2,248

Cheshire, NH Homes in ZIP Code 03452

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  • /15

    $1,125,000

    • 5 Beds
    • 4.5 Baths
    • 5,846 Sq Ft

    13 Harkness Rd, Jaffrey, NH 03452

    Welcome to 13 Harkness Road, a rare opportunity to own a piece of New England history. Originally built in 1790 and once home to the beloved Rice’s Hotel, this elegant estate offers timeless charm. Set on over 3 picturesque acres in the heart of the Monadnock Region, this 5-bedroom, 5-bathroom residence is a masterclass in heritage craftsmanship and sophisticated living.From the moment

    Agent Photo

    Zack LeRoy

    BHG Masiello Keene

    (844) 855-1450

    13 Harkness Rd, Jaffrey, NH 03452
  • /20

    $1,450 - $1,500 per month

    Jaffwood Apartments

    1 - 2 Beds

    142 Main St, Jaffrey, NH 03452

    Offering one and two bedroom units, our Jaffwood Apartments are a convenient and comfortable place to call home in Jaffrey. Conveniently located close to a main road and near to the center of town, the apartments are set back slightly in the woods to cut back on noise and increase privacy.

    142 Main St, Jaffrey, NH 03452
  • /58

    $395,000 Sold Sep 03, 2025

    • 1,918 Sq Ft
    • $206/SF
    • 155 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1982

    369 Great Rd, Jaffrey, NH 03452

    Spacious, comfortable and sunny three bedroom, two bath log home with a great deal of country charm and a touch of elegance is looking for its new owner. An impressive central stone chimney adds character throughout the home and two wood stove hearths that will surely heat the house. Gleaming wide pine floors throughout, along with stunning whole log-beamed ceilings on both floors (cathedral and

    Larry Alvarez Tieger Realty Co. Inc.

    369 Great Rd, Jaffrey, NH 03452
    • /39

      Est $1,062,389 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,948 Sq Ft

      439 Gilmore Pond Rd, Jaffrey, NH 03452

      439 Gilmore Pond Rd, Jaffrey, NH 03452
  • /37

    $549,900

    • 2 Beds
    • 2 Baths
    • 1,788 Sq Ft

    57 Prescott Rd, Jaffrey, NH 03452

    Discover the perfect blend of classic New England charm and thoughtful modern updates in this beautifully crafted Antique Reproduction Saltbox Colonial, set on 1.76 private, landscaped acres. Built in 1979, this home features wide pine floors, custom woodwork, and period-style finishes throughout. The formal living room offers rich wood paneling, Indian shutters, and a brick fireplace. A spacious

    Agent Photo

    Sharon Corr

    The Corr Group, LLC

    (844) 512-0428

    57 Prescott Rd, Jaffrey, NH 03452
  • /7

    $1,600 per month

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft
    • Apartment for Rent

    50 Webster St Unit 1, Jaffrey, NH 03452

    3 Bedroom Apartment – 50 Webster Street, Jaffrey Three bedroom 1st floor apartment. about five steps in to front or back porch. Nicely renovated eat-in kitchen with new gray cabinets, sleek island and countertops. The living room is oversized leading to a large private front porch. Dumpster for household trash is available. On-site parking. Tenant screening required $35 tenant

    Larry Alvarez Tieger Realty Co. Inc.

    50 Webster St Unit 1, Jaffrey, NH 03452
  • /33

    $330,000 Sold Aug 29, 2025

    • 1,183 Sq Ft
    • $279/SF
    • 32 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1966

    66 Squantum Rd, Jaffrey, NH 03452

    Charmer Alert! Welcome Home to Jaffrey NH! Enter from the rebuilt front deck into a warm, beamed-ceiling living room that flows seamlessly into your bonus room or 3rd BR /Office Space offering flexible living options. Get your chef on in your quaint kitchen—a culinary haven featuring sleek stainless-steel appliances, a generous center breakfast island perfect for prepping and entertaining, and

    Paul Cervone Lamacchia Realty, Inc.

    66 Squantum Rd, Jaffrey, NH 03452
    • /28

      Est $663,530 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      90 Overview Dr, Jaffrey, NH 03452

      90 Overview Dr, Jaffrey, NH 03452
  • /60

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,910 Sq Ft

    175 Hadley Rd, Jaffrey, NH 03452

    SIMPLY SPECIAL! Please come see this immaculate 2,910 sf Colonial being sold by it’s original owner. Enter into a gracious center hall, which has handsome hardwood floors as does most of the first level. To the right through French doors, is the sunny living room and to the left, a good-sized formal dining room accessing the lovely kitchen complete with a center island, full appliances and plenty

    Agent Photo

    Marc Tieger

    Tieger Realty Co. Inc.

