Cheshire County, NH Real Estate Search

Cheshire County, NH Single Family Homes for Sale

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Newest Cheshire County, NH Single Family Homes for Sale

$414,900
3 Beds 2 Baths 5096960 MLS
Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully situated on a beautiful 1-acre lot. This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a full bath nearby — perfect for flexible living arrangements. The open-concept kitchen and living area create a bright, welcoming space ideal for both everyday living and entertaining. The kitchen will feature granite countertops, a center island, abundant cabinetry, and a sliding glass door leading to the back deck — a perfect spot to relax and take in the surrounding landscape. Upstairs, you’ll find two generously sized bedrooms, office, and a second full bath, providing comfortable space for family, guests, or a home office. A charming covered front porch enhances the home’s curb appeal, while the attached 24x24 garage offers ample room for vehicles, storage, or hobbies. Outdoor enthusiasts will appreciate being close to Pisgah State Park, a breathtaking 13,300-acre public recreation area featuring seven ponds, four highland ridges, extensive wetlands, and a 20-acre parcel of old-growth forest. The nearby Rails to Trails system offers additional opportunities for walking, biking, and enjoying the natural beauty of the area. Conveniently located in Hinsdale, just minutes from Vermont and I-91, this home combines rural charm with commuter-friendly access. Expected completion: mid to late September 2026. Photos are facsimile. This is a New Home Community.

11 Asheley Ave Unit 6, Hinsdale

Listing courtesy of Kim Curry from BHG Masiello Keene. ()

$749,000
3 Beds 2 Baths 5096856 MLS
Experience year-round lakefront living at its finest on the pristine shores of Lake Monomonac. Offering more than 100 private feet of exceptional sandy beach frontage, this rare waterfront retreat captures breathtaking 180-degree panoramic views stretching across the lake, including a front-row view of Commodore Island, the heart of the lake's vibrant boating and social scene. Privately situated this coveted property offers an unparalleled opportunity to enjoy one of the region's most desirable lakes. Spend your days boating, fishing, kayaking, paddleboarding, or simply unwinding on one of the best sandy swimming areas on the lake. The gradual entry and expansive shoreline create an ideal setting for swimming, boating, entertaining, and making lasting memories right from your own waterfront oasis. Listen to the loons & watch eagles soar overhead and explore nearby Blueberry Island and Paradise Island for endless days of adventure. Inside, the home is thoughtfully positioned to maximize its spectacular setting, with the kitchen, dining, and living areas all oriented toward the water. Warm and inviting, the open-concept design features a wood-burning fireplace, rustic beams, and expansive lake views that bring the outdoors in. Upstairs, three bedrooms and a half bath provide comfortable accommodations, while a full bath with laundry is conveniently located on the main level. The home rests on a newer full foundation. A three-year-old 20-foot aluminum dock with composite decking offers effortless access to the water and the perfect place for your boat and watercraft. Lake Monomonac spans nearly 600 acres across New Hampshire and Massachusetts, offering outstanding recreational opportunities and an active yet relaxed lakefront lifestyle. Just minutes from local amenities and an easy drive to Massachusetts, this exceptional property combines panoramic views, rare sandy frontage, and the timeless appeal of lake living into a truly remarkable waterfront offering!

78 Colburn Ln, Rindge

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$425,000
3 Beds 2 Baths 5096805 MLS
This charming Cape in the picturesque New Hampshire town of Harrisville is the one you've been waiting for! Nestled in a serene setting with deeded access to Chesham Pond and a brook gently running through the property, this home offers the perfect blend of comfort, privacy, and outdoor enjoyment. Whether you're kayaking, fishing, enjoying nature walks, or simply taking in the peaceful surroundings, this property is a true nature lover's dream. The current homeowners have invested more than $100,000 in improvements, providing peace of mind and exceptional value for the next owner. Recent updates include a new leach field and whole-house Generac generator installed in 2024, as well as a drilled well and holding tank that are only four years old. Inside, this 3+ bedroom home (supported by a 1,000-gallon septic system) offers a flexible floor plan with additional rooms ideal for guests, a home office, hobby space, or whatever best suits your lifestyle. Durable vinyl plank flooring flows throughout the home, while the well-appointed kitchen features stainless steel appliances and ample space for everyday living and entertaining. The spacious primary suite serves as a private retreat, complete with a generous walk-in closet. The spa-like bathroom featuring both a shower and relaxing jetted tub over look the brook to the back of the property. The thoughtfully finished walkout basement provides additional living and entertaining space, making it perfect for gatherings, game nights, or a cozy family room. Step outside and enjoy the beauty of every season, from colorful fall foliage to summer days spent soaking in the gorgeous pond. Whether you're looking for a year-round residence or a peaceful getaway, this special Harrisville property offers the best of New Hampshire living.

