Cheshire County, NH homes for sale & real estate

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1323 Main St, Dublin, NH 03444
1323 Main St, Dublin, NH 03444
1323 Main St, Dublin, NH 03444
ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Welcome to this 1323 Main Street- An incredibly versatile colonial on 4 scenic acres with a small pond, peaceful views, and easy access to Keene and Peterborough. Currently configured as 3 rental units, this property offers income potential, owner-occupancy options, or conversion back to a spacious single-family home with an accessory dwelling unit (ADU). The main unit features a large screened porch, kitchen, formal dining room, living room, office, and half bath on the first floor, with 4 bedrooms, full bath, and laundry hookups upstairs. The middle unit includes a kitchen, living room, and ¾ bath. The third unit offers a kitchen, oversized living room, laundry hookups, and full ba

$579,000

8 beds4 baths3,806 sq ft

1323 Main St, Dublin, NH 03444

4.03 acre lot • Income potential • Private deck area

240 Pine Tree Ln, Fitzwilliam, NH 03447
240 Pine Tree Ln, Fitzwilliam, NH 03447
240 Pine Tree Ln, Fitzwilliam, NH 03447
ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Make this your 2nd getaway home OR all year round living! This home is nestled on a wooded lot in the sought after Gated Woodbrook Condo Camp & Tennis Club Community on Sip Pond. It is THE ONLY home that has deeded year round access in the association!The cozy A Frame home boasts 2 bedrooms, open concept Kitchen/Dining & a spacious living room with a vaulted ceiling! There is a loft area for additional sleeping area/storage! Large enclosed porch with wood & water views. Private Beach is outside your back door! Deeded #5 Dock to convey. Summer water fun, with full amenities tennis, pickle ball, bocce courts, playground, community room & in ground pool & ++! Golf

$339,900

2 beds1 bath803 sq ft

240 Pine Tree Ln, Fitzwilliam, NH 03447

4 parking spots • Community pool • Wooded lot

40 Starling St, Keene, NH 03431
40 Starling St, Keene, NH 03431
40 Starling St, Keene, NH 03431
ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Stop Renting—Start Owning for Less! This 3-bedroom MH in Tanglewood Park Cooperative offers an affordable alternative to renting and provides a great opportunity for homeownership. As a resident-owned community, members have a voice in decisions that shape their neighborhood. The eat in kitchen is fully applianced and open to the Livingroom. The Livingroom has a gas stove that can be used for as an additional heat source. There is also two baths - one full bath and one half bath off the Primary Bedroom. There is even a screen porch to sit out and relax on. The large 2 car carport gives you shelter from the elements and there is even a covered entrance to the home as well. Updates have

$89,900

3 beds1.5 baths924 sq ft

40 Starling St, Keene, NH 03431

2 garage spots • Updates to home • Eat in kitchen

515 Forest Lake Rd, Winchester, NH 03470
515 Forest Lake Rd, Winchester, NH 03470
515 Forest Lake Rd, Winchester, NH 03470
ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Property is HUD owned. CASE#341-121133. Great location on Forest Lake Road!! Large New Englander with spacious lot! 2200+/- square feet on 4.09 acres!!! Functional layout, room to roam and so much potential! 3 bedrooms, 1.5 bathrooms. Updates throughout the years, but ready for you to make it your own.

$205,000

3 beds1.5 baths2,240 sq ft

515 Forest Lake Rd, Winchester, NH 03470

4.09 acre lot • Garage

20 Shadowland Rd, Alstead, NH 03602
20 Shadowland Rd, Alstead, NH 03602
20 Shadowland Rd, Alstead, NH 03602
ABOUT THIS HOME
Cheshire County, NH Homes for Sale
This is a well-maintained year-round home has been used as a second home since it was built in 1988. Perfect for summer fun and close to VT ski areas. 4 bedrooms and 2 baths and an oversized wrap around deck overlooking Lake Warren. Enjoy 180 ft of private waterfrontage with a dock and sandy beach Easy launching for your kayak or canoe. Eat-in kitchen with all the conveniences, a dining area with a view to the lake and a living room with a handsome fireplace. Lots of closets, full unfinished basement with high ceilings and a large shed to store your yard equipment and your water toys. Come relax and enjoy this special home.

