Cheshire County, NH Real Estate | Cheshire County, NH Homes for Sale

Welcome to Rindge Estates Condominiums on Willow Lane. Part of a small and growing condo community, this unit is one of four homes in the current building. An additional phase is now under construction and expected to be completed in early fall, offering both end units and middle units, with one of the units featuring a walkout lower level. Enjoy low-maintenance living in this beautifully designed ranch-style condo, located just minutes from shopping, restaurants, the Massachusetts border, and direct access to the rail trail. Set in a quiet community, this thoughtfully planned home offers single-level living with modern finishes and an open-concept layout perfect for both relaxing and entertaining. Step inside to find a spacious living area with cathedral ceilings and a cozy propane fireplace as the focal point. The kitchen is a standout, featuring quartz countertops, stainless steel appliances, a drawer-style microwave, and a propane cooktop — all open to the dining and living spaces for effortless flow. Just off the dining area, a sliding door leads to a private deck overlooking a spacious backyard, providing a great space for outdoor dining or relaxing. The home offers two generous bedrooms and two full bathrooms, including a primary suite with a walk-in closet and a beautifully tiled shower. Additional conveniences include an attached two-car garage, first-floor laundry, central air conditioning, and energy-efficient construction. Whether you're downsizing, looking for ease of living, or seeking a well-located home near the NH/MA border with convenient access to commuter routes, recreational trails, and everyday amenities, this condo delivers comfort, style, and convenience in one attractive package. Open house Saturday August 8th from 11am to 1pm

41 Willow Ln, Rindge

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

$499,000

5093955 MLS

This exceptional 40-acre parcel in Stoddard offers a wide range of potential uses, including residential, agricultural, commercial, or residential development opportunities. A wetlands crossing has already been approved, adding to the property's development potential. Whether you are looking to build your dream home, establish a family compound (subject to town approvals), or pursue a business venture, this property provides a unique opportunity. The property is subject to a deed restriction prohibiting additional mini-storage units as a non-compete measure. Prospective buyers should consult with the town regarding permitted uses and approvals for their intended plans. Conveniently located with easy access to Keene, Hillsborough, Concord, and surrounding areas, the property offers a balance of rural character and accessibility. Shopping, recreation, and other amenities are just a short drive away.

420-11 Rte 9th Hwy, Stoddard

Listing courtesy of Linda K Gray from Perfect Choice Properties, Inc.. ()

$408,000

5093890 MLS

Opportunity, flexibility, & character come together in this exceptional bungalow style multi family property offering over 2,300 sq ft of living space & endless possibilities for owner occupants, investors, multi generational living, or those seeking a live/work lifestyle. The spacious main residence features 4 to 5 bedrooms & 1 full bath, showcasing the timeless charm of a classic bungalow with beautiful hardwood floors, original woodwork, tall ceilings, abundant natural light, & generously sized rooms throughout. The well appointed kitchen features granite countertops, stainless steel appliances, custom cabinetry, & exposed brick accents, blending modern convenience with the home's character & craftsmanship. The oversized living room serves as the heart of the home, highlighted by a gas fireplace, expansive windows, & views overlooking the stunning covered front porch. The primary bedroom also features its own gas fireplace, creating a warm & inviting retreat. A standout feature of the main level is the front bedroom with its own private exterior entrance, previously utilized as a business, offering exceptional flexibility for a home office, studio, guest space, or additional bedroom. The second floor features an exceptionally large 1 bdrm apt complete w a full kitchen, bath, spacious bedroom, & an enormous living room that sets it apart from typical rental units. Ideal for rental income, multi generational living, or extended family accommodations. Outside, the expansive covered front porch serves as a true extension of the home, providing the perfect place to relax, entertain, or enjoy your morning coffee. Properties offering this level of flexibility, character, architectural charm, & income producing potential are increasingly difficult to find. Whether you're looking to offset your mortgage w rental income, accommodate extended family, or expand your investment portfolio, this unique property delivers exceptional versatility, space, & opportunity.

77 High St, Hinsdale

Listing courtesy of Kirsten Perkins from BHG Masiello Keene. ()

$479,000

5 Beds ⋅ 2 Baths ⋅ 5093790 MLS

This charming 5 bedroom, 2 bath colonial style home is situated in an extremely desirable in town location within walking distance to parks, recreational areas, and all that wonderful downtown Keene has to offer! This spacious property offers a grand, light filled living area with hardwood floors, formal dining room with period built ins, as well as a chef's kitchen with granite island, custom cabinetry, and stainless steel appliances. A large bedroom, 3/4 bath, laundry area, plus screened in porch complete this 1st level. Upstairs you will find the expansive primary bedroom, 3 additional light filled bedrooms, and a renovated 3/4 bath. Add in the large 3rd floor attic for storage, paved driveway with 1 car garage, plus the fully fenced side yard and you have the total package! Showings start at the open house Saturday 6/13 from 11am-1pm.

12 S Lincoln St, Keene

Listing courtesy of Robert Inman from RE/MAX Town & Country. ()

$579,000

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)

$499,000

5093731 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. ()

$425,000

1 Beds ⋅ 2 Baths ⋅ 5093714 MLS

2007 EXPANDABLE CAPE! A lovely, lovely home to begin with, plus the entire 2nd floor open to expansion, already plumbed and wired with layout for 2BR's and full bath with full shed dormer. On 7.5 acres with privacy and views to distant hills, you will not want to leave this serene home. It is a sanctuary. Plenty of wildlife viewing in your front yard. Inside is a welcoming single level layout with 2 baths, open concept LR/DR/KIT area and a main bedroom with walk-in closet. Hickory cabinetry in the cooks kitchen with a Viking gas range anchoring the space is ready for all your cooking adventures. A walk-in pantry makes meal prep easy and has plenty of room for canned goods and your seldom used appliances. The full basement is high and dry with ample room for workshop, family room or storage. There really is nothing not to like about this home! Close to state park, snow mobile and walking trails.

152 Old Chesterfield Rd, Winchester

Listing courtesy of Edith Fifield from BHG Masiello Keene. ()

$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. ()

$475,000

5093431 MLS

ATTENTION INVESTORS! Fully occupied 4-unit apartment building with a strong rental history and excellent income potential at 305 Richmond Road, Winchester, NH. This well-maintained multi-family property is located near the Massachusetts border, offering convenient access for commuters and tenants from both states. The property includes four residential units that are currently 100% occupied with reliable long-term tenants. It also features two separate income-producing workshop/garage spaces that provide additional revenue streams and enhance overall cash flow. Recent major capital improvements include a brand new roof, newly replaced rear stairs and decking, a fully replaced leach field, and septic connections to the two 1,000-gallon tanks that were serviced and replaced where needed. These updates ensure the property is in excellent condition and reduce future maintenance costs for the new owner. Tenants pay their own heat, hot water, and electricity, which keeps operating expenses low. This property has consistently delivered positive cash flow to the current owner, and keeping it occupied has never been an issue thanks to strong local demand. Current rents are below market rate and the leases are expiring, creating an immediate upside opportunity for a new owner to implement market-rate increases and boost net operating income right away. Whether you are an experienced investor looking to add a turnkey, low-maintenance asset to your portfolio or a buyer seeking a solid, cash-flowing property with built-in equity through recent upgrades, 305 Richmond Road is worth serious consideration. Priced to attract serious investors — schedule your showing today and see the value for yourself. Whether investor-owned or owner-occupied, 305 Richmond Road is a super income generator and can be yours with pride. This property is not going to last long!

305 Richmond Rd, Winchester

Listing courtesy of Jack Garber from Coldwell Banker Realty Nashua. (Cell: 603-274-9010)

$299,000

2 Beds ⋅ 1 Baths ⋅ 5093402 MLS

Opportunity awaits! This spacious 2-story home offers generously sized rooms throughout and endless potential for the right buyer. There are newer windows throughout the property. The second floor is currently unfinished, providing a blank canvas for expansion and the possibility of creating a two-family residence, subject to local approvals and permits. A large oversized garage offers ample space for vehicles, storage, or workshop use. With vision and effort, this home has the potential to become a truly remarkable investment or owner-occupied property. Private water and private sewer. Property is being sold as-is. Bring your ideas and unlock the possibilities!

156 Marlboro Rd, Troy

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

$135,000

5093283 MLS

Build your dream home on 6.85 secluded acres in Sullivan! Discover the perfect blend of privacy and convenience with this lightly wooded parcel tucked away up a private road, surrounded by natural beauty, but only 10 minutes from downtown Keene and all of its amenities. This buildable lot offers several different places to locate your new home, either closer to the road within an easy distance of electrical poles, or father in for even more seclusion and possible views. The lot features gently wooded terrain that rises steeply at the far back to a striking ledge formation. There is a shared road maintenance agreement in place. The private road provides access to two existing homes and two buildable lots, including this one. Come take a walk and see it for yourself! Final Subdivision Approval received 6/3/2026. (Agent Related to Seller.)

101 Gilsum Rd, Sullivan

Listing courtesy of Liz Newcombe from BHG Masiello Keene. ()

$95,000

5093277 MLS

Come build your dream home on 2.72 picturesque acres in Sullivan! Discover the perfect blend of privacy and convenience with this gently sloping, lightly wooded parcel tucked away up a private road, surrounded by natural beauty, but only 10 minutes from downtown Keene and all of its amenities. This buildable lot has already undergone test pit evaluations, confirming ideal septic location. There are some wetlands, but plenty of space to site your home in the level area within an easy distance of electrical poles. There is a shared road maintenance agreement in place. The private road provides access to two existing homes and two buildable lots, including this one. Come take a walk and see it for yourself! Final Subdivision Approval received 6/3/2026, and we are awaiting the final subdivision map. (Agent Related to Seller.)

101 Gilsum Rd, Sullivan

Listing courtesy of Liz Newcombe from BHG Masiello Keene. ()

$239,900

2 Beds ⋅ 1 Baths ⋅ 5093230 MLS

Welcome to this charming 2-bedroom, 1-bath cottage nestled in the heart of Marlborough, NH. Full of character and potential, this cozy home features soaring tin ceilings throughout, creating an open and inviting feel while preserving its classic New England charm. Recent improvements include a brand-new boiler and oil tank, a mini-split system providing efficient heating and air conditioning, and a newer roof, offering peace of mind for years to come. While the home could benefit from some TLC and cosmetic updates, including exterior painting, it presents a wonderful opportunity to build equity and make it your own. Outside, enjoy a beautifully landscaped, fully fenced yard perfect for gardening, pets, entertaining, or simply relaxing in your own private outdoor space. Conveniently located close to downtown Marlborough and just a short drive to Keene, Concord, and Manchester, this property offers small-town charm with easy access to shopping, dining, employment centers, and recreational opportunities. Whether you're looking for a starter home, downsizing, or seeking an investment opportunity, this adorable cottage is ready for its next chapter.

7 Church St, Marlborough

Listing courtesy of Jamie Smith from BHG Masiello Keene. ()

$350,000

2 Beds ⋅ 1 Baths ⋅ 5093220 MLS

Experience the true essence of rural New England living in this beautiful Alstead, NH home. From the moment you arrive, you'll appreciate the incredible care and low-maintenance design, featuring freshly pressure-washed vinyl siding, a 5-year-old roof, a 3-year-old heating system, and a rock-solid poured concrete foundation built in 1995. Inside, the split-level layout welcomes you with a sun-drenched, open-concept kitchen, dining, and living space designed for effortless entertaining. Step through the door onto your newly stained deck, where you can look out over a large, level backyard that's ready for gardens, play, and cozy evenings around the fire pit. Need more space? The partially finished basement is brimming with potential for a family room, home office, or equity-building expansion. Enjoy the peace of country living without sacrificing convenience—Keene, Claremont, and I-91 are all just a short drive away. Join us for the Open House: Saturday 6/13 & Sunday 6/14 from 11 AM – 1 PM.

