For sale

Price increase: $900K (8/25)

$3,195,000

349 Old Stockbridge Rd, Lenox, MA 01240

34beds

40,241sqft

$20,515/mo

Get pre-qualified

Single Family Residence

Built in 1903

16.67 Acres Lot

$2,295,600 Zestimate^®

$79/sqft

$-- HOA

What's special

Dining facilitiesClassroom and administrative spaceInternal roadwaysShared common areasLarge gymnasium

Rare 16.76± acre contiguous institutional campus and redevelopment opportunity in Lenox, MA, in the heart of the Berkshires. Anchored by Overlee, a historic 1903 estate, the property includes multiple buildings with 32 dormitory-style bedrooms, classroom and administrative space, dining facilities, shared common areas, and a large gymnasium. Existing infrastructure includes internal roadways, parking, public water, sprinkler systems, mixed heating, and up to 600 amp electrical service. Also included is a 1,826 SF residence on 4.74± acres across three contiguous parcels offering additional flexibility. Currently operated as an educational campus, the property offers compelling long-term potential for institutional, residential, wellness, medical, hospitality, or mixed-use concepts. Buyers to conduct due diligence.

80 days
3,303
203

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 34
Bathrooms: 31
Full bathrooms: 16
1/2 bathrooms: 15

Heating

Central, Forced Air, Oil

Cooling

Central Air, Wall Unit(s), Ductless

Appliances

Included: Electric Water Heater, Dishwasher, Microwave, Indoor Grill, Refrigerator, Freezer, Washer, Dryer, Range Hood

Features

Flooring: Wood, Tile, Carpet, Laminate
Basement: Walk-Out Access,Interior Entry,Concrete
Number of fireplaces: 1

Interior area

Total structure area: 40,241
Total interior livable area: 40,241 sqft
Finished area above ground: 40,241

Property

Parking

Total spaces: 99
Parking features: Detached, Paved Drive, Off Street, Paved, Unpaved
Has garage: Yes
Uncovered spaces: 99

Features

Patio & porch: Patio
Exterior features: Patio, Pool - Inground, Storage, Sprinkler System
Has private pool: Yes
Pool features: In Ground
Has view: Yes
View description: Scenic View(s)

Lot

Size: 16.67 Acres
Features: Underground Storage Tank

Details

Parcel number: 4170780
Zoning: R1A

Construction

Type & style

Home type: SingleFamily
Architectural style: Victorian,Mid-Century Modern
Property subtype: Single Family Residence

Materials

Frame, Brick
Foundation: Stone
Roof: Metal,Asphalt/Composition Shingles

Condition

Year built: 1903

Utilities & green energy

Electric: 100 Amp Service, 200+ Amp Service
Sewer: Private Sewer
Water: Public

Community & HOA

HOA

Has HOA: No

Location

Region: Lenox

Financial & listing details

Price per square foot: $79/sqft
Tax assessed value: $3,625,600
Annual tax amount: $99,186
Date on market: 6/16/2026
Exclusions: Security Systems At 349 Old Stockbridge Rd Properties Will Be Removed When Current Tenant Vacates.

Estimated market value

$2,295,600

$2.18M - $2.41M

$2,095/mo

Price history

Date	Event	Price
8/25/2026	Price change	$3,195,000+39.2%$79/sqft
Source: BCMLS #249508 Report a problem
8/25/2026	Price change	$2,295,000-28.2%$57/sqft
Source: MLS PIN #73567764 Report a problem
8/25/2026	Price change	$3,195,000-14.8%$79/sqft
Source: MLS PIN #73518284 Report a problem
7/20/2026	Listed for sale	$3,750,000$93/sqft
Source: BCMLS #249508 Report a problem
6/16/2026	Pending sale	$3,750,000$93/sqft
Source: MLS PIN #73518284 Report a problem
6/16/2026	Contingent	$3,750,000$93/sqft
Source: BCMLS #249508 Report a problem
5/13/2026	Price change	$3,750,000+21%$93/sqft
Source: BCMLS #249508 Report a problem
3/8/2025	Pending sale	$3,100,000$77/sqft
Source: BCMLS #245369 Report a problem
1/14/2025	Listed for sale	$3,100,000$77/sqft
Source: BCMLS #245369 Report a problem