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  • $699,000

    181 Grassy Ridge Road, Olivebridge, NY 12461

    2beds
    1,948sqft
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    Single Family Residence
    Built in 1964
    6.76 Acres Lot
    $688,400 Zestimate®
    $359/sqft
    $-- HOA

    What's special

    Tucked away on nearly seven private, park-like acres in Olivebridge, this warm and inviting Catskills retreat offers far more space than its two bedrooms might suggest, with nearly 2,000 square feet of living space plus an extraordinary amount of outdoor living area. Mature trees, established landscaping, open lawn and old stone walls create a setting so serene it feels like having your own little state park. This is a home made for gathering, entertaining and enjoying the landscape that surrounds it. At the heart of the home is a dramatic great room with soaring vaulted wood ceilings, hardwood floors, abundant natural light and multiple sitting areas. Generously scaled yet comfortable, it's equally suited to quiet weekends at home or a house full of friends. Large windows and multiple glass doors bring the outdoors in and connect the living spaces directly to the surrounding woods and expansive deck. The spacious dining room continues the home's warm Catskills character with exposed wood beams, hardwood floors and plenty of room for large dinners and celebrations. An updated kitchen features white cabinetry, granite countertops, stainless steel appliances and abundant storage, while a charming breakfast nook offers another casual spot for dining or morning coffee. One of the home's most distinctive spaces is an all-seasons sunroom overlooking the woods. Surrounded by windows and with direct access to the deck, it's an incredibly flexible space that can serve as a home office, den, playroom, fitness space or simply a quiet place to relax among the trees. A separate screened porch creates yet another indoor-outdoor spot for enjoying the property throughout the warmer months. And then there's the deck. Built in 2023, the enormous wraparound deck dramatically expands the home's living space and functions as a true outdoor living room, with multiple areas for dining, lounging, grilling and entertaining, plus a newer hot tub for unwinding. A backyard fire pit offers one more gathering place for evenings under the stars. The home offers two comfortable bedrooms and one full bath, along with a large basement that provides substantial storage and plenty of possibilities. In addition to the deck, extensive improvements and thoughtful upgrades include new windows and exterior doors in 2024, newer mechanicals and water systems, a 2025 hot tub and a generator hookup and panel. High-speed internet makes working remotely easy. Located near the Ashokan Reservoir and the Ashokan Rail Trail, the property is minutes from Stone Ridge and High Falls and a short drive to Accord, Woodstock and Kingston, with favorites like Inness, Westwind Orchard and Arrowood Farms nearby. The best of the region's hiking, cycling, dining and culture is all within easy reach, offering true upstate living without feeling isolated.
    25 days
    794
    71

    Zillow last checked:

    Listing updated:

    Listed by:

    Compass Greater NY, LLC 914-238-0676,

    Briana Cermak 646-641-1906,

    Jeff Serouya 845-626-5000,

    Compass Greater NY, LLC

    Source: HVCRMLS,MLS#: 20264773MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Heating
      • Forced Air, Humidity Control, Wood Stove
      Cooling
      • Ceiling Fan(s), Wall/Window Unit(s)
      Appliances
      • Included: Water Softener, Water Purifier Owned, Washer, Refrigerator, Microwave, Gas Range, Dryer, Dishwasher
      Features
      • Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, Granite Counters, High Speed Internet, Hot Tub, Storage
      • Flooring: Hardwood
      • Windows: Insulated Windows
      • Basement: Partially Finished
      Interior area
      • Total structure area: 1,948
      • Total interior livable area: 1,948 sqft
      • Finished area above ground: 1,948
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 1
      • Parking features: Garage
      • Garage spaces: 1
      Features
      • Patio & porch: Deck, Screened, Wrap Around, See Remarks
      • Exterior features: Fire Pit, Private Yard, Storage
      • Has spa: Yes
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 6.76 Acres
      • Features: Back Yard, Cleared, Front Yard, Landscaped, Level, Many Trees, Native Plants, Private, Secluded, Wooded, See Remarks
      Details
      • Additional structures: Garage(s)
      • Parcel number: 53.439
      • Zoning: 05-RR3

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1964

      Utilities & green energy

      • Electric: 200+ Amp Service, Other
      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Location
      • Region: Olive

      Financial & listing details

      • Price per square foot: $359/sqft
      • Tax assessed value: $402,000
      • Annual tax amount: $4,965
      • Date on market: 8/19/2026

        Estimated market value

        $688,400

        $654,000 - $723,000

        $2,548/mo

        Price history

        DateEventPrice
        8/19/2026Listed for sale$699,000+163.8%$359/sqft
        Source: HVCRMLS #20264773 Report a problem
        11/23/2013Listing removed$265,000$136/sqft
        Source: RealEstateShows.com #20131295 Report a problem
        10/24/2013Listed for sale$265,000+7.3%$136/sqft
        Source: RealEstateShows.com #20131295 Report a problem
        7/5/2013Sold$247,000-6.8%$127/sqft
        Source: HVCRMLS #20131295 Report a problem
        5/15/2013Pending sale$265,000$136/sqft
        Source: Winn Realty Associates, LLC #20131295 Report a problem
        4/2/2013Listed for sale$265,000+108.7%$136/sqft
        Source: Winn Realty Associates, LLC #20131295 Report a problem
        5/29/1991Sold$127,000$65/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $402,000 +15.2%
        2024-- $349,000
        2023-- $349,000
        2022-- $349,000 +26%
        2021-- $277,000 +7%
        2020-- $258,900
        2019-- $258,900
        2018-- $258,900
        2017$4,668 $258,900
        2016-- $258,900
        2015-- $258,900
        2014-- $258,900 -13.3%
        2013-- $298,500 -5.1%
        2011$5,554 $314,600 -5%
        2010-- $331,100
        2009-- $331,100
        2008-- $331,100
        2007-- $331,100
        2006-- $331,100 +22734.5%
        2005-- $1,450
        2004-- $1,450
        2003-- $1,450
        2002-- $1,450
        2001-- $1,450
        2000-- $1,450
        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: 12461

        Getting around

        4 / 100
        Car-Dependent
        17 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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

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