Location: Kelso On Lake Butler, Windermere
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5538 W LAKE BUTLER RD, WINDERMERE, FL 34786
$3,195,000124 Days on yellowkey MLS ID: O6376859
REDUCED by $300,000 (8.6%) on 05/15/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6000 Built: 1982Monthly Fee: $67 Tax: $25,546 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$25,546
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated access to Kelso's private boat ramp on the prestigious Butler Chain of Lakes. This convergence of private waterfront with chain-of-lakes connectivity creates unparalleled boating and recreational opportunities found in few lakefront estates. The expansive grounds and recent outdoor enhancements create an entertainer's paradise that is second to none! A newly upgraded outdoor bar and grill area, resort-caliber pool and spa, and sweeping lawn frame breathtaking sunset views over the water. Boasting 6 bedrooms, 6 bathrooms, 3 car garage, and more than 6,000 square feet of living space, this custom estate offers privacy, scale, and unforgettable lakefront views from nearly every room. From the moment you arrive, the chic coastal architecture, circular drive, and sprawling presence command attention. Step inside to dramatic 25-foot ceilings in the living room with a two story stacked stone fireplace and walls of glass that dissolve the boundary between interior luxury and lakefront beauty. An adjacent sun-filled flex room provides tranquil views of Lake Davis, while the completely remodeled chef's kitchen, with its oversized island, custom cabinetry, high end appliances, adjacent indoor bar and generous family room, is designed for both intimate moments as well as large scale entertaining. The main level's thoughtfully designed primary suite offers serene seclusion with a private sitting area, spa-inspired bathroom, and expansive walk-in closet, complemented by a convenient main-floor office. Upstairs, five additional oversized bedrooms, a versatile loft, dedicated gym, and stunning rooftop deck provide space for every lifestyle need. Recent upgrades give you the ultimate peace of mind, including upgraded lighting throughout, a new roof with GAF Golden Pledge 20 year workmanship warranty, three newer A/C units, updated water heater, Hayward pool heater, new dock motor, new sprinkler system with a lake-fed pump, and a transferable Massey termite bond. Minutes from Disney's back gates, top-tier schools, and Windermere's celebrated shopping and dining, yet completely private and serene—this is lakefront living without sacrifice. Your Kelso compound awaits!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
1125 KELSO BLVD, WINDERMERE, FL 34786
$1,425,00024 Days on yellowkey MLS ID: O6406003
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3660 Built: 1992Monthly Fee: $63 Tax: $13,799 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$13,799
Remarks: This is a must see!!! Offering four bedrooms and three and one half baths, this home sits on a beautifully landscaped, estate-sized 1 acre lot! The floor plan is flexible and allows for multiple entertaining options. The kitchen is a cook's dream with an abundance of wood cabinetry, expansive granite counters, a huge center island and built in appliances. It is light and bright and open to the breakfast area and family room, which have sweeping views across the pool and out to Lake Butler. All bedrooms are on the second floor and do not share walls, offering privacy for all of the occupants. The primary bedroom is large and even has space for a sitting area and all three upstairs bathrooms have been upgraded. Both the pool and enclosure are over-sized and have gorgeous views of Lake Butler. And there is still plenty of surrounding yard space. The house was re-piped, the pool enclosure screens and the roof were just replaced! Kelso on Lake Butler is one of the most sought-after, and little known. communities in Windermere. The street is a cul de sac, so there is no through traffic! This home will exceed your expectations, and the private community boat dock is just the icing on the cake!!!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Kenneth Teixeira (407-697-4946)
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