$2,800,000

497 Holmes Rd, Pittsfield, MA 01201

Pittsfield, MA

Active
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8 Beds
5.50 Baths
6,761 Sq Ft
Residential Type

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.

Photos

Property Details

On Market Date 2026-08-03
Status Change Timestamp 2026-08-03T07:15:04Z
Elementary School Egremont
Major Change Type New Listing
Lot Size Units Acres
Documents Count 6
Listing Service No
Lot Size Square Feet 654271
Virtual Tour URLUnbranded https://youriguide.com/497_holmes_rd_pittsfield_ma
Middle Or Junior School Herberg (5&6) Reid (7&8)
Listing Id 250362
View YN 1
Year Built 1847
List Agent Preferred Phone 413-441-4732
Longitude -73.239643
Source System Name Berkshire County Board of REALTORS®
Source System Key 20260114162544840256000000
Latitude 42.423543
Heating YN 1
Bathrooms Total Integer 6
State Or Province MA
Originating System Key 20260114162544840256000000
List Price 2800000
Photos Count 67
Other Parking Off Street
List Agent State License 9584747
Photos Change Timestamp 2026-08-25T17:26:41Z
Building Area Total 6761
Lot Size Acres 15.02
Originating System Name Berkshire County Board of REALTORS®
Original List Price 2800000
Listing Contract Date 2026-07-29
Street Suffix Rd
Rooms Total 32
Originating System ID M00000305
Lot Size Dimensions 15.2 acres
Street Number 497
Street Name Holmes
List Agent Email brendad@kvreteam.com
Modification Timestamp 2026-08-28T23:48:57Z
List Office Mls Id 3251
Postal Code 01201
Standard Status Active
City Pittsfield
High School Pittsfield
Mls Status Active
Lot Size Area 15.02
Source System ID M00000305
Parcel Number PITT M:J05 B:0002 L:004
Zoning Description Residential
List Office Email marym@kvreteam.com
List Agent Mls Id 2888
Documents Change Timestamp 2026-07-29T20:42:33Z
Tax Year 2025
Year Built Details Actual
Tax Assessed Value 666800
Major Change Timestamp 2026-08-03T07:15:04Z
Living Area 6761
List Agent Middle Name Anne
Year Built Source Assessor
Directions Holmes Rd, Holmesdale Park is located across from Miss Halls School on Private Road, follow road to the end, sign on property.
MLSArea Major Middle Registry
Living Area Source Assessor
Days On Market 26
Unparsed Address 497 Holmes Rd, Pittsfield, MA 01201
Listing Key 20260114162544840256000000
MLSArea Minor Middle Registry
List Office Phone 413-200-2353
Bathrooms Total Decimal 5.5
Approval Status 1
Originating System Platform ID T00000052
Originating System Platform Name Flexmls
Source System Platform ID T00000052
Source System Platform Name Flexmls
Floor Plans Change Timestamp 2026-07-29T20:42:33Z
Property Type Residential
Contract Status Change Date 2026-08-03
Tax Annual Amount 11962
Bathrooms Full 5
Internet Consumer Comment YN 1
Internet Automated Valuation Display YN 1
Bedrooms Total 8
List Agent Key 20171219155236573868000000
Street Number Numeric 497
Waterfront YN 1
Internet Address Display YN 1
List Agent Mobile Phone 413-441-4732
Bathrooms Half 1
Internet Entire Listing Display YN 1
List Office Key 20241028154954425820000000
List Agent National Association Id 447502888
Existing Lease Type@Core.Permissions None
Off Market Timestamp@Core.Permissions None
Buyer Team Name@Core.Permissions None
Furnished@Core.Permissions None
List Team Key@Core.Permissions None
New Construction YN@Core.Permissions None
Model@Core.Permissions None
Number Of Separate Electric Meters@Core.Permissions None
Disclaimer@Core.Permissions None
Association Fee Includes@Core.Permissions None
Mobile Width@Core.Permissions None
On Market Timestamp@Core.Permissions None
Cooling YN@Core.Permissions None
Association Name@Core.Permissions None
Copyright Notice@Core.Permissions None
List Team Name@Core.Permissions None
Pets Allowed@Core.Permissions None
