4226 Downeast Lane Windermere, FL 34786
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Thaddeus "Thad" Czapka, Coldwell Banker Realty; Kevin Dickey, Winter Park - Contact:  407-647-1211

  4226 Downeast Lane Windermere, FL 34786

Active (364 Days)
$9,250,000 (USD)
5
BED
3
BATH
5,316
SQFT

Description

NEW DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.

MLS #:
O6355233
Taxes
$10,926(2024)
Lot Size
9.03 acres
Type
Single-Family Home
Year Built
1980
Style
Traditional
Views
Water
County
Orange County

Listed By

Thaddeus "Thad" Czapka, Coldwell Banker Realty, Contact: 407-647-1211
Kevin Dickey, Coldwell Banker Realty
Source
STELLAR
Last checked Oct 23 2026 at 6:15 AM EDT
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Unfurnished
  • Split Bedroom
  • Appliances: Range
  • Vaulted Ceiling(s)
Subdivision
  • Na
Lot Information
  • Street Dead-End
  • In County
  • Cul-De-Sac
  • Paved
  • Landscaped
Property Features
  • Fireplace: Family Room
  • Foundation: Block
Heating and Cooling
  • Central
  • Central Air
Pool Information
  • In Ground
  • Gunite
Flooring
  • Ceramic Tile
  • Carpet
Exterior Features
  • Block
  • Stucco
  • Roof: Shingle
Utility Information
  • Utilities: Cable Available, Water Source: Well, Natural Gas Available
  • Sewer: Septic Tank
School Information
  • Elementary School: Windermere Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High
Parking
  • Oversized
  • Garage Faces Side
Stories
  • 2
Living Area
  • 5,316 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Oct 22, 2026
Price Changed
$9,250,000
-5%
-$500,000
Jul 21, 2026
Price Changed
$9,750,000
-7%
-$750,000
Apr 08, 2026
Price Changed
$10,500,000
-11%
-$1,300,000
Dec 16, 2025
Price Changed
$11,800,000
-20%
-$3,000,000
Oct 24, 2025
Listed
$14,800,000
-
-
Additional Information: Winter Park | 407-647-1211
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 10/22/26 23:15
Based on information submitted to the MLS GRID as of 10/23/2026 02:15. 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.