5050 Isleworth Country Club Drive, Windermere, FL 34786

$3,189,000
4
BD
5
BA
3,365
SqFt

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List Price
$3,189,000
MLS#
O6438618
Bedrooms
4
Bathrooms
5
Baths Half
1
Sq. Ft
3,365
Lot Size
22,514
Subtype
Single Family
County
Orange
Community
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, No Deed Restriction, Golf Community, Security
Subdivision
Isleworth
Region
Windermere
Year Built
1987

Property Description

Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates a natural gathering place and walls of glass frame views of the garden and fairway beyond. The formal dining space provides an elegant backdrop for entertaining while remaining connected to the heart of the home. The renovated kitchen is both inviting and exceptionally functional, featuring a professional-style gas range, integrated appliances and a 40-bottle wine refrigerator. Custom cabinetry, marble countertops and a distinctive tile range hood complete the space, while additional cabinetry flows seamlessly into the family room to create a built-in entertainment center. Natural light reflects beautifully across the large-format tile floors, creating a bright, cohesive feel from room to room. The primary suite is privately positioned on the northeast wing, welcoming golden morning light into the space. The retreat features a distinctive dual-bath arrangement—one with a walk-in shower and the other with a freestanding soaking tub—along with a cedar-lined walk-in closet with custom built-ins. Three additional bedrooms provide comfortable accommodations for family and guests, including one with an ensuite bath, while the updated hall bath offers dual sinks and convenient pool access. A separate flex room easily adapts as an office, library, fitness room or additional retreat. Outside, a covered patio with fireplace extends the living space year-round, overlooking the open-air pool and spa with the manicured fairway beyond. A rear motor court, two-car garage and dedicated golf-cart parking complete the property. Recent improvements, including a 2020 slate roof, refreshed exterior paint, renovated kitchen and baths, complement the home’s established character. With its single-story footprint, private setting and half-acre golf-course homesite, the opportunity is as compelling as the lifestyle within the gates.

Additional Information

Hoa Fee
$3,672
Hoa Freq
Quarterly
Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned
Roof
Concrete, Tile
Sewer
Septic Tank
Exterior Features
Lighting, Rain Gutters, Sprinkler Metered
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
Fireplace
Yes
Construction
Block, Stucco
Living Area
3,365
Pool
Yes
Elementary School
Windermere Elem
Middle School
Chain Of Lakes Middle
High School
Olympia High
Pets Allowed
Yes

Listing courtesy of COMPASS FLORIDA LLC. Contact: 407-203-9441

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