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$439,900
2 Beds ⋅ 2 Baths ⋅ 5103843 MLS
Nestled in the heart of picturesque Old Hillsborough Center, one of the town’s most treasured and architecturally significant neighborhoods, this antique homestead is as much a part of the village’s story as it is a place to call home. Originally constructed circa 1850 as a cobbler’s shop on nearby Maplewood Farm before being relocated to its present setting in 1940, the original portion has been lovingly preserved, and a later addition offers comfortable everyday living while maintaining the home’s historic charm. Surrounded by distinguished antique homes, classic stone walls, mature trees, perennial gardens, and quiet beauty that makes Old Hillsborough Center so beloved, this property feels worlds away while remaining minutes from everyday conveniences. Inside, warmth and character abound. The country kitchen flows into an inviting dining room, while the sunken living room w/ wood stove & oversized bay windows overlooks the backyard & barn. A primary suite w/ fireplace & attached bath, second bedroom, full guest bath, & laundry area complete the living space. The 16’X20’ barn offers exceptional space for woodworking, an artist’s studio, hobbies or storage, as well as an attached enclosed lean-to w/ oversized doors & ample space for vehicle storage, lawn equipment, ATVs or snowmobiles. An additional storage shed, paved driveway, & beautifully maintained grounds complete the storybook setting. Careful stewardship & extensive improvements by the current owner, including a newer roof, updated electrical & plumbing, water treatment system, chimney upgrades, extensive barn restoration & more, allow the next owner to appreciate the home’s rich history w/ peace of mind. 578 Center Road blends history, craftsmanship, and everyday living. Moments from Fox Forest & downtown Hillsborough, convenient to Concord, Keene, & Manchester, and under two hours to Boston, this is more than a home…it’s a chance to become the next steward of a remarkable piece of Hillsborough’s history.

578 Center Rd, Hillsborough
$285,000
3 Beds ⋅ 2 Baths ⋅ 5103356 MLS
Why rent when you can invest in a place to call your own? At an affordable price of just $285,000, this charming New Hampshire home offers the opportunity to build equity while enjoying the comfort of your own space. This inviting home features three bedrooms, one and one-half baths, and a welcoming layout full of character. You can relax with your morning coffee or entertain family and friends on the spacious porch, while the second porch serves as a practical mudroom to help keep everyday life organized. A standout feature is the three-car garage, complete with an additional storage area that provides abundant space for vehicles, tools, and outdoor gear. Nature lovers will also appreciate the walking trail just across the street along the Contoocook River, offering a scenic escape right outside your door. Adding to the property's appeal, town-owned land surrounds the home, creating a greater sense of privacy. Conveniently located near schools, shopping, and Grimes Field, you will enjoy easy access to sports, recreation, and everyday amenities. With today's rental costs continuing to rise, this property offers an excellent opportunity to own a home with features that are hard to find at this price point, including an upgraded roof, electrical panel, wiring, and windows. If you have been waiting for an opportunity to stop renting and start investing in your future, this home is the one you won't want to miss. Delayed showings start on Saturday, August 8, 2026, by appointment only. P

28 River St, Hillsborough
$375,000
3 Beds ⋅ 2 Baths ⋅ 5100973 MLS
Beautifully renovated approximately four years ago, this move-in-ready home has been further enhanced by the current owners with a fenced backyard, irrigation system, and other thoughtful updates. Features include a metal roof, painted clapboard siding, vinyl replacement windows, inviting front porch, spacious rear deck, level yard with a peaceful brook, and mature landscaping. Inside, enjoy a stunning kitchen with granite countertops, stainless steel appliances, center island, and eat-in area. The dining room features refinished hardwood floors, crown molding, and built-ins, opening to a spacious living room. Upstairs offers three generously sized bedrooms, including a primary bedroom with a walk-in closet and direct access to the full bath. Convenient downtown location within walking distance to restaurants, shopping, and recreation. Commercial zoning offers potential for a home business or office (with town approvals). Easy access to Routes 9 and 202 for commuting to Concord, Keene, and Manchester.

