1221 Oakdale Street, FL1221 Oakdale Street, FL1221 Oakdale Street, FL
Stellar MLS
1 / 30

$1,250,000

1221 Oakdale Street

Windermere, FL 34786

Listing updated: October 1, 2026 at 3:46 PM ET

Active
Stellar MLSListing courtesy of The Simon Simaan Group · Simon Simaan · MLS #O6446547 · Active · 407-558-1396
0
Baths
1
Acres
◆Waterfront◆Water access◆1 acres◆$29/sqft
Land

Property type

43,480 sqft

Lot size

$29

Price / sq ft

No HOA

HOA dues

0

Days on market

AE

Flood zone

About this home

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!

Estimated monthly payment

Principal & interest$6,321
Property taxes$1,228
Home insurance (est.)$573

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Oct 1, 2026
  2. Listed$1,250,000
    Oct 1, 2026
  3. Price increased$1,250,000

Facts & features

Property type
Land
Status
Active
Days on market
0
Subdivision
Windermere Town
County
Orange
Price/sq ft
$29
Lot size
43,480 sq ft
Lot category
1 to less than 2
Flood zone
AE (12095C0385F)
Annual taxes
$14,736 (2026)
Parcel #
17-23-28-9336-00-060
Zoning
SFR
MLS #
O6446547

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Interior Details

Direction faces
West

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Listing terms
Cash, Conventional
Ownership
Fee Simple

Exterior & Construction

Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Dirt

Utilities

Sewer
Septic Needed
Water source
Well Required
Utilities
Cable Available, Electricity Available, Water Available

Community

Pets allowed
Yes

Schools

ElementaryAWindermere ElemGreatSchools ↗
MiddleBGotha MiddleGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Listing Details

Listing date
2026-10-01
On market date
2026-10-01
Original list price
$1,250,000
MLS area
34786 - Windermere
Listing AOR
Orlando Regional
Status changed
2026-10-01
Tax 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

Flood risk

High riskFEMA Zone AEPanel 12095C0385F

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Head South on Main Street from 6th Avenue, Left on 12th Avenue, Lot is on the corner by the lake.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of October 1, 2026 at 3:46 PM ET. 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA