Cheshire New Hampshire Homes for Sale

297 total properties

Sort By:

6 Pine Street Hinsdale, NH MLS# 5066991 - Image 1

1 of 1

$10,000

Beds

1.0

Baths

720

Sq.Ft.

6 Pine Street

Hinsdale, NH

Courtesy of BRATTLEBORO AREA REALTY

0 Ashuelot Main Street # Lot 0 Block 66 Winchester, NH MLS# 4978464 - Image 1

0 Ashuelot Main Street # Lot 0 Block 66 Winchester, NH MLS# 4978464 - Image 2

0 Ashuelot Main Street # Lot 0 Block 66 Winchester, NH MLS# 4978464 - Image 3

0 Ashuelot Main Street # Lot 0 Block 66 Winchester, NH MLS# 4978464 - Image 4

0 Ashuelot Main Street # Lot 0 Block 66 Winchester, NH MLS# 4978464 - Image 5

0 Ashuelot Main Street # Lot 0 Block 66 Winchester, NH MLS# 4978464 - Image 6

1 of 6

$33,750

Studio

Beds

0.0

Baths

0 Ashuelot Main Street # Lot 0 Block 66

Winchester, NH

Courtesy of K&G REALTY SERVICES, INC.

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 1

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 2

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 3

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 4

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 5

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 6

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 7

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 8

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 9

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 10

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 11

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 12

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 13

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 14

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 15

00 Monadnock Highway Swanzey, NH MLS# 4999338 - Image 16

1 of 16

$49,000

Studio

Beds

0.0

Baths

00 Monadnock Highway

Swanzey, NH

Courtesy of MONADNOCK REALTY GROUP LLC

THE TIME TO SELL IS NOW!

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 1

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 2

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 3

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 4

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 5

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 6

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 7

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 8

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 9

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 10

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 11

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 12

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 13

00 Kennedy Brook Drive Stoddard, NH MLS# 5052922 - Image 14

1 of 14

$49,900

Studio

Beds

0.0

Baths

00 Kennedy Brook Drive

Stoddard, NH

Courtesy of DOW HILL REALTY

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 1

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 2

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 3

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 4

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 5

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 6

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 7

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 8

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 9

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 10

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 11

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 12

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 13

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 14

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 15

00 Scenic Drive Stoddard, NH MLS# 5059091 - Image 16

1 of 16

$54,900

Studio

Beds

0.0

Baths

00 Scenic Drive

Stoddard, NH

Courtesy of DOW HILL REALTY

32/2-1 NH Route 119 Fitzwilliam, NH MLS# 5055211 - Image 1

1 of 1

$55,000

Studio

Beds

0.0

Baths

32/2-1 NH Route 119

Fitzwilliam, NH

Courtesy of CCC REALTY INC

0 Attleboro Mountain Road Richmond, NH MLS# 5040264 - Image 1

0 Attleboro Mountain Road Richmond, NH MLS# 5040264 - Image 2

1 of 2

$68,000

Studio

Beds

0.0

Baths

0 Attleboro Mountain Road

Richmond, NH

Courtesy of H. G. JOHNSON REAL ESTATE

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 1

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 2

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 3

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 4

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 5

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 6

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 7

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 8

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 9

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 10

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 11

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 12

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 13

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 14

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 15

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 16

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 17

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 18

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 19

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 20

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 21

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 22

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 23

000 South Village Road # R13-13 Westmoreland, NH MLS# 5024084 - Image 24

1 of 24

$69,900

Studio

Beds

0.0

Baths

000 South Village Road # R13-13

Westmoreland, NH

Courtesy of ALSET REALTY LLC

0 Safford Drive Swanzey, NH MLS# 4950919 - Image 1

0 Safford Drive Swanzey, NH MLS# 4950919 - Image 2

1 of 2

$75,000

0 Safford Drive

Swanzey, NH

Courtesy of SVN THE MASIELLO GROUP- KEENE

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 1

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 2

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 3

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 4

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 5

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 6

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 7

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 8

Lot 53 Apple Hill Road Sullivan, NH MLS# 5031927 - Image 9

1 of 9

$75,000

Studio

Beds

0.0

Baths

Lot 53 Apple Hill Road

Sullivan, NH

Courtesy of BHG MASIELLO KEENE

0 Route 10 Gilsum, NH MLS# 5071853 - Image 1

0 Route 10 Gilsum, NH MLS# 5071853 - Image 2

0 Route 10 Gilsum, NH MLS# 5071853 - Image 3

0 Route 10 Gilsum, NH MLS# 5071853 - Image 4

0 Route 10 Gilsum, NH MLS# 5071853 - Image 5

0 Route 10 Gilsum, NH MLS# 5071853 - Image 6

0 Route 10 Gilsum, NH MLS# 5071853 - Image 7

0 Route 10 Gilsum, NH MLS# 5071853 - Image 8

0 Route 10 Gilsum, NH MLS# 5071853 - Image 9

0 Route 10 Gilsum, NH MLS# 5071853 - Image 10

0 Route 10 Gilsum, NH MLS# 5071853 - Image 11

0 Route 10 Gilsum, NH MLS# 5071853 - Image 12

1 of 12

$75,000

Studio

Beds

0.0

Baths

0 Route 10

Gilsum, NH

Courtesy of SVN THE MASIELLO GROUP- KEENE

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 1

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 2

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 3

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 4

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 5

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 6

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 7

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 8

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 9

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 10

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 11

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 12

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 13

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 14

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 15

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 16

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 17

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 18

14 Anthony Circle Swanzey, NH MLS# 5072289 - Image 19

1 of 19

$75,000

Beds

2.0

Baths

924

Sq.Ft.

