$3,725,000

58 Main St Windermere, FL 34786

Estimated payment $21,153/month

Total Views 2,147
5 Beds
4 Baths
4,875 Sq Ft
$764 Price per Sq Ft

Highlights

  • Popular Property
  • 120 Feet of Waterfront
  • Boat Lift
  • Windermere Elementary School Rated A
  • Dock has access to electricity
  • Access To Lake

About This Home

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.

Listing Agent

Michelle Ingrassia

LPT REALTY, LLC Brokerage Phone: 877-366-2213 License #3231559 Listed on: 02/05/2026

LPT REALTY, LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $21,723

Year Built

  • Built in 1953

Lot Details

  • 0.58 Acre Lot
  • 120 Feet of Waterfront
  • 60 Feet of Chain of Lakes Waterfront
  • Lake Front
  • Dirt Road
  • Northeast Facing Home
  • Fenced
  • Oversized Lot
  • Irrigation Equipment

Parking

  • 3 Car Attached Garage
  • Garage Door Opener
  • Driveway
  • Golf Cart Garage

Home Design

  • Traditional Architecture
  • Slab Foundation
  • Shingle Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 4,875 Sq Ft Home
  • 2-Story Property
  • Open Floorplan
  • Vaulted Ceiling
  • Ceiling Fan
  • Gas Fireplace
  • Double Pane Windows
  • Plantation Shutters
  • Blinds
  • Sliding Doors
  • Family Room Off Kitchen
  • Combination Dining and Living Room
  • Den
  • Inside Utility
  • Laundry Room
  • Chain Of Lake Views

Kitchen

  • Breakfast Bar
  • Built-In Double Convection Oven
  • Microwave
  • Dishwasher
  • Stone Countertops
  • Solid Wood Cabinet
  • Disposal

Flooring

  • Engineered Wood
  • Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • En-Suite Bathroom
  • Walk-In Closet
  • 4 Full Bathrooms
  • Makeup or Vanity Space
  • Split Vanities
  • Private Water Closet
  • Multiple Shower Heads

Pool

  • In Ground Pool
  • Gunite Pool
  • Saltwater Pool

Outdoor Features

  • Access To Lake
  • Access To Chain Of Lakes
  • Boat Lift
  • Covered Boat Lift
  • Dock has access to electricity
  • Dock made with Composite Material
  • Lake Privileges
  • Exterior Lighting
  • Outdoor Grill
  • Rain Gutters
  • Rear Porch

Utilities

  • Central Air
  • Heating Available
  • Thermostat
  • Natural Gas Connected
  • Gas Water Heater
  • Septic Tank
  • High Speed Internet
  • Cable TV Available

Community Details

  • No Home Owners Association
  • Lake Butler Park Pt Rep Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$21,723

Year Built

Built in 1953

Lot Details

0

Parking

3

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Traditional
  • Construction Materials: Block, Stucco
  • Fireplace: Yes
  • Living Area: 4875
  • Lot Size Acres: 0.58
  • New Construction: No
  • Year Built: 1953
  • Building Area Total: 6355
  • Lot Size Sq Ft: 25329
  • Status: Active
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 590.40
  • Escrow City: Lake Mary
  • Escrow State: FL
  • Escrow Street Name: International Pkwy #1020
  • Minimum Lease: 1-2 Years
  • RATIO Current Price By Calculate: 764.10
  • Total Acreage: 1/2 to less than 1
  • Water Access YN: 1
  • MFR_InLawSuiteYN: 0
  • MFR_DockDescription: Dock - Composite,Dock w/Electric,Lift
  • MFR_DockYN: 1
  • Attribution Contact: 877-366-2213
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Gas
  • Living Area Units: Square Feet
  • Flooring: Hardwood, Tile, Wood
  • Full Bathrooms: 4
  • Interior Amenities: 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
  • Appliances Included: Built-In Oven, Convection Oven, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 5
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Stories: 2
  • Window Features: Blinds, Double Pane Windows, Shutters, Window Treatments
  • Additional Rooms: Inside Utility
  • Living Area Meters: 452.90

Exterior Features

  • Direction Faces: Northeast
  • Pool Features: Gunite, In Ground, Salt Water
  • Exterior Features: Lighting, Outdoor Grill, Rain Gutters, Sliding Doors
  • Roof: Shingle
  • Pool Private: Yes
  • View: Water
  • Water Body Name: LAKE BUTLER WAUSEON BAY
  • Waterfront: Yes
  • Patio and Porch Features: Rear Porch
  • Road Surface Type: Dirt, Gravel
  • Water Access: Lake,Lake - Chain of Lakes
  • Water Extras: Lift,Lift - Covered
  • Water View: Lake,Lake - Chain of Lakes
  • Water View YN: 1
  • Waterfront Feet Total: 120
  • Flood Zone Panel: 12095C0220H
  • Water Frontage Feet Lake: 60
  • Additional Water Information: Located on the Wauseon Bay of Lake Butler Chain of Lakes
  • Water Frontage Feet Lake Chain: 60

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 3
  • Garage Yn: Yes
  • Parking Features: Driveway, Garage Door Opener, Golf Cart Garage

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
  • Cooling: Central Air
  • Heating: Electric
  • Laundry Features: Inside, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Public

Condo/Co-op/Association

  • Association: No
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Lot Info

  • Zoning: SFR
  • Parcel Number: 08-23-28-4348-00-080
  • Additional Parcels: No
  • Fencing: Fenced
  • Lot Features: City Limits, Oversized Lot
  • Flood Zone Code: X

Rental Info

  • Furnished: Unfurnished
  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 21723.13
  • Tax Block: 00
  • Tax Book Number: R-39
  • Tax Lot: 8

Multi Family

  • Waterfront Features: Lake Front, Lake Privileges

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $22,358 $1,405,406 -- --
2024 $21,027 $1,365,798 -- --
2023 $21,027 $1,288,647 $0 $0
2022 $20,412 $1,251,114 $0 $0
2021 $17,410 $1,048,886 $0 $0
2020 $16,566 $1,030,460 $0 $0
2019 $17,125 $1,007,292 $0 $0
2018 $16,978 $988,510 $0 $0
2017 $16,260 $1,036,090 $490,000 $546,090
2016 $16,254 $1,020,926 $490,000 $530,926
2015 $16,516 $1,020,699 $490,000 $530,699
2014 $16,003 $928,086 $475,000 $453,086
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/05/2026 02/05/26 For Sale $3,725,000 -- $764 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $1,400,000 A Z Team Title Llc
Warranty Deed $560,000 Popular Title Inc
Quit Claim Deed -- --
Warranty Deed $408,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Closed $140,000 Stand Alone Second
Open $1,050,000 Purchase Money Mortgage
Previous Owner $100,000 Credit Line Revolving
Previous Owner $322,700 Purchase Money Mortgage
Previous Owner $240,000 Credit Line Revolving
Source: Public Records

Source: Stellar MLS

MLS Number: O6370886

Stellar MLS

APN: 08-2328-4348-00-080

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