5 bedroom homes for sale in Berkshire County, MA

view of front facade with a chimney and fence

exterior space featuring a residential view and fence

New - 5 hours on Rocket

$3,205 Closing Credit¹

$269,900

5 beds • 2 baths • 2,099 sqft

45 Danforth Ave, Pittsfield MA 01201

#245587, Kyle Crocker, Listing Office: eXp REALTY

single story home featuring an attached garage

entrance foyer with light wood-type flooring, a baseboard radiator, visible vents, and crown molding

dining area featuring baseboards, visible vents, wood finished floors, and ornamental molding

New - 16 hours on Rocket

$6,649 Closing Credit¹

$559,900

5 beds • 3 baths • 3,608 sqft

170 Pine Cone Ln, Hinsdale MA 01235

#245583, Douglas Collins, Listing Office: LAMACCHIA REALTY, INC

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american foursquare style home featuring a porch

view of front of home featuring covered porch

snow covered rear of property with a garage, a porch, a chimney, and an outdoor structure

New - 1 day on Rocket

$4,453 Closing Credit¹

$375,000

5 beds • 2 baths • 2,160 sqft

57 Mckinley Ter, Pittsfield MA 01201

#245579, Christian Garner, Listing Office: NOCHER REALTY

$3,295,000

5 beds • 4.5 baths • 5,238 sqft

56 Crooked Hill Rd, Alford MA 01230

#245476, Elle Villetto, Listing Office: WILLIAM PITT SOTHEBYS - LENOX, WILLIAM PITT SOTHEBYS - GT BARRINGTON

view of front facade with a porch and a garage

view of front of home featuring a front yard and a porch

$7,539 Closing Credit¹

$634,900

5 beds • 2.5 baths • 2,572 sqft

46 Glory Dr, Pittsfield MA 01201

#245467, Pamela Roberts, Listing Office: ROBERTS & ASSOC. REALTY, INC

view of front of house with covered porch

$3,729 Closing Credit¹

$314,000

5 beds • 2 baths • 2,400 sqft

121 Depot St, Cheshire MA 01225

#245407, Jessica L. Rizzo, Listing Office: LAMACCHIA REALTY, INC

$1,839 Closing Credit¹

$154,900

5 beds • 3 baths • 3,032 sqft

126-128 E Quincy St, North Adams MA 01247

#73327067, Diane Kendrick, Listing Office: Coldwell Banker Realty - Western MA

Room to negotiate?

Median Sold Price

$325.3K

Avg. Sale Time

98 Days

Based on our January 2025 Market Report.

ranch-style house with a garage and a front lawn

entrance to property featuring a yard and covered porch

$10,000 Closing Credit¹

$885,000

5 beds • 2.5 baths • 2,500 sqft

4 Highland Dr, Great Barrington MA 01230

#245384, Samantha A. Homeyer, Listing Office: BIRCH PROPERTIES

kitchen with radiator heating unit, sink, stainless steel appliances, pendant lighting, and gray cabinets

bathroom with vanity, a baseboard radiator, and hardwood / wood-style flooring

$3,859 Closing Credit¹

$325,000

5 beds • 2 baths • 1,848 sqft

50 Hungerford St, Pittsfield MA 01201

#245359, John Segalla, Listing Office: HOUSATONIC REAL ESTATE

view of front of property featuring a mountain view and a front yard

view of front of house with a front lawn

foyer entrance with wood-type flooring, a towering ceiling, and a notable chandelier

$7,113 Closing Credit¹

$599,000

5 beds • 3.5 baths • 3,307 sqft

867 Notch Rd, Cheshire MA 01225

#245025, Marnie Garzone, Listing Office: THE KINDERHOOK GROUP - PITTSFIELD

view of front of home featuring a front lawn

3D tour

$4,200,000

5 beds • 6.5 baths • 6,915 sqft

662 Brewer Hill Rd, New Marlborough MA 01244

#244862, Claire Naylor Pollart, Listing Office: LANCE VERMEULEN RE, INC

unfurnished room featuring hardwood / wood-style floors and baseboard heating

empty room with a baseboard heating unit and wood-type flooring

$1,839 Closing Credit¹

$154,900

5 beds • 3 baths • 3,032 sqft

126-128 E Quincy St, North Adams MA 01247

#245513, Diane Kendrick, Listing Office: COLDWELL BANKER REALTY WESTFIELD

view of front of property with a balcony

rear view of property with a lawn and a fenced in pool

$9,950,000

5 beds • 7.5 baths • 9,339 sqft

7 Prospect Hill Rd, Stockbridge MA 01262

#239285, Patrice C. Melluzzo, Listing Office: WILLIAM PITT SOTHEBYS - GT BARRINGTON

$10,000 Closing Credit¹

$1,975,000

5 beds • 4.5 baths • 6,000 sqft

248 E Rd, Alford MA 01266

#244386, Maureen White-Kirkby, Listing Office: BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$3,495,000

