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617 Mountain Rd, Jaffrey
$4,275,000
6 Beds ⋅ 6 Baths ⋅ 5059049 MLS
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 home reflects understated elegance and intentional design. Hoover, known for his collaboration with landscape architect Fletcher Steele, blended structure and site with remarkable sensitivity, exemplifying the best of regional modernism—timeless, livable, and deeply connected to nature. Inside, floor-to-ceiling glass floods the rooms with natural light and perfectly frames the mountain views. Six spacious bedrooms and five baths accompany expansive gathering spaces, a chef’s kitchen, and seamless indoor-outdoor flow. The layout invites both quiet retreat and effortless entertaining. Resort-style amenities include a serene pool, tennis court, elevated view deck, and miles of private trails for hiking and skiing. The walk-out lower level features a gym or bonus room and a climate-controlled wine cellar. An attached two-car garage completes the property. Tucked away in complete seclusion, this once-in-a-generation estate offers limitless possibilities—as a private residence, retreat compound, or luxury rental. Experience New England at its most magnificent.

617 Mountain Rd, Jaffrey

58 Proctor Rd, Jaffrey
$875,000
4 Beds ⋅ 2 Baths ⋅ 5094892 MLS
Attention Homesteaders, or those looking for prime open land. Here you'll find a unique opportunity. A wonderful home plus 2 abutting, surveyed, town approved building lots. There's a lot to love about this Circa 1780 Colonial set on 3 acres of open land perfect for farming/animals. Thoughtfully updated & structurally restored w/an impressive list of renovations & improvements available. This spacious home has been brought up to modern living standards while retaining old world charm featuring a new fully equipped center island kitchen with exposed beams, granite counters, stainless appliances and hearth with convenient propane heating stove. 2 new bathrooms w/tile flooring, one with a soaking tub and oversized tile/glass shower. The flexible floor plan provides potential for a first floor bedroom. 3 season sunroom flows into a handy mudroom entry. Pine and hardwood floors throughout the majority of the home and decorative fireplaces/mantles in most every room. A couple of the bedrooms are ready for you to personalize by adding your own wall and trim paint colors. Need more space? There are 4 additional unfinished rooms on the walk-up 3rd floor. Relax on the new spacious stamped concrete patio overlooking a peaceful scenic view. Other significant updates performed by professional contractors include an efficient heating system, structural basement supports added to level out/stabilize the floors, replacement windows and exterior doors, upgraded electrical (including portable generator), plumbing (including PVC waste line), blown-in insulation, exterior siding, roof shingles and seamless gutters, chimneys repaired and caps added just to name a few. Detached 2 car garage. If you appreciate an historic home this special property is ready for its new owner. Purchase includes the home on 3.0 acres plus lots 237-52-1 (4.924 acres) and 237-52-3 (6.017 acres). Giving you almost 14 acres of beautiful, open rolling meadow. Home can be purchased with 3.00 acres for $599,950

58 Proctor Rd, Jaffrey

219 Gilmore Pond Rd, Jaffrey
$867,500
4 Beds ⋅ 3 Baths ⋅ 5053332 MLS
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 independent using solar & geothermal systems with positive cash flow from electricity sold to the grid. The home integrates many historical & aesthetic aspects. Built entirely from lumber harvested on the property, you cross a granite step salvaged from Jaffrey’s historical Baptist church. A large restored fireplace and chimney in the living room, which was constructed using bricks salvaged from Jaffrey’s original Goodnow’s Store & a granite hearth from the same church. The chimney is surrounded & trimmed with hand hewn cypress planks salvaged from the Halfway House on Mount Monadnock. 1 1/3 miles of sugarbush paths serve as excellent recreational forest walking trails or mountain biking the 1/3 of a mile from the house down 126’ vertical feet to your own waterfront recreation area. 700 exiting mature healthy maple trees for tapping to supply the income producing sugar house. Meticulous flower gardens surround the house. 200 new trees & bushes of indigenous species have been planted including Black Walnut, American Hazelnut, hickory, dogwood, plum, fir and Concord grapes.

