Walpole Homes under $500,000

Welcome to Walpole, New Hampshire—a hidden gem nestled in the heart of Cheshire County. Known for its charming small-town atmosphere and stunning natural beauty, Walpole offers a unique blend of rural tranquility and vibrant community life. With its picturesque landscapes, rolling hills, and lush forests, this quaint town is perfect for those seeking a peaceful retreat while still enjoying the conveniences of modern living.

Walpole boasts a rich history, evident in its beautifully preserved historic buildings and welcoming neighborhoods. The town is home to a variety of local shops, cozy cafes, and community events that foster a strong sense of belonging among residents. Outdoor enthusiasts will appreciate the ample opportunities for hiking, fishing, and exploring the nearby Connecticut River, making it an ideal location for families and nature lovers alike.

For those looking to call Walpole home, the real estate market offers an exciting range of options, particularly for homes under $500,000. Whether you're a first-time buyer or looking to downsize, you'll find charming single-family homes, cozy cottages, and spacious properties that cater to a variety of tastes and budgets. With its affordable housing options, Walpole is an attractive choice for young families, retirees, and everyone in between.

Living in Walpole means embracing a lifestyle filled with community spirit, outdoor adventure, and the warmth of New England charm. Come discover why this lovely town is the perfect place to plant your roots and create lasting memories!

Newest Walpole Homes under $500,000

$249,900

3 Beds ⋅ 1 Baths ⋅ 5112316 MLS

Adorable, beautifully renovated, and ready for you to move right in! Welcome to 12 Spruce Street in North Walpole, a charming 3-bedroom, 1-bath New Englander with extensive updates inside and out. Completely renovated down to the studs, this home offers newer insulation and wiring, along with new vinyl siding, roof, windows, deck, shed, and paved driveway. The work has been done, leaving you free to unpack, settle in, and enjoy your new home. Inside, hardwood and vinyl flooring complement the refreshed interior, while a first-floor primary bedroom and first-floor laundry bring everyday convenience. Two additional bedrooms provide room for guests, a home office, or your favorite hobbies. The fully enclosed front porch offers a welcoming spot to enjoy your morning coffee, read a book, or unwind at the end of the day. Out back, the large deck overlooks the Connecticut River, creating a wonderful setting for outdoor dining, entertaining, or simply taking in the view. A new shed adds useful storage for tools and outdoor equipment. Low taxes add to the appeal, making this property an inviting option for anyone seeking a home with substantial renovations already completed. Enjoy a location within walking distance of the shops in Bellows Falls, VT with convenient access to Keene, Claremont, I-91, and Dartmouth Hospital. Whether your day takes you across the river, out shopping, or farther afield for work, this North Walpole location keeps you connected while giving you a comfortable place to return home. From the enclosed front porch to the river-facing back deck, this New Englander offers spaces to enjoy throughout the day. With three bedrooms, a first-floor primary, convenient laundry, extensive improvements, and a lovely river view, 12 Spruce Street brings together classic charm and modern updates. Come see this move-in-ready home and start planning your next chapter!

12 Spruce St, Walpole

$375,000

3 Beds ⋅ 1 Baths ⋅ 5111630 MLS

Welcome to 39 Church Street in Walpole! Offering over 2,100 square feet of living space, this 3-bedroom, 1-bath home provides plenty of room to make your own. In addition to the three bedrooms, a bonus room offers flexible space for a home office, hobby room, or additional storage. Inside, you’ll find plenty of character, generous room sizes, and opportunities to continue to update and personalize over time. Several significant updates have already been completed, including windows and doors replaced within the last five years, blown-in insulation in 2025, a new oil tank and furnace in 2023, and a new water heater in 2022,. Two levels of enclosed porch space provide even more versatility, while the basement offers room for utilities, storage, and a workshop area. Situated on a manageable 0.26-acre lot, the property also features off-street parking and additional garage/outbuilding space. With its spacious layout, recent updates, and classic New England character, 39 Church Street is ready for its next chapter! Come take a look!

39 Church St, Walpole

$274,900

2 Beds ⋅ 2 Baths ⋅ 5110939 MLS

Charming 2-bedroom, 2-bath residence offering comfortable living and plenty of updates. The home features new flooring and carpet throughout, new kitchen cabinets, a new washer and dryer, freshly mudded and painted walls, and attractive pine paneling in select areas. Enjoy two spacious additions, including a large porch perfect for relaxing and an inviting sunroom, for added convenience. Outside, the property offers a fenced area for dogs and plenty of garden space, and a peaceful setting along a small brook. Storage will never be an issue with a barn and a 12' x 28' storage shed. Additional highlights include a paved driveway and a convenient location near snowmobile trails and a golf course. This property combines modern updates, practical amenities, and an appealing outdoor setting.