368 Chesham Rd Unit 1, Harrisville

Listing courtesy of Team Marion Sharich from BHG Masiello Concord. ()

$375,000
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

Listing courtesy of Samuel L Abbott III from Duston Leddy Real Estate. (Cell: 603-732-2728)

$639,000
3 Beds 3 Baths 5096595 MLS
Nestled in the picturesque hills of Chesterfield, New Hampshire, this remarkable property offers an unparalleled living experience. Imagine waking up to breathtaking panoramic views that stretch for 90 miles into the mountain landscapes of Vermont, culminating in spectacular sunsets that paint the sky each evening. This home isn't just a residence; it's a front-row seat to nature's most stunning performances. Step inside and discover a thoughtfully designed interior boasting three spacious bedrooms and two and a half bathrooms. The open-concept living areas flow seamlessly, creating an inviting atmosphere perfect for both quiet evenings by the gas fireplace, a space for large family dinners, or entertaining in the open living room. The recently remodeled kitchen, complete with newer appliances, is a chef's dream, offering both functionality and style. Adjacent to the main living space, a relaxing, warm, and welcoming sunroom provides a serene retreat. Enjoy year-round access with lots of sunlight, spectacular views and direct access to the expansive deck where you can entertain guests or simply unwind while soaking in the magnificent vistas. Beyond the main living areas, this home continues to impress with a finished basement, offering additional versatile space for a home office, gym, or recreation room. Practical amenities like an on-demand generator ensure comfort and convenience, and ample storage throughout the property keeps everything organized. Outside, the custom landscaping is a true work of art, featuring over 5 acres, charming flowering trees, meticulously maintained bushes, and classic New England stonewalls, all reflecting a true testament to pride of homeownership. This property has been lovingly cared for, ready for its next chapter with you. Perfectly located between Brattleboro Vt and Keene NH, this property offers quick access to shopping, restaurants, highways, schools, and pristine Spofford Lake. Come see it today before it's gone.

78 Wellington Dr, Chesterfield

Listing courtesy of Todd A Bassler from Greenwald Realty Group. ()

$665,000
4 Beds 3 Baths 5096591 MLS
Welcome to the heart of Spofford, where small-town charm meets one of New Hampshire's most desirable lake communities. Just minutes from Spofford Lake, this classic Cape offers a lifestyle that's increasingly hard to find. Start your mornings with coffee on the balcony overlooking the lake's peaceful inlet, spend summer afternoons at the town beach, and unwind in the hot tub at day's end. A standout feature is the stunning office in the barn. Warm wood walls still carry the welcoming scent of natural timber, creating an inspiring workspace with a private balcony overlooking the lake inlet. Inside, history and modern updates blend beautifully. The eat-in kitchen features granite countertops, an island, large pantry, and access to the private deck. Enjoy a bright sunroom, curl up with a book in the library with built-in bookshelves, formal dining room with fireplace, and convenient first-floor office and half bath. Upstairs offers three bedrooms, two full baths, laundry room, walk-in attic storage, and a flexible office or fourth bedroom. The level yard is bordered by classic stone walls and includes the lot across the street with apple and pear trees plus overflow parking. Improvements include triple-pane windows, well, septic system, oil tank, mini-splits, wood stove, sunroom, updated kitchen, EV charger, and a security system. Residents enjoy access to the Spofford Lake town beach, known for its clear waters, boating, fishing, and swimming. Conveniently located just 10 minutes to Keene and 15 minutes to Brattleboro, VT, this home offers the perfect balance of peaceful lake living with easy access to shopping, dining, healthcare, and entertainment. Rich in history, full of character, and thoughtfully updated for today's lifestyle, this is more than a home, it's a place to put down roots and enjoy everything the Spofford community has to offer.