94 Hill Rd, Alstead

Listing courtesy of Ross P Doody from Century 21 Highview Realty. (Off: 603-542-7766)

$699,000

6 Beds ⋅ 6 Baths ⋅ 5093058 MLS

Country living at its finest! Nestled on 15 private acres, this expansive farmhouse offers the perfect blend of rural charm, versatility, and modern convenience. Weather your seeking a peaceful homestead, multi-generational living, or a property ideal for animals and hobby farming, this exceptional estate delivers. This property features a spacious main farmhouse, separate guest suite, along with a separate accessory dwelling unit. This property provides excellent flexibility for extended family, guest, rental income or a home-based business. The ADU is handicap accessible and includes a functional stair chair, offering enhanced accessibility and comfort. Outside you will find ample open space for horses, livestock, gardening or simply enjoying the privacy and beauty of the countryside. Mature fruit trees, raspberry bushes and grape vines for homemade treats await you. Enjoy the view from your covered porch that overlooks the pond and sprawling flat acreage that truly creates a special setting. Relax and entertain with the pool at your feet and enjoy the hot tub for the brisk winter weather. A rare opportunity to own a private country retreat with room to grow, explore and enjoy the lifestyle you have been dreaming of. Benefit from land in current and receive a property tax reduction. Walking distance to class VI road, great for snowmobiling, ATVs horseback riding or a nature walk. SHOWINGS START AT THE OPEN HOUSE 6/13/26 11:30AM-1:30PM

360 Jaffrey Rd, Marlborough

Listing courtesy of Katelyn A Heaney from Greenwald Realty Group. ()

$250,000

5092958 MLS

Beautiful 5 acre permitted building lot with existing well and approved septic design (dated 1-14-2026). Cleared, level, and ready to go with gravel driveway and culverts already installed. Quiet lot with partial view of Mount Monadnock and near Gilmore Pond. Close to Keene and the MA border for easy commute. Septic design included in listing documents.

140 Great Rd, Jaffrey

Listing courtesy of Maria Isotti from Appleshed Realty. ()

$1,250,000

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 modern systems and efficiency of a home built in 2006. Constructed of stone, brick, timber, and glass, the home's thoughtful design creates a rare opportunity to enjoy mountain living without the upkeep of an antique property. A striking exterior and 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 and rich wood flooring 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 taking in the 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. Located in the heart of the Monadnock Region, this grand mountain retreat is close to hiking trails, lakes, golf, and the vibrant village centers of Peterborough and nearby communities known for their dining, arts, and cultural offerings.

38 Shaker Farm Rd S, Marlborough

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

$600,000

3 Beds ⋅ 3 Baths ⋅ 5092914 MLS

Welcome to this exceptional post-&-beam home in the charming town of Marlow, where timeless craftsmanship meets modern comfort. Set on a beautiful lot with views of the Ashuelot River, this property offers the perfect balance of convenience, and outdoor enjoyment. Relax on the inviting farmer's porch, entertain on the expansive deck & patio, or enjoy the large yard. Inside, soaring cathedral ceilings, exposed beams, and warm woodwork create an atmosphere of rustic elegance. The stunning floor-to-ceiling stone fireplace anchors the open-concept living space, providing a welcoming gathering spot year-round. The updated kitchen features a gas range, tiled backsplash, ample counter space, and seamless flow into the dining and living areas. A practical mudroom entry includes 1st-floor laundry with a built-in pet washing station. The attached 2-car garage offers oversized doors and direct access to the home. The primary suite serves as a private retreat with a walk-in shower and jetted soaking tub. Two additional bedrooms upstairs provide comfortable accommodations for family and guests. Above the garage, a spacious bonus room with plumbing access offers exciting possibilities for future expansion. Built for lasting quality and efficiency, the home features a metal roof, vinyl siding, Harvey windows, and a Buderus heating system. The full basement provides storage and utility space. Located in the heart of the Monadnock Region, Marlow is known for its scenic beauty, small-town charm, and abundant outdoor recreation. Enjoy easy access to nearby lakes, ponds, hiking trails, snowmobile routes, and skiing, while Keene and Newport are both within a convenient drive for shopping, dining, and services. Whether you're seeking a year-round residence or a peaceful New Hampshire retreat, this remarkable property offers a lifestyle you'll love coming home to.

648 Nh Route 10 S, Marlow

Listing courtesy of Jill Exel from BHG Masiello Keene. ()

$360,000

3 Beds ⋅ 2 Baths ⋅ 5092773 MLS

Welcome to 174 Pond Brook Road, a Contemporary Mountain Chalet nestled on a private, wooded 2.8-acre lot in West Chesterfield. Built in 1977, this unique home offers impressive architectural character, beginning with a wide entry foyer that opens up to a dramatic, three-story barrel stairway. The main living space features soaring vaulted ceilings, a cozy wood fireplace, and massive windows that bring the beauty of the surrounding nature indoors. Seamlessly connected is the galley-style kitchen and a dining bump-out offering panoramic woodland views on three sides. The main level also includes a convenient half-bath and a versatile bonus room, ideal for a home office, den, or main-floor guest space. Upstairs, the open landing and second-floor foyer look down over the living room below, leading to three distinct bedrooms and a large full bathroom. The walk-out lower level is built for functional New England living, featuring a practical mudroom with a separate entrance, a dedicated laundry room, and direct access to the integrated one-car garage. Exterior highlights include a durable metal roof and a spacious wrap-around front deck, perfect for relaxing and watching the local wildlife. Situated with 371 feet of public road frontage in a quiet rural residential area, this property offers a peaceful, private retreat ready for your personal touch. Join us for an open house on Saturday 6/6/26 from 11am-1pm, or schedule your private tour today!

174 Pond Brook Rd, Chesterfield

Listing courtesy of Breandan Garland from Logic Realty, LLC. ()

$375,000

2 Beds ⋅ 1 Baths ⋅ 5092771 MLS

NEW REDUCED PRICE Charming and move-in ready, this beautifully updated 2 bedroom, 1 bath ranch offers comfort, convenience, and easy access to everything Keene and Swanzey has to offer. Recent improvements include fresh interior paint throughout, all new flooring, attractive new landscaping, and a welcoming new front walkway that enhances the home's curb appeal. Inside, you'll find bright and inviting living spaces, including a partially finished basement, with a large sunny window that provides abundant natural light—perfect for potential 3rd bedroom, family room, home office, or hobby space. An enclosed porch off the back of the home overlooks the backyard, creating a peaceful spot to relax and enjoy the outdoors year-round. The backyard offers direct access to the Rail Trail, making walking, running, and biking right from your doorstep a breeze. Additional features include a one-car garage and an attached deck ideal for entertaining guests or enjoying quiet evenings outdoors.

323 Matthews Rd, Swanzey

Listing courtesy of Alex Lesser from Monadnock Realty Group LLC. ()

$279,500

2 Beds ⋅ 1 Baths ⋅ 5092667 MLS

Welcome to 295 Gilsum Road in Sullivan, NH—a beautifully renovated 2-bedroom, 1-bath home set on 2 peaceful acres in a picturesque rural setting just 20 minutes from Keene. Every inch of this bright and sunny home has been thoughtfully updated, featuring a stunning new kitchen with a large working island that offers plenty of space for cooking, dining, and entertaining. The open and inviting interior showcases luxury vinyl plank flooring throughout, new windows and doors, custom barn doors concealing the laundry area, and all-new stainless steel appliances. The spacious bathroom is designed with comfort in mind and features a double-sink vanity and modern finishes. Step outside from the living room onto the new 12' x 12' deck, the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. The expansive backyard offers endless possibilities for gardens, outdoor recreation, or small animals, making this property ideal for those seeking a homestead lifestyle or simply more room to enjoy nature. If you're looking for a move-in ready home with modern updates, privacy, and country charm, this Sullivan gem is ready to welcome you home. Showings Begin Friday 6/5

295 Gilsum Rd, Sullivan

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

$400,000

3 Beds ⋅ 2 Baths ⋅ 5092659 MLS

Back on Market!! Buyers loss is YOUR gain!! Welcome home to this thoughtfully designed, open-concept ranch that perfectly blends comfort, convenience, and efficiency. Located on a .66 acre lot with quiet neighbors, this property offers the ideal retreat for anyone seeking the ease of true one-level living. Step effortlessly from the attached two-car garage into a welcoming breezeway—the perfect "mudroom" space to kick off your shoes and drop your bags. Moving inside, you are greeted by a seamless, tile and hardwood floor connecting the kitchen, dining, and living areas. This open-concept is tailormade for both effortless daily living and easy entertaining. The spacious primary suite is a private haven, featuring low-pile carpeting, generous closet space, and a dedicated ensuite bathroom complete with a step-in shower. Two additional well-appointed bedrooms and a second full bath ensure plenty of room and privacy for family, guests, or a home office. Step through the sliding glass doors to discover your favorite new spot: an oversized sunroom that opens directly to the back patio. Whether you are enjoying a quiet morning coffee or winding down for a relaxing evening, this indoor-outdoor transition is pure bliss. Outside, the fenced-in yard offers security and peace of mind, while a second, detached one-car garage provides excellent bonus storage for tools, toys, or a workshop. Down stairs an additional finished space provides owners with teen hang out spot, entertaining space or home gym. To top it all off, this home is equipped with a solar panel system locked in at an excellent rate, keeping your electric costs low!

789 Old Homestead Hwy, Swanzey

Listing courtesy of Onyx Real Estate Group from Coldwell Banker Realty Bedford NH. (Phone: 603-234-1316)

$479,900

3 Beds ⋅ 2 Baths ⋅ 5092617 MLS

** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

166 Keene Rd, Winchester

Listing courtesy of Jamie Smith from BHG Masiello Keene. ()

$339,720

3 Beds ⋅ 1 Baths ⋅ 5092612 MLS

AUCTION- OCCUPIED. Cozy rambler offers 3 beds, 1 bath with an unfinished basement and sits on a spacious lot. The property is sold as with NO property disclosure, or inspection report, NO lease in place, NO interior photos, NO ACCESS - the seller does not represent or guarantee occupancy status. Please DO NOT DISTURB the occupant. "As is" CASH ONLY sale with no contingencies or inspections. Buyer will be responsible for obtaining possession of the prop

21 Lorraine St, Keene

Listing courtesy of Andrea Butcher from RealHome Services and Solutions Inc/NH. ()

$199,900

2 Beds ⋅ 1 Baths ⋅ 5092359 MLS

Charming and affordable 2-bedroom cottage nestled in a peaceful natural setting. Freshly painted throughout, the interior features classic wainscoting, warm pine wood accents, and new vinyl plank flooring that add comfort and character. The bright eat-in kitchen comes with new cabinets, new appliances and showcases the new countertops for a fresh, updated feel. Plus, new doors and windows, and the furnace is less than a year old. Enjoy the perfect balance of relaxation and convenience with easy access to kayaking, canoeing, swimming, and fishing at nearby Wilson Pond, while still being just minutes from the shopping, dining, and everyday amenities of Keene.

