Skip main navigation
Active
  • $365,000

    251 Overlook Drive, Hillsdale, NY 12529

    1beds
    684sqft
    Loading
    Single Family Residence
    Built in 1900
    4.5 Acres Lot
    $-- Zestimate®
    $534/sqft
    $-- HOA

    What's special

    Rustic cabinRoaring fireplaceClassic refrigeratorFully lined chimneyOne bathKnotty pine wallsOne bedroom
    Are you dreaming of times spent tucked away in a rustic cabin, preferably wrapped in a cozy blanket in front of a roaring fireplace? Or maybe you're dreaming of barefoot in the stream that feds into the Green River and sunbathing with rays of sunshine beaming through the trees? Welcome to 251 Overlook, Hillsdale NY! Cira 1900 Cottage in the woods, built on the side of a mountain, on 4.5 Acres. A wood lover's dream. Some features include one bedroom, one bath, eat-in kitchen with classic refrigerator, knotty pine walls, 2-story fieldstone fireplace with enamel stove w/thermal glass doors, a fully lined chimney, cathedral ceiling with exposed beams and a sleeping loft overlooking it all. Located just minutes to Catamount Mountain Resort for Skiing and now the Aerial Adventure Park! 10-min to Roe Jan Library, Copake-Hillsdale Farmers Market, Copake Lake, Copake Country Club, Bash Bish Falls, Harlem Valley Rail Trail, Taconic State Park, near Tanglewood, Jacobs Pillow, Kripalu, endless local amenities, cultural activities, attractions- music, art galleries, museums, restaurants, breweries, wineries, pick-your-own farms. 2 hours to NYC, ½ hr to Hudson NY and on the Berkshire border, Great Barrington only 20 minutes away! Metro North and Amtrak close by. Easy to show.
    37 days
    |
    1,599
    |
    120
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Columbia County RE Specialist 518-325-9784,

    Margaret Bower Avenia 518-697-9865

    Source: HVCRMLS,MLS#: 20263656MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 1
      • Bathrooms: 1
      • Full bathrooms: 1
      Bedroom
      • Description: Large, wood paneling
      • Level: First
      Bathroom
      • Description: Shower, sink, toliet
      • Level: First
      Dining room
      • Description: Open Floor plan
      • Level: First
      • Area: 113.1
      • Dimensions: 17.4 x 6.5
      Great room
      • Description: Stone Fireplace
      • Level: First
      Kitchen
      • Description: Eat-in
      • Level: First
      Other
      • Description: Room off kitchen/storage
      • Level: First
      Other
      • Description: Sleeping / Reading Loft
      • Level: Upper
      • Area: 93.42
      • Dimensions: 17.3 x 5.4
      Heating
      • Baseboard, Fireplace(s)
      Cooling
      • Ceiling Fan(s)
      Appliances
      • Included: Refrigerator, Electric Cooktop
      Features
      • Beamed Ceilings, Cathedral Ceiling(s), Eat-in Kitchen
      • Flooring: Wood
      • Has basement: No
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 684
      • Total interior livable area: 684 sqft
      • Finished area above ground: 684
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Front Porch
      • Exterior features: Private Entrance, Private Yard
      • Has view: Yes
      • View description: Creek/Stream, Trees/Woods
      • Has water view: Yes
      • Water view: Creek/Stream
      • Waterfront features: Stream
      • Body of water: Green River runoff
      Lot
      • Size: 4.5 Acres
      • Features: Native Plants, Near Golf Course, Private, Secluded, Views, Wooded
      Details
      • Parcel number: 116.26
      • Zoning: Residential
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cabin
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Pillar/Post/Pier
      • Roof: Asphalt
      Condition
      • Fixer
      • New construction: No
      • Year built: 1900

      Utilities & green energy

      • Water: Well

      Community & HOA

      Community
      • Features: Clubhouse, Fishing, Restaurant, Stable(s), Tennis Court(s)
      Location
      • Region: Hillsdale

      Financial & listing details

      • Price per square foot: $534/sqft
      • Tax assessed value: $146,000
      • Annual tax amount: $2,672
      • Date on market: 7/1/2026
      • Listing terms: Contract
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $2,008/mo

        Price history

        DateEventPrice
        7/1/2026Listed for sale$365,000-8.5%$534/sqft
        Source: HVCRMLS #20263656 Report a problem
        12/13/2025Listing removed$399,000$583/sqft
        Source: OneKey® MLS as distributed by MLS GRID #920133 Report a problem
        10/2/2025Listed for sale$399,000$583/sqft
        Source: OneKey® MLS as distributed by MLS GRID #920133 Report a problem
        9/23/2025Listing removed$399,000$583/sqft
        Source: HVCRMLS #20253955 Report a problem
        8/27/2025Listed for sale$399,000$583/sqft
        Source: HVCRMLS #20253955 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $146,000
        2024-- $146,000
        2023-- $146,000
        2022-- $146,000
        2021-- $146,000
        2020-- $146,000
        2019-- $146,000 -11.5%
        2018-- $165,000
        2017$3,402 $165,000
        2016-- $165,000
        2015-- $165,000
        2014-- $165,000 -7.1%
        2013-- $177,700
        2012-- $177,700
        2011-- $177,700
        2010-- $177,700
        2009-- $177,700
        2008-- $177,700 +41%
        2007-- $126,000
        2006-- $126,000
        2005-- $126,000 +21.2%
        2004-- $104,000
        2003-- $104,000
        2002-- $104,000 +40.9%
        2001-- $73,800
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12529

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes