Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
8 Beds
6 Baths
6,761 sqft

$2,800,000

497 Holmes Rd, Pittsfield MA, 01201

Price per sqft$414.14
Built in1847
Property size6,761 sqft
Property typeResidential
Courtesy of KEMPF-VANDERBURGH REALTY CONSULTANTS, INC., Brenda Anne Durant Listing Contact: 413-441-4732

Overview

Active

Listed Aug 3, 2026

Updated 8 days ago

A Landmark Berkshire Estate of Extraordinary Provenance, the Oliver Wendell Holmes summer cottage. 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.

$18,628/mo

Est. mortgage payment based on a $2,800,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
250362

Interior Features

Bedrooms
8
Bathrooms
6
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
15.02 Acres

Other Property Details

Taxes
$11,962
Tax Frequency
Annually
View
Yes
Pool
Yes
Waterfront
Yes

Broker Reciprocity Courtesy of Brenda Anne Durant, KEMPF-VANDERBURGH REALTY CONSULTANTS, INC. Listing Contact: 413-441-4732  

 

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Cameron Volastro shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. IDX information is provided exclusively for consumers’ personal, non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing

 

©2026 MA - Berkshire County Multiple Listing Service (BCMLS). All rights reserved.

Powered by Luxury Presence