Cheshire County, NH 4 Bedroom Homes for Sale

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Newest Cheshire County, NH 4 Bedroom Homes for Sale

$798,999

4 Beds ⋅ 3 Baths ⋅ 5099505 MLS

Distinctive contemporary home on Emerson Pond offering private waterfront, exclusive access to a neighborhood sandy beach, four bedrooms, three baths, soaring cathedral ceilings, dramatic floor to ceiling windows, and approximately 900 square feet of decking, all set on over an acre of beautifully landscaped, wooded grounds. Designed to bring the outdoors in, this one of a kind timber style home is filled with warmth and character. Rich natural woodwork, expansive walls of glass, and vaulted ceilings create an inviting atmosphere where every season becomes part of the living experience. The spacious living room is anchored by a beautiful fireplace, while the walk out lower level offers additional living space with a cozy wood stove. A spacious primary suite provides a peaceful retreat, and an oversized detached two car garage offers exceptional space for vehicles, storage, and recreational equipment. One of the property's most exciting opportunities is its own private waterfront; imagine creating a welcoming waterside retreat with a sitting area, space for kayaks and water toys, or simply a peaceful place to fish and enjoy the pond. The shoreline and access are currently natural and largely undeveloped, offering a blank canvas for the next owner to explore the possibilities and make this special space their own. Set along a peaceful section of Emerson Pond, your private waterfront brings the beauty of the pond right to your property. And there’s an added bonus: homeowners also enjoy exclusive access to the neighborhood’s private sandy beach for swimming, paddleboarding, boat launching, sunbathing, and gathering with family and friends. Waterfront opportunities like this are hard to find. Bring your vision and unlock the potential of a location that simply can’t be recreated. SELLER OFFERING $15,000 TOWARD BUYER CONCESSIONS! Subject to lender approval, funds may be applied toward closing costs, an interest-rate buy-down, or updates.

20 Jay Dr, Rindge

Listing courtesy of Dean Deschenes from Arris Realty. ()

$450,000

4 Beds ⋅ 2 Baths ⋅ 5099018 MLS

125K REDUCTION! Owner says sell! Unheard of price reduction of $125K below original listing presents an incredible value for this versatile multi-use rural property. Perfect for homesteading, horses, a quiet retreat, or a first home that finally meets your budget. MORTGAGE BUYDOWN As an extra bonus, the seller is offering a buy down of the mortgage rate for a quick sale. Better than a discount, this buy down will last the lifetime of the mortgage. See attached info for details on this unique opportunity. CLASSIC RURAL COLONIAL 10 MINUTES FROM KEENE Just 10 minutes from Keene and all its amenities, this Classic 1808 New England Colonial is full of character, featuring hand-hewn kitchen beams, wide plank original flooring, and original features throughout. It is fully winter-ready and holds heat beautifully, featuring a New Mac wood/oil combo furnace, gas living room insert, and high-end reproduction windows with storms throughout. In addition, the deep stone foundation keeps the house naturally cool in summer. Updated mechanicals include chimney renovation with flue insert, whole-house water filtration, gen-tran system, and premium L/G washer/dryer. 17.5 SUB-DIVIDABLE ACRES This 17.5 acre homestead is abutted by several hundred acres of conservation land, guaranteeing absolute peace and quiet. The terrain is perfect for hiking, snow-shoeing, cross country skiing and snowmobiling. SPACIOUS LAYOUT AND OUTBUILDINGS The home features large bedrooms with excellent closet space and a wide second-floor foyer. A practical mud-room leads through a breezeway into the old “summer kitchen” and a large barn with loft space, now serving as a two-car garage. A separate former stable offers multiple possibilities for workshop, studio, or reconversion for animal use. UNIQUE OPPRTUNITY This historical gem is ready for you to add your personal touches and make it your own. Don’t miss this unique opportunity—come see it today!

