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Pending
  • $815,000

    155 Wey Road, Rhinebeck, NY 12572

    1beds
    1,225sqft
    Loading
    Single Family Residence, Residential
    Built in 1995
    3.02 Acres Lot
    $-- Zestimate®
    $665/sqft
    $-- HOA

    What's special

    Top-of-the-line appliancesSoaring cathedral-like interiorPerennial gardensThree private acresPea stone pathwaysPizza ovenSweeping bluestone patio
    Welcome to The Anchor Barn, where devoted stewards of history restored this remarkable home quietly, thoughtfully, and without shortcuts. Built by early Dutch settlers, this two-bay H-barn is among the oldest surviving examples in the Hudson Valley, part of a vanishingly rare group, with fewer than 150 New World Dutch barns still standing in New York State today. Its defining architectural features remain beautifully intact: the original H-frame structure, broad steeply pitched gabled roof, soaring cathedral-like interior, and the extraordinary anchor beams spanning the central floor just as they have for centuries. Their rounded wooden tongues protrude through the columns, a construction detail unique to Dutch barns and something increasingly rare to experience firsthand. To stand inside the space is to feel the weight and warmth of history all around you. The restoration unfolded with the same reverence. Across three levels, the living spaces feel entirely natural to the barn itself. Warm, open, and filled with light, each level offering its own distinct character. The kitchen, finished in period-inspired green milk paint and fitted with top-of-the-line appliances, feels both timeless and deeply functional, equally suited for trying a new recipe on a quiet Sunday or hosting a holiday gathering that effortlessly spills into the rest of the home. The second level offers something softer and quieter: a flexible retreat that works beautifully as a reading room, guest quarters, or creative space, complete with a modern bathroom featuring a rain shower and heated towel rail that somehow feels perfectly at home within a structure built nearly three centuries ago. Above it all, a tucked-away third-floor bedroom rests beneath the beams, while a wood-burning stove anchors the main living space through the colder months. Outside, three private acres unfold with a light and intentional touch. A babbling stream welcomes you onto the property, where perennial gardens, pea stone pathways, old stone walls, and a sweeping bluestone patio blend into wildflower meadows and open lawn. Woods surround the property, creating a sense of privacy that feels effortless rather than imposed. There is room to expand if desired — a pool, pool house, guest cottage, or thoughtful addition to the existing barn, though the property feels deeply complete exactly as it is. Less than five minutes from the storybook village of Rhinebeck, spend an evening at Upstate Films, linger over handmade pasta and natural wine at Little Goat, or wander Market Street for provisions and Hudson Valley treasures. Then return home beneath a sky full of stars, where the pizza oven glows, the fire crackles, and the quiet rhythm of the countryside settles in around you.
    33 days
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    3,272
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    344
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    Zillow last checked:

    Listing updated:

    Listed by:

    Upstate Down 845-516-5123,

    Alexandra Demetrakis 201-803-8625

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1003224MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 1
      • Bathrooms: 1
      • Full bathrooms: 1
      Heating
      • Other, Propane
      Cooling
      • Ductless, Wall/Window Unit(s)
      Appliances
      • Included: Dishwasher, Dryer, Gas Oven, Gas Range, Microwave, Refrigerator, Washer, Water Softener Owned, Wine Refrigerator
      • Laundry: In Basement
      Features
      • Beamed Ceilings, Breakfast Bar, Cathedral Ceiling(s), Chefs Kitchen, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Smart Thermostat, Stone Counters, Storage
      • Flooring: Wood
      • Basement: Full
      • Attic: None
      • Number of fireplaces: 1
      • Fireplace features: Gas
      Interior area
      • Total structure area: 1,225
      • Total interior livable area: 1,225 sqft

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      Lot
      • Size: 3.02 Acres
      Details
      • Additional structures: Pergola, Shed(s)
      • Parcel number: 1350896271002781720000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Farmhouse,Other
      • Property subtype: Single Family Residence, Residential
      Materials
      • Wood Siding
      Condition
      • Updated/Remodeled
      • Year built: 1995
      • Major remodel year: 1995

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Propane, Sewer Connected, Trash Collection Private, Water Connected

      Community & HOA

      Community
      • Security: Video Cameras
      HOA
      • Has HOA: No
      Location
      • Region: Rhinebeck

      Financial & listing details

      • Price per square foot: $665/sqft
      • Tax assessed value: $534,100
      • Annual tax amount: $7,350
      • Date on market: 5/21/2026
      • Cumulative days on market: 33 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
        6/9/2026Pending sale$815,000$665/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1003224 Report a problem
        5/22/2026Listed for sale$815,000+123.3%$665/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1003224 Report a problem
        2/9/2016Sold$365,000+8%$298/sqft
        Source: Public Record Report a problem
        8/6/2014Listing removed$2,850$2/sqft
        Source: J. Ettenson Realty #94854 Report a problem
        7/13/2014Listed for rent$2,850$2/sqft
        Source: J. Ettenson Realty #94854 Report a problem
        10/8/2013Sold$338,000+12.7%$276/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H3325114 Report a problem
        9/7/2012Sold$300,000$245/sqft
        Source: HVCRMLS #84573 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $534,100 +2.2%
        2024-- $522,600 +8.5%
        2023-- $481,600 +19.7%
        2022-- $402,300 +12.7%
        2021-- $356,900 +5%
        2020-- $339,900 +41.7%
        2019-- $239,800
        2018-- $239,800
        2017$5,529 $239,800
        2016-- $239,800
        2015-- $239,800
        2014-- $239,800
        2012-- $239,800
        2011-- $239,800
        2010-- $239,800

        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: 12572

        Getting around

        2 / 100
        Car-Dependent
        8 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Chancellor Livingston Elementary Sch
        • Middle: Bulkeley Middle School
        • High: Rhinebeck Senior 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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