$699,500

4 beds2 baths2,164 sq ft

20 Shadowland Rd, Alstead, NH 03602

0.96 acre lot • Easy launching • Dock

Property at 286 Old New Ipswich Rd, Rindge, NH 03461, 3 beds, 3 baths

$560,000

3 beds3 baths2,346 sq ft

286 Old New Ipswich Rd, Rindge, NH 03461

Property at 12 Breezy Knl, Hinsdale, NH 03451, 3 beds, 1.5 baths

$329,900

3 beds1.5 baths1,073 sq ft

12 Breezy Knl, Hinsdale, NH 03451

Property at 14-16 Forest St, Keene, NH 03431, 6 beds, 2 baths

$350,000

6 beds2 baths2,980 sq ft

14-16 Forest St, Keene, NH 03431

Property at 70 Dover St, Keene, NH 03431, 7 beds, 3 baths

$400,000

7 beds3 baths2,780 sq ft

70 Dover St, Keene, NH 03431

Property at 55-57 Beech St, Keene, NH 03431, 8 beds, 3.5 baths

$475,000

8 beds3.5 baths3,902 sq ft

55-57 Beech St, Keene, NH 03431

Property at 13 Harkness Rd, Jaffrey, NH 03452, 5 beds, 4.5 baths

$1,125,000

5 beds4.5 baths5,846 sq ft

13 Harkness Rd, Jaffrey, NH 03452

Property at 4 Fern Cir, Fitzwilliam, NH 03447, 2 beds, 2 baths

$237,000

2 beds2 baths892 sq ft

4 Fern Cir, Fitzwilliam, NH 03447

Property at Lot 62 Kennedy Dr Unit 004.01, Keene, NH 03431, 3 beds, 2 baths

$489,900

3 beds2 baths1,326 sq ft

Lot 62 Kennedy Dr Unit 004.01, Keene, NH 03431

Property at 91 Sullivan St, Keene, NH 03431, 3 beds, 1 bath

$249,900

3 beds1 bath720 sq ft

91 Sullivan St, Keene, NH 03431

Property at 142 Back Ashuelot Rd, Winchester, NH 03470, 3 beds, 1 bath

$189,000

3 beds1 bath789 sq ft

142 Back Ashuelot Rd, Winchester, NH 03470

Property at 88 Drag Hill Rd, Rindge, NH 03461, 3 beds, 1.5 baths

$480,000

3 beds1.5 baths1,598 sq ft

88 Drag Hill Rd, Rindge, NH 03461

Property at 004 Winch Hill Rd, Swanzey, NH 03446, 3 beds, 2.5 baths

$559,000

3 beds2.5 baths1,798 sq ft

004 Winch Hill Rd, Swanzey, NH 03446

Property at 995 Route 9, Chesterfield, NH 03466, 2 beds, 1.5 baths

$374,900

2 beds1.5 baths1,080 sq ft

995 Route 9, Chesterfield, NH 03466

Property at 49 Roberts Dr #23, Jaffrey, NH 03452, 3 beds, 2 baths

$699,000

3 beds2 baths1,774 sq ft

49 Roberts Dr #23, Jaffrey, NH 03452

Property at 153 Back Ashuelot Rd, Winchester, NH 03470, 3 beds, 3.5 baths

$375,000

3 beds3.5 baths2,688 sq ft

153 Back Ashuelot Rd, Winchester, NH 03470

Property at 24 Red Gate Rd, Jaffrey, NH 03452, 4 beds, 3 baths

$775,000

4 beds3 baths3,511 sq ft

24 Red Gate Rd, Jaffrey, NH 03452

Property at 57 Prescott Rd, Jaffrey, NH 03452, 2 beds, 2 baths

$549,900

2 beds2 baths1,788 sq ft

57 Prescott Rd, Jaffrey, NH 03452

Property at 17 Dort Rd, Surry, NH 03431, 5 beds, 2 baths

$875,000

5 beds2 baths3,500 sq ft

17 Dort Rd, Surry, NH 03431

Property at 61 North Rd, Walpole, NH 03608, 4 beds, 6 baths

$1,925,000

4 beds6 baths6,965 sq ft

61 North Rd, Walpole, NH 03608

Property at 31 Letourneau Dr, Jaffrey, NH 03452, 3 beds, 2 baths

$395,000

3 beds2 baths1,367 sq ft

31 Letourneau Dr, Jaffrey, NH 03452

