Alstead Real Estate

Welcome to Alstead, New Hampshire – a hidden gem nestled in the heart of Cheshire County. This charming town, with its picturesque landscapes and rich history, is an ideal place for those seeking a serene lifestyle surrounded by nature. Alstead is known for its welcoming community, where neighbors become friends and local traditions thrive.

Set against the backdrop of rolling hills and lush forests, Alstead boasts a variety of outdoor activities that cater to all ages. Whether you're hiking the scenic trails, fishing in the pristine waters of the Connecticut River, or enjoying a leisurely day of picnicking at the local parks, adventure awaits around every corner. The town is also home to beautiful lakes, perfect for summer kayaking or winter ice fishing.

Alstead's historical roots are evident in its quaint architecture and charming downtown area, where you'll find a selection of local shops and eateries. The town's commitment to preserving its heritage is reflected in the annual community events, including seasonal fairs and farmers' markets, which foster a sense of belonging and camaraderie among residents.

Education is a priority in Alstead, with a strong focus on community involvement in local schools. Families will appreciate the small class sizes and dedicated educators who nurture the next generation.

With its combination of natural beauty, rich history, and a tight-knit community, Alstead, NH, offers a unique opportunity for those looking to find their forever home. Experience the tranquility and charm of Alstead – where the beauty of New England meets the warmth of a close community. Your dream home awaits in this idyllic town!

Newest Listings in Alstead

$749,000

4 Beds ⋅ 3 Baths ⋅ 5106032 MLS

Set in Alstead, this Victorian home pairs classic architectural detail with a working equestrian setup. Wide-plank hardwood floors, tall ceilings, and original wooden banisters carry the character of the era through the main living spaces, where fireplaces anchor the rooms and add warmth in the colder months. A large mudroom off the entry keeps everyday life practical — useful for anyone coming in from the barn or the ring. The main level includes a bedroom with its own en suite bathroom, a layout that works well for one-level living or hosting guests. The kitchen and bathrooms throughout have been updated for modern use without losing the home's original character, and a large storage area rounds out the practical side of the house. Outside, a newly redone wrap-around deck extends the living space and takes in views of the property — a natural spot for morning coffee or watching the horses from a distance. For horse owners, the setup is hard to match: a 24x36 shedrow barn with three 12x12 stalls and a 50x80 indoor riding arena with equestrian mix sand footing, ready for all-weather riding and training. Just across the street, the town of Alstead has a 100'x200' fully fenced outdoor grass riding arena that is open to the public for use. Set in Alstead's quiet, rural landscape, this property offers the rare combination of Victorian character and real equestrian infrastructure — a true horse property with a house to match. Come see this stunning home in person on August 23th from 11 AM - 1 PM.

7 Main St, Alstead

$499,000

4 Beds ⋅ 3 Baths ⋅ 5105709 MLS

Welcome to your own slice of the country! Set in a peaceful rural setting on a town-maintained dead-end road, this 4-bedroom, well built, home offers majestic mountain views and beautiful sunsets right outside your door. Inside, the spacious living area features cathedral ceilings that create an inviting, open feel. A dry basement provides excellent additional storage or future possibilities. Enjoy the tranquility of the countryside while remaining conveniently located just 25 minutes from Keene and only a short drive to I-91. If you're looking for space, views, privacy, and convenience, this home is ready to welcome you. This sale includes the adjoining lot of land 7.6 acres

43 Cook Hill Rd, Alstead

$58,000

5105672 MLS

00 Walpole Valley Rd, Alstead

$124,900

1 Beds ⋅ 1 Baths ⋅ 5105123 MLS

A rare opportunity to own a secluded retreat surrounded by nature. This cozy one-bedroom cabin offers five rooms in total, thoughtfully arranged to maximize comfort and rustic charm. The cathedral ceiling in the living room creates an open, airy feel, while the wood ceilings and wood floors throughout add warmth and character. Some parts of building are an old mobile home, but most is wood frame. Set on 6.7 private acres, View with cutting, the property provides space to explore, unwind, and enjoy the quiet of the countryside. Whether you’re looking for a weekend getaway, a downsized lifestyle, or a project with potential, this cabin delivers a unique blend of privacy and possibility. Being sold as is, ready for your vision and personal touch. Showings will start at Open House on Monday 8/17 from 2pm to 4pm.

