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349 Old Stockbridge Rd, Lenox, MA 01240

$3,750,000
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BEDS34 BATHS16 full 15 partial SQUARE FEET40,241 MLS#73518284
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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.

349 Old Stockbridge Rd | MLS# 73518284

This single family home located at 349 Old Stockbridge Rd, Lenox, MA 01240 is currently listed for sale with an asking price of $3,750,000. This property was built in 1903 and has 34 bedrooms and 16 full and 15 partial baths with 40241 sq. ft. Search Lenox real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Walk-Out Access, Interior Entry, Concrete
Cooling: Central Air, Wall Unit(s), Ductless
Fireplaces: 1
Heating: Central, Forced Air, Oil
Home Style: Victorian, Mid-Century Modern
Lot Size: 16.67 Acres
Roof Type: Metal, Asphalt/Composition Shingles
Taxes: $99,186
Year Built: 1903

Amenities

Patio
Pool - Inground
Storage
Sprinkler System

Feature Descriptions

Appliances: Electric Water Heater, Dishwasher, Microwave, Indoor Grill, Refrigerator, Freezer, Washer, Dryer, Range Hood
Building Area Total: 40241
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 24
Electric: 100 Amp Service,200+ Amp Service
Exclusions: Security Systems At 349 Old Stockbridge Rd Properties Will Be Removed When Current Tenant Vacates.
Exterior: Frame, Brick
Fireplace Y/N: Yes
Flooring: Wood, Tile, Carpet, Laminate
GarageY/N: Yes
HeatingY/N: 1
Lot Features: Underground Storage Tank
Open Parking Y/N: Yes
Parcel Number: 4170780
Parking Features: Detached, Paved Drive, Off Street, Paved, Unpaved
Parking Total: 99
Patio And Porch: Patio
Pool Features: In Ground
Rooms Total: 99
Security: yes
Sewer: Private Sewer
Special View Info: Scenic View(s)
Swimming Pool: Yes
Water: Public

Local Schools

High School: Lenox Memorial
Middle School: Lenox Memorial
Elementary School: Morris

Listed By / Shown By

Listed By

Agency Name: Birch Properties
Agent Name: Selina Lamb
Agency Phone: 413-613-4363

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Estimated Payment

$ 17,705.12 per month $8,345.87 Principal & Interest $8,265.50 Property Tax $1,093.75 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information 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. Information on this site was last updated 06/06/2026. The listing information on this page last changed on 06/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 06/06/2026 10:55:34 PM EST) or MLSPIN MLS (last updated Sat 06/06/2026 10:50:39 PM EST) or Prime MLS (last updated Sat 06/06/2026 10:51:33 PM EST) or MREIS (last updated Sat 06/06/2026 10:45:18 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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