318 County Rd, Walpole

$420,000

3 Beds ⋅ 1 Baths ⋅ 5110106 MLS

This charming three-bedroom, one-bath home offers seven well-appointed rooms and a comfortable blend of character and convenience. Hardwood floors add warmth and appeal throughout much of the home, while the kitchen features durable vinyl flooring and an expansive workspace ideal for cooking, entertaining, and everyday living. The family room is comfortably finished with carpeting, creating a welcoming space for relaxing or spending time with family. The home also includes a full basement with room for two cars parked in tandem, one behind the other, along with additional storage or workspace possibilities. Newer windows provide added comfort and efficiency, while the pastoral view across the road offers a peaceful outlook over open field. Located within walking distance of the village of Walpole, this home is close to shopping, golf, restaurants, and a movie theater. It combines a quiet country setting with easy access to local amenities, making it an inviting place to call home.

138 North Rd, Walpole

$306,000

2 Beds ⋅ 2 Baths ⋅ 5109824 MLS

Looking for a property with room to build instant equity and make your own? This home has a great head start; it just needs your final touches and polish to shine! Featuring 2 bedrooms and 1.5 bathrooms, it sits on over 5 acres of land in the charming, rural town of Walpole, NH. Enjoy the best of country living with frequent wildlife sightings and a breathtaking view of a rolling hill across the road that looks straight out of a painting! Keep commutes simple with easy access down to Keene, NH, or across the river to Interstate 91 in Vermont. Bring your vision and finish the dream!

974 County Rd, Walpole

$489,900

4 Beds ⋅ 2 Baths ⋅ 5103505 MLS

Nestled along a picturesque country road in the charming town of Walpole, this gracious 1791 Colonial is a rare opportunity to own a true piece of New Hampshire history. Just minutes from the tranquil Connecticut River, this stately home has been welcoming generations for more than two centuries and is ready for its next steward. Offering over 4,000 square feet of living space, the home is rich with the warmth and character that only time can create. Wide pine floors, soaring ceilings, and four original decorative (non-working) fireplaces speak to its remarkable heritage, while generous rooms provide plenty of space for gathering with family and friends. Covered porches invite you to slow down with a morning cup of coffee or unwind on a quiet summer evening as you take in the peaceful surroundings. Outside, the large attached barn offers endless possibilities for storage, a workshop, hobbies, or perhaps a studio, while the beautiful grapevines that grace the side garden add to the property's timeless New England charm. While some updating will help bring this historic treasure to its full potential, the home's authentic character and enduring craftsmanship provide an exceptional foundation for restoration. Whether you're dreaming of a classic country residence, a weekend retreat, or simply a place where history and tradition come together, 95 North Road offers the opportunity to write the next chapter of an extraordinary home. First showings start at the Open Houses on Saturday, 08/08, 12-2:00, and Sunday, 08/09, 2:00-4:00

95 North Rd, Walpole

$439,900

4 Beds ⋅ 2 Baths ⋅ 5102857 MLS

Welcome to 47 Maplewood Circle, where timeless New England charm meets modern comfort in one of Walpole's most desirable neighborhoods. This inviting 4 bedroom, 2 bath New Englander offers the perfect blend of character, warmth, and thoughtful updates. Step inside to discover beautiful architectural details, including a stunning stained-glass window that fills the staircase with colorful natural light and the iconic "witch's window," adding a touch of historic New England character. The updated kitchen provides a functional and stylish space for cooking and gathering, while brand-new carpeting throughout creates a fresh, move-in-ready feel. The home's flexible floor plan offers comfortable living spaces for everyday life, entertaining, or working from home including a first floor bedroom. A partially finished basement provides additional living, office, or recreation space, while the attic offers abundant storage for seasonal items and more. Outside, enjoy the peace of mind that comes with a durable standing seam metal roof designed for years of low-maintenance living. Nature lovers will appreciate direct access to the adjacent Mill Pond Conservation Area, offering scenic walking trails, wildlife, and year-round outdoor enjoyment just beyond your backyard. Conveniently located just minutes from I-91, this home provides an easy commute to Keene, Dartmouth Health Hospital, and downtown Walpole while maintaining the small-town charm and strong sense of community that make Walpole such a sought-after destination. Whether you're enjoying quiet evenings at home, exploring nearby conservation land, or taking advantage of the area's shopping, dining, and recreational opportunities, this property offers an exceptional lifestyle in a truly special setting.

47 Maplewood Cir, Walpole

$429,000

4 Beds ⋅ 3 Baths ⋅ 5098867 MLS

Welcome to this charming Walpole home, beautifully set on approximately five acres with a peaceful pond, mature landscaping, and a picturesque country setting. Full of warmth and character, this classic Cape features inviting living spaces, rich wood details, a cozy fireplace, and a sunny country kitchen with lovely views of the surrounding property. Enjoy the space, privacy, and natural beauty of this special setting while still being just minutes from Walpole Village, Hooper Golf Course, schools, and local amenities. With timeless charm and a wonderful location, this is a great opportunity to make a truly special property your own. There will be an open house on Sunday, June 12th, from 4:00 PM to 6:00 PM.

229 Prospect Hill Rd, Walpole

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