5 beds • 7 baths • 6,000 sqft

84A Undermountain Rd, Egremont MA 01230

#243342, Mary Jane White, Listing Office: COHEN & WHITE ASSOCIATES

view of front of home with covered porch and a front lawn

doorway featuring light hardwood / wood-style floors and ornamental molding

$10,000 Closing Credit¹

$1,785,000

5 beds • 4.5 baths • 4,632 sqft

206 Hillsdale Rd, Egremont MA 01258

#243247, Martha Piper, Listing Office: WILLIAM PITT SOTHEBYS - GT BARRINGTON

view of front of house featuring a front yard

cape cod home with covered porch and a front lawn

$3,495,000

5 beds • 6 baths • 5,667 sqft

32 Oxbow Rd, Egremont MA 01230

#243930, Molly Thomas, Listing Office: Compass Massachusetts, LLC

view of front of home with a garage, covered porch, and a front lawn

$8,657 Closing Credit¹

$729,000

5 beds • 3 baths • 4,275 sqft

6 Lori Ct, Pittsfield MA 01201

#244852, Molly Thomas, Listing Office: Compass Massachusetts, LLC

view of property exterior featuring a yard

$2,975,000

5 beds • 3.5 baths • 6,254 sqft

84B Undermountain Rd, Egremont MA 01258

#239959, Antonio M Segalla, Listing Office: LANCE VERMEULEN RE, INC

birds eye view of property with a water and mountain view

$10,000 Closing Credit¹

$1,995,000

5 beds • 2 baths • 12,225 sqft

350 Old Cheshire Rd, Lanesborough MA 01224

#244644, Lisa Bouchard Hoe, Listing Office: THE KINDERHOOK GROUP - PITTSFIELD

view of front of property featuring a front yard and solar panels

view of home's exterior featuring a lawn

$5,938 Closing Credit¹

$500,000

5 beds • 2.5 baths • 3,696 sqft

321 High St, Dalton MA 01226

#244929, Michele M Purcell, Listing Office: LAMACCHIA REALTY, INC

dining space with french doors, beam ceiling, high vaulted ceiling, and light hardwood / wood-style flooring

kitchen featuring white cabinetry, stainless steel appliances, a center island, and hanging light fixtures

$10,000 Closing Credit¹

$1,695,000

5 beds • 4 baths • 4,200 sqft

4 Thrushwood Ln, Great Barrington MA 01230

#245185, Maureen White-Kirkby, Listing Office: BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

empty room with dark hardwood / wood-style flooring, a drop ceiling, and wooden walls

$4,274 Closing Credit¹

$359,900

5 beds • 4 baths • 2,488 sqft

82-84 Lyman St, Pittsfield MA 01201

#73324043, Maria Liccardi, Listing Office: Lamacchia Realty, Inc.

view of front of home featuring solar panels and a front lawn

view of front of house featuring solar panels

$5,938 Closing Credit¹

$500,000

5 beds • 3 baths • 3,696 sqft

321 High St, Dalton MA 01226

#73307266, Michele Purcell, Listing Office: Lamacchia Realty, Inc.

view of front of home featuring a front yard

$5,343 Closing Credit¹

$449,900

5 beds • 2 baths • 2,260 sqft

96 New Hartford Rd, Sandisfield MA 01255

#73303476, Jacqueline Harrington, Listing Office: Lamacchia Realty, Inc.

20 Spadina Pkwy, Pittsfield MA, 01201, 5 bedrooms, 4 baths house for sale

Listing photo 2 for 20 Spadina Pkwy, Pittsfield MA 01201

Listing photo 3 for 20 Spadina Pkwy, Pittsfield MA 01201

$9,488 Closing Credit¹

$799,000

5 beds • 4 baths • 4,170 sqft

20 Spadina Pkwy, Pittsfield MA 01201

#244779, Thom Garvey, Listing Office: WILLIAM PITT SOTHEBYS - LENOX

view of front facade with a front lawn and solar panels

view of front of house with a garage, a front lawn, and solar panels

$7,469 Closing Credit¹

$629,000

5 beds • 3 baths • 3,696 sqft

321 High, Dalton MA 01226

#73296172, Michele Purcell, Listing Office: Real Broker MA, LLC

$2,791 Closing Credit¹

$235,000

5 beds • 2 baths • 2,244 sqft

54 Marietta, North Adams MA 01427

#73247382, Raul Portorreal, Listing Office: International Real-Estate Investment Group

Berkshire County, MA Real Estate Market Overview

Browse 28 5 bedroom homes for sale in Berkshire County, MA. View properties, photos, nearby real estate with school and housing market information. The inventory of homes for sale in Berkshire County, MA between December 2024 and January 2025 decreased by 11%. The median list price of listings available in January 2025 was $325,388, while the average time on the real estate market was 98 days. Over 32 listings were sold over their listed price in January 2025 in Berkshire County, MA. In the same period over 56 listings were sold below the listed price and 20 listings were sold for the listed price.

From Rocket Homes Real Estate and based on county public records data

Schools near Berkshire County, MA

Elementary Schools

Lanesborough Elementary School
188 Summer St
Public District PK-6
Muddy Brook Regional Elementary School
318 Monument Valley Rd
Public District PK-4
Berlin Elementary School
53 School St
Public District PK-5

Middle Schools

Theodore Herberg Middle School
501 Pomeroy Ave
Public District 6-8
Monument Valley Regional Middle School
313 Monument Valley Rd
Public District 5-8
Clarksburg Elementary School
777 W Cross Rd
Public District KG-8

High Schools

Lenox Memorial High School
197 East St
Public District 6-12
Lee Middle/High School
300 Greylock St
Public District 7-12
Charles Mccann Vocational Technical
70 Hodges Xrd
Public District 9-12

Data provided by Great Schools

5 bedroom homes for sale in Berkshire County, MA

Berkshire County, MA Real Estate Market Overview

What is it like to live in Berkshire County, MA

Overview

Schools near Berkshire County, MA

Housing market reports in Berkshire County

Homes for sale near Berkshire County, MA

Top real estate cities in Massachusetts