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$3,725,000
8 Days On Site

58 MAIN STREET
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
4
Full Baths
4,875
SqFt
$764
/SqFt
1953
Built
Subdivision:
LAKE BUTLER PARK PT REP
County:
Orange
Call Now: 407-923-8903
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407-923-8903
58 MAIN STREET58 MAIN STREET58 MAIN STREET58 MAIN STREET
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Monthly Payment (Est.)

$16,995
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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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Listing Snapshot
Price 
$3,725,000
Days On Site 
8 Days
Bedrooms 
5
Inside Area (SqFt) 
4,875 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.58 Acres
Year Built 
1953
MLS® Number 
O6370886
Status 
Active
Property Tax 
$21,723.13
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLS®
a week agoStatus changed to Active
a week agoListing first seen on site
General Features
Acres 
0.58
Attached Garage 
Yes
Direction Faces 
Northeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGarage Door OpenerGolf Cart GarageAttached
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
6355
Style 
Traditional
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
SFR
Interior Features
Appliances 
Convection OvenDishwasherDisposalGas Water HeaterMicrowaveRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Gas
Flooring 
HardwoodTileWood
Furnished 
Unfurnished
Heating 
Electric
Interior 
High CeilingsOpen FloorplanStone CountersVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry Room
Window Features 
Window CoveringsBlindsDouble Pane WindowsShuttersWindow Treatments
Bathroom 1 
Dimensions - 12x13Level - First
Bathroom 2 
Dimensions - 12x13Level - First
Bedroom 3 
Dimensions - 12x13Level - First
Bedroom 5 
Dimensions - 12x14Level - Second
Den 
Dimensions - 16x21Level - Second
Family Room 
Dimensions - 16x18Level - First
Kitchen 
Dimensions - 15x19Level - FirstFeatures - Breakfast Bar, Kitchen Island, Pantry, Stone Counters
Living Room 
Dimensions - 25x30Level - First
Master Bathroom 
Level - FirstFeatures - Double Vanity, Stone Counters
Master Bedroom 
Dimensions - 24x15Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingOutdoor GrillRain GuttersDock
Fencing 
Fenced
Lot Features 
Waterfront
Patio And Porch 
Rear Porch
Pool Features 
GuniteIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Shingle
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake Front
Waterview 
LakeWater
Windows/Doors 
Window CoveringsBlindsDouble Pane WindowsShuttersWindow Treatments
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34786 - Windermere
Roads 
DirtGravel
Township 
23
Listing courtesy of LPT REALTY, LLC (407) 756-9164



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-12 08:18 PM EST

Neighborhood & Commute
Source: Walkscore
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