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Windermere, FL · Single Family Residence

5050 Isleworth Country Club Dr

$3,189,000
MLS MFRO6438618
4Bedrooms
5Bathrooms
3,365Square feet
0.52Acres

THE SETTING, AND THE DETAILS

A closer look.

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.

Private poolGarage

The details that help you decide.

Details supplied with the listing. Information that was not provided is marked below.

Home essentials
Price per square foot
$948
Full bathrooms
4
Half bathrooms
1
Heated living area
3365
Lot size (acres)
0.52
Lot size (sq ft)
22514
Year built
1987
Property type
Residential
Property style
Not provided
Interior & rooms
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
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
Flooring
Tile
Additional rooms
Den/Library/Office,Formal Dining Room Separate,Formal Living Room Separate
Land, water & community
Waterfront
No
Waterfront type
Not provided
Water body / lake name
Not provided
Water view
Not provided
Dock
Not provided
Dock features
Not provided
Other views
Golf Course
Lot features
In County, Landscaped, On Golf Course, Paved, Private
Exterior features
Lighting, Rain Gutters, Sprinkler Metered
Community amenities
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
Zoning
P-D
Current use
Not provided
Horse amenities
Not provided
Fencing
Fenced
Other structures
Not provided
Pool, parking & systems
Private pool
Yes
Pool features
Gunite, Tile
Garage
Yes
Garage spaces
2
Carport
No
Carport spaces
Not provided
Parking features
Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, Oversized
Fireplace
Yes
Fireplace features
Living Room, Outside, Primary Bedroom
Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned
Water supply
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
Construction
Construction materials
Block, Stucco
Roof
Concrete, Tile
Foundation
Block
Stories
Not provided
Levels
One
Location & schools
City
WINDERMERE
Subdivision
ISLEWORTH
County
Orange
ZIP code
34786
Elementary school
Windermere Elem
Middle school
Chain of Lakes Middle
High school
Olympia High
Association, taxes & listing
HOA / association
Yes
Association fee
$3,672
Fee frequency
Quarterly
Included services
Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Maintenance Grounds, Maintenance, Private Road, Security
Association amenities
Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions
Additional association fee
Not provided
Additional fee frequency
Not provided
Condo fee
Not provided
Condo fee frequency
Not provided
Annual property taxes
$28,793
Tax year
2025
Other annual assessments
Not provided
CDD
No
Listing status
Active
Days on market
1
Listing broker
COMPASS FLORIDA LLC
MLS number
MFRO6438618

Explore the area

Location supplied with the listing. Confirm boundaries and access for the property.

Listed by COMPASS FLORIDA LLC · MLS MFRO6438618
Source: mfrmls · Listing updated 2026-09-05 10:48:23 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.

Listing photograph

MLS MFRO6438618 · COMPASS FLORIDA LLC

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