Cheshire County, NH Homes

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  $649,999

  • 6 Beds
  • 4 Baths
  • 4,100 Sq Ft

  89 Butler Ave, Hinsdale, NH 03451

  Tucked away on a quiet hilltop, this charming home offers the perfect escape with views over the Connecticut river and mountains afar. A 900-foot private driveway welcomes you home with many opportunities any spacious parking. Designed with true first floor living, the main residence offers everyday functionality without compromise. Expansive windows flood the home with natural light. The open

  Katelyn Heaney Greenwald Realty Group

  89 Butler Ave, Hinsdale, NH 03451
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  /2

  $7,800 Sold Nov 21, 2025

  00 Gilsum St Unit 19, Keene, NH 03431

  • Land
  • 3.1 Acres
  • $2,516 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 26 Days On Market

  Last Listing Agent Jamie Watson BHG Masiello Keene

  00 Gilsum St Unit 19, Keene, NH 03431
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  Not Listed For Sale

  99 Keene Rd, Winchester, NH 03470

  • 4 Beds
  • 3 Baths
  • 1,881 Sq Ft
  • Built 1890

  99 Keene Rd, Winchester, NH 03470

  Last Sold Summary

  • $142/SF
  • 5 Days On Market

  Last Sold Price $268,000

  Last Listing Agent Emily Lagerberg R.H. Thackston & Company
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  /60

  $795,000

  • 4 Beds
  • 2 Baths
  • 3,492 Sq Ft

  849 Route 10, Gilsum, NH 03448

  Quintessential farmhouse on the outskirts of the quaint village of Gilsum. Plenty of room for family, tools and toys. This 4 bedroom 2 bath home with an attached three car garage sits on a gently sloping 3 acres with a stream running along the northerly edge of the property. Enjoy rural living while being close to recreational opportunities and the amenities offered by the city of Keene. The four

  Bill Hutwelker SVN The Masiello Group- Keene

  849 Route 10, Gilsum, NH 03448
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  /38

  $495,000 Sold Nov 25, 2025

  152 Halls Crossing Rd, Walpole, NH 03608

  • 2 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 2007

  Last Sold Summary

  • 4% Below List Price
  • $298/SF
  • 40 Days On Market

  Current Estimated Value $490,630

  Last Listing Agent Heidi Bernier Berkley & Veller Greenwood Country

  152 Halls Crossing Rd, Walpole, NH 03608
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  /14

  Not Listed For Sale

  19 Chapel St, Winchester, NH 03470

  • 4 Beds
  • 2 Baths
  • 2,409 Sq Ft
  • Built 1900

  19 Chapel St, Winchester, NH 03470

  Last Sold Summary

  • $114/SF
  • 44 Days On Market

  Last Sold Price $274,500

  Last Listing Agent Darlene Conca
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  /46

  $299,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft

  28 Owens Dr Unit 92, Swanzey, NH 03446

  What's not to love? Tired of shoveling? Mowing the lawn? We have the answer for you! Here's the perfect opportunity to downsize to single level living or start building equity with your first home! This well maintained, move in ready END UNIT two bedroom, two bath condominium in Forest View Estates can close quickly! With efficient radiant heat, the nice open concept living area features a fully

  Matthew Cabana EXP Realty

  28 Owens Dr Unit 92, Swanzey, NH 03446
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  /29

  $370,000 Sold Apr 30, 2025

  11 Grant St, Keene, NH 03431

  • 4 Beds
  • 3 Baths
  • 1,811 Sq Ft
  • Built 1902

  Last Sold Summary

  • 1% Below List Price
  • $204/SF
  • 18 Days On Market

  Current Estimated Value $365,051

  Last Listing Agent Mary Raisen RE/MAX Town & Country

  11 Grant St, Keene, NH 03431
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  /26

  Not Listed For Sale

  66 Richmond Rd, Winchester, NH 03470

  • 4 Beds
  • 3 Baths
  • 3,070 Sq Ft
  • Built 1920

  66 Richmond Rd, Winchester, NH 03470

  Last Sold Summary

  • $103/SF
  • 126 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Anna Schierioth HKS Associates, Inc.
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  /25

  $299,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  60 South St Unit A, Troy, NH 03465

