33,165

Cheshire County, NH Homes

Section Image
    • 161 Keene Rd, Winchester, NH 03470
      161 Keene Rd, Winchester, NH 03470
      161 Keene Rd, Winchester, NH 03470
      /18

      Not Listed For Sale

      161 Keene Rd, Winchester, NH 03470

      • 3 Beds
      • 2 Baths
      • 1,662 Sq Ft
      • Built 1880
      161 Keene Rd, Winchester, NH 03470

      Last Sold Summary

      • 70 Days On Market

  • Unit 3 Willow Ln, Rindge, NH 03461
    Unit 3 Willow Ln, Rindge, NH 03461
    Unit 3 Willow Ln, Rindge, NH 03461
    /28

    $439,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,151 Sq Ft

    Unit 3 Willow Ln, Rindge, NH 03461

    To be built- Pictures are reasonable facsimile - Model home available to see. Enjoy low-maintenance living in this beautifully designed ranch-style condo, located just minutes from shopping, the Massachusetts border, and direct access to the rail trail. Set in a quiet community, this thoughtfully planned home offers single-level living with modern finishes and an open-concept layout perfect for

    Jim Weidner EXP Realty

    Unit 3 Willow Ln, Rindge, NH 03461
  • 515 Forest Lake Rd, Winchester, NH 03470
    515 Forest Lake Rd, Winchester, NH 03470
    515 Forest Lake Rd, Winchester, NH 03470
    /49

    $205,000

    Sold Sep 04, 2025

    515 Forest Lake Rd, Winchester, NH 03470

    • 3 Beds
    • 1.5 Baths
    • 2,240 Sq Ft
    • Built 1900

    Last Sold Summary

    • $92/SF
    • 77 Days On Market

    Current Estimated Value $355,658

    Last Listing Agent Dick Thackston R.H. Thackston & Company

    515 Forest Lake Rd, Winchester, NH 03470
    • 57 Old Westport Rd, Winchester, NH 03470
      57 Old Westport Rd, Winchester, NH 03470
      57 Old Westport Rd, Winchester, NH 03470
      /32

      Est $312,409

      Not Listed For Sale

      57 Old Westport Rd, Winchester, NH 03470

      • 3 Beds
      • 2 Baths
      • 1,719 Sq Ft
      • Built 1987
      57 Old Westport Rd, Winchester, NH 03470

      Last Sold Summary

      • 19 Days On Market

  • 185 Roxbury St, Keene, NH 03431
    185 Roxbury St, Keene, NH 03431
    185 Roxbury St, Keene, NH 03431
    /20

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    185 Roxbury St, Keene, NH 03431

    Once home to a former Mayor of Keene, this classic New Englander blends timeless character with thoughtful updates just a five-minute walk to Central Square. Situated on a spacious corner lot of over a quarter acre, this versatile property is ideal as a single-family home, multigenerational residence, or investment opportunity. You'll love the classic charm with two welcoming porches, two

    Kirsten Perkins BHG Masiello Keene

    185 Roxbury St, Keene, NH 03431
  • 7 Riverton St, Keene, NH 03431
    7 Riverton St, Keene, NH 03431
    7 Riverton St, Keene, NH 03431
    /35

    $422,000

    Sold Jun 15, 2026

    7 Riverton St, Keene, NH 03431

    • 5 Beds
    • 1.5 Baths
    • 1,986 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Above List Price
    • $212/SF
    • 12 Days On Market

    Current Estimated Value $418,679

    Last Listing Agent Joshua Willett Hinch-Crowley Realty Associates, LLC

    7 Riverton St, Keene, NH 03431
    • 111 Howard St, Winchester, NH 03470
      111 Howard St, Winchester, NH 03470
      111 Howard St, Winchester, NH 03470
      /19

      Est $286,518

      Not Listed For Sale

      111 Howard St, Winchester, NH 03470

      • 3 Beds
      • 1 Bath
      • 1,602 Sq Ft
      • Built 1922
      111 Howard St, Winchester, NH 03470