447 Pratt Rd, Alstead

$399,000

2 Beds ⋅ 2 Baths ⋅ 5104885 MLS

Welcome to your own peaceful country retreat, where wide pine floors, abundant natural light, and 16.7 acres create a setting that feels instantly inviting. Imagine starting your morning with coffee or unwinding at the end of the day with a glass of wine in the gazebo overlooking the pond—this is a property designed for enjoying the simple pleasures of country living. Inside, the open-concept floor plan is comfortable and welcoming. The efficient kitchen features stainless steel appliances and soapstone countertops and opens to a spacious dining area with direct access to the back deck—perfect for grilling and outdoor dining. Just off the kitchen is a generous living room with a vaulted ceiling, along with an office or study, half bath, and a storage room that could easily be converted back into a screened porch. Upstairs, you'll find two bedrooms and a 3/4 bath, along with built-ins just waiting to be filled with your favorite books and treasures. The walkout lower level offers additional usable space with a gas stove and sliders leading to the backyard. The unfinished portion provides a workbench, laundry area, and plenty of room for storage or projects. Outside, the property has a detached two-car garage, shed, circular driveway, pond frontage, and 16.7 acres surrounded by the natural beauty of a peaceful country setting. All of this is just five minutes from the charming village of Walpole and an easy drive to Keene. The exterior is ready for some attention and care, but the setting, acreage, character, and potential make this property a wonderful opportunity. Bring your ideas and make this hidden gem your own!

148 Barnett Hill Rd, Alstead

$69,000

5102993 MLS

A wooded lot overlooking beautiful Lake Warren, this property offers the perfect setting for those who appreciate nature and outdoor recreation. Located directly across the road from the lake, you'll enjoy potential scenic water views and easy access to one of the area's favorite destinations for kayaking, canoeing, fishing, and boating. Lake Warren features a state-maintained public boat ramp on Boat Landing Road via Route 123, making it easy to get out on the water. Anglers can enjoy fishing for largemouth bass, chain pickerel, yellow perch, and stocked trout, while paddlers can explore the shoreline or venture to Pine Island for peaceful walks, picnics, and nature exploration. Invest in a picturesque location that is conveniently located with easy access to Keene and the surrounding towns

Pine Cliff Road, Alstead

$328,000

3 Beds ⋅ 1 Baths ⋅ 5101019 MLS

Nestled in a peaceful, private country setting, this beautifully updated home offers the perfect blend of comfort, charm, and convenience. Surrounded by nature yet located just minutes from shopping, dining, and recreational activities, you'll enjoy the best of both worlds. Step inside to find a bright and inviting interior featuring numerous updates throughout. The open-concept living area boasts abundant natural light, warm finishes, and a cozy atmosphere perfect for relaxing or entertaining. The spacious deck provides an ideal spot to enjoy your morning coffee, unwind after a long day, or take in the tranquil wooded surroundings. The home's thoughtful updates allow for worry free ownership while maintaining its quaint character and charm. Whether you're looking for a year-round residence, a weekend getaway, or an investment property, this property offers a unique opportunity to enjoy country living with modern conveniences. Don't miss your chance to own this turnkey retreat in a desirable location that offers privacy, natural beauty, and easy access to everyday amenities.

80 Homestead Rd, Alstead

$249,999

4 Beds ⋅ 2 Baths ⋅ 5099623 MLS

Step back in time and discover the timeless charm of this classic New England home in the heart of Alstead. Rich with history and character, 26 Pleasant Street showcases all that have made these older homes so beloved. From its inviting presence to the unique features found throughout, this property offers a rare opportunity to own a piece of the town's past. While the home is in need of significant restoration and updates, its potential is undeniable. Whether you're passionate about preserving historic homes, searching for your next renovation project, or looking to bring new life to a property with generations of stories to tell, this is your chance to make a lasting impact. Whether you're drawn to historic homes, searching for your next restoration project, or looking for a property where your investment can make a lasting impact, this is a unique opportunity. Situated in the heart of Alstead, the "Emmitt Smith House" is ready for its next chapter. Bring your ideas, craftsmanship, and appreciation for New England history to breathe new life into this one-of-a-kind home. Wonderful opportunity create sweat equity as this home is suitable to live in as is or while you renovate. Please read private remarks

26 Pleasant St, Alstead

$1,700,000

4 Beds ⋅ 3 Baths ⋅ 5099380 MLS

Strawberry Farm is an estate like no other in the area. The property features 165 unspoiled acres behind the house on the north side of RT 123 and across the roads another 8.5 acres that lead down to the shore of Lake Warren. The main house originally built in 1800 and re-designed by William Hartley Dennett in 1910 features his signature windows and a unique front entry. The open plan living area has doors onto the long veranda with exquisite views of the property behind the house and an adjoining greenhouse complete with koi pond. The farm style kitchen has a wood stove and rich handmade cabinetry. There is a ground floor bedroom with half bath. Upstairs offers endless possibilities with bedrooms with adjoining small rooms and a variety of spaces that could be more bedrooms or offices or workrooms. There is a covered porch above the veranda that could be the greatest screened in sleeping porch ever seen. The house needs updating but is rich with history and atmosphere. The grounds and outbuildings are impeccably maintained. The gardens are established with specimen plantings, pathways and landscaping elements that will stop you in your tracks. Behind the barn is a hedge wall carved to look like a wave and there are stands of trees worthy of a photo in the most discerning coffee table book. On the parcel with the lake frontage there is a rustic cabin, and a dock – perfect for summer residency and visitors. The back acreage has a pond and road access on the South side of the property. Whether your goal is to run a small farm or use the big barn for events, Strawberry farm is a rare opportunity. Schedule plenty of time for your visit and wear suitable shoes; the grounds are extensive. The Lake cabin is currently occupied but will be vacant by closing.

