1221 OAKDALE STREET, WINDERMERE, FL 34786

  • Open House
  • New Listing
  • Virtual Tour
  • Price Reduced
  • Active Under Contract

$1,250,000

  • 0 BedroomBedrooms
  • 0 BathroomBathrooms
  • Sq.Ft.
  • Land
  • Active Under Contract
  • MLS# O6446547
  • Floor Plan
  • Sold on 
0 More Schedule

Property Description

Under contract-accepting backup offers. Build Your Dream Lakefront Home in the Town of Windermere! Opportunity is knocking in one of Central Floridas 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 elses 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!

Request Info/ Schedule Showing

Property Details 1221 OAKDALE STREET, WINDERMERE, FL 34786

Facts & Features

  • MLS #: O6446547
  • Status: Active Under Contract
  • Date Listed: 10/01/2026
  • Type: Land
  • Price: $1,250,000
  • Acres: 1.00
  • Area: 34786 - Windermere
  • County: Orange
  • Subdivision: WINDERMERE TOWN

Amenities

  • Amenities: Basketball Court, Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)
  • Features: Golf Carts OK, Park, Playground, Sidewalks
  • Waterfront: Yes
  • Waterfront Type: Well Required

Interior

  • Utilities: Cable Available, Electricity Available, Water Available

Exterior

  • Lot Description: City Limits

Schools

  • Elementary: Windermere Elem
  • Middle: Gotha Middle
  • High: Olympia High

Additional Information

  • Zoning: SFR

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes only by Burrow Services, Inc. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.