    (855) 606-3931

    175 Hadley Rd, Jaffrey, NH 03452
  • /42

    $529,000 Sold Aug 28, 2025

    • 2,265 Sq Ft
    • $234/SF
    • 15 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    380 North St, Jaffrey, NH 03452

    Perfectly set on 9.6 scenic acres in Jaffrey, this charming 3-bedroom, 1.5-bath Cape offers the ideal blend of country living and modern comfort. Set back from the road with views of Mount Monadnock, the property provides plenty of open space. Perfect for a homestead, hobby farm, or simply enjoying the tranquility of nature. Step inside to a spacious, sun-filled kitchen that opens to a cozy

    Colin Murdough Duston Leddy Real Estate

    380 North St, Jaffrey, NH 03452
    • /13

      Not Listed For Sale

      • 9 Beds
      • 7 Baths
      • 4,139 Sq Ft

      101 Main St, Jaffrey, NH 03452

      101 Main St, Jaffrey, NH 03452
  • /36

    $395,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    31 Letourneau Dr, Jaffrey, NH 03452

    Welcome to this beautifully maintained 3-bedroom, 2-bath ranch—offering the perfect blend of comfort, style, and low-maintenance living. Whether you're a first-time homebuyer or looking to downsize, this charming home provides everything you need in a manageable and inviting space. Step inside to find gleaming hardwood floors, pellet stove, and an open-concept layout that enhances the sense of

    Sherre Dubis Redfin Corporation

    31 Letourneau Dr, Jaffrey, NH 03452
  • /38

    $537,000 Sold Aug 21, 2025

    • 2,350 Sq Ft
    • $229/SF
    • 39 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    38 Howard Hill Rd, Jaffrey, NH 03452

    Welcome to this spacious and beautifully updated 4-bedroom, 3 3/4 bath cape nestled in a prime location in Jaffrey, NH. Featuring brand new flooring on both the first and second levels, this home combines classic charm with modern convenience. The open-concept kitchen, living, and dining area creates a bright, flowing space perfect for everyday living and entertaining.Enjoy the ease of a

    Stephanie Schubert Anagnost Realty & Development

    38 Howard Hill Rd, Jaffrey, NH 03452
    • /33

      Est $337,654 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,710 Sq Ft

      9 Webster St, Jaffrey, NH 03452

      9 Webster St, Jaffrey, NH 03452
  • /33

    $549,900

    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    16 Harriet Ln, Jaffrey, NH 03452

    Just a short 2-minute walk to scenic Lake Contoocook with deeded beach and lake access, this modern home offers the perfect blend of comfort, convenience, and recreation. The sun-filled living room with gleaming hardwood floors flows seamlessly into the open-concept kitchen and dining area, ideal for entertaining. A spacious first-floor primary suite features a walk-in closet and private en suite

    Minghua Li Redfin Corporation

    16 Harriet Ln, Jaffrey, NH 03452
  • /20

    $320,000 Sold Aug 18, 2025

    • 1,012 Sq Ft
    • $316/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2003

    31 Coburn Way, Jaffrey, NH 03452

    Welcome to Coburn Woods~Enjoy the ease of single level living in this charming, detached condo located in the desirable Coburn Woods community in Jaffrey, NH. This home offers the privacy of a standalone residence with the convenience of condo living. Step inside to a bright, sun-filled living room with vaulted ceiling—perfect for relaxing or entertaining guests. The spacious kitchen and

    Lori Constant BHG Masiello Peterborough

    31 Coburn Way, Jaffrey, NH 03452
    • /35

      Est $383,157 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,080 Sq Ft

      25 Annette Rd, Jaffrey, NH 03452

      25 Annette Rd, Jaffrey, NH 03452
  • /52

    $749,900

    • 5 Beds
    • 4 Baths
    • 3,872 Sq Ft

    24 Red Gate Rd, Jaffrey, NH 03452

    SUITABLE FOR YOUR LIFESTYLE! Are you looking for a beautiful country home w/mountain view? Maybe a home office or possible Accessory Dwelling Unit? Whichever you would like, it's here! Situated on 4+ private acres w/pastoral view of Gap Mountain, about 1/2 hour from Keene, the quality is evident in every aspect of this lovely custom built home. To the left as you enter the gracious center hall is

    Marc Tieger Tieger Realty Co. Inc.

