$5,500,000
5138 Fairway Oaks Dr Windermere, FL 34786 - LAKE BRENDA AKA HOURGLASS POND
For Sale MLS# O6401757
4 beds 5 baths 4,330 sq ft Single Family
Details for 5138 Fairway Oaks Dr
MLS# O6401757
Description for 5138 Fairway Oaks Dr, Windermere, FL, 34786 - LAKE BRENDA AKA HOURGLASS POND
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 with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 5
Lot Size: 0.50 Acres
Square Feet: 4,330 sq ft
Year Built: 1994
Garage: Yes
Stories: 1 Story
Construction: Block,Stucco
Subdivision: Isleworth
Foundation: Slab
County: Orange
School Information
Elementary: Windermere Elem
Middle: Chain Of Lakes Middle
High: Olympia High
Room Information
Main Floor
Office:
Bathroom 2:
Bedroom 2:
Primary Bathroom:
Primary Bedroom:
Dining Room:
Living Room:
Family Room:
Kitchen:
Bathroom 4:
Bedroom 4:
Bathroom 3:
Bedroom 3:
Bathrooms
Full Baths: 5
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Exhaust Fan, Wine Refrigerator, Bar Fridge, Ice Maker, Range, Refrigerator, Freezer, Dishwasher, Disposal, Dryer, Electric Water Heater, Washer, Range Hood, Microwave
Flooring: Porcelain Tile
Fireplaces: Family Room
Additional Interior Features: Ceiling Fan(s), Walk-In Closet(s), Eat-In Kitchen, Solid Surface Counters, Stone Counters, Crown Molding, Kitchen/Family Room Combo, Built-in Features, Living/Dining Room
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Cable Connected,Electricity Connected,Fiber Optic Available,Natural Gas Connected,Water Connected
Cooling: Central Air, Zoned, Ceiling Fan(s)
Heating: Electric, Natural Gas
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Circular Driveway, Garage Faces Side, Garage, Garage Door Opener
Roof: Tile
Pool: Heated, In Ground
Lot View: Golf Course,Lake,Pond,Water
Fencing: Other
Additional Exterior/Lot Features: Rain Gutters, French Patio Doors, Lighting, Covered, Rear Porch, On Golf Course, Landscaped, Oversized Lot, Buyer Approval Required
Waterfront Details
Standard Water Body: LAKE BRENDA AKA HOURGLASS POND
Community Features
Community Features: Golf Carts OK, Water Access, Community Mailbox, Boat Facilities, Gated, Playground, Street Lights
Security Features: Gated Community, Gated with Guard, Security Gate
Association Amenities: Cable TV, Security, Playground, Gated
HOA Dues Include: Maintenance Grounds, Reserve Fund, Road Maintenance, Security, Cable TV, Internet
Homeowners Association: Yes
HOA Dues: $3,672 / Quarterly
Driving Directions
From Apopka Vineland Road to West on Conroy Windermere to Left into Isleworth (Isleworth Country Club Drive) to Right on Fairway Oaks.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 16-23-28-3899-01-080
Tax Amount: 19599.37
Tax Year: 2025
A broker reciprocity listing courtesy: ISLEWORTH REALTY LLC
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Sales History & Tax Summary for 5138 Fairway Oaks Dr
Sales History
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Tax Summary
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Schools
Schools nearby 5138 Fairway Oaks Dr
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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