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Sold for $1,220,000
  • $1,220,000

    90 Overlook Dr, Hillsdale, NY 12529

    3beds
    2,100sqft
    Single Family Residence
    Built in 2014
    3.1 Acres Lot
    $1,229,300 Zestimate®
    $581/sqft
    $5,784 Estimated rent

    Home value

    $1,229,300

    $934,000 - $1.61M

    $5,784/mo

    Zestimate® history
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    What's special

    Spring-fed pondSoaking tubPremium state-of-the-art designer kitchenWood-burning fireplaceOversize german tilt-and-turn windowsSteam showerHeated tile floors
    The Upside Down House, designed by Adam Rolston of INC Architecture and Design. Set on 3 acres along one of Columbia County's most desirable roads, just minutes to downtown Great Barrington and the City of Hudson, NY. Surrounded by hayfields with distant views, this super-energy efficient home features a 40-foot saltwater lap pool, outdoor shower, spring-fed pond, heated tile floors, steam shower, soaking tub and fiber internet. Inspired by 18th-century, Swiss-style barns, with sleek black vertical stained cedar siding, the house fits seamlessly with the natural surroundings. Oversize German tilt-and-turn windows maximize the property's natural light and give the feeling of being in a tree house. The interior is white and fresh with expansive vaulted ceilings. Dining, living and kitchen occupy the upper floor, with three bedrooms and a large bathroom with walk-in steam shower on the lower level. Premium state-of-the-art designer kitchen with custom cabinetry and marble counters. A wood-burning fireplace in the living room makes the space cozy apres ski at nearby Catamount. A polished cement slab terrace leads to a 40' salt lap pool edged with bluestone and an outdoor shower. Located in the estate section of Hillsdale NY, on Overlook Drive, the property is a 10-minute drive to downtown Great Barrington and 5 minutes to Catamount Ski Area, 30 min to the train in Hudson and 30 min to Tanglewood. A stunning spot from which to enjoy the best of what the Hudson Valley and Berkshires have to offer!

    Zillow last checked:

    Listing updated:

    Listed by:

    Jen Harvey 413-446-8489,

    COMPASS MASSACHUSETTS , LLC GB

    Bought with:

    Non Member

    NON-MEMBER / RECIPROCAL

    Source: BCMLS,MLS#: 246333MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Electric, Radiant
    Appliances
    • Included: Dishwasher, Dryer, Range, Refrigerator, Washer
    Features
    • High Speed Wiring, Marble Counter, Steam Shower, Vaulted Ceiling(s)
    • Flooring: Ceramic Tile, Wood
    • Windows: Insulated Windows
    • Basement: Other
    Interior area
    • Total structure area: 2,100
    • Total interior livable area: 2,100 sqft

    Property

    Parking
    • Parking features: Off Street
    • Details: Off Street
    Accessibility
    • Accessibility features: Accessible Bedroom, Accessible Full Bath
    Features
    • Patio & porch: Patio
    • Exterior features: Landscaped
    • Has private pool: Yes
    • Pool features: In Ground
    • Has view: Yes
    • View description: Pond, Pasture, Hill/Mountain
    • Has water view: Yes
    • Water view: Pond
    • Waterfront features: Pond
    Lot
    • Size: 3.1 Acres
    Details
    • Additional structures: Outbuilding
    • Parcel number: 10420012629
    • Zoning description: Residential

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • Roof: Metal
    Condition
    • Year built: 2014

    Utilities & green energy

    • Electric: 200 Amp, Circuit Breakers
    • Sewer: Private Sewer
    • Water: Well
    • Utilities for property: Fiber Optic Availabl, Trash Private

    Community & HOA

    Location
    • Region: Hillsdale

    Financial & listing details

    • Price per square foot: $581/sqft
    • Tax assessed value: $991,935
    • Annual tax amount: $11,300
    • Date on market: 5/14/2025

    Price history

    DateEventPrice
    6/24/2025Sold$1,220,000-3.2%$581/sqft
    Source: BCMLS #246333 Report a problem
    5/23/2025Pending sale$1,260,000$600/sqft
    Source: BCMLS #246333 Report a problem
    5/12/2025Listed for sale$1,260,000+70.3%$600/sqft
    Source: HVCRMLS #20251297 Report a problem
    10/2/2017Sold$740,000-6.2%$352/sqft
    Source: BCMLS #219840 Report a problem
    8/11/2017Pending sale$789,000$376/sqft
    Source: BERKSHIRE PROPERTY AGENTS #219840 Report a problem
    6/22/2017Price change$789,000-7.2%$376/sqft
    Source: Alander Real Estate LLC #219464 Report a problem
    6/3/2017Listed for sale$850,000+502.8%$405/sqft
    Source: Alander Real Estate LLC #219464 Report a problem
    4/10/2014Sold$141,000-14.3%$67/sqft
    Source: Public Record Report a problem
    10/2/2013Price change$164,500-8.1%$78/sqft
    Source: Gabel Real Estate #91937 Report a problem
    7/12/2013Listed for sale$179,000$85/sqft
    Source: Gabel Real Estate #91937 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $615,000
    2024-- $615,000
    2023-- $615,000
    2022-- $615,000
    2021-- $615,000
    2020-- $615,000
    2019-- $615,000 +141.1%
    2018-- $255,100
    2017$4,386 $255,100 +10.9%
    2016-- $230,000
    2015-- $230,000 +38.6%
    2014-- $166,000 -35.8%
    2013-- $258,700
    2012-- $258,700
    2011-- $258,700 -11.5%
    2010-- $292,300
    2009-- $292,300
    2008-- $292,300 +54.7%
    2007-- $189,000
    2006-- $189,000
    2005-- $189,000 +37.8%
    2004-- $137,200
    2003-- $137,200
    2002-- $137,200 +9.8%
    2001-- $125,000
    Find assessor info on the county website

    Neighborhood: 12529

    Nearby schools

    GreatSchools rating