349 Old Stockbridge Rd, Lenox, MA 01240 (MLS# 249507)

349 Old Stockbridge Rd, Lenox, MA 01240

New Listing

$3,750,000

Overlee House - Ballroom Toward Entrance

Overlee House - Ballroom fireplace Detai

Property Type: Commercial 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 ... (Read more)

Listing Details MLS# 249507

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
Assessed Year: 2025
Taxes: 4298
Tax Year: 2025
Page: 74

Contract Information

Original List Price: 3750000
Limited Service: No
Agent Interest: None

General Property Description

Realtor.COM Type: Commercial
Sq Ft Liv Apx: 40241
Total # Bedrooms: 34
Parking Spaces: 100
Parking Spaces Type: Off Street
Surveillance: Yes
Year Built Apx: 1903
Year Built Source: Assessor
Lot Square Footage: 726145
Acres Apx: 16.67
Lot Size SqFt: 726145
Sq Ft Source: Assessor
Betterment: No
Total Bathrooms: 0

Status Change Info

Status Change Date: 2026-05-13

Bathrooms

# 1/2 Bath: 15
# Full Bath: 16

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: 16.76± Acre Lenox Campus | Contiguous Institutional & Redevelopment Opportunity

More Information

Basement

Concrete Floor: Yes
Full: Yes
Interior Access: Yes
Walkout: Yes

Exterior Amenities

Inground Pool: Yes

Fuel

Nat Gas: Yes
Oil: Yes

Hot Water

Electric: Yes
Nat Gas: Yes
On Demand: Yes

Interior Amenities

Air Cond: Yes
Alarm System: Yes
Emp Break Room: Yes
Emp Kitchen: Yes
Sprink Sys-Wet: Yes

Internet Service

Cable Available: Yes

Lead Paint

Unk: Yes

Lot Description

Irregular Shape: Yes
Paved Drive: Yes

Business Type

Education/School: Yes

Underground Oil Tank

Yes: Yes

Features

Attic: Yes
Basement: Yes
Outbuilding: Yes

Water

Public: Yes

Right to Farm Comm

Yes: Yes

Sewer

Public: Yes

Electric Type

400 Amp: Yes
Circuit Breaker: Yes
Individual Meter: Yes

Construction

2x6 Walls: Yes
Concrete: Yes
Masonry: Yes
Wood Frame: Yes

Roof

Asphalt: Yes
Membrane: Yes
Metal: Yes

Heat/Cool

Boiler: Yes
Built-In A/C Unit: Yes
Central AC: Yes
Forced Air: Yes
Hot Water: Yes
Steam: Yes
Window A/C Unit: Yes

Zoning

Residential: Yes

Insulation

Asbestos: Yes
Fiberglass: Yes

Seller Disc

No: Yes

Appliances Included

Built-In Electric Oven: Yes
Counter Grill: Yes
Dishwasher: Yes
Freezer: Yes
Microwave: Yes
Range: Yes
Range Hood: Yes
Refrigerator: Yes
Washer: Yes

Possession

Negotiable: Yes

Property Features

Business Type: Education/School Underground Oil Tank: Yes Water: Public Sewer: Public Right to Farm Comm: Yes Lot Description: Irregular Shape; Paved Drive Electric Type: 400 Amp; Circuit Breaker; Individual Meter Interior Amenities: Air Cond; Alarm System; Emp Break Room; Emp Kitchen; Sprink Sys-Wet Internet Service: Cable Available Exterior Amenities: Inground Pool Construction: 2x6 Walls; Concrete; Masonry; Wood Frame Roof: Asphalt; Membrane; Metal Basement: Concrete Floor; Full; Interior Access; Walkout Features: Attic; Outbuilding Fuel: Nat Gas; Oil Hot Water: Electric; Nat Gas; On Demand Insulation: Asbestos; Fiberglass Lead Paint: Unk Zoning: Residential Seller Disc: No Appliances Included: Built-In Electric Oven; Counter Grill; Dishwasher; Freezer; Microwave; Range; Range Hood; Refrigerator; Washer Possession: Negotiable

Documents

Lead Paint Notification ›

Summary of Offering ›

Full Offering Memorandum ›

Realtor-to-Realtor Notes ›

Deed - 349 Old Stockbridge Rd ›

Deed - 40 Frothingham Crossing ›

Property Survey - Overview ›

Orthogonal View of Property ›

Listing Office: BIRCH PROPERTIES

Listing Agent: Selina Lamb

Last Updated: May - 13 - 2026

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