There are multiple listings for this address:
$3,195,000
349 Old Stockbridge Rd
Lenox, MA, 01240
A rare opportunity to acquire an established 11.90± acre campus in Lenox, Massachusetts, with substantial institutional infrastructure and educational use permitted by right within the property’s R1A residential zoning district.At its center is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The historic mansion has served as the academic and administrative center of Hillcrest Educational Center, with classrooms, offices, and gathering spaces throughout. Original details remain, including handsome woodwork, fireplaces, and a striking ballroom; the house also historically included bedrooms on its upper floors.The campus includes two dormitory buildings with approximately 24 bedrooms and shared common spaces, plus a separate multi-level academic/support building with commercial kitchen and dining facilities, classrooms, offices, library, conference, and medical/infirmary spaces. A substantial gymnasium offers potential for athletics, fitness, indoor tennis, pickleball, squash, wellness programming, or other recreational uses. Additional support buildings, parking, internal circulation, public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, and commercial sprinklering in select buildings support continued campus operation.The property is zoned R1A residential, with educational use permitted by right. Any alternative use, subdivision, or redevelopment is subject to Town of Lenox zoning and applicable approvals.Hillcrest currently operates on the property under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518283.Offered at $2,295,000.
Property Details
Price:
$3,195,000
MLS #:
73518283
Status:
Active
Beds:
0
Baths:
31
Type:
Commercial
Listed Date:
May 13, 2026
Lot Size:
726,145 sqft / 16.67 acres (approx)
Year Built:
1903
Schools
Interior
Exterior
Roof
Asphalt/Composition Shingles, Metal
Financial
Tax Year
2026
Taxes
$88,477
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Current real estate data for Commercial in Lenox as of Sep 18, 2026
2
Commercial Listed
76
Avg DOM
$2,745,000
Avg List Price
Community
- Address349 Old Stockbridge Rd Lenox MA
- CityLenox
- CountyBerkshire
- Zip Code01240
Similar Listings Nearby
Property Summary
- 349 Old Stockbridge Rd Lenox MA is a Commercial for sale in Lenox, MA, 01240. It is listed for $3,195,000 To schedule a showing of MLS#73518283 at 349 Old Stockbridge Rd in Lenox, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Birch Properties. The property listing data and information 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 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 set forth herein.
349 Old Stockbridge Rd
Lenox, MA
$3,195,000
349 Old Stockbridge Rd
Lenox, MA, 01240
A rare opportunity to acquire an established 11.90± acre campus in Lenox, Massachusetts, with substantial institutional infrastructure and educational use permitted by right within the property’s R1A residential zoning district.At its center is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The historic mansion has served as the academic and administrative center of Hillcrest Educational Center, with classrooms, offices, and gathering spaces throughout. Original details remain, including handsome woodwork, fireplaces, and a striking ballroom; the house also historically included bedrooms on its upper floors.The campus includes two dormitory buildings with approximately 24 bedrooms and shared common spaces, plus a separate multi-level academic/support building with commercial kitchen and dining facilities, classrooms, offices, library, conference, and medical/infirmary spaces. A substantial gymnasium offers potential for athletics, fitness, indoor tennis, pickleball, squash, wellness programming, or other recreational uses. Additional support buildings, parking, internal circulation, public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, and commercial sprinklering in select buildings support continued campus operation.The property is zoned R1A residential, with educational use permitted by right. Any alternative use, subdivision, or redevelopment is subject to Town of Lenox zoning and applicable approvals.Hillcrest currently operates on the property under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518283.Offered at $2,295,000.