867 Forest Rd, Alstead

$975,000

3 Beds ⋅ 2 Baths ⋅ 5098988 MLS

Step back in time without sacrificing the comforts of today in this beautifully preserved circa 1790 Colonial nestled on 24 picturesque acres. Rich in New England character, this remarkable property offers over 3000+ square feet of living space where original craftsmanship and thoughtful updates blend seamlessly together. From the moment you arrive, the timeless appeal of this classic farmhouse is evident. Original wood floors, handcrafted doors, beautiful cherry railings and nearly all Marvin replacement windows preserve the home's historic charm while providing modern comfort. The heart of the home is a warm and inviting country kitchen featuring marble countertops, a farmhouse sink, bar sink, brick pantry and a traditional cookstove that perfectly compliments the home's character. Just beyond, spacious dining and living areas provide wonderful gathering spaces highlighted by two working fireplaces, each professionally lined and ready to enjoy. A heated tile sunroom offers the perfect place to relax throughout the seasons, while the spacious mudroom, workshop and dedicated laundry room provide the practical functionality today's lifestyle demands. Upstairs you'll find three generous bedrooms, a full bath and a charming second-floor sitting room-an ideal reading nook, office or quiet retreat. The unfinished third floor presents exciting potential for future expansion, as additional living space, a studio or a guest accommodation. Outside, the setting is nothing short of quintessential New England. Rolling acreage, mature trees, historic stone walls, and a peaceful stream along the rear boundary create an incredibly private backdrop for gardening, recreation, animals or simply enjoying the beauty of the surrounding landscape. An outdoor showers adds a charming touch after a day spent exploring. You don't want to miss the historic charm and comfortable living this property provides.

372 Hill Rd, Alstead

$299,000

4 Beds ⋅ 1 Baths ⋅ 5098258 MLS

Offered for the first time outside of the founding family in over six generations, this historic Alstead home presents a truly rare opportunity to own a piece of local history. Rich with stories dating back to the late 1800's the property served many roles throughout the years-including housing the town's police station, Alstead Telephone Exchange, a coffin maker's workshop and local gathering place! Homes with this kind of provenance simply don't come along often. Set on a private .75 acre lot, the property offers 1800+ square feet of living space with three bedrooms, one full bath and a flexible floor plan ready for your vision. While the home is in need of updating, many of its original features and timeless character remain, providing the perfect canvas for restoration, renovation or simply preserving its historic charm while adding modern comforts. One of the property's standout features is the beautifully secluded backyard, offering an unexpectedly peaceful retreat with room for gardens, entertaining or simply enjoying the quiet surroundings. The three-season porch creates the perfect spot to relax while overlooking the backyard and the mudroom/laundry area with wood stove hookup adds practical everyday functionality. Outside, the impressive antique barns is bursting with potential. Whether you're dreaming of a workshop, studio, hobby space, antique storage or simply preserving an iconic piece of Alstead's history, the possibilities are endless. The home is served by 100-amp electric service, offers first -floor living flexibility with a bedroom and den or office space, and includes washer and dryer hookup, electric range and public village conveniences while still enjoying privacy. If you've been searching of a home with soul, history and the opportunity to make it your own, this one is unlike anything else on the market. Bring your imagination and become the next chapter in a property that has remained in one family's care for generations.

32 Mechanic St, Alstead

$399,000

5097930 MLS

Dreaming of riverfront living with income potential? This one-of-a-kind multi-family property overlooks the scenic Cold River, renowned for its excellent fishing opportunities. Rich in history, the building was originally a grist mill and has been thoughtfully converted into a three-unit multi-family property while preserving much of its original character. The first floor apartment is a beautifully updated one bedroom unit offering comfortable, modern living. The remainder of the first floor serves as an inviting common area featuring the building's stunning original brick walls, showcasing the property's historic charm. From this shared space, you'll find access to the expansive basement, ideal for storage or workshop space, as well as the staircase leading to the second-floor apartment. The second-floor apartment is truly exceptional, featuring soaring cathedral ceilings and original wide plank hardwood floors. The spacious layout includes a bedroom, full bath with laundry, and an open-concept living area with designated spaces for the kitchen, dining, living room, and a family room or home office. Two unique lofts, each with its own staircase, provide flexible space for sleeping, hobbies, or additional storage. A detached two-car garage offers plenty of room for vehicles along with a generous workshop area. Above the garage is a private one-bedroom apartment complete with its own entrance, a side deck, and a rear deck overlooking the picturesque Cold River the perfect place to relax and enjoy the peaceful waterfront setting. Whether you're looking for an investment property, multi-generational living, or a unique riverside retreat with rental income, this remarkable historic property in Alstead NH on 5 plus acres offers endless possibilities in a truly special location.

87 Mechanic St, Alstead

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