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58 Main Street
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PRICED AT ONLY: $3,725,000

Address: 58 Main Street, WINDERMERE, FL 34786

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 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 owners 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 Orlandos premier amenities. A rare opportunity to own a fully updated lakefront retreat in one of Central Floridas most coveted communities.
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  • MLS#: O6370886 ( Residential )
  • Street Address: 58 Main Street
  • Viewed: 30
  • Price: $3,725,000
  • Price sqft: $586
  • Waterfront: Yes
  • Wateraccess: Yes
  • Waterfront Type: Lake Front,Lake Privileges
  • Year Built: 1953
  • Bldg sqft: 6355
  • Bedrooms: 5
  • Total Baths: 4
  • Full Baths: 4
  • Garage / Parking Spaces: 3
  • Days On Market: 34
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Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Lighting, Outdoor Grill, Rain Gutters, Sliding Doors
  • Fencing: Fenced
  • Flooring: Hardwood, Tile, Wood
  • Living Area: 4875.00
  • Roof: Shingle
Land Information
  • Lot Features: City Limits, Oversized Lot
Garage and Parking
  • Garage Spaces: 3.00
  • Open Parking Spaces: 0.00
  • Parking Features: Driveway, Garage Door Opener, Golf Cart Garage
Eco-Communities
  • Pool Features: Gunite, In Ground, Salt Water
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Electric
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
Finance and Tax Information
  • Home Owners Association Fee: 0.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2024
Other Features
  • Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
  • Country: US
  • Furnished: Unfurnished
  • Interior Features: Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Legal Description: REPLAT PART OF LAKE BUTLER PARK R/39 LOTS 8 & 9
  • Levels: Two
  • Area Major: 34786 - Windermere
  • Occupant Type: Owner
  • Parcel Number: 08-23-28-4348-00-080
  • Style: Traditional
  • View: Water
  • Views: 30
  • Zoning Code: SFR
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