Cheshire County, NH homes for sale & real estate

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ABOUT THIS HOME
Cheshire County, NH Homes for Sale
This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes center stage, whether you're enjoying your morning coffee on the porch, entertaining on the decks, or spending the day on the water. A separate mobile home that has not been used for some time and could potentially serve as a guest cottage or private accommodation for family and visitors. It include

$445,000

3 beds2 baths1,066 sq ft

71 Headlands Rd, Winchester, NH 03470

Lakefront retreat • Guest cottage • Enclosed porch

FOR SALE BY OWNER

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Home for sale! Great start home! This is a single family ranch, 2 bedroom 1 bathroom. Full size office, kitchen & amp; living room. See for yourself! This home comes with all appliances & amp; a pellet stove. Brand new metal roof installed 2020. Great size yard & amp; a car port. Plenty of parking & amp; growth in this home. Additionally our roof warranty is life time & amp; transferable to new owners, which is an added bonus! Never have to worry about roof concerns as you can just call them up & amp; they will come fix! Partial views of mount monadnock during the winter months! Great privacy

$350,000

2 beds1 bath1,245 sq ft

108 Prospect St, Troy, NH 03465

Metal roof • Car port • Single family ranch

FOR SALE BY OWNER

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Attention Home Buyers! This charming country cottage is just about perfect - located just at the edge of the woods and only a short walk to Keene or Swanzey Center the location is perfect. There are two bedrooms on the first floor and the Master Bedroom is the second floor. Large Country Kitchen is perfect for entertaining or working or just about any thing else you& apos; d want. The yard is well maintained and private even though there are neighbors around. Small patio off Living Room is fenced in for a little extra privacy. Sun porch on front faces approximately due east and is just perfect for watching the sun come up while drinking that first cup of coffee. A must see at this price

$270,000

3 beds1 bath1,072 sq ft

294 Matthews Rd, Swanzey, NH 03446

Short walk to keene • Well maintained yard • Country cottage

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Welcome home to this charming 4-bedroom Cape set on 6.3 beautiful acres, offering the perfect blend of privacy, space, and functionality. The thoughtfully designed floor plan features two bedrooms on the main level and two additional bedrooms upstairs, providing flexible living options for family, guests, or a home office. There is a deck, perfect for relaxing, and taking in the peaceful surroundings. A full walk-out basement offers abundant storage, workshop space, or future expansion potential. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 3-car garage, complete with full 2nd floor that could be finished for additional space. Surrounded by open

$449,000

4 beds1.5 baths2,293 sq ft

88 Walpole Valley Rd, Alstead, NH 03602

Deck • 6.3 acres • 2nd floor

3D WALKTHROUGH

ABOUT THIS HOME
Cheshire County, NH Homes for Sale
Classic New England Colonial built in 1808 just 10 minutes from Keene. With hand- hewn beams in the kitchen, wide plank original flooring, and original features throughout the house, this unique homestead, with its 17.5 sub-dividable acres can go as far as your imagination lets it. The acreage is abutted by several hundred more acres of conservation land to reassure peace and quiet. The terrain is great for hiking, snow-shoeing, cross country skiing and snowmobiling. Spacious bedrooms with good closet space open onto an extra wide foyer on the second floor, and the gas insert fireplace in the living room on the ground floor makes for cozy evenings, while the New Mac oil/wood furnace provide