219 Gilmore Pond Rd, Jaffrey

191 Bryant Rd, Jaffrey
$850,000
4 Beds ⋅ 3 Baths ⋅ 5082860 MLS
Can you imagine the possibility of not having any heating or electric bills? No drafts in the winter and clean air to breath all year long? The almost brand new CERTIFIED NET ZERO, Energy Star Rated home you've dreamed of building is completed and waiting for you here. Every detail of this home was painstakingly thought out and considered with NO EXPENSE spared not only for energy efficient performance but also luxurious and comfortable living. OWNED solar panels, triple pane windows, smart siding, Zehnder ERV....the list goes on and on. 4 Bedrooms, 2 full & 3/4 bath with SAUNA. First floor primary with beautiful walk in closet, large shower & soaking tub and it's own private deck with hot tub. Built ins in almost every room offering amazing storage and organization of the home. Hardwood floors, tile, porcelain island & countertops with built in invisible induction cooktop and soaring floor to ceiling cabinets. Loft, 2 bedrooms, office w/ built in bookshelves, 2 mini offices and an additional large easily finished room make up the 2nd floor. Property also currently qualifies for even more savings with yearly tax credit through NH RSA 72:62! These homes will only continue to gain in popularity and demand. Please review the multiple Energy Star Certifications and features list included in the documents section. Investment opportunity of a lifetime exists here as cost to build three years ago exceeded $1 Million. OPEN HOUSES Saturday 5/16/26 10am-12pm and Sunday 5/17/26 10am-3pm.

191 Bryant Rd, Jaffrey

18 Roberts Dr Unit Unit#1, Jaffrey
$839,000
3 Beds ⋅ 3 Baths ⋅ 5068875 MLS
Introducing the “Copley” Ranch – another Jewel of Stony Brook Village! Set on a premier lot with the one of the best views in the development of majestic Mount Monadnock, this home combines timeless design with modern comfort. The open floor plan creates a seamless flow from the Great Room—anchored by a cozy gas fireplace—to the beautifully appointed Kitchen and Dining area, ideal for both everyday living and entertaining. The Copley’s signature blend of farmhouse charm and colonial architecture delivers warmth and sophistication in perfect balance. The unfinished second floor offers endless possibilities—add an additional bedroom, home office, or bonus space to suit your lifestyle. Nestled at the foot of Mount Monadnock, with Stony Brook meandering through the community, this setting provides a rare blend of natural beauty and neighborhood elegance. Enjoy breathtaking sunsets, peaceful mornings, and a true sense of place that this exclusive home offers.

18 Roberts Dr Unit Unit#1, Jaffrey

64 Roberts Dr Unit 9, Jaffrey
$804,000
3 Beds ⋅ 3 Baths ⋅ 5100446 MLS
Introducing the “Copley” Ranch, another jewel of Stony Brook Village! The open floor plan creates a seamless flow from the Great Room, anchored by a cozy gas fireplace to the beautifully appointed Kitchen and Dining area, ideal for both everyday living and entertaining. The Copley’s signature blend of farmhouse charm and colonial architecture delivers warmth and sophistication in perfect balance. The unfinished second floor offers endless possibilities, add an additional bedroom, home office, or bonus space to suit your lifestyle. Nestled at the foot of Mount Monadnock, with Stony Brook meandering through the community, this setting provides a rare blend of natural beauty and neighborhood elegance. Enjoy breathtaking sunsets, peaceful mornings, and a true sense of place that this exclusive home offers.

