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121 Overview Dr, Jaffrey
$425,000
3 Beds ⋅ 2 Baths ⋅ 5066342 MLS
This isn't another house; it's an unscripted life atop a private knoll. You asked for **views, land, privacy**, and a home that defies the predictable—here it is. Perfectly settled on over SIX+ ACRES, this massive, light-filled post and beam structure is surrounded by pollinator gardens, hay fields, and a perfect sledding hill, all granting a SWEEPING PANORAMIC VIEWS of farm life and West Jaffrey. The architecture is deliberate: a PASSIVE SOLAR ENVELOPE SYSTEM means sunlight pours in, naturally warming the interior and promoting efficiency. Originally designed for a medical practice and an upstairs residence, its sheer volume and dual-level utility scream potential. Dreaming of a HOMESTEAD, a secluded work-from-home base, a multi-generational setup, or a business location? The possibilities are boundless (zoning approvals needed for use change). LIGHT is a constant feature, especially in the open-concept kitchen and living area. Recent upgrades include a tightened and painted metal roof and numerous replaced solar windows. Inside, you'll find solid wood doors, natural woodwork, an attached garage, and an abundance of rooms ready for your creative re-imagining. This home is ready for your aesthetic update, but its core assets—its size, its unique design, its land, and its unrivaled possibilities—are waiting to become your next chapter. Don't buy a house; claim a haven. Open House Saturday Oct 25 2 to 4

121 Overview Dr, Jaffrey

9 Skyline Dr, Jaffrey
$410,000
4 Beds ⋅ 2 Baths ⋅ 5103583 MLS
Recent improvements including a brand-new roof, brand-new siding, many new windows and a newly expanded rear deck make this 4-bedroom, 2-bath home an easy one to appreciate. Tucked away on a small cul-de-sac of just a few homes, you'll enjoy a peaceful setting while still being just 5 minutes from both downtown Jaffrey and Peterborough for shopping, restaurants and everyday conveniences. The home offers a flexible floor plan with two huge bedrooms and a full bath upstairs, while the main level includes two additional bedrooms, another full bath, a spacious living room, kitchen, and a separate family room. Plenty of room to use any of those rooms as an office, workout room or whatever else you need instead. Flooring throughout the home includes hardwood, tile, and laminate, and many interior surfaces have been freshly painted, making it move-in ready. The oversized rear deck has plenty of space for outdoor dining, entertaining, or simply enjoying the quiet of the private wooded backyard. The walkout basement with laundry is clean, dry, and offers excellent storage or workshop space, and a woodstove for supplemental heat. As an added bonus, the seller plans to leave the large supply of stacked firewood for the new owner. Located in the heart of the Monadnock Region, you'll have easy access to the mountain, local lakes and ponds, golf courses, rail trail, and countless hiking and outdoor recreation opportunities. The Contoocook river is within walking distance as well, as another extra perk! So if you are looking for a home that offers a solid combination of recent improvements, flexible living space, and a peaceful setting, this is the one! Stop by an open house or set up a showing today!

9 Skyline Dr, Jaffrey

87 Michigan Rd, Jaffrey
$410,000
4 Beds ⋅ 2 Baths ⋅ 5098691 MLS
Move-in ready and extensively updated, this well-maintained 4-bedroom home offers comfortable living, flexible space, and a long, long list of improvements that make it easy to simply unpack and enjoy. Set on a sunny, level one-acre lot just 2 minutes from downtown Jaffrey, the property offers plenty of room to garden, play, entertain, or simply relax. There are an abundance of lovely trees for shade and privacy, which, together with the pear trees, garden space, and freshly painted rear deck, make it easy to enjoy the outdoors. Inside, you'll find bright, open living spaces featuring updated flooring, fresh paint, recessed lighting, a stylish backsplash, and numerous thoughtful upgrades throughout. A pellet stove creates a warm focal point in the family room, while the recently installed mini-split provides both heating and cooling for year-round comfort. The attached oversized two-car garage is more than just a place to park, with plenty of room for vehicles, storage, hobbies, and a workshop. Additional lighting, shelving, tool storage, extra outlets, and built-in speakers make it a space you'll actually enjoy using. The lower level adds even more flexibility with a beautifully finished bonus room and brand new second bathroom, creating an ideal setup for guests, a home office, workout room, or additional living space. Numerous improvements - including updated smoke detectors, generator hookup, frost-free exterior faucets, invisible dog fence, and many other upgrades completed during the seller's ownership - provide peace of mind for years to come. All this just 2 minutes from downtown Jaffrey or the town beach on lovely Contoocook Lake, and 15 minutes to Mt. Monadnock trails or the MA border! If you want to move in and live, really live, instead of always having to work on maintaining your home, this is the one for you. Schedule your appointment and take a look!