373 Rte 9a, Chesterfield

Listing courtesy of Denise Thomas from BHG Masiello Keene. ()

$499,900
2 Beds 1 Baths 5096562 MLS
Tucked away on a private peninsula in Sandy Cove, this sweet 2-bedroom, 1-bath A-frame cottage feels like something out of a fairy tale. As you wind along the peaceful wooded path, the setting slowly unfolds—then all at once, there it is: a charming waterfront cottage on beautiful Crowcroft Pond. Just steps from the deck to the water, this cozy retreat offers the perfect blend of privacy, nature, and year-round enjoyment. Whether you are dreaming of simple year-round tiny home living, a peaceful vacation getaway where memories are waiting to be made, or a smart short-term rental investment that lets you choose when you want to come and enjoy it yourself, this property offers so much possibility. Spend warmer days kayaking, fishing, swimming, or relaxing by the water while taking in the peaceful views and surrounding wildlife. Evenings invite you to gather around the campfire under the stars after a day outdoors. In winter, enjoy the quiet beauty of the area with nearby cross-country skiing and snowy wooded trails. Recent updates include fresh interior and exterior paint in 2026, a new well pump, new hot water heater, newer windows, and more. Close to NH Audubon’s Betsy Foskett Wildlife Sanctuary, Cathedral of the Pines, Mount Monadnock, restaurants, and shopping, this special Rindge getaway is a rare opportunity to own a truly magical waterfront retreat.

14 Sandy Cove Rd, Rindge

Listing courtesy of Jeanne Bowers from REAL Broker NH, LLC. (Phone: 978-855-3307)

$1,049,000
3 Beds 4 Baths 5096486 MLS
Tucked away on a quiet private gravel road in Dublin, this charming Contemporary Cape offers the perfect blend of comfort, character, and charm. Set amidst impeccably landscaped grounds with a sprawling green lawn, this 3-bedroom, 3.5-bath home captures the essence of New England country living. Inside, you'll find over 3,000 square feet of brilliantly designed living space, highlighted by a grand two-story living room featuring custom built-in wooden bookshelves and abundant natural light. The fully applianced kitchen boasts granite countertops leads into a formal dining room, perfect for entertaining with family and friends. A luxurious first floor primary suite provides a private retreat, while the finished basement and rooms upstairs offer additional flexible living space. Enjoy the beauty of every season from the inviting front and rear porches or relax in the three-season room while taking in the peaceful surroundings. With stunning mountain views, exceptional landscaping, and a tranquil setting, this property offers a rare opportunity to enjoy the best of mountain living. Chestnut Hill is located just minutes from Dublin Pond and Mount Monadnock and the endless outdoor recreation opportunities of hiking, cross country skiing, and so much more on the trails. The neighborhood provides both privacy and convenience, sitting just outside of downtown with easy access to all that Dublin Village has to offer, including Dublin School, Dublin Lake, and the notable Dublin General Store. Dublin offers direct access to NH Route 101 and is an hour from Manchester Regional Airport, 2 hours from Boston Logan International Airport, and 5 hours driving from New York City. Chestnut Hill's association offers its residents common road maintenance and seasonal plowing.

55 Chestnut Hill Rd, Dublin

Listing courtesy of Sadie Halliday from EXP Realty. (Cell: 603-660-2321)

$379,900
2 Beds 2 Baths 5096317 MLS
Welcome to a charming 1885 New Englander nestled on a picturesque half-acre lot in Fitzwilliam, NH. Full of character and thoughtful updates, this 2-bedroom, 2-bath home beautifully blends historic charm with today's conveniences. The farmhouse-style kitchen offers butcher block countertops, a center island with refrigeration storage, updated appliances, and a large bay window that fills the space with natural light. Step into a formal dining room complete with built-ins and French sliders that open to a backyard retreat with a deck, pergola, fire-pit, and fenced yard—perfect for furry friends and entertaining.The dining room opens to the cozy living room, where a wood-burning fireplace creates an inviting atmosphere. Beautifully refinished hardwood floors extend throughout, preserving original charm and timeless character. Just off the main hall you are welcomed by a 3-season porch that provides the perfect spot for morning coffee or afternoon reading. Upstairs, the spacious primary bedroom offers two closets, while the full bath features 2nd floor laundry and a luxurious towel warmer. The second bedroom is bright and inviting - a flexible space for guests, remote work or creative pursuits. Outside, you'll find mature flowering trees and shrubs, an oversized one-car garage with a large workshop and additional storage above—ideal for hobbyists or anyone needing extra space. The current owners have completed numerous improvements during their ownership, including a new oil tank, insulated attic, roof updates, and the addition of a space alongside the garage for RV parking. These thoughtful updates make this home move-in ready while preserving the charm and character that have defined it for more than a century. Enjoy year-round recreation with Rhododendron State Park, Mount Monadnock, & Laurel Lake all nearby.Downtown Keene local restaurants & shopping are minutes away and a short commute to the Mass border. Open House Saturday 6/27 11:00 AM-1:00 PM

