58 Main St Windermere, FL 34786
Estimated payment $21,153/month
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
LPT REALTY, LLC Brokerage Phone: 877-366-2213 License #3231559 Listed on: 02/05/2026
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
- Visit Down Payment Resource Website
- Tax Lot 8
- Assessor Parcel Number 08-23-28-4348-00-080
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
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 | -- |
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: Stellar MLS
MLS Number: O6370886
APN: 08-2328-4348-00-080
- 106 Butler St
- 84 Oakdale St
- 81 Oakdale St
- 409 W 2nd Ave
- 11002 Lake Butler Blvd
- 416 Magnolia St
- 11113 Lake Butler Blvd
- 801 W 2nd Ave
- 415 E 6th Ave
- 713 Main St
- 10870 Bayshore Dr
- 436 E 7th Ave
- 311 E 8th Ave
- 11472 Park Ave
- 11056 Clipper Ct
- 12418 Park Ave
- 3328 Wax Berry Ct
- 1020 Oakdale St
- 109 E 12th Ave
- 2 Chase Rd
- 307 W 4th Ave
- 311 E 8th Ave
- 606 E 6th Ave
- 2844 Midsummer Dr
- 1115 Estancia Woods Loop
- 12025 Lake Butler Blvd
- 93 Braelock Dr
- 1351 Glenwick Dr
- 3302 Butler Bay Dr N
- 5106 Sun Palm Dr
- 1524 Windermere Rd Unit B
- 1524 Windermere Rd Unit A
- 10176 Brocksport Cir
- 101 Casa Mirella Way
- 6131 Payne Stewart Dr
- 11530 Vicolo Loop
- 5243 W Lake Butler Rd
- 2415 Treasure Landing Pkwy
- 2533 Ridgewind Way
- 4326 Isabella Cir
Ask me questions while you tour the home.