2,248

Cheshire, NH Homes in ZIP Code 03452

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    • /33

      Est $341,522 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,178 Sq Ft

      5 Dustin Ln, Jaffrey, NH 03452

      5 Dustin Ln, Jaffrey, NH 03452
  • /38

    $589,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    19 Lord View Dr, Jaffrey, NH 03452

    Be the first to own this beautifully designed 3-bedroom, 2.5 bath Cape Style home, offering 1,788 square feet of modern comfort and timeless charm. The clean white exterior, welcoming covered front porch, and attached 2-car garage create an inviting first impression.Step inside to a bright, open concept layout highlighted by a gorgeous kitchen featuring two-toned cabinetry, quartz countertops

    Andre Aho EXP Realty

    19 Lord View Dr, Jaffrey, NH 03452
  • /38

    $365,000 Sold Jul 29, 2025

    • 1,776 Sq Ft
    • $206/SF
    • 3 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1935

    70 River St, Jaffrey, NH 03452

    Welcome home to River Street! Conveniently located near Jaffrey center and famous Mount Monadnock this IS the home you've been looking for. Situated on a level lot with ample parking, enjoy the large fenced in backyard for relaxation and outdoor play. The backyard features a patio with a stone fire pit and an outdoor power supply for all your entertaining needs. Upon entering the home you'll find

    Kenny Laughters East Key Realty

    70 River St, Jaffrey, NH 03452
    • /29

      Est $332,881 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,012 Sq Ft

      22 Coburn Way, Jaffrey, NH 03452

      22 Coburn Way, Jaffrey, NH 03452
  • /50

    $345,000 Open Sat 10AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    5 Short St, Jaffrey, NH 03452

    Charming 3-bedroom Cape situated on a desirable corner lot in a quiet in-town neighborhood. The updated kitchen features a cathedral ceiling with skylights, flooding the space with natural light, and a spacious five-seat center island—perfect for cooking and entertaining. Enjoy relaxing in the enclosed screen porch overlooking the large, fenced-in yard—ideal for pets, play, or gardening. A

    Matthew Despres Keller Williams Realty-Metropolitan

    5 Short St, Jaffrey, NH 03452
  • /23

    $100,000 Sold Jul 22, 2025

    • 990 Sq Ft
    • $101/SF
    • 5 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1900

    31 North St, Jaffrey, NH 03452

    The major updates are already complete—now it's just down to your finishing touches! This in-town home features a newer roof, aluminum siding, and updated windows. The electrical panel and boiler have also been upgraded, offering peace of mind and a solid foundation for your cosmetic improvements. Located on a manageable lot with sidewalks leading straight to downtown Jaffrey, this property

    Matthew Despres Keller Williams Realty-Metropolitan

    31 North St, Jaffrey, NH 03452
    • /31

      Est $363,815 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,012 Sq Ft

      17 Colton Dr, Jaffrey, NH 03452

      17 Colton Dr, Jaffrey, NH 03452
  • /53

    $4,750,000

    • 6 Beds
    • 6 Baths
    • 5,828 Sq Ft

    617 Mountain Rd, Jaffrey, NH 03452

    Welcome to 617 Mountain Road—an extraordinary mid-century modern estate set on 159 acres with panoramic views that will leave you breathless. Designed by acclaimed New England architect Henry B. Hoover, this 5800+ SF residence is a private sanctuary commanding sweeping vistas of Mount Monadnock’s dramatic peak, the rolling hills of Vermont, and many peaks in Massachusetts. Built in the 1950s, the

    Sadie Halliday EXP Realty

    617 Mountain Rd, Jaffrey, NH 03452
  • /25

    $365,000 Sold Jul 21, 2025

    • Land
    • 12 Acres
    • $31,277 per Acre
    • 23 Days On Market

    420 Peterborough St, Jaffrey, NH 03452

    Beautiful 11.67-Acre Building Lot – Ready to Build!Discover the perfect blend of privacy and convenience on this stunning 11.67-acre lot. Perched up in a peaceful setting with its own babbling brook, this property is ready for your dream home with a driveway already roughed in, power on site, and a state-approved 4-bedroom septic design in hand.Enjoy the serenity of nature with plenty of

    Dean Deschenes Arris Realty

    420 Peterborough St, Jaffrey, NH 03452
    • /13

      Est $322,297 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,012 Sq Ft

      10 Colton Dr, Jaffrey, NH 03452

      10 Colton Dr, Jaffrey, NH 03452
  • /33

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    715 Gilmore Pond Rd, Jaffrey, NH 03452