      Last Sold Summary

      • 19 Days On Market

  • 115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447
    115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447
    115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447
    /29

    $129,900

    $49K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447

    One of the nicest homes in a very quiet location in the Woodbrook Camp and Tennis Club. Woodbrook is a seasonal gated community offering tennis, a swimming pool, beach access on Sip Pond, boat launch, playground and numerous social and recreational activities. The yearly fee includes water & sewer, electric and trash, recreation and association dues. This home has been meticulously renovated and

    Susan Love Duston Leddy Real Estate

    115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447
  • 135 Darling Rd, Keene, NH 03431
    135 Darling Rd, Keene, NH 03431
    /2

    $598,000

    Sold Jun 03, 2026

    135 Darling Rd, Keene, NH 03431

    • 4 Beds
    • 2.5 Baths
    • 2,587 Sq Ft
    • Built 1988

    Last Sold Summary

    • $231/SF
    • 0 Days On Market

    Current Estimated Value $625,255

    Last Listing Agent Josh Greenwald Greenwald Realty Group

    135 Darling Rd, Keene, NH 03431
    • 97 Howard St, Winchester, NH 03470
      97 Howard St, Winchester, NH 03470
      97 Howard St, Winchester, NH 03470
      /39

      Est $381,955

      Not Listed For Sale

      97 Howard St, Winchester, NH 03470

      • 4 Beds
      • 2 Baths
      • 1,484 Sq Ft
      • Built 2007
      97 Howard St, Winchester, NH 03470

      Last Sold Summary

      • 3 Days On Market

  • 40 Pine St, Hinsdale, NH 03451
    40 Pine St, Hinsdale, NH 03451
    40 Pine St, Hinsdale, NH 03451
    /23

    $192,500

    • 3 Beds
    • 2 Baths
    • 1,313 Sq Ft

    40 Pine St, Hinsdale, NH 03451

    Easy living! Brand new and squeaky clean! Nice park location facing the woods, with a covered porch and a deck for sun or shade. Primary is set away from the others with its own bath for maximum privacy. Laundry in utility room so you can shut the door and forget it! Huge living room can accommodate lots of friends for movie night! This is a sweet one. Buyers must meet park approval and there are

    Christine Lewis Brattleboro Area Realty

    40 Pine St, Hinsdale, NH 03451
  • 00 Beaver Brook Dr Unit 11, Stoddard, NH 03464
    00 Beaver Brook Dr Unit 11, Stoddard, NH 03464
    /2

    $30,000

    Sold Dec 12, 2025

    00 Beaver Brook Dr Unit 11, Stoddard, NH 03464

    • Land
    • 19,602 Sq Ft
    • $66,667 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Bruce Murphy Keller Williams Realty Metro-Keene

    00 Beaver Brook Dr Unit 11, Stoddard, NH 03464
    • 29 Michigan St, Winchester, NH 03470
      29 Michigan St, Winchester, NH 03470
      29 Michigan St, Winchester, NH 03470
      /15

      Est $281,423

      Not Listed For Sale

      29 Michigan St, Winchester, NH 03470

      • 3 Beds
      • 2 Baths
      • 1,239 Sq Ft
      • Built 1900
      29 Michigan St, Winchester, NH 03470

      Last Sold Summary

      • 10 Days On Market

  • 1 Cherry Tree Ln, Swanzey, NH 03446
    1 Cherry Tree Ln, Swanzey, NH 03446
    /2

    $99,000

    $151K PRICE DROP Under Contract
    • Land
    • 5.26 Acres
    • $18,821 per Acre

    1 Cherry Tree Ln, Swanzey, NH 03446

    Approved condo development with 9 remaining units to be built. Excellent opportunity to construct the next 2 phases of this conveniently located and affordable housing! 1st 2 phases have been completed and fully occupied.