  Current owners have brought this cute townhouse to the next level! Enjoy the ease of living within a very convenient location. This two bedroom, two bathroom town house had many recent upgrade's to include, new flooring, all new interior painting, complete kitchen upgrade including high end appliances, countertops and cabinets, interior doors, closet shelving, bathroom vanities, sinks, toilets,

  Amy Reisert Borderline Realty, LLC

  60 South St Unit A, Troy, NH 03465
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  /21

  $135,000 Sold May 16, 2025

  63 Brook Side Rd, Fitzwilliam, NH 03447

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $178/SF
  • 23 Days On Market

  Last Listing Agent Joya Dennehy Realty One Group Next Level- Concord

  63 Brook Side Rd, Fitzwilliam, NH 03447
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  /40

  Not Listed For Sale

  21 Richmond Rd, Winchester, NH 03470

  • 3 Beds
  • 2 Baths
  • 2,624 Sq Ft
  • Built 1840

  21 Richmond Rd, Winchester, NH 03470

  Last Sold Summary

  • $90/SF
  • 8 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Deborah Lucey RE/MAX
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  /10

  $219,000

  • Land
  • 37.26 Acres
  • $5,878 per Acre

  M409 L66-2 Old Turnpike Rd, Richmond, NH 03470

  This 37.26 acre residential building lot is ready for your next home. Set on a quiet town maintained road this property offers a private setting. Only a few minutes to Rt 119 will give you quick access to shopping and other amenities. Just 8 minutes away you’ll find the Richmond Town Beach located on Cass Pond. This beach is for Richmond residents only. Come see what this property has to offer

  Jonathan Bafundi Realty One Group Next Level

  M409 L66-2 Old Turnpike Rd, Richmond, NH 03470
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  /41

  $305,000 Sold Nov 06, 2025

  59 S Winchester St, Swanzey, NH 03446

  • 3 Beds
  • 1.5 Baths
  • 1,643 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $186/SF
  • 23 Days On Market

  Current Estimated Value $305,125

  Last Listing Agent Tanja Pellerin BobbyVan Realty

  59 S Winchester St, Swanzey, NH 03446
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  /36

  Not Listed For Sale

  42 Parker St, Winchester, NH 03470

  • 5 Beds
  • 2 Baths
  • 3,967 Sq Ft
  • Built 1900

  42 Parker St, Winchester, NH 03470

  Last Sold Summary

  • $95/SF
  • 10 Days On Market

  Last Sold Price $377,000

  Last Listing Agent Dick Thackston R.H. Thackston & Company
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  /55

  $398,500 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,138 Sq Ft

  362 Court St, Keene, NH 03431

  Charming 1890 home blending historic character with great walkable location! An inviting country kitchen has multiple prep surfaces and features a spacious walk-in pantry for all your storage needs. The dining room is open to both the kitchen and the LR for entertaining friends and family. Upstairs are 3 bedrooms and a bath and a half. A back stairway runs from the back bedroom down to the

  Edith Fifield BHG Masiello Keene

  362 Court St, Keene, NH 03431
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  /10

  $370,000 Sold Dec 19, 2025

  3 N Winchester St, Swanzey, NH 03446

  • 4 Beds
  • 3 Baths
  • 2,911 Sq Ft
  • Built 1850

  Last Sold Summary

  • 7% Below List Price
  • $127/SF
  • 9 Days On Market

  Last Listing Agent Josie McNeil LAER Realty Partners/Goffstown

  3 N Winchester St, Swanzey, NH 03446
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  Not Listed For Sale

  23 Ashuelot St, Winchester, NH 03470

  • 4 Beds
  • 4 Baths
  • 2,484 Sq Ft
  • Built 1800

  23 Ashuelot St, Winchester, NH 03470

  Last Sold Summary

  • $161/SF
  • 35 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Dick Thackston R.H. Thackston & Company
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  /29

  $164,000

  • 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
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  /30

  $300,000 Sold Apr 17, 2025

  789 Brattleboro Rd, Hinsdale, NH 03451

  • 2 Beds
  • 1.5 Baths
  • 1,222 Sq Ft
  • Built 1982

  Last Sold Summary

  • $245/SF
  • 20 Days On Market

  Current Estimated Value $317,906

  Last Listing Agent Angela Sherman Brattleboro Area Realty

  789 Brattleboro Rd, Hinsdale, NH 03451
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  /39

  Not Listed For Sale

  27 Ashuelot St, Winchester, NH 03470

  • 6 Beds
  • 2 Baths
  • 3,300 Sq Ft
  • Built 1800

  27 Ashuelot St, Winchester, NH 03470

  Last Sold Summary

  • $112/SF
  • 24 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Dick Thackston R.H. Thackston & Company
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  /43