11 Wilson Pond Rd, Swanzey

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

$888,000

4 Beds ⋅ 3 Baths ⋅ 5092335 MLS

A truly exceptional home offering quality craftsmanship, generous living space, and a private setting with breathtaking mountain views. Thoughtfully designed and impeccably maintained, this stunning property combines elegance, comfort, and functionality throughout. The heart of the home is a chef’s dream kitchen, featuring premium stainless-steel appliances, including a Wolf range and Sub-Zero refrigerator, abundant cabinetry, and beautiful finishes. The kitchen flows seamlessly into the sun-filled great room, where gleaming hardwood floors and a cozy fireplace create a warm and inviting atmosphere for everyday living and entertaining. Step outside to the expansive deck and take in the peaceful mountain views an ideal setting for morning coffee, outdoor dining, or simply relaxing and enjoying the tranquility of your surroundings. The home offers four generously sized bedrooms, including a luxurious primary suite complete with a spacious walk-in closet and a well-appointed en-suite bath. The walkout lower level provides additional finished living space, perfect for a home office, media room, gym, or guest accommodations, along with ample storage space. An oversized garage offers plenty of room for vehicles, recreational equipment, and all your outdoor gear. Located in one of the area's most desirable neighborhoods, just minutes from beautiful Spofford Lake, this home also provides convenient access to both Brattleboro, Vermont, and Keene, New Hampshire. Enjoy nearby shopping, restaurants, healthcare facilities, cultural attractions, theaters, museums, churches, and several colleges, all within easy reach. This remarkable property offers the perfect balance of luxury, privacy, and convenience an extraordinary place to call home.

22 Phillip Dr, Chesterfield

Listing courtesy of Nancy Thompson from BHG Masiello Keene. ()

$349,000

3 Beds ⋅ 2 Baths ⋅ 5092250 MLS

Beautiful townhouse-style condominium in the highly desirable Forestview Estates. This move in ready home features a brand new kitchen and an inviting open concept layout that seamlessly connects the kitchen, dining area, and living room perfect for everyday living and entertaining. The first floor offers the convenience of a bedroom and a three-quarter bath. Upstairs, you'll find two additional bedrooms, a full bath, and a charming open landing overlooking the main level. A large window fills the space with abundant natural light, creating a bright and welcoming atmosphere. The heated garage provides direct access to the basement, where a finished bonus area awaits your personal touch ideal for a family room, office, gym, or hobby space. The laundry area is also located on this level. Step outside to enjoy the private deck overlooking peaceful woods, offering a perfect spot to relax and unwind. The HOA fee covers water, sewer, snow plowing, landscaping, and trash removal, making for easy, low-maintenance living. Conveniently located just 10 minutes from downtown Keene, you'll have quick access to shopping, dining, healthcare, and all the services you need. This attractive home is ready for you to move right in and enjoy low-maintenance living.

28 Owens Dr Unit 24, Swanzey

Listing courtesy of Nancy Thompson from BHG Masiello Keene. ()

$250,000

3 Beds ⋅ 2 Baths ⋅ 5091884 MLS

Best for CASH BUYERS. Opportunity awaits in a desirable Swanzey neighborhood surrounded by well-maintained homes. This 1850 Cape sits on over 5 acres and offers tremendous potential for buyers looking to restore and build equity. The property features 3 bedrooms, 1½ baths, a newer barn built in 2023, and a chicken coop/shed, providing flexibility for hobby farming, storage, livestock, or workshop space. Several important improvements have already been completed, including a newer furnace, oil tank, well pump, 200-amp electrical service, and replacement windows, giving the next owner a solid foundation for future updates and renovations. The property extends to the scenic South Branch Ashuelot River, offering a peaceful natural setting and opportunities to enjoy wildlife and the outdoors. While the home requires rehabilitation and cosmetic improvements, its combination of acreage, outbuildings, major system upgrades, and location creates an exceptional opportunity for investors, contractors, or buyers seeking a rewarding restoration project. Conveniently located just minutes from Keene, shopping, schools, and local amenities. Property is being sold as-is, where-is.

102 Goodell Ave, Swanzey

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

$339,900

3 Beds ⋅ 2 Baths ⋅ 5091841 MLS

Step into this reimagined 1930s Villager Cape, where classic charm meets modern comfort in the heart of Jaffrey. Nearly every inch has been updated new flooring, renovated kitchen and baths, and smart conveniences like a first-floor bedroom and first-floor laundry. The soaring cathedral living room with loft creates an airy gathering space, enhanced by a mini-split and a slider leading to a private back deck perfect for morning coffee or evening unwinding. A second side deck offers a front-row seat to village life. Outdoors, enjoy lovely perennial gardens, a fenced yard, and a separate fenced garden area supported by a gutter-fed storage tank for easy watering. Solar panels add energy efficiency. An ideal blend of location, comfort, and everyday livability in the heart of Jaffrey. Come see 72 North St, Jaffrey, NH.

72 North St, Jaffrey

Listing courtesy of Larry Alvarez from Tieger Realty Co. Inc.. ()

$199,900

4 Beds ⋅ 2 Baths ⋅ 5091816 MLS

Rare opportunity to own the largest home in the park! Offering an impressive 1,792 square feet of living space, this exceptional double-wide combines the space, comfort, and functionality that are rarely found in manufactured home communities. Designed with both everyday living and entertaining in mind, the expansive floor plan features 4 bedrooms, 2 full bathrooms, and generous living spaces throughout. The spacious kitchen serves as the heart of the home, offering abundant cabinetry, ample counter space, a center island, pantry, and an effortless flow into the dining and living areas. The oversized primary suite provides a private retreat complete with a large ensuite bathroom featuring double sinks, a soaking tub, separate shower, and walk-in closet. Three additional bedrooms, each with their own walk-in closet, offer flexibility for family, guests, hobbies, or a home office while providing exceptional storage seldom found in homes of this type. A dedicated laundry room adds everyday convenience and additional storage space. Outside, enjoy a private backyard setting bordered by mature trees, creating a peaceful backdrop for relaxation and outdoor enjoyment. The beautifully crafted gazebo is the perfect place to enjoy your morning coffee, host friends and family, or unwind at the end of the day. Multiple storage sheds provide room for tools, outdoor equipment, and seasonal belongings. With its rare 4-bedroom layout, walk-in closets throughout, expansive floor plan, and private setting, this home stands apart from anything else currently available in the community. Offering the perfect blend of space, comfort, and value, this is a truly special opportunity you won't want to miss.

57 Sparrow St, Keene

Listing courtesy of Kirsten Perkins from BHG Masiello Keene. ()

$539,000

3 Beds ⋅ 3 Baths ⋅ 5091793 MLS

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

78 Harkness Rd, Jaffrey

Listing courtesy of Marc Tieger from Tieger Realty Co. Inc.. ()

$549,900

3 Beds ⋅ 3 Baths ⋅ 5091645 MLS

WELCOME TO A HOME YOU CAN STRETCH OUT IN. NICE SIZED ROOMS WITH PLENTY OF LIGHT. GOOD WORKING KITCHEN OPENS TO THE DINING ROOM 3 SEASON PORCH OFF THE LIVING ROOM. LITTLE DEN TUCKED IN ON THE FIRST FLOOR. FIRST FLOOR BEDROOM.WALKOUT BASEMENT HAS WORKSHOP AND FINISHED FAMILY ROOM AND A SECOND PORCH OPENS TO THE BACK YARD. 2 NEARBY WALKING TRAILS. GARAGE HAS EXTRA LENGTH. IDEAL FOR AUTOS WITH FINS. BACK OF THE HOUSE FACES SOUTH. POTENTIAL FOR SOLAR GAIN. ROOF SHINGLES ON THE MAIN PART OF THE HOUSE REPLACED LAST SUMMER. SHOWINGS 3-5 WEEKDAYS, AFTER 10 AM SATURDAY AND SUNDAY.

418 Old Stoddard Rd, Nelson

Listing courtesy of Hal Grant from Hal Grant ReaL Estate. ()

$689,000

3 Beds ⋅ 3 Baths ⋅ 5091621 MLS

Tucked away in Stoddard, along a private road at Highland Lake, a unique 3-bdrm, 3-bath contemporary post-and-beam home offers a destination lifestyle centered on lake living, privacy, and gathering spaces. With beach and lake access and a boat slip at a private dock, this property captures the feeling of a private New England escape designed for every season. Crafted with architectural character, the home showcases soaring ceilings, exposed beams, dramatic lines, and expansive windows that draw the wooded surroundings indoors. Carlisle Ash wide-plank flooring spans the first level, adding warmth, texture, and timeless appeal throughout the living spaces. The 2018-remodeled kitchen blends design with functionality, featuring quartz countertops, a beadboard center island, a double-oven stainless gas stove, prep space, and seamless flow for entertaining. Whether hosting weekend guests or quiet evenings at home, the adjoining gathering spaces create an atmosphere that feels refined and welcoming. Both the family room and great room are anchored by stone fireplaces, while a wood stove adds warmth and ambiance through every season. A custom bar area with cool storage creates the perfect setting to gather after a day on the lake. The private primary ensuite loft overlooks the living space below and serves as a peaceful retreat. Two bonus spaces offer flexibility for guests, office space, fitness, media, or creative use. Outdoor living is equally impressive, with approximately 1,000 square feet of mahogany decking designed to take advantage of the secluded wooded setting. The hot tub enjoys its own spa-like room, offering a relaxing escape year-round. With this as home base, enjoy the recreational options (boating, skiing, hiking) or just relax into a slower everyday pace amidst the quiet natural beauty. With a 2-hour drive, the NH White Mountains or VT Green Mountains offer opportunities for exploring and Boston is 2 hours away!

155 Fox Run Rd, Stoddard

Listing courtesy of Linda A DiSilvestro from Coldwell Banker Realty Bedford NH. (Cell: 603-860-3685)

$689,000

2 Beds ⋅ 3 Baths ⋅ 5091566 MLS

Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced kitchen, dining area, spacious living room, great room, study, and a 3/4 bath on the main level. The upper floor features 2-3 spacious bedrooms and a full bath, while the lower level offers a recreation room, laundry area, workshop, and an additional 3/4 bath. Enjoy stunning lake views from both inside and outside the home, complemented by soaring 14-foot cathedral ceilings, beautiful oak hardwood floors, and a spacious deck perfect for relaxing or entertaining. The large backyard is ideal for hosting summer gatherings, and the 20x12 heated storage building provides excellent additional space for hobbies, storage, or workshop use. Lower level can be finished to add more living space already plumbed, heated and framed. Conveniently located near public 2 beaches, shopping and restaurants, and just approximately 15 minutes to Keene and Brattleboro with easy access to I-91. Winter sports, skiing at Mount Snow, Parker Mountain, Killington and Granite Gorge to mention a few. Don’t miss this opportunity to own your slice of lake life, schedule your showing today!

495 N Shore Rd, Chesterfield

Listing courtesy of Charlotte A Marrocco-Mohler from BHHS Verani Nashua. (Cell: 603-620-2668)

$405,000

3 Beds ⋅ 3 Baths ⋅ 5091528 MLS

Escape to the country and enjoy living in this to -be-built Full Dormer Cape set on a generous 1.0-acre lot. Designed with comfort and functionality in mind, this home features a desirable first-floor bedroom complete with a walk-in-closet, along with a full bath for added convenience. The open-concept kitchen and living area create a bright, welcoming space perfect for entertaining or everyday living. The kitchen will showcase granite countertops, a center island, ample cabinetry, and a slider leading to the back deck - ideal for enjoying the surrounding landscape. Upstairs, you'll find two spacious bedrooms and an additional full bath, offering flexibility for family, guests, or home office space. A charming covered front porch adds to the home's curb appeal. Outdoor enthusiasts will love the location. Just minutes away is Pisgah State Park, a stunning 13,300-acre public recreation area featuring seven ponds, four highland ridges, extensive wetlands, and a 20- acres old-growth forest parcel. Nearby trails, including the popular Rails to Trails system, offer even more opportunities for walking, biking and exploring nature. Conveniently located in Hinsdale, just a short drive to Vermont and major commuter routes, this property offers the perfect blend of rural charm and accessibility. Home is expected to be completed mid to late August 2026. Photos are facsimile. This is a New Home Community.

9 Asheley Ave Unit LOT 5, Hinsdale

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

$135,000

5091522 MLS

2.75 acre building lot in the lake district, stream on property. Slope to easier allow for walk out basement. Public water at the street. Will require private septic. Easy commute to Keene, Brattleboro, and Western MA. Great opportunity to live in quiet neighborhood on a dead end road. Lake Francis has a public beach and boat launch. Come build exactly what you want!!

