Recently Sold Cheshire, MA Homes

/13
$150,350 Sold Mar 27, 2026

115 Main St, Cheshire, MA 01225
- 3 Beds
- 1 Bath
- 1,335 Sq Ft
- Built 1850
Last Sold Summary
- 1% Below List Price
- $113/SF
- 19 Days On Market
Current Estimated Value $190,029

Last Listing Agent john oliveri Property Works New England

115 Main St, Cheshire, MA 01225
Explore Cheshire
/45
$420,000 Sold May 05, 2025

612 Notch Rd, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 2,352 Sq Ft
- Built 1987
Last Sold Summary
- 5% Below List Price
- $179/SF
- 51 Days On Market
Current Estimated Value $438,841

Last Listing Agent Jennifer Maxwell LAMACCHIA REALTY, INC

612 Notch Rd, Cheshire, MA 01225
/14
$82,000 Sold May 29, 2025

10 3rd Ave, Cheshire, MA 01225
- 3 Beds
- 1 Bath
- 924 Sq Ft
- Built 1995
Last Sold Summary
- 3% Below List Price
- $89/SF
- 5 Days On Market
Last Listing Agent Jesse Dimitropolis RE/MAX COMPASS

10 3rd Ave, Cheshire, MA 01225
/47
$260,000 Sold Jun 02, 2025

27 Church St, Cheshire, MA 01225
- 4 Beds
- 2 Baths
- 1,531 Sq Ft
- Built 1850
Last Sold Summary
- 15% Below List Price
- $170/SF
- 73 Days On Market
Current Estimated Value $275,701

Last Listing Agent Colleen Zajac MONARCH REALTY, INC.

27 Church St, Cheshire, MA 01225
/20
$61,525 Sold Jan 06, 2026

16 2nd Ave, Cheshire, MA 01225
- 2 Beds
- 1 Bath
- 780 Sq Ft
Last Sold Summary
- 23% Below List Price
- $79/SF
- 75 Days On Market
Last Listing Agent THE KAHN TEAM BISHOP WEST REAL ESTATE

16 2nd Ave, Cheshire, MA 01225
/49
$149,900 Sold Mar 16, 2026

108 Church St, Cheshire, MA 01225
- 4 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 1850
Last Sold Summary
- 6% Below List Price
- $81/SF
- 35 Days On Market
Current Estimated Value $183,351

Last Listing Agent Nadine Hiser KEY REALTY

108 Church St, Cheshire, MA 01225
/50
$535,000 Sold Feb 24, 2026

132 Outlook Ave, Cheshire, MA 01225
- 3 Beds
- 2.5 Baths
- 2,134 Sq Ft
- Built 1987
Last Sold Summary
- 3% Below List Price
- $251/SF
- 71 Days On Market
Current Estimated Value $533,884

Last Listing Agent Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

132 Outlook Ave, Cheshire, MA 01225
/18
$230,000 Sold Aug 11, 2025

901 S State Rd, Cheshire, MA 01225
- 4 Beds
- 1 Bath
- 1,690 Sq Ft
- Built 1920
Last Sold Summary
- $136/SF
- 7 Days On Market
Current Estimated Value $255,602

Last Listing Agent Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

901 S State Rd, Cheshire, MA 01225
/79
$810,000 Sold Oct 08, 2025

611 N State Rd, Cheshire, MA 01225
- 3 Beds
- 3.5 Baths
- 4,500 Sq Ft
- Built 1989
Last Sold Summary
- 4% Above List Price
- $180/SF
- 5 Days On Market
Current Estimated Value $813,233

Last Listing Agent Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

611 N State Rd, Cheshire, MA 01225
/28
$385,963 Sold May 05, 2025

187 Wells Rd, Cheshire, MA 01225
- 3 Beds
- 1.5 Baths
- 1,624 Sq Ft
- Built 1947
Last Sold Summary
- 3% Above List Price
- $238/SF
- 36 Days On Market
Current Estimated Value $385,121

Last Listing Agent Claire Shomphe BIRCH PROPERTIES

187 Wells Rd, Cheshire, MA 01225
/9
$80,000 Sold Jul 22, 2025

#16 Jenks Rd, Cheshire, MA 01225
- Land
- 10.01 Acres
- $7,992 per Acre
Last Sold Summary
- 27% Below List Price
- 29 Days On Market
Last Listing Agent Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

