Your Windermere dream lake front home is now available! Live the life you always wanted in THE BUTLER CHAIN OF LAKES! Very few homes in beautiful and exclusive Windermere, Florida are available on sought after Main Street. This resort style home features 200 feet of lake frontage on Wauseon Bay has its own sand private beach! Offered at a great price, this customized estate is modern and elegant, with awesome updates and with the environment in mind, solar panels installed in 2021 that will render a normal electric bill at less than a 1 bedroom apartment and every imaginable amenity such as Crestron full house automation to allow for comfort and convenience. Designed specifically to amaze with lake and sunset views from virtually everywhere! An impressive entry way with high ceilings welcomes you and is flanked by a cozy yet large formal dining room and bright formal living room, overlooking the huge pool and lake waterfront. The main floored master suite features a large sitting area overlooking the lake, morning bar, custom closet in this resort-like abode, with updated vanities and a king/queen sized shower with rain shower heads. An airy and open family room, private office and gourmet chef's kitchen, with a large granite island, light cabinetry, and upgraded appliances, including a Thermador gas cooktop, provide incredible views of the lake at any glance. Upstairs on the second floor it features 4 nice bedrooms and a state-of-the-art entertainment theater with 9 comfortable seats. Year round, enjoy endless sunshine from the various outdoor entertaining areas, the oversized saltwater pool or the private dock, featuring power boat cover, electric boat lifts, and jet ski dock for 4 with power drip. Come live the Windermere lake lifestyle!!!
Single-familyProperty Type
2003Year Built
0.77 acresLot Size
$759Est. Price/Sq.Ft.
3 car garageParking
Listed by Stella Freeman• QUATTRO R E SOLUTIONS LLC
Bought with Mick Night• PREMIER SOTHEBY'S INTL. REALTY
Bought with Mick Night• PREMIER SOTHEBY'S INTL. REALTY
PRICE REDUCED FOR QUICK SALE! LIVE YOUR DREAM ON THE BUTLER CHAIN OF LAKES! One-of-a-kind resort style living awaits for the most discriminating of buyers on 200 feet of lake frontage on Wauseon Bay, in the quaint town of Windermere. Walking distance to Windermere Elementary! Offered for the first time, this custom estate is casually elegant and exquisitely finished with modern updates and every imaginable amenity such as Crestron full house automation to allow for comfort and convenience. Built specifically to capture the amazing lake and sunset views from virtually every room! An impressive entry with volume ceilings welcomes and is flanked by an expansive formal dining room and sunlit formal living room, overlooking the pool and waterfront. The first floor master suite features a large sitting area overlooking the water, morning bar, custom closet and spa-like retreat, with updated vanities and an enormous shower with rain heads. An open family room, office and chef's kitchen, with large granite island, light cabinetry, and upgraded appliances, including a Thermador gas cooktop, provide incredible views of the water at every turn. The second floor features 4 generous sized bedrooms and a state-of-the-art theater with seating for 9. Year round, enjoy endless sunshine from the the multitude of outdoor entertaining areas, the oversized saltwater pool or the private dock, featuring power boat cover, electric boat lifts, and jet ski dock for 4 with power drip. Why wait. .. come start living your dream today.
Stellar MLS as Distributed by MLS Grid #NS1039400
Dec 27, 2019
Sold
$2,175,000
$417/sq ft
Dec 18, 2018
Listed
$2,175,000
$417/sq ft
Stellar MLS as Distributed by MLS Grid #O5737155
Apr 26, 2019
Sold
$2,175,000
$417/sq ft
Feb 9, 2019
Pending
—
Dec 4, 2018
Price Changed
$2,175,000
$417/sq ft
Oct 1, 2018
Listed
$2,350,000
$451/sq ft
Public Records
Sep 25, 2001
Sold
$667,000
$128/sq ft
Public Records
Jul 17, 1998
Sold
$475,000
$91/sq ft
Public Records
Sep 19, 1997
Sold
$460,000
$88/sq ft
Public Records
Jun 1, 1975
Sold
$90,000
$17/sq ft
Public Records
Jun 1, 1971
Sold
$64,000
$12/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$42,768 (+3.2%)
2024
$41,430 (+14.3%)
2023
$36,238 (+4.0%)
2022
$34,843 (+26.3%)
$825,000 + $1,328,994
$2,153,994
2021
$27,579 (+3.0%)
$825,000 + $1,328,994
$2,153,994
2020
$26,779 (+16.6%)
$825,000 + $792,945
$1,617,945
2019
$22,969 (+0.8%)
2018
$22,782 (+4.0%)
2017
$21,912 (+0.5%)
2016
$21,808 (−1.7%)
2015
$22,180 (+1.2%)
2014
$21,917 (+2.0%)
2013
$21,481 (+0.9%)
2012
$21,279
Tax history for 20 Main St
Year
Property tax
Land + Additions
Assessment*
2025
$42,768 (+3.2%)
2024
$41,430 (+14.3%)
2023
$36,238 (+4.0%)
2022
$34,843 (+26.3%)
$825,000 + $1,328,994
$2,153,994
2021
$27,579 (+3.0%)
$825,000 + $1,328,994
$2,153,994
2020
$26,779 (+16.6%)
$825,000 + $792,945
$1,617,945
2019
$22,969 (+0.8%)
2018
$22,782 (+4.0%)
2017
$21,912 (+0.5%)
2016
$21,808 (−1.7%)
2015
$22,180 (+1.2%)
2014
$21,917 (+2.0%)
2013
$21,481 (+0.9%)
2012
$21,279
*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
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
33,363
Year renovated
2025
Sq. Ft.
5,215
Year built
2003
Style
Single Family Residential
County
Orange County
APN
282308434400010
Parking Spaces
3
Basement
No
Accessible
No
HOA Dues
—
Garage
Yes
Features
Views, Waterfront, Pool
Last updated by owner on Aug 13, 2025.
Property details
Parking
Parking Information
Garage Spaces: 3
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 5
Bathroom Information
# of Full Baths (Total): 3
# of Half Baths (Total): 1
Other Rooms Information
# of Rooms: 7
Heating & Cooling
Heating Information: Electric
Cooling Information: Central Air
Interior Features
Interior Features: Central Vaccum, Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Master Bedroom Main Floor, Stone Counters, Vaulted Ceiling(s), Walk-in Closet(s)