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

111 homes

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FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Prime Waterfront Investor Opportunity & ndash; Priced to Sell Fast at $250,000 & ndash; $300,000! Are you looking for your next high-potential waterfront project? Situated right on the water at 11 Waters Edge Rd, North Swanzey, NH 03431, this property is aggressively priced for an immediate sale and offers an incredible opportunity to build instant equity. Featuring an existing 1,826-square-foot footprint with 2 bedrooms and 1 bathroom on a 6,447-square-foot lot, this property is a completely clean slate. Whether you want to roll up your sleeves for a full-scale renovation (TLC) to bring a classic lakeside setting back to life, or clear the lot to construct a brand-new custom wat

$250,000

2 beds1 bath1,826 sq ft

11 Waters Edge Rd, North Swanzey, NH 03431

Built 1930

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Built in 1870, this classic New Englander has been carefully renovated and beautifully renewed for its next chapter. Come home to a sense of peace and tranquility while being just a short walk from Keene State College and the shopping, dining, and entertainment of Main Street. Filled with warmth, character, and thoughtfully refreshed spaces, this beautiful home offers a place to settle in, entertain, or explore its potential as an investment. After more than 150 years, this home is ready for someone new to write its next chapter.

$298,888

4 beds1.5 baths1,260 sq ft

32 Harrison St, Keene, NH 03431

2,178 sq ft lot • Built 1870 • Listed 2 days

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Classic New Englander in the heart of Marlborough ready for you to make it shine again. It has the charm of the old fashioned tin ceilings and wood floors. Other features include an enclosed front porch, potential 3rd floor use, and exterior storage. The home needs a new kitchen, baths updated, and other refinishing. It offers a newer roof, replacement windows and a new heating system. Close to downtown Marlborough means schools and shopping are nearby.

$199,000

3 beds1.5 baths2,127 sq ft

26 Terrace St, Marlborough, NH 03455

Exterior storage • Newer roof • New heating system

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Nestled on a peaceful country road in Rindge, this charming property offers the perfect blend of privacy, comfort, and New England character. Surrounded by natural beauty, the home sits on a generous lot with mature trees and open space ideal for relaxing, entertaining, or simply enjoying the quiet setting. Inside, you’ll find a warm and inviting layout with abundant natural light, spacious living areas, and thoughtful details throughout. The kitchen provides ample cabinetry and workspace, making it both functional and welcoming, while the adjoining dining and living areas create a seamless flow for everyday living. The bedrooms are comfortably sized, offering flexibility for family,

$649,900

4 beds3.5 baths2,887 sq ft

102 Hubbard Hill Rd, Rindge, NH 03461

Generous lot • Ample cabinetry • Expansive yard

ABOUT THIS HOME
Vintage Home for sale in Cheshire County, NH:
Spacious Antique Cape, south facing w/ attached barn-garage, circular driveway on a beautiful . 66 A lot. One of the original homes built in the East Side & built on a double lot. Lot is suitable for a detached ADU for future additional lot. Lovely period features throughout: high ceilings, hardwood flooring, crown molding, chair rails, built-in cabinetry & cornices above the windows & doors. Kitchen updated in 2004 with floor to ceiling cabinets, countertop work area & prep island. Formal DR adjacent to a lovely screened porch 16x11. LR w/ fireplace & built-in bookcases/display cases w/ windows above each built-in. Front family room with twin built-in storage

$375,000

3 beds3 baths2,196 sq ft

46 S Lincoln St, Keene, NH 03431

Hardwood flooring • Detached adu • Double lot

Property at 133 N Shore Rd, Munsonville, NH 03457, 2 beds, 1.5 baths

$1,100,000

2 beds1.5 baths1,288 sq ft

133 N Shore Rd, Munsonville, NH 03457

Property at 123 Nutting Rd, Jaffrey, NH 03452, 4 beds, 2 baths

$450,000

4 beds2 baths1,554 sq ft

123 Nutting Rd, Jaffrey, NH 03452

Property at 12 Spruce St, North Walpole, NH 03609, 3 beds, 1 bath

$249,900

3 beds1 bath1,167 sq ft

12 Spruce St, North Walpole, NH 03609

Property at 260 Hurricane Rd, Keene, NH 03431, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,478 sq ft

260 Hurricane Rd, Keene, NH 03431

Property at 173 George St, Keene, NH 03431, 3 beds, 1 bath

$337,000

3 beds1 bath1,232 sq ft

173 George St, Keene, NH 03431

Property at 7 Sunnyfield Dr, Jaffrey, NH 03452, 2 beds, 1 bath

$306,290

2 beds1 bath1,000 sq ft

7 Sunnyfield Dr, Jaffrey, NH 03452

Property at 32 Old Walpole Rd, Keene, NH 03431, 3 beds, 1 bath

$355,000

3 beds1 bath1,170 sq ft

32 Old Walpole Rd, Keene, NH 03431

Property at 21 Cross St, Jaffrey, NH 03452, 3 beds, 2 baths

$355,000

3 beds2 baths1,862 sq ft

21 Cross St, Jaffrey, NH 03452

Property at 41 Manchester St, Keene, NH 03431, 4 beds, 2 baths

$329,000

4 beds2 baths1,142 sq ft

41 Manchester St, Keene, NH 03431

Property at 65 Dublin Rd #1, Jaffrey, NH 03452, 3 beds, 3 baths

$547,500

3 beds3 baths2,970 sq ft

65 Dublin Rd #1, Jaffrey, NH 03452

Property at 4 Elderberry Ln, Winchester, NH 03470, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,623 sq ft