  $829,000 Open Sun 12PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  18 Roberts Dr Unit 1, Jaffrey, NH 03452

  Introducing the “Copley” Ranch – another Jewel of Stony Brook Village! Set on a premier lot with the one of the best views in the development of majestic Mount Monadnock, this home combines timeless design with modern comfort. The open floor plan creates a seamless flow from the Great Room—anchored by a cozy gas fireplace—to the beautifully appointed Kitchen and Dining area, ideal for both

  Denise Whitney BHG Masiello Peterborough

  18 Roberts Dr Unit 1, Jaffrey, NH 03452
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  /28

  $347,000 Sold Feb 06, 2026

  40 Jaffrey Rd, Marlborough, NH 03455

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 1850

  Last Sold Summary

  • 5% Below List Price
  • $191/SF
  • 117 Days On Market

  Current Estimated Value $409,176

  Last Listing Agent Don Goudreau EXP Realty

  40 Jaffrey Rd, Marlborough, NH 03455
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  /13

  Est $105,365 Not Listed For Sale

  57 Ashuelot St, Winchester, NH 03470

  • 3 Beds
  • 1.5 Baths
  • 1,165 Sq Ft
  • Built 1915

  57 Ashuelot St, Winchester, NH 03470

  Last Sold Summary

  • 17% Above List Price
  • $77/SF
  • 36 Days On Market

  Last Sold Price $90,000

  Last Listing Agent Dick Thackston R.H. Thackston & Company
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  /9

  $159,900

  • Land
  • 13.15 Acres
  • $12,160 per Acre

  Lot 4 Belvedere Rd, Gilsum, NH 03448

  Build your dream home on this secluded 13.15-acre parcel. Land is cleared but is bordered by mature trees to ensure your privacy. At the high point there are views of Mount Monadnock in the distance. Roughed in driveway is off of a paved public road, and winds up to the property. Property has recently had a lot line adjustment in order to increase the size of the ideal building envelope. Located

  Susan Love Duston Leddy Real Estate

  Lot 4 Belvedere Rd, Gilsum, NH 03448
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  /17

  $80,000 Sold Nov 25, 2025

  0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431

  • Land
  • 2.07 Acres
  • $38,647 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 22 Days On Market

  Last Listing Agent Emily Lagerberg R.H. Thackston & Company

  0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
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  /22

  Not Listed For Sale

  19 Ashuelot Main St, Ashuelot, NH 03441

  • 4 Beds
  • 2 Baths
  • 2,414 Sq Ft
  • Built 1900

  19 Ashuelot Main St, Ashuelot, NH 03441

  Last Sold Summary

  • $85/SF
  • 5 Days On Market

  Last Sold Price $205,000

  Last Listing Agent Emily Lagerberg R.H. Thackston & Company
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  /2

  $250,000

  • Land
  • 5.26 Acres
  • $47,529 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
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  /26

  $225,000 Sold Nov 25, 2025

  41 South St, Troy, NH 03465

  • 2 Beds
  • 1 Bath
  • 1,183 Sq Ft
  • Built 1914

  Last Sold Summary

  • 3% Above List Price
  • $190/SF
  • 6 Days On Market

  Current Estimated Value $220,952

  Last Listing Agent Josh Benner RE/MAX Town & Country

  41 South St, Troy, NH 03465
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  /23

  Not Listed For Sale

  79 Church St, North Walpole, NH 03609

  • 5 Beds
  • 2 Baths
  • 3,202 Sq Ft
  • Built 1910

  79 Church St, North Walpole, NH 03609

  Last Sold Summary

  • $93/SF
  • 8 Days On Market

  Last Sold Price $297,000

  Last Listing Agent Cassie Eaton H. G. Johnson Real Estate
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  /41

  $1,287,000

  • 4 Beds
  • 3.5 Baths
  • 4,599 Sq Ft

  24 Westminster St, Walpole, NH 03608

  Just 40 mins to Okemo, this completely renovated 4,000+ square foot Greek Revival home w/ 7 fireplaces, a landmark residence nestled in the heart of Walpole village overlooking the historic common.Anchored by four impressive pillars, the stately facade opens into a sprawling interior featuring a seamless blend of old-world charm and modern sophistication.Inside, expansive living spaces include a

