$3,995,000
27 Hemlock Hill Rd
Great Barrington, MA 01230
MLS# 249407
4 beds  |  5 baths  |  5683 sqft
Exterior back
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Exterior back Exterior back Exterior Exterior back Pool Exterior front Front Entry Foyer Foyer Living room Living room Powder Room Living room Living room Living room Hall to Den Den Den Kitchen Kitchen Kitchen Kitchen Kitchen Kitchen Breakfast Area Screened porch Screened Porch Laurndry Dining Room Dining Room Dining room Library/Office Library/Office Library/Office Primary bedroom Primary bedroom Primary bedroom Primary Closet Primary Closet primary bath primary bath primary bath primary bath primary bath Guest bedroom #2 Guest Bedroom #2 Guest bedroom #2 Guest bath Guest bath Stairway loft space loft space Balcony view Balcony view Bedroom #3 Bedroom #3 Bedroom #3 Bathroom Bathroom Nursery Nursery Bedroom #4 Bedroom #4 Bedroom #4 bathroom Exterior front Exterior front Exterior front Exterior front Pool Exterior front Exterior front Exterior front Exterior front aerial aerial aerial aerial aerial

Property 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.

Details
Maps
Documents
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
Room Name Level
FoyerFirst
Living RoomFirst
LibraryFirst
DenFirst
KitchenFirst
Primary BedroomFirst
Primary BathroomFirst
Bedroom 2First
Full BathroomFirst
Half BathroomFirst
Dining RoomFirst
LaundryFirst
Bedroom 3Second
Full BathroomSecond
LoftSecond
Bedroom 4Second
Full BathroomSecond
BedroomSecond
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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