    24 Red Gate Rd, Jaffrey, NH 03452
  • /27

    $316,000 Sold Aug 15, 2025

    • 1,152 Sq Ft
    • $274/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1967

    17 Hathorn Rd, Jaffrey, NH 03452

    Welcome to your next opportunity in scenic Jaffrey, NH! This classic ranch-style home sits on an open and sun-filled 2-acre lot, offering the perfect setting for gardening, play, or simply enjoying the outdoors. Featuring three bedrooms and one full bathroom, this home provides a smart layout and just the right amount of space for comfortable living. The full basement is ready for your finishing

    Samuel Abbott III Duston Leddy Real Estate

    17 Hathorn Rd, Jaffrey, NH 03452
    • /36

      Est $386,925 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,480 Sq Ft

      12 Evergreen Ln, Jaffrey, NH 03452

      12 Evergreen Ln, Jaffrey, NH 03452
  • /57

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 3,388 Sq Ft

    75 Main St, Jaffrey, NH 03452

    Historic POOLE House with new paint, roof, solar power and boiler on 8+ acres in-town near the library, churches, Park Theater, art, restaurants, schools, & town hall. Excellent workmanship: built-ins, window seats, moulding, glass curtained or solid panelled doors, hardwood floors throughout. Front entry with two coat closets opens to a lovely foyer and sweeping bridal staircase. Right is large

    Heather Peterson Four Seasons Sotheby's International Realty

    75 Main St, Jaffrey, NH 03452
  • /47

    $525,000 Sold Aug 15, 2025

    • 1,878 Sq Ft
    • $280/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1962

    156 Bryant Rd, Jaffrey, NH 03452

    Hidden on 11.31 acres of serene woodland, sits an exceptional dormered cape style home which offers exceptional privacy, views of Mount Monadnock, and an unmatched connection to nature. This meticulously maintained 3 bedroom, 3 bath home features double-thick exterior walls for superior energy efficiency and year-round comfort. Inside, you'll find a warm and inviting layout that reflects pride of

    Dean Deschenes Arris Realty

    156 Bryant Rd, Jaffrey, NH 03452
    • /38

      Est $538,526 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,906 Sq Ft

      11 Sherwood Ln, Jaffrey, NH 03452

      11 Sherwood Ln, Jaffrey, NH 03452
  • /50

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 3,207 Sq Ft

    158 Great Rd, Jaffrey, NH 03452

    Welcome to 158 Great Road, a spacious and beautifully updated 4-bedroom, 2.5-bath Colonial set on 5 private, landscaped acres in desirable Cheshire County. With over 3,200 sq ft of finished living space, this home blends timeless design with thoughtful, high-quality updates.The heart of the home is the renovated kitchen, featuring new cabinetry, counters are quartz with a custom walnut

    Sadie Halliday EXP Realty

    158 Great Rd, Jaffrey, NH 03452
  • /60

    $763,000 Sold Aug 15, 2025

    • 3,105 Sq Ft
    • $246/SF
    • 39 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1790

    236 Main St, Jaffrey, NH 03452

    Plan to stay a while when you come to visit this stately and gracious home, there are many details to absorb. Built to last with the superior construction of yesteryear, the grand front entrance boasts a wide hallway and elegant staircase, as you would expect in a home of this vintage. Clearly built for the "upper crust" of the time, the ceilings are high and the rooms very generously sized,

    Matthew Cabana EXP Realty

    236 Main St, Jaffrey, NH 03452
    • /39

      Est $606,729 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,167 Sq Ft

      737 North St, Jaffrey, NH 03452

      737 North St, Jaffrey, NH 03452
  • /50

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,596 Sq Ft

    219 Gilmore Pond Rd, Jaffrey, NH 03452

    This forested 16 acre hilltop property with a “sugar shack” has had over $600K+ improvements since purchased by owner. Enjoys 500’ of waterfront along the banks of the large Mountain Brook Reservoir & 1187’ of frontage on paved Gilmore Pond Road. The home, built in 1973, offers one floor-living with 4 bedrooms, 2.5 baths, a great room, kitchen, a gym & a screen porch. The property is now energy

    Cathy Cambal-Hayward BHG Masiello Peterborough

    219 Gilmore Pond Rd, Jaffrey, NH 03452
  • /58

    $500,000 Sold Aug 13, 2025

    • 2,552 Sq Ft
    • $196/SF
    • 62 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1792

    278 Great Rd, Jaffrey, NH 03452

    Gorgeous post & beam antique colonial, with addition for the 1st floor primary suite with cathedral ceiling, walk-in closet and full bath and sliders facing the view of grand Mt Monadnock! Amazing location with 12 acres +/- with about half of the lot being rolling open field and pasture. Sunlight pours through and showcases the beautiful historical woodwork, floors, exposed beams and massive

