- Lori Ann Bugliaro P.A., PA,REALTOR ®
- Tropic Shores Realty
- Helping My Clients Make the Right Move!
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- Mobile: 352.585.0041
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- 58 Main Street, WINDERMERE, FL 34786
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- MLS#: O6370886 ( Residential )
- Street Address: 58 Main Street
- Viewed: 19
- 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: 32
- Additional Information
- Geolocation: 28.5013 / -81.5377
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Lake Butler Park Pt Rep
- Provided by: LPT REALTY, LLC
- Contact: Michelle Ingrassia
- 877-366-2213

- DMCA Notice
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DescriptionNestled 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.
Property Location and Similar Properties
All
Similar
Features
Waterfront Description
- Lake Front
- Lake Privileges
Appliances
- Built-In Oven
- Convection Oven
- Dishwasher
- Disposal
- Gas Water Heater
- Microwave
- Refrigerator
Home Owners Association Fee
- 0.00
Carport Spaces
- 0.00
Close Date
- 0000-00-00
Cooling
- Central Air
Country
- US
Covered Spaces
- 0.00
Exterior Features
- Lighting
- Outdoor Grill
- Rain Gutters
- Sliding Doors
Fencing
- Fenced
Flooring
- Hardwood
- Tile
- Wood
Furnished
- Unfurnished
Garage Spaces
- 3.00
Heating
- Electric
Insurance Expense
- 0.00
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
Living Area
- 4875.00
Lot Features
- City Limits
- Oversized Lot
Area Major
- 34786 - Windermere
Net Operating Income
- 0.00
Occupant Type
- Owner
Open Parking Spaces
- 0.00
Other Expense
- 0.00
Parcel Number
- 08-23-28-4348-00-080
Parking Features
- Driveway
- Garage Door Opener
- Golf Cart Garage
Pool Features
- Gunite
- In Ground
- Salt Water
Property Type
- Residential
Roof
- Shingle
Sewer
- Septic Tank
Style
- Traditional
Tax Year
- 2024
Township
- 23
Utilities
- BB/HS Internet Available
- Cable Available
- Electricity Connected
- Natural Gas Connected
- Public
- Sewer Connected
- Water Connected
View
- Water
Views
- 19
Virtual Tour Url
- https://www.zillow.com/view-imx/4af921b5-2b32-4097-b584-0cd4bb75d286?wl=true&setAttribution=mls&initialViewType=pano
Water Source
- Public
Year Built
- 1953
Zoning Code
- SFR
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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on March 10, 2026 @ 12:00 am
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