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Property for sale at 4226 DOWNEAST LANE, WINDERMERE, FL, 34786
Property for sale at 4226 DOWNEAST LANE, WINDERMERE, FL, 34786
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4226 Downeast LaneWindermere, FL, 34786

5beds
3baths
5,316sqft
Single Family Residence
Built in 1980
$9,750,000
For sale
$14,800,000−$5,050,000 (34%)
Price per sqft
$1,834
Days on market
357
Listed
Oct 24, 2025
Last reduction
−$750,000
Jul 21, 2026
MLS #O6355233Updated Sep 28, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
4226 Downeast Lane
City
Windermere
State
FL
ZIP code
34786
Year built
1980
New construction
No
Attached property
Yes
Faces
East
Rooms
3
Building stories
2
Living area
5,316 sqft
Total building area
8,516 sqft
Architectural style
Traditional
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 16, 2026 at 4:02 PM EDT

Price & sale history

Asking price reduced by $5,050,000 (34.1%) since first listed.

EventPrice
Price reducedMLS #O6355233$9,750,000Change: −34.1%−$5,050,000
Price reducedMLS #O6367852$9,750,000Change: −17.4%−$2,050,000
Listed for saleMLS #O6367852$11,800,000
Listed for saleMLS #O6355233$14,800,000
History may be incomplete.
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Property for sale at 4226 DOWNEAST LANE, WINDERMERE, FL, 34786
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