20 Lake Shore Dr, Winchester

Listing courtesy of Lisa Stone from Keller Williams Realty Metro-Keene. ()

$649,000

4 Beds ⋅ 2 Baths ⋅ 5091425 MLS

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. ()

$379,900

2 Beds ⋅ 1 Baths ⋅ 5091395 MLS

Charming Cottage-Style Ranch on 2.4± Acres with Historic Mill Features & Location Welcome to 97 North Street in Rindge, NH, a cottage-style ranch set on 2.4± acres of what was once an old mill lot. The property still carries echoes of its past, with old stone foundations, the North Branch of the Miller’s running through, and views toward a picturesque meadow and pond that feed into the Converse Meadows. This location is truly about nature, privacy, and wildlife. Inside, the home offers two bedrooms—one a traditional bedroom and the second a walk-through room—along with a full bath. The brick-tile kitchen floor, Corian countertops, and pine cabinetry create a warm, rustic welcome as you enter. From the kitchen, step into the cozy living room featuring built-ins, pine paneling, parquet flooring, and three original windows overlooking the spacious family room. The family room adds even more character with cathedral ceilings, a propane heater, and a painted concrete floor, making it a flexible space for gatherings, hobbies, or relaxation. The land is the star here—wildlife galore, peaceful water features, and the feeling of stepping back into a simpler time. The property also includes a snowmobile shed and a detached two-car garage. This home has been in the same family since it was built, and it’s ready for its next chapter.

97 North St, Rindge

Listing courtesy of Larry Alvarez from Tieger Realty Co. Inc.. ()

$119,000

5091285 MLS

Beautiful rural lot ready for you to make it your own. Plenty of privacy with access to trails as well! Soil and perc tests done! 1 of 3 tracts being sold. Get your piece of peace and quiet today!!

Lot 9-3 Richmond, Troy

Listing courtesy of Darlene Rossi from Morin Real Estate LLC. ()

$119,000

5091283 MLS

Beautiful rural lot ready for you to make it your own. Plenty of privacy with access to trails as well! Soil and perc tests done! 1 of 3 tracts being sold. Get your piece of peace and quiet today!!

Lot 9-2 Richmond, Troy

Listing courtesy of Darlene Rossi from Morin Real Estate LLC. ()

$569,000

3 Beds ⋅ 3 Baths ⋅ 5091107 MLS

Set on 2.03 private acres in one of Dublin's established neighborhoods, this meticulously maintained 3-bedroom, 3-bath Colonial offers the best of both worlds: lovely wooded surroundings and a neighborhood where country roads are perfect for strolling. The home opens to a three-season sun porch and an expansive deck overlooking the natural landscape. A hot tub provides another place to relax and enjoy the setting. Inside, the thoughtfully designed floor plan includes a formal living room with deck access, a separate dining room, and a spacious family room with vaulted ceilings, a wood stove, and direct access to the back deck. The updated kitchen features an electric range and French doors. A first-floor half bath, laundry, and potential bedroom or office add flexibility to the main level. Upstairs, the primary suite includes a walk-in closet and three-quarter bath, accompanied by two additional bedrooms and a full bath. Extensive system updates include a dual-fuel furnace, new hot water heater, well pump and pressure tank, replacement windows and patio doors, improved attic insulation, garage doors, a drainage system, and fiber optic internet, allowing the next owner to enjoy the home with confidence. Outside, natural stone steps, glacial erratics, a gardening shed, and wood storage complement the property's New England character. Just minutes from the heart of Dublin, home of Yankee Magazine, enjoy easy access to Dublin Lake, the village center, Dublin Community Center, general store, scenic country roads, hiking trails, and all the cultural, dining, shopping, and healthcare amenities of nearby Peterborough and Keene. This is an opportunity to enjoy the lifestyle that has long made Dublin one of the Monadnock region's most sought-after towns. Several photos are virtually staged and enhanced. Seller is a licensed New Hampshire real estate broker. Quick closing possible!

172 Boulder Dr, Dublin

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

$810,000

4 Beds ⋅ 3 Baths ⋅ 5091047 MLS

Blow Out Clause - Continue to Show! CONTEMPORARY MEETS TRADITIONAL. Set just beyond a serene grove of trees, this exceptional contemporary colonial offers the perfect blend of modern design and timeless character. With natural privacy, peaceful surroundings, and beautifully connected living spaces, this home welcomes you with a sense of calm from the moment you arrive. Step into the impressive 2-story foyer, where a sweeping staircase and elegant chandelier create a stunning first impression. Sunlight pours in, highlighting the craftsmanship and inviting flow of the main level. A warm, versatile den or music room opens gracefully to the formal dining room, framed by large windows that bring the outdoors in. Just beyond, the heart of the home unfolds into a bright, open kitchen-dining–living area with 9’ ceilings. The kitchen features a generous 6’ granite island, beautiful oak cabinetry, and a dedicated organizer center. The living room centers around a cozy gas fireplace and a dramatic bay window. Sliders lead to a screened porch and expansive deck overlooking the private backyard—perfect for morning coffee or evening gatherings. A dedicated home office sits just off the main living area, offering privacy. Nearby, a spacious laundry/mudroom connects to the garage entry, keeping daily life organized and effortless. Upstairs, four generous bedrooms provide room for everyone. The primary suite is a true retreat, offering a large walk in closet, bath with soaking tub and separate shower. The finished lower level adds even more flexibility, featuring a 28'x16' recreation room with daylight windows, plus a separate room ideal for games, crafting, or hobbies. This property is a dream for anyone needing space with an extra wide 2 car garage in front and second 2 car garage in back, with storage above. An additional workshop and storage areas are in the lower level. Just steps from the rail trail and within walking distance to the YMCA and association pool.