Property Details
Price:
$3,195,000
MLS #:
73518284
Status:
Active
Beds:
34
Baths:
23.5
Type:
Single Family
Listed Date:
May 13, 2026
Finished Sq Ft:
40,241
Lot Size:
726,145 sqft / 16.67 acres (approx)
Year Built:
1903
Schools
Interior
Exterior
Roof
Asphalt/Composition Shingles, Metal
Financial
Tax Year
2026
Taxes
$88,477
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Lenox as of Sep 18, 2026
2
Single Family Listed
76
Avg DOM
$2,745,000
Avg List Price
Community
- Address349 Old Stockbridge Rd Lenox MA
- CityLenox
- CountyBerkshire
- Zip Code01240
Similar Listings Nearby
Property Summary
- 349 Old Stockbridge Rd Lenox MA is a Single Family for sale in Lenox, MA, 01240. It is listed for $3,195,000 and features 34 beds, 24 baths, and has approximately 40,241 square feet of living space, and was originally constructed in 1903. The current price per square foot is $79. The average listing price for Single Family in Lenox is $2,745,000. To schedule a showing of MLS#73518284 at 349 Old Stockbridge Rd in Lenox, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
$2,295,000
349 Old Stockbridge Rd
Lenox, MA, 01240
A rare opportunity to acquire an established 11.90± acre campus in Lenox, Massachusetts, with substantial institutional infrastructure and educational use permitted by right within the property’s R1A residential zoning district.At its center is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The historic mansion has served as the academic and administrative center of Hillcrest Educational Center, with classrooms, offices, and gathering spaces throughout. Original details remain, including handsome woodwork, fireplaces, and a striking ballroom; the house also historically included bedrooms on its upper floors.The campus includes two dormitory buildings with approximately 24 bedrooms and shared common spaces, plus a separate multi-level academic/support building with commercial kitchen and dining facilities, classrooms, offices, library, conference, and medical/infirmary spaces. A substantial gymnasium offers potential for athletics, fitness, indoor tennis, pickleball, squash, wellness programming, or other recreational uses. Additional support buildings, parking, internal circulation, public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, and commercial sprinklering in select buildings support continued campus operation.The property is zoned R1A residential, with educational use permitted by right. Any alternative use, subdivision, or redevelopment is subject to Town of Lenox zoning and applicable approvals.Hillcrest currently operates on the property under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518283.Offered at $2,295,000.
Property Details
Price:
$2,295,000
MLS #:
73567764
Status:
Active
Beds:
31
Baths:
21.5
Type:
Single Family
Listed Date:
Aug 25, 2026
Finished Sq Ft:
38,415
Lot Size:
518,364 sqft / 11.90 acres (approx)
Year Built:
1903
Schools
Interior
Exterior
Roof
Asphalt/Composition Shingles, Metal
Financial
Tax Year
2026
Taxes
$88,477
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Lenox as of Sep 18, 2026
2
Single Family Listed
76
Avg DOM
$2,745,000
Avg List Price
Community
- Address349 Old Stockbridge Rd Lenox MA
- CityLenox
- CountyBerkshire
- Zip Code01240
Similar Listings Nearby
Property Summary
- 349 Old Stockbridge Rd Lenox MA is a Single Family for sale in Lenox, MA, 01240. It is listed for $2,295,000 and features 31 beds, 22 baths, and has approximately 38,415 square feet of living space, and was originally constructed in 1903. The current price per square foot is $60. The average listing price for Single Family in Lenox is $2,745,000. To schedule a showing of MLS#73567764 at 349 Old Stockbridge Rd in Lenox, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
$2,295,000
349 Old Stockbridge Rd
Lenox, MA, 01240
A rare opportunity to acquire an established 11.90± acre campus in Lenox, Massachusetts, with substantial institutional infrastructure and educational use permitted by right within the property’s R1A residential zoning district.At its center is Overlee, a distinguished Berkshire estate built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style. The historic mansion has served as the academic and administrative center of Hillcrest Educational Center, with classrooms, offices, and gathering spaces throughout. Original details remain, including handsome woodwork, fireplaces, and a striking ballroom; the house also historically included bedrooms on its upper floors.The campus includes two dormitory buildings with approximately 24 bedrooms and shared common spaces, plus a separate multi-level academic/support building with commercial kitchen and dining facilities, classrooms, offices, library, conference, and medical/infirmary spaces. A substantial gymnasium offers potential for athletics, fitness, indoor tennis, pickleball, squash, wellness programming, or other recreational uses. Additional support buildings, parking, internal circulation, public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, and commercial sprinklering in select buildings support continued campus operation.The property is zoned R1A residential, with educational use permitted by right. Any alternative use, subdivision, or redevelopment is subject to Town of Lenox zoning and applicable approvals.Hillcrest currently operates on the property under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518283.Offered at $2,295,000.
Property Details
Price:
$2,295,000
MLS #:
73567766
Status:
Active
Beds:
0
Baths:
31
Type:
Commercial
Listed Date:
Aug 25, 2026
Lot Size:
518,364 sqft / 11.90 acres (approx)
Year Built:
1903
Schools
Interior
Exterior
Roof
Asphalt/Composition Shingles, Metal
Financial
Tax Year
2026
Taxes
$88,477
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Commercial in Lenox as of Sep 18, 2026
2
Commercial Listed
76
Avg DOM
$2,745,000
Avg List Price
Community
- Address349 Old Stockbridge Rd Lenox MA
- CityLenox
- CountyBerkshire
- Zip Code01240
Similar Listings Nearby
Property Summary
- 349 Old Stockbridge Rd Lenox MA is a Commercial for sale in Lenox, MA, 01240. It is listed for $2,295,000 To schedule a showing of MLS#73567766 at 349 Old Stockbridge Rd in Lenox, MA, contact your Pegasus Realty LLC agent at 781-858-3505.