    Ryan Goodell EXP Realty

    1 Cherry Tree Ln, Swanzey, NH 03446
  • 61 Windsor Ct, Keene, NH 03431
    61 Windsor Ct, Keene, NH 03431
    61 Windsor Ct, Keene, NH 03431
    /53

    $360,000

    Sold Jun 12, 2026

    61 Windsor Ct, Keene, NH 03431

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Above List Price
    • $250/SF
    • 4 Days On Market

    Current Estimated Value $352,681

    Last Listing Agent Christine Houston Greenwald Realty Group

    61 Windsor Ct, Keene, NH 03431
    • 16 Chapel St, Winchester, NH 03470
      16 Chapel St, Winchester, NH 03470
      16 Chapel St, Winchester, NH 03470
      /22

      Est $313,330

      Not Listed For Sale

      16 Chapel St, Winchester, NH 03470

      • 3 Beds
      • 1 Bath
      • 1,440 Sq Ft
      • Built 2025
      16 Chapel St, Winchester, NH 03470

      Last Sold Summary

      • 27 Days On Market

  • 345 Breed Rd, Harrisville, NH 03450
    345 Breed Rd, Harrisville, NH 03450
    345 Breed Rd, Harrisville, NH 03450
    /57

    $575,000

    • 3 Beds
    • 2 Baths
    • 2,183 Sq Ft

    345 Breed Rd, Harrisville, NH 03450

    Welcome to 345 Breed Road, an incredible log home offering the perfect blend of New England charm, modern comfort, and versatile income potential. Nestled in quintessential Harrisville a picturesque town renowned for its historic village, vibrant local general store, and crystal clear town lakes this property places you just minutes from endless swimming, boating, and outdoor

    Bob Barnard Monadnock Realty Group LLC

    345 Breed Rd, Harrisville, NH 03450
  • 109 Butterfield Hill Rd, Westmoreland, NH 03467
    109 Butterfield Hill Rd, Westmoreland, NH 03467
    109 Butterfield Hill Rd, Westmoreland, NH 03467
    /20

    $132,000

    Sold Apr 03, 2026

    109 Butterfield Hill Rd, Westmoreland, NH 03467

    • Land
    • 6.25 Acres
    • $21,120 per Acre

    Last Sold Summary

    • 6% Above List Price
    • 2 Days On Market

    Current Estimated Value $130,750

    Last Listing Agent Sandy Cormier Greenwald Realty Group

    109 Butterfield Hill Rd, Westmoreland, NH 03467
    • 21 Mechanic St, Winchester, NH 03470
      21 Mechanic St, Winchester, NH 03470
      21 Mechanic St, Winchester, NH 03470
      /25

      Not Listed For Sale

      21 Mechanic St, Winchester, NH 03470

      • 4 Beds
      • 2 Baths
      • 2,006 Sq Ft
      • Built 1900
      21 Mechanic St, Winchester, NH 03470

      Last Sold Summary

      • 8 Days On Market

  • 65 School St, Stoddard, NH 03464
    65 School St, Stoddard, NH 03464
    65 School St, Stoddard, NH 03464
    /32

    $584,900

    • 2 Beds
    • 2 Baths
    • 1,364 Sq Ft

    65 School St, Stoddard, NH 03464

    Custom-built ranch set on 3.8 private acres, offering modern efficiency and quality craftsmanship throughout. Built just 4 years ago, this home features an open-concept layout with hardwood floors, tiled showers, and abundant natural light. The metal roof and solar panels provide long-term durability and energy savings.Enjoy outdoor living with a private deck overlooking the wooded

    Brian Michaud Dow Hill Realty

    65 School St, Stoddard, NH 03464
  • 297 Hale Hill Rd, Swanzey, NH 03446
    297 Hale Hill Rd, Swanzey, NH 03446
    297 Hale Hill Rd, Swanzey, NH 03446
    /29

