$1,950,000
$250K PRICE DROP

20 E Dugway Rd Lenox, MA 01240

Estimated payment $11,378/month

Total Views 11,481
5 Beds
4.5 Baths
4,301 Sq Ft
$453 Price per Sq Ft

Highlights

  • Barn or Stable
  • 1,568,160 Sq Ft lot
  • Deck
  • Morris Elementary School Rated A-
  • Pasture Views
  • Wooded Lot

About This Home

Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths, ideal for guests, extended family, or rental income. This distinctive property must be seen to be fully appreciated. A rare opportunity in one of the Berkshires' most desirable locations.The second 18-acre parcel presents multiple potential home sites, each offering privacy, a mix of terrain, and the possibility of views overlooking October Mountain State Forest.

Listing Agent

Tanya Shepardson

LAMACCHIA REALTY, INC License #9535209 Listed on: 06/04/2025

LAMACCHIA REALTY, INC

Co-Listing Agent

Jim Thurston

LAMACCHIA REALTY, INC License #9560840

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $11,857

Year Built

  • 1921

Lot Details

  • 36 Acre Lot
  • Wooded Lot

Home Design

  • Cottage
  • Wood Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding
  • Stucco Exterior

Interior Spaces

  • 4,301 Sq Ft Home
  • Fireplace
  • Pasture Views
  • Unfinished Basement
  • Interior Basement Entry

Kitchen

  • Range
  • Dishwasher

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Main Floor Bedroom
  • Walk-In Closet
  • In-Law or Guest Suite
  • Bathroom on Main Level

Laundry

  • Dryer
  • Washer

Parking

  • 2 Car Attached Garage
  • Oversized Parking
  • Off-Street Parking

Outdoor Features

  • Deck
  • Exterior Lighting
  • Outbuilding

Schools

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

Utilities

  • Hot Water Heating System
  • Heating System Uses Oil
  • Electric Water Heater
  • Private Sewer
  • Cable TV Available

Additional Features

  • Pasture
  • Barn or Stable

Community Details

  • Property is near a preserve or public land

Home Details

Home Type

Single Family

Est. Annual Taxes

$11,857

Year Built

1921

Lot Details

0

Listing Details

  • Property Type: Residential - Single Family
  • Property Type: Residential
  • Style: Cottage, Other
  • Accessibility: 1st Fl Bdrm, 1st Flr Full Bath, 1st Flr Bdrm w/Bath
  • Construction: Wood Frame
  • Directions: NO DRIVEBYS please. Permission and appointment from the listing agent required before entering the property. From East Street in Lenox, turn onto East Dugway Road. Go all the way towards the top of the street, private driveway will be on your left hand side.
  • Marketing Headline: Lenox Estate on 36 Acres - Two Homes with additional acreage just one mile from the center of Lenox
  • Views: Pastoral
  • Estimated Year Built: 1921
  • Right Of Way: Unk
  • Special Features: None
  • Property Sub Type: Detached
  • Year Built: 1921

Interior Features

  • Appliances Included: Dishwasher, Washer, Refrigerator, Range, Dryer
  • Total Bedrooms: 5
  • Total Bathrooms: 5.00
  • Total Full Baths: 4
  • Total Half Baths: 1
  • Basement: Unfinished, Interior Access
  • Interior Amenities: Cable Available, Walk-In Closet(s), Inlaw/Guest Qtrs, High Speed Wiring, Fireplace (s)
  • Floor: Ceramic Tile, Wood
  • Sq Ft Liv Apx: 4301.00
  • Total Rooms: 18

Exterior Features

  • Exterior Amenities: Barn/Stable, Outbuilding, Lighting, Deck
  • Roof: Asphalt Shingles
  • Exterior Siding: Vinyl, Stucco

Garage/Parking

  • Garage Stalls: 2
  • Parking Spaces Type: Garaged & Off-Street
  • Garage: Attached, Oversized

Utilities

  • Electric Type: 100 Amp
  • Fuel: Oil
  • Hot Water: Electric
  • Internet Service: Cable Available
  • Sewer: Private
  • Underground Oil Tank: Unk
  • Water: Public
  • Flood Hazard Area: No
  • Heat Cool Vent: Hot Water

Schools

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

Lot Info

  • Estimated Acres: 36.00
  • Lot Description: Wooded, Pasture, Adj to Protected Ld
  • Lot Size Sq Ft: 1568160.00
  • Map Ref: LENO M:17 B:054 P:0000 U:00
  • Right To Farm Comm: Yes
  • Zoning: Residential
  • Lot Dimensions: 1568160
  • Easement: Unk
  • Survey: Unk

Tax Info

  • Taxes: 11857.00
  • Tax Year: 2025

MLS Schools

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

Map

Range of Values:

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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 $10,728 $1,185,400 $601,700 $583,700
2024 $9,962 $1,098,300 $567,800 $530,500
2023 $9,676 $1,056,300 $535,100 $521,200
2022 $9,464 $873,100 $445,800 $427,300
2021 $9,305 $798,700 $408,600 $390,100
2020 $9,399 $776,800 $398,000 $378,800
2019 $9,156 $766,200 $398,000 $368,200
2018 $8,963 $738,300 $374,800 $363,500
2017 $8,883 $727,500 $367,200 $360,300
2016 $7,983 $656,500 $303,200 $353,300
2015 $7,552 $612,500 $303,200 $309,300
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/14/2025 07/14/25 Price Changed $1,950,000 -11.4% $453 / Sq Ft
06/12/2025 06/12/25 For Sale $2,200,000 -- $512 / Sq Ft
Source: Berkshire County Board of REALTORS®

Mortgage History

Date Status Loan Amount Loan Type
Closed $500,000 Stand Alone Refi Refinance Of Original Loan
Source: Public Records

Source: Berkshire County Board of REALTORS®

MLS Number: 246627

Berkshire County Board of REALTORS®

APN: LENO-000017-000054