    Country property with strong antique home and barn. 6 +/- acres that has sub-vision potential with proper permissions and approvals, set at the base of Mt. Monadnock. Quiet setting, pretty views. Home needs a refresh in some rooms, however layout allows for many configurations of living and design including in-law apartment Walk up attic space partially finished. As-is sale. Quick closing

    Penelope Seaver Coldwell Banker Realty Nashua

    715 Gilmore Pond Rd, Jaffrey, NH 03452
  • /25

    $400,000 Sold Jul 14, 2025

    • 1,512 Sq Ft
    • $265/SF
    • 39 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1980

    353 North St, Jaffrey, NH 03452

    MULTIPLE OFFERS. HIGHEST & BEST DEADLINE 9 AM ON 06/12/25. Tucked away on a long, scenic driveway, this home's elevated location, along with underground utilities, creates an unobstructed view of the yard. The multi-level deck offers ample opportunities to enjoy the surrounding nature, including a thoughtfully designed rock garden/retaining wall, and the sounds of a stream. Inside, the living

    Anna Schierioth HKS Associates, Inc.

    353 North St, Jaffrey, NH 03452
    • /27

      Est $323,574 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,040 Sq Ft

      17 Baldwin Rd, Jaffrey, NH 03452

      17 Baldwin Rd, Jaffrey, NH 03452
  • /30

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft

    49 Amos Fortune Rd, Jaffrey, NH 03452

    Tucked in for privacy, but close to all of life's necessities! First time on the market since built in 2003. Owner has made many updates through the years. Set on the lot with Southern exposure in mind for energy efficiency along with a hearth for either a wood stove or pellet stove. Two story living room, galley kitchen, laundry room, primary bedroom and full bath all sum up the first floor. Two

    Amy Reisert Borderline Realty, LLC

    49 Amos Fortune Rd, Jaffrey, NH 03452
  • /60

    $850,000 Sold Jul 11, 2025

    • 3,216 Sq Ft
    • $264/SF
    • 109 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1999

    40 Amos Fortune Rd, Jaffrey, NH 03452

    Tucked within a pristine 4+ acre lot with views of Mt. Monadnock, this exquisitely maintained estate seamlessly blends timeless charm with modern refinement. The classic Contemporary exterior sets the tone for a residence designed with elegance and comfort in mind. Inside, soaring ceilings, architectural elements, and rich wood floors create a grand yet inviting ambiance. A reimagined, light and

    Anna Schierioth HKS Associates, Inc.

    40 Amos Fortune Rd, Jaffrey, NH 03452
    • /40

      Est $360,586 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft

      22 Kevin Ln, Jaffrey, NH 03452

      22 Kevin Ln, Jaffrey, NH 03452
  • /2

    $199,900

    • Land
    • 7 Acres
    • $28,476 per Acre

    220-13-2 Lot Mountain Rd, Jaffrey, NH 03452

    7 acre lot wooded lot in Mountain zone on south side of Mountain Road. Lot features stone walls, Dug well, town water at street. Sign on property, Showings by appointment only. Agent related to seller. State Driveway permit in hand. In current use, buyer to pay current use fee.

    William Brown Century 21 Cardinal

    220-13-2 Lot Mountain Rd, Jaffrey, NH 03452
  • /29

    $461,900 Sold Jul 10, 2025

    • 1,680 Sq Ft
    • $275/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    53 Crestview Dr, Jaffrey, NH 03452

    Charming 2-Story Colonial on 2.8 Private Acres – Loaded with Upgrades!In a desirable location, this beautifully maintained home offers the perfect blend of privacy, comfort, and modern upgrades. Set back and secluded from the road, this home features 4 spacious bedrooms and 2.5 baths, providing plenty of room for the family and guests. Step inside to find a warm and inviting interior with

    Lisa Hsll BHG Masiello Peterborough

    53 Crestview Dr, Jaffrey, NH 03452
    • /23

      Est $380,423 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,400 Sq Ft

      21 Jennifer Ln, Jaffrey, NH 03452

      21 Jennifer Ln, Jaffrey, NH 03452
  • /8

    $225,000

    • Land
    • 3.00 Acres
    • $75,000 per Acre

    10-2 Ingalls Rd, Jaffrey, NH 03452

    This beautiful field lot is ready for you to build your dream! Perk test in place and driveway cut in. 3 acres set on a country road in the quaint town of Jaffrey NH, pass by Mt. Monadnock everyday along with walking distance to pristine Gilmore Pond. Minutes to shopping, golf and fine dining. Seller is a licensed realtor.