64 Henniker St, Hillsborough
$395,000
3 Beds ⋅ 1 Baths ⋅ 5096599 MLS
Proudly maintained by the same family for nearly 50 years and offering the convenience of single-level living, this 3-bedroom ranch is set on a beautifully landscaped 1.3-acre lot in an established Hillsborough neighborhood. Whether you’re looking to downsize, simplify, or enjoy the ease of a ranch-style floor plan, this home offers a functional layout, mature landscaping with lovely perennial gardens, a spacious backyard, and a location just minutes from shopping, dining, recreation, and commuter routes. Inside, you’ll find a generously sized living room with a propane fireplace, dining area with sliding doors to the backyard, and direct access from the attached one-car garage into the kitchen. The garage also provides additional space for a workshop, hobby area, or extra storage. Three comfortable bedrooms and a full bath complete the main level. Hardwood flooring is exposed in the bedrooms and is believed to continue beneath the carpeting in the other living areas, offering a wonderful opportunity for buyers looking to personalize the home’s interior. Major updates include a roof and heating system that are both approximately nine years old, offering added peace of mind for the next owner. Additional features include public water and sewer, a paved driveway, storage shed with attached lean-to, a full basement with abundant storage, and laundry hookups on both the main level and in the basement to suit varying needs. Enjoy nearby access to Fox State Forest, Beard Brook, Franklin Pierce Lake, Angus Lea Golf Course, and countless opportunities for outdoor recreation. Conveniently located for commuting to Concord, Keene, Manchester, and beyond, this home invites you to move right in and add your own personal style over time. This lovingly maintained home is ready for its next chapter. Get ready for easy living!

34 Harvey Way, Hillsborough
$260,000
3 Beds ⋅ 2 Baths ⋅ 5092393 MLS
Motivated Seller!!Tucked away in the desirable Emerald Lake Village District, this charming home offers the perfect blend of cozy retreat and year-round living.Whether you're searching for a weekend escape or a full-time residence, this home delivers comfort, character, and easy, low-maintenance living in every season. Inviting living spaces with an open concept. Large windows fill the home with natural light and connect the indoors to the peaceful, wooded surroundings. Step outside onto the deck, ideal for morning coffee, grilling, or unwinding after a day on the lake. Evenings are best spent around the fire creating the perfect setting for relaxing or entertaining under the stars. As part of Emerald Lake Village, enjoy access to private beaches, swimming, kayaking, and winter activities like skating. Conveniently located near the center of Hillsborough and within easy access to hiking trails, skiing, and snowmobile routes, this property is a true four-season destination. NO HOA Fees

20 Sunrise Pl, Hillsborough
$419,900
2 Beds ⋅ 1 Baths ⋅ 5089985 MLS
WATERFRONT Home! Welcome to this nicely updated, peaceful, affordable, cozy home with lots of great features. Stand at your kitchen sink, sit at the dining room table, or relax in your living room and enjoy the water views everyday. Directly off the living room is a beautiful 3 season porch with electric shades, that leads to an outdoor deck perfect for a grill or just to sit and relax. Outside your will find Aluminum Docks for your Boat, Sandy soil in the water, with 150' feet of water frontage, cruise around the lake then come back and enjoy a Fire pit in the evening. A spacious backyard is big enough for entertaining, gardening, and games. Inside are 2-3 bedrooms, a gorgeously updated bathroom, natural woodwork, nicely appointed kitchen with counterspace, and pantry storage. A nice open flow leads you throughout the first floor. All of the major systems have been well maintained and upgraded in recent years, including the heating system, hot water heater, and appliances. This can all come furnished if desired, and you can move right in. Make an appointment today.

