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$3,189,000

4 Beds 4 / 1 Full / Half Baths 3,365 SQFT 0.52 Acres
Type: Single Family

5050 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL 34786

MLS#: O6438618
Michelle Moen
Michelle Moen
The Real Estate Advantage
Agent
Phone: 612.708.2789
Office: 952.226.7700
Presented by: COMPASS FLORIDA LLC with 407-203-9441. - 407-203-9441

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.


 

Interior Features

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths5

Other Interior Features

LivingAreaSource0 sqft
Air Conditioning Y/NYes
Fireplace FeaturesLiving Room, Outside, Master Bedroom
Fireplace Y/NYes
FlooringPorcelain Tile
Furnished Y/NNegotiable
Heating Y/NYes
Interior AmenitiesBuilt-in Features, Central Vacuum, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
Laundry FeaturesInside, Laundry Room
Window FeaturesBlinds, Drapes, Rods, Shades, Tinted Windows

General

Additional Parcels Y/NNo
Additional RoomsDen/Library/Office, Formal Dining Room Separate, Formal Living Room Separate
AppliancesDishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
Assoc Fee Paid PerQuarterly
Association AmenitiesBasketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions
Association Fee Includes24-Hour Guard, Cable TV, Escrow Reserves Fund, Maintenance Grounds, Maintenance Repairs, Private Road, Security
Association NameDan O'Connell
Attached Garage Yes
Building Area Units0 sqft
Carport Y/NNo
CityWINDERMERE
Community FeaturesCommunity Boat Ramp, Lake, Water Access, Waterfront, 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)
Construction MaterialsBlock, Stucco
CoolingCentral Air, Zoned
CountyOrange
DirectionsI-4 to Conroy Windermere Road west to Isleworth subdivision on the left. From Isleworth Country Club Drive, home is on the right.
Elementary SchoolWindermere Elem
Facing DirectionSoutheast
Flood Zone CodeX
Flood Zone Code XY
Full Baths4
Garage Spaces2
Garage Y/NYes
HOA Fee$3672
HeatingCentral, Electric, Zoned
High SchoolOlympia High
In Law Suite YNNo
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionISLEWORTH 16/118 LOT 41
LevelsOne
Listing TermsCash, Conventional
Living Area Units0 sqft
Lot Size Square Feet22,514 sqft
Lot Size UnitsSquare Feet
MLS Area34786 - Windermere
Middle/Junior High SchoolChain of Lakes Middle
Minimum Lease7 Months
Monthly HOA Amount$1,224
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Rear Porch
Pets AllowedBreed Restrictions, Cats OK, Dogs OK, Yes
Pool FeaturesGunite, Tile
PossessionClose Of Escrow
Property Attached Y/NNo
Property SubtypeSingle Family Residence
Property TypeResidential
RoofConcrete, Tile
Security FeaturesGated Community
Senior Community Y/NNo
SewerSeptic Tank
Spa FeaturesIn Ground
Standard StatusActive
StatusActive
Subdivision NameISLEWORTH
Tax Annual Amount$28,793
Tax Lot41
Tax Year2025
Total Rooms13
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected
ViewGolf Course
Water Access Y/NNo
Water View Y/NNo
Waterfront FeaturesLake, Waterfront
Year Built1987
ZoningP-D

Exterior

Building Area Total4,843 sqft
Covered Spaces2
Exterior AmenitiesIrrigation System, Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered
FencingFenced
Foundation DetailsBlock
Lot Dimensions190 x 151 x 128 x 145
Lot FeaturesIn County, Landscaped, On Golf Course
Lot Size Acres0.52
Lot Size Area22,514 sqft
Parking FeaturesCircular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, Oversized
Private PoolYes
Road Frontage TypeStreet Paved, Private Road
Road ResponsibilityPrivate Maintained Road
Road Surface TypePaved, Asphalt
SpaYes
VegetationMature Landscaping, Oak Trees
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

  

Similar Properties

$3,189,000

4 Beds 4 / 1 Full / Half Baths 3,365 SQFT 0.52 Acres
Type: Single Family

5050 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL 34786

MLS#: O6438618
Michelle Moen
Michelle Moen
The Real Estate Advantage
Agent
Phone: 612.708.2789
Office: 952.226.7700