Cheshire MA FSBO Homes (28)

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We have 28 homes for sale by owner in Cheshire, MA. The median list price in Cheshire, MA is $336,223.

Homes For Sale

$375,000

3 Bed
2 Bath
1,624 Sqft
2 Acres(Lot)

187 Wells Rd, Cheshire, MA

Nestled in the heart of the berkshires, this thoughtfully updated 3-bedroom home offers the perfect blend of... Read More

Homes For Sale

$549,000

3 Bed
2 Bath
1,940 Sqft
7.73 Acres(Lot)

520 Stafford Hill Rd, Cheshire, MA

This property not only offers 7.73 acres of land but an immaculate maintained house w/3 bedrooms, 2 full baths,... Read More

Pending

Homes For Sale

$397,000

3 Bed
2 Bath
1,596 Sqft
0.54 Acre(Lot)

147 E Harbor Rd, Cheshire, MA

Very desirable ranch home, for one level living in a country setting with beautiful views. three bedrooms 2 full... Read More

Homes For Sale

$214,000

2 Bed
1 Bath
858 Sqft
0.13 Acre(Lot)

114 East Main St, Cheshire, MA

Cheshire, cute as a button! enclosed front porch, wood floors, updated kitchen and bath, stainless appliances,... Read More

Pending

Homes For Sale

$159,000

3 Bed
2 Bath
2,100 Sqft
0.83 Acre(Lot)

632 N State Rd, Cheshire, MA

Ranch style home sitting on over a half-acre right off of route 8. minutes from downtown cheshire. quick drives... Read More

Homes For Sale

$314,000

5 Bed
2 Bath
2,400 Sqft
0.32 Acre(Lot)

121 Depot St, Cheshire, MA

Welcome to your dream home! this charming property boasts an impressive 2,400 sf of versatile, living space,... Read More

Homes For Sale

$314,000

5 Bed
2 Bath
2,400 Sqft
0.32 Acre(Lot)

121 Depot St, Cheshire, MA

Welcome to your dream home! this charming property boasts an impressive 2,400 sf of versatile, living space,... Read More

Pending

Homes For Sale

$45,900

2 Bed
1 Bath
980 Sqft

27 4th Ave, Cheshire, MA

Affordable manufactured home in berkshire village, located in scenic cheshire. this 1976 home offers two... Read More

Homes For Sale

$295,000

4 Bed
2 Bath
1,531 Sqft
0.72 Acre(Lot)

27 Church St, Cheshire, MA

This delightful 1850s colonial home, nestled in the scenic berkshires, seamlessly combines timeless character... Read More

Pending

Homes For Sale

$324,900

2 Bed
2 Bath
1,431 Sqft
0.34 Acre(Lot)

236 Devonshire Dr, Cheshire, MA

Classic ranch style home in the heart of cheshire! this 2 bedroom 2 bath home offers so much. first level offers... Read More

Homes For Sale

$309,900

3 Bed
2 Bath
1,984 Sqft
0.17 Acre(Lot)

44 Richmond St, Cheshire, MA

Well maintained contemporary style home with 4-bay detached garage! upon entering you will love the open and... Read More

Homes For Sale

$260,000

3 Bed
1 Bath
1,513 Sqft
0.31 Acre(Lot)

527 State Rd, Cheshire, MA

Discover this charming 3-bedroom, 1-bathroom detached home with 1,513 sq ft of living space. this lovely... Read More

Homes For Sale

$599,000

5 Bed
4 Bath
3,307 Sqft
7.25 Acres(Lot)

867 Notch Rd, Cheshire, MA

A charming, spacious colonial with privacy, and lovely grounds. breathtaking mountain views. built in 2005 and... Read More

Homes For Sale

$59,999

2 Bed
1 Bath
680 Sqft

22 2nd Ave Ave, Cheshire, MA

Welcome to 22 second ave in cheshire back on market due to financing. the home is situated on the second largest... Read More

Pending

Mobile Home For Sale

$59,999

2 Bed
1 Bath
680 Sqft

22 2nd Ave, Cheshire, MA

Welcome to 22 second ave in cheshire. back on market due to buyer not being able to perform. the home is... Read More