#16 Jenks Rd, Cheshire, MA 01225
/31
$304,000 Sold Oct 24, 2025

53 Wells Rd, Cheshire, MA 01225
- 2 Beds
- 1 Bath
- 1,237 Sq Ft
- Built 1950
Last Sold Summary
- 2% Above List Price
- $246/SF
- 5 Days On Market
Current Estimated Value $299,819

Last Listing Agent Laiken Rapisarda LAMACCHIA REALTY, INC

53 Wells Rd, Cheshire, MA 01225
/35
$515,000 Sold Sep 19, 2025

86 Sandmill Hill, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 1,822 Sq Ft
- Built 1973
Last Sold Summary
- 5% Above List Price
- $283/SF
- 3 Days On Market
Last Listing Agent Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

86 Sandmill Hill, Cheshire, MA 01225
/51
$518,000 Sold Aug 13, 2025

329 Lanesboro Rd, Cheshire, MA 01225
- 3 Beds
- 2.5 Baths
- 2,269 Sq Ft
- Built 1970
Last Sold Summary
- 4% Above List Price
- $228/SF
- 51 Days On Market
Current Estimated Value $516,809

Last Listing Agent Jason Nocher NOCHER REALTY

329 Lanesboro Rd, Cheshire, MA 01225
/46
$416,500 Sold Dec 08, 2025

136 Ingalls Rd, Cheshire, MA 01225
- 3 Beds
- 1.5 Baths
- 2,254 Sq Ft
- Built 1970
Last Sold Summary
- 5% Below List Price
- $185/SF
- 63 Days On Market
Current Estimated Value $419,610

Last Listing Agent Laiken Rapisarda LAMACCHIA REALTY, INC

136 Ingalls Rd, Cheshire, MA 01225
/35
$272,500 Sold Jul 24, 2025

44 Richmond St, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 1,984 Sq Ft
- Built 1920
Last Sold Summary
- 9% Below List Price
- $137/SF
- 277 Days On Market
Current Estimated Value $285,170

Last Listing Agent Mariah Worth LAMACCHIA REALTY, INC

44 Richmond St, Cheshire, MA 01225
/13
$142,000 Sold Jan 02, 2026

29 4th Ave, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 1,040 Sq Ft
- Built 2022
Last Sold Summary
- 4% Below List Price
- $137/SF
- 35 Days On Market
Last Listing Agent Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

29 4th Ave, Cheshire, MA 01225
/59
$515,000 Sold Aug 13, 2025

149 Wilshire Dr, Cheshire, MA 01225
- 4 Beds
- 3 Baths
- 4,302 Sq Ft
- Built 1984
Last Sold Summary
- 3% Below List Price
- $120/SF
- 53 Days On Market
Current Estimated Value $502,207

Last Listing Agent Cory Evangelisto NOCHER REALTY

149 Wilshire Dr, Cheshire, MA 01225
/18
$420,000 Sold Jul 22, 2025

632 N State Rd, Cheshire, MA 01225
- 4 Beds
- 2 Baths
- 2,100 Sq Ft
- Built 1978
Last Sold Summary
- $200/SF
- 13 Days On Market
Current Estimated Value $403,466

Last Listing Agent James Gelinas GELINAS REAL ESTATE

632 N State Rd, Cheshire, MA 01225
/33
$175,000 Sold Jan 14, 2026

1416 Windsor Rd, Cheshire, MA 01225
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1955
Last Sold Summary
- 36% Below List Price
- $175/SF
- 8 Days On Market
Current Estimated Value $228,569

Last Listing Agent Barbara Osborne ASHMERE REALTY, INC.

1416 Windsor Rd, Cheshire, MA 01225
/33
$540,000 Sold Aug 28, 2025

805 Savoy Rd, Cheshire, MA 01225
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 1987
Last Sold Summary
- 1% Above List Price
- $245/SF
- 6 Days On Market
Current Estimated Value $554,241

Last Listing Agent Erik Pizani GREYLOCK REALTY, LLC.