443 Centre St, Sullivan

Listing courtesy of Dana Ford from LAER Realty Partners/Goffstown. ()

$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

Listing courtesy of Nathan P Bisson from Galloway Real Estate LLC. ()

$799,900

4 Beds ⋅ 2 Baths ⋅ 5098279 MLS

"SELLER WILLING TO CONSIDER CONCESSIONS TOWARDS BUYER CLOSING COST." Charming Farmhouse on 9 Picturesque Acres. Experience the perfect blend of country living and everyday convenience with this charming 3-bedroom, 2-bath farmhouse set on 9 beautiful acres of rolling fields. Ideally located just minutes from shopping, dining, and the Massachusetts/New Hampshire border, this property offers privacy without sacrificing accessibility. Inside, you'll find expansive, light-filled rooms that provide plenty of space for comfortable living and entertaining. Outside, the possibilities are endless with a 5-stall barn, making this an ideal property for horse enthusiasts, hobby farmers, or anyone seeking room to pursue their passions. The impressive exterior features an expansive paved driveway with ample parking, a detached 4-car garage, plus an additional 2-car attached garage offering abundant space for vehicles, equipment, workshops, or recreational storage. Whether you're looking for a peaceful country retreat, an equestrian property, or simply room to spread out, this exceptional farmhouse offers a rare opportunity in a highly desirable location. This unique property combines timeless farmhouse charm with the space, functionality, and location you've been searching for.

300 Robbins Rd, Rindge

Listing courtesy of Amy Reisert from Borderline Realty, LLC. ()

$600,000

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. ()

$439,000

4 Beds ⋅ 2 Baths ⋅ 5095456 MLS

** Price reduced AND the seller is offering $10,000 toward buyers closing cost or rate buy down. Welcome home to this charming 4-bedroom Cape set on 6.3 acres! Offering a wonderful blend of privacy, space, and functionality, this property is ready for its next owners to make it their own. The thoughtfully designed floor plan features two bedrooms on the main level and two additional bedrooms upstairs, providing flexibility for family, guests, or a home office. New flooring in the dining room and hallway adds a fresh touch to the home. Step outside onto the deck and enjoy the peaceful surroundings, or take advantage of the full walk-out basement, offering abundant storage, workshop space, or potential for future expansion. The oversized 3-car garage is a standout feature for car enthusiasts, hobbyists, or anyone needing extra room for storage and projects. A full second floor above the garage offers exciting potential for additional finished space. Enjoy the tranquility of country living, with 6.3 acres to explore and local amenities conveniently nearby. If you’re looking for a home with room to spread out, space for your hobbies, and possibilities for the future, this property is worth a closer look!

88 Walpole Valley Rd, Alstead

Listing courtesy of Linda Hitchcock from BHG Masiello Keene. ()

$1,150,000

4 Beds ⋅ 6 Baths ⋅ 5094608 MLS

NEW, LOWER PRICE! 60 private acres, 4,400+ square feet, an in-law suite, and exceptional custom living. This distinctive contemporary home offers an impressive combination of privacy, space, quality, and versatility, all just minutes from schools and shopping. At the heart of the home is a stunning kitchen featuring a fieldstone fireplace, quartz countertops, cherry cabinetry, center island, built-in bench, and beautiful windows overlooking the deck and surrounding landscape. The spacious, light-filled living room offers another fireplace, while a cozy den with built-ins, charming pine-paneled dining room, and thoughtfully designed mudroom with abundant closet space add warmth and functionality. Gorgeous hardwood floors extend throughout much of the home. The elegant first-floor primary suite features a soaking tub and tiled shower. Front and back staircases lead to the second level, where open sitting areas create welcoming spaces outside the bedrooms. A large office anchors one end, and each bedroom enjoys its own private bath. A newer in-law suite provides exceptional flexibility, complete with a full kitchen and dining banquette, living room with loft above, bedroom with large walk-in closet, and full bath. Accessible from the main house or through a separate entrance via the garage, it offers wonderful possibilities for extended family, guests, or even a studio! The heated walkout lower level expands the possibilities even further, with generous areas for exercise, games, recreation, a bunk room, and a full bath. Storage is abundant throughout the home. Outside, 60 private acres of forest, streams, and scenic hiking trails create your own natural retreat. Explore your property right outside the door while still enjoying the convenience of nearby schools and shopping. With its newly reduced price, expansive acreage, exceptional living space, and flexible floor plan, this is an opportunity well worth another look.

