5 Deer Hill Rd, West Stockbridge, MA 01266 (MLS# 250459)

Berkshire & Columbia County Real Estate Agency

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5 Deer Hill Rd, West Stockbridge, MA 01266

$4,975,000

Property Type: Residential Bedrooms: 3 Baths: 4 Square Footage: 4,359 Lot Size (sq. ft.): 467,399 Status: Active

Current Price: $4,975,000 List Date: 8/06/2026 Last Modified: 8/19/2026

Overview

Description

Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace below. Guided by museum-quality principles, long stretches of UV-protected wall space give way to precisely framed vistas. Board-formed concrete walls mitigate winter winds, while the exterior is clad in enduring, low-maintenance Vermont slate. Embracing sustainable luxury, the three-bedroom, two-study home features triple-glazed windows, super-insulated envelopes, and geothermal climate control.

Listing Details MLS# 250459

Location, Tax & Legal

Registry: South Registry
Street #: 5
Street Name: Deer Hill
Street Ext: Rd
State/Province: MA
Postal Code: 01266
Map Ref: WSTO M:401 B:00000 L:0141
Elem School: Muddy Brook Reg.
Middle School: W.E.B. Du Bois Reg.
High School: Monument Mountain
Assessed Year: 2025
Taxes: 14043
Tax Year: 2025
Page: 273

Contract Information

Accessory Dwelling Unit: No
Original List Price: 4975000
Limited Service: No
Agent Interest: None

General Property Description

Realtor.COM Type: Residential - Single Family
Sq Ft Liv Apx: 4359
Sq Ft Source: Assessor
Total Rooms: 7
Total Bedrooms: 3
Total Full Baths: 3
Total Half Baths: Yes
Total Bathrooms: 4
Garage Stalls: 2
Parking Spaces Type: Garaged & Off-Street
Surveillance: Yes
Year Built Apx: 2009
Year Built Source: Assessor
Lot Size Dimensions: 467399
Acres Apx: 10.73
Lot Size SqFt: 467399

Status Change Info

Status Change Date: 2026-08-06

Building Info

Exterior Color: Gray
Gas Fireplace #: Yes

Remarks & Misc

Additional Disclosures: Excluded Dining Fixture Powder room Fixture Three Pardo fixtures
Directions: From the center of West Stockbridge make a right on Lenox Road and Deer Hill is up on the right hand side make a right and the house is on the left

More Information

Restrict Covenants

No: Yes

Appliances Incl

Built-In Electric Oven: Yes
Cooktop: Yes
Dishwasher: Yes
Dryer: Yes
Microwave: Yes
Refrigerator: Yes
Washer: Yes

Basement

Finished-Partially: Yes

Exterior Amenities

Outbuilding: Yes
Patio: Yes

Flood Hazard Area

No: Yes

Floor

Wood: Yes
Concrete: Yes

Fuel

Electric: Yes
Propane: Yes

Garage

Attached: Yes
Auto Opener: Yes
Insulated: Yes
Oversized: Yes

Heat/Cool/Vent

Central AC: Yes
Forced Air: Yes
Geothermal Heat Pump: Yes
Heat Pump: Yes

Hot Water

Propane: Yes

Interior Amenities

Alarm System: Yes
Backup Generator: Yes
Cable Available: Yes
Cathedral Ceilings: Yes
Fireplace (s): Yes
Skylight(s): Yes

Lead Paint

N/A, built 1978 or later: Yes

Title V

Unk: Yes

Underground Oil Tank

No: Yes

Water

Well: Yes

Right to Farm Comm

Yes: Yes

Sewer

Private: Yes

Easement

No: Yes

Survey

No: Yes

Right of Way

No: Yes

Accessibility

1st Flr Bdrm w/Bath: Yes
1st Flr Half Bath: Yes

Electric Type

400 Amp: Yes

Energy Features

Insulated Windows: Yes

Views

Distant: Yes
Hill/Mountain: Yes
Scenic: Yes
Seasonal: Yes

Construction

Concrete: Yes

Roof

Membrane: Yes

Style

Contemporary: Yes

Zoning

Residential: Yes

Seller Disc

No: Yes

Exterior Siding

Other: Yes

Possession

Close Of Escrow: Yes

Property Features

Restrict Covenants: No Title V: Unk Underground Oil Tank: No Water: Well Sewer: Private Easement: No Survey: No Right of Way: No Right to Farm Comm: Yes Flood Hazard Area: No Views: Distant; Hill/Mountain; Scenic; Seasonal Electric Type: 400 Amp Style: Contemporary Interior Amenities: Alarm System; Backup Generator; Cable Available; Cathedral Ceilings; Fireplace (s); Skylight(s) Accessibility: 1st Flr Bdrm w/Bath; 1st Flr Half Bath Exterior Amenities: Outbuilding; Patio Appliances Incl: Built-In Electric Oven; Cooktop; Dishwasher; Dryer; Microwave; Refrigerator; Washer Energy Features: Insulated Windows Construction: Concrete Exterior Siding: Other Roof: Membrane Basement: Finished-Partially Floor: Concrete; Wood Garage: Attached; Auto Opener; Insulated; Oversized Fuel: Electric; Propane Hot Water: Propane Lead Paint: N/A, built 1978 or later Zoning: Residential Seller Disc: No Possession: Close Of Escrow

Documents

MA Home Inspection Disclosure ›

Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Listing Agent: Leslie G Chesloff

Last Updated: August - 19 - 2026

Information from the Berkshire County Board of Realtors, Inc. or it's Multiple Listing Service. Site contains live data. Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors® and in copyrights therein, hall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of theBerkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.

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