  Cynthia Westover Galloway Real Estate LLC

  24 Westminster St, Walpole, NH 03608
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  /20

  $300,000 Sold Jun 30, 2025

  1074 Main St, North Walpole, NH 03609

  • 3 Beds
  • 1 Bath
  • 1,849 Sq Ft
  • Built 1897

  Last Sold Summary

  • 3% Above List Price
  • $162/SF
  • 5 Days On Market

  Current Estimated Value $290,574

  Last Listing Agent Kimberly Anderson Keller Williams Realty Metro-Keene

  1074 Main St, North Walpole, NH 03609
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  /10

  Not Listed For Sale

  1 Pine St, North Walpole, NH 03609

  • 5 Beds
  • 3 Baths
  • 3,144 Sq Ft
  • Built 1872

  1 Pine St, North Walpole, NH 03609

  Last Sold Summary

  • $73/SF
  • 23 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Chris Long BHG Masiello Brattleboro
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  /48

  $325,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  98 Monadnock St, Troy, NH 03465

  This circa 1890 Colonial features a lovely porch that spans the front and then wraps along the side -- creating inviting outdoor spaces. As you enter the light-filled home, you will find the both the living room and a generously family room. You can access the kitchen and dining area from either front room. The kitchen has generous cabinet and storage, space lots of counter area perfect for food

  Cathy Cambal-Hayward BHG Masiello Peterborough

  98 Monadnock St, Troy, NH 03465
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  /24

  $230,000 Sold May 13, 2025

  54 Russell St, Keene, NH 03431

  • 4 Beds
  • 1.5 Baths
  • 1,468 Sq Ft
  • Built 1905

  Last Sold Summary

  • 4% Below List Price
  • $157/SF
  • 28 Days On Market

  Current Estimated Value $244,569

  Last Listing Agent Robin Smith BHG Masiello Keene

  54 Russell St, Keene, NH 03431
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  /17

  Not Listed For Sale

  13 Spruce St, North Walpole, NH 03609

  • Studio
  • 3,274 Sq Ft
  • Built 1910

  13 Spruce St, North Walpole, NH 03609

  Last Sold Summary

  • $109/SF
  • 7 Days On Market

  Last Sold Price $358,000

  Last Listing Agent Kathryn Beam Galloway Real Estate LLC
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  /60

  $849,900

  • 3 Beds
  • 2 Baths
  • 3,472 Sq Ft

  259 Bolton Rd, Winchester, NH 03470

  Stunning & modern unique True Timber Frame home has it all with incredible CT River views an easy commute to MA, VT or Keene. The property welcomes you with well-lit custom retaining walls, expansive perennial gardens, two-car garage, and barn on just under 2 acres. Enjoy outdoor life under the covered patio, relax on one of the many private decks or fire pits. Dual RV hook up with water disposal

  Don Goudreau EXP Realty

  259 Bolton Rd, Winchester, NH 03470
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  /2

  $212,500 Sold Sep 26, 2025

  20 Winchester Rd, Chesterfield, NH 03443

  • 4 Beds
  • 2.5 Baths
  • 4,151 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Above List Price
  • $51/SF
  • 0 Days On Market

  Current Estimated Value $316,000

  Last Listing Agent Jamie Watson BHG Masiello Keene

  20 Winchester Rd, Chesterfield, NH 03443
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  Not Listed For Sale

  4 Pine St, North Walpole, NH 03609

  • 6 Beds
  • 2 Baths
  • 2,380 Sq Ft
  • Built 1900

  4 Pine St, North Walpole, NH 03609

  Last Sold Summary

  • $126/SF
  • 11 Days On Market

  Last Sold Price $299,000

  Last Listing Agent Kathryn Beam Galloway Real Estate LLC
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  /48

  $875,000

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  78 Colburn Ln, Rindge, NH 03461

  There’s something special about arriving here—the kind of place where the lake greets you first and time immediately slows down. Set on a 1-acre rise overlooking Lake Monomonac, this year-round retreat captures sweeping 180 water views that feel just as magical on a quiet winter morning as they do on a golden summer evening. You enter the home from the deck, where mornings begin with coffee and

  Denise Thomas BHG Masiello Keene

  78 Colburn Ln, Rindge, NH 03461

Showing Results 321 - 360, Page 9 of 18