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Land for sale at 1221 Oakdale St, Windermere, FL 34786 | MLS# O6446547 | Listing updated on 2026-10-05
Photo 1 of Land for sale at 1221 Oakdale St, Windermere, FL 34786 | MLS# O6446547 | Listing updated on 2026-10-05
Photo 2 of Land for sale at 1221 Oakdale St, Windermere, FL 34786 | MLS# O6446547 | Listing updated on 2026-10-05
Photo 3 of Land for sale at 1221 Oakdale St, Windermere, FL 34786 | MLS# O6446547 | Listing updated on 2026-10-05
Photo 4 of Land for sale at 1221 Oakdale St, Windermere, FL 34786 | MLS# O6446547 | Listing updated on 2026-10-05
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$1,250,000

Monthly Est:$6,222

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon43,480sqft lot

1221 Oakdale St, Windermere, FL 34786

$6,222/moEst:

Get Pre-Approved

  • Land

  • Built in -

  • $-- HOA

  • 43,480 sqft lot

  • $29/sq.ft

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!

  • Houzeo last checked: 6 hours ago
  • Listing updated: October 5, 2026 at 6:02 pm
  • Listing Provided by: Simon Simaan (407) 558-1396 , Parvin Navid | THE SIMON SIMAAN GROUP (407) 558-1396
  • Source: Stellar MLS-FL | MLS#: O6446547 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Land

  • No. of Stories

    -

  • County

    Orange County

  • City

    Windermere

  • Neighborhood

    --

  • Year Built

    -

  • HOA Fees

    -

  • Finished Area

    - sqft

  • Lot Size

    43,480 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6446547

  • MLS Status

    Active

  • Days on Market

    6

  • Cumulative Days on Market

    4

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: --

Interior

  • Sewer

    Septic Needed

Utilities & Energy

  • Water Source

    Well Required

  • Association Amenities

    Basketball Court, Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)

  • Utilities

    Cable Available, Electricity Available, Water Available

Other Features

  • Subdivision Name

    Windermere Town

  • Lot Features

    City Limits

  • Community Features

    Golf Carts Ok, Park, Playground, Sidewalks

  • Vegetation

    Mature Landscaping

Price History

DateEventPrice

10/01/2026

Source: mls_logoStellar MLS-FL #MFRO6446547

Listed for Sale

$1,250,000 +47.06%

$0/sqft

06/10/2021

Source: mls_logoStellar MLS-FL #MFRO5870295

Price Decreased

$850,000 -10.53%

$0/sqft

06/10/2021

Source: mls_logoStellar MLS-FL #MFRO5870295

Sold

$950,000

$0/sqft

Nearby Homes

Based on information from Stellar MLS® through Oct 08, 2026, 11:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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