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For sale
  • $399,000

    5 Henry Street, Pawling, NY 12564

    4beds
    2,424sqft
    Loading
    Duplex, Multi Family
    Built in 1900
    -- sqft lot
    $464,500 Zestimate®
    $165/sqft
    $-- HOA

    What's special

    Multi-family homes are a rare find in the Village of Pawling, making this two-family, two-story property an exceptional opportunity for an owner-occupant or investor seeking income-producing real estate in a highly convenient location. The building offers two apartments, including a spacious 3-bedroom, 2-bath residence with approximately 1,680 square feet spanning the first and second floors, and a 1-bedroom, 1-bath apartment with approximately 679 square feet located on the rear of the first floor. Both units are occupied by long-term tenants who would like to remain, while flexible month-to-month leases provide options for a new owner. Apartment 5A is entered through a covered front porch and features an entry with a hall closet, large living room, nicely sized kitchen with dining area, full bath, and access to the basement. Upstairs are three bedrooms, a large bedroom with two closets, a smaller bedroom in the middle and a spacious rear bedroom offering two walk-in closets plus an additional closet. A second full bath completes the upper level. The tenant is responsible for oil heat, electricity and cable, as does the lawn maintenance and snow removal. Apartment 5B has a private rear entrance into a large living room with a hall closet and a convenient closet with a combination washer and dryer. The bedroom features a large walk-in closet, while the kitchen provides space for a table. The full bath includes a walk-in shower. The tenant is responsible for electricity (electric heat), and cable. The landlord is responsible for the propane for the two gas stoves, quarterly municipal water and sewer, and annual garbage service through the Village of Pawling. Each apartment has two tandem parking spaces, with convenient three-hour municipal parking available directly across the street for guests. A large shed provides additional storage, and both tenants enjoy use of the backyard. The location is especially appealing for those who want to enjoy village living without relying on a car. Boutique shops, fine dining, casual eateries, local pubs and the seasonal farmers' market are all just a short distance away, while the Pawling Metro-North train station is less than half a mile from the property. A rare opportunity to own a well-located multi-family property in the heart of the Village of Pawling with established tenants and flexible lease arrangements.
    8 days
    1,412
    104

    Zillow last checked:

    Listing updated:

    Listed by:

    McGrath Realty Inc 845-855-5550,

    Claudia Jiskra 914-447-3761

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1044575MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Electric, Oil
      Cooling
      • None
      Features
      • First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen
      • Flooring: Vinyl, Wood
      • Basement: Partial,Unfinished
      • Has fireplace: No
      Interior area
      • Total structure area: 2,424
      • Total interior livable area: 2,424 sqft

      Property

      Parking
      • Total spaces: 4
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Covered, Porch
      • Has view: Yes
      • View description: Neighborhood
      Lot
      • Size: 4,356 Square Feet
      • Features: Back Yard, Corner Lot, Front Yard, Level, Near Golf Course, Near Public Transit, Near School, Near Shops
      Details
      • Additional structures: Shed(s)
      • Parcel number: 1340016956089979560000
      • Special conditions: None

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Colonial
      • Property subtype: Duplex, Multi Family
      Materials
      • Frame, Stone
      Condition
      • Actual
      • Year built: 1900

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Trash Collection Public, Water Connected

      Community & HOA

      Location
      • Region: Pawling

      Financial & listing details

      • Price per square foot: $165/sqft
      • Tax assessed value: $98,100
      • Annual tax amount: $8,594
      • Date on market: 9/1/2026
      • Cumulative days on market: 8 days
      • Listing agreement: Exclusive Right To Sell
      • Tenant pays: Electricity, Heat, See Remarks
      • Electric utility on property: Yes

        Estimated market value

        $464,500

        $418,000 - $516,000

        $2,364/mo

        Price history

        DateEventPrice
        9/1/2026Listed for sale$399,000+99.5%$165/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1044575 Report a problem
        6/18/2018Sold$200,000-14.9%$83/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4810027 Report a problem
        4/26/2018Pending sale$235,000+49.7%$97/sqft
        Source: BHHS HUDSON VALLEY PROPERTIES PW #369393 Report a problem
        4/19/2018Sold$157,000-33.2%$65/sqft
        Source: Public Record Report a problem
        3/15/2018Listed for sale$235,000-37%$97/sqft
        Source: BHHS Hudson Valley Properties #4810027 Report a problem
        3/8/2011Listing removed$372,900$154/sqft
        Source: Houlihan Lawrence #263080 Report a problem
        3/7/2011Listed for sale$372,900+9.7%$154/sqft
        Source: Houlihan Lawrence #263080 Report a problem
        1/5/2011Listing removed$340,000$140/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        4/20/2010Price change$340,000-3.7%$140/sqft
        Source: Houlihan Lawrence #263080 Report a problem
        4/17/2010Price change$353,000-0.6%$146/sqft
        Source: Houlihan Lawrence #263080 Report a problem
        1/30/2010Price change$355,000-5.3%$146/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        11/26/2009Price change$375,000+5.6%$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        11/23/2009Price change$355,000-5.3%$146/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        10/6/2009Price change$375,000+5.6%$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        10/4/2009Price change$355,000-5.3%$146/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        9/27/2009Price change$375,000+5.6%$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        9/26/2009Price change$355,000-5.3%$146/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        6/22/2009Price change$375,000+5.6%$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        6/20/2009Price change$355,000-5.3%$146/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        6/6/2009Price change$375,000+0.6%$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        4/30/2009Price change$372,900-0.6%$154/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        4/18/2009Price change$375,000+0.6%$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        12/21/2008Price change$372,900-0.6%$154/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        12/15/2008Price change$375,000+0.6%$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        10/26/2008Price change$372,900-0.6%$154/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        10/25/2008Listed for sale$375,000$155/sqft
        Source: Houlihan Lawrence #2803925 Report a problem
        8/3/2005Sold$375,000+82%$155/sqft
        Source: Public Record Report a problem
        5/31/2001Sold$206,000+83.1%$85/sqft
        Source: Public Record Report a problem
        11/15/1996Sold$112,500$46/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $98,100
        2024-- $98,100
        2023-- $98,100
        2022-- $98,100
        2021-- $98,100
        2020-- $98,100
        2019-- $98,100 +18.1%
        2018-- $83,100
        2017$5,403 $83,100
        2016-- $83,100
        2015-- $83,100
        2014-- $83,100
        2012-- $83,100
        2011-- $83,100
        2010-- $83,100
        2009-- $83,100
        2008-- $83,100
        2005-- $83,100
        2004-- $83,100
        2003-- $83,100
        2002-- $83,100
        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: 12564

        Getting around

        54 / 100
        Somewhat Walkable
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Pawling Elementary School
        • Middle: Pawling Middle School
        • High: Pawling 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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