33 Moccasin Trl, Hillsborough
$499,900
3 Beds ⋅ 2 Baths ⋅ 5089395 MLS
Year-round waterfront home on Emerald Lake with a private dock. This three-bedroom property offers beautiful water views from every level. Enjoy the large deck and patio area, perfect for relaxing or entertaining. Updated kitchen with granite countertops, wood paneling, and wood floors, plus convenient first-floor laundry. The flexible lower level is currently used as a large family hangout space and offers great possibilities for additional living space, a recreation area, guest accommodations, or a home office. Ideal as a full-time residence or vacation getaway, with excellent Airbnb potential. Easy to show! One-car garage and additional storage space.

27 Hummingbird Ln, Hillsborough
$495,000
2 Beds ⋅ 2 Baths ⋅ 5088120 MLS
Welcome to 43 Moccasin Trail in Hillsborough, NH, a rare waterfront opportunity on beautiful Gould Pond offering the perfect blend of lifestyle, comfort, and year-round recreation. Set in a peaceful setting with stunning water views, this property invites you to enjoy everything lake living has to offer, from kayaking and fishing to quiet mornings overlooking the water. Inside, you’ll find a warm and inviting home filled with natural light and designed to maximize the surrounding scenery. Whether you're looking for a full-time residence, vacation getaway, or investment property, this home offers versatility and charm in equal measure. Step outside and take in the true highlight of the property, direct access to Gould Pond and the kind of setting that’s increasingly hard to find in today’s market. Enjoy your coffee overlooking the water, host summer gatherings, or simply unwind in your own private retreat. Conveniently located with easy access to nearby amenities and commuter routes, 43 Moccasin Trail delivers the ideal balance of relaxation and accessibility. Waterfront living in New Hampshire is always in demand and this is your chance to make it yours.

43 Moccasin Trl, Hillsborough
$1,500,000
6 Beds ⋅ 8 Baths ⋅ 5082711 MLS
Stonewall Farm presents a rare opportunity to acquire a historic 1785 Federal-style farmhouse operating as a bed and breakfast and event venue on 5.6± acres along scenic Windsor Road in Hillsborough. The property offers 5 guest bedrooms and 6 bathrooms, all rentable, along with separate owner’s quarters. Spacious common areas and a country kitchen create a warm and inviting setting for overnight stays, retreats, and small events. A 1,664± SF barn in excellent condition accommodates up to 100 guests indoors, with capacity for up to 200 guests when tented. The barn is equipped with central air conditioning and heat, and includes a 3/4 bathroom and kitchen, making it well suited for catered events. The property is complemented by expansive grounds, mature gardens, fruit trees, and multiple outdoor areas, creating an ideal setting for weddings, private events, and retreats. Existing business infrastructure is in place with permits secured, and the sale includes the transfer of the business name, goodwill, and the majority of furnishings, allowing for a seamless transition. The property has been featured on NH Chronicle and in Yankee Magazine, contributing to its established presence and recognition. The current owners have operated in a retirement capacity in recent years, presenting a strong opportunity to scale revenue through increased marketing and operational focus. Conveniently located near Route 9 and U.S. Route 202, offering accessibility while maintaining a private, picturesque country setting with nearby trail access and year-round recreational appeal. Convenient access to multiple ski areas including Crotched Mountain and Pat’s Peak within 30 minutes, and Mount Sunapee within 45 minutes, supporting year-round tourism and guest demand.

235 Windsor Rd, Hillsborough
$371,000
3 Beds ⋅ 2 Baths ⋅ 5081142 MLS
Welcome to a new neighborhood in downtown Hillsboro. about 30 minutes from Keene or Concord and 50 minutes from the Manchester-Boston Airport. The to-be-built 3BR/2BA two story home will have a paved road and driveway, You can choose your colors and flooring. Close to schools, shopping and recreation. Broker interest.

