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For sale
  • $7,975,000

    399 Under Mountain Rd, Lenox, MA 01240

    8beds
    9,364sqft
    : 
    Single Family Residence
    Built in 1900
    11.45 Acres Lot
    $7,064,800 Zestimate®
    $852/sqft
    $-- HOA

    What's special

    Beautifully restored berkshire cottageExquisite craftsmanshipWalnut panelingTen fireplacesTimeless grandeur
    Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket doors that provide charm and flexibility. Every detail has been curated to embody warmth and sophistication, creating an inviting ambiance that is both refined and welcoming. Ideally located just moments from downtown Lenox, Tanglewood, a local municipal airport and a charming farm, HomeFarm, directly across the street. Highwick offers an unparalleled sanctuary in the heart of the Berkshires!
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    Zillow last checked: 8 hours ago

    Listing updated: March 06, 2026 at 07:11am

    Listed by:

    Molly Thomas 413-441-3899,

    COMPASS MASSACHUSETTS , LLC GB

    Source: BCMLS,MLS#: 247997MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 8
    • Bathrooms: 7
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Heating
    • Propane, Forced Air, Fireplace(s)
    Appliances
    • Included: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
    Features
    • Granite Counters, Sun Room, Walk-In Closet(s)
    • Flooring: Ceramic Tile, Wood
    • Windows: Bay/Bow Window
    • Basement: Unfinished,Interior Entry,Full,Concrete
    • Has fireplace: Yes
    Interior area
    • Total structure area: 9,364
    • Total interior livable area: 9,364 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garaged & Off-Street
    • Garage spaces: 2
    • Details: Garaged & Off-Street
    Features
    • Patio & porch: Patio
    • Exterior features: Lighting, Mature Landscaping, Landscaped
    • Has private pool: Yes
    • Pool features: In Ground
    • Has view: Yes
    • View description: Water, Seasonal, Scenic, Pond, Pasture, Hill/Mountain, Distant
    • Has water view: Yes
    • Water view: Water,Pond
    Lot
    • Size: 11.45 Acres
    Details
    • Parcel number: LENOM16B016P0000U00
    • Zoning description: Residential

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Tudor,Cottage
    • Property subtype: Single Family Residence
    Materials
    • Roof: Other,Recycled Content
    Condition
    • Updated/Remodeled
    • Year built: 1900

    Utilities & green energy

    • Electric: 200 Amp, 200+ Amp Service
    • Sewer: Private Sewer
    • Water: Public
    • Utilities for property: Trash Private

    Community & HOA

    Community
    • Security: Alarm System
    Location
    • Region: Lenox

    Financial & listing details

    • Price per square foot: $852/sqft
    • Tax assessed value: $4,939,200
    • Annual tax amount: $46,013
    • Date on market: 3/6/2026
    Get pre-qualifiedBe ready to make an offer.
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    Estimated market value

    $7,064,800

    $6.71M - $7.49M

    $28,792/mo

    Price history

    Price history
    DateEventPrice
    3/6/2026Listed for sale$7,975,000+64.9%$852/sqft
    Source: BCMLS #247997 Report a problem
    2/11/2022Sold$4,835,000-2%$516/sqft
    Source: BCMLS #233680 Report a problem
    11/9/2021Pending sale$4,935,000$527/sqft
    Source: BCMLS #233680 Report a problem
    3/17/2021Listed for sale$4,935,000+689.6%$527/sqft
    Source: BCMLS #233680 Report a problem
    3/29/2018Sold$625,000-51.9%$67/sqft
    Source: BCMLS #213169 Report a problem
    10/7/2017Pending sale$1,300,000$139/sqft
    Source: William Pitt Sotheby's International Realty #213169 Report a problem
    7/28/2017Price change$1,300,000-21.2%$139/sqft
    Source: William Pitt Sotheby's International Realty #213169 Report a problem
    4/12/2017Price change$1,650,000-8.3%$176/sqft
    Source: William Pitt Sotheby's International Realty #213169 Report a problem
    3/7/2017Price change$1,800,000-17.2%$192/sqft
    Source: William Pitt Sotheby's International Realty #213169 Report a problem
    10/7/2016Price change$2,175,000-11.2%$232/sqft
    Source: William Pitt Sotheby's International Realty #213169 Report a problem
    10/15/2015Price change$2,450,000-14%$262/sqft
    Source: William Pitt and Julia B. Fee Sotheby's International Realty #213169 Report a problem
    1/18/2014Listed for sale$2,850,000+128%$304/sqft
    Source: WHEELER & TAYLOR REALTY CO., INC. #205036 Report a problem
    1/4/2013Listing removed$1,250,000$133/sqft
    Source: Lance Vermeulen RE, Inc. Lenox #198084 Report a problem
    9/12/2012Listed for sale$1,250,000$133/sqft
    Source: Lance Vermeulen RE, Inc. Lenox #198084 Report a problem
    5/4/2012Listing removed$1,250,000$133/sqft
    Source: LANCE VERMEULEN RE, INC #198084 Report a problem
    5/3/2012Listed for sale$1,250,000$133/sqft
    Source: LANCE VERMEULEN RE, INC #198084 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$44,700 +5.7%$4,939,200 +6%
    2024$42,281 +93.6%$4,661,600 +95.5%
    2023$21,837 +4.6%$2,384,000 +23.8%
    2022$20,871 +57.4%$1,925,400 +69.2%
    2021$13,260 +17.3%$1,138,200 +21.9%
    2020$11,301 -10.8%$934,000 -11.9%
    2019$12,671 -35.2%$1,060,300 -34.1%
    2018$19,544 +0.7%$1,609,900 +1.3%
    2017$19,413 +2.3%$1,589,900 +1.9%
    2016$18,981 +1.4%$1,560,900 +2.9%
    2015$18,711 -0.8%$1,517,500 -2.9%
    2014$18,859 -34.1%$1,562,500 -36.8%
    2013$28,608 +3.6%$2,470,500 -0.1%
    2012$27,626 +0.3%$2,473,200 -5.8%
    2011$27,544 +6.9%$2,625,700 +1.1%
    2010$25,758 +7.7%$2,596,600 -1.4%
    2009$23,909 +2.9%$2,633,200
    2008$23,225 +7.8%$2,633,200 +5.9%
    2007$21,542 +2.3%$2,487,500 +10.1%
    2006$21,059 +0.3%$2,259,600 +2.4%
    2005$20,998 +6.8%$2,205,700 +16.5%
    2004$19,656 +4.9%$1,893,600 +19.6%
    2003$18,745 +8.7%$1,583,200 +10.1%
    2002$17,251 +2.9%$1,437,600 +13.2%
    2000$16,760 $1,269,700

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $48,456/mo
    Principal & interest
    $40481
    Property taxes
    $7975

      Climate risks

      Neighborhood: 01240

      Getting around

      0 / 100
      Car-Dependent
      7 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Morris
      • Middle: Lenox Memorial
      • High: Lenox Memorial

      Source: BCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

      Local experts in 01240

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