    Amy Reisert Borderline Realty, LLC

    10-2 Ingalls Rd, Jaffrey, NH 03452
  • /53

    $825,000 Sold Jun 30, 2025

    • 3,478 Sq Ft
    • $237/SF
    • 8 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1830

    10 Meetinghouse Rd, Jaffrey, NH 03452

    IN THE HEART OF JAFFREY CENTER VILLAGE, this handsome center chimney Colonial, is one of the loveliest homes that we have offered. When you enter from Meetinghouse Road through the foyer, you'll be in the gracious center hall. To the right is a quite large fireplaced living room with a convenient "ell", ideal for gatherings. The adjacent den has a 6' window seat, closets, a door leading to the

    Marc Tieger Tieger Realty Co. Inc.

    10 Meetinghouse Rd, Jaffrey, NH 03452
    • /38

      Est $503,019 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,464 Sq Ft

      47 Letourneau Dr, Jaffrey, NH 03452

      47 Letourneau Dr, Jaffrey, NH 03452
  • /24

    $699,000 Open Sun 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    49 Roberts Dr Unit 23, Jaffrey, NH 03452

    Welcome to 49 Roberts Drive in Jaffrey’s sought-after Stony Brook Village! This brand-new ranch-style home offers the ease of one-level living with modern finishes and breathtaking views of Mount Monadnock. The popular "Maddox" floor plan features 3 bedrooms, 2 baths, a bright and open great room with a gas fireplace, and a spacious kitchen with center island and dining area—perfect for everyday

    Denise Whitney BHG Masiello Peterborough

    49 Roberts Dr Unit 23, Jaffrey, NH 03452
  • /48

    $301,750 Sold Jun 27, 2025

    • 984 Sq Ft
    • $307/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    21 Oak St, Jaffrey, NH 03452

    Just starting out or on the other end? We have a lovely affordable home for you! This in-town 5 room Villager features a cathedral ceilinged living room, handsome wooden floors and a built-in electric fireplace. What a cozy place on cold winter nights! Through the living room is the dining room, doubling as an office, with a pellet stove that heats the whole house. The closeted primary bedroom is

    Marc Tieger Tieger Realty Co. Inc.

    21 Oak St, Jaffrey, NH 03452
    • /39

      Est $560,694 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,565 Sq Ft

      150 Nutting Rd, Jaffrey, NH 03452

      150 Nutting Rd, Jaffrey, NH 03452
  • /23

    $509,000

    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft

    39 Windy Fields Ln, Jaffrey, NH 03452

    Modern 3-Bed, 2.5-Bath Colonial Near Mount Monadnock – Move-In Ready!30 min. from Keene State, Franklin Pierce and Pat's Peak Ski area. This stylish 2018 Colonial offers 3 bedrooms, 3 baths, and the perfect mix of modern comfort and natural beauty—all just minutes from scenic Mount Monadnock.Step inside to a bright, open layout with neutral tones and luxury vinyl plank

    Jeana Jordan RE/MAX Town Square

    39 Windy Fields Ln, Jaffrey, NH 03452
  • /36

    $460,000 Sold Jun 26, 2025

    • 1,700 Sq Ft
    • $271/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 2017

    26 Michigan Rd, Jaffrey, NH 03452

    Open house Sat 5/10 from 12-2pm! Beautiful, like-new Colonial waiting for its new owners! Close to in-town amenities, yet still private and within walking distance to the public beach at Lake Contoocook! Enter into the large foyer with ceramic tile flooring and plenty of closet space. First floor features include beautiful Kitchen with soft close cabinets, pendant lights, large island

    Alison ludwig Keller Williams Realty/Merrimack Valley

    26 Michigan Rd, Jaffrey, NH 03452
    • /3

      Est $280,815 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,547 Sq Ft

      123 Nutting Rd, Jaffrey, NH 03452

      123 Nutting Rd, Jaffrey, NH 03452
  • /4

    $140,000

    • Land
    • 5 Acres
    • $26,022 per Acre

    00 Bryant Rd, Jaffrey, NH 03452

    Exception undisturbed 5.38 acre wooded, single home building lot off a peaceful back road. Perfect location to build your private retreat. Will need well, septic, power at the street.

