58 MAIN, WINDERMERE, FL 34786

$3,725,000

Beds: 5

Baths: 4 Full

Sq. Ft.: 4,875 Sq. Ft.

Year Built: 1953

Lot Size: 0.58 Acres

Garage: 3

Pool: Yes

DOM: 5

Property Overview

Status: Active

Property Type: Residential

MLS #: 865d9d4b203b1ec326144a6281bccba3

Subdivision: LAKE BUTLER PARK PT REP

County: Orange

HOA Fee: N/A

Year Built: 1953

Construction: Block, Stucco

Foundation: Slab

Roof: Shingle

Cooling: Central Air

Heating: Electric

Sewer: Septic Tank

Water Source: Public

Zoning: SFR

Tax Amount: $21,723.13 (2024)

Listed On: Feb 5, 2026

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.

Exterior Features

Irrigation System, Lighting, Outdoor Grill, Rain Gutters, Sliding Doors

Directions

Main street to North house on the right

School Information

Elementary: N/A

Middle: N/A

High: N/A

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

LPT REALTY, LLC

Listing Agent: Michelle Ingrassia

Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data last updated: March 30, 2026, 1:53 pm UTC

MLS Source: Stellar MLS Copyright © 2026

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