Property at 39 Windy Fields Ln, Jaffrey, NH 03452, 3 beds, 2.5 baths

$539,000

3 beds2.5 baths1,696 sq ft

39 Windy Fields Ln, Jaffrey, NH 03452

Property at 66 Squantum Rd, Jaffrey, NH 03452, 2 beds, 1 bath

$324,900

2 beds1 bath1,183 sq ft

66 Squantum Rd, Jaffrey, NH 03452

Property at 18 Lakeside Dr, Fitzwilliam, NH 03447, 1 bed, 1 bath

$190,000

1 bed1 bath720 sq ft

18 Lakeside Dr, Fitzwilliam, NH 03447

Property at 1 Saybrook Dr, Rindge, NH 03461, 3 beds, 2 baths

$939,000

3 beds2 baths2,035 sq ft

1 Saybrook Dr, Rindge, NH 03461

Property at 803 NH Route 119, Rindge, NH 03461, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths2,259 sq ft

803 NH Route 119, Rindge, NH 03461

Property at 81 Summit Ridge Dr, Keene, NH 03431, 4 beds, 3 baths

$625,000

4 beds3 baths2,377 sq ft

81 Summit Ridge Dr, Keene, NH 03431

Property at 37 Starling St, Keene, NH 03431, 2 beds, 2 baths

$148,400

2 beds2 baths1,008 sq ft

37 Starling St, Keene, NH 03431

Property at 19 Woodland Park, Troy, NH 03465, 3 beds, 1 bath

$129,000

3 beds1 bath980 sq ft

19 Woodland Park, Troy, NH 03465

Property at 401 Alstead Center Rd, Alstead, NH 03602, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths3,000 sq ft

401 Alstead Center Rd, Alstead, NH 03602

Property at 38C Stonehouse Ln, Keene, NH 03431, 3 beds, 1.5 baths

$379,000

3 beds1.5 baths1,570 sq ft

38C Stonehouse Ln, Keene, NH 03431

Property at 236 Darling Rd, Keene, NH 03431, 4 beds, 3.5 baths

$674,900

4 beds3.5 baths3,410 sq ft

236 Darling Rd, Keene, NH 03431

Property at 10 Cranberry Rd, Keene, NH 03431, 5 beds, 5 baths

$765,000

5 beds5 baths4,322 sq ft

10 Cranberry Rd, Keene, NH 03431

Property at 57 Winchester St, Keene, NH 03431

$899,000

— beds— baths4,316 sq ft

57 Winchester St, Keene, NH 03431

Property at 691 Brattleboro Rd, Hinsdale, NH 03451, 3 beds, 2 baths

$270,000

3 beds2 baths2,062 sq ft

691 Brattleboro Rd, Hinsdale, NH 03451

Property at 62 Cobb Hill Rd, Alstead, NH 03602, 3 beds, 3 baths

$950,000

3 beds3 baths— sq ft

62 Cobb Hill Rd, Alstead, NH 03602

Property at 398 Scofield Mountain Rd, Winchester, NH 03470, 4 beds, 5.5 baths

$5,200,000

4 beds5.5 baths5,120 sq ft

398 Scofield Mountain Rd, Winchester, NH 03470

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Average home prices near Cheshire County, NH

Cities

Counties

Windsor County homes for sale
$549,000
Hillsborough County homes for sale
$579,000
Merrimack County homes for sale
$549,900

Cheshire County, NH real estate trends

All Home Types trends in Cheshire County, NH

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$408,500

+7.9% YoY | Jun 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2025

Growth

% YoY

Cheshire County, NH

$408,500

+7.9%

See more Cheshire County, NH market insights

More to explore in Cheshire County, NH

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