Hillsborough County Homes with Outbuildings Exterior Features

Hillsborough County Homes with Outbuildings Exterior Features

Welcome to Hillsborough County, New Hampshire, a picturesque region that beautifully blends natural beauty with a vibrant community spirit. Nestled in the heart of New England, Hillsborough is renowned for its stunning landscapes, rich history, and a plethora of recreational opportunities. With its charming small towns, scenic lakes, and lush forests, this area is perfect for those seeking a serene lifestyle while still being within reach of urban amenities.

One of the most appealing aspects of homes in Hillsborough County is the presence of outbuildings, which add a unique charm and functionality to properties. Imagine stepping outside your cozy home to find a rustic barn, a spacious workshop, or even a quaint garden shed, providing you with ample space for hobbies, storage, or livestock. These exterior features not only enhance the aesthetic appeal of your property but also offer endless possibilities for creative use. Whether you’re an artist looking for a peaceful studio, a gardener in need of tools, or someone who simply enjoys the great outdoors, outbuildings can transform your living experience.

In addition to the allure of outbuildings, Hillsborough County boasts a strong sense of community, with local farmers' markets, festivals, and outdoor activities that bring residents together. With its blend of rural charm and modern conveniences, Hillsborough County is a hidden gem for homebuyers seeking a tranquil yet engaging lifestyle. Explore the possibilities of finding your dream home with outbuildings in this enchanting region, where every day feels like a retreat into nature.

Newest Hillsborough County Homes with Outbuildings Exterior Features

71 Preston St, Hillsborough
$689,900
6 Beds ⋅ 3 Baths ⋅ 5116634 MLS
Two homes in One! Multigenerational Living at it's best! Rare opportunity- This New Englander char with modern day luxury! Whether you are looking for multi generational living, in-law apartment or rental opportunity to supplement your mortgage, this is perfect! 1958 Charming New Englander with garage, laundry and central ac, plus an impressive 2006 Contemporary 3 Bdrm 2 ba secondary living space with its open lay out, soaring cathedral ceilings, beautiful hardwood / bamboo floors, custom built in's, crown molding, solid wood doors and incredibly hand crafted finishes. The luxurious bathroom is a retreat of it's own with a custom tiled shower and jetted soaking tub. All radiant heat including in the oversized two car garage! And if you like to tinker - great separate workshop area and shed. Short walk to town, the river walk and baseball fields. Move right in!

71 Preston St, Hillsborough
6 Roberge Dr, Amherst
$699,900
4 Beds ⋅ 3 Baths ⋅ 5116481 MLS
Nestled on 4.65 picturesque acres, this sprawling four-bedroom, three-bathroom ranch offers a unique combination of privacy, character, and endless potential. A quintessential New England setting welcomes you with mature trees, charming stone walls, a gated brick walkway, and expansive grounds framed by beautiful natural surroundings. Designed for both comfortable everyday living and entertaining, the property features an inground pool, pool shed, private tennis court, greenhouse, and two driveways. Whether you envision restoring its original charm or creating a completely refreshed retreat, the possibilities are abundant. Inside, the home’s spacious layout offers a dedicated primary wing situated on the left side of the residence, providing a sense of privacy and separation. This retreat includes its own office or study, a generously sized bedroom with extensive built-ins, a walk-in closet, and an ensuite bathroom. Direct access to the rear patio and greenhouse adds to the uniqueness of this space. With generous living areas, distinctive architectural features, and an expansive outdoor setting, this property presents an exceptional canvas for buyers looking to bring their own vision and personal touches to life. Offered below assessed value, this estate presents an opportunity to invest in a property with substantial acreage, desirable amenities, and remarkable potential in Amherst. Bring your creativity, embrace the possibilities, and make this one-of-a-kind property your own! See Floor Plans & Video.