64 Roberts Dr Unit 9, Jaffrey

236 Main St, Jaffrey
$800,000
4 Beds ⋅ 4 Baths ⋅ 5084665 MLS
The Captain Gilmore House - Steeped in history and rich in character, this c.1768 center-hall Colonial offers a rare opportunity to own a home with direct ties to the American Revolution. Once owned by Captain Roger Gilmore, a veteran of the Battle of Bunker Hill, the property also served as an early meeting place for town Selectmen, placing it at the very heart of Jaffrey, New Hampshire’s civic beginnings. Lovingly cared for by both current and past stewards, this remarkable home welcomes you through a grand front door into an impressive foyer. Inside, the home showcases timeless craftsmanship with 10-foot ceilings, hand-carved woodwork, & a working fireplace that evokes its 18th-century origins. Thoughtfully preserved & updated, featuring 4 bedrooms, 4 baths, pegged hardwood floors, expansive living & dining rooms, a first-floor study, & walk-up attic offering exceptional potential for additional finished space. A light-filled kitchen connects seamlessly through a breezeway to an attached 3-car garage with a finished studio above. Set on over five picturesque (5.62ac), horse-friendly acres, the grounds offer fenced pasture, classic New England stone walls, & mature maple trees that provide both brilliant autumn color and sap for the property’s vintage sugar house. A 5-stall barn with hayloft anchors the rear of the property, while a freestanding conservatory presents a unique restoration opportunity. A singular offering where history, character, & modern livability converge. Recent updates include a thoughtfully updated chef’s kitchen, a remodeled powder room, refreshed bathrooms throughout, new fencing with full pasture enclosure, interior paint throughout and more. Rich in history with original details reflecting a level of craftsmanship that has become increasingly rare—& simply can’t be replicated today. Located just moments to Jaffrey’s town center, approx. 1.5 hrs to Boston and 4 hrs to NYC. Pre-inspected & move-in ready. *SELLER ACCEPTING BACK-UP OFFERS*

236 Main St, Jaffrey

177 & 179 Dublin Rd, Jaffrey
$775,000
3 Beds ⋅ 2 Baths ⋅ 5098963 MLS
On 21 peaceful acres, this unique property offers the perfect blend of space, comfort and connection to nature. Featuring two homes on two lots of record, along with a three-car garage with expansive loft storage, all are offered together as one exceptional property. Ark Brook gently winds through the property, adding to the sense of calm and natural beauty. An organic orchard offers pears and peaches, along with raised vegetable beds, pick-your-own asparagus, and fresh raspberries. The main home is designed for comfortable one-floor living, featuring open light-filled spaces. The primary suite has been thoughtfully updated with its own bath. A large deck is perfect for enjoying morning coffee or quiet evenings. A second space is ideal for a home office, for reading surrounded with book-lined shelves and spacious enough for a separate sleeping area. The second home, built in 2014, possesses all modern conveniences and rests on a smaller footprint.  Anchored by a beautiful wood stove, the kitchen, dining and living space are open, light-filled and sit under a vaulted ceiling with oiled Douglas Fir beams. A primary bedroom suite with bath, a guest bath and a welcoming foyer complete the one floor residence. Perhaps best of all, this versatile space offers excellent flexibility for multi-generational living, a private home office/studio, or potential rental income, while maintaining privacy. Evenings here are magical. Open the windows and fall asleep to the soothing sound of the brook and the calls of owls. Step outside and explore the beauty of Mt. Monadnock, its trail network, or enjoy cross-country skiing and snowshoeing. Spend summer days at Thorndike Pond where residents have access to a beach and boat launch, tee off at Shattuck Golf Course. Enjoy the vibrant arts community all year long. Equipped with fiber internet, it is easy to stay connected while enjoying a peaceful retreat just two hours from Boston and Logan Airport.

177 & 179 Dublin Rd, Jaffrey

21 Roberts Dr Unit 16, Jaffrey
$749,900
3 Beds ⋅ 2 Baths ⋅ 5105983 MLS
Grab your hiking boots and golf clubs and move right in! 21 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 living or entertaining. Enjoy the comfort luxury vinyl plank flooring, first-floor laundry, a full basement for possible future expansion, and an attached garage. Step out onto your private deck and take in the stunning backdrop of Mount Monadnock, one of New Hampshire’s most iconic peaks. Whether you're sipping coffee at sunrise or enjoying fall foliage, the view is always spectacular. Located minutes from downtown Jaffrey, and Monadnock State Park, this home offers a rare blend of natural beauty, low-maintenance living, and community charm. Move-in ready and thoughtfully designed, this is Monadnock living at its best!

