FL
Orange
WINDERMERE
34786
58 MAIN STREET
58 MAIN STREET, WINDERMERE, FL 34786
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Listing Type
Single Family
Listing Status
Active
52
$3,725,000

Home Details for 58 MAIN STREET

Price
$3,725,000
Type
Residential
Bedrooms
5
Bathrooms
4.0
Square feet
4875
Year built
1953
Lot size acres
0.58
County
Orange
Total rooms
10
Garage
3
Days on site
17
MLS Listing#
O6370886
Property 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.

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Property Features
  • Utilities
    • Natural Gas Available
    • Cable Available
    • Electricity Connected
    • Natural Gas Connected
    • Sewer Connected
    • Water Connected
  • House Interior
    • High Ceilings
    • Open Floorplan
    • Stone Counters
    • Vaulted Ceiling(s)
    • Walk-In Closet(s)
  • Parking
    • Driveway
    • Garage Door Opener
    • Golf Cart Garage
    • Attached
  • Waterfront and Water Access
    • Lake Privileges
    • Lake Front
  • Cooling Information
    • Central Air
  • Heating Information
    • Electric
  • Water Features
    • Public
  • Garage
    • 1
  • Fire Place
    • Gas
Listing Courtesy: LPT REALTY, LLC - 877-366-2213
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-02-10 12:02:01
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EXIT REALTY PREMIER LEGACY
8701 Maitland Summit Blvd Breezeway Suite 1, Orlando, FL 32810
Office
407 951 5001
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