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1221 Oakdale St, Windermere, FL 34786
1221 Oakdale St, Windermere, FL 34786
1221 Oakdale St, Windermere, FL 34786
1221 Oakdale St, Windermere, FL 34786
1221 Oakdale St, Windermere, FL 34786
1221 Oakdale St, Windermere, FL 34786
1221 Oakdale St, Windermere, FL 34786

1221 Oakdale St Windermere, FL 34786

$1,250,000

ACTIVE
Beds
Baths
0
Sqft
Acres
1
Year
Days on Site
19 Days
Property Type
Land
Sub Type
Date Listed
Oct 1, 2026

Description of 1221 Oakdale St, Windermere, FL 34786

Listing details for 1221 Oakdale St, Windermere, FL 34786 : Build Your Dream Lakefront Home in the Town of Windermere! Opportunity is knocking in one of Central Florida’s most desirable areas! This exceptional one-acre lakefront homesite on Oakdale Street in the town offers a rare opportunity to bring your vision to life and build the custom home you have always dreamed of. With an impressive 105 feet of direct frontage on beautiful Lake Bessie, this property provides the space, privacy, and waterfront setting to create something truly special. One of the biggest advantages of this property is NO HOA. Enjoy the freedom and flexibility that comes with owning your own piece of land without the restrictions and monthly fees often associated with planned communities. Whether you envision a stunning custom estate, a spacious family home, or a private lakeside retreat, this property gives you the opportunity to create a home that is uniquely yours. The expansive one-acre lot provides plenty of room to design the lifestyle you want. Imagine a beautiful custom residence with expansive living spaces, a resort-style pool, outdoor entertaining areas, lush landscaping, a private garden, oversized garage, and breathtaking views of Lake Bessie. With 105 feet of lake frontage, you can take full advantage of the waterfront setting and enjoy the beauty and tranquility of lakefront living right in the heart of Windermere. Instead of settling for someone else’s floor plan, start with a blank canvas and create a home designed around the way you live. Bring your architect, builder, and ideas and transform this exceptional homesite into your own private sanctuary. Location is everything, and this property offers the best of the Old Windermere lifestyle. Ideally located within a short distance of the Windermere Farmers Market, local shops, restaurants, and more, while beautiful Lake Butler is just blocks away. Town residents also have access to a boat ramp on Lake Butler and Lake Bessie, along with tennis courts, providing even more opportunities to enjoy the outdoors and the unique lifestyle that makes Windermere so desirable. Windermere is known for its beautiful lakes, charming community atmosphere, desirable residential neighborhoods, and convenient proximity to everything that makes Central Florida such a sought-after place to live. Opportunities to own a large lakefront homesite with no HOA and 105 feet of Lake Bessie frontage are truly special. This is your opportunity to stop dreaming about the perfect home and start building it. Make your vision come to life. Make this exceptional Windermere lakefront property the place you call home. Don't miss this rare opportunity!
Listing Updated : 10-05-2026 at 2:20 PM EDT
Listing Provided By

Simon Simaan, 407-558-1396, THE SIMON SIMAAN GROUP

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6446547

Property History

DateEventPrice
10/1/2026
Listed for sale
$1,250,000 +47.1%
Source:Stellar MLS #MFRO6446547
6/9/2021
Sold
$850,000 -10.5%
Source:Stellar MLS #MFRO5870295
6/10/2020
Listed for sale
$950,000
Source:Stellar MLS #MFRO5870295
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