21 Roberts Dr Unit 16, Jaffrey

94 Fitch Rd, Jaffrey
$726,000
3 Beds ⋅ 3 Baths ⋅ 5053467 MLS
To Be Built is this Beautiful Craftsmen Style Colonial set on 3 + acres. Open concept living. Gas fire place with granite hearth in Family Room. Ceramic floors in baths, mud room and laundry room. Engineered hardwood flooring in family room, kitchen, dining room, foyer and second floor hall. Carpet in other heated areas. Office/den on first level. Main Suite with walk in closet and bath with oversized shower on second level. Kitchen fully applianced. with stainless steel appliances. Granite counters, breakfast bar, slider to exterior deck overlooking private yard. Recessed lighting in kitchen, family room, and main bedroom. Protective Covenants. Close to Main Roads, great for commuters. Lots in the subdivision have a 50' ROW to Cheshire Pond.

94 Fitch Rd, Jaffrey

24 Red Gate Rd, Jaffrey
$685,000
5 Beds ⋅ 4 Baths ⋅ 5057657 MLS
Here is a charming 5 bedroom home, circa 1999, situated on a low trafficked dead end, town maintained road. There’s plenty of elbow room (3,872 sf), and it offers amenities galore such as the unobstructed view of Gap Mountain, well known for its hiking and blueberry picking. Very well built, it features solid wooden doors, a whole house generator, whole house fan, and handsome hardwood floors and woodwork. There is a large first floor bedroom with full bath and 2 closets – one a walk-in. The living room is enhanced by a woodstove hearth and accesses a sunset-view rear deck. The formal dining room is in the front of the house. Just off the central hall is the comfortable fireplaced den. The wooden cabinet kitchen is fully applianced, close to a ½ bath and has a neat dining nook. There are 4 good-sized bedrooms and a full bath on the second floor. A hallway leads to a large private office with “hide away” alcove and a separate staircase accessing the tasteful office (den?) with its own entrance, but wait there’s more. The walkout basement has 2 finished rooms, a ½ bath, multi storage areas, the utility room, loads of closets and large family room. The attached oversized 2 car garage is heated; there’s a 7 zone BBHW oil fired heating system, the roof is 2 years new, and the landscaped grounds features a “lawn watering irrigation system” and a garden shed. Easy for us to show and easy for you to see. Come, take a look.

24 Red Gate Rd, Jaffrey

304 Great Rd, Jaffrey
$680,000
4 Beds ⋅ 4 Baths ⋅ 5106217 MLS
Don't miss your chance on this beautifully maintained Colonial with 9' ceilings privately set on 12.1 picturesque acres! Offering an exceptional blend of quality, space, and comfort, this 4-bedroom, 4-bath home has room for everyone. At the heart of the home is the gourmet kitchen, beautifully appointed with cherry cabinetry, Silestone countertops, stainless steel appliances, a 6-burner Viking range, and radiant heated flooring. The spacious living room features a cozy gas fireplace and bay window overlooking the serene backyard, while the formal dining room with French doors provides an elegant setting for entertaining. A first-floor office/library offers the perfect space for working from home or relaxing with a favorite book. Upstairs, the generous primary suite is a true retreat with two walk-in closets and a gracious private bath featuring a soaking tub and double sinks. Three additional bedrooms offer ample closet space, and beautiful oak hardwood floors extend throughout both levels. Enjoy warm-weather living from the screened porch, spacious deck, and sunny backyard—a peaceful country setting that feels private without being secluded. Additional amenities include central air, central vac, laundry room with utility sink, whole-house surge protection, and a 20KW Generac water-cooled automatic generator. Car enthusiasts and hobbyists will appreciate the three-car garage attached, plus an additional custom garage ideal for a summer vehicle, recreational toys, or extra storage. The space above the main garage offers exciting potential for future expansion, while the full unfinished basement provides even more possibilities. Quality, space, privacy, and 12 beautiful acres come together to make this an exceptional property you’ll be proud to call home.

