Hillsborough Homes with Outbuildings Exterior Features

Welcome to Hillsborough, New Hampshire – a charming town nestled in the heart of Hillsborough County, where picturesque landscapes meet a vibrant community spirit. Known for its stunning natural beauty, Hillsborough offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home. With its rich history, scenic parks, and a variety of recreational activities, this town is perfect for families, outdoor enthusiasts, and anyone looking to escape the hustle and bustle of city life.

One of the standout features of Hillsborough is its beautiful homes, many of which come with delightful outbuildings that enhance both functionality and aesthetic appeal. Imagine a serene property where you can enjoy the tranquility of nature while having the luxury of additional structures such as barns, workshops, or even guest houses. These outbuildings provide endless possibilities – whether you’re looking for a space to pursue hobbies, store equipment, or accommodate visiting friends and family.

As you explore the real estate options in Hillsborough, you’ll find homes that seamlessly blend modern comforts with rustic charm. Many properties boast expansive yards, stunning gardens, and the privacy that comes with larger lots, allowing you to fully embrace the New England lifestyle.

In Hillsborough, you’re not just purchasing a home; you’re investing in a community where neighbors become friends, and every day feels like a retreat. Come discover the perfect property that meets your needs and enjoy all that this enchanting town has to offer!

Newest Hillsborough Homes with Outbuildings Exterior Features

$469,900

3 Beds ⋅ 1 Baths ⋅ 5107974 MLS

Welcome to 756 Bog Road! Nestled in on 7.9 private acres, you’ll find this charming post and beam cabin. A gorgeous stonewall welcomes you when pulling into the driveway and a cobblestone walkway guides you to the front door of your forever home. This cottage is thoughtfully designed with natural woodwork throughout, many recent updates and no detail overlooked. Recent updates include a completely renovated kitchen/bathroom/laundry area, new windows/pellet stove/empire heater, new wrap around deck, new above ground pool installed with a large custom deck and much more! Upon entering, you will be greeted by an enclosed porch with refinished pine floors. Enjoy sitting here with a cup of coffee taking in the peaceful surroundings and calming views of Farrar Marsh/Sand Brook and state owned land across the road. The cozy kitchen features a hammered stainless steel sink and butcher block countertops. Let the living room be your gathering place. Come together and snuggle up here to share in the warmth of the masterfully crafted fieldstone fireplace with a new gas log set, which is the focal point of the room. This home has 3 bedrooms, with the large primary bedroom boasting a cathedral ceiling and built in closets. The attic makes for a great storage space or extra sleeping space for guests! Enjoy spending summers on your expansive wrap-around deck soaking up some sun, swimming in the pool, or taking a canoe/kayak onto Farrar Marsh for some fun adventures. Outside you will find a small shed and a larger shed that provide ample space for livestock and storage. This property has just over 1,500 feet of road frontage total on Bog Road and Concord End Road with potential for subdivision with proper permits. Property is conveniently located 10 mins from downtown Hillsborough, 35 Concord, 40 mins to Peterborough, and about 50 mins to Keene. Schedule your private showing and come meet your forever home! Agent interest.

756 Bog Rd, Hillsborough

$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

$799,000

3 Beds ⋅ 1 Baths ⋅ 5102447 MLS

Quintessential lakefront living at its finest! Tucked away at the end of a private road on an oversized lot, this exceptional waterfront retreat offers a rare combination of privacy, breathtaking views, and an unparalleled shoreline. Featuring two private docks, a floating swim platform, and just two granite steps leading to a beautiful sandy swimming area, this is one of the lake's most coveted settings. Thoughtfully renovated while preserving its timeless lake house charm, the interior is warm, inviting, and rich in natural materials. The primary bedroom showcases stunning black walnut flooring, complemented by custom black walnut built-ins and accents throughout the home. Cherry countertops, warm wood finishes, and quality craftsmanship create an authentic lakeside atmosphere that is both elegant and comfortable. A full-length sunroom, enclosed porch, and classic sleeping porch overlook the expansive waterfront, providing the perfect place to relax, entertain, or simply take in the ever-changing lake views. The home offers three bedrooms and a full bath with a walk-in shower. Outdoor living is second to none, with extensive decks, hand crafted stonework, multiple lakeside gathering spaces, and a granite sunken fire pit designed for unforgettable evenings by the water. Mature blueberry bushes, perennial gardens, and natural landscaping further enhance the property's beauty