14 Anthony Circle

Swanzey, NH

Courtesy of BHG MASIELLO KEENE

0 Hunt Road Westmoreland, NH MLS# 5077759 - Image 1

0 Hunt Road Westmoreland, NH MLS# 5077759 - Image 2

0 Hunt Road Westmoreland, NH MLS# 5077759 - Image 3

0 Hunt Road Westmoreland, NH MLS# 5077759 - Image 4

0 Hunt Road Westmoreland, NH MLS# 5077759 - Image 5

0 Hunt Road Westmoreland, NH MLS# 5077759 - Image 6

Recently Listed

1 of 6

$77,000

Studio

Beds

0.0

Baths

0 Hunt Road

Westmoreland, NH

Courtesy of BLAIS & ASSOCIATES, REALTORS

258 Bolton Road Winchester, NH MLS# 5075645 - Image 1

258 Bolton Road Winchester, NH MLS# 5075645 - Image 2

258 Bolton Road Winchester, NH MLS# 5075645 - Image 3

258 Bolton Road Winchester, NH MLS# 5075645 - Image 4

258 Bolton Road Winchester, NH MLS# 5075645 - Image 5

258 Bolton Road Winchester, NH MLS# 5075645 - Image 6

258 Bolton Road Winchester, NH MLS# 5075645 - Image 7

258 Bolton Road Winchester, NH MLS# 5075645 - Image 8

258 Bolton Road Winchester, NH MLS# 5075645 - Image 9

258 Bolton Road Winchester, NH MLS# 5075645 - Image 10

258 Bolton Road Winchester, NH MLS# 5075645 - Image 11

258 Bolton Road Winchester, NH MLS# 5075645 - Image 12

1 of 12

$80,000

Studio

Beds

0.0

Baths

258 Bolton Road

Winchester, NH

Courtesy of GREENWALD REALTY GROUP

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 1

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 2

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 3

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 4

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 5

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 6

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 7

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 8

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 9

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 10

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 11

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 12

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 13

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 14

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 15

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 16

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 17

22 Springbrook Street Hinsdale, NH MLS# 5025091 - Image 18

1 of 18

$84,999

Beds

2.0

Baths

1,216

Sq.Ft.

22 Springbrook Street

Hinsdale, NH

Courtesy of BRATTLEBORO AREA REALTY

0 Brattleboro Road Hinsdale, NH MLS# 5026966 - Image 1

1 of 1

$99,000

0 Brattleboro Road

Hinsdale, NH

Courtesy of JOHN R. COUGHLIN INC., REALTORS

0 Old Gilsum Road Keene, NH MLS# 5034729 - Image 1

0 Old Gilsum Road Keene, NH MLS# 5034729 - Image 2

0 Old Gilsum Road Keene, NH MLS# 5034729 - Image 3

0 Old Gilsum Road Keene, NH MLS# 5034729 - Image 4

0 Old Gilsum Road Keene, NH MLS# 5034729 - Image 5

0 Old Gilsum Road Keene, NH MLS# 5034729 - Image 6

1 of 6

$109,000

Studio

Beds

0.0

Baths

0 Old Gilsum Road

Keene, NH

Courtesy of BROADVEST REAL ESTATE GROUP

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 1

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 2

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 3

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 4

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 5

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 6

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 7

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 8

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 9

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 10

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 11

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 12

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 13

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 14

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 15

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 16

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 17

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 18

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 19

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 20

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 21

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 22

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 23

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 24

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 25

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 26

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 27

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 28

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 29

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 30

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 31

179 Scenic Drive Jaffrey, NH MLS# 5060839 - Image 32

1 of 32

$109,900

Beds

2.0

Baths

924

Sq.Ft.

179 Scenic Drive

Jaffrey, NH

Courtesy of TIEGER REALTY CO. INC.

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 1

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 2

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 3

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 4

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 5

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 6

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 7

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 8

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 9

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 10

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 11

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 12

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 13

M409 L66-1 Old Turnpike Road Richmond, NH MLS# 5075612 - Image 14

1 of 14

$110,000

Studio

Beds

0.0

Baths

M409 L66-1 Old Turnpike Road

Richmond, NH

Courtesy of REALTY ONE GROUP NEXT LEVEL

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 1

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 2

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 3

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 4

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 5

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 6

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 7

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 8

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 9

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 10

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 11

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 12

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 13

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 14

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 15

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 16

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 17

Map3 Lot9 Scotland Road Winchester, NH MLS# 4987413 - Image 18

1 of 18

$114,900

Studio

Beds

0.0

Baths

Map3 Lot9 Scotland Road

Winchester, NH

Courtesy of REALTY ONE GROUP NEXT LEVEL

Information deemed reliable but not guaranteed.

“Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is 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. Data last updated 2/28/2026”

Trends Information provided by ATTOM Data Solutions.

Looking for an Associate?

Already Working with an Associate?

Cheshire New Hampshire Homes for Sale

Select all that apply

Bedrooms

Bathrooms

Home Type

Features

Lot Size

Square Footage

Year Built

Listing Activity

Days on Weichert

Add Surrounding City

Cheshire New Hampshire Homes for Sale