Active
145 Days on market
349 Old Stockbridge Rd Lenox — Photo 1 of 40

349 Old Stockbridge Rd Lenox — Photo 1 of 40

Recent Drop: $555,000

$3,750,000
$3,195,000

$3,195,000

349 Old Stockbridge Rd, Lenox, MA 01240

Lenox, MA 01240

Beds

34

Baths

23.5

SqFt

40,241

Style

Single Family

Built

1903

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.

Key facts

It was listed on May 13, 2026. The price has come down from an original $3,750,000 to $3,195,000, most recently on August 25, 2026. The annual property taxes are $99,187 (2026 tax year). It sits on a 16.67-acre (726,145 sq ft) lot.

Market Value Analysis

This Property
Size (SqFt) →Price →

Limited sample — based on 4 comparable properties.

This Property$79/sqft
Local Avg (Lenox)$281/sqft
72% BelowMarket Average

* Analysis is based on 4 actively listed and recently sold comparable properties strictly within Lenox, MA.

Property Details

Financials

Original Price$3,750,000
Annual Taxes$99,186.56

Parking

Garage0
Off-Street99

Interior Specifications

Total Rooms99
Fireplaces1
FlooringWood, Tile, Carpet, Laminate
BasementWalk-Out Access, Interior Entry, Concrete

Climate & Utilities

HeatingCentral, Forced Air, Oil
CoolingCentral Air, Wall Unit(s), Ductless
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionFrame, Brick
RoofMetal, Asphalt/Composition Shingles
FoundationStone
ZoningR1A

Property & Lot

Acres16.67
SqFt Lot726,145
Lot FeaturesUnderground Storage Tank

Amenities & Appliances

Electric Water Heater • Dishwasher • Microwave • Indoor Grill • Refrigerator • Freezer • Washer • Dryer • Range Hood

Geography

Property History

Price Drop
$3,195,000

Was $3,750,000

Aug 25, 2026

MLS® 73518284

Listed
$2,295,000

Aug 25, 2026

MLS® 73567764

Listed
$2,295,000

Aug 25, 2026

MLS® 73567766

Listed
$3,750,000

May 13, 2026

MLS® 73518284

Listed
$3,195,000

May 13, 2026

MLS® 73518283

Questions about this home

When was 349 Old Stockbridge Rd, Lenox listed?

349 Old Stockbridge Rd, Lenox was listed on May 13, 2026.

Has the price of 349 Old Stockbridge Rd, Lenox changed?

The price has come down from an original $3,750,000 to $3,195,000, most recently on August 25, 2026.

What are the property taxes for 349 Old Stockbridge Rd, Lenox?

The annual property taxes for 349 Old Stockbridge Rd, Lenox are $99,187 (2026 tax year).

How big is the lot at 349 Old Stockbridge Rd, Lenox?

349 Old Stockbridge Rd, Lenox sits on a 16.67-acre (726,145 sq ft) lot.

What is the status of 349 Old Stockbridge Rd, Lenox?

349 Old Stockbridge Rd, Lenox is actively listed for sale.

Population

5,111

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$108K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

28.3%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Berkshire County

146 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 24 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 40,241 sq ft principal dwelling). Lot size: 726,145 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Selina Lamb

Listing Office: Birch Properties

MLS® Number: 73518284