11 Robbins Rd, Fitzwilliam

Listing courtesy of Laurie Mack from BHG Masiello Keene. ()

$499,900
3 Beds 2 Baths 5096145 MLS
41 Knoll Avenue is the kind of home that feels welcoming from the moment you arrive. Owned by a meticulous contractor, this home has been thoughtfully updated and exceptionally maintained. A 3-bedroom, 2-bath home which offers a flexible floor plan and the option for one-level living. Hardwood floors, large windows, and comfortable living spaces create an easy flow throughout the home. The kitchen features new appliances and opens directly to the dining area, creating a warm, connected space for everyday living, entertaining, and gathering with family and friends. A standout feature of the home is the private primary suite. Vaulted ceilings, a mini-split for year-round comfort, and a beautifully created ensuite with a soaking tub and separate shower create a relaxing and inviting space. A spiral staircase leads to a loft overlooking the area which has been used as the bed area but also offers the perfect spot for a home office, reading nook, yoga, meditation, or simply a quiet place to unwind. Outside, is a quality built deck, a large fenced in backyard, storage shed, and truly gorgeous established perennial gardens that surround the property and provide color throughout the growing season. Recent mini-split systems add efficient heating and cooling, and the location places you in one of Keene's most sought-after neighborhoods, close to schools, shopping, the hospital, and some of the area's most enjoyable walking and biking trails. Join me for a tour of this beautiful property.

41 Knoll Ave, Keene

Listing courtesy of Christine Houston from Greenwald Realty Group. ()

$899,000
4 Beds 3 Baths 5095654 MLS
Meander through a neighborhood of gracious contemporary homes to the very top where vistas of the Monadnock range meet you. This home, at the end of the road on a quiet cul-de-sac, is ideal as a primary residence or a country vacation home. The interior of this luxury home is one of stunning expansiveness created by vaulted 11 ft ceilings, skylights and banks of windows. The free-standing, white brick fireplace in the living room adds to the dramatic feel of the home’s striking architecture with hardwood and marble flooring throughout. A 28 foot deck invites you to step outside to savor the calm of this serene location. Maximize the mountain range views to be enjoyed from the bedroom decks. Three bedrooms have balconies offering you your own restful escape. The fourth bedroom accesses the private back deck-patio. The gourmet kitchen features Bosch appliances with a chef’s 36” oven; gas range, a granite island & stylishly sleek cabinetry. The open-floor designed main level creates a great-room combining a dining room and living room that flow as one. This main level also has a bedroom/ office, full bath and laundry. The top floor retains the feel of expansiveness with 10 foot ceilings. The primary bedroom has virtually 20 ft of his and her closets and separate dressing areas. The bath has a jacuzzi tub. There are 2 additional bedrooms and full bath. Built on the hillside, with lower and upper driveways, all 3 levels of this home have direct outside access. The ground level has a 400+ foot game room with fireplace and garage with direct entry into the home. If you are searching for a new home offering the joy of luxury, look no farther.

21 Pheasant Hill Rd, Keene

Listing courtesy of Randi Ziter from Brattleboro Area Realty. ()

$725,000
3 Beds 3 Baths 5095058 MLS
Escape to the peace and beauty of New Hampshire's Monadnock Region with this exceptional retreat nestled in a private country setting. Tucked away among mature trees and surrounded by nature, this property offers the rare combination of seclusion, tranquility, and direct water frontage. Whether you're seeking a year-round residence, weekend getaway, or investment opportunity, you'll appreciate the sense of privacy and connection to the outdoors that defines this special property. Wake up to sparkling water views, enjoy your morning coffee overlooking the marsh, and spend your days kayaking, fishing, or simply relaxing while taking in the sights and sounds of nature. The wooded surroundings create a serene backdrop, attracting abundant wildlife and providing a true escape from the hustle and bustle of everyday life. Stoddard is known for its pristine lakes, ponds, and recreational opportunities, making this an ideal destination for outdoor enthusiasts. Whether entertaining guests, gathering around a fire pit under the stars, or enjoying the changing seasons reflected across the water, this property offers the quintessential New Hampshire lifestyle. The garden shed offers plenty of space for propagating plants with electricity for projects and storing your gardening equipment. Let's not forget to give credit to the woodshed for storing your winter supply of wood if you prefer to have a cozy fire to sit by in your living room! Private tributary water properties in Stoddard are highly sought after, and opportunities like this are increasingly rare.