    Ryan Goodell EXP Realty

    278 Great Rd, Jaffrey, NH 03452
    • /38

      Est $554,361 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,418 Sq Ft

      10 Sherwood Ln, Jaffrey, NH 03452

      10 Sherwood Ln, Jaffrey, NH 03452
  • /59

    $579,000

    • 5 Beds
    • 2.5 Baths
    • 2,906 Sq Ft

    29 Dean Farm Rd, Jaffrey, NH 03452

    Welcome to 29 Dean Farm Road, a beautifully maintained home set in the heart of New Hampshire’s scenic Monadnock Region. This spacious 5-bedroom, 2.5-bath residence offers a timeless blend of warmth, comfort, and functionality. Gleaming hardwood floors run throughout the home, complementing generously sized bedrooms and a flexible floor plan that includes a first-floor office or study. The sun

    Dean Deschenes Arris Realty

    29 Dean Farm Rd, Jaffrey, NH 03452
  • /24

    $683,242 Sold Aug 11, 2025

    • 2,011 Sq Ft
    • $340/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    0 Roberts Dr Unit 22 5040179, Jaffrey, NH 03452

    The "Paxton" is a 3-bedroom 3-bathroom farmhouse colonial. 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 truly unique

    Denise Whitney BHG Masiello Peterborough

    0 Roberts Dr Unit 22 5040179, Jaffrey, NH 03452
    • /21

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,322 Sq Ft

      531 North St, Jaffrey, NH 03452

      531 North St, Jaffrey, NH 03452
  • /59

    $619,900

    • 5 Beds
    • 2.5 Baths
    • 3,564 Sq Ft

    137 Prescott Rd, Jaffrey, NH 03452

    Steeped in history and timeless charm, this distinguished Colonial home, built circa 1830, offers a rare glimpse into the past while providing endless possibilities for modern living. A true treasure for history enthusiasts, the home proudly showcases original murals by the renowned artist Rufus Porter (1792–1884), whose work has been celebrated in museums and historic homes throughout New

    Dean Deschenes Arris Realty

    137 Prescott Rd, Jaffrey, NH 03452
  • /59

    $515,000 Sold Aug 11, 2025

    • 2,623 Sq Ft
    • $196/SF
    • 160 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1904

    69 Main St, Jaffrey, NH 03452

    Step back in time and fall in love with this stunning 1904 antique Colonial located in the heart of Jaffrey, NH. This in-town treasure combines the best of historic charm and modern living. Original woodwork, elegant pocket doors, and dazzling stained-glass windows set the tone for a warm and inviting atmosphere. High 9 foot and 8 foot ceilings and period lighting fixtures create a sense of

    Michelle Carter Four Seasons Sotheby's International Realty

    69 Main St, Jaffrey, NH 03452
    • /40

      Est $544,704 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,181 Sq Ft

      179 Crestview Dr, Jaffrey, NH 03452

      179 Crestview Dr, Jaffrey, NH 03452
  • /24

    $759,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,011 Sq Ft

    0 Roberts Dr Unit 24 5041429, Jaffrey, NH 03452

    The "Paxton" is a 3-bedroom 3-bathroom farmhouse colonial. 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 truly unique

    Denise Whitney BHG Masiello Peterborough

    0 Roberts Dr Unit 24 5041429, Jaffrey, NH 03452
  • /6

    $40,000 Sold Jul 31, 2025

    • 732 Sq Ft
    • $55/SF
    • 38 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1972

    47 Delta Dr, Jaffrey, NH 03452

    Affordable Living Near Contoocook Lake & Mount Monadnock!Enjoy the charm of Jaffrey in this 1972 manufactured home, ideally situated just minutes from outdoor recreation and scenic views. The home offers a practical layout with a bedroom on each end, a full bath, and convenient laundry area next to the primary bedroom. The spacious living room flows directly from the kitchen, and a covered

    Alissa DelTufo East Key Realty

    47 Delta Dr, Jaffrey, NH 03452
    • /40

      Est $462,822 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,633 Sq Ft

      214 Crestview Dr, Jaffrey, NH 03452

      214 Crestview Dr, Jaffrey, NH 03452
  • /24

    $649,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,011 Sq Ft

    0 Roberts Dr Unit 18 5022612, Jaffrey, NH 03452

    The "Paxton" is a 3-bedroom 3-bathroom farmhouse colonial. 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 truly unique

    Denise Whitney BHG Masiello Peterborough

    0 Roberts Dr Unit 18 5022612, Jaffrey, NH 03452
  • /27

    $361,000 Sold Jul 29, 2025

    • 1,012 Sq Ft
    • $357/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2003

    16 Colton Dr, Jaffrey, NH 03452

    Welcome to Coburn Woods – An established neighborhood of single detached condos on 30 mostly wooded acres and just minutes from downtown Jaffrey; you'll enjoy easy access to local restaurants, theater, area shopping and outdoor recreation.This charming home offers two spacious bedrooms, including a primary bedroom with bath, vaulted ceiling, both bedrooms have blackout room shades and large

    Lori Constant BHG Masiello Peterborough

    16 Colton Dr, Jaffrey, NH 03452

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