$7,975,000

399 Under Mountain Rd Lenox, MA 01240

Estimated payment $44,876/month

Total Views 73
8 Beds
6.5 Baths
9,364 Sq Ft
$852 Price per Sq Ft

Highlights

  • In Ground Pool
  • Scenic Views
  • Wood Flooring
  • Morris Elementary School Rated A-
  • 498,762 Sq Ft lot
  • Tudor Architecture

About This Home

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!

Listing Agent

Molly Thomas

COMPASS MASSACHUSETTS , LLC GB License #009537997 Listed on: 10/14/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $46,014

Year Built

  • 1900

Lot Details

  • 11.45 Acre Lot
  • Mature Landscaping

Property Views

  • Pond
  • Scenic Vista
  • Pasture
  • Hills
  • Seasonal

Home Design

  • Tudor Architecture
  • Cottage
  • Updated or Remodeled
  • Wood Frame Construction
  • Masonry Siding
  • Stucco Exterior
  • Masonry

Interior Spaces

  • 9,364 Sq Ft Home
  • Fireplace
  • Bay Window
  • Sun or Florida Room
  • Alarm System

Kitchen

  • Range with Range Hood
  • Dishwasher
  • Granite Countertops

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 8 Bedrooms
  • Walk-In Closet

Laundry

  • Dryer
  • Washer

Unfinished Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry

Parking

  • 2 Car Detached Garage
  • Off-Street Parking

Outdoor Features

  • In Ground Pool
  • Patio
  • Exterior Lighting

Schools

  • Morris Elementary School
  • Lenox Memorial Middle School
  • Lenox Memorial High School

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Propane Water Heater
  • Private Sewer

Home Details

Home Type

Single Family

Est. Annual Taxes

$46,014

Year Built

1900

Lot Details

11.45 Acres

Listing Details

  • Property Type: Residential - Single Family
  • Property Type: Residential
  • Style: Cottage, Tudor
  • Condition: Recently Renovated
  • Construction: Masonry, Wood Frame
  • Directions: Rte 183 turn onto Under Mountain RD, right across from Tanglewood main gate.
  • Marketing Headline: Impeccably restored Gilded Age Berkshire Cottage
  • Views: Distant, Pond, Seasonal, Water, Scenic, Pastoral, Hill/Mountain
  • Right Of Way: Unk
  • Special Features: None
  • Property Sub Type: Detached
  • Year Built: 1900

Interior Features

  • Appliances Included: Dishwasher, Washer, Refrigerator, Range, Range Hood, Dryer
  • Total Bedrooms: 8
  • Total Bathrooms: 7.00
  • Total Full Baths: 6
  • Total Half Baths: 1
  • Basement: Full, Interior Access, Concrete Floor, Unfinished
  • Interior Amenities: Alarm System, Bay/Bow Window, Granite Counter, Walk-In Closet(s), Sun Room, Fireplace (s)
  • Floor: Ceramic Tile, Wood
  • Sq Ft Liv Apx: 9364.00

Exterior Features

  • Exterior Amenities: Lighting, Pool - In Ground, Mature Landscaping, Trash Private, Patio, Landscaped
  • Roof: Other, Recycled Content
  • Exterior Siding: Masonry, Stucco

Garage/Parking

  • Garage Stalls: 2
  • Parking Spaces Type: Garaged & Off-Street
  • Garage: Detached

Utilities

  • Electric Type: 200 Amp, 400 Amp
  • Fuel: Propane
  • Hot Water: Propane
  • Sewer: Private
  • Underground Oil Tank: Unk
  • Water: Public
  • Flood Hazard Area: Unk
  • Heat Cool Vent: Central AC, HVAC Zones, Multizone, Forced Air

Lot Info

  • Estimated Acres: 11.45
  • Lot Size Sq Ft: 498762.00
  • Right To Farm Comm: Unk
  • Zoning: Residential
  • Lot Dimensions: 498762
  • Easement: Yes
  • Survey: Unk

Tax Info

  • Taxes: 46013.61
  • Tax Year: 2025

MLS Schools

  • Elementary School: Morris
  • High School: Lenox Memorial
  • Middle School: Lenox Memorial

Map

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $44,700 $4,939,200 $1,851,100 $3,088,100
2024 $42,281 $4,661,600 $1,746,800 $2,914,800
2023 $21,837 $2,384,000 $615,300 $1,768,700
2022 $20,871 $1,925,400 $512,800 $1,412,600
2021 $13,260 $1,138,200 $469,900 $668,300
2020 $11,301 $934,000 $457,800 $476,200
2019 $12,671 $1,060,300 $457,800 $602,500
2018 $19,544 $1,609,900 $435,000 $1,174,900
2017 $19,413 $1,589,900 $426,200 $1,163,700
2016 $18,981 $1,560,900 $419,900 $1,141,000
2015 $18,711 $1,517,500 $419,900 $1,097,600
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
03/06/2026 03/06/26 For Sale $7,975,000 0.0% $852 / Sq Ft
02/01/2026 02/01/26 Off Market $7,975,000 -- --
10/14/2025 10/14/25 For Sale $7,975,000 0.0% $852 / Sq Ft
10/14/2025 10/14/25 Off Market $7,975,000 -- --
02/11/2022 02/11/22 Sold $4,835,000 -2.0% $516 / Sq Ft View Prior Sale
11/05/2021 11/05/21 Pending -- -- --
03/17/2021 03/17/21 For Sale $4,935,000 +689.6% $527 / Sq Ft
03/29/2018 03/29/18 Sold $625,000 -74.5% $59 / Sq Ft View Prior Sale
10/06/2017 10/06/17 Pending -- -- --
09/29/2015 09/29/15 For Sale $2,450,000 -- $231 / Sq Ft
Source: Berkshire County Board of REALTORS®

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed $4,835,000 None Available
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Quit Claim Deed $625,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $510,000 New Conventional
Source: Public Records

Source: Berkshire County Board of REALTORS®

MLS Number: 247997

Berkshire County Board of REALTORS®

APN: LENO-000016-000016

Your Personal Tour Guide

Ask me questions while you tour the home.