349 Old Stockbridge Rd
Lenox, MA, 01240 $ 2,295,000
Bedrooms-- Baths31.0 Monthly Estimate*
$ 14,491
for $2,295,000 with 31 full baths. This building was built in 1903 on a lot size of 11.9.
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.
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Affordability Calculator
- Monthly Principal & Interest
- $14,491
- Monthly Property Taxes
- $7,373
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyCommerical listings in Lenox, MA
Average List Price $2,745,000
Percent of Sale Price 20%
About Lenox, MA 5,015 Population
-1% Since 2002
$ 57,815 Median Income
52.27 Median Age
15% Households with Children
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Pricing History| Date | Price | Price Change | Description |
|---|
| 8/25/2026 | $2,295,000 | | Listed Price |