40 Main St
Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,907 sqft (on 0.55 acres)
5 Beds
4.5 Baths
3,907 sqft
(on 0.55 acres)
Local Information
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Description
Live the Butler Chain lifestyle in this Key West style home in the town of Windermere with 100 feet of waterfront on Wauseon Bay. Enjoy nightly sunsets in this beautifully maintained custom built home from nearly every room or while in your screened in back porch with tongue and groove ceilings and wet bar, from your custom dock or swimming in the lake! 4 ensuite bedrooms, 1st floor half bath and super outdoor shower are features of this block construction home with standing seam metal roof, energy efficient low E dual pane windows, Plantation shutters, Patagonian Rosewood floors, 12 ft.ceilings, crown moulding and wood burning fireplace. The open floor plan has large windows and french doors overlooking Wauseon Bay and boasts a gourmet chefs kitchen with food prep island w/wine refrigerator, Sub Zero refrigerator, Viking gas cooktop, Wolf convection oven and large breakfast bar. Sliding doors in the master suite lead out to the patio and yard overlooking the lake and bathroom retreat features garden tub, shower with floor to ceiling subway tile and waterfall shower head. Enjoy your own private dock where you can easily access your boat to explore the 11 pristine lakes of the Butler Chain. The 2nd floor is perfect for guests and watching movies with 2 bedrooms, full bath, media room, wet bar and fabulous private balcony. Walking distance to the town square, Windermere elementary, Friday farmers market, food trucks, restaurants and shops. New A/C 2018, professionally painted inside/out June 2019.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
No Info
View
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HOA
None
Price/Sqft
No Info
Listed
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Home Details for 40 Main St
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Heating & Cooling Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air |
Fireplace & Spa Fireplace |
Levels, Entrance, & Accessibility Floors: Carpet |
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Exterior Home Features Roof: MetalExterior: Block |
Parking & Garage GarageParking: Garage |
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Year Built Year Built: 2004Year Updated: 2004 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 0.55 acres |
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On Site Laundry Available |
Price History for 40 Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 11/22/2019 | $1,550,000 | ListingRemoved | Agent Provided |
| 10/31/2019 | $1,550,000 | Pending | Agent Provided |
| 10/31/2019 | $1,550,000 | Listed For Sale | Agent Provided |
| 09/20/2019 | $1,440,000 | Sold | N/A |
| 06/06/2019 | $1,550,000 | Listed For Sale | Agent Provided |
| 04/06/2015 | $1,350,000 | Sold | N/A |
| 02/25/2015 | $1,450,000 | Pending | Agent Provided |
| 02/18/2015 | $1,450,000 | PendingToActive | Agent Provided |
| 02/06/2015 | $1,450,000 | Pending | Agent Provided |
| 01/31/2015 | $1,450,000 | Listed For Sale | Agent Provided |
| 03/16/1998 | $320,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $24,076 |
| Assessment | $1,919,549 |
Home facts updated by county records
Comparable Sales for 40 Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.28 | Single-Family Home | $2,250,000 | 03/09/26 | 5 | 4.5 | 4,688 | |
0.47 | Single-Family Home | $1,248,800 | 07/16/25 | 4 | 4 | 3,829 | |
0.34 | Single-Family Home | $3,100,000 | 09/02/25 | 4 | 3.5 | 3,923 | |
0.16 | Single-Family Home | $1,050,000 | 10/31/25 | 4 | 2 | 2,191 | |
0.15 | Single-Family Home | $1,160,000 | 01/09/26 | 3 | 2 | 2,152 | |
0.10 | Single-Family Home | $1,200,000 | 09/15/25 | 3 | 2 | 1,638 | |
0.58 | Single-Family Home | $2,400,000 | 09/05/25 | 5 | 4.5 | 5,111 | |
0.13 | Single-Family Home | $1,060,000 | 09/11/25 | 3 | 1.5 | 2,011 | |
0.37 | Single-Family Home | $862,000 | 01/08/26 | 4 | 3 | 2,410 | |
0.71 | Single-Family Home | $2,065,000 | 07/14/25 | 5 | 4 | 3,950 |
Assigned Schools
These are the assigned schools for 40 Main St.
What Locals Say about Windermere
At least 270 Trulia users voted on each feature.
93 % Say it's dog friendly
92 % Say there are sidewalks
87 % Say car is needed
87 % Say parking is easy
81 % Say people would walk alone at night
80 % Say it's quiet
79 % Say there's holiday spirit
78 % Say kids play outside
75 % Say streets are well-lit
64 % Say yards are well-kept
60 % Say they plan to stay for at least 5 years
59 % Say it's walkable to grocery stores
56 % Say there's wildlife
55 % Say it's walkable to restaurants
54 % Say neighbors are friendly
40 % Say there are community events
Learn more about our methodology.
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40 Main St, Windermere, FL 34786 is a 5 bedroom, 5 bathroom, 3,907 sqft single-family home built in 2004. This property is not currently available for sale. 40 Main St was last sold on Sep 20, 2019 for $1,440,000. The current Trulia Estimate for 40 Main St is $2,712,100.

