Windermere, FL · Single Family Residence
5050 Isleworth Country Club Dr
Active · MLS MFRO6438618 · Listed by COMPASS FLORIDA LLC · 407-203-9441.
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.
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.
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Call Scott: (407) 760-0382Your inquiry goes directly to Scott.