5138 Fairway Oaks Dr, Windermere, FL 34786

Windermere
Local realty services provided by:Gulf Shores Realty ERA Powered
5138 Fairway Oaks Dr,Windermere, FL 34786
$4,999,500
  • 4 Beds
  • 5 Baths
  • 4,330 sq. ft.
  • Single family
  • Active
Listed by: monica lochmandy, sarah longwell
Office: isleworth realty llc.
MLS#:O6401757
Source:MFRMLS

Price summary

  • Price:$4,999,500
  • Price per sq. ft.:$845.8
  • Monthly HOA dues:$1,224

About this home

Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1994
  • Subdivision & Development:ISLEWORTH
  • Listing ID #:O6401757
  • Added:119 day(s) ago
  • Updated:August 22, 2026 at 08:53 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Full bathrooms:5
  • Flooring:Tile
  • Dining Description:Eat In Kitchen, Living Room/Dining Room Combo
  • Kitchen Description:Bar Fridge, Dishwasher, Disposal, Eat-in Kitchen, Exhaust Fan, Freezer, Ice Maker, Kitchen/Family Room Combo, Microwave, Range, Range Hood, Refrigerator, Solid Surface Counters, Stone Counters, Wine Refrigerator
  • Bedroom Description:Walk-In Closet(s)
  • Living area:4,330 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Electric, Natural Gas
  • Central air:Yes

Structure and exterior

  • Roof:Tile
  • Year built:1994
  • Building area:4,330 sq. ft.
  • Lot area:0.5 Acres
  • Lot Features:Landscaped, On Golf Course, Oversized
  • Architectural Style:Traditional
  • Construction Materials:Block, Stucco
  • Exterior Features:Covered Porch/Patio, Lighting, Rain Gutters, Rear Porch
  • Foundation Description:Slab
  • Levels:1 Story

Schools

  • High school:Olympia High
  • Middle school:Chain of Lakes Middle
  • Elementary school:Windermere Elem

Utilities

  • Water:Public, Water Connected
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$4,999,500
  • Price per sq. ft.:$845.8
  • Tax amount:$19,599 (2025)

Features and amenities

  • Appliances:Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Laundry features:Dryer, Inside, Laundry Room, Washer
  • Amenities:Built-In Features, Cable Connected, Cable TV, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Fiber Optics, Gated, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Natural Gas Connected, Playground, Security, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)
  • Pool features:Heated, In Ground, Pool/Deck, Private Pool

Parking

  • Parking description:Attached Garage, Circular Driveway, Garage Door Opener, Garage Faces Side
  • Garage:Yes
  • Garage spaces:3
MLS LogoThe information being provided by Stellar Mls 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 Stellar Mls. Gulf Shores Realty ERA Powered is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Gulf Shores Realty ERA Powered, a broker participant of 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. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Stellar Mls and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2026 Stellar Mls. All rights reserved.

New listings near 5138 Fairway Oaks Dr