662 Hurricane Rd, Keene

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

$539,000

4 Beds ⋅ 2 Baths ⋅ 5093781 MLS

Conveniently located just off of Rte 202, minutes from shopping conveniences and the Massachusetts border, down a quiet, tree-lined road sits this charming, well-cared-for raised ranch. The home features 4 bedrooms, 2 baths, a standalone two-car garage, and beautiful wood flooring throughout the main level of the home. The newly renovated, open-concept kitchen features a stunning granite countertop, stainless steel appliances, and leads into a spacious dining area to gather family and friends around the table - the perfect space for entertaining. Off the kitchen is a lovely three-season shingled porch built to spend your days relaxing with a good book. Head out onto the deck or head down to the patio to grill with friends and family in the summertime and overlook the expansive, sun-dappled green lawn and mature landscaping. With its impeccable landscaping, perfect location, privacy, and plenty of space to entertain, this home has something to offer for everyone.

407 Middle Winchendon Rd, Rindge

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

$1,190,000

4 Beds ⋅ 6 Baths ⋅ 5092944 MLS

Privately sited to capture commanding views of Mount Monadnock, this exceptional post-and-beam residence offers the warmth and character of a timeless New England lodge with the craftsmanship, quality materials, and modern systems of a home built in 2006. Constructed of stone, brick, timber, and glass, the home’s thoughtful design and exceptional finishes create a distinctive sense of permanence and character without the upkeep of an antique property. Soaring gables make a memorable first impression, while walls of windows invite natural light and frame one of New Hampshire’s most iconic landscapes. Selective tree clearing has further enhanced the view corridor, creating a dramatic connection to Mount Monadnock. The renovated kitchen features stone countertops, custom cabinetry, Thermador appliances, a substantial center island, and a distinctive wood-fired pizza oven. Travertine tile, rich wood flooring, and substantial timber details extend throughout the principal living spaces, anchored by a dramatic central fireplace and complemented by expansive open-concept gathering areas spanning the second and third levels. The residence offers four generously sized bedrooms, four full baths, and two half baths. The upper level includes a tranquil primary suite and an additional ensuite bedroom, while guest rooms, sitting areas, and baths throughout the home provide exceptional flexibility for family and visitors. Oversized covered porches create inviting outdoor living spaces for enjoying mountain views and changing seasons. The grounds have been enhanced with hydroseeding and an exterior landscape lighting system that beautifully illuminates the property after dusk. Additional amenities include a two-car garage, radiant heat, central air conditioning, and a whole-house generator. This grand mountain retreat is close to hiking trails, lakes, golf, and the vibrant village centers of Peterborough, Keene, and nearby communities known for dining, arts, and cultural offerings.

38 Shaker Farm Rd S, Marlborough

Listing courtesy of Peg Walsh from Four Seasons Sotheby's International Realty. ()

$639,000

4 Beds ⋅ 2 Baths ⋅ 5091425 MLS

The seller is offering a 3% seller concession towards a rate buy down! Set on more than 7 acres in desirable Jaffrey, this impressive property offers plenty of space both inside and outside; perfect for those seeking room to live, entertain, and enjoy New Hampshire living at its best. This home features 4 bedrooms, 2 full baths, 2 living room spaces and a separate dining room provide flexibility for large households, guests, or dedicated home office spaces. Outside, the substantial acreage offers privacy, open space, and endless potential; ideal for outdoor entertaining, recreation, or simply taking in the natural surroundings. This is a rare opportunity to own a property that combines size, versatility, and scenic setting all in one exceptional package.

103 Dean Farm Rd, Jaffrey

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

$269,900

4 Beds ⋅ 3 Baths ⋅ 5090802 MLS

MOTIVATED SELLER! Come enjoy year-round living just moments from Highland Lake, offering swimming, boating, fishing, and all the best of New Hampshire lake life. Located within walking distance to Whitney's Beach, this spacious four-bedroom, 2.5-bath home includes deeded beach access, with optional association membership providing access to additional amenities including a boat launch, dock area with first-come, first-served dock space (subject to availability), swim platform, canoe and kayak racks, picnic tables, and a porta-potty. Inside, you'll find a large, updated open-concept kitchen, dining, and living area designed for gathering and entertaining. A walk-in pantry provides exceptional kitchen storage, while the generously sized primary suite features its own private en suite bath. Sustainable bamboo flooring runs throughout much of the home, adding warmth and character. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property checks so many boxes with low taxes, flexible living space, and close proximity to the lake and beach. Association membership is optional; active membership is required to use the additional amenities. The current annual membership fee is $30. A minimum of 24 hours' notice is required for showing requests. GPS often routes incorrectly; the best access is via Kings Highway (next to Town Hall), then right onto Turtle Rock. Cash or Conventional financing only.

