Search
Featured For Sale
Landmark Berkshire Estate on 15 Private Acres
  • $2,800,000

Description

A Landmark Berkshire Estate of Extraordinary Provenance. Set on 15 private acres in the heart of the Berkshires, a rare American legacy estate commissioned in 1847 as the summer residence of renowned physician, poet, & author Oliver Wendell Holmes Sr. Two centuries later, this extraordinary property remains a testament to architectural elegance, literary heritage, & timeless craftsmanship. The offering preserves original hardwood floors, intricate millwork, & the grandeur of a distinguished era. Its storied halls welcomed literary icons including Longfellow, Melville, & Hawthorne. Surrounded by exceptional privacy, Holmesdale is more than a residence, it is an irreplaceable American landmark and a rare opportunity to become the next steward of Berkshire history. Holmesdale is an extraordinary historic estate commissioned in 1847 as the summer home of Oliver Wendell Holmes Sr. Offering approximately 6,761 square feet of finished living space and more than 11,000 square feet overall, the residence preserves exceptional architectural details while incorporating modern comforts, including a chef’s kitchen with 48” Viking gas range, dual Subzero refrigeration , billiards room, wine cellar, historic provisions cave, and third-floor staff quarters. The grounds feature mature specimen trees, sweeping lawns, a heated saltwater pool, private tennis court, reflecting pond, meditation pergola, screened gazebo, river access, and a beautifully appointed guest cottage. Ideally located near the Berkshires’ renowned music, theater, museums, dining, outdoor recreation, and cultural attractions, Holmesdale offers both privacy and extraordinary potential. Some properties are purchased. Others are entrusted to their next steward. Holmesdale may continue as a distinguished private residence or inspire a broader vision from intimate weddings and private retreats to cultural gatherings, an equestrian inspired estate, or a distinctive hospitality concept. Holmesdale has already lived an extraordinary life; its next chapter is ready to be written. Realtors may contact the listing broker for access to the Holmesdale historical website and complete property presentation.

 

Details

Property ID 885960
8 Bedrooms
6 Bathrooms
Square Footage 6761
Lot Size 15.02
Year Built 1847
Updated on August 31, 2026 at 7:58 pm

Address

  • Address: 497 Holmes Rd.
  • City: Pittsfield
  • State: Massachusetts
  • Zip/Postal Code: 01201
  • Country: United States

Contact Agent

Brenda Durant

Similar Listings

Compare listings

Compare
Have the most beautiful old houses on the market
delivered to your inbox every single week!

Enter your email below to receive our latest listings,
featured favorites and more !
SUBSCRIBE
Have the most beautiful old houses on the market
delivered to your inbox every single week!

Enter your email below to receive our latest listings,
featured favorites and more !
SUBSCRIBE