5 Cardinal Dr, Hillsborough
$399,500
3 Beds ⋅ 2 Baths ⋅ 5081139 MLS
Welcome to a new neighborhood in downtown Hillsboro, about 30 minutes from Keene or Concord and 50 minutes from the Manchester-Boston Airport. The to-be-built "3 bd/2ba home will have a 2 car-garage, a paved road and driveway. A bonus room can be used as an office, den or porch. You choose your colors and flooring. Close to schools, shopping and recreation. Broker interest

2 Cardinal Cir, Hillsborough
$357,900
3 Beds ⋅ 2 Baths ⋅ 5077664 MLS
Welcome to a new neighborhood in downtown Hillsboro, about 30 minutes from Keene or Concord and 50 minutes from the Manchester-Boston Airport. The to-be-built 3 bd/2ba one story home will have a paved road and driveway. On a cul-de-sac Walking distance to schools, library, town office and post office. Close to shopping and recreation. Broker Interest.

3 Cardinal Cir, Hillsborough
$639,900
3 Beds ⋅ 3 Baths ⋅ 5076504 MLS
Welcome to Lot 1 on Stowe Mountain Road in Hillsborough, NH. Ready for occupancy Mid August!!! Offering the perfect blend of modern design, peaceful living and located just minutes from scenic trails, local eateries, and community amenities, this property offers quiet rural surroundings with convenient regional access. Enjoy outdoor recreation, country views, and the charm of small-town New Hampshire, while remaining close to nearby towns and services. Designed with today’s lifestyle in mind, the home features an open-concept first floor with a bright, welcoming layout ideal for everyday living and entertaining. The kitchen serves as the heart of the home, complete with quartz countertops, a classic subway tile backsplash, stainless steel appliances, and a propane range. A spacious island anchors the space and flows seamlessly into the dining and living areas, creating a comfortable and connected atmosphere. A charming front farmer’s porch and inviting entryway enhance the home’s curb appeal while creating a warm first impression. This covered porch is perfect for morning coffee, relaxing evenings, or greeting guests. It adds classic New England character and provides sheltered outdoor space you can enjoy through much of the year. Sliding doors open to a rear deck, extending the living space outdoors, ideal for grilling or enjoying warm summer nights. The first floor also includes a convenient half bath and laundry area. Upstairs, the layout includes three bedrooms and two full bathrooms. The primary suite features a step-in shower and two walk-in closets, offering flexible space for storage, a dressing area, nursery, or home office. Two additional bedrooms share a full bath and provide versatility for guests or work-from-home needs. Additional features include central air conditioning, an attached two-car garage, and a paved driveway. Photos are facsimile and intended to depict similar finishes, layout, and quality.

Lot 1 Stowe Mountain, Hillsborough
$1,260,000
4 Beds ⋅ 3 Baths ⋅ 5043895 MLS
Recent updates completed! Road improvements have been completed as of August 6th! Get your showing confirmed today before driving in please. Welcome to 96 Dean Hill Road, a rare New Hampshire retreat crafted for those who seek quiet, seclusion, and a deep connection to the outdoors. Set on the part of Dean Hill Road that has been maintained and upgraded; a dirt, class 6 road offering some of the lowest amount of traffic you can find. Surrounded by approximately sixty acres of forest, pond, and sky, this property offers the kind of peace most people only find on vacation. Designed and used with the spirit of a high end sportsman’s camp, the residence blends rustic warmth with modern comfort. A fieldstone fireplace anchors the living spaces, creating a lodge like atmosphere perfect for slow mornings, fireside evenings, and gathering with the people who matter most. Well placed windows frame the surrounding woods, bringing the seasons into every room. Step outside and the land becomes your private preserve. Wander through private trails ideal for hiking, snowshoeing, or quiet exploration. Watch wildlife from one of the two porches or patio as the sun rises and sets over the trees. Spend afternoons by the pond, where the water reflects the sky and the world feels far away. With open clearings, gardens, and natural habitat, the property offers endless opportunities for outdoor pursuits; hunting, foraging, photography, or simply breathing in the quiet. Whether you’re seeking a four season high end camp, a legacy retreat to pass down, an off the-beaten path residence, or a place to escape the noise of everyday life, 96 Dean Hill Road delivers a rare combination of privacy, beauty, and soul. This is more than a home. It’s a sanctuary. Access is by appointment only, please refrain from driving or walking down the road to view the property without an appointment.

96 Dean Hill Rd, Hillsborough

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