58 Main StreetWindermere, FL 34786Price: $3,725,000

  • Price: $3,725,000
  • Est. Mortgage of $/month
  • 99 Days on Market
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Federal 30-year interest rate: 6.37% last updated on May 7, 2026
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58 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 3478658 Main Street Windermere FL 34786
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  • 5Bedrooms
  • 0.58Acreage
  • 4Bathrooms
  • 1953Year Built
Nestled in the heart of Old Town Windermere, this exceptional lakefront residence offers direct access to the Butler Chain of Lakes from the tranquil waters of Wauseon Bay, prized for its reduced boat traffic and peaceful setting. Set on an oversized waterfront lot with western exposure, the home captures breathtaking lake views from nearly every roomdelivering spectacular sunsets and a seamless indoor-outdoor lifestyle. Over 4800sq 5 bedrooms, 4 full bathrooms, Recently enhanced by renovations completed in 2020, the residence now features a newly added owner’s retreat with spa-inspired bathroom, thoughtfully designed to maximize comfort, privacy, and sweeping lake views. Additional updated interior in 2022 showcases refined craftsmanship and high-end finishes, including Provenza engineered hardwood flooring, vaulted tongue-and-groove ceilings, cedar beams, updated bathrooms, custom drapery, and plantation shutters. The large open kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinetry, two oversized kitchen islands, a GE Profile refrigerator, and an Advantium double oven, all seamlessly connected to the main living areas. The great room opens effortlessly to the outdoor living spaces through fully retractable sliding doors, creating an ideal setting for gatherings of any size. Outdoor amenities rival those of a private resort, featuring a saltwater pool with pebble-tech finish and shallow lounging shelf, summer kitchen with natural gas Artisan grill, motorized patio screens, indoor/outdoor surround sound, and a luxury boat dock with electric cradle and Trex deckingperfect for enjoying the Butler Chain lifestyle year-round. Additional highlights include interior and exterior security systems, natural gas, city water, roof 2020, and a newer septic tank. Located just steps from downtown Windermere, residents enjoy a charming small-town atmosphere with farmers markets, cafs, local shops, and dining, while remaining only minutes from Restaurant Row and Orlando’s premier amenities. A rare opportunity to own a fully updated lakefront retreat in one of Central Florida’s most coveted communities.
Listing Courtesy of LPT REALTY,LLC

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More Info

Location Information

  • Road Frontage DescriptionDirt, Gravel

Parking

  • Parking Features Driveway, Garage Door Opener, Golf Cart Garage

Basic Information

  • MFR Virtual Tour URL Branded 2 Click Here
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour
  • Virtual Tour URL Branded Click Here

Property

  • ZoningSFR

Utilities

  • Cooling Central Air
  • Heating Electric
  • Laundry Features Inside, Laundry Room
  • Sewer Septic Tank
  • Utilities
    • BB/HS Internet Available
    • Cable Available
    • Electricity Connected
    • Natural Gas Connected
    • Public
    • Sewer Connected
    • Water Connected
  • Water Source Public

Water Body

  • MFR Additional Water Information Located on the Wauseon Bay of Lake Butler Chain of Lakes
  • MFR Water Access YN Yes
  • MFR Water Frontage Feet Lake 60
  • MFR Water Frontage Feet Lake Chain 60
  • MFR Waterfront Feet Total 120
  • Pool Private YN Yes
  • Water AccessLake, Lake - Chain of Lakes
  • Water Body Name LAKE BUTLER WAUSEON BAY
  • Water FeaturesLake Front, Lake Privileges
  • Water ViewYes
  • WaterfrontYes

Basic Information

  • List Price$3,725,000
  • ListingContractDate2026-02-05
  • MLS NumberO6370886
  • Mls Status Active
  • OriginalListPrice3725000
  • PostalCodePlus48640
  • PublicSurveyRange28
  • StatusACT

Building

  • Bathroom4
  • Construction Materials Block, Stucco
  • FireplaceGas
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • Patio And Porch Features Rear Porch
  • Property StyleTraditional
  • RoofShingle
  • Rooms10
  • Stories2
  • Window Features Blinds, Double Pane Windows, Shutters, Window Treatments
  • Year Built1953

Amenities

  • Appliances IncludedBuilt-In Oven, Convection Oven, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
  • Other Amenities
    • Dock
    • Fireplace
    • Lakefront
    • Pool
    • Water View
    • Waterfront
  • Other Equipment Irrigation Equipment
  • Pool Features Gunite, In Ground, Salt Water

Tax Information

  • Tax Year 2024
  • Taxes$21,723

Rooms

  • Bedrooms5
  • Full Bath4
  • MFR Additional Rooms Inside Utility

Location

  • Address58 Main Street
  • AreaWindermere
  • CountyOrange
  • Exterior Features Lighting, Outdoor Grill, Rain Gutters, Sliding Doors
  • MFR Water View Lake, Lake - Chain of Lakes
  • StateFL
  • SubdivisionLake Butler Park Pt Rep
  • TownWindermere
  • Township 23
  • Zip34786

Interior

  • Flooring Hardwood, Tile, Wood
  • Furnished Unfurnished

Property Information

  • Acreage0.58
  • Attached Garage YN Yes
  • Building Area Total 6,355
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionCity Limits, Oversized Lot
  • Lot Size Square Feet 25,329
  • MFR Living Area Meters 452
  • MFR Lot Size Square Meters 2353
  • MFR Total Acreage 1/2 to less than 1
  • MFR Water Extras Lift, Lift - Covered
  • Square Feet4,875

Other

  • Building Area Source Public Records
  • Date Listed02/05/2026
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2021-09-24
  • MFR Minimum Lease 1-2 Years
  • Status Change Timestamp2026-02-06T00:17:36
  • View Water
  • View Count1
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 14, 2026 3:32 PM EDT. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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