Vintage homes for sale & real estate in Cheshire County, NH

71 homes

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NEW 14 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
ATTENTION INVESTORS!! Here is a great rehab project. House is being sold 'AS IS" . Cash sale or Rehab loan only. Old barn is unsafe and will need to be taken down. But the house has potential. Buyers do their own due diligence.

$225,000

3 beds1 bath1,533 sq ft

34 E Lake Rd, Fitzwilliam, NH 03447-9998

2.6 acre lot • Built 1885

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Discover the potential in this 2-bedroom, 2-bath gem in Winchester, NH! Roll up your sleeves, earn instant sweat equity, and transform this house into the home you’ve always imagined. Spray insulation has been completed in the entire house, basement included! Old knob and tube was disconnected but is still in place. With great bones and endless possibilities, you could be settling into your new space before the New Year! Property is being sold AS-IS.

$199,900

2 beds2 baths1,060 sq ft

82 Howard St, Winchester, NH 03470

Old knob and tube • Spray insulation • Great bones

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
A grand 2700+ sq. ft. Colonial ready to be reborn. Perched proudly above Terrace Street in the heart of the Monadnock Region, just steps from the historic bell tower, this once-magnificent residence is waiting for its next visionary. With roots tracing back to the Valley Woolen Mill and later cherished by the Morse family for more than 80 years, this property offers history, character—and incredible upside. Major improvements were completed in the late 1990s, including wiring, plumbing, and electric. Approximately 2018 new architectural shingle roof and in 2021, the exterior was refreshed with paint, replacement windows, new gutters, and a new furnace. Inside, the home still boasts it

$225,000

3 beds1.5 baths2,127 sq ft

26 Terrace St, Marlborough, NH 03455

New gutters • Colonial • Historic bell tower

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Real Country Living in an antique post & beam farmhouse on 11+ acres, COMPLETELY remodeled for efficient modern life. The 2,200 sf home (town tax card not updated) completely reimagined over 7 years. On rolling pastureland, the home was stripped to its beams, insulated, and white cedar log sided on the exterior. Pine tongue & groove on the inside; Standing-seam metal roof will last indefinitely. Owned freestanding 9 KW solar array supplies 90% of power needs. The baseboard heat is rarely used with help of the pellet stove in the great room. Hybrid hot water heater in impeccably kept basement. A beautiful new kitchen with quartz countertops, and stainless Whirlpool appliances. Ha

$610,000

4 beds2.5 baths2,200 sq ft

240 Forest Lake Rd, Winchester, NH 03470

Completely remodeled • 11 acres • Rolling pastureland

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Lovely circa 1800 Greek Revival home in search of a new homeowner with excellent taste. Are you the one? Maybe it's you who'll appreciate and enjoy this beautiful home in the heart of charming Fitzwilliam! Take in the fun happenings & gorgeous scenery of the Monadnock Region while living across the street from beautiful Fitzwilliam Common Historic District, a part of the National Register of Historic Places. What a view just outside your door! Gently sloped backyard & front porch with grand fluted columns are lovely outdoor areas to entertain visitors. Home is uniquely positioned to take-in village concerts & smalltown happenings throughout th