87 Michigan Rd, Jaffrey

49 Amos Fortune Rd, Jaffrey
$408,000
3 Beds ⋅ 2 Baths ⋅ 5058620 MLS
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 generous size bedrooms and full bath on second floor. Storage shed built to hold a compact tractor. Enjoy gardening with ease from the greenhouse offering seasonal water hook up. Bring the pups with you to enjoy their very own commercial grade fenced outdoor play area along with well groomed walking paths through-out the property . Entertain on the expansive deck along with above ground pool. Take shade in from the deck just off the Livingroom with covered pergola. You will call this one home the minute you walk through the door!

49 Amos Fortune Rd, Jaffrey

520 North St, Jaffrey
$407,000
2 Beds ⋅ 2 Baths ⋅ 5069821 MLS
OFFERS ARE BEING REVIEWED WEDNESDAY 11/26 AT 4:00PM Privately nestled off North Street in Jaffrey, New Hampshire, this extraordinary two-bedroom, two-bath stone home offers timeless charm and serene privacy. Meticulous stone walls frame the front and line the driveway, where handcrafted stone steps lead to the entrance. A tranquil round stone water feature sets the tone for the craftsmanship found throughout. Outdoor spaces invite relaxation: a south-facing brick and granite patio sits beneath a wood pergola, surrounded by lush perennial gardens. A screened gazebo with power offers a peaceful retreat, while a powered shed and a handcrafted workshop/garage built from logs harvested on site add rustic utility, complete with a wood stove hookup. Inside, slate and tile floors complement natural textures. A distinctive Russian fireplace and two additional fireplaces one with a wood stove create cozy ambiance. Skylights brighten the intimate living room, which features built-ins for added charm and function. A spacious heated family room welcomes you, and two additional rooms a den and an office offer flexible space for work or hobbies. Tucked discreetly away from view, the home’s layout ensures privacy and quiet. This is not a home for drive byes it must be experienced in person to appreciate its craftsmanship, character, and peaceful setting. A one-of-a-kind retreat waiting to be discovered.

520 North St, Jaffrey

153 Squantum Rd, Jaffrey
$400,000
3 Beds ⋅ 1 Baths ⋅ 5107447 MLS
Enjoy lake area living just minutes from the spacious, beautifully maintained Contoocook Lake town beach, downtown Jaffrey, and Mount Monadnock. Welcome to 153 Squantum Road, a beautifully remodeled raised ranch set on a private one acre lot. Inside, the bright and inviting main level features an open concept layout with new flooring and a stylish kitchen offering white cabinetry, quartz countertops, stainless steel appliances, a generous center island and modern finishes. The living room is filled with natural light and highlighted by a cozy wood stove. Three bedrooms and a renovated full bathroom complete the main level. Downstairs, the partially finished lower level provides additional flexible living space, perfect for a family room, home office, gym or playroom along with a convenient built-in bench and direct access to the under home garage. Step outside to enjoy the covered porch overlooking the peaceful, wooded backyard. With Mount Monadnock and Contoocook Lake close by, this location offers convenient access to hiking, boating, fishing and year round outdoor recreation. Whether you’re looking for a primary residence, vacation getaway or investment opportunity, this move in ready property offers flexibility, modern updates and an ideal setting for enjoying everything the Monadnock Region has to offer. Please join us at the open houses on Thursday, 9/3 from 4-6 pm and Saturday 9/5 from 10-11:30 am!

