Active

5050 Isleworth Country Club Drive

Windermere, FL 34786
Mark as Favorite
Bed 4

Bed

Bath 5

Bath

SqFt3,365

Sqft

Acres0.52

Acre(Lot)

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in the heart of Windermere, Florida. The foyer with groin ceiling is light and bright as natural light floods into the home from the glass entryway. Arched details abound in the entrance and this staple in Mediterranean design is carried throughout the estate. Two steps down into the sunken formal living room, the gas fireplace is the centerpiece featuring an artistic stone slab above the hearth and framed by wall-to-wall stacked stone. Completing the space are four large arched windows, two arched doors providing access to the back garden and a built-in dry bar. Situated between the family room and formal living room, and serviced by the nearby kitchen, the formal dining room offers the same illumination of natural sunlight from two large arched windows. The kitchen features new KitchenAid stainless steel appliances, a NXR Pro gas range and built-in 40 bottle Euro Cave wine fridge. The custom cabinetry provides ample storage and tastefully pairs in a dark grey-brown tone with the white tile backsplash, multi-tonal grey to white tile range hood and marble counters with soft neutral veins. The custom cabinetry continues seamlessly into the family room with built-in entertainment center. Down the hall from the kitchen and family room are the guest rooms. The first features an ensuite bathroom and the other two bedrooms are serviced by the hall bath with dual sinks. The hall bath also provides access to the patio and serves as the pool bath. Situated on the opposite end of the home, we find the primary suite, powder bath off the foyer and a flex room. The primary is airy and bright with arched windows, stacked stone fireplace and a dazzling chandelier. The suite features two separate bathrooms – one with walk-in shower and the second with free-standing soaking tub. The walk-in closet offers a warm cedar wood ceiling and custom built-ins. The flex room proposes many uses whether it be an office, nursery, gym, den or library. This stunning property offers a seamless blend of indoor-outdoor living boasting a covered patio with fireplace, open-air pool with spa and views of the fairway. Rounding out the estate is a welcoming circular driveway that extends to the rear motor court with two-car garage plus golf cart parking. Whether hosting or unwinding, this home elevates every moment.

Read More Expand

Detail Ic Property Details

Property Type : Residential

Price : $3,390,000

AD Id : 73027055

MLS Id : MFRO6372348

Beds : 4

Lot Size : 0.52 Acre

Living Area Size : 3,365

Year Built : 1987

Garage : 2

County : Orange

Subdivision: Isleworth

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    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 Roof: Tile, Concrete Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator Laundry Features: Inside, Laundry Room

    Roofing Information

    Tile, Concrete
  • Flooring Information

    Flooring: Tile Construction Materials: Block, Stucco
  • Heating & Cooling

    Heating: Central, Electric, Zoned Cooling: Central Air, Zoned WaterSource: Public

  • Building Information

    Year Built: 1987
  • Exterior Features

    Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered Construction Materials: Block, Stucco Foundation Details: Block Road Responsibility: Private Maintained Road
  • Pool Features

    Private Pool: 1 Gunite, Tile

  • Lot Information

    Lot Dimensions: 190x151x128x145 Lot Description: Private, On Golf Course, In County, Paved, Landscaped Lot Square Feet: 22514 Lot Acres: 0.52 Lot Size (SqMt): 2092

    Property Information

    Property Type: Residential Sub Type: Single Family Residence

  • Listing Price Information

    Original List Price:$3975000

  • Tax Information

    Tax Block: 00 Tax Book Number: 16/118 Tax Lot: 41 Tax Legal Description: ISLEWORTH 16/118 LOT 41 Annual Tax: $28793 Tax Year: 2025 Parcel Number: 16-23-28-3899-00-410

  • Parking Information

    Golf Cart Parking, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Oversized

    Garage Information

    Has Garage: Yes Garage Space: 2 Garage Dimensions: 31x27

    Homeowners Association Information

    Included Fees: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Maintenance Grounds, Maintenance, Private Road, Security Included Amenities: Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions HOA: $3,129.00 Quarterly

  • School Information

    Elementary School: Windermere Elem Junior High School: Chain of Lakes Middle Senior High School: Olympia High
  • Utility Information

    BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Underground Utilities, Water Connected Sewer: Septic Tank Water Source: Public
  • Location Information

    Subdivision: ISLEWORTH City: WINDERMERE Direction: I-4 to Conroy Windermere Road west to Isleworth subdivision on the left. From Isleworth Country Club Drive, home is on the right.
Sell a home like this and save $202,901 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
9011 Chapman Oak Court, Windermere, FL, 34786 $629,000 4 2 2,050 2,050 SqFt
9061 Ron Den Lane, Windermere, FL, 34786 $6,900,000 5 7 6,300 6,300 SqFt
9110 Palm Tree Drive, Windermere, FL, 34786 $675,000 3 2 1,819 1,819 SqFt
9323 Gladys Garden Court, Windermere, FL, 34786 $11,900,000 6 10 9,770 9,770 SqFt
4226 Downeast Lane, Windermere, FL, 34786 $10,500,000 5 3 5,316 5,316 SqFt
3103 Seigneury Drive, Windermere, FL, 34786 $2,700,000 8 6 5,607 5,607 SqFt
3013 Seigneury Drive, Windermere, FL, 34786 $1,750,000 4 5 5,130 5,130 SqFt
9312 Blanche Cove Dr, Windermere, FL, 34786 $12,350,000 7 10 11,465 11,465 SqFt
9237 Sabal Palm Circle, Windermere, FL, 34786 $749,995 3 2 2,469 2,469 SqFt
9144 Isleworth Gardens .., Windermere, FL, 34786 $4,450,000 3 5 5,004 5,004 SqFt
Broker Logo

Disclaimer: The information being provided courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID and is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the MFRMLS (My Florida Regional MLS DBA Stellar MLS). ByOwner.com is not a Multiple Listing Service (MLS), nor does it offer MLS access. ByOwner.com is a broker participant of MFRMLS (My Florida Regional MLS DBA Stellar MLS). This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

Based on information submitted to the MLS GRID as of 06/26/2026 @ 06:20. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Properties displayed may be listed or sold by various participants in the MLS.

Consumer use of IDX Listings Disclaimer: Based on information submitted to the MLS GRID as of 06/26/2026 @ 06:20. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.


DMCA Notice: The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.
“The DMCA requires that your notice of alleged copyright infringement include the following information:
(1) description of the copyrighted work that is the subject of claimed infringement;
(2) description of the alleged infringing content and information sufficient to permit us to locate the content;
(3) contact information for you, including your address, telephone number and email address;
(4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law;
(5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and
(6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

ByOwner last updated this listing 06/26/2026 @ 06:20

MLS: MFRMLS #O6372348 LISTED BY: Toni Cafferty, COMPASS FLORIDA LLC 407-203-9441 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

Homes around $3,390,000

Selling? Save $202,901 when you sell a home like this

Tour with a ByOwner Agent