    $400,000

    Sold Nov 10, 2025

    297 Hale Hill Rd, Swanzey, NH 03446

    • 3 Beds
    • 2 Baths
    • 1,543 Sq Ft
    • Built 2002

    Last Sold Summary

    • $259/SF
    • 3 Days On Market

    Current Estimated Value $406,136

    Last Listing Agent Paul Rodenhauser BHG Masiello Keene

    297 Hale Hill Rd, Swanzey, NH 03446
    • 44 Michigan St, Winchester, NH 03470
      44 Michigan St, Winchester, NH 03470
      44 Michigan St, Winchester, NH 03470
      /25

      Not Listed For Sale

      44 Michigan St, Winchester, NH 03470

      • 4 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1850
      44 Michigan St, Winchester, NH 03470

      Last Sold Summary

      • 45 Days On Market

  • 33 Old New Ipswich Rd, Rindge, NH 03461
    33 Old New Ipswich Rd, Rindge, NH 03461
    33 Old New Ipswich Rd, Rindge, NH 03461
    /45

    $759,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,024 Sq Ft

    33 Old New Ipswich Rd, Rindge, NH 03461

    Exceptional, and like-new, modern ranch with gorgeous panoramic views situated on 3 acres of land! Spacious, open concept floor plan with a stunning chef's eat-in kitchen. Large kitchen island, granite countertops and backsplash. Beautiful, 40" ILVE double oven and built-in microwave. Combined breakfast nook / dining area. Bright and sunny living room with deck overlooking the backyard. Primary

    Dean Demagistris BHHS Verani Bedford

    33 Old New Ipswich Rd, Rindge, NH 03461
  • 257 Park Ave, Keene, NH 03431
    257 Park Ave, Keene, NH 03431
    257 Park Ave, Keene, NH 03431
    /42

    $385,000

    Sold Jan 30, 2026

    257 Park Ave, Keene, NH 03431

    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft
    • Built 1900

    Last Sold Summary

    • 12% Below List Price
    • $220/SF
    • 108 Days On Market

    Current Estimated Value $381,522

    Last Listing Agent Todd Bassler Greenwald Realty Group

    257 Park Ave, Keene, NH 03431
    • 21 Keene Rd, Winchester, NH 03470
      21 Keene Rd, Winchester, NH 03470
      21 Keene Rd, Winchester, NH 03470
      /40

      Est $322,249

      Not Listed For Sale

      21 Keene Rd, Winchester, NH 03470

      • 5 Beds
      • 2.5 Baths
      • 4,678 Sq Ft
      • Built 1790
      21 Keene Rd, Winchester, NH 03470

      Last Sold Summary

      • 38 Days On Market

  • 46 Sargent Hill Rd, Chesterfield, NH 03466
    46 Sargent Hill Rd, Chesterfield, NH 03466
    46 Sargent Hill Rd, Chesterfield, NH 03466
    /35

    $389,999

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    46 Sargent Hill Rd, Chesterfield, NH 03466

    Welcome to this charming Gambrel Cape, perfectly situated on a peaceful 1-acre lot at the end of a quiet dead-end road in desirable Chesterfield. Offering an easy commute to both Keene and Brattleboro, this well-maintained home provides the perfect blend of comfort, privacy, and convenience. Recent updates include new flooring, fresh interior paint, and a newer furnace, making this home move-in

    Neha Patel BHHS Verani Nashua

    46 Sargent Hill Rd, Chesterfield, NH 03466
  • 20 Gates Rd Unit 17, Marlborough, NH 03455
    20 Gates Rd Unit 17, Marlborough, NH 03455
    20 Gates Rd Unit 17, Marlborough, NH 03455
    /35

    $268,000

    Sold Oct 02, 2025

    20 Gates Rd Unit 17, Marlborough, NH 03455

    • 3 Beds
    • 1.5 Baths
    • 1,450 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $185/SF
    • 17 Days On Market