Homes For Sale

$289,900

3 Bed
1 Bath
1,297 Sqft
0.37 Acre(Lot)

1008 N State Rd, Cheshire, MA

This totally renovated home is ready for the holidays. enjoy the easy maintenance of a freshly painted stucco... Read More

Pending

Homes For Sale

$289,900

3 Bed
1 Bath
1,297 Sqft
0.37 Acre(Lot)

1008 North State Rd, Cheshire, MA

This totally renovated home is ready for the holidays. enjoy the easy maintenance of a freshly painted stucco... Read More

Pending

Homes For Sale

$399,000

2 Bed
1 Bath
988 Sqft
0.82 Acre(Lot)

153 Shadowland Cove Rd, Cheshire, MA

Nestled at the end of a quiet road, this enchanting 2-bedroom cottage offers 96 feet of pristine lake frontage... Read More

Pending

Homes For Sale

$474,999

5 Bed
3 Bath
3,906 Sqft
3.8 Acres(Lot)

64 North St, Cheshire, MA

Nestled in the heart of town lies a hidden gem-a victorian home exuding old-world charm on nearly 4 acres of... Read More

Pending

Homes For Sale

$474,999

5 Bed
3 Bath
3,906 Sqft
3.8 Acres(Lot)

64 North St, Cheshire, MA

Nestled in the heart of town lies a hidden gem-a victorian home exuding old-world charm on nearly 4 acres of... Read More

Cheshire - Statistics and Home Trends

Actives Activity Chart

Homes For Sale By Owner in Cheshire 24

	Average Price
2 Bed Homes For Sale in Cheshire (6)	$ 183,966
3 Bed Homes For Sale in Cheshire (12)	$ 366,583
4 Bed Homes For Sale in Cheshire (1)	$ 295,000
5+ Bed Homes For Sale in Cheshire (5)	$ 435,400

AVERAGE PRICE

$ 320,237

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 180

Townhomes For Sale By Owner in Cheshire 1

	Average Price
3 Bed Townhomes For Sale in Cheshire (1)	$ 829,000

AVERAGE PRICE

$ 421,990

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

Land For Sale By Owner in Cheshire 3

	Average Price
Land For Sale in Cheshire (3)	$ 443,208

AVERAGE PRICE

$ 443,208

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

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Learn More About Cheshire, Massachusetts

Currently there are 24 homes for sale, 3 vacant land for sale and 1 townhomes for sale in Cheshire

Currently Cheshire has 28 properties on the market for sale. The inventory was last updated 03/01/2025. Of these properties, 24 single family homes are for sale by their owners in Cheshire, and 0 condos are for sale by their owners in Cheshire. The average price of the single family homes for sale in Cheshire, is $320,237, the average condo price in Cheshire, is $421,990. The average price per square foot of the active inventory is $60. This is based the living area square footage.

Over the last year, there have been 0 of properties sold in Cheshire. Of these properties, 0 single family homes have sold by their owners in Cheshire, and 0 condos have sold by their owners in Cheshire. The average sales price of the single family homes sold in Cheshire, is $. Single family homes have been selling for per square foot of living area. The average sales price of the condos for sale in Cheshire, is $. Condos have been selling for per square foot of living area.

The most active subdivisions with listings for sale in Cheshire, are:

If you are thinking of selling your Cheshire home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 03/01/2025

Cheshire MA FSBO Homes (28)

187 Wells Rd, Cheshire, MA

520 Stafford Hill Rd, Cheshire, MA

147 E Harbor Rd, Cheshire, MA

114 East Main St, Cheshire, MA

632 N State Rd, Cheshire, MA

121 Depot St, Cheshire, MA

121 Depot St, Cheshire, MA

27 4th Ave, Cheshire, MA

27 Church St, Cheshire, MA

236 Devonshire Dr, Cheshire, MA

44 Richmond St, Cheshire, MA

527 State Rd, Cheshire, MA

867 Notch Rd, Cheshire, MA

22 2nd Ave Ave, Cheshire, MA

22 2nd Ave, Cheshire, MA

1008 N State Rd, Cheshire, MA

1008 North State Rd, Cheshire, MA

153 Shadowland Cove Rd, Cheshire, MA

64 North St, Cheshire, MA

64 North St, Cheshire, MA

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Cheshire - Statistics and Home Trends

Actives Activity Chart

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

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Learn More About Cheshire, Massachusetts

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