1221 OAKDALE STREET Windermere, FL $ 1,250,000
1221 OAKDALE STREET
$ 1,250,000
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1221 OAKDALE STREET

Windermere, FL, 34786
$ 1,250,000
Bedrooms-- Baths0.0

Monthly Estimate*

$ 7,893

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Lots and Land for sale in Windermere, FL

for $1,250,000. The lot size is 1.

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!

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Lots and Land Active

Price

$ 1,250,000

Property Type

Lots and Land

Taxes

$ 14,735

Style

Lot Size

1

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6446547

Features
General
Sewer Septic Needed
Utilities Cable Available Electricity Available Water Available
Zoning SFR
Pets Allowed Yes
View Golf Course Water
Tax Year 2026
Current Use Unimproved
Ownership Fee Simple
Waterfront Features Waterfront Lake Front
Community Features Fishing Private Boat Ramp Water Access Waterfront Golf Carts OK Park Playground Sidewalks
County Orange
Property Type Land
Association Amenities Basketball Court Park Pickleball Court(s) Playground Tennis Court(s) Trail(s)
Subdivision Name WINDERMERE TOWN
Facing Direction West
Status Active
Directions Head South on Main Street from 6th Avenue Left on 12th Avenue Lot is on the corner by the lake.
High School Olympia High
City WINDERMERE
Body of Water LAKE BESSIE
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 43480
Listing Terms Cash Conventional
Elementary School Windermere Elem
Tax Annual Amount 14735.79
Middle/Junior High School Gotha Middle
Additional Parcels Y/N false
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6446547
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Tax Lot 6
Legal Description PLAT OF WINDERMERE G/36 LOT 6 & N 20 FTOF LOT 5 & BEG NE COR LOT 6 RUN NELY ALONG PROJECTED N LINE OF LOT 6 TO E LINE OF SW1/4 OF NE1/4 S TO A PT OF PROJECTEDLINE OF S LINE OF N 20 FT OF LOT 5 NLY TO POB
Water View Lake
Water Access Type Lake Lake - Chain of Lakes
Water Access Y/N true
Water View Y/N true
Flood Zone Code AE
DockY/N false
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Interior
Total Baths 0
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Exterior
Vegetation Mature Landscaping
Lot Features City Lot
Water Source Well Required
Lot Size Area 43480
Lot Dimensions 100 x 419 x 105 x 451
Lot Size Acres 1
Road Surface Type Dirt
Waterfront Y/N true
Road Frontage Type City Street
Road Responsibility Public Maintained Road
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* Excluded Features
List By
The Simon Simaan Group

Broker

simon@simonsimaan.com

Email

Affordability Calculator

$9,121
Per Month
87%
13%
0%
Monthly Principal & Interest
$7,893
Monthly Property Taxes
$1,228
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Olympia High High School High School
Pricing History
DatePricePrice ChangeDescription
10/1/2026$1,250,000 Listed Price

Map


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1221 OAKDALE STREET, Windermere, FL, 34786 is a Lots and Land for sale at $1,250,000 with a lot size of 1. 1221 OAKDALE STREET has 0.0 baths. The property's zip code is 34786 which is in Windermere, FL