150 Turtle Rock Rd, Stoddard

Listing courtesy of Mary Johnson from BHG Masiello Keene. ()

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 5090589 MLS

Steeped in history, the iconic Peter Hayward Tavern circa 1764 is a rare legacy property encompassing approximately 191 acres spanning both Surry and Keene, New Hampshire. The offering includes the historic main residence, substantial barn, and approximately 140 acres in Surry with an additional 50 acres in Keene, much of it protected in current use and conservation. Ideally situated across from Bretwood Golf Course and within walking distance to Goose Pond Recreation Area, the setting offers an exceptional blend of privacy, recreation, and natural beauty. The classic center chimney Cape with attached ell is an extraordinary example of early American craftsmanship, showcasing original woodwork, graceful arched fireplace surrounds, and six fireplaces connected to five separate flues within the massive central chimney. Thoughtfully updated while preserving its historic integrity, the home seamlessly blends period character with modern comfort. The renovated chef’s kitchen features a large center island, cathedral ceilings, ribbon windows, premium appliances including a six-burner Wolf gas range, and abundant natural light. The kitchen opens to a warm and inviting living room with fireplace, creating ideal gathering spaces for everyday living and entertaining. A separate walk-in pantry provides excellent additional storage. The attached ell includes a private office and half bath with beautiful views overlooking pastoral setting. Outside, perennial gardens and mature landscaping frame the home, while the striking in-ground pool with custom stonework & tennis court complements the estate setting beautifully. A spacious wraparound deck provides the perfect backdrop for outdoor entertaining The impressive two-story barn offers extensive workshop space along with a well-appointed two-bedroom apartment ideal for guests or caretakers. A truly exceptional offering where history, land, and lifestyle come together in one of the Monadnock Region’s most picturesque settings.

515 E Surry Rd, Surry

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

$400,000

4 Beds ⋅ 4 Baths ⋅ 5071213 MLS

Step back into the character and craftsmanship of 1875 with this handsome New Englander farmhouse, set on 5 full acres with established garden space and sweeping mountain views. Rich in period charm and filled with possibilities, this is the kind of property that invites someone with an appreciation for old houses to bring its story into a new chapter. Inside, the home retains the warmth and authenticity that make historic properties so special, including beautiful original-style wood flooring and multiple fireplaces awaiting restoration. A gracious formal dining room provides the perfect setting for holiday gatherings, long dinners, or simply enjoying the views and atmosphere of this remarkable old home. With 3+ bedrooms and 4 bathrooms, there is plenty of room to create guest accommodations, offices, studios, libraries, or other spaces suited to modern life while preserving the home's historic spirit. Outside, the acreage offers a wonderful canvas for the next steward of this property. Established garden areas, mountain vistas, and five acres of land provide room for gardening, hobby farming, recreation, or simply enjoying the quiet beauty of rural New Hampshire. And for those who love the stories that old properties tell, the remains of the once-stately barn offer a fascinating opportunity of their own. Though the barn has not survived as well as the farmhouse, its remnants may provide unique salvage opportunities for architectural materials and creative reuse. Conveniently located between Keene and Concord, this property offers the rare combination of rural tranquility and access to vibrant downtowns, dining, shopping, and major routes. Whether you envision a lovingly restored historic homestead, a weekend retreat, a creative country property, or even a potential bed-and-breakfast or guesthouse venture, this 1875 farmhouse offers something increasingly difficult to find: a genuine piece of New England history offering potential to write its next chapter!

658 Main St, Marlborough

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

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Cheshire County, NH 4 Bedroom Homes for Sale

Newest Cheshire County, NH 4 Bedroom Homes for Sale

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