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5138 Fairway Oaks Dr
Windermere, FL
Listing Details
- $5,500,000
- MLS# O6401757
- Type Residential - Single Family
- Status Active
Description
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... Read more
Key Features
- French Doors
- Lighting
- Rain Gutters
- Built-in Features
- Ceiling Fans(s)
- Crown Molding
- Eat-in Kitchen
- Kitchen/Family Room Combo
- Living Room/Dining Room Combo
- Solid Surface Counters
- Stone Counters
- Thermostat
- Walk-In Closet(s)
- Buyer Approval Required
- Community Mailbox
- Gated Community - Guard
- Golf Carts OK
- Playground
- Street Lights
Gallery
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Luxury Homes Specialist
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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/16/2026. The listing information on this page last changed on 05/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 05/16/2026 12:01:59 AM EST) or Miami MLS (last updated Fri 05/15/2026 11:59:08 PM EST) or Stellar MLS (last updated Fri 05/15/2026 11:45:14 PM EST) or SPC MLS (last updated Fri 05/15/2026 11:21:13 PM EST) or Martin MLS (last updated Fri 05/15/2026 11:38:11 PM EST) or Indian River MLS (last updated Fri 05/15/2026 11:30:19 PM EST) or Northeast Florida MLS (last updated Fri 05/15/2026 11:59:04 PM EST) or Beaches MLS (last updated Fri 05/15/2026 11:59:28 PM EST) or Naples MLS (last updated Fri 05/15/2026 11:40:22 PM EST) or PBI MLS (last updated Fri 05/15/2026 11:21:29 PM EST) or Florida Keys MLS (last updated Fri 05/15/2026 8:30:35 PM EST). Real estate listings held by brokerage firms other than Illustrated Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in 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. 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.
Privacy Policy / DMCA Notice / ADA Accessibility
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/16/2026. The listing information on this page last changed on 05/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 05/16/2026 12:01:59 AM EST) or Miami MLS (last updated Fri 05/15/2026 11:59:08 PM EST) or Stellar MLS (last updated Fri 05/15/2026 11:45:14 PM EST) or SPC MLS (last updated Fri 05/15/2026 11:21:13 PM EST) or Martin MLS (last updated Fri 05/15/2026 11:38:11 PM EST) or Indian River MLS (last updated Fri 05/15/2026 11:30:19 PM EST) or Northeast Florida MLS (last updated Fri 05/15/2026 11:59:04 PM EST) or Beaches MLS (last updated Fri 05/15/2026 11:59:28 PM EST) or Naples MLS (last updated Fri 05/15/2026 11:40:22 PM EST) or PBI MLS (last updated Fri 05/15/2026 11:21:29 PM EST) or Florida Keys MLS (last updated Fri 05/15/2026 8:30:35 PM EST). Real estate listings held by brokerage firms other than Illustrated Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in 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. 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.
Privacy Policy / DMCA Notice / ADA Accessibility
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All Property Features
- Property Type: Residential - Single Family
- Appliances: Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Association Amenities: Cable TV, Gated, Playground, Security
- Body of Water: LAKE BRENDA AKA HOURGLASS POND
- Community Features: Buyer Approval Required, Community Mailbox, Gated Community - Guard, Golf Carts OK, Playground, Street Lights
- Cooling: Central Air, Zoned
- Days on Site: 21
- Directions: From Apopka Vineland Road to West on Conroy Windermere to Left into Isleworth (Isleworth Country Club Drive) to Right on Fairway Oaks.
- Exterior: Block, Stucco
- Exterior Features: French Doors, Lighting, Rain Gutters
- Fenced: Yes
- Fencing: Other
- Fireplace: Family Room
- Fireplace Y/N: Yes
- Flood Zone Code: X
- Flooring: Tile
- Foundation: Slab
- Garage: 3 car attached
- Heating: Electric, Natural Gas
- HOA Fee: 3672/ Quarterly
- HOA Y/N: Yes
- Home Style: Traditional
- Home Warranty Y/N: No
- Interior Features: Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)
- Listing Terms: Cash, Conventional
- Lot Description: Landscaped, On Golf Course, Oversized Lot
- Lot Dimensions: 0.5
- Lot Size: 0.50 Acres
- Ownership: Fee Simple
- Parking: Circular Driveway, Garage Door Opener, Garage Faces Side
- Parking Notes: Circular Driveway, Garage Door Opener, Garage Faces
- Patio/Porch: Covered, Rear Porch
- Pets Allowed: Breed Restrictions
- Pets Restrictions: Per Orange County breed restrictions, number limits and leash laws.
- Pool: Deck, Heated, In Ground
- Property Attached Y/N: No
- Property Sub-Type: Single Family Residence
- Roof Type: Tile
- Security: Gated Community, Security Gate
- Sewer: Septic Tank
- Showing Instructions: 24 Hour Notice, Appointment Only, Call Before Showing, Call Listing Agent, Listing Agent Must Accompany, See Remarks
- Spa: Heated, In Ground
- Special Sale Provisions: None
- Stories: 1.0
- Swimming Pool: Yes
- Taxes: $19,599
- Utilities: Cable Connected, Electricity Connected, Fiber Optics, Natural Gas Connected, Water Connected
- Water: Public
- Water Access Y/N: No
- Water View: Lake, Pond
- Year Built: 1994
- Zoning: P-D