304 Great Rd, Jaffrey

175 Hadley Rd, Jaffrey
$675,000
3 Beds ⋅ 3 Baths ⋅ 5089691 MLS
Set on 3.8 picturesque acres with beautiful established landscaping, and the Contoocook River flowing peacefully across the street, this stately Colonial offers spacious living with refined details throughout. The home features 3 generously sized bedrooms, including a luxurious primary ensuite with a tray ceiling, relaxing jacuzzi tub, and spa-like ambiance. Inside, you’ll find large crown moldings and upgraded trim work, a hardwood foyer entryway, formal dining room, and elegant sitting room. The carpeted sunken living room is highlighted by a cozy gas fireplace, creating the perfect gathering space. The ceramic tiled kitchen boasts granite countertops, maple cabinetry, and a dining area with access to the rear deck featuring a partial pergola for outdoor enjoyment. Additional highlights include convenient second-floor laundry and a bonus room above the attached 2-car garage. Showings to begin on Sunday 5/24/26 at open house from 1:00 to 4:00

175 Hadley Rd, Jaffrey

49 Roberts Dr Unit 23, Jaffrey
$669,000
3 Beds ⋅ 2 Baths ⋅ 5048964 MLS
Grab your hiking boots and golf clubs and move right in! And the seller is offering a 3% rate buy down to boot! 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 living or entertaining. Enjoy the comfort luxury vinyl plank flooring, first-floor laundry, a full basement for possible future expansion, and an attached garage. Step out onto your private deck and take in the stunning backdrop of Mount Monadnock, one of New Hampshire’s most iconic peaks. Whether you're sipping coffee at sunrise or enjoying fall foliage, the view is always spectacular. Located minutes from downtown Jaffrey, the Shattuck Golf Club, and Monadnock State Park, this home offers a rare blend of natural beauty, low-maintenance living, and community charm. Move-in ready and thoughtfully designed—this is Monadnock living at its best!

49 Roberts Dr Unit 23, Jaffrey

122 Proctor Rd, Jaffrey
$615,500
3 Beds ⋅ 3 Baths ⋅ 5071511 MLS
This custom-built 1978 contemporary sits atop pristine hilltop acres with sweeping southern views toward Mount Wachusett and the surrounding fields in the distance. Designed with timeless character, the home showcases soaring cedar cathedral ceilings with exposed beams, imported Italian tile, and a striking stone fireplace with a floated granite hearth. A spacious dining room off the foyer, two large skylights brighten the interior and provides an elegant setting for gatherings, followed by a wet bar that enhances the entertaining space even more. The kitchen offers a center island, abundant cabinets, an inviting eat-in area, a walk-in pantry, and Quaker-made cabinetry for both function and style. The primary suite features a large walk-in closet with a dressing area, and corner windows in every room bring in abundant natural light and frame the surrounding landscape. While the layout offers three bedrooms and three baths, all on one floor for convenient living. Comfort is ensured with central air and two wood stove hookups. Storage is something this house is not lacking, with thoughtful built-ins, a root cellar, and a two-car garage with an additional basement access door. Outside, a paved driveway completes the property’s convenience. This rare offering combines custom craftsmanship, modern amenities, and tranquil surroundings in a truly unique setting.

122 Proctor Rd, Jaffrey

43 Parsons Ln, Jaffrey
$605,000
5 Beds ⋅ 3 Baths ⋅ 5080734 MLS
Tucked at the end of a quiet, tree-lined country road, this historic farmhouse offers a rare opportunity to create your ideal New England retreat. Set on over 20 acres and just minutes from downtown Jaffrey, the property strikes a perfect balance between peaceful privacy and everyday convenience. This property will likely require significant updating. That said, the setting is exceptional, offering a rare opportunity to restore and reimagine a classic farmhouse in one of New Hampshire’s most picturesque areas. An expansive wraparound porch welcomes you home and invites you to slow down and take in the surrounding beauty. Inside, the home is rich with character, featuring a spacious living room with detailed trim work and a classic fireplace, a formal dining room with original built-ins, and a cozy library—perfect for relaxing with a book while enjoying views of the property. The kitchen is ready for your vision, offering a blank canvas to design the heart of your dream home, with a 3/4 bathroom conveniently located just off the space. Upstairs, four bedrooms provide ample room for family and guests, while the top floor offers a private retreat with sweeping views of the land. The location is truly special—just a short stroll to the iconic Monadnock Inn and moments from Mount Monadnock hiking trails, nearby state parks, pristine lakes and ponds, and local golf courses, making it an ideal setting for outdoor enthusiasts. Property is being sold as-is. The Seller and Seller’s Representative make no representations regarding the condition of the home. Buyer and Buyer’s Agent to perform all due diligence.

