$2,295,000
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349 Old Stockbridge RD, Lenox, MA 01240

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- Beds
31 Baths
- Sq Ft

A rare opportunity to acquire an established 11.90 acre campus in Lenox, Massachusetts, with substantial institutional infrastructure and educational use permitted by right within the property's R1A residential zoning district.At its center is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The historic mansion has served as the academic and administrative center of Hillcrest Educational Center, with classrooms, offices, and gathering spaces throughout. Original details remain, including handsome woodwork, fireplaces, and a striking ballroom; the house also historically included bedrooms on its upper floors.The campus includes two dormitory buildings with approximately 24 bedrooms and shared common spaces, plus a separate multi-level academic/support building with commercial kitchen and dining facilities, classrooms, offices, library, conference, and medical/infirmary spaces. A substantial gymnasium offers potential for athletics, fitness, indoor tennis, pickleball, squash, wellness programming, or other recreational uses. Additional support buildings, parking, internal circulation, public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, and commercial sprinklering in select buildings support continued campus operation.The property is zoned R1A residential, with educational use permitted by right. Any alternative use, subdivision, or redevelopment is subject to Town of Lenox zoning and applicable approvals.Hillcrest currently operates on the property under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518283.Offered at $2,295,000.

Listing By: mamlspin Realty.com
  • MLS# 73567766
  • Date Listed08/25/2026
  • Days on Realty 3 Days
  • Bedrooms -
  • Bathrooms 31 baths
  • Lot Size 11.9 acres (518,364 sq. ft)
  • County Berkshire
  • Year Built 1903

Exterior / Lot Features

  • Roof Asphalt/Composition Shingles, Metal
  • Lot Size Acres 11.90
  • Lot Size SQFT 518,364.00
  • Lot Features -

Directions

From Lenox: Old Stockbridge Rd, property will be on left after Elm Court.

Financial Considerations

  • Tax Amount $88,477
  • Terms Cash, Conventional, FHA, VA Loan

Schools near 01240

Explore the local neighborhood highlights and top-rated schools near 01240 in Lenox, MA.

Nearby Schools

Source: School Digger

Morris Elementary School

Public • PK - 5 • Serves this home

2.85 mi

Distance

Lee Elementary School

Public • PK - 6

4.21 mi

Distance

Richmond Consolidated

Public • PK - 8

7.71 mi

Distance

Lenox Memorial High School

Public • 6 - 12 • Serves this home

2.64 mi

Distance

Lee Middle/high School

Public • 7 - 12

4.21 mi

Distance

Berkshire Christian Schools

Private • PK - 12

0.88 mi

Distance

Cip Berkshire

Private • UG - UG

3.61 mi

Distance

Berkshire Waldorf High School

Private • 09 - 12

5.58 mi

Distance

High Point School

Private • 06 - 12

5.7 mi

Distance

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for 01240

Discover key demographics, population statistics, and environmental insights for the Lenox, MA area.

Population & Environment

Source: Sperling's Best Places

Walkability in MA / 01240

Source: Walk Score

11/100

Car-Dependent

Walk Score ®

0/100

Minimal Transit

Transit Score ®

21/100

Bikable

Bike Score ®

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 11/100, Transit Score: 0/100, Bike Score: 21/100.

Points of Interest near 349 Old Stockbridge Rd, Lenox, MA 01240

Frequently Asked Questions for 349 Old Stockbridge Rd

Source: Realty.com

349 Old Stockbridge Rd, Lenox, MA 01240 in Lenox, MA 01240 is a commercial sale listed at $2,295,000. Highlights include 31 bathrooms, built in 1903, 11.90 acre lot. Realty.com has 40 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 40 photos of 349 Old Stockbridge Rd.

Our records indicate that 349 Old Stockbridge Rd was built in 1903.

The full address for this home is 349 Old Stockbridge Rd, Lenox, MA 01240.

349 Old Stockbridge Rd has been listed on Realty.com since Tue August 25, 2026

The average walkability score in the surrounding area is Walk Score: 11/100, Transit Score: 0/100, Bike Score: 21/100.

There are 2 schools assigned to this home. Check out the schools near 349 Old Stockbridge Rd. Morris Elementary School (Grades: PK - 5), Lenox Memorial High School (Grades: 6 - 12)

This content last refreshed on 2026-08-28 06:41:19. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.