6 Roberge Dr, Amherst
56 Dow Rd, Hollis
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 5116209 MLS
EXTRAORDINARY LUXURY. TIMELESS ELEGANCE. UNPARALLELED CRAFTSMANSHIP. Welcome to 56 Dow Road, an architectural masterpiece nestled on 3.34 private acres along one of Hollis’ most picturesque roads, just minutes from the Massachusetts border. A stately cobblestone entrance, historic stone walls, and manicured grounds introduce over 8,700 sq. ft. of exceptional living space where sophistication meets impeccable design. Step inside a breathtaking 30-foot grand foyer showcasing a sweeping mahogany staircase and magnificent custom chandelier. Exquisite millwork, coffered ceilings, rich birch flooring, custom built-ins, and five beautifully appointed fireplaces create an atmosphere of refined elegance. The award-winning gourmet kitchen is a culinary masterpiece featuring premium Wolf and Sub-Zero appliances, abundant cabinetry, walk-in pantry, and a stunning sun-filled circular dining area. Gracious formal living and dining rooms, an elegant library, and thoughtfully designed gathering spaces offer effortless entertaining. Retreat to the magnificent primary suite featuring a private sitting room, fireplace, and spa-inspired bath with radiant heated floors, steam shower, and soaking tub. Additional ensuite bedrooms provide exceptional comfort and privacy. A spectacular 1,400 sq. ft. bonus room offers endless possibilities, complemented by an executive office, professional fitness studio, and home theater. Outdoors, discover a resort-inspired setting with expansive stone patios, an outdoor fireplace, built-in grill, and breathtaking sunset views. A charming detached barn/art studio, four-car garage with mahogany doors, and exceptional architectural details complete this remarkable estate. A RARE OPPORTUNITY TO EXPERIENCE LUXURY LIVING AT ITS FINEST!

56 Dow Rd, Hollis
23 April Dr, Litchfield
$699,900
4 Beds ⋅ 3 Baths ⋅ 5116170 MLS
Welcome to 23 April Drive in Litchfield! Tucked into a cul-de-sac subdivision, this inviting 4-bedroom (3 bedroom septic), 2.5-bath home offers a 2-car garage and a spacious level 1-acre lot with room to relax, entertain, and enjoy the outdoors. Cool off all summer long in the 30-foot round above-ground pool and take advantage of a location that blends neighborhood living with outdoor recreation and everyday convenience. Golf enthusiasts will love being within walking distance of Hidden Creek Golf Course, while outdoor lovers can enjoy easy access to the approximately 6-mile paved walking path along Albuquerque Road toward Hillcrest Lane. Looking for entertainment? Tee off at Mel’s Funway Park or visit the seasonal thrills of Spooky World. Restaurants, shopping, and entertainment are just a short drive away, with convenient access to Route 3 and Manchester-Boston Regional Airport for commuters and travelers alike.

23 April Dr, Litchfield
36 Vaillancourt Dr, New Ipswich
$255,000
3 Beds ⋅ 2 Baths ⋅ 5116097 MLS
A truly rare, one-of-a-kind find! Three bedrooms, two baths and a FULL basement! Transformed from its original roots, this standout property now lives and looks like a traditional ranch home. The original delivery frame and wheels were completely removed, a substantial addition was built, and the home now sits on a full concrete foundation making it the only home in the community with a full basement. The interior features an expansive, open-concept layout connecting the kitchen, dining, and living areas. Natural light floods the space through two oversized venting skylights, while a classic wood stove provides cozy supplemental heat and fireside ambiance. Off the dining area, step onto a rear porch overlooking a tranquil stream with direct access to two bodies of water. The spacious full bath doubles as a laundry suite lined with ample built-in cabinetry. Downstairs, the massive full basement offers unmatched extra square footage and storage, complete with a pellet stove for an efficient secondary heat source. Outside, a large detached shed with two separate rooms provides exceptional additional storage or workshop space. Situated in a private, wooded park with no age restrictions, this uniquely upgraded home delivers space, setting, and versatility you won't find anywhere else in the neighborhood. Schedule your showing today! OPEN HOUSE, SUNDAY 11/1/26 FROM 12PM-2PM

36 Vaillancourt Dr, New Ipswich
229 Tirrell Hill Rd, Goffstown
$574,900
3 Beds ⋅ 2 Baths ⋅ 5115390 MLS
Set back from Tirrell Hill Road on 2.21 acres, this three-bedroom Cape offers a large yard, mature trees, and a contemporary feel that sets the interior apart from its traditional exterior. The house sits among the trees, with a paved driveway leading to the attached two-car garage and a brick walkway to the front entrance. The kitchen and dining area are open to one another, with an island that provides seating and extra prep space. Gray shaker-style cabinets, a herringbone backsplash, open shelving, and warm wood tones give the kitchen a clean look. A window over the sink looks toward the backyard, and sliding doors make it easy to take meals out to the rear deck. The dining area has room for a full-size table, with a wood accent wall and sliding barn-style window shutters adding character. Those same shutters carry into the separate living room, where windows on two sides bring in natural light. The first-floor bedroom offers flexibility for guests or a home office, and the half bath includes the laundry. A wood staircase with black balusters leads to two upstairs bedrooms and a full bath. With approximately 1,638 square feet of living space, the layout gives you places to gather and rooms where you can close the door and have some quiet. Outside, the large yard offers space for gardening, play and time outdoors, with woods providing the backdrop. Enjoy the rear deck and hot tub, keep outdoor equipment in the shed, and make use of the playset already in place. The hot tub, playset, and shed all stay with the property. An unfinished basement provides additional storage without being counted in the finished living area, and the garage has direct access to the kitchen. A new roof and a new water filtration system were installed in September 2026. For someone looking for acreage and a home with personality, this Cape brings both together with a comfortable layout and room to enjoy the outdoors.