    Current Estimated Value $277,139

    Last Listing Agent Kaitlyn Soucy LAER Realty Partners/Goffstown

    20 Gates Rd Unit 17, Marlborough, NH 03455
    • 15 Old Mill Ct, Winchester, NH 03470
      15 Old Mill Ct, Winchester, NH 03470
      15 Old Mill Ct, Winchester, NH 03470
      /39

      Est $248,360

      Not Listed For Sale

      15 Old Mill Ct, Winchester, NH 03470

      • 4 Beds
      • 1 Bath
      • 1,792 Sq Ft
      • Built 1900
      15 Old Mill Ct, Winchester, NH 03470

      Last Sold Summary

      • 7 Days On Market

  • 216 Old Forest Rd, Stoddard, NH 03464
    216 Old Forest Rd, Stoddard, NH 03464
    216 Old Forest Rd, Stoddard, NH 03464
    /43

    $750,000

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,790 Sq Ft

    216 Old Forest Rd, Stoddard, NH 03464

    Escape to the peace and beauty of New Hampshire's Monadnock Region with this exceptional retreat nestled in a private country setting. Tucked away among mature trees and surrounded by nature, this property offers the rare combination of seclusion, tranquility, and direct water frontage. Whether you're seeking a year-round residence, weekend getaway, or investment opportunity, you'll appreciate

    Denise Whitney BHG Masiello Peterborough

    216 Old Forest Rd, Stoddard, NH 03464
  • 109 Base Hill Rd, Keene, NH 03431
    109 Base Hill Rd, Keene, NH 03431
    109 Base Hill Rd, Keene, NH 03431
    /31

    $341,000

    Sold Sep 09, 2025

    109 Base Hill Rd, Keene, NH 03431

    • 2 Beds
    • 1 Bath
    • 1,920 Sq Ft
    • Built 1937

    Last Sold Summary

    • 7% Above List Price
    • $178/SF
    • 7 Days On Market

    Current Estimated Value $360,709

    Last Listing Agent Anna Thackston Vylla Home

    109 Base Hill Rd, Keene, NH 03431
    • 31 Hildreth St, Winchester, NH 03470
      31 Hildreth St, Winchester, NH 03470
      31 Hildreth St, Winchester, NH 03470
      /18

      Est $277,161

      Not Listed For Sale

      31 Hildreth St, Winchester, NH 03470

      • 3 Beds
      • 1 Bath
      • 1,405 Sq Ft
      • Built 1896
      31 Hildreth St, Winchester, NH 03470

      Last Sold Summary

      • 7 Days On Market

  • 238 Fourth St, Rindge, NH 03461
    238 Fourth St, Rindge, NH 03461
    238 Fourth St, Rindge, NH 03461
    /39

    $759,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,030 Sq Ft

    238 Fourth St, Rindge, NH 03461

    **Make this the summer you own the lake!** Set on one of the largest stretches of open water, this beautifully updated waterfront retreat is ready for you to enjoy from day one. Spend your days boating from one of two private docks, swimming from your sandy beach, entertaining on the expansive lakeside deck, or unwinding on the over-the-water day deck as the sun sets. Inside, you'll find three

    Jeana Jordan Arris Realty

    238 Fourth St, Rindge, NH 03461
  • 41 N Hidden Lake Rd, Stoddard, NH 03464
    41 N Hidden Lake Rd, Stoddard, NH 03464
    41 N Hidden Lake Rd, Stoddard, NH 03464
    /22

    $320,000

    Sold Nov 21, 2025

    41 N Hidden Lake Rd, Stoddard, NH 03464

    • 3 Beds
    • 2.5 Baths
    • 1,248 Sq Ft
    • Built 2010

    Last Sold Summary

    • 16% Below List Price
    • $256/SF
    • 39 Days On Market

    Current Estimated Value $337,855

    Last Listing Agent Robert Calkins Calkins Realty LLC

    41 N Hidden Lake Rd, Stoddard, NH 03464
    • 4 Pine Ct, Winchester, NH 03470
      4 Pine Ct, Winchester, NH 03470
      4 Pine Ct, Winchester, NH 03470
      /6

