349 Old Stockbridge Rd, Lenox MA 01240

Lenox, MA 01240
$2,295,000
Est. $19,178/month
11.90
Acres
1903
Year Built
21 minutes
Time on Market
For Sale Listed Aug 25, 2026 • MLS# 73567766 Copied! • Updated Aug 25, 2026

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About this home

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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Property History

Property Timeline

🏠
Listed for Sale
Aug 25, 2026
$2,295,000
Original listing
Agent: Selina Lamb Office: Birch Properties

Tax History

Year Taxes Assessment
2026 $88,477

Financial Details

Annual Property Tax
$88,477
Tax Year 2026

Facts & Features

Home Facts

Type Commercial Sale
Year Built 1903
Lot Size 11.90 acres
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement None
Laundry None
Features None
Construction None
Architecture None
Roof Asphalt/composition Shingles, Metal
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None

Utilities

Electric None
Water None
Sewer None
Gas None
Other Public Water, Private Sewer, Natural Gas Available

Financial

Annual Tax $88,477
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Listing Includes Property At 349 Old Stockbridge Rd (bk 7837 Pg 74) & 40 Frothingham Cr. (bk 7838 Pg130 - 3 Parcels). (1) 2025 Assessed Value; (2) Bd Count; (3) Ba Count; And (4) Total Square Footage Noted Are For Properties Combined. Prequal/pof Must Accompany Offer. Deposits Held By Seller Atty.
Possession None
Accepted Financing None
Structure Type []
Documents None
County Berkshire

Property Overview

Listing Type
For Sale
Year Built
1903

Floor Layout

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Construction & Materials

Year Built: 1903
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Roof: Asphalt/Composition Shingles, Metal
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School District
Lenox School District local
B+
School Safety 2024-25
0.0% Very Low (Safest)
5.5% below state avg
E

Elementary Schools

2 schools
The Montessori School of The Berkshires
1.8 mi
Grades PK-08
A-
Morris School
1.6 mi | #230 of 824 | Score: 53.4
Dropped 59 spots from last year
-4.8 below state avg
332 students Moderate
Grades PK-05
H

High Schools

1 school
A-
Lenox Memorial High School
1.9 mi | #83 of 346 | Score: 61.9
Improved 20 spots from last year
+3.7 above state avg
439 students Moderate
18 sports • 782 athletes
High Graduation Rate Rising School College Ready Curriculum Strong Athletics
Grades 06-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $7,373
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

349 Old Stockbridge Rd, Lenox MA 01240

Lenox, MA 01240

Listing Information

Listing Agent Selina Lamb
Listing Office Birch Properties
Office Phone 413-613-4363
Agent MLS ID CN252416
Office MLS ID AN7839
Listing Data Updated Aug 25, 2026 10:20 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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