1221 Oakdale Street WINDERMERE, FL 34786

1.00

Acre

$1,250,000

About 1221 Oakdale Street

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!

Land home for sale in WINDERMERE, FL at 1221 Oakdale Street.

Features of 1221 Oakdale Street

MLS® # O6446547
Price $1,250,000
Acres 1.00
Type Land
Sub-Type Land
Status Active

Community Information: Windermere

Address 1221 Oakdale Street
Area Windermere
Subdivision WINDERMERE TOWN
City WINDERMERE
County Orange
State FL
Zip Code 34786

Amenities of 1221 Oakdale Street

Amenities Basketball Court, Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)
View Golf Course, Water
Is Waterfront Yes
Waterfront Waterfront, Lake Front
Has Pool No
Senior Community No

Interior of 1221 Oakdale Street

Fireplace No

Exterior of 1221 Oakdale Street

Lot Description City Lot

School Information

Elementary Windermere Elem
Middle Gotha Middle
High Olympia High

Additional Information On 1221 Oakdale Street

Date Listed October 1st, 2026
Days on Market 1
Zoning SFR
Flood Zone Code AE
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeTHE SIMON SIMAAN GROUP

Map To 1221 Oakdale Street, WINDERMERE

Request a Showing

Provide a valid email address.
When would you like to view this property?