      Not Listed For Sale

      4 Pine Ct, Winchester, NH 03470

      • 3 Beds
      • 1.5 Baths
      • 924 Sq Ft
      • Built 2010
      4 Pine Ct, Winchester, NH 03470

      Last Sold Summary

      • 4 Days On Market

  • 495 N Shore Rd, Chesterfield, NH 03462
    495 N Shore Rd, Chesterfield, NH 03462
    495 N Shore Rd, Chesterfield, NH 03462
    /40

    $689,000

    • 2 Beds
    • 3 Baths
    • 2,532 Sq Ft

    495 N Shore Rd, Chesterfield, NH 03462

    Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced

    Charlotte Marrocco-Mohler BHHS Verani Nashua

    495 N Shore Rd, Chesterfield, NH 03462
  • 12 Warwick Rd, Winchester, NH 03470
    12 Warwick Rd, Winchester, NH 03470
    /2

    $175,000

    Sold Dec 05, 2025

    12 Warwick Rd, Winchester, NH 03470

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Below List Price
    • $179/SF
    • 0 Days On Market

    Current Estimated Value $196,751

    Last Listing Agent Marc Tieger Tieger Realty Co. Inc.

    12 Warwick Rd, Winchester, NH 03470
    • 72 Richmond Rd, Winchester, NH 03470
      72 Richmond Rd, Winchester, NH 03470
      72 Richmond Rd, Winchester, NH 03470
      /40

      Est $328,455

      Not Listed For Sale

      72 Richmond Rd, Winchester, NH 03470

      • 4 Beds
      • 2 Baths
      • 2,584 Sq Ft
      • Built 1771
      72 Richmond Rd, Winchester, NH 03470

      Last Sold Summary

      • 9 Days On Market

  • 102 Goodell Ave, Swanzey, NH 03446
    102 Goodell Ave, Swanzey, NH 03446
    102 Goodell Ave, Swanzey, NH 03446
    /39

    $250,000

    $50K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,524 Sq Ft

    102 Goodell Ave, Swanzey, NH 03446

    Best for CASH BUYERS. Opportunity awaits in a desirable Swanzey neighborhood surrounded by well-maintained homes. This 1850 Cape sits on over 5 acres and offers tremendous potential for buyers looking to restore and build equity. The property features 3 bedrooms, 11⁄2 baths, a newer barn built in 2023, and a chicken coop/shed, providing flexibility for hobby farming, storage, livestock, or

    Denise Thomas BHG Masiello Keene

    102 Goodell Ave, Swanzey, NH 03446
  • 21 Birch St, Keene, NH 03431
    21 Birch St, Keene, NH 03431
    /2

    $360,000

    Sold Jun 04, 2026

    21 Birch St, Keene, NH 03431

    • 3 Beds
    • 1 Bath
    • 1,044 Sq Ft
    • Built 1947

    Last Sold Summary

    • $345/SF
    • 0 Days On Market

    Current Estimated Value $361,224

    Last Listing Agent Josh Greenwald Greenwald Realty Group

    21 Birch St, Keene, NH 03431
    • 71 Richmond Rd, Winchester, NH 03470
      71 Richmond Rd, Winchester, NH 03470
      71 Richmond Rd, Winchester, NH 03470
      /31

      Not Listed For Sale

      71 Richmond Rd, Winchester, NH 03470

      • 4 Beds
      • 2 Baths
      • 2,176 Sq Ft
      • Built 1930
      71 Richmond Rd, Winchester, NH 03470

      Last Sold Summary

      • 13 Days On Market

Showing Results 601 - 640, Page 16 of 18

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