Lake Homes Realty
Enter City, Zip or MLS

5050 isleworth country club drive

WINDERMERE, FL 34786

$3,690,000

4 BEDS 5 BATHS
3,365 SQFT0.51 AC LOT
Residential - Single Family
Price Changed
Image 1
Image 2
Image 3
Image 4
Bedrooms 4
Total Baths 5
Full Baths 4
Square Feet 3365
Acreage 0.52
Status Active
MLS # O6372348
County Orange
More Info
Category Residential - Single Family
Status Active
Square Feet 3365
Acreage 0.52
MLS # O6372348
County Orange
Listed By: Listing Agent Toni Marie Cafferty
COMPASS FLORIDA LLC - (407) 203-9441
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.
Location not available

Exterior Features

  • Construction Single Family Residence
  • Siding Block, Stucco
  • Roof Tile, Concrete
  • Garage Yes
  • Garage Description Golf Cart Parking, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Oversized, 2 Garage Spaces
  • Water Public
  • Sewer Septic Tank
  • Lot Dimensions 190x151x128x145
  • Lot Description Private, On Golf Course, In County, Paved, Landscaped

Interior Features

  • Appliances Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
  • Heating Central, Electric, Zoned
  • Cooling Central Air, Zoned
  • Basement Block
  • Fireplaces 1
  • Fireplaces Description Living Room, Outside, Primary Bedroom
  • Living Area 3,365 SQFT
  • Year Built 1987

Neighborhood & Schools

  • Subdivision ISLEWORTH
  • Elementary School Windermere Elem
  • Middle School Chain of Lakes Middle
  • High School Olympia High

Financial Information

  • Parcel ID 16-23-28-3899-00-410
  • Zoning P-D

Additional Services

Internet Service Providers

Listing Information

Listing Provided Courtesy of COMPASS FLORIDA LLC - (407) 203-9441
Listings courtesy of the My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID.

IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interestedin purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that 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. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.

Based on information submitted to the MLS GRID as of 02/07/2026 04:22:00 UTC. 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 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.

© 2026 My Florida Regional MLS DBA Stellar MLS.
Listing data is current as of 02/07/2026.

Contact Our Agent

By clicking “Submit”, you agree that Lake Homes Realty, its affiliates, and real estate professionals may contact you by phone, text, or email to any phone number and email address you provided, including by automated means, even if your number is on a federal, state, or our internal Do Not Call list. You also agree to our Terms of Use and Privacy Policy.