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58 MAIN STREET WINDERMERE FL 34786

$3,725,000
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58 MAIN STREET, WINDERMERE, FL 34786 - MLS#MFRO6370886 58 MAIN STREET, WINDERMERE, FL 34786 - MLS#MFRO6370886 58 MAIN STREET, WINDERMERE, FL 34786 - MLS#MFRO6370886 58 MAIN STREET, WINDERMERE, FL 34786 - MLS#MFRO6370886

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 58 Main St

5 Bedrooms
4 Bathrooms
3 Car Garage
6,355 Square Feet
4,875SF Living Area
Pool:
Yes
Water
Year Built 1953
Listed For 5 Days

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.

This luxury single family home was built in 1953 and features 5 bedrooms, and 4 full bathrooms. This home for sale is 6,355 square feet, with 4,875 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Directions to this property are as follows: Main Street To North House On The Right.

Please contact your ZFC agent for more information about MLS# MFRO6370886 or any other homes for sale in Windermere or elsewhere in the Orange County area.

Features & Amenities

Appliances

Built-In Oven, Convection Oven, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator

Other Equipment

Irrigation Equipment

Architecture

Traditional

Cooling

Central Air

Heating

Electric

Flooring

Hardwood, Tile, Wood

Parking

Driveway, Garage Door Opener, Golf Cart Garage

Lot Size

25329

View

Water view

Construction Materials

Block, Stucco

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

Furnished

Unfurnished

Exterior Features

Lighting, Outdoor Grill, Rain Gutters, Sliding Doors

Lot Features

City Limits, Oversized Lot

Patio And Porch Features

Rear Porch

Pool Features

Gunite, In Ground, Salt Water

Roof

Shingle

Window Features

Blinds, Double Pane Windows, Shutters, Window Treatments

Utilities

B B/H S Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected

Waterfront Features

Lake Front, Lake Privileges

Water Body Name

L A K E B U T L E R W A U S E O N B A Y

Laundry

Inside, Laundry Room

Fencing

Fenced

Fireplace

Gas

Zoning

S F R

Year Built

1953

Annual Real Estate Taxes

$21,723 (2024)

Legal Description

Replat Part Of Lake Butler Park R/39 Lots 8 & 9

Property Type

Single Family Home

Direction Faces

Northeast

MLS Number

MFRO6370886

Universal Property Id

U S-12095-N-082328434800080-R-N

Days On Market

5

Community Name

Lake Butler Park Pt Rep

58 Main Street Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 58 Main St should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $21,723 but will likely change when this home sells. These estimations are calculated from a list price of $3,725,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 58 Main Street

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRO6370886 Listing History

02/05/2026 Listed for sale by LPT REALTY, LLC with MLS# MFRO6370886 with a list price of $3,725,000.

Orange County Schools

Elementary School

Middle School

High School

This listing of 58 Main Street Windermere FL 34786 was last updated on 2026-02-10 13:12:08. Listing courtesy of LPT REALTY, LLC.
MLS

Map of 58 Main Street Windermere FL 34786

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.

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