805 Savoy Rd, Cheshire, MA 01225
/22
$360,000 Sold Mar 02, 2026

53 Depot St, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 1,756 Sq Ft
- Built 1850
Last Sold Summary
- 15% Below List Price
- $205/SF
- 111 Days On Market
Current Estimated Value $380,914

Last Listing Agent Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

53 Depot St, Cheshire, MA 01225
/39
$532,000 Sold Nov 14, 2025

230 Curran Rd, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 2,184 Sq Ft
- Built 2015
Last Sold Summary
- 3% Below List Price
- $244/SF
- 52 Days On Market
Current Estimated Value $534,058

Last Listing Agent Laiken Rapisarda LAMACCHIA REALTY, INC

230 Curran Rd, Cheshire, MA 01225
/10
$80,000 Sold Jul 21, 2025

16 Jenks Rd, Cheshire, MA 01225
- Land
- 10.01 Acres
- $7,992 per Acre
Last Sold Summary
- 27% Below List Price
- 35 Days On Market
Last Listing Agent Tracy Munger Kempf-Vanderburgh Realty Consultants, Inc.

16 Jenks Rd, Cheshire, MA 01225
/78
$522,000 Sold May 21, 2025

520 Stafford Hill Rd, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 1,940 Sq Ft
- Built 1985
Last Sold Summary
- 5% Below List Price
- $269/SF
- 45 Days On Market
Current Estimated Value $521,827

Last Listing Agent Dennis D'Arcangelo MONARCH REALTY, INC.

520 Stafford Hill Rd, Cheshire, MA 01225
/5
$110,000 Sold Feb 19, 2026

Lot 10E Stewart White Rd, Cheshire, MA 01225
- Land
- 1.38 Acres
- $79,860 per Acre
Last Sold Summary
- 8% Below List Price
- 27 Days On Market
Last Listing Agent Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

Lot 10E Stewart White Rd, Cheshire, MA 01225
/23
$257,000 Sold May 12, 2025

527 N State Rd, Cheshire, MA 01225
- 3 Beds
- 1 Bath
- 1,513 Sq Ft
- Built 1950
Last Sold Summary
- 1% Below List Price
- $170/SF
- 135 Days On Market
Current Estimated Value $277,615

Last Listing Agent Amanda Alexander 360BERKSHIRE REALTY GROUP

527 N State Rd, Cheshire, MA 01225
/22
$190,000 Sold Jun 16, 2025

114 E Main St, Cheshire, MA 01225
- 2 Beds
- 1 Bath
- 858 Sq Ft
- Built 1928
Last Sold Summary
- 11% Below List Price
- $221/SF
- 78 Days On Market
Current Estimated Value $190,640

Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

114 E Main St, Cheshire, MA 01225
/45
$294,000 Sold May 16, 2025

121 Depot St, Cheshire, MA 01225
- 5 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 1830
Last Sold Summary
- 11% Below List Price
- $122/SF
- 56 Days On Market
Current Estimated Value $310,632

Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

121 Depot St, Cheshire, MA 01225
/27
$232,000 Sold Aug 07, 2025

65 Daniels Terrace, Cheshire, MA 01225
- 3 Beds
- 1 Bath
- 1,040 Sq Ft
- Built 1955
Last Sold Summary
- 7% Below List Price
- $223/SF
- 3 Days On Market
Current Estimated Value $245,968

Last Listing Agent Pam Tworig BISHOP WEST REAL ESTATE

65 Daniels Terrace, Cheshire, MA 01225
/39
$430,000 Sold Nov 19, 2025

642 Notch Rd, Cheshire, MA 01225
- 3 Beds
- 1.5 Baths
- 1,799 Sq Ft
- Built 1830
Last Sold Summary
- 14% Below List Price
- $239/SF
- 23 Days On Market
Current Estimated Value $434,277

Last Listing Agent Cory Evangelisto NOCHER REALTY

642 Notch Rd, Cheshire, MA 01225
/44
$530,000 Sold Feb 09, 2026

573 Stafford Hill Rd, Cheshire, MA 01225
- 4 Beds
- 1.5 Baths
- 1,865 Sq Ft
- Built 1985
Last Sold Summary
- 2% Below List Price
- $284/SF
- 45 Days On Market
Current Estimated Value $522,556

Last Listing Agent Sara Bresett NOCHER REALTY

573 Stafford Hill Rd, Cheshire, MA 01225
/66
$675,000 Sold Jul 25, 2025

147 Brough Rd, Cheshire, MA 01225
- 3 Beds
- 2.5 Baths
- 3,240 Sq Ft
- Built 1968
Last Sold Summary
- 3% Below List Price
- $208/SF
- 19 Days On Market
Current Estimated Value $689,302