153 Squantum Rd, Jaffrey

8 Grove St, Jaffrey
$385,000
3 Beds ⋅ 2 Baths ⋅ 5095108 MLS
There are so many great things going for this home! Let's start with location. Situated in a nice neighborhood and walking distance to the schools, town playing fields, and oh yea - Kimball's Ice Cream! The big ticket items have been taken care of, with a brand new architectual roof and just painted exterior, newer boiler as well as back stairs, As you come into your new home, through the pleasant screened porch, you'll step in to a very large living room with wood stove, and french doors. Step into the country kitchen, and you'll have plenty of room to spread out. A cathedral ceiling and built-in cabinets and book shelves in the dining area offer lots of space. And you'll find just off the kitchen area a spacious den or office area. Down the hall is a good sized primary bedroom with a large walk-in closet/make-up area and a private 3/4 bathroom. Two additional bedrooms and full bath round out the home. But we are not done! Because there is an attached large heated garage with oversized parking areas, work bench, office, and storage area with shelving. Outside you'll find a large sandbox, nice lawns, and a paved spot in the backyard for an RV/boat. A quick closing is possible, if desired.

8 Grove St, Jaffrey

23 Windy Fields Ln, Jaffrey
$380,000
3 Beds ⋅ 3 Baths ⋅ 5096798 MLS
Welcome home to this lovely 3-bedroom, 3-bath Cape on Windy Fields Lane in Jaffrey, just two minutes from downtown yet tucked into a quiet neighborhood with a rural feel. The first floor offers a private primary suite and an updated kitchen, with hardwood flooring across most of the main level, newer tile in the kitchen and hall, and fresh tile in the bath. Main-level laundry is conveniently located in a full bath, while pellet heat helps keep the first floor efficient and comfortable. Upstairs, you’ll find two additional bedrooms with ample closet space, a large storage closet, and a full bathroom. Downstairs, the basement is already framed and ready to finish as a media room, den, exercise area, or other flexible living space. Outside, a Trex deck off the kitchen overlooks a partially fenced backyard with mature plantings, while a storage shed and one-car garage provide plenty of room for vehicles, projects, and gear. The home is served by a leased solar system that helps keep electric bills low, and the property includes an appurtenant 1/12 undivided interest in approximately 2.4 acres of shared land, with trails accessible just beyond the far side of the cul-de-sac. The former homeowners association was formally terminated in 2015, and there are no current HOA dues. Fresh, comfortable, and ready for immediate occupancy. Don’t let this one pass you by!

23 Windy Fields Ln, Jaffrey

14 Windy Fields Ln, Jaffrey
$380,000
2 Beds ⋅ 2 Baths ⋅ 5069245 MLS
Like-new and move-in ready, this beautifully maintained 2-bedroom, 2-full-bath home offers the ease and comfort of one-floor living. Step inside to find gleaming hardwood flooring throughout and a bright, open layout designed for both relaxation and entertaining. The spacious kitchen and living areas flow seamlessly, creating a warm and inviting atmosphere. Enjoy the convenience of a one-car attached garage and a large yet easily maintainable yard—perfect for outdoor gatherings or quiet evenings at home. Located on a peaceful cul-de-sac just minutes from town, this home features public water and sewer, central A/C, and FHA heating for year-round comfort. A rare find that combines modern comfort with an ideal location! Listing agent related to seller. Trustee is licensed real estate agent. Delayed showings until open house Sunday 11/16/25 from 10am - 1pm.

14 Windy Fields Ln, Jaffrey

48 Stratton Rd, Jaffrey
$365,000
6 Beds ⋅ 4 Baths ⋅ 5026086 MLS
Now is your chance to bring this gorgeous, old and amazingly spacious home back to life! Bring your vision, your toolbelt and your dreams and re-vitalize this lovely properly into your dream home! 48 Stratton Rd, Jaffrey features 6 generously sized bedrooms, multiple bathrooms, and a large kitchen with an open concept living room and spacious eating area—perfect for family gatherings. The expansive bonus room is an ideal space for hosting large family events, the holidays, or use it as a one of a kind play room/gym! Outside, you'll find ample parking, space to create a basketball or volleyball court for all your family fun time! This location also offers easy access to the town center, offering both convenience and visibility. Key features include a high-efficiency Buderus boiler, 200 amp electrical service, and town water and sewer. The property offers a blend of old-world charm with modern amenities, providing comfort and efficiency for your intended use. Located just moments from the center of town, you'll enjoy easy access to local shops, schools, and services.

