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$3,725,000

A day ago

58 Main St, Windermere, FL

House

5 Bed

4 Bath

4875 sqft

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MLS® O6370886

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4875 sqft
Garage Yes
Taxes $21,723
Days Active 1
Lot Size 0.58 acres
Approx. Age 1953
Avg. Price Per Sqft $764
MLS® Number O6370886

Property Address: 58 Main St, Windermere, FL, 34786-8640

Average square foot calculated using Size range provided by listing agent.

Description

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 room—delivering 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 decking—perfect 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, cafés, 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.
MLS® NumberO6370886
Laundry LevelInside, Laundry Room
Central VacNo
FireplaceNo
Acreage0.58
Exterior
GarageYes
Approx. Age1953
Basement
DrivewayDriveway, Garage Door Opener, Golf Cart Garage
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Kitchen:First Floor15 × 19 ft
Living Room:First Floor25 × 30 ft
Bedroom 5:Second Floor12 × 14 ft
Bathroom 2:First Floor12 × 13 ft
Bedroom 3:First Floor12 × 13 ft
Den:Second Floor16 × 21 ft
Bathroom 1:First Floor12 × 13 ft
Other:First FloorNot available
Other:First Floor24 × 15 ft
Family Room:First Floor16 × 18 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Feb 6, 2026List Date
$3,725,000List Price
  • Commute

Commute

Starting Address
Destination Address
58 Main St, Windermere, FL

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