Last Listing Agent Janet Benoit MOCKINGBIRD REAL ESTATE

147 Brough Rd, Cheshire, MA 01225
/44
$274,450 Sold Jul 18, 2025

1400 Wells Rd, Cheshire, MA 01225
- 2 Beds
- 1 Bath
- 1,098 Sq Ft
- Built 1788
Last Sold Summary
- 2% Below List Price
- $250/SF
- 21 Days On Market
Current Estimated Value $282,672

Last Listing Agent Sara Bresett NOCHER REALTY

1400 Wells Rd, Cheshire, MA 01225
/40
$295,000 Sold Oct 24, 2025

74 South St, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 2,010 Sq Ft
- Built 1947
Last Sold Summary
- 6% Below List Price
- $147/SF
- 21 Days On Market
Current Estimated Value $301,935

Last Listing Agent Toni Marie Gage SIGNATURE ASSOCIATES

74 South St, Cheshire, MA 01225
/28
$235,000 Sold Sep 17, 2025

139-141 Main St, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 1,503 Sq Ft
- Built 1850
Last Sold Summary
- 2% Below List Price
- $156/SF
- 13 Days On Market
Last Listing Agent Michelle Picard NOCHER REALTY

139-141 Main St, Cheshire, MA 01225
/62
$500,000 Sold Aug 29, 2025

131 Wilshire Dr, Cheshire, MA 01225
- 4 Beds
- 4 Baths
- 3,814 Sq Ft
- Built 1976
Last Sold Summary
- 9% Below List Price
- $131/SF
- 49 Days On Market
Current Estimated Value $519,505

Last Listing Agent Jessie Downer LAMACCHIA REALTY, INC

131 Wilshire Dr, Cheshire, MA 01225
/36
$302,000 Sold Dec 12, 2025

83 Devonshire Dr, Cheshire, MA 01225
- 3 Beds
- 2 Baths
- 1,584 Sq Ft
- Built 1974
Last Sold Summary
- 8% Below List Price
- $191/SF
- 44 Days On Market
Current Estimated Value $309,848

Last Listing Agent Jim Thurston LAMACCHIA REALTY, INC

83 Devonshire Dr, Cheshire, MA 01225
/58
$790,000 Sold Feb 09, 2026

20 Pleasant View Dr, Cheshire, MA 01225
- 4 Beds
- 2.5 Baths
- 2,438 Sq Ft
- Built 1988
Last Sold Summary
- 10% Below List Price
- $324/SF
- 139 Days On Market
Current Estimated Value $784,104

Last Listing Agent Sean Taylor MORESI REAL ESTATE PARTNERS

20 Pleasant View Dr, Cheshire, MA 01225
/21
$64,000 Sold Jul 14, 2025

22 2nd Ave, Cheshire, MA 01225
- 2 Beds
- 1 Bath
- 768 Sq Ft
Last Sold Summary
- 7% Below List Price
- $83/SF
- 8 Days On Market
Last Listing Agent Jim Thurston LAMACCHIA REALTY, INC

22 2nd Ave, Cheshire, MA 01225

Showing Results 1 - 40, Page 1 of 2

Massachusetts Berkshire County Cheshire

Frequently Asked Questions

What is the average home price in Cheshire, MA?

Homes for sale in Cheshire, MA have an average home price of $423,751.

What is the average time to sell a house in Cheshire, MA?

The houses for sale in Cheshire, MA spend an average of 46 days on the market.

What is the number of active homes for sale in Cheshire, MA?

There are 4 active homes for sale in Cheshire, MA.

How many homes have sold over the last 12 months in Cheshire, MA?

37 homes have sold in Cheshire, MA over the last 12 months.

Home Trends in Cheshire, MA

On average, homes in Cheshire, MA sell after 46 days on the market compared to the national average of 55 days. The median sale price for homes in Cheshire, MA over the last 12 months is $416,500, up 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$416,500

Median Single Family Sale Price

$389,900

Average Price Per Sq Ft

$196

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

1.30

Median List Price

$425,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

10%

How to Buy a Home How to Finance a Home How to Sell a Home

Cheshire Types of Homes for Sale

Cheshire Real Estate Listings

Newest Listings in Cheshire

More About Living in Cheshire

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage