27 Hemlock Hill Rd, Great Barrington, MA 01230 (MLS# 249407)

Berkshire & Columbia County Real Estate Agency

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27 Hemlock Hill Rd, Great Barrington, MA 01230

$3,995,000

27 Hemlock Hill Road, Great Barrington (

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: 8/18/2026

Overview

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.

Listing Details MLS# 249407

Location, Tax & Legal

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
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

Contract Information

Accessory Dwelling Unit: No
Original List Price: 3995000
Limited Service: No
Agent Interest: None

General Property Description

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

Status Change Info

Status Change Date: 2026-05-05

Building Info

Exterior Color: Gray

Remarks & Misc

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

More Information

Restrict Covenants

No: Yes

Appliances Incl

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

Basement

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

Exterior Amenities

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

Flood Hazard Area

Unk: Yes

Floor

Ceramic Tile: Yes
Marble: Yes
Wood: Yes

Fuel

Oil: Yes

Garage

Attached: Yes
Auto Opener: Yes

Green Energy Efficient

Doors: Yes
Windows: Yes

Heat/Cool/Vent

Boiler: Yes
Central AC: Yes
Forced Air: Yes
Multizone: Yes

Hot Water

Oil: Yes

Interior Amenities

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

Internet Service

Cable Available: 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

Well Detail

Drilled: Yes

Sewer

Private: Yes

Easement

Unk: Yes

Survey

Unk: Yes

Right of Way

Unk: Yes

Accessibility

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

Electric Type

200 Amp: Yes

Views

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

Construction

Concrete: Yes
Masonry: Yes
Wood Frame: Yes

Roof

Asphalt Shingles: Yes

Style

Contemporary: Yes

Zoning

Residential: Yes

Insulation

Fiberglass: Yes

Seller Disc

No: Yes

Exterior Siding

Clapboard: Yes
Masonry: Yes

Possession

Close Of Escrow: Yes

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

Room Name	Level
Foyer	First
Living Room	First
Library	First
Den	First
Kitchen	First
Primary Bedroom	First
Primary Bathroom	First
Bedroom 2	First
Full Bathroom	First
Half Bathroom	First
Dining Room	First
Laundry	First
Bedroom 3	Second
Full Bathroom	Second
Loft	Second
Bedroom 4	Second
Full Bathroom	Second
Bedroom	Second

Documents

MA Home Inspection Disclosure ›

Parcel Map ›

Listing Office: WILLIAM RAVEIS - BERKSHIRE

Listing Agent: Claire Naylor Pollart

Last Updated: August - 18 - 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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