43 Parsons Ln, Jaffrey

20 Ridgecrest Rd, Jaffrey
$600,000
3 Beds ⋅ 2 Baths ⋅ 5108287 MLS
This year-round, one owner house has only been used for 4 months of the year and is in near mint condition! It’s on the shore of tranquil Cheshire Pond with 420’ of water frontage which is perfect for canoeing, kayaking or fishing. The Pond abuts the 66 acre Cheshire Pond Conservation area so if you enjoy nature, here’s your new home. It is very well designed and was custom built for easy living with everything you need on the first level. Step through the front courtyard with fountain and you’re in the entry hall next to the 2 car garage. Come through the laundry area and into the delightful, fully applianced cabinet kitchen, which is open to a huge living room with dining area. The views of the opposite shoreline over the landscaped yard are lovely –especially in the autumn. A long screened porch may be accessed from the living room as well as outdoors. The generous-sized carpeted primary bedroom has several closets and a private bath, and the other two bedrooms (one used as a den) are closeted also. There is a large, high posted partially finished daylight basement which begs for your pool table or ping pong table, and is very easy to convert to living space. In addition to the shelved utility area, there is a third garage. Economic propane heat, town water and sewer and 200 amp electric service. Want to enjoy life more? Come see this lovely, “first time on the market” home. You’ll love it!

20 Ridgecrest Rd, Jaffrey

159 Proctor Rd, Jaffrey
$575,000
3 Beds ⋅ 2 Baths ⋅ 5062610 MLS
Welcome home to Proctor road! Situated on 5+ acres, along with your very own private view of Mount Monadnock, this is the secluded, yet close to town retreat you've been looking for. Featuring beautiful wood work throughout, this contemporary log home boasts three spacious bedrooms and two full bathrooms. The primary bedroom has an en suite full bath and spacious walk in closet. The other two bedrooms are just off the foyer along with the second bathroom and laundry room. There are mini splits throughout to keep you comfortable whatever the weather. The kitchen features quartz countertops and has ample storage and a breakfast bar for those light and easy mornings. The living room will quickly become your favorite place to be, as you sit in front of the stone fireplace while the vaulted ceilings and large windows bring the outside in. With a 2nd story loft and a dry full basement that features a brand new furnace, this home is full of options awaiting your customization. Showings begin with an Open House on Saturday, September 27th from 10AM - 1:00PM

159 Proctor Rd, Jaffrey

324 Dublin Rd, Jaffrey
$559,000
4 Beds ⋅ 3 Baths ⋅ 5108587 MLS
Set along scenic Dublin Road with a beautiful view of Mount Monadnock, this better-than-new four-bedroom Cape-style home, built in 2020, offers a thoughtful layout, quality finishes, and the option of one or two-level living on 1.74 acres. Generous windows frame the mountain vista from the open kitchen, dining, and living area, where a stylish island, granite countertops, and stainless-steel appliances create an inviting setting for everyday living and entertaining. The spacious first-floor primary suite and main-level laundry add convenience, while upstairs, three additional bedrooms, including one currently used as a den, and a full bathroom provide space for family, guests, or a home office. Central air, an attached two-car garage, paved driveway, shed, and private stone patios in the front and backyard extend the home’s appeal outdoors, while the fenced yard provides privacy and the large unfinished basement offers plenty of storage. Beyond the property, enjoy easy access to Monadnock State Park, Thorndike Pond with its beach and boat launch, and four-season recreation like golf, cross-country skiing, hiking, fishing, and more. Nearby restaurants and cultural offerings, including the Park Theatre in downtown Jaffrey, make it easy to enjoy the character and amenities of the Monadnock region while maintaining the unhurried pace of country living. And when autumn arrives, the setting becomes extraordinary, with Mount Monadnock and the surrounding landscape transformed by brilliant foliage, creating a spectacular backdrop to call your own. Shown by appointment.

