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For sale
    • Price cut: $750K (7/21)
    $9,750,000

    4226 DOWNEAST LANE, WINDERMERE, FL 34786

    5beds
    5,316sqft
    : 
    $66,697/mo
    Get pre-qualified
    Single Family Residence
    Built in 1980
    9.03 Acres Lot
    $-- Zestimate®
    $1,834/sqft
    $-- HOA

    What's special

    Five bedroomsOversized four-car garageNatural sanctuary
    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.
    311 days
    382
    7

    Zillow last checked:

    Listing updated:

    Listed by:

    Thad Czapka 407-257-4253,

    COLDWELL BANKER REALTY 407-647-1211,

    Kevin Dickey 407-761-4038,

    COLDWELL BANKER REALTY

    Source: Stellar MLS,MLS#: O6355233MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 196 Square Feet
      • Dimensions: 14x14
      Great room
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 12x16
      Kitchen
      • Level: First
      • Area: 150 Square Feet
      • Dimensions: 15x10
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Range
      • Laundry: Inside
      Features
      • Split Bedroom, Vaulted Ceiling(s)
      • Flooring: Carpet, Ceramic Tile
      • Doors: Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 8,516
      • Total interior livable area: 5,316 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage Faces Side, Oversized
      • Attached garage spaces: 4
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Front Porch, Rear Porch
      • Has private pool: Yes
      • Pool features: Gunite, In Ground
      • Has view: Yes
      • View description: Water, Lake
      • Has water view: Yes
      • Water view: Water,Lake
      • Waterfront features: Lake Front, Lake Privileges, Skiing Allowed
      • Body of water: BUTLER CHAIN OF LAKES
      Lot
      • Size: 9.03 Acres
      • Features: Cul-De-Sac, In County, Landscaped, Street Dead-End
      • Residential vegetation: Mature Landscaping, Oak Trees
      Details
      • Additional parcels included: 09-23-28-0000-00-055
      • Parcel number: 092328000000011
      • Zoning: R-CE
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      • Attached to another structure: Yes
      Materials
      • Block, Stucco
      • Foundation: Block
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1980

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available, Natural Gas Available

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: NA
      HOA
      • Has HOA: No
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $1,834/sqft
      • Tax assessed value: $1,276,869
      • Annual tax amount: $10,925
      • Date on market: 10/24/2025
      • Cumulative days on market: 290 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Paved, Other

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $7,244/mo

        Price history

        DateEventPrice
        7/21/2026Price change$9,750,000-7.1%$1,834/sqft
        Source: Stellar MLS #O6355233 Report a problem
        4/8/2026Price change$10,500,000-11%$1,975/sqft
        Source: Stellar MLS #O6355233 Report a problem
        12/16/2025Price change$11,800,000-20.3%$2,220/sqft
        Source: Stellar MLS #O6355233 Report a problem
        10/24/2025Listed for sale$14,800,000$2,784/sqft
        Source: Stellar MLS #O6355233 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$10,926 +7.2%$687,888 +3%
        2023$10,189 +3.1%$667,852 +3%
        2022$9,878 +1.3%$648,400 +3%
        2021$9,751 +0.7%$629,515 +1.4%
        2020$9,684 +0.9%$620,823 +2.3%
        2019$9,595 +0.7%$606,865 +1.9%
        2018$9,525 +0%$595,550 -41.2%
        2017$9,525 +1.2%$1,013,548 +0.8%
        2016$9,414 +0.3%$1,005,589 -0.8%
        2015$9,389 -2.8%$1,013,607 +17.4%
        2014$9,662 +2.1%$863,097 +5.1%
        2013$9,466 +1%$821,164 +0.4%
        2012$9,370 +2.7%$818,244 +14.3%
        2011$9,121 +4.3%$715,696 -14.8%
        2010$8,745 $840,419 -5%
        2009-- $885,084 -11.1%
        2008$8,127 -1.6%$995,736 +47.5%
        2007$8,260 -6.3%$675,265 +15.7%
        2006$8,814 +0%$583,593 +11.4%
        2005$8,810 +4.3%$523,781 +1.3%
        2004$8,450 +0.1%$517,006 +0.7%
        2003$8,439 +3.4%$513,420 +5%
        2002$8,162 $489,128
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 34786

        Getting around

        5 / 100
        Car-Dependent
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Windermere Elem
        • Middle: Chain of Lakes Middle
        • High: Olympia High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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