27 Hemlock Hill Rd, Great Barrington, MA 01230

New Listing
$3,995,000
Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 5,683 Lot Size (sq. ft.): 220,849 Status: Active
Current Price: $3,995,000 List Date: 5/05/2026 Last Modified: 5/05/2026

Description

Beautifully sited to capture light and long-range views, this architect-designed residence offers timeless elegance within a serene natural setting. Bright, sophisticated interiors open seamlessly to a screened porch and stone terraces overlooking the pool and manicured grounds. Generous proportions and refined architectural details define the living spaces, complemented by a beautifully reimagined library/office, dining, living media/den and kitchen. First-floor primary suite serves as a private retreat, while additional en-suite bedrooms provide comfort and discretion for guests. An upper-level loft (w/ elevator)offers space for gym, studio, or media. A rare offering of privacy, design, and distinction in the Berkshires.

More Information MLS# 249407

Contract Information

Accessory Dwelling Unit: No Original List Price: 3995000 Limited Service: No Agent Interest: None Current Price: $3,995,000 Status: Active List Date: 2026-05-05 List Price: $3,995,000

Location, Tax & Legal

Assess Amt: 2827000 Elem School: Muddy Brook Reg. Middle School: W.E.B. DuBois Middle School High School: Monument Mountain Assessed Year: 2025 Taxes: 38984 Tax Year: 2025 Page: 263 Registry: South Registry Street #: 27 Street Name: Hemlock Hill Street Ext: Rd State/Province: MA Postal Code: 01230 Map Ref: GREA M:032.A B:0061 L:0051.0

General Property Description

Surveillance: Yes Realtor.COM Type: Residential - Single Family Total Bathrooms: 5 Parking Spaces Type: Garaged & Off-Street Sq Ft Source: Other Total Rooms: 10 Total Bedrooms: 4 Garage Stalls: 2 Year Built Source: Assessor Yr Blt Description: Actual Lot Size Dimensions: 220849 Lot Size SqFt: 220849 Sq Ft Liv Apx: 5683 Total Full Baths: 4 Total Half Baths: 1 Year Built Apx: 2006 Acres Apx: 5.07

Remarks & Misc

Directions: Rt. 41 (North PlainRd) take Hemlock Hill rd #27 Marketing/Headline: ''Private Yet Minutes to Downtown Great Barrington''

Restrict Covenants

No: 1

Appliances Incl

Cooktop: 1 Dishwasher: 1 Dryer: 1 Freezer: 1 Microwave: 1 Range: 1 Range Hood: 1 Refrigerator: 1 Washer: 1

Basement

Concrete Floor: 1 Interior Access: 1 Radon Remed Sys: 1 Unfinished: 1

Exterior Amenities

Fenced Yard: 1 Landscaped: 1 Lighting: 1 Outbuilding: 1 Patio: 1 Pool - In Ground: 1 Privacy: 1 Trash Private: 1 Deciduous Shade Trees: 1 Mature Landscaping: 1

Flood Hazard Area

Unk: 1

Floor

Ceramic Tile: 1 Marble: 1 Wood: 1

Fuel

Oil: 1

Garage

Attached: 1 Auto Opener: 1

Green Energy Efficient

Doors: 1 Windows: 1

Heat/Cool/Vent

Boiler: 1 Central AC: 1 Forced Air: 1 Multizone: 1

Hot Water

Oil: 1

Interior Amenities

Backup Generator: 1 Cable Available: 1 Cathedral Ceilings: 1 Central Vacuum: 1 Granite Counter: 1 Interior Balcony: 1 Jet Tub: 1 Marble Counter: 1 Radon Mitigation System: 1 Vaulted Ceilings: 1 Walk-In Closet(s): 1

Internet Service

Cable Available: 1

Lead Paint

N/A, built 1978 or later: 1

Title V

Unk: 1

Underground Oil Tank

No: 1

Water

Well: 1

Right to Farm Comm

Yes: 1

Well Detail

Drilled: 1

Sewer

Private: 1

Building Info

Exterior Color: Gray

Easement

Unk: 1

Survey

Unk: 1

Right of Way

Unk: 1

Accessibility

1st Fl Bdrm: 1 1st Flr Full Bath: 1 Elevator: 1

Electric Type

200 Amp: 1

Views

Distant: 1 Hill/Mountain: 1 Scenic: 1 Seasonal: 1

Construction

Concrete: 1 Masonry: 1 Wood Frame: 1

Roof

Asphalt Shingles: 1

Style

Contemporary: 1

Zoning

Residential: 1

Insulation

Fiberglass: 1

Seller Disc

No: 1

Exterior Siding

Clapboard: 1 Masonry: 1

Possession

Close Of Escrow: 1

Status Change Info

Status Change Date: 2026-05-05

Property Features

Restrict Covenants: No Title V: Unk Underground Oil Tank: No Water: Well Well Detail: Drilled Sewer: Private Easement: Unk Survey: Unk Right of Way: Unk Right to Farm Comm: Yes Flood Hazard Area: Unk Views: Distant; Hill/Mountain; Scenic; Seasonal Electric Type: 200 Amp Style: Contemporary Interior Amenities: Backup Generator; Cable Available; Cathedral Ceilings; Central Vacuum; Granite Counter; Interior Balcony; Jet Tub; Marble Counter; Radon Mitigation System; Vaulted Ceilings; Walk-In Closet(s) Internet Service: Cable Available Accessibility: 1st Fl Bdrm; 1st Flr Full Bath; Elevator Exterior Amenities: Fenced Yard; Landscaped; Lighting; Outbuilding; Patio; Pool - In Ground; Privacy; Trash Private; Deciduous Shade Trees; Mature Landscaping Appliances Incl: Cooktop; Dishwasher; Dryer; Freezer; Microwave; Range; Range Hood; Refrigerator; Washer Green Energy Efficient: Doors; Windows Construction: Concrete; Masonry; Wood Frame Exterior Siding: Clapboard; Masonry Roof: Asphalt Shingles Basement: Concrete Floor; Interior Access; Radon Remed Sys; Unfinished Floor: Ceramic Tile; Marble; Wood Garage: Attached; Auto Opener Fuel: Oil Hot Water: Oil Insulation: Fiberglass Lead Paint: N/A, built 1978 or later Zoning: Residential Seller Disc: No Possession: Close Of Escrow

Room Information

Foyer Level: First Living Room Level: First Library Level: First Den Level: First Kitchen Level: First Primary Bedroom Level: First Primary Bathroom Level: First Bedroom 2 Level: First Full Bathroom Level: First Half Bathroom Level: First Dining Room Level: First Laundry Level: First Bedroom 3 Level: Second Full Bathroom Level: Second Loft Level: Second Bedroom 4 Level: Second Full Bathroom Level: Second Bedroom Level: Second
Listing Office: WILLIAM RAVEIS - BERKSHIRE
Listing Agent: Claire Naylor Pollart
Last Updated: May - 05 - 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.

Start a Free Trial

WE HAVE YOUR BACK(UP)!