20 E Dugway Rd Lenox, MA 01240
Lenox AreaEstimated payment $9,859/month
Total Views
24,953
7
Beds
6.5
Baths
5,693
Sq Ft
$290
Price per Sq Ft
Highlights
- Barn
- 36.4 Acre Lot
- Deck
- Morris Elementary School Rated A-
- Colonial Architecture
- Freestanding Bathtub
About This Home
Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to selectively open views toward October Mountain State Forest. The main residence is thoughtfully configured for multi-generational living. The first floor centers around a large living and dining room anchored by an oversized stone fireplace, an eat-in kitchen with oak cabinetry and granite counters, and multiple access points to the outdoors. A heated sunroom and screened porch extend the living experience across seasons. The primary suite includes an en-suite bath, and this level is further enhanced by a second kitchen and laundry hookups, creating true independence within the home. The second floor functions as its own private level, featuring three bedrooms and two full baths. The guest house feels like a second home entirely. With two bedrooms, two full baths, a dramatic stone fireplace, and a kitchen finished with Caesarstone quartz, it offers independence without compromise. Mini-split systems provide year-round comfort, while a private laundry and generous scale make it equally suited for extended stays or full-time living. Both residences feature claw-foot tubs and roofs replaced within the past three years. A two-car garage at both houses, potting shed, fire pit ring, and expansive grounds complete the offering.
This is a property defined by flexibility and scale--where multiple generations can live together while maintaining independence, and where land, light, and structure align to create lasting possibility.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $10,728
Year Built
- Built in 1921
Lot Details
- 36.4 Acre Lot
- Partially Fenced Property
- Mature Landscaping
- Corner Lot
- Irregular Lot
- Wooded Lot
Parking
- 4 Car Attached Garage
Home Design
- Colonial Architecture
- Ranch Style House
- Farmhouse Style Home
- Cottage
- Brick Exterior Construction
- Wood Frame Construction
- Asphalt Roof
- Stucco
- Vinyl Construction Material
Interior Spaces
- 5,693 Sq Ft Home
- Vaulted Ceiling
- Skylights
- Fireplace
- Sun or Florida Room
- Unfinished Basement
- Interior Basement Entry
- Property Views
Kitchen
- Range
- Dishwasher
- Granite Countertops
Flooring
- Wood
- Linoleum
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 7 Bedrooms
- Walk-In Closet
- Bathroom on Main Level
- Freestanding Bathtub
Laundry
- Dryer
- Washer
Outdoor Features
- Deck
- Patio
- Porch
Schools
- Morris Elementary School
- Lenox Memorial Middle School
- Lenox Memorial High School
Farming
- Barn
- Pasture
Utilities
- Cooling Available
- Heating Available
- 100 Amp Service
- Private Water Source
- Electric Water Heater
- Cable TV Available
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/21/2026 05/21/26 | For Sale | $1,650,000 | -- | $290 / Sq Ft |
Source: Berkshire County Board of REALTORS®
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Personal Reps Deed | -- | -- | |
| Quit Claim Deed | -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $500,000 | Future Advance Clause Open End Mortgage |
Source: Public Records
About the Listing Agent
Integrity, honesty, and market knowledge are the three most important attributes in the professional lives of realtors. With over 35 years of customer service, mortgage banking, and real estate sales experience, Nick can successfully combine these attributes, along with his tireless enthusiasm and a commitment to professionalism, to make the experience of buying or selling a home as stress-free as possible. Whether a first-time home buyer or a seasoned seller, Nick will bring a welcomed energy
Nick's Other Listings
Source: Berkshire County Board of REALTORS®
MLS Number: 249647
APN: LENO-000017-000054
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IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.
The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program.
Copyright 2026 Berkshire County Board of Realtors. All rights reserved.
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