324 Dublin Rd, Jaffrey

574 Fitzwilliam Rd, Jaffrey
$540,000
3 Beds ⋅ 3 Baths ⋅ 5094895 MLS
Nestled at the end of a long driveway on a country road, this inviting property opens to a beautiful homesite surrounded by nature. The attractive wooded lot features serene “Didcot Pond” with a path around the water, natural stone walls, brick walkways leading to the entrances. A picturesque, tranquil setting. Outdoor features include a spacious garden outbuilding with plenty of room for a tractor, lawn mower, and equipment, as well as a heart-shaped planting area with clusters of small shrubs, trees, and a lady slipper. There is also an RV hookup for visiting guests. Inside, the impressive living room offers vaulted ceilings, striking exposed beams, and a cozy pellet stove - perfect for chilly evenings. A welcoming loft overlooks the main living space, adding versatility and character. Enjoy the peaceful surroundings from the glass enclosed rear mudroom or the first and second-floor screened balconies, great spots to take in the woodland beauty. The walkout lower level includes a fully permitted Accessory Dwelling Unit (ADU) ready to be rented out or used by extended family. This private suite features a comfortable living room with a gas stove, full kitchen, bedroom, bathroom, private parking facing the mudroom and its own electric meter, providing everything needed for independent living. A wonderful bonus is the oversized two-car garage with ample second-floor storage.

574 Fitzwilliam Rd, Jaffrey

43 Lord View Dr, Jaffrey
$525,000
3 Beds ⋅ 3 Baths ⋅ 5059896 MLS
Welcome to 43 Lord View Dr, an ALMOST BRAND-NEW Cape built in 2023 offering modern design, efficient systems, and comfortable living on 1.5 acres in the heart of Jaffrey, NH. With 3 bedrooms, 2.5 bathrooms, and approximately 1,836 sq ft of living space, this home provides a thoughtful layout suited to many needs. The first floor includes a living room that connects easily to the eat-in kitchen with a walk-in pantry, along with a dining room ideal for gatherings. A convenient first-floor primary suite features a full bath with soaking tub and double vanity, while a half-bath and laundry room add everyday functionality. Upstairs, a large central hallway leads to two additional bedrooms filled with natural light and another full bath - one bedroom with its own view of Mt Monadnock, perfect for your home office. The unfinished basement offers plenty of storage or potential for future expansion, while the attached 2-car garage ensures additional space and convenience. The home is equipped with mini-splits for efficient heating and cooling. Jaffrey offers the best of small-town living with access to local shops, restaurants, lakes, and trails, along with the natural beauty of Mount Monadnock and the Monadnock Region. Showings begin after the first Open House - Sat 9/6 @10:00am-12:00pm & Sun 9/7 @ 1:00pm-3:00pm.

43 Lord View Dr, Jaffrey

98 Perry Rd, Jaffrey
$524,900
3 Beds ⋅ 3 Baths ⋅ 5068387 MLS
Sellers are motivated! Bring an offer! This home is Gorgeous! Move Right In! Price Reduction! Market is slower now during the winter. Less competition! Jump on this one before it picks up again. One-Owner. Quiet Street. Awesome spot on Cul-de-Sac! Private backyard! Well-maintained with finished walk-out basement, offering flexible living space and an extra bedroom. Kitchen features hardwood floors, stainless steel appliances and a breakfast eating area with sliders leading to a massive TREX deck. Living room with huge windows invites in so much natural light. Dining room has hardwood floors and is currently used as a first-floor bedroom, making it easier for first floor living with the nearby half-bath. Can easily be converted back into a dining room or additional living area. Upstairs, the primary suite offers a walk-in closet and private bath, while two additional bedrooms and a full bath complete the second floor. The lower level comfortably accommodates two queen beds, plus room for a living, play, or workout area, and includes two utility closets and a storage closet ideal for an in-law suite, home office or game room. Enjoy the outdoors with a 24 foot Radiant above/partial in-ground pool and a 700+ sq. ft. deck, perfect for entertaining. The landscaped yard is equipped with an irrigation system, and a security system provides added peace of mind. A two-car attached garage w/attic storage adds convenient indoor access. Easy commute to Keene/VT/MA borders.

