To schedule a showing of 5538 W Lake Butler Road, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$3,195,000 Reduced -$300,000
5538 W Lake Butler Road
Windermere, FL 34786
  • 6Beds
  • 6.00Total Baths
  • 5 Full, 1 HalfBaths
  • 6,000SqFt
  • 1982Year Built
  • 1.90Acres
  • MLS# O6376859
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market4 months, 21 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Kelso On Lake Butler

Overview

Welcome to 5538 W Lake Butler Roadan expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Floridas 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 serenethis is lakefront living without sacrifice. Your Kelso compound awaits!



Agriculture / Farm

Association Fees / Info

Community Features:  BoatFacilities, StreetLights, Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  800

Association:  Yes

Hoa Fees Frequency:  Annually

Bathroom Info

Total Baths:  6.00

Fullbaths:  5

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  InGround

Pool Private:  Yes

Exterior Features:  Lighting

Fees / Restrictions

Financial

Original Price:  $3,495,000

Fencing:  Fenced

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  LivingRoom

Fireplace:  Yes

Floors:  Laminate, Tile

Levels:  Two

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  CeilingFans, EatInKitchen, LivingDiningRoom, MainLevelPrimary, StoneCounters, WalkInClosets

Appliances:  Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer

Spa Features:  InGround

Lot Info

Direction Remarks:  From I-4 W, Take FL-408 W to Stoneybrook West Parkway in Winter Garden. Take exit 19 from FL-429 S, Follow Winter Garden Vineland Rd to W Lake Butler Rd in Lake Butler, Turn left onto W Lake Butler Rd, home will be on the right.

Lot Size Units:  Acres

Lot Size Acres:  1.9

Lot Sqft:  82,726

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  13

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  WoodFrame

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  12

Sqft Info

Sqft:  6,000

Bulding Area Sqft:  8,745

Living Area Units:  SquareFeet

Living Area Source:  Owner

Tax Info

Tax Year:  2,025

Tax Lot:  61

Tax Legal Description:  KELSO ON LAKE BUTLER 5/48 LOT 61

Tax Block:  00

Tax Annual Amount:  25545.77

Tax Book Number:  5-48

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityAvailable, HighSpeedInternetAvailable, UndergroundUtilities, WaterAvailable

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  LakeFront, LakePrivileges

View:  Yes

Water Body Name:  LAKE DAVIS

View:  Lake, Water

Schools

Elem:  Windermere Elem

Middle:  Bridgewater Middle

High:  Windermere High School

Directions

From I-4 W, Take FL-408 W to Stoneybrook West Parkway in Winter Garden. Take exit 19 from FL-429 S, Follow Winter Garden Vineland Rd to W Lake Butler Rd in Lake Butler, Turn left onto W Lake Butler Rd, home will be on the right.

This listing courtesy of Stockworth Realty Group 

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Price & Status History (on davidshippey.com since Wed, Jan 28th 2026)
  • Original Price: $3,495,000
  • Current Price: $3,195,000
  • Price Reduced: $300,000
Date ChangedFromTo
05/15/2026$3,495,000 $3,195,000 Reduced by $300,000

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If you have any questions on 5538 W Lake Butler Road, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# O6376859 located at 5538 W Lake Butler Road, Windermere, Florida is brought to you by David Shippey REALTOR®

5538 W Lake Butler Road, Windermere, Florida has 6 Beds, 5 Full Bath, and 1 Half Bath.
The MLS Number for 5538 W Lake Butler Road, Windermere, Florida is O6376859.
The price for 5538 W Lake Butler Road, Windermere, Florida is $3,195,000.
The status of 5538 W Lake Butler Road, Windermere, Florida is Active.
The subdivision of 5538 W Lake Butler Road, Windermere, Florida is Kelso On Lake Butler.
The home located at 5538 W Lake Butler Road, Windermere, Florida was built in 2026.