61 Summit Ridge Dr, Keene

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

$289,000

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. ()

$2,150,000

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)

$110,000

5090507 MLS

Build your dream home on this 2 Acre lot located in the private 100 Acre Morgan Reservation Association consisting on 35 lots within a permanently protected forest of 460 Acres. Enjoy fishing, swimming, and kayaking/canoeing on Larry's pond which offers beautiful scenery. The lot already has power, a Well, and a storage shed. Buyers due diligence. 2025-2026 Dues are $150, payable by check or by your bank's ACH transfer feature. See attached report regarding well and septic system. See attached Association Document regarding the association, restrictions, rules and regs, and bylaws. Buyers must perform due diligence with municipality regarding what can be built on land.

42 Bowl Rd, Richmond

Listing courtesy of Matthew Straight from Coldwell Banker Realty Leominster MA. ()

$169,000

3 Beds ⋅ 2 Baths ⋅ 5090345 MLS

Welcome to 53 Plantation Way, a well-maintained rare 3-bedroom 1.5 bath home located in the desirable Woodbrook Camp and Tennis Club gated community in Fitzwilliam NH. Situated on a beautiful flat well landscaped lot, this property offers access to exceptional association amenities including an in-ground pool, clubhouse, beautiful sandy beach, and great bass fishing. Expansive screened in porch for those warm Summer nights entertaining. Over flow storage in the newly constructed shed. Sellers have left nothing for you to do but move in and enjoy! This location within the community is amongst well maintained homes and the least traveled area. Conveniently located near shopping, dining, golf courses, Mount Monadnock, and many other lakes and outdoor recreation opportunities. Annual association fee of $1,800 includes water, sewer, road maintenance, and electricity. Time to make this one a great seasonal getaway for family and friends or become a snowbird and live here from April 15th to October 15th and enjoy the warmer climates all Winter long.

53 Plantation Way, Fitzwilliam

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

$110,000

73522603 MLS

Build your dream home on this 2 Acre lot located in the private 100 Acre Morgan Reservation Association consisting on 35 lots within a permanently protected forest of 460 Acres. Enjoy fishing, swimming, and kayaking/canoeing on Larry's pond which offers beautiful scenery. The lot already has power, a Well, and a storage shed.

42 Bowl Rd, Richmond

Listing courtesy of Listing Agent: Matthew Straight from Listing Office: Coldwell Banker Realty - Leominster.

$1,440,000

3 Beds ⋅ 2 Baths ⋅ 5090295 MLS

A rare historic property, this circa-1920 Sears & Roebuck kit home sits on 22.42 private acres with 58 feet of exclusively owned frontage on beautiful Highland Lake. Rich in character and meticulously maintained with substantial recent upgrades, the home blends timeless charm with modern comfort. A grand covered front porch welcomes you into the impressive foyer, where the stunning “good morning staircase” serves as the architectural centerpiece of the home. The main level features spacious living and dining rooms with fireplaces, a butler’s pantry, updated kitchen, 3/4 bath, and a sunroom currently used as a traditional sleeping porch. Upstairs offers three bedrooms, ample closet space, a full bath, family sitting area, and a second sleeping porch filled with natural light and glimpses of the water. The beautifully landscaped grounds include Bluestone front steps, mature trees, lush lawns, a two-car garage, and three charming cabins with electricity. A backyard cottage offers a private one-bedroom space, while a larger cabin near the driveway accommodates four beds. At the water’s edge, the lakeside carriage house features one bedroom and sweeping lake views. A shaded woodland road winds through the property to the private waterfront, just a two-minute golf cart ride from the main house and also accessible by vehicle. A truly unique New Hampshire lakefront home offering history, privacy, and exceptional lifestyle appeal. Most furnishings negotiable, including tractor, pontoon boat and golf cart!

1158 Rte 123 N, Stoddard

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$379,000

4 Beds ⋅ 1 Baths ⋅ 5090274 MLS

Step back in time and imagine the possibilities with this 1850s farmhouse and barn set on over 2 level acres along Main Street (Route 101) in the heart of Marlborough. Zoned Village Commercial, this property offers flexibility for residential, business, or mixed-use potential (subject to local approvals). The classic farmhouse features 4 bedrooms, 1 bathroom, and the charm and character expected from a home of this era, while offering an opportunity for updates and improvements to make it your own. The level lot abuts Minnewawa Brook, adding a peaceful natural setting to the property. The barn provides additional storage, workshop, or hobby space, and the prominent Route 101 location offers excellent visibility and accessibility. Conveniently located near the Marlborough Elementary School, shopping, dining, and gas stations, and just a short 7-minute drive to downtown Keene. Bring your ideas and explore the potential this unique property has to offer. Being Sold AS-IS.

82 Main St, Marlborough

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

$184,900

3 Beds ⋅ 2 Baths ⋅ 5090233 MLS

Tucked away off the beaten path in a quiet, less traveled section of Woodbrook, this beautifully cared-for-turnkey manufactured home offers peaceful living with a lovely view of Sip Pond and gorgeous sunsets. One of the rare 3-bedroom units in Woodbrook, this home provides plenty of space for a growing family or extra guests. Inside, you'll find two upgraded bathrooms, and a beautifully updated functional kitchen featuring porcelain countertops, propane stove, and stainless steel appliances. Step outside to enjoy the wraparound porch, perfect for morning coffee or evening relaxation. The electric service is 50 amp and electrical panel was replaced in 2023. This unit also includes it's own golf cart for easy trips to the sandy beach, swimming area, watersports, tennis courts, bocce, and the community lodge for gatherings and events. Standout bonus is the private shed with washer and dryer-a convenience you don't see often in the park. Pontoon boat and boat slip are available as a separate purchase. Woodbrook is open from April 15 to October 15 and owners are allowed up to 8 nights per month in the off-season extending your time for ice fishing, or a cozy snowy getaway! Come take a look at this quiet gem in a gated community- a rare find with many upgrades and a lifestyle you'll love.

166 Forest Dr, Fitzwilliam

Listing courtesy of Jackie Kiley from Tieger Realty Co. Inc.. ()

Cheshire County, NH Homes for Sale

Newest Cheshire County, NH Homes for Sale