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

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
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.

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