Community Features@Core.Permissions None
Association YN@Core.Permissions None
Number Of Separate Water Meters@Core.Permissions None
Stories@Core.Permissions None
Body Type@Core.Permissions None
Buyer Team Key@Core.Permissions None
Park Name@Core.Permissions None
Mobile Length@Core.Permissions None
Rent Includes@Core.Permissions None
Laundry Features@Core.Permissions None
Videos Change Timestamp@Core.Permissions None
Virtual Tour URLBranded@Core.Permissions None
Entry Level@Core.Permissions None
Make@Core.Permissions None
Garage YN@Core.Permissions None
Lease Term@Core.Permissions None
Number Of Units Total@Core.Permissions None
Business Type@Core.Permissions None
Property Sub Type@Core.Permissions None
Accessory sp Dwelling sp Unit sp Information co ADU sp Attached sp YN Yes
Accessory sp Dwelling sp Unit sp Information co ADU sp Bathrooms 1
Accessory sp Dwelling sp Unit sp Information co ADU sp Bedrooms 1
Accessory sp Dwelling sp Unit sp Information co ADU sp Building sp Type Stand-Alone
Accessory sp Dwelling sp Unit sp Information co ADU sp Cooling sp YN Yes
Accessory sp Dwelling sp Unit sp Information co ADU sp Gas sp Meter sp YN No
Accessory sp Dwelling sp Unit sp Information co ADU sp Heating sp YN Yes
Accessory sp Dwelling sp Unit sp Information co ADU sp Occupied sp YN No
Accessory sp Dwelling sp Unit sp Information co ADU sp Permitted sp YN Yes
Accessory sp Dwelling sp Unit sp Information co ADU sp Rented sp YN No
Accessory sp Dwelling sp Unit sp Information co ADU sp Separate sp Address sp YN Yes
Accessory sp Dwelling sp Unit sp Information co ADU sp Sq Ft 1800
Accessory sp Dwelling sp Unit sp Information co ADU sp Water sp Meter sp YN No
Accessory sp Dwelling sp Unit sp Information co Number sp of sp ADUs 1
Building sp Info co Exterior sp Color White
Building sp Info co Fuel sp Usage Yr2 gas $7750/elec $7600
Building sp Info co Wood sp Fireplace sp pound 7
Contract sp Information co Accessory sp Dwelling sp Unit Yes
Contract sp Information co Agent sp Interest None
Contract sp Information co Start sp Showing sp Date 2026-08-03
General sp Property sp Description co Realtor COM sp Type Residential - Single Family
General sp Property sp Description co Surveillance2 Yes
General sp Property sp Description co Total sp Bathrooms2 6
Location sp Tax sp Legal co Assessed sp Year 2025
Location sp Tax sp Legal co Page 89
Remarks sp Misc co Additional sp Disclosures 10 Ductless mini-splits installed 2022 Pool liner, heater & salt water system 2019 Private Road currently plowed independently, no formal agreement in place. Hanging pot rack in kitchen not included in sale (sentimental value) A curated selection of furnishings and decorative pieces reflecting Holmesdale's timeless character may be available by separate agreement offering the rare opportunity to acquire the estate as a fully realized Berkshire retreat Family heirloom dinning room chandelier featured in photos has been replaced with a similar lighting fixture. The Estate has its own Social Media pages and website.
Remarks sp Misc co Marketing Headline Homesdale-An Iconic Berkshire Sanctuary, A Landmark Estate of Grandeur, Elegance & Enduring Legacy

Brenda Anne Durant

KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

brendad@kvreteam.com

413-441-4732

Burnham Gold is licensed in Massachusetts. We are an Equal Housing and Opportunity Company. Offerings are subject to errors, omissions, prior sale, change, or withdrawal without notice. All statements made, while not guaranteed, are presumed to be accurate. Burnham Gold is an Equal Opportunity Employer.

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Williamstown, MA 01267

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