216 Old Forest Rd, Stoddard

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$299,900
4 Beds 2 Baths 5095053 MLS
Experience the charm of this delightful home, ideally situated on a quiet dead-end street in a peaceful Keene neighborhood just a short walk from downtown. This character-filled home blends historic appeal with everyday comfort and features numerous recent updates, including a newer boiler, oil tank, roof, new vinyl plank flooring, fresh paint throughout, new blinds, and overhead lighting throughout. Beautiful hardwood floors flow through most of the home, while the bright kitchen-dining area offers abundant natural light. The spacious living room is ideal for relaxing or entertaining, and a versatile first-floor bonus room can serve as a home office, study, guest room, or additional bedroom. The desirable first-floor primary bedroom is located next to a full bath, and first-floor laundry adds convenience. Upstairs, you'll find two generously sized bedrooms, a half bath, and charming built-in hallway drawers for added storage. The spacious basement offers ample room for storage, a workshop, hobby space, or whatever best suits your needs. Outside, enjoy the level landscaped yard and detached two-car garage with plenty of room for vehicles and storage. Relax on the inviting covered front porch, perfect for enjoying your morning coffee, spending a quiet afternoon, or unwinding in the evening. Whether you're searching for a primary residence or an investment opportunity, this home has a proven history as a successful rental property. Combining timeless character, modern updates, and an unbeatable location, this Keene gem is ready to welcome its next owner. Schedule your showing today!

33 Proctor Ct, Keene

Listing courtesy of Paul Rodenhauser from BHG Masiello Keene. ()

$425,000
1 Beds 1 Baths 5095024 MLS
Presently a contractor who has experience with caring for log homes is applying a special power wash to the main home here. Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. less than a half hour to Keene and to Brattleboro.

253 Back Ashuelot Rd, Winchester

Listing courtesy of Susan A Doyle from BHG Masiello Keene. ()

$524,000
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

Listing courtesy of Anna Schierioth from HKS Associates, Inc.. ()

$895,000
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

Listing courtesy of Wesley St. Pierre from Keller Williams Realty Metro-Keene. ()

$640,000
3 Beds 3 Baths 5094860 MLS
Tucked away in a peaceful setting, this handcrafted 1½-story farmhouse offers charm, character, and thoughtful craftsmanship throughout. The heart of the home is the beautiful post-and-beam kitchen, featuring custom cabinetry, tile flooring, ample storage, and included appliances. Just off the kitchen, the pantry/mudroom provides exceptional functionality with a utility sink, coat closet, built-in cupboards, half bath, washer hookup, and space for a dryer. The open-concept living and dining area is warm and welcoming, highlighted by oak flooring, six large windows that capture natural light and passive solar warmth, and a cozy woodstove. A first-floor bedroom provides convenient single-level living, while an overhead loft connects to a walk-through closet and a full bath adorned with handmade tile. Upstairs, a charming library nook sits at the top of the stairs, flanked by two bedrooms with access to a full bath, along with a spacious finished bonus room offering flexibility for hobbies, recreation, or additional living space. Plastered and painted walls and ceilings, along with Andersen casement and awning windows, add to the home's quality and appeal. Designed for comfort and efficiency, the home is heated by a wood pellet-fueled boiler with hydronic radiant heat, complemented by a woodstove. The electrical system is generator-ready, and the home is served by a dependable natural spring water supply. Outside, a 32' x 40' garage with a heated workshop and second-floor storage provides abundant space for projects and equipment. Additional outbuildings include a wood and equipment shed, attached tool shed, and a cozy cabin with a woodstove and storage shed. The property enjoys sunny southern exposure with open space around the home, established gardens, perennial plantings, and mature landscaping. Beyond, wooded land slopes toward the scenic Ashuelot River Gorge, creating a private and tranquil backdrop.

