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WINDERMERE, FL 34786 58 MAIN STREET

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Presented By: LPT REALTY, LLC with 877-366-2213. - 877-366-2213
  • MLS# O6370886
  • 02/05/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 4
  • SQFT • 4,875
  • Garage • 3

Home Details

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.
Presented By: LPT REALTY, LLC with 877-366-2213. - 877-366-2213

Interior Features for 58 MAIN STREET

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths0
Total Baths4

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesGas
Fireplace Y/NYes
FlooringEngineered Hardwood, Tile, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(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
Laundry FeaturesInside, Laundry Room
Total Stories2
Window FeaturesBlinds, Double Pane Windows, Shutters, Window Treatments

General for 58 MAIN STREET

Additional Parcels Y/NNo
Additional RoomsInside Utility
AppliancesBuilt-In Oven, Convection Oven, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
Architectural StyleTraditional
Attached Garage Yes
Body of WaterLAKE BUTLER WAUSEON BAY
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINDERMERE
Construction MaterialsBlock, Stucco
CoolingCentral Air
CountyOrange
DirectionsMain street to North house on the right
DockY/NYes
Facing DirectionNortheast
Flood Zone CodeX
Flood Zone Code XY
Full Baths4
Garage Spaces3
Garage Y/NYes
HeatingElectric
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionREPLAT PART OF LAKE BUTLER PARK R/39 LOTS 8 & 9
LevelsTwo
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet25329
Lot Size UnitsSquare Feet
MLS Area34786 - Windermere
Minimum Lease1-2 Years
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesRear Porch
Pool FeaturesGunite, In Ground, Salt Water
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerSeptic Tank
Standard StatusActive
StatusActive
Subdivision NameLAKE BUTLER PARK PT REP
Tax Annual Amount21723.13
Tax Lot8
Tax Year2024
Total Rooms10
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
ViewWater
Virtual TourClick here
Virtual TourClick here
Water Access TypeLake, Lake - Chain of Lakes
Water Access Y/NYes
Water ViewLake, Lake - Chain of Lakes
Water View Y/NYes
Waterfront FeaturesLake Front, Lake - Chain of Lakes
Year Built1953
ZoningSFR

Exterior for 58 MAIN STREET

Building Area Total6355
Covered Spaces3
Exterior AmenitiesIrrigation System, Lighting, Outdoor Grill, Rain Gutters, Sliding Doors
FencingFenced
Foundation DetailsSlab
Lot FeaturesCity Lot, Oversized Lot
Lot Size Acres0.58
Lot Size Area25329
Parking FeaturesDriveway, Garage Door Opener, Golf Cart Garage
Private PoolYes
Road ResponsibilityPublic Maintained Road
Road Surface TypeDirt, Gravel
Water SourcePublic
Waterfront Y/NYes

Additional Details

Price History

Schools

High School Hubert H Humphrey Middle School
Middle School N/A
Elementary School Big Hollow Elementary School

Steven Silcock

Broker Owner
Price $3,725,000
MLS#O6370886
List Date 02/05/2026
Property Type Single Family
Phone 407.574.0218
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