual tour

About this home

Set along the front nine of Isleworth championship golf course with breathtaking views of Hole 6, this grand estate occupies an oversized lot along Isleworth’s main drive and has been beautifully reimagined with an extensive transformation over the last two years. The result is a sophisticated, move-in-ready home where timeless architectural character blends seamlessly with thoroughly modern style. Originally built by Pellegrini Homes and expanded to 7,100 square feet, the residence retains its signature architectural details, including custom ceilings, travertine floors with intricate tile inlays, and carefully crafted shell stone columns. The grandeur of the formal living room is accentuated by its soaring 20-foot ceiling, magnificent chandelier, and stately stone fireplace. A former bonus room has been thoughtfully transformed into the home's impressive new chef's kitchen, featuring custom cabinetry, an Italian-made 48-inch ILVE range, a luxury appliance collection, and elegant finishes. The original kitchen has been reimagined as a sophisticated entertaining bar with custom cabinetry, a built-in espresso cabinet, wine storage, and dedicated space for morning coffee and smoothies. Both spaces connect effortlessly to the casual dining area and formal dining room, creating an exceptional flow for everyday living and entertaining. The family room offers an open, airy setting with a built-in media display and effortless connection to the lanai. The main-level owner's suite provides a private retreat with a cozy fireplace, dual closets, and a lavish bath featuring dual vanities, a walk-in shower, and a luxurious soaking tub framed by elegant stone columns. A new main-level bedroom with private en-suite bath and an enlarged loft suite add flexibility for family and guests. Throughout the residence, new flooring, custom cabinetry and built-ins, designer lighting including bespoke Italian Murano glass fixtures, custom drapery, automated shades, and beautifully appointed furnishings create a cohesive, elevated aesthetic. Custom London-made closet lighting adds another layer of thoughtful detail, while modernized infrastructure, integrated technology, whole-home Wi-Fi, security, and smart-home features provide a seamless foundation for today's lifestyle. Outside, the residence has been transformed into an exceptional setting for both relaxation and entertaining. The pool has been resurfaced, outdoor living areas expanded, and a new outdoor kitchen and grilling area added, while a completely redesigned landscape, lighting, fencing, and fountain features enhance the grounds. Upstairs, the bedroom suites and expansive balcony capture panoramic views of the golf course and sparkling waters of Lake Bessie. The European-style lanai, with its graceful balustrade, creates an inviting setting for al fresco gatherings and captivating sunsets. This exceptional estate offers a rare combination of timeless architectural character, comprehensive modern improvements, sophisticated design, and an enviable golf-front setting within Isleworth.

Courtesy of ISLEWORTH REALTY LLC 407-909-9000

Contact LPT Realty at (877) 366-2213 to ask about this home.