25 Orchard Ln, Gilsum

Listing courtesy of Bruce M Murphy from Keller Williams Realty Metro-Keene. ()

$399,900
3 Beds 2 Baths 5094737 MLS
Forget the old property history - this home has been completely re-imagined from the inside out. Masterfully reconfigured within its existing footprint, the original 2-bedroom, 1-bathroom layout has been entirely reborn as a highly functional 3-bedroom, 2-bathroom turn-key residence. This down-to-the-studs reconstruction didn’t just replace cosmetics - it re-engineered the interior floor plan. By cleverly maximizing the space, this home now seamlessly delivers a highly functional layout with the ease of main-level living. Meticulously rebuilt, it offers a rare opportunity to own a virtually brand-new home within an established, desirable Jaffrey neighborhood. Tucked away at the end of a quiet dead-end road, the lot perfectly balances peaceful privacy with walkable in-town charm. Every square inch has been thoughtfully redesigned with quality modern finishes, and energy efficiency in mind. From the moss-green kitchen cabinetry and bright quartz countertops to the brand-new detached garage/workshop with an impressive 8,000 lb weight capacity, the upgrades are a true must-see. Just a short list of new upgrades: New architectural shingle roof, energy efficient windows, 2nd full bathroom, vinyl siding, whole house insulation, oil tank, kitchen, and more! Skip the stress of renovations and contractor fees. Designed for the savvy buyer looking for low-maintenance living, this home offers ultimate peace of mind in New Hampshire's scenic Monadnock Region.

11 Saint Jean St, Jaffrey

Listing courtesy of Katherine Scott from Epique Realty. (Phone: 603-400-9317)

$599,900
5 Beds 3 Baths 5094732 MLS
This expansive Victorian on an oversized Lot has been lovingly restored, improved and maintained. Convenient to Downtown Keene, hospitals and shopping, this amazing home blends classic elegance and workmanship with modern convenience. Vinyl Harvey windows throughout, updated kitchen with Granite and nearly new appliances, and a First Floor Primary added by the current owner, with French Door entrance at grade, and a new Primary bath combined with laundry room. The original First floor full bath has been fully remodeled, and all floors professionally refinished. A unique offering with two First Floor bedrooms. All the classic Victorian features remain, with a lovely fireplace and hearth and the stunning woodwork attendant to the homes of this era. Lovely stained glass greets you as you go upstairs to three additional bedrooms, full bath, and a generous family room. This home is truly perfect for multi-generational living. In just the last three years, a new Owens-Corning roof and ridge vent, structural repairs, both first floor baths remodeled, chimney repointed, aluminum wrap on exterior windows, new fencing for pets/kids in back yard, electrical upgrades and more. Please see attached list of upgrades. The basement is full and dry for tons of storage, and there is an unfinished walk-up attic for further storage or additional future finished space. Two lovely porches, on front and on the right side entry, and a private, fenced, paver patio on the left rear is perfect for outside meals and gatherings. Truly turn-key. All the heavy lifting has been done, and this home is ready for it's next chapter and family to enjoy.

67 Park Ave, Keene

Listing courtesy of Karl Zahn from Pat Clancey Realty. ()

$324,900
3 Beds 2 Baths 5094730 MLS
Welcome to 219 Plain Road in Hinsdale, New Hampshire—a flipper’s dream or first-time home buyer rehab special offering plenty of space, character, and potential! This ranch-style home features three bedrooms, two bathrooms, a spacious kitchen, comfortable living areas, and a bright breezeway that provides additional flexible space for relaxing, entertaining, or creating a home office. Whether you are an investor searching for your next renovation project or a first-time buyer looking to build equity and create a home of your own, this property offers an exciting opportunity. The single-level ranch layout provides convenient everyday living, while the attached one-car garage adds valuable parking and storage space. Outside, the fenced backyard is ready to become your private summer retreat. The in-ground pool offers the perfect centerpiece for cookouts, gatherings, and relaxing days at home. With approximately 0.46 acres, there is also room for gardening, pets, outdoor games, or future landscaping improvements. Situated in a great neighborhood and set back from the road, the property offers a residential setting while remaining convenient to shopping, schools, recreation, and the amenities of Hinsdale and nearby Brattleboro. Bring your tools, creativity, and renovation ideas. With three bedrooms, two bathrooms, multiple living spaces, a breezeway, garage, backyard, and in-ground pool, 219 Plain Road has the features and potential needed to become something truly special. Schedule your showing and imagine the possibilities! Brand New Trooper Oil Burner was just installed.