98 Perry Rd, Jaffrey

78 Harkness Rd, Jaffrey
$520,000
3 Beds ⋅ 3 Baths ⋅ 5091793 MLS
On the outskirts of Jaffrey Center Village, nestled on its own 1.94 acre lot, this outstanding home was custom designed by its original owner. The attention to detail is evident from the time you walk through a large front porch into the charming front to back gas fireplaced living room with handsome built-in bookcases, and a roomy dining area. A vaulted ceiling enhances the spaciousness of this area. Toward the rear there is a delightful screened porch overlooking the landscaped lawn to the woods. The handsome kitchen with lovely maple cabinets, granite countertops and island, has high quality, almost new appliances. Off the kitchen, the inviting den accesses a rear deck. Beautiful hardwood floors are evident on the first floor. In the family bath you’ll find a laundry, there’s a nice guest bedroom and the front facing primary bedroom features a full bath with soaking tub and shower. This home has 1,472 SF on the first floor and it also offers a lower level apartment with bedroom, full bath, great room with kitchen area and separate entrance. The two car garage is accessed by a winding gravel driveway bordered by a split rail fence with granite posts. Lovely grounds include stunning landscaping with granite steps. This is an ideal home for many different lifestyles. 24 hour notice required.

78 Harkness Rd, Jaffrey

57 Prescott Rd, Jaffrey
$519,000
3 Beds ⋅ 2 Baths ⋅ 5048805 MLS
Enjoy Antique home charm with none of the work! 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, down to the light fixtures and door latches. The formal living room offers rich wood paneling, Indian shutters, and a brick fireplace. A spacious kitchen with CAFE appliances (new in 2024) and granite countertop is open to the dining room with gas stove, for easy entertaining. Step down into a stunning sunroom featuring arched wood beams with french doors to the patio and gardens. A full bath and guest bedroom or office complete the first floor. Upstairs includes a primary suite with a walk-in closet, a 2nd bedroom, and full bath. A laundry room and office are on the lower level, plus a 2-car garage. Outdoors, enjoy stone walls, granite steps, perennial gardens, an oversized Amish-built shed, and gazebo. When the leaves fall, enjoy seasonal mountain views from the upper level. Located minutes from downtown Jaffrey and the trails of Mount Monadnock, this home offers peace, privacy, and unmatched New England style! Come experience this one-of-a-kind property today!

57 Prescott Rd, Jaffrey

8 Main St Unit 11, Jaffrey
$485,000
2 Beds ⋅ 2 Baths ⋅ 5078235 MLS
This beautifully renovated condo is located in the heart of downtown Jaffrey, just steps from The Park Theatre, the town library, post office, restaurants, shops, and town offices. Set in a historic brick mill building, the home blends classic charm with modern comfort. Inside, you will find a spacious open-concept living, dining, and kitchen area with gleaming hardwood floors, abundant natural light, and peaceful river views. The gourmet kitchen features an island, stainless steel appliances, and high-end cabinetry. The updated full bath includes private access from the primary bedroom. Two bedrooms, in-unit laundry, central air, and a small communal patio complete this move-in-ready space. In addition to its walkable in-town location, this property offers quick access to some of New Hampshire’s best outdoor recreation. Mount Monadnock, one of the most climbed mountains in the world, is only minutes away and offers miles of scenic hiking trails. With breathtaking views from the summit. The region is also home to numerous lakes and ponds including Contoocook Lake, Gilmore Pond, and Thorndike Pond, all perfect for swimming, kayaking, fishing, and boating. Low-maintenance, affordable, and ideally located, this charming condo provides the perfect combination of convenience, comfort, and the natural beauty of the Monadnock Region. Seller to find suitable housing.

8 Main St Unit 11, Jaffrey

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