349 Old Stockbridge Rd, Lenox, MA 01240

New Listing
$3,750,000
Property Type: Residential Bedrooms: 34 Baths: 31 Square Footage: 40,241 Lot Size (sq. ft.): 726,145 Status: Active
Current Price: $3,750,000 List Date: 5/13/2026 Last Modified: 5/13/2026

Overview

Description

349 Old Stockbridge Road and 40 Frothingham Crossing together represent a rare 16.76± acre contiguous institutional campus and redevelopment opportunity in the heart of Lenox--one of the Berkshires' most established and sought-after destination markets. At the center of the offering is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan / Jacobean Revival style. Over time, the estate evolved into a fully integrated campus, thoughtfully organized around the original mansion and supported by a collection of dormitory residences, academic and administrative buildings, dining infrastructure, and recreational facilities.

Supplements: Today, the property offers scale and infrastructure that are increasingly difficult to replicate in the Berkshires: 32 dormitory-style bedrooms across multiple buildings, shared common and staff housing spaces, a multi-level academic and dining center, and a substantial gymnasium well-suited for athletics, wellness programming, or event use. Existi ...

Listing Details MLS# 249508

Location, Tax & Legal

Registry
Middle Registry
Street #
349
Street Name
Old Stockbridge
Street Ext
Rd
State/Province
MA
Postal Code
01240
Map Ref
M: 01 B: 003 P: 0000 U: 00
Assess Amt
3625600
Elem School
Morris
Middle School
Lenox Memorial
High School
Lenox Memorial
Assessed Year
2025
Taxes
4298
Tax Year
2025
Page
74

Contract Information

Accessory Dwelling Unit
No
Original List Price
3750000
Limited Service
No
Agent Interest
None

General Property Description

Realtor.COM Type
Residential - Single Family
Sq Ft Liv Apx
40241
Sq Ft Source
Assessor
Total Rooms
118
Total Bedrooms
34
Total Full Baths
16
Total Half Baths
15
Total Bathrooms
31
Parking Spaces Type
Off Street
Surveillance
Yes
Year Built Apx
1903
Year Built Source
Assessor
Yr Blt Description
Approximate
Lot Size Dimensions
2180x704x2297x88
Acres Apx
16.67
Lot Size SqFt
726145
Frontage Apx
1775

Status Change Info

Status Change Date
2026-05-13

Title V Date

Title V Date
April 2025

Building Info

Exterior Color
Brick

More Information

Remarks & Misc

Directions
From Lenox: Old Stockbridge Road past Elm Court Estates. Property on left. From Lee/Stockbridge: Old Stockbridge Road, property on right.
Marketing/Headline
Lenox Estate: Rare Opportunity

Restrict Covenants

No
Yes

Appliances Incl

Built-In Gas Oven
Yes
Counter Grill
Yes
Dishwasher
Yes
Freezer
Yes
Microwave
Yes
Range
Yes
Range Hood
Yes
Refrigerator
Yes
Steam Oven
Yes

Basement

Concrete Floor
Yes
Full
Yes
Interior Access
Yes
Walkout
Yes

Exterior Amenities

Fenced-Partially
Yes
Patio
Yes
Pool - In Ground
Yes
Tennis Court(s)
Yes

Flood Hazard Area

No
Yes

Floor

Carpet
Yes
Ceramic Tile
Yes
Laminate
Yes
Linoleum
Yes
Wood
Yes

Fuel

Nat Gas
Yes
Oil
Yes

Garage

Detached
Yes

Heat/Cool/Vent

Boiler
Yes
Central AC
Yes
Forced Air
Yes
Multizone
Yes

Hot Water

Electric
Yes
On Demand
Yes

Interior Amenities

Alarm System
Yes
Backup Generator
Yes
High Speed Wiring
Yes

Internet Service

Cable Available
Yes

Lead Paint

Unk
Yes

Lot Description

Irregular Shape
Yes
Paved Drive
Yes

Title V

Pass
Yes

Underground Oil Tank

Yes
Yes

Water

Public
Yes

Right to Farm Comm

Unk
Yes

Sewer

Private
Yes

Easement

Unk
Yes

Survey

Unk
Yes

Right of Way

Unk
Yes

Electric Type

200 Amp
Yes
400 Amp
Yes
Circuit Breaker
Yes
Individual Meter
Yes

Views

Distant
Yes
Hill/Mountain
Yes
Scenic
Yes
Seasonal
Yes

Construction

2x6 Walls
Yes
Concrete
Yes
Masonry
Yes
Wood Frame
Yes

Roof

Membrane
Yes
Metal
Yes
Asphalt Shingles
Yes

Style

Historic
Yes

Zoning

Residential
Yes

Insulation

Asbestos
Yes
Fiberglass
Yes

Seller Disc

No
Yes

Exterior Siding

Brick
Yes
Masonry
Yes
Stucco
Yes
Vinyl
Yes

Possession

Negotiable
Yes

Property Features

Restrict Covenants: No Title V: Pass Underground Oil Tank: Yes Water: Public Sewer: Private Easement: Unk Survey: Unk Right of Way: Unk Right to Farm Comm: Unk Flood Hazard Area: No Views: Distant; Hill/Mountain; Scenic; Seasonal Lot Description: Irregular Shape; Paved Drive Electric Type: 200 Amp; 400 Amp; Circuit Breaker; Individual Meter Style: Historic Interior Amenities: Alarm System; Backup Generator; High Speed Wiring Internet Service: Cable Available Exterior Amenities: Fenced-Partially; Patio; Pool - In Ground; Tennis Court(s) Appliances Incl: Built-In Gas Oven; Counter Grill; Dishwasher; Freezer; Microwave; Range; Range Hood; Refrigerator; Steam Oven Construction: 2x6 Walls; Concrete; Masonry; Wood Frame Exterior Siding: Brick; Masonry; Stucco; Vinyl Roof: Asphalt Shingles; Membrane; Metal Basement: Concrete Floor; Full; Interior Access; Walkout Floor: Carpet; Ceramic Tile; Laminate; Linoleum; Wood Garage: Detached Fuel: Nat Gas; Oil Hot Water: Electric; On Demand Insulation: Asbestos; Fiberglass Lead Paint: Unk Zoning: Residential Seller Disc: No Possession: Negotiable
Listing Office: BIRCH PROPERTIES
Listing Agent: Selina Lamb
Last Updated: May - 13 - 2026
Information from the Berkshire County Board of Realtors, Inc. or it's Multiple Listing Service. Site contains live data. Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors® and in copyrights therein, hall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of theBerkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.

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