219 Plain Rd, Hinsdale

Listing courtesy of Matthew Blier from Coldwell Banker Realty Bedford NH. (Cell: 603-965-5060)

$1,400,000
4 Beds 6 Baths 5094608 MLS
This exceptional contemporary home offers over 4,400 square feet of thoughtfully designed living space, set on 60 private acres of forest, streams, and scenic hiking trails. Custom built, the home reflects a deep commitment to quality craftsmanship and comfortable, relaxed living. At the heart of the home is a stunning kitchen featuring a fieldstone fireplace—an inviting space perfect for cooking and entertaining. Beautiful windows overlook the deck and surrounding landscape, while quartz countertops, cherry cabinetry, a center island, and a built-in bench add both style and functionality. The spacious living room with fireplace is filled with natural light, creating a warm and welcoming atmosphere. A cozy den with built-ins, an elegant first-floor primary suite including a soaking tub and tile shower, a charming pine-paneled dining room, and a well-designed mudroom full of closets all contribute to the home’s easy livability. Gorgeous hardwood floors extend throughout much of the home. Front and back staircases lead to the second level, where open sitting areas were thoughtfully placed outside each bedroom. A large office anchors one end, and each bedroom features its own private bath. A recently added in-law suite offers exceptional flexibility, complete with a full kitchen and dining banquette, living room with loft above, a bedroom w/large walk-in closet and full bath. It can be accessed from the main house or through a separate entrance via the garage. The walkout heated lower level provides expansive space for recreation and entertainment, including areas for exercise, games, a bunk room, and a full bath. There is storage galore in this home. With endless opportunities to explore your own private acreage and a convenient location just minutes from schools and shopping, this property seamlessly blends privacy, convenience, and understated luxury.

662 Hurricane Rd, Keene

Listing courtesy of Norma Couture from BHG Masiello Keene. ()

$772,500
2 Beds 2 Baths 5094439 MLS
Cherished by the same family for more than 40 years, this extraordinary log home is nestled on 30 private acres, accompanied by two charming cabins tucked into a secluded forested ravine behind the historic 1764 Park Hill Meetinghouse, still an active community gathering place for concerts, lectures, and seasonal events. Bordering the Warwick Preserve, this peaceful retreat offers the perfect balance of privacy and convenience, just minutes from the vibrant arts, dining, and cultural communities of Keene, NH, and Brattleboro, VT. The landscape is a true New England sanctuary, featuring mature apple trees, blueberry bushes, walking trails, abundant wildlife, and an eight-foot-deep stocked trout pond that has provided years of fishing and unforgettable family memories. The 1,896-square-foot main residence blends timeless rustic character with modern comfort. A thoughtfully designed open floor plan, expansive windows, and warm wood finishes create an inviting atmosphere filled with natural light. The home offers two spacious bedrooms (originally three and easily converted back), two full baths, and comfortable single-level living that is equally suited for entertaining guests or enjoying quiet evenings by the fire. Adding exceptional versatility, the two additional cabins have generated consistent rental income for over four decades and offer endless possibilities as guest cottages, vacation rentals, artist studios, or a multigenerational family compound. Cabin One features 1,573 square feet with three bedrooms and one bath, while Cabin Two offers 845 square feet with a spacious vaulted-ceiling bedroom and one bath. Whether you're seeking a private retreat, an income-producing property, or a place to create lasting family traditions, this remarkable Westmoreland property offers a rare opportunity to own a true New England legacy.

138 Esty Rd, Westmoreland

Listing courtesy of Shirley Marcello from BHG Masiello Keene. ()

