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.
Single-familyProperty Type
2004Year Built
0.38 acresLot Size
$622Est. Price/Sq.Ft.
3 car garageParking
Listed by George DuBois• STOCKWORTH REALTY GROUP
Listed by AMY DUBOIS• STOCKWORTH REALTY GROUP
Bought with Matt Tomaszewski• CORCORAN PREMIER REALTY
Key West comes to Windermere on the shores of the Butler Chain. Imagine sipping a margarita watching the sunset!! Block construction, standing seam metal roof and energy efficient low E dual pane windows are indicators of outstanding quality. Throughout you’ll find plantation shutters, crown molding, granite counter tops, custom lighting, Cat 5 and coaxial cable and built in stereo with i-pod capability. 3 bedrooms, including the master are on the 1st floor. A designer island kitchen boasts top of the line appliances including natural gas cook top. A wood burning fireplace competes with lake views for the focal point in the great room. The dining room is accented with a tray ceiling, indirect lighting and custom wood detail. A garden tub, shower with floor to ceiling subway tile and waterfall shower head are highlights of the master retreat. 2 bedrooms and media /game room are located on the 2nd floor. One features a bar with subzero refrigerator and a 2nd floor Sunset Balcony. Living space extends to the outdoors with a screened room with tongue and grove ceiling and wet bar. Around the corner is an outdoor shower. Pavers lead to the 3 car garage and boat dock with lift. Navigate all 11 interconnected lakes on the Butler Chain, one of Florida’s outstanding waterways. Located in the Town of Windermere walking distance to town amenities and events such as weekly Farmer's Market and movies in the park. Near renowned golf, fine dining and premium shopping.
Public Records
Mar 17, 1998
Sold
$320,000
$82/sq ft
Public Records
Jun 1, 1967
Sold
$32,500
$8/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$24,776 (+2.9%)
2024
$24,076 (+3.3%)
2023
$23,305 (+2.8%)
2022
$22,662 (+2.6%)
2021
$22,095 (+4.7%)
2020
$21,099 (+6.3%)
2019
$19,846 (+0.8%)
2018
$19,680 (+4.0%)
2017
$18,928 (+0.5%)
2016
$18,840 (+12.5%)
2015
$16,740 (+1.4%)
2014
$16,510 (+2.0%)
2013
$16,180 (+1.0%)
2012
$16,027
Tax history for 40 Main St
Year
Property tax
Land + Additions
Assessment*
2025
$24,776 (+2.9%)
2024
$24,076 (+3.3%)
2023
$23,305 (+2.8%)
2022
$22,662 (+2.6%)
2021
$22,095 (+4.7%)
2020
$21,099 (+6.3%)
2019
$19,846 (+0.8%)
2018
$19,680 (+4.0%)
2017
$18,928 (+0.5%)
2016
$18,840 (+12.5%)
2015
$16,740 (+1.4%)
2014
$16,510 (+2.0%)
2013
$16,180 (+1.0%)
2012
$16,027
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
5
Baths
6
Stories
2
Lot width
—
Lot depth
—
Lot size
0.55 Acres
Year renovated
2004
Sq. Ft.
3,907
Year built
2004
Style
Single Family Residential
County
Orange County
APN
282308434800050
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
Property details
Parking
Parking Information
Garage Dimensions: 23x42
Parking Features: Garage Door Opener, Tandem
Garage Spaces: 3
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 5
Bathroom Information
# of Full Baths (Total): 4
# of Half Baths (Total): 1
Laundry Room Information
Laundry Features: Laundry Room
Other Rooms Information
# of Rooms: 8
Fireplace Information
Has Fireplace
Heating & Cooling
Heating Information: Central
Cooling Information: Central Air, Zoned
Interior Features
Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Crown Molding, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Stone Counters, Walk-in Closet(s), Window Treatments
Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, Washer