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For sale
  • Price cut: $50.1K (7/14)
    $399,900

    37 Monhagen Avenue, Middletown, NY 10940

    5beds
    --sqft
    Loading
    Triplex, Multi Family
    Built in 1890
    -- sqft lot
    $-- Zestimate®
    $--/sqft
    $-- HOA

    What's special

    Welcome to an opportunity that is becoming harder and harder to find. This multi-family property sits on a nearly half-acre lot in the City of Middletown and offers investors, contractors, and ambitious buyers the chance to create significant value. With 2,151 square feet, five bedrooms, three full bathrooms, and income-producing potential, this is the type of property that rewards vision and execution. Previously utilized as a three-unit property, the home will need to be used as a two-family residence moving forward per city guidelines. The opportunity here is simple: renovate, improve, and create a property capable of generating rental income for years to come. Whether your goal is to live in one unit while collecting rent from the other, add a cash-flowing asset to your portfolio, or pursue a value-add investment strategy, the foundation is already in place. Building plans are available to help complete the first-floor renovation, providing a head start for the next owner and helping bring the project to the finish line. Outside, you’ll find a large driveway with ample off-street parking, a rear deck, and a level backyard that adds both functionality and tenant appeal. While substantial repairs and updates are needed, opportunities like this are becoming increasingly scarce. The combination of size, lot dimensions, rental potential, and available building plans creates a compelling opportunity for the buyer willing to put in the work. Conveniently located near shopping, restaurants, schools, healthcare facilities, public transportation, and major commuter routes, the location further strengthens the property’s long-term appeal. Whether you’re looking to build equity, generate future rental income, expand your investment portfolio, or create a multi-generational living arrangement, this property offers the flexibility to support a variety of goals. Bring your contractor. Bring your vision. The plans are available, the potential is clear, and the opportunity to create something special is waiting.
    63 days
    |
    1,913
    |
    77
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    KW Hudson Valley United 845-610-6065,

    Isaiah Lopez 845-775-7033

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1002381MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Forced Air, Natural Gas, Other
      Cooling
      • Wall/Window Unit(s)
      Features
      • Other
      • Basement: Partial

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage, Off Street
      • Garage spaces: 1
      Lot
      • Size: 0.4 Acres
      Details
      • Parcel number: 3309000300000004002.0000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Triplex, Multi Family
      • Attached to another structure: Yes
      Materials
      • Wood Siding
      Condition
      • Year built: 1890

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Trash Collection Public

      Community & HOA

      Location
      • Region: Middletown

      Financial & listing details

      • Tax assessed value: $23,900
      • Annual tax amount: $6,639
      • Date on market: 6/18/2026
      • Cumulative days on market: 56 days
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/14/2026Price change$399,900-11.1%
        Source: OneKey® MLS as distributed by MLS GRID #1002381 Report a problem
        6/18/2026Listed for sale$450,000+260%
        Source: OneKey® MLS as distributed by MLS GRID #1002381 Report a problem
        4/22/2021Sold$125,000-24.2%
        Source: Public Record Report a problem
        6/12/2020Listing removed$165,000
        Source: Scott V Foley REALTORS #H5044058 Report a problem
        2/3/2020Price change$165,000-5.7%
        Source: Scott V Foley REALTORS #5044058 Report a problem
        8/30/2019Listed for sale$175,000+297.7%
        Source: Scott V Foley REALTORS #5044058 Report a problem
        8/10/2015Sold$44,000+19.2%
        Source: OneKey® MLS as distributed by MLS GRID #H4514401 Report a problem
        4/10/2015Listed for sale$36,900-32.9%
        Source: John J Lease REALTORS Inc #4514401 Report a problem
        1/8/2015Sold$55,000-79.6%
        Source: Public Record Report a problem
        5/16/2006Sold$270,000+138.3%
        Source: Public Record Report a problem
        11/3/2003Sold$113,300+20.6%
        Source: Public Record Report a problem
        8/19/1998Sold$93,960+1466%
        Source: Public Record Report a problem
        6/24/1996Sold$6,000
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $23,900
        2024-- $23,900
        2023-- $23,900
        2022-- $23,900
        2021-- $23,900
        2020-- $23,900
        2019-- $23,900
        2018-- $23,900
        2017$6,191 $23,900
        2016-- $23,900
        2015-- $23,900
        2014-- $23,900
        2013-- $23,900
        2012-- $23,900
        2011-- $23,900
        2010-- $23,900
        2009-- $23,900
        2007-- $23,900
        2006-- $23,900
        2005-- $23,900
        2004-- $23,900
        2002-- $23,900
        2001-- $23,900
        2000-- $23,900
        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: 10940

        Getting around

        80 / 100
        Very Walkable
        28 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Maple Hill Elementary School
        • Middle: Monhagen Middle School
        • High: Middletown High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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