$649,000
3 Beds 2 Baths 5094414 MLS
Step into a rare piece of New England history where timeless character and breathtaking scenery come together in perfect harmony. Originally built in 1899 as the Walpole Golf and Tennis Clubhouse, this extraordinary Gilded Age residence is far more than a home, it’s a story waiting to be continued. Perched to capture sweeping western views, the classic architecture showcases a gracious wrap-around covered porch, an idyllic setting for evening sunsets over the mountains. Inside, the heart of the home was once the club’s famed “19th hole,” now transformed into a warm and inviting open living space anchored by a striking brick fireplace adorned with the original club insignia. It’s easy to picture lively gatherings here, where laughter and conversation linger long after the day’s play. The kitchen blends timeless appeal with everyday functionality, a spacious peninsula and a charming breakfast nook and seamlessly connects to a sun-filled room addition designed for effortless access to the front entry and a circular side deck, both perfectly positioned to take in the surrounding beauty. The main level also offers a comfortable primary bedroom with access to a bath, along with an office/2nd bedroom, ideal for flexible living. Adding a truly distinctive touch, the unique “silo” guest suite introduced in the 1970's, offers a nostalgic retreat, complete with its original acorn stove and authentic mid-century character. A staircase leads to the lower level, where guests will find a private bedroom, kitchenette, and bath, all opening directly to the grounds and those same captivating views. A short walk takes you to the village, and a short drive to I91, hospitals and ski areas. For those seeking a one-of-a-kind property rich in history, charm, and personality, this remarkable Walpole village home is an opportunity not to be missed. Welcome to a place where past and present meet—beautifully. Close to I91, ski areas and the best that New England has to offer.

88 Old Keene Rd, Walpole

Listing courtesy of Norma Couture from BHG Masiello Keene. ()

$1,300,000
3 Beds 2 Baths 5094035 MLS
Ready for occupancy in August! Welcome to Stoney Ridge Estates, a brand-new 15-lot gated community in scenic Rindge, NH, a town celebrated for its natural beauty, strong sense of community, and convenient proximity to the Massachusetts border. This custom home offers approximately 3,500 sq. ft. of finished living space, including 2,235 sq. ft. on the main level and an additional 1,265 sq. ft. of finished space in the walkout lower level, all situated on a spacious 1-acre lot with easy access to shopping, local amenities, and major travel routes. The thoughtfully designed floor plan features an open-concept kitchen with a large center island, stainless steel appliances, and seamless flow into the dining area and separate great room. A propane fireplace adds warmth and charm, while a separate living room provides additional gathering space. Just off the great room, a stunning 16' x 16' porch with powered screens that allow you to choose full open or full screened, offers the perfect place to relax, entertain, and enjoy the outdoors, with direct access to the backyard. The primary suite serves as a private retreat, complete with a tiled shower, soaking tub, and generous walk-in closet. Two additional bedrooms and a second full bath are thoughtfully positioned on the opposite side of the home for added privacy. The finished lower level provides exceptional flexibility, featuring a spacious family room/playroom, private office, and additional unfinished area ideal for an exercise room, hobby space, storage, or future expansion. Other lots and floorplans are available in this development. Conveniently located just 1.5 hours from Logan Airport and 1 hour from Manchester-Boston Regional Airport, this exceptional property offers comfort, versatility, and a beautiful New Hampshire setting.

Lot 2 Saybrook, Rindge

Listing courtesy of Jim Weidner from EXP Realty. (Cell: 603-491-6993)

$499,000
3 Beds 2 Baths 5093518 MLS
Tucked away on approximately 12.44 +/- private acres in one of New Hampshire’s most picturesque towns, this lovingly maintained custom-built home offers a rare opportunity to embrace the lifestyle you’ve always imagined. Thoughtfully designed to celebrate nature, gardening, and year-round beauty, every corner of this property reflects a deep appreciation for the land it occupies. Awaken each morning to the soothing sounds of the stream flowing behind the home as sunlight filters through the trees. Step directly from the primary bedroom onto your private deck overlooking the water, coffee in hand, and begin your day surrounded by the sights and sounds of nature. Inside, abundant natural light and inviting living spaces create the perfect environment for thriving houseplants, while established gardens outdoors provide endless opportunities for those with a passion for cultivating beauty. Currently configured as a two-family residence, the home offers exceptional flexibility for today’s lifestyles. Continue using it as an income-producing property, create a private space for multi-generational living, accommodate a live-in caretaker, or easily convert it back to a spacious single-family home. Adding to the property’s unique appeal, the Cheshire Rail Trail abuts the property, offering direct access to miles of scenic recreation right from your backyard. With ample acreage, complete privacy, and room to expand, the possibilities are limited only by your imagination. Rich in history and New England charm, Westmoreland provides the backdrop for a life well lived. Whether you’re seeking a peaceful retreat, a homestead, a family compound, or simply a place to put down roots, this remarkable property invites you to write the next chapter of your story here. This is more than a home—it’s a lifestyle. And it just may check every box, including the ones you didn’t even know you had.

68 Mount Gilboa Rd, Westmoreland

Listing courtesy of TJ Kelly from Greenwald Realty Group. ()

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