by Global Lifestyle Properties

Check Availability
$3,725,000
● House - For Sale

58 MAIN STREET

WINDERMERE, FL 34786
bedrooms
5 Beds
bathrooms
4 Baths
square feet
4,875 Ft²
$20,101
Est. Monthly

About This Property

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, cafes, 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.
Unit Size
4,875 Ft²
Days on Market
235 days
Land Size
0.58 acres
Price per sqft
$764
Property Type
House
Property Taxes
$1,810
HOA Dues
-
Year Built
1953

Listed By

Michelle Ingrassia
ELEVATE REAL ESTATE BROKERS

Payment Calculator

Cap Rate Calculator

Last updated: 8 months ago (Stellar MLS #O6370886)

Price History

Date / Event Date Event Price
Feb 5, 2026 Listed by LPT REALTY, LLC $3,725,000
Listed by LPT REALTY, LLC
Jul 18, 2005 Sold
Sold
Jun 11, 2003 Sold
Sold

Property Highlights

Garage
Air Conditioning
Fireplace
With View
Parking Details
Has Garage
Attached Garage
Has Open Parking
Parking Features: Driveway, Garage Door Opener, Golf Cart Garage
Garage Spaces: 3
Interior Details
Full Bathrooms: 4
Interior Features: Ceiling Fan(s), High Ceilings, Open Floorplan, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Window Treatments
Appliances: Oven, Convection Oven, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
Flooring Type: Engineered Hardwood, Tile, Hardwood
Door Features: Sliding Doors
Laundry Features: Inside, Laundry Room
Rooms: 10
Has Fireplace
Fireplace Features: Gas
Exterior Details
Square Footage: 4875
Square Footage Source: $0
Architectural Style: Traditional
Year Built: 1953
Waterfront Features: Lake Front, Lake Front
Waterbody Name: LAKE BUTLER WAUSEON BAY
Building Area Total: 6355
Levels: Two
Building Area Units: Square Feet
Window Features: Blinds, Double Pane Windows, Shutters, Window Treatments
Construction Materials: Block, Stucco
Patio and Porch Features: Rear Porch
Pool Features: Gunite, In Ground, Salt Water
Pool is Private
Lot Features: City Lot, Oversized Lot
Lot Size Area: 25329
Lot Size Units: Square Feet
Lot Size Acres: 0.58
Lot Size Square Feet: 25329
Tax Lot: 8
Water Source: Public
Financial Details
Tax Annual Amount: $21,723
Lease Considered: Yes
Utilities Details
Cooling Type: Central Air
Heating Type: Electric
Sewer : Septic Tank

Building Info

Overview

    General

  • Year Built: 1953
  • Effective Year Built: 2000
  • Building Count: 2
  • Bedroom Count: 6
  • Bathroom Count: 4
  • Full Bathrooms: 4
  • Partial Bathrooms: 4
  • Building Condition: 2
  • Building Quality: 10
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 7
  • Interior Walls Type: 3
  • Roof Shape Type: 7
  • Roof Cover Type: 3
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 933
  • Parking Space Count: 2
  • Patio Type: 5
  • Porch Type: 35
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 25,330
  • Lot Size Frontage Feet: 990
  • Total Building Area: 6,360
  • Gross Building Area: 6,360
  • Building Area: 4,658
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 4,658
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: LAKE BUTLER PARK REP
  • Land Acres: 0000000581
  • Standard Land Use Code: 1001
  • County Land Use Code: 0104
  • State Land Use Code: 001
  • Legal Description 1: REPLAT PART OF LAKE BUTLER PARK R/39 LOT S 8 & 9

Neighborhood

  • School District Name: Orange County School District
  • School Tax School District: 5810 5820 5840
  • Census Tract: 014809

Zoning

  • Zoning: SFR

Geography

  • Assessors Map Reference: 53D
  • Subdivision Tract Number: 4348
  • Parcel: 08-23-28-4348-00-080
  • Lot: S
  • Meridian: SEC 08 TWN 23S RNG 28E
  • Municipality: WINDERMERE
  • Latitude: 28.5013
  • Longitude: -81.5376

    Address

  • Full Address: 58 Main St
  • Address - House Number: 58
  • Address - Street Name: Main
  • Address - Suffix Type: St
  • State: FL
  • City Name: Windermere
  • Carrier Code: R013
  • 4-Digit Zip Code: 8640
  • Zip Code: 34786

Valuation

    Tax

  • Total Area: 5,315
  • Tax Year: 2023
  • Tax Amount: $2,102,727
  • Tax Rate Code Area: 75-WND

    Appraisal Valuation

  • Standard Deviation: 0.123
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 86
  • Final Value: 2,223,897
  • High Value: 2,497,621
  • Low Value: 1,950,173

    Market Valuation

  • Market Total Value: $1,955,137
  • Market Land Value: $830,000
  • Market Improvement Value: $1,125,137

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $1,288,647

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Jun 30, 2005
  • Current Sale Recording Date: Jul 18, 2005
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 20050472336
  • Previous Sale Recording Date: Jun 11, 2003
  • Previous Sale Contract Date: Jun 09, 2003
  • Previous Sale Amount: $560,000
  • Previous Sale Document Type: 71

    Financing

  • First Mortgage Financing Type: FIX
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Lake Butler Park


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 9002 Pinnacle Circle, WINDERMERE, FL, 34786

$7,950 /mo

  • 4 Beds
  • 4 Baths
  • 3,469 ft²
9002 Pinnacle Circle, WINDERMERE, FL, 34786 Listing by John Silva
Unit for rent at 2721 Ingeborg Court, WINDERMERE, FL, 34786

$9,000 /mo

  • 6 Beds
  • 4 Baths
  • 3,693 ft²
2721 Ingeborg Court, WINDERMERE, FL, 34786 Listing by Luciano Zago
Unit for rent at 1837 Watermere Lane, WINDERMERE, FL, 34786

$7,000 /mo

  • 4 Beds
  • 3 Baths
  • 3,757 ft²
1837 Watermere Lane, WINDERMERE, FL, 34786 Listing by Susana Stutsman


Frequently Asked Questions

When was property at 58 Main Street built and last sold?
The property at 58 Main Street was built in 1953 and last sold on Jun 30, 2005 for $1,400,000.
How much is this home worth?
The estimated value of the home located at 58 Main Street is $3,762,250.
What are some comparable homes to 58 Main Street?
There are currently no comparable homes to 58 Main Street.