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For sale
  • $729,900

    5 Vail Road, Poughkeepsie, NY 12603

    5beds
    2,628sqft
    Loading
    Single Family Residence, Residential
    Built in 1869
    2.24 Acres Lot
    $-- Zestimate®
    $278/sqft
    $-- HOA

    What's special

    Pellet stoveGentle streamRaised garden bedsPerennial gardensGenerously sized bedroomsPeriod characterBeautiful grounds
    A remarkable blend of history, character and country living awaits on 2.24 park-like acres in the Town of LaGrange and within the Arlington School District. Built in 1869 by businessman and farmer James Howard, this distinctive 5-bedroom, 3.5-bath Hudson River bracketed-style home was once part of a working farm with cattle, orchards and vegetable crops. Remarkably, in almost 160 years, the property has had only four owners, adding to the sense of history and legacy found here. A stunning front porch welcomes you into a home filled with period character, beautiful white pine floors throughout and thoughtful details reflecting the current owner’s artistic talent and eye for design. The gracious parlor/living room features a pellet stove, while the spacious dining room provides an inviting setting for gatherings. The kitchen is truly one of a kind, with beamed ceilings, a double farmhouse sink, commercial-grade Garland range, kitchen island and an extraordinary collection of antique cabinetries individually selected by the current owners, creating a space with warmth, character and authenticity. A handsome library lined with bookshelves features wainscoting and a second pellet stove. The convenient first-floor powder room features hand-selected Mexican tile. The second floor offers a primary bedroom with en-suite bath, along with three additional generously sized bedrooms. The owner’s creative touch continues in the baths, where custom vanities of her own design add another layer of individuality and craftsmanship to the home. Continue to the walk-up attic, where a fifth bedroom and another full bath provide wonderful additional space and versatility. The grounds are equally impressive. Mature trees, manicured lawns, stone walls, perennial gardens and raised garden beds create a picturesque, park-like setting. A 16’ x 32’ in-ground pool with cabana is ready for summer enjoyment, while the beautiful courtyard provides an exceptional setting for outdoor entertaining and has even served as the backdrop for several weddings. Three walking trails and a gentle stream offer opportunities for recreation and exploring right at home. Another exceptional feature is the 24’ x 32’ two-story, three-bay garage, complete with three automatic garage doors and front, rear and side entrances. The generous second story offers tremendous flexibility and would make an ideal art studio, carpenter’s workshop, creative space or hobby area, with additional potential for future accessory living space, subject to municipal approvals. Improvements include – updated septic, 200 amp electrical service, furnace, hot water heater and water tank replaced, roof less than 10 years old and newly sealed driveway. All walls, cabinetry, closets and original moldings have been recently painted. This home is in move-in condition. Nearly 160 years of history, distinctive architecture, artisan details, beautiful grounds and exceptional versatility come together to create a truly special property - one rich in character and ready for its next chapter. Just 3 miles to the Taconic State Parkway, 10 minutes to Metro North (Poughkeepsie Station) and just minutes to Adams Fairacre Farm and the Dutchess Rail Trail leading to the Walkway Over the Hudson. Don’t miss this truly special property.
    8 days
    1,159
    186

    Zillow last checked:

    Listing updated:

    Listed by:

    Houlihan Lawrence Inc. 845-473-9770,

    Jennifer Stapleton 914-906-2423

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1059019MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Second
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Bedroom 4
      • Level: Second
      Bedroom 5
      • Level: Third
      Primary bathroom
      • Level: Second
      Bathroom 1
      • Level: First
      Bathroom 3
      • Level: Second
      Bathroom 4
      • Level: Third
      Other
      • Description: Library
      • Level: First
      Dining room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Heating
      • Baseboard, Oil
      Cooling
      • None
      Appliances
      • Included: Gas Range, Refrigerator
      Features
      • Beamed Ceilings, Built-in Features, Chefs Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Original Details, Primary Bathroom, Storage
      • Basement: Unfinished
      • Attic: Walkup
      Interior area
      • Total structure area: 2,628
      • Total interior livable area: 2,628 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Detached, Driveway, Garage
      • Garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Has private pool: Yes
      • Pool features: In Ground
      Lot
      • Size: 2.24 Acres
      Details
      • Additional structures: Cabana, Garage(s), Pergola
      • Parcel number: 1334006361032381750000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 1869

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Electricity Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Poughkeepsie

      Financial & listing details

      • Price per square foot: $278/sqft
      • Tax assessed value: $427,000
      • Annual tax amount: $10,838
      • Date on market: 10/6/2026
      • Cumulative days on market: 9 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/6/2026Listed for sale$729,900$278/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1059019 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $269,300
        2024-- $269,300
        2023-- $269,300
        2022-- $269,300
        2021-- $269,300
        2020-- $269,300
        2019-- $269,300 +4%
        2018-- $258,900
        2017$8,035 $258,900
        2016-- $258,900
        2015-- $258,900
        2014-- $258,900 -6%
        2012-- $275,300 -6.7%
        2011-- $295,000
        2010-- $295,000 -9.9%
        2009-- $327,500 -7.9%
        2008-- $355,500 +90.4%
        2000-- $186,700
        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: 12603

        Getting around

        16 / 100
        Car-Dependent
        24 / 100
        Minimal Transit
        19 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Overlook Primary School
        • Middle: Union Vale Middle School
        • High: Arlington 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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