$614,800

5 beds2.5 baths3,878 sq ft

9 Templeton Tpke, Fitzwilliam, NH 03447

Greek revival home • Updated utilities • Front porch

Property at 194 Marlboro St, Keene, NH 03431, 2 beds, 2 baths

$279,900

2 beds2 baths1,824 sq ft

194 Marlboro St, Keene, NH 03431

Property at 21 Clark Rd, Winchester, NH 03470, 1 bed, 1 bath

$169,900

1 bed1 bath840 sq ft

21 Clark Rd, Winchester, NH 03470

Property at 40 Charlonne St, Jaffrey, NH 03452, 1 bath

$250,000

0 beds1 bath4,680 sq ft

40 Charlonne St, Jaffrey, NH 03452

Property at 142 Brattleboro Rd, Hinsdale, NH 03451, 3 beds, 1 bath

$279,000

3 beds1 bath1,053 sq ft

142 Brattleboro Rd, Hinsdale, NH 03451

Property at 77 Franklin St, Keene, NH 03431, 3 beds, 1 bath

$169,900

3 beds1 bath1,248 sq ft

77 Franklin St, Keene, NH 03431

Property at 821 Route 9, West Chesterfield, NH 03466, 4 beds, 2 baths

$349,000

4 beds2 baths1,425 sq ft

821 Route 9, West Chesterfield, NH 03466

Property at 16 Jewett St, Marlborough, NH 03455, 4 beds, 2 baths

$349,900

4 beds2 baths1,411 sq ft

16 Jewett St, Marlborough, NH 03455

Property at 37 Church St #3, Keene, NH 03431, 2 beds, 1.5 baths

$349,000

2 beds1.5 baths1,052 sq ft

37 Church St #3, Keene, NH 03431

Property at 471 Chapman Rd, Keene, NH 03431, 3 beds, 1.5 baths

$575,000

3 beds1.5 baths2,560 sq ft

471 Chapman Rd, Keene, NH 03431

Property at 106 Pako Ave, Keene, NH 03431, 2 beds, 2 baths

$325,000

2 beds2 baths2,312 sq ft

106 Pako Ave, Keene, NH 03431

Property at 50 Forest St, Keene, NH 03431

$395,000

— beds— baths2,490 sq ft

50 Forest St, Keene, NH 03431

Property at 26 Old North Main St, Walpole, NH 03608, 5 beds, 3.5 baths

$845,000

5 beds3.5 baths4,804 sq ft

26 Old North Main St, Walpole, NH 03608

Property at 16 Stone Rd, Stoddard, NH 03464, 2 beds, 1 bath

$765,000

2 beds1 bath1,689 sq ft

16 Stone Rd, Stoddard, NH 03464

Property at 61 Elm St, Walpole, NH 03608, 5 beds, 3.5 baths

$750,000

5 beds3.5 baths3,958 sq ft

61 Elm St, Walpole, NH 03608

Property at 71 Church St, Dublin, NH 03444, 4 beds, 2 baths

$645,000

4 beds2 baths2,661 sq ft

71 Church St, Dublin, NH 03444

Property at 22 Fairfield Ct, Keene, NH 03431, 3 beds, 1 bath

$310,000

3 beds1 bath1,143 sq ft

22 Fairfield Ct, Keene, NH 03431

Property at 43 Parsons Ln, Jaffrey, NH 03452, 5 beds, 2.5 baths

$679,000

5 beds2.5 baths2,457 sq ft

43 Parsons Ln, Jaffrey, NH 03452

Property at 9 Center St, North Walpole, NH 03609, 3 beds, 1.5 baths

$315,000

3 beds1.5 baths1,497 sq ft

9 Center St, North Walpole, NH 03609

Property at 15 Waters Edge Rd, North Swanzey, NH 03446, 2 beds, 1.5 baths

$295,000

2 beds1.5 baths1,215 sq ft

15 Waters Edge Rd, North Swanzey, NH 03446

Property at 24 Sawyers Crossing Rd, Swanzey, NH 03446, 4 beds, 2.5 baths

$690,000

4 beds2.5 baths2,436 sq ft

24 Sawyers Crossing Rd, Swanzey, NH 03446

Property at 15 Jennison St, Keene, NH 03431, 5 beds, 2 baths

$369,900

5 beds2 baths2,785 sq ft

15 Jennison St, Keene, NH 03431

Property at 41 Hillside Ave, Keene, NH 03431, 4 beds, 2 baths

$355,900

4 beds2 baths2,440 sq ft

41 Hillside Ave, Keene, NH 03431

Property at 4 Windmill Hill Rd, Dublin, NH 03444, 13 beds, 9.5 baths

$9,999,000

13 beds9.5 baths14,546 sq ft

4 Windmill Hill Rd, Dublin, NH 03444

Property at 14 Hurricane Rd, Westmoreland, NH 03467, 7 beds, 3.5 baths

$1,395,000

7 beds3.5 baths5,704 sq ft

14 Hurricane Rd, Westmoreland, NH 03467

Property at 1025 Route 123, Stoddard, NH 03464, 2 beds, 1.5 baths

$309,900

2 beds1.5 baths1,345 sq ft

1025 Route 123, Stoddard, NH 03464

Property at 46 Belmont Ave, Keene, NH 03431, 4 beds, 2 baths

$337,900

4 beds2 baths1,656 sq ft

46 Belmont Ave, Keene, NH 03431

Property at 257 Park Ave, Keene, NH 03431, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,752 sq ft

257 Park Ave, Keene, NH 03431

Property at 40 Jaffrey Rd, Marlborough, NH 03455, 3 beds, 2 baths

$349,900

3 beds2 baths1,820 sq ft

40 Jaffrey Rd, Marlborough, NH 03455

Property at 28 Village Rd, Surry, NH 03431, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths2,628 sq ft

28 Village Rd, Surry, NH 03431

Property at 27 Shadowland Rd, Alstead, NH 03602, 3 beds, 1 bath

$479,000

3 beds1 bath1,094 sq ft

27 Shadowland Rd, Alstead, NH 03602

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 32 Main St, West Chesterfield, NH 03451, 3 beds, 4 baths

$195,000

3 beds4 baths3,221 sq ft

32 Main St, West Chesterfield, NH 03451

Property at 26 Weidner Dr, Rindge, NH 03461, 1 bed, 1 bath

$374,000

1 bed1 bath470 sq ft

26 Weidner Dr, Rindge, NH 03461

Property at 431 Main St, Keene, NH 03431, 4 beds, 2 baths

$525,000

4 beds2 baths2,579 sq ft

431 Main St, Keene, NH 03431

Property at 5 9 Merchant St, North Walpole, NH 03609

$1,350,000

— beds— baths11,690 sq ft

5 9 Merchant St, North Walpole, NH 03609

Property at 89 Main St, Marlborough, NH 03455, 5 beds, 2 baths

$400,000

5 beds2 baths5,624 sq ft

89 Main St, Marlborough, NH 03455

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Vintage Homes for Sale in Cheshire County

There are currently 71 vintage homes for sale in Cheshire County at a median listing price of $440K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cheshire County stay on the market for 56 days and receive 1 offers. This map is refreshed with the newest listings in Cheshire County every 15 minutes.

In the past month, 99 homes have been sold in Cheshire County. In addition to houses in Cheshire County, there were also 35 condos, 1 townhouse, and 14 multi-family units for sale in Cheshire County last month. Find your dream home in Cheshire County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cheshire County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cheshire County. If you're looking to sell your home in the Cheshire County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cheshire County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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