20 East Dugway Rd, Lenox, MA 01240 (MLS# 249647)

20 East Dugway Rd, Lenox, MA 01240

$1,650,000

Second Floor Flex Space-Virtually Staged

Property Type: Residential Bedrooms: 7 Baths: 7 Square Footage: 5,693 Lot Size (sq. ft.): 1,585,584 Status: Active

Current Price: $1,650,000 List Date: 5/22/2026 Last Modified: 6/28/2026

Overview

Description

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.

Supplements: 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 ... (Read more)

Listing Details MLS# 249647

Location, Tax & Legal

Registry: Middle Registry
Street #: 20
Street Direction: East
Street Name: Dugway
Street Ext: Rd
State/Province: MA
Postal Code: 01240
Map Ref: M:17 B:054 P:0000 U:00

Contract Information

Accessory Dwelling Unit: No
Original List Price: 1650000
Limited Service: No
Agent Interest: None

General Property Description

Realtor.COM Type: Residential - Single Family
Sq Ft Liv Apx: 5693
Sq Ft Source: Assessor
Total Rooms: 18
Total Bedrooms: 7
Total Full Baths: 6
Total Half Baths: Yes
Total Bathrooms: 7
Garage Stalls: 4
Parking Spaces Type: Garaged & Off-Street
Surveillance: No
Year Built Apx: 1921
Year Built Source: Assessor
Yr Blt Description: Approximate
Lot Size Dimensions: Irregular
Acres Apx: 36.4
Lot Size SqFt: 1585584
Frontage Apx: 1304
Betterment: N/A

Status Change Info

Status Change Date: 2026-05-22

Building Info

Exterior Color: Dove White & Brick

More Information

Property Features

Restrict Covenants: Unk Title V: Unk Underground Oil Tank: Unk Water: Public Sewer: Private Easement: Unk Survey: No Right of Way: Unk Right to Farm Comm: No Flood Hazard Area: Unk Views: Pastoral Lot Description: Adj to Protected Ld; Corner; Irregular Shape; Pasture; Wooded Stove Permit: No Electric Type: 100 Amp Style: Colonial; Cottage; NE Farmhouse; Ranch Interior Amenities: Cable Available; Fireplace (s); Granite Counter; Inlaw/Guest Qtrs; Skylight(s); Stone Countertop; Sun Room; Vaulted Ceilings; Walk-In Closet(s) Internet Service: Cable Available Accessibility: 1st Fl Bdrm; 1st Flr Bdrm w/Bath; 1st Flr Full Bath Exterior Amenities: Barn/Stable; Deck; Fenced-Partially; Landscaped; Patio; Porch; Privacy; Trash Private; Deciduous Shade Trees; Mature Landscaping Appliances Incl: Dishwasher; Dryer; Range; Refrigerator; Washer Construction: Wood Frame Exterior Siding: Brick; Stucco; Vinyl Roof: Asphalt Shingles; Membrane Basement: Bulk head; Interior Access; Unfinished Floor: Ceramic Tile; Laminate; Linoleum; Wood Garage: Attached; Detached Fuel: Electric; Oil; Propane Hot Water: Electric Lead Paint: Unk Zoning: Residential Seller Disc: No Possession: Close Of Escrow

Documents

Lead Paint Disclosure ›

MA Home Inspection Disclosure ›

Listing Office: WILLIAM PITT SOTHEBY'S - LENOX

Listing Agent: Nick Geranios

Last Updated: June - 28 - 2026

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