New Listing
$1,250,000
 $6,710 est/mo Sourced by Back At You

1221 Oakdale St,WINDERMERE, FL 34786

WINDERMERE, FL 34786

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Description

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!

Details

MLS #O6446547
Listing TypeFor Sale
Sub-TypeFor-sale
StatusActive
Days On Site2
Listing Provided ByTHE SIMON SIMAAN GROUP | Simon Simaan

Features

ZoningSFR
Acreage1.00
Water FrontYes
Property ViewGolf Course, Water

Taxes

Property14735

Area Information

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameWINDERMERE TOWN
School DistrictOlympia High
Elementary SchoolWindermere Elem
High SchoolOlympia High
Listing VS Median (in WINDERMERE TOWN)
Price:
$1,250,000
low | high
Med:
$1,439,500
34.84% of Average
On site:
2
low | high
Med:
35
5.714285714286% of Average
Sourced by Back At You

Market Activity 34786

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 3, 2026 at 12:41:10 AM PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINDERMERE
Zip Code34786
Area34786 Windermere
Community NameWINDERMERE TOWN
School DistrictOlympia High
Elementary SchoolWindermere Elem
High SchoolOlympia High
Listing VS Median (in WINDERMERE TOWN)
Price:
$1,250,000
low | high
Med:
$1,439,500
34.84% of Average
On site:
2
low | high
Med:
35
5.714285714286% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $937K - $1.562M
sqft: 0 - 0
Nearby Listings Property ImageNearby Listings Details
715 MAGNOLIA ST Property Photo 1
$1,089,000
715 Magnolia St
Windermere, FL 34786
Listing Updated: October 2, 2026 at 12:06:51 AM PDT