$2,800,000
Pittsfield, MA 01201
MLS# 250362
8 beds | 6 baths | 6761 sqft
1 / 67
Property 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.
Details
Maps
Documents
Contract Information
Start Showing Date: 2026-08-03
Accessory Dwelling Unit: Yes
Original List Price: 2800000
Limited Service: No
Agent Interest: None
Current Price: $2,800,000
Status: Active
List Date: 2026-07-29
List Price: $2,800,000
Location, Tax & Legal
Assess Amt: 666800
Elem School: Egremont
Middle School: Herberg (5&6) Reid (7&8)
High School: Pittsfield
Assessed Year: 2025
Taxes: 11962
Tax Year: 2025
Page: 89
Registry: Middle Registry
Street #: 497
Street Name: Holmes
Street Ext: Rd
State/Province: MA
Postal Code: 01201
Map Ref: PITT M:J05 B:0002 L:004
General Property Description
Surveillance: Yes
Realtor.COM Type: Residential - Single Family
Total Bathrooms: 6
Parking Spaces Type: Off Street
Sq Ft Source: Assessor
Total Rooms: 32
Total Bedrooms: 8
Garage Stalls: 0
Year Built Source: Assessor
Yr Blt Description: Actual
Lot Size Dimensions: 15.2 acres
Lot Size SqFt: 654271
Sq Ft Liv Apx: 6761
Total Full Baths: 5
Total Half Baths: 1
Year Built Apx: 1847
Acres Apx: 15.02
Remarks & Misc
Additional 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.
Directions: Holmes Rd, Holmesdale Park is located across from Miss Halls School on Private Road, follow road to the end, sign on property.
Marketing/Headline: Homesdale-An Iconic Berkshire Sanctuary, A Landmark Estate of Grandeur, Elegance & Enduring Legacy
Accessory Dwelling Unit Information
ADU Attached YN: Yes
ADU Bathrooms: 1
ADU Bedrooms: 1
ADU Building Type: Stand-Alone
ADU Cooling YN: Yes
ADU Gas Meter YN: No
ADU Heating YN: Yes
ADU Living Room: 1
ADU Occupied YN: No
ADU Permitted YN: Yes
ADU Rented YN: No
ADU Separate Address YN: Yes
ADU SqFt: 1800
ADU Water Meter YN: No
Number of ADUs: 1
Restrict Covenants
No: 1
Appliances Incl
Energy Star Rated Dishwasher: 1
Energy Star Rated Dryer: 1
Energy Star Rated Stove/Oven: 1
Energy Star Rated Washer: 1
Refrigerator: 1
Trash Compactor: 1
Basement
Bulk head: 1
Concrete Floor: 1
Finished-Partially: 1
Radon Remed Sys: 1
Unfinished: 1
Exterior Amenities
Fenced-Partially: 1
Landscaped: 1
Lighting: 1
Patio: 1
Pool - In Ground: 1
Porch: 1
Privacy: 1
Tennis Court(s): 1
Trash Public: 1
Curbside Recycling: 1
Deciduous Shade Trees: 1
Mature Landscaping: 1
Flood Hazard Area
No: 1
Floor
Brick: 1
Ceramic Tile: 1
Wood: 1
Fuel
Electric: 1
Nat Gas: 1
Garage
None: 1
Heat/Cool/Vent
Ductless Wall Unit A/C System: 1
Energy Star Rated Heat Pump: 1
Steam: 1
Hot Water
Nat Gas: 1
Interior Amenities
Backup Generator: 1
Bay/Bow Window: 1
Cable Available: 1
Cedar Closet(s): 1
Fireplace (s): 1
Granite Counter: 1
Hot Tub: 1
Inlaw/Guest Qtrs: 1
Marble Counter: 1
Radon Mitigation System: 1
Sun Room: 1
Walk-In Closet(s): 1
Internet Service
Cable Available: 1
Land Use
Horses Allowed: 1
Lead Paint
Unk: 1
Lot Description
Adj to Protected Ld: 1
Paved Drive: 1
Wooded: 1
Water Features
River: 1
River Access: 1
River View: 1
Title V
Not Applicable: 1
Underground Oil Tank
No: 1
Water
Public: 1
Right to Farm Comm
Yes: 1
Sewer
Public: 1
Building Info
Exterior Color: White
Fuel Usage/Yr: gas $7750/elec $7600
Wood Fireplace #: 7
Easement
Unk: 1
Survey
Unk: 1
Right of Way
Unk: 1
Accessibility
1st Fl Bdrm: 1
1st Flr Full Bath: 1
Electric Type
200 Amp: 1
Energy Features
Remote Thermostat: 1
Views
Distant: 1
Hill/Mountain: 1
Scenic: 1
Seasonal: 1
Water: 1
Construction
Masonry: 1
Wood Frame: 1
Roof
Membrane: 1
Asphalt Shingles: 1
Style
Colonial: 1
Zoning
Residential: 1
Seller Disc
No: 1
Exterior Siding
Aluminum: 1
Possession
Close Of Escrow: 1
Status Change Info
Status Change Date: 2026-08-03
Property Features
Accessory Dwelling Unit Information: ADU Living Room
Restrict Covenants: No
Title V: Not Applicable
Underground Oil Tank: No
Water: Public
Sewer: Public
Easement: Unk
Survey: Unk
Right of Way: Unk
Right to Farm Comm: Yes
Flood Hazard Area: No
Views: Distant; Hill/Mountain; Scenic; Seasonal; Water
Water Features: River; River Access; River View
Lot Description: Adj to Protected Ld; Paved Drive; Wooded
Land Use: Horses Allowed
Electric Type: 200 Amp
Style: Colonial
Interior Amenities: Backup Generator; Bay/Bow Window; Cable Available; Cedar Closet(s); Fireplace (s); Granite Counter; Hot Tub; Inlaw/Guest Qtrs; Marble Counter; Radon Mitigation System; Sun Room; Walk-In Closet(s)
Internet Service: Cable Available
Accessibility: 1st Fl Bdrm; 1st Flr Full Bath
Exterior Amenities: Fenced-Partially; Landscaped; Lighting; Patio; Pool - In Ground; Porch; Privacy; Tennis Court(s); Trash Public; Curbside Recycling; Deciduous Shade Trees; Mature Landscaping
Appliances Incl: Refrigerator; Trash Compactor; Energy Star Rated Dishwasher; Energy Star Rated Dryer; Energy Star Rated Stove/Oven; Energy Star Rated Washer
Energy Features: Remote Thermostat
Construction: Masonry; Wood Frame
Exterior Siding: Aluminum
Roof: Asphalt Shingles; Membrane
Basement: Bulk head; Concrete Floor; Finished-Partially; Radon Remed Sys; Unfinished
Floor: Brick; Ceramic Tile; Wood
Garage: None
Fuel: Electric; Nat Gas
Hot Water: Nat Gas
Lead Paint: Unk
Zoning: Residential
Seller Disc: No
Possession: Close Of Escrow
Supplements
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.
Deed 
Listing Office: KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
Listing Agent: Brenda Anne Durant
Last Updated: September - 01 - 2026
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