229 Tirrell Hill Rd, Goffstown
36 Pine Crest Dr, Goffstown
$549,000
4 Beds ⋅ 3 Baths ⋅ 5115242 MLS
This is one the coolest cul-de-sac neighborhoods in Goffstown. very welcoming and friendly. Second to the last home before the dead end. Lot is also one of the largest on the road. Walking distance to downtown! This property has a newer potential In-law suite with daylight windows. In this very expensive climate this property is a great value! Boiler less than 10 Years old. Roof and septic system approx. 5 years old. Main level living space features a slider opening to a large deck overlooking your back yard that is relatively flat and very functional. Garden beds and 2 outbuildings. One car garage and plenty of parking for the extended family. OPEN HOUSE IS SUNDAY!

36 Pine Crest Dr, Goffstown
209 W Hollis St, Nashua
$475,000
4 Beds ⋅ 2 Baths ⋅ 5115236 MLS
New Price!!! Welcome to 209 West Hollis Street where timeless charm meets thoughtful updates & everyday convenience in a prime Nashua location! This inviting 4-bedroom, 2-full-bath home offers a wonderful blend of character, comfortable living spaces & versatility! Move right in & start enjoying all this home has to offer! Step inside to discover a spacious, open kitchen with plenty of room to cook, gather & entertain. The beautiful living room, complete with a wood-burning fireplace, creates the perfect setting for cozy evenings & relaxing weekends. Just off the kitchen, a sunken family room offers exciting possibilities! Use it as a comfortable second living area, a dining room, or whatever best suits your lifestyle. The flexible layout features two bedrooms & a full bath on the upper level, with two additional bedrooms and another full bath on the lower level. Looking for extra space for extended family, guests, or a private retreat? The lower level offers fantastic potential for an in-law-style arrangement or an amazing guest suite, providing flexibility to accommodate your changing needs. When it's time to unwind or entertain, step outside onto your newer composite deck overlooking the beautiful, large, fully fenced backyard. Whether you're hosting summer barbecues, enjoying your morning coffee or simply soaking up the outdoors, this backyard is ready to be enjoyed. The property abuts the Nashua Rail Trail and has amazing proximity to RT 3, only 2-4 mins away! Enjoy convenient access to outdoor recreation, walking, biking & a lifestyle that makes getting outside easy. With its charming details, meaningful updates, move-in-ready appeal, versatile living spaces, and convenient location this home checks so many boxes! Don't miss your opportunity to own a home that offers character, flexibility, outdoor enjoyment & the convenience of being right where you want to be. Come see the possibilities & make this Nashua gem your own!

209 W Hollis St, Nashua
377 Sherburne Rd, Pelham
$625,000
2 Beds ⋅ 3 Baths ⋅ 5115088 MLS
Charming Pelham Ranch with In-Law Potential & Gardener’s Paradise! Welcome to 377 Sherburne Road in Pelham, NH! This inviting 2-bedroom, 3-bath Ranch offers comfortable living, flexible space, and exceptional outdoor amenities. The kitchen features a farmhouse sink and island, while the sunroom and separate den provide inviting spaces to relax, work, or pursue hobbies. A pellet stove adds warmth to the main level, and the primary bedroom features a full bath with jetted tub and dedicated vanity area. The partially finished basement offers additional living space, a second pellet stove, and its own 3/4 bath, creating excellent potential for an in-law arrangement or guest accommodations. An attached 2-car garage with direct entry adds convenience. Outside, discover a gardener’s dream with beautifully landscaped grounds, a temperature-controlled greenhouse, garden spaces, multiple sheds, a covered deck, fire-pit area, and fully fenced yard. Whether you love gardening or dream of creating your own private backyard retreat, this property offers wonderful possibilities for outdoor enjoyment and entertaining. Additional highlights include a roof just one month old, a brand-new on-demand generator, and an RV hookup. With versatile living spaces, in-law potential, and a truly special outdoor setting, this Pelham property is full of opportunity. Come explore all that 377 Sherburne Road has to offer!

