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Lot/land
  • $899,900

    144 TILDENVILLE SCHOOL ROAD, WINTER GARDEN, FL 34787

    --beds
    0baths
    1.12Acres
    Unimproved Land
    Built in ----
    1.12 Acres Lot
    $847,300 Zestimate®
    $--/sqft
    $-- HOA

    What's special

    The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.
    13 days
    643
    94

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Matthew McKee 407-948-0658,

    COMPASS FLORIDA LLC 407-203-9441,

    Alex McKee 407-765-4488,

    COMPASS FLORIDA LLC

    Source: Stellar MLS,MLS#: O6439913MLS LogoOriginating MLS: Osceola

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bathrooms: 0
      Video & virtual tour

      Property

      Features
      • Fencing: Wood
      Lot
      • Size: 1.12 Acres
      • Dimensions: 157 x 335
      Details
      • Parcel number: 222227000000082
      • Zoning: A-1/CITRUS
      • Special conditions: None

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: BB/HS Internet Available

      Community & HOA

      Community
      • Pet fee: $0 monthly
      HOA
      • Has HOA: No
      Location
      • Region: Winter Garden

      Financial & listing details

      • Tax assessed value: $343,806
      • Annual tax amount: $3,547
      • Date on market: 9/8/2026
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Dirt, Gravel

        Estimated market value

        $847,300

        $805,000 - $890,000

        Not available

        Price history

        DateEventPrice
        9/8/2026Listed for sale$899,900+203%
        Source: Stellar MLS #O6439913 Report a problem
        8/21/2017Sold$297,000+98%
        Source: Public Record Report a problem
        8/31/2004Sold$150,000+150%
        Source: Public Record Report a problem
        10/4/1996Sold$60,000
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,350 +11.1%$229,404 +6.2%
        2023$3,015 +4%$215,926 +3%
        2022$2,899 +1.8%$209,637 +3%
        2021$2,846 +1%$203,531 +1.4%
        2020$2,819 +1.5%$200,721 +2.3%
        2019$2,777 -32.7%$196,208 -17.3%
        2018$4,125 $237,321 +75.4%
        2017$4,125 +74.3%$135,295 +1.1%
        2016$2,366 +3.8%$133,779 +1.9%
        2015$2,279 +21%$131,259 +40.5%
        2014$1,884 +3.5%$93,431 +3.4%
        2013$1,820 +0.3%$90,342 +1%
        2012$1,815 -3.2%$89,425 -3.3%
        2011$1,875 -3%$92,497 -6.5%
        2010$1,932 $98,878 -14.3%
        2009-- $115,334 -17.2%
        2008$2,516 -4.6%$139,376 -7.4%
        2007$2,636 -0.1%$150,562 +9.3%
        2006$2,639 +14.4%$137,758 +18.5%
        2005$2,307 +96.9%$116,253 +36%
        2004$1,172 +0.9%$85,506 +1.7%
        2003$1,161 +3.1%$84,057 +5.3%
        2002$1,126 -0.5%$79,851 +4.6%
        2001$1,131 -13%$76,306 +28.8%
        2000$1,301 $59,227
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 34787

        Getting around

        10 / 100
        Car-Dependent
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Tildenville Elem
        • Middle: Lakeview Middle
        • High: West Orange 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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