$550,000

4 beds1.5 baths2,732 sq ft

443 Centre St, Sullivan, NH 03445

Sub-dividable acres • Attached mud-room • Newer roof

Property at 38 Shaker Farm Rd S, Marlborough, NH 03455, 4 beds, 5 baths

$1,190,000

4 beds5 baths4,571 sq ft

38 Shaker Farm Rd S, Marlborough, NH 03455

Property at 515 E Surry Rd, Surry, NH 03431, 4 beds, 2.5 baths

$1,925,000

4 beds2.5 baths4,859 sq ft

515 E Surry Rd, Surry, NH 03431

Property at 300 Robbins Rd, Rindge, NH 03461, 4 beds, 2 baths

$849,000

4 beds2 baths2,087 sq ft

300 Robbins Rd, Rindge, NH 03461

Property at 112 S Winchester St, Swanzey, NH 03446, 5 beds, 2.5 baths

$399,500

5 beds2.5 baths2,411 sq ft

112 S Winchester St, Swanzey, NH 03446

Property at 55 Chestnut Hill Rd, Dublin, NH 03444, 3 beds, 3.5 baths

$1,049,000

3 beds3.5 baths3,483 sq ft

55 Chestnut Hill Rd, Dublin, NH 03444

Property at 164 Gustin Pond Rd, Marlow, NH 03456

$220,000

Studio— baths— sq ft

164 Gustin Pond Rd, Marlow, NH 03456

Property at 10 Woodland Park, Troy, NH 03465, 3 beds, 1 bath

$79,900

3 beds1 bath924 sq ft

10 Woodland Park, Troy, NH 03465

Property at 2 S Main St, Troy, NH 03465, 3 beds, 3 baths

$459,900

3 beds3 baths3,078 sq ft

2 S Main St, Troy, NH 03465

Property at 28 Owens Dr #38, Swanzey, NH 03446, 3 beds, 2 baths

$357,500

3 beds2 baths1,714 sq ft

28 Owens Dr #38, Swanzey, NH 03446

Property at 20 Keene Ave, Fitzwilliam, NH 03447, 3 beds, 3 baths

$875,000

3 beds3 baths1,757 sq ft

20 Keene Ave, Fitzwilliam, NH 03447

Property at 65 Nelson Rd, Harrisville, NH 03450, 2 beds, 1.5 baths

$535,000

2 beds1.5 baths1,105 sq ft

65 Nelson Rd, Harrisville, NH 03450

Property at 849 Route 10 Rd, Gilsum, NH 03448, 4 beds, 2 baths

$499,952

4 beds2 baths4,239 sq ft

849 Route 10 Rd, Gilsum, NH 03448

Property at 904 Shedd Hill Rd, Stoddard, NH 03464, 4 beds, 2 baths

$599,900

4 beds2 baths1,704 sq ft

904 Shedd Hill Rd, Stoddard, NH 03464

Property at 372 Hill Rd, Alstead, NH 03602, 3 beds, 2 baths

$975,000

3 beds2 baths3,092 sq ft

372 Hill Rd, Alstead, NH 03602

Property at 295 Gilsum Rd, Sullivan, NH 03445, 2 beds, 1 bath

$298,000

2 beds1 bath1,010 sq ft

295 Gilsum Rd, Sullivan, NH 03445

Property at 658 Main St, Marlborough, NH 03455, 4 beds, 4 baths

$400,000

4 beds4 baths2,713 sq ft

658 Main St, Marlborough, NH 03455

Property at 21 Pheasant Hill Rd, Keene, NH 03431, 4 beds, 3 baths

$899,000

4 beds3 baths4,137 sq ft

21 Pheasant Hill Rd, Keene, NH 03431

Property at 1043 Shedd Hill Rd, Stoddard, NH 03464, 2 beds, 1 bath

$289,000

2 beds1 bath972 sq ft

1043 Shedd Hill Rd, Stoddard, NH 03464

Property at 88 Aten Rd, Stoddard, NH 03464, 4 beds, 2 baths

$695,000

4 beds2 baths2,342 sq ft

88 Aten Rd, Stoddard, NH 03464

Property at 72 Old Northfield Rd, Hinsdale, NH 03451, 5 beds, 2.5 baths

$749,900

5 beds2.5 baths3,548 sq ft

72 Old Northfield Rd, Hinsdale, NH 03451

Property at 103 Dean Farm Rd, Jaffrey, NH 03452, 4 beds, 2 baths

$639,000

4 beds2 baths3,050 sq ft

103 Dean Farm Rd, Jaffrey, NH 03452

Property at 10 Asheley Ave #26, Hinsdale, NH 03451, 3 beds, 2 baths

$389,900

3 beds2 baths1,408 sq ft

10 Asheley Ave #26, Hinsdale, NH 03451

Property at Rabbit Hollow Rd, Swanzey, NH 03446

$100,000

— beds— baths— sq ft

Rabbit Hollow Rd, Swanzey, NH 03446

Property at 253 Back Ashuelot Rd, Winchester, NH 03470, 1 bed, 1 bath

$425,000

1 bed1 bath1,290 sq ft

253 Back Ashuelot Rd, Winchester, NH 03470

Property at 216 Old Forest Rd, Stoddard, NH 03464, 3 beds, 3 baths

$725,000

3 beds3 baths2,790 sq ft

216 Old Forest Rd, Stoddard, NH 03464

Property at 14 Tico Rd, Rindge, NH 03461, 3 beds, 2 baths

$1,075,000

3 beds2 baths1,755 sq ft

14 Tico Rd, Rindge, NH 03461

Property at 333 south St Lot 2 unit B, Troy, NH 03456, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,520 sq ft

333 south St Lot 2 unit B, Troy, NH 03456

Property at 53 Plantation Way, Fitzwilliam, NH 03447, 3 beds, 1.5 baths

$169,000

3 beds1.5 baths748 sq ft

53 Plantation Way, Fitzwilliam, NH 03447

Property at 549 West St, Keene, NH 03431, 4 beds, 2 baths

$459,900

4 beds2 baths1,968 sq ft

549 West St, Keene, NH 03431

Property at 38 Pine St, Hinsdale, NH 03451, 3 beds, 1 bath

$79,900

3 beds1 bath780 sq ft

38 Pine St, Hinsdale, NH 03451

Property at 253 Ramsay Hill Rd, Walpole, NH 03608, 3 beds, 2 baths

$1,475,000

3 beds2 baths2,551 sq ft

253 Ramsay Hill Rd, Walpole, NH 03608

Property at 321 Route 123 N, Stoddard, NH 03464, 1 bed, 1 bath

$200,000

1 bed1 bath650 sq ft

321 Route 123 N, Stoddard, NH 03464

Property at 139 Squantum Rd, Jaffrey, NH 03452, 6 beds, 3 baths

$390,000

6 beds3 baths2,184 sq ft

139 Squantum Rd, Jaffrey, NH 03452

Property at 9 Templeton Tpke, Fitzwilliam, NH 03447, 5 beds, 2.5 baths

$599,900

5 beds2.5 baths3,878 sq ft

9 Templeton Tpke, Fitzwilliam, NH 03447

Property at 24 Hunt Rd, Westmoreland, NH 03467, 3 beds, 3 baths

$549,000

3 beds3 baths4,001 sq ft

24 Hunt Rd, Westmoreland, NH 03467

Property at 101 Highland Cir, Swanzey, NH 03446, 5 beds, 4 baths

$1,290,000

5 beds4 baths5,871 sq ft

101 Highland Cir, Swanzey, NH 03446

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Average home prices near Cheshire County, NH

Cities

Counties

Windham County homes for sale
$479,000
Hillsborough County homes for sale
$559,950
Merrimack County homes for sale
$549,000

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)

$398,666

+6.3% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Cheshire County, NH

$398,666

+6.3%

See more Cheshire County, NH market insights

More to explore in Cheshire County, NH

How to buy a house in Cheshire County, NH

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First-time homebuyer's guide

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5 Redfin agents serving Cheshire County

169

Deals*

4.8

Satisfaction

1065

Homes closed*

* Data from the last year

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Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Sun Sep 20 2026 on the search page

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