$3,725,000
58 Main Street
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history61 days on market
- Status: ActiveFeb 6, 2026
- Listed$3,725,000Feb 5, 2026
- Price increased$3,725,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 61
- Subdivision
- Lake Butler Park Pt Rep
- County
- Orange
- Year built
- 1953
- Living area
- 4,875 sq ft
- Price/sq ft
- $764
- Building area
- 6,355 sq ft (Public Records)
- Lot size
- 25,329 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X (12095C0220H)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $21,723 (2024)
- Parcel #
- 08-23-28-4348-00-080
- Zoning
- SFR
- MLS #
- O6370886
Interior Details
- Bedrooms
- 5
- Full bathrooms
- 4
- Flooring
- Hardwood, Tile, Wood
- Appliances
- Built-In Oven, Convection Oven, Dishwasher, Disposal, Gas Water Heater, Microwave, Refrigerator
- 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
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- Northeast
- Fireplace
- Yes
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Golf Cart Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Lighting, Outdoor Grill, Rain Gutters, Sliding Doors
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Dirt, Gravel
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bathroom 1 | First | 12x13 |
| Bathroom 2 | First | 12x13 |
| Bedroom 3 | First | 12x13 |
| Primary Bedroom | First | 24x15 |
| Kitchen | First | 15x19 |
| Living Room | First | 25x30 |
| Family Room | First | 16x18 |
| Primary Bathroom | First | |
| Bedroom 5 | Second | 12x14 |
| Den | Second | 16x21 |
Listing Details
- Listing date
- 2026-02-05
- On market date
- 2026-02-05
- Original list price
- $3,725,000
- Occupant type
- Owner
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-02-06
- Tax legal description
- REPLAT PART OF LAKE BUTLER PARK R/39 LOTS 8 & 9
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Main street to North house on the right
More homes like this
$4,590,000
4906 Aviva Garden Ct
Windermere, FL 34786
3 bd · 5 ba · 6,236 sqft
Gardens/Isleworth Un #2
MLS# O6400218
$2,400,000
10532 Park Ridge Gotha Rd
Windermere, FL 34786
2.52 acres
None
MLS# O6409569
$2,250,000
2068 Roberts Point Dr
Windermere, FL 34786
5 bd · 4 ba · 4,876 sqft
Waterford Pointe Ph 02 Rep
MLS# O6397543
$2,299,995
237 Sagecrest Dr
Ocoee, FL 34761
4 bd · 5 ba · 4,362 sqft
Acreage
MLS# O6412401
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of April 7, 2026 at 11:59 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA