Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 2 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 3 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 4 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 5 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 6 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 7 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 8 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 9 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 10 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 11 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 12 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 13 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 14 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 15 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 16 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 17 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 18 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 19 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 20 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 21 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 22 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 23 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 24 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 25 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 26 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 27 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 28 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 29 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 30 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 31 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 32 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 33 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 34 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 35 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 36 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 37 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 38 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 39 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 40 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 41 of 42
Single Family Residence at 349 Old Stockbridge Rd, Lenox MA 01240, Lenox, photo 42 of 42
42 photos

$3,195,000

349 Old Stockbridge Rd, Lenox MA 01240
Lenox, MA 01240
Listed by Selina Lamb
Bedrooms
34
Bathrooms
23.5
Living area
40,241 sqft
Year built
1903

About this home

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.

Highlights

ViewPrivate poolFireplace

Property details

MLS #
73518284
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
152
On market date
May 13, 2026
Stories
N/A
Total bathrooms
23.5
Garage spaces
N/A
Parking spaces
99
Lot size
16.67 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Morris
1.62 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
296
Student:teacher ratio
10.2:1
District
Lenox
Middle
W.E.B. Du Bois Regional Middle School
6.45 mi away · Grades 5-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
349
Student:teacher ratio
10.9:1
District
Berkshire Hills
High
Lenox Memorial High
1.94 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
426
Student:teacher ratio
8.7:1
District
Lenox

Walkability

Blended score for Lenox's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

34
Car-dependent
out of 100
EPA National Walkability Index
5.2 / 20 -- Least walkable
Google Places amenity density
45 / 100
Restaurants & cafes6
Grocery stores0
Parks3
Schools3
Transit stops0
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$19,391/mo
$639,000 down
$2,556,000 loan
Principal & interest$16,578
Property tax (est.)$2,663
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 8, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.