349 Old Stockbridge Rd Lenox, MA ^$ 3,750,000

349 Old Stockbridge Rd

^$ 3,750,000

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349 Old Stockbridge Rd

Lenox, MA, 01240

^$ 3,750,000

Bedrooms34 Baths16.15 Sq 40,241

Monthly Estimate*

^$ 23,089

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Single Family Home for sale in Lenox, MA

for $3,750,000 with 34 bedrooms and 16 full baths, 15 half baths. This 40,241 square foot home was built in 1903 on a lot size of 16.67.

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.

Single Family Active

Price

^$ 3,750,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 99,186

Style

Victorian,Mid-Century Modern

Lot Size

16.67

Year Built

1903

Town/City

Lenox

County/Region

Berkshire

MLS | Web ID

73518284

List By

Selina Lamb

Listing Agent

Birch Properties

Broker

Affordability Calculator

$31,355

Per Month

Monthly Principal & Interest: $23,089
Monthly Property Taxes: $8,266
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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.

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Nearby

Trends

Single family listings in Lenox, MA

Average List Price ^$2,100,650

Percent of Sale Price 44%

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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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
5/13/2026	$3,750,000		Listed Price

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349 Old Stockbridge Rd, Lenox, MA, 01240 is a Single Family Home for sale at $3,750,000 with 40,241 sqft and a lot size of 16.67. 349 Old Stockbridge Rd has 34 bedrooms, 16.15 baths, and was built in 1903. The property's zip code is 01240 which is in Lenox, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% 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.

Data is updated as of 5/14/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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349 Old Stockbridge Rd

Single Family Home for sale in Lenox, MA

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