4 Elderberry Ln, Winchester, NH 03470

Property at 97 Walker Rd, Stoddard, NH 03464, 3 beds, 2.5 baths

$935,000

3 beds2.5 baths1,890 sq ft

97 Walker Rd, Stoddard, NH 03464

Property at 513 N Shore Rd, Spofford, NH 03462, 3 beds, 2 baths

$432,000

3 beds2 baths1,737 sq ft

513 N Shore Rd, Spofford, NH 03462

Property at 45 Thatcher Hill Rd, Marlborough, NH 03455, 5 beds, 5 baths

$1,595,000

5 beds5 baths5,645 sq ft

45 Thatcher Hill Rd, Marlborough, NH 03455

Property at 370 Main St, Keene, NH 03431, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,478 sq ft

370 Main St, Keene, NH 03431

Property at 27 Russell St, Keene, NH 03431, 3 beds, 1.5 baths

$369,900

3 beds1.5 baths1,398 sq ft

27 Russell St, Keene, NH 03431

Property at 166 Woodbound Rd, Rindge, NH 03461, 4 beds, 2 baths

$249,900

4 beds2 baths2,769 sq ft

166 Woodbound Rd, Rindge, NH 03461

Property at 27 Fowler St, Keene, NH 03431, 1 bed, 1 bath

$219,000

1 bed1 bath780 sq ft

27 Fowler St, Keene, NH 03431

Property at 30 Bowkerville Rd, Fitzwilliam, NH 03447, 2 beds, 2 baths

$439,000

2 beds2 baths1,479 sq ft

30 Bowkerville Rd, Fitzwilliam, NH 03447

Property at 5 Highland Ave, Hinsdale, NH 03451, 4 beds, 2 baths

$365,000

4 beds2 baths2,300 sq ft

5 Highland Ave, Hinsdale, NH 03451

Property at 57 Morin Ave, Keene, NH 03431, 2 beds, 1 bath

$289,000

2 beds1 bath789 sq ft

57 Morin Ave, Keene, NH 03431

Property at 15 Main St, Harrisville, NH 03450, 4 beds, 4 baths

$1,390,000

4 beds4 baths2,911 sq ft

15 Main St, Harrisville, NH 03450

Property at 247 NH Route 119 W, Fitzwilliam, NH 03447, 3 beds, 1 bath

$249,000

3 beds1 bath1,104 sq ft

247 NH Route 119 W, Fitzwilliam, NH 03447

Property at 20 Todd Hill Rd, Rindge, NH 03461, 3 beds, 1 bath

$379,000

3 beds1 bath952 sq ft

20 Todd Hill Rd, Rindge, NH 03461

Property at 828 RT 10, Marlow, NH 03456, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,934 sq ft

828 RT 10, Marlow, NH 03456

Property at 48 Cross Rd, Sullivan, NH 03457, 2 beds, 2 baths

$335,000

2 beds2 baths1,155 sq ft

48 Cross Rd, Sullivan, NH 03457

Property at 121 Prospect St, Hinsdale, NH 03451, 3 beds, 1 bath

$279,000

3 beds1 bath907 sq ft

121 Prospect St, Hinsdale, NH 03451

Property at 64 Fox Cir, Keene, NH 03431, 3 beds, 1 bath

$339,900

3 beds1 bath934 sq ft

64 Fox Cir, Keene, NH 03431

Property at 124 Wilson Pond Rd, North Swanzey, NH 03431, 1 bed, 1 bath

$239,900

1 bed1 bath716 sq ft

124 Wilson Pond Rd, North Swanzey, NH 03431

Property at 31 Valley St, Keene, NH 03431, 3 beds, 3 baths

$499,000

3 beds3 baths2,340 sq ft

31 Valley St, Keene, NH 03431

Property at 18 Granite St, Troy, NH 03465, 3 beds, 2 baths

$355,000

3 beds2 baths1,525 sq ft

18 Granite St, Troy, NH 03465

Property at 186 Gilson Rd, Jaffrey, NH 03452, 2 beds, 1 bath

$1,135,000

2 beds1 bath1,009 sq ft

186 Gilson Rd, Jaffrey, NH 03452

Property at 247 Middle Winchendon Rd, Rindge, NH 03461, 4 beds, 3 baths

$599,900

4 beds3 baths2,532 sq ft

247 Middle Winchendon Rd, Rindge, NH 03461

Property at 26 Brattleboro Rd, Hinsdale, NH 03451, 4 beds, 1.5 baths

$249,000

4 beds1.5 baths1,591 sq ft

26 Brattleboro Rd, Hinsdale, NH 03451

Property at 123 Gilsum St, Keene, NH 03431, 2 beds, 1 bath

$320,000

2 beds1 bath864 sq ft

123 Gilsum St, Keene, NH 03431

Property at 52 Allen Ct, Keene, NH 03431, 3 beds, 1 bath

$449,900

3 beds1 bath1,892 sq ft

52 Allen Ct, Keene, NH 03431

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Vintage Homes for Sale in Cheshire County

There are currently 111 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 52 days and receive 1 offers. This map is refreshed with the newest listings in Cheshire County every 15 minutes.

In the past month, 91 homes have been sold in Cheshire County. In addition to houses in Cheshire County, there were also 29 condos, 0 townhouses, and 15 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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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 Oct 04 2026 on the search page

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