58 MAIN STREET
Active
+47

$3,725,000

5 beds4 baths4,875 sqft|O6370886 MLS#

58 MAIN STREET, WINDERMERE, FL 34786

Est.$22,350/moGet pre-qualified

Residential

Single Family Residence

Built in

1953

Lot size

0.58 Acres

Price/sqft

$764

HOA

None

Preferred Real Estate Partner

Kinsfolk Realty

Kinsfolk Signature Realty

What's special

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.

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Facts & features

Bedrooms & bathrooms

  • Bedrooms:5
  • Bathrooms:4
  • Full bathrooms:4

Heating

  • Has Heating:Electric

Cooling

  • Has Cooling:Central Air

Appliances

  • Built-In Oven
  • Convection Oven
  • Dishwasher
  • Disposal
  • Gas Water Heater

Interior area

  • Total structure area:4,875 sqft
  • Total interior livable area:4,875 sqft

Parking

  • Parking features:Driveway, Garage Door Opener, Golf Cart Garage
  • Garage spaces:3
  • Has attached garage:Yes

Lot

  • Size:0.58 Acres

Details

  • Parcel number:082328434800080

Type & style

  • Home type:Residential
  • Property subtype:Single Family Residence

Materials

  • Block
  • Stucco

Condition

  • Year built:1953

Contact agent

Price history

DateEventPrice
2026-02-05Listed for sale$3,725,000$764/sqft

Listed by: Michelle Ingrassia, LPT REALTY, LLC 877-366-2213

Source:Stellar MLS|Provided by Slipstream

Source: MLS #O6370886