377 Sherburne Rd, Pelham
9 Holt Rd, Wilton
$599,900
3 Beds ⋅ 3 Baths ⋅ 5114604 MLS
Welcome to this charming 1975 Colonial, beautifully situated on 1.9 acres of open, usable land surrounded by mature woods, offering a wonderful combination of space, privacy, and tranquility! This inviting home features 3 bedrooms, 3 bathrooms, and an attached 2-car garage connected by a spacious breezeway complete with a pellet stove. The open-concept kitchen and dining area is perfect for everyday living and entertaining, while the cozy living room features a wood stove, adding warmth and character. Enjoy the beauty and easy maintenance of hardwood, luxury vinyl plank, and ceramic tile flooring throughout, no carpeting! One of the home's standout features is the stunning primary bathroom suite, designed as a luxurious private retreat with a soaking tub, oversized walk-in shower featuring multiple body jets/steam system, and a double-sink vanity. The partially finished basement offers additional flexible living space, including a private exercise room and a separate storage room. Step outside to your own backyard oasis, where the patio and hot tub provide the perfect setting to unwind or entertain. The expansive, open yard offers plenty of room for outdoor activities, gardening, and gatherings, while the surrounding woods create a peaceful, private backdrop. Combining classic Colonial charm, modern comforts, and inviting indoor and outdoor spaces, this property offers a wonderful place to call home! This home has oil heat, forced hot water, and is on public water/private sewer, on a desirable, dead end street location. Conveniently located to shopping, dining, walking/ATV trails, and the schools. With nearly 1,960 sq. ft. of beautifully finished living space and some extensive renovations inside and out, this is truly a move-in-ready home where the work has already been done; just unpack and enjoy! Schedule your private showing today, as there will be no open houses.

9 Holt Rd, Wilton
21 Whiting Hill Rd, Wilton
$549,999
4 Beds ⋅ 2 Baths ⋅ 5114289 MLS
Step into this sunny affectionately cared for four-bedroom in-town New England antique classic farmhouse with town water and sewer. Situated on, a very large lot this property has mature landscaping: Wisteria vines, lilac bushes, Rose of Sharon trees, huge red and silver maples, American Black Walnut trees, as well as three pear trees and four apple trees. A lush Trumpet vine spills over the artisan-built stonewall lining the road and driveway. Relax in the 30-foot fireplaced living room on a winter evening, or enjoy sitting, in warmer weather, on the huge farmer’s front porch. A picket fence and rose arbor lead the way into a very private backyard. There is a detached one-car garage and a sweet New England tool shed for lawn mowers and garden equipment. It is only minute’s to what the town of Wilton has to offer: a beautiful library, the Town Hall Theater, Post Office, coffee shops, restaurants, Goss Park where the pool is supplied by the waters of Rocky Brook, and the renowned Waldorf schools: Pine Hill and High Mowing. This is the first time in over forty years this home has been available. Grasp this opportunity to have and enjoy this home.

21 Whiting Hill Rd, Wilton
23 Dearborn St, Milford
$839,900
4 Beds ⋅ 3 Baths ⋅ 5114214 MLS
Step into this timeless Victorian-style New Englander, lovingly maintained and meticulously cared for by the same owners for the past 34 years. From the moment you enter, you'll feel the warmth, character, and craftsmanship that make this home truly special. Classic details abound, including original hardwood floors, tin ceilings, pumpkin pine trim, original doors, hardware and light fixtures that beautifully preserve the home's historic charm. At the same time, thoughtful updates such as newer windows, a newer furnace, fresh interior paint, and new carpeting provide modern comfort and peace of mind. The heart of the home is a beautifully appointed kitchen featuring custom cabinetry, granite countertops, a stunning mahogany island, and a Bertazzoni propane range that's ready for everything from weeknight dinners to holiday feasts. Additional features include wainscoting, skylights, built-ins both original and custom-crafted, first-floor laundry, recessed lighting, a classic clawfoot tub, and countless period details throughout. Need a quiet place to unwind? The spacious three-season porch practically begs for morning coffee, afternoon reading, or watching a summer thunderstorm roll by. The third floor offers a truly impressive primary suite with vaulted ceilings, a private ¾ bath, his-and-her walk-in closets, and a versatile bonus room perfect for a home office, nursery, reading room, yoga retreat, or simply a place to escape and hide from your teenagers. And then there's the barn. This matching 24' x 30' barn features engineered beams, newer cedar siding and shakes, and endless possibilities. Whether you're dreaming of a workshop, contractor space, collector's showcase, hobby haven, "man cave," "she shed," or the ultimate New England storage barn, this one is ready to accommodate your vision. The best part? There's truly nothing left to do but move in and start making memories. Exquisite details! Showings start at the Open House - 10/17 12pm.

23 Dearborn St, Milford
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