    Dean Deschenes Arris Realty

    00 Bryant Rd, Jaffrey, NH 03452
  • /58

    $350,000 Sold Jun 20, 2025

    • 1,838 Sq Ft
    • $190/SF
    • 38 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1930

    16 Aetna St, Jaffrey, NH 03452

    Discover the perfect blend of comfort and convenience with this well-maintained two-unit multifamily home, ideally situated in one of the area's most sought-after neighborhoods. Just a 10 minute drive from Mount Monadnock, short walk from the downtown, top-rated schools, and scenic trails, this property offers the best of community living and natural beauty. Each spacious unit features a

    Ryan Pearl Realty One Group Next Level

    16 Aetna St, Jaffrey, NH 03452
    • /36

      Est $305,076 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,092 Sq Ft

      27 Oak St, Jaffrey, NH 03452

      27 Oak St, Jaffrey, NH 03452
  • /35

    $169,900

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    75 Summit Dr, Jaffrey, NH 03452

    Here is your opportunity to own this beautifully remodeled 2-bedroom, 2-bath mobile home is located in a private, serene setting within a desirable co-op park, yet just minutes from town amenities, the Rails to Trails path, and town beach. Impeccably maintained, the home features modern finishes and exceptional energy efficiency, thanks to mini-split systems providing both heating and air

    Matthew Despres Keller Williams Realty-Metropolitan

    75 Summit Dr, Jaffrey, NH 03452
  • /46

    $125,000 Sold Jun 12, 2025

    • 654 Sq Ft
    • $191/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    246 Squantum Rd, Jaffrey, NH 03452

    Great location on the market for the first time! You may have driven by this house for years and said you would like that spot. Corner .66 acre lot with slight views of the water, mature rhododendron and azaleas, 20' lake access to Lake Contoocook, but just a short walk to the town beach. House is not in flood zone but lower part of the lot is. Large shed. House is a tear down and being sold as

    Larry Alvarez Tieger Realty Co. Inc.

    246 Squantum Rd, Jaffrey, NH 03452
    • /29

      Est $310,173 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,284 Sq Ft

      9 White Rd, Jaffrey, NH 03452

      9 White Rd, Jaffrey, NH 03452
  • /13

    $229,000

    • Land
    • 16 Acres
    • $14,774 per Acre

    199 Bryant Rd, Jaffrey, NH 03452

    A great opportunity to build your dream house surrounded by old rock walls and woods. This is a 15.5 acre buildable wooded lot. Lot approved for a single dwelling. The best access is through deeded right of way on Woodbury Hill Road. Access from Bryant Road on existing driveway. View of Mt. Monadnock maybe possible, depending on how you may wish to clear the property. Detailed Survey Map

    Derek Eisenberg Continental Real Estate Group, Inc.

    199 Bryant Rd, Jaffrey, NH 03452
  • /28

    $340,000 Sold Jun 01, 2025

    • 2,166 Sq Ft
    • $157/SF
    • 73 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1930

    72 Nutting Rd, Jaffrey, NH 03452

    This Three Family property is a great opportunity to own your home while making mortgage affordable with rental income or as an investment. It's close to downtown Jaffrey, schools, local shops and restaurants. The front two-unit building has two one-bedroom/one-bath apartments on each level with a lovely covered porch accessible by both units. The detached ranch home has two bedrooms and one bath

    David Millett EXP Realty

    72 Nutting Rd, Jaffrey, NH 03452
    • /32

      Est $384,976 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,280 Sq Ft

      34 Pinecrest Rd, Jaffrey, NH 03452

      34 Pinecrest Rd, Jaffrey, NH 03452
  • /43

    $459,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    15 Erin Ln, Jaffrey, NH 03452

    House is going up fast, Kitchen and finish work goes in next week you could be in within 2-4 weeks Being the first owner of this 1761 sr/ft spilt level with seven rooms, three bedrooms, and two full baths. Nice bright rooms; open floor plan with cathedral ceiling, quarts counters; slider to back deck; primary bedroom, with closet and showered bath; central air, on demand hot water. finish lower

    Larry Alvarez Tieger Realty Co. Inc.

    15 Erin Ln, Jaffrey, NH 03452
  • /17

    $790,000 Sold May 30, 2025

    • 2,500 Sq Ft
    • $316/SF
    • 193 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2024

    19 Roberts Dr Unit 28, Jaffrey, NH 03452

    The Hudson is a 4-bedroom 3-bathroom home with a stunning view of Grand Monadnock! The combination of farmhouse style and colonial architecture offers a timeless charm, and a floorplan that versatile enough to accommodate different lifestyles, from entertaining guests to working from home. The setting at the foot of Mount Monadnock and Stony Brook meandering through the development provide a

    Denise Whitney BHG Masiello Peterborough

    19 Roberts Dr Unit 28, Jaffrey, NH 03452
    • /34

      Est $359,224 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,590 Sq Ft

      10 Oak St, Jaffrey, NH 03452

      10 Oak St, Jaffrey, NH 03452

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