48 Stratton Rd, Jaffrey

38 Melissa Cir, Jaffrey
$360,000
2 Beds ⋅ 2 Baths ⋅ 5087424 MLS
Discover the perfect blend of comfort and convenience in this beautifully maintained, single-level condo located in the desirable Coburn Woods community. Just minutes from downtown Jaffrey, this 2003-built home features an attached garage with extra storage, a bright entry porch, and a private backyard oasis with a sunny patio and seasonal screen porch ideal for relaxing or entertaining. Step inside to a spacious living room with vaulted ceilings and rich hardwood floors, creating an inviting atmosphere. The updated kitchen boasts freshly painted cabinets with pullouts, a pantry closet, stunning Corian countertops, stylish tile backsplash, and included appliances. Enjoy casual meals in the eat-in area with easy access to the screen porch, perfect for warm summer evenings. Stay cool all summer with a Mini split air conditioner and appreciate the convenience of laundry in the ¾ bath. The primary bedroom offers a private ¾ bath and generous closet space, while the semi-finished basement with ventless propane heater provides abundant possibilities for extra living or recreation space. Experience worry-free living in a peaceful, friendly neighborhood. Schedule your private showing today! Seller to find suitable housing.

38 Melissa Cir, Jaffrey

4 Meadow Ln, Jaffrey
$356,500
4 Beds ⋅ 3 Baths ⋅ 5077655 MLS
Situated on a quiet dead-end road, this 4-bedroom home offers a comfortable layout with plenty of living space in desirable Jaffrey. The first floor features an open-concept kitchen and living area, creating an easy flow for everyday living and entertaining. The kitchen is fully equipped with stainless steel appliances, a center island, and ample cabinet space. Just off the kitchen, you’ll find a convenient first-floor bathroom with laundry hookups. One of the bedrooms is located on the first floor as well. Upstairs offers three additional bedrooms, each with closet storage, along with two additional bathrooms to accommodate family or guests. The primary suite has a walk in closet and ensuite bath. Connected to city water and sewer, this home eliminates septic concerns and adds peace of mind. A detached single-car garage with workshop space provides extra flexibility for storage, or projects. Set on a corner lot, the property includes a spacious yard, and a deck perfect for grilling, gathering, and enjoying the outdoors. Get ahead of the spring market and schedule your showing today!

4 Meadow Ln, Jaffrey

308 Squantum Rd, Jaffrey
$355,000
2 Beds ⋅ 2 Baths ⋅ 5102804 MLS
Welcome home to this charming and peaceful Ranch-style retreat located in the picturesque town of Jaffrey! Bathed in natural light throughout the main living spaces, this home features beautiful, gleaming hardwood floors—including unique reclaimed wood flooring sourced from a bowling alley that adds incredible character and warmth. Enjoy your morning coffee or evening breeze from either the enclosed front or back porches, overlooking an enormous, level backyard that offers endless possibilities for outdoor recreation, gardening, or entertaining. A standout feature of this property is its dual layout garage: one convenient garage in the front, complete with wood flooring (previously used as a custom home gym) and a second in the back. The full walk-out basement provides ample space for a workshop and extra storage, along with a lower-level 3/4 bath ready for your finishing touches to add immediate equity. Hike for miles directly from your backyard, a hunters paradise. All this is situated in a serene setting just over a mile from the historic Cathedral of the Pines outdoor sanctuary and memorial. A truly special property with unique character—come see it today!

308 Squantum Rd, Jaffrey

49 Prospect St, Jaffrey
$355,000
2 Beds ⋅ 1 Baths ⋅ 5079637 MLS
Welcome home to this charming move-in-ready Bungalow tucked into a friendly neighborhood just minutes from Jaffrey Center. Thoughtfully updated through out, this home blends classic comfort with modern improvements, giving buyers peace of mind they're looking for. Step inside to a bright LR featuring oak flooring and a cozy woodstove perfect for NH winter nights. The updated kitchen offers a clean, refreshed feel, while the renovated bath and new carpet add to the homes turnkey appeal. Outside, the upgrades continue brand new siding, gutters, roof and an expansive wraparound deck ideal for coffee, grilling, or simply enjoying outdoors. With so many big-ticket items already done all that's left is to enjoy!

49 Prospect St, Jaffrey

29 Hathorn Rd, Jaffrey
$355,000
5074473 MLS
Private homesite or development opportunity with a lovely view of Mount Monadnock! This large tract of land has frontage on Mountain Stream Reservoir and includes a small island. Part of the land is underwater. Two buildings, one is the old homestead which is falling down. The second is the home of one of the former owners and is full of personal possessions and which has mold. Agents and their clients will be asked to sign a "hold harmless" agreement. Property is being sold "AS IS". Land may be sub dividable - status of road not certain. The dwelling has not been occupied for approximately 2 years. Offer deadline has been changed due to the impending storm and will be reviewed by Sellers at 5:00 on Tuesday, January 27, 2026.

29 Hathorn Rd, Jaffrey

14 Contoocook Ave, Jaffrey
$353,000
3 Beds ⋅ 2 Baths ⋅ 5084618 MLS
This beautifully updated home offers true peace of mind, with major upgrades already complete including a newer roof, siding, windows, kitchen, bathrooms, flooring, hot water heater, oil tank, and a high-quality Pensotti boiler. Inside, you’ll find a thoughtfully designed and inviting kitchen featuring abundant cabinetry, generous counterspace, and a convenient peninsula for everyday living and entertaining. The charming living room showcases classic wood wainscoting and opens through a French door to a deck, creating a seamless indoor-outdoor connection. The finished walkout basement significantly expands your living space, offering a spacious family room with a fireplace that has an electric insert and remote, plus an additional room and ¾ bath - ideal for a private bedroom, guest suite, or home office. Enjoy the outdoors with the public beach at Lake Contoocook just steps away. The nearby multi-use Rail Trail stretches over 7 miles toward the Massachusetts border, perfect for walking, biking, and taking in scenic views, including a picturesque wooden bridge over the lake. The Amish built storage shed offers durable, high-quality construction for your storage needs.

14 Contoocook Ave, Jaffrey

426 Nutting Rd Unit 1, Jaffrey
$345,000
5057211 MLS
This conveniently located industrial warehouse condominium enjoys visability and access from busy NH Rt. 202. Set in a c.1986 facility shared by two commercial condominium units, originally built to mimic a country barn by Pawprints greeting card company. The property offers a large paved parking lot, private entrance and loading dock and shares bathroom and break room cafeteria facilities with Godine Publishing which occupy Unit #2. It features adaptable interior space, with great solar gain from south facing translucent panel wall and is optimally sized for modern business requirements. Well water not used for drinking so bottled water required on site. A most appealing Monadnock region business property and potential home for your growing enterprise!

426 Nutting Rd Unit 1, Jaffrey

61 Gilmore Pond Rd, Jaffrey
$320,000
3 Beds ⋅ 1 Baths ⋅ 5076807 MLS
Charming 1945 Cape with great potential in a desirable in-town location. This classic home is ready for a new owner with vision. It features a spacious custom Clyde Feltch kitchen in good condition, complete with a walk-in pantry. The rest of the home offers hardwood floors, natural woodwork, a first-floor bedroom, and two additional bedrooms upstairs. Major system updates include an updated steam boiler, new chimney liner, new oil tank, and an old stand by of a Jaffrey Automatic wood stove in the basement The fully spray-foamed basement and knee walls from an energy Audit helps with heating expenses. Direct access to the one-car garage. Additional improvements include a new septic system, updated electrical panel, and new doors. Enjoy a private backyard while still being close to town amenities, lakes, and trails—an ideal blend of convenience and outdoor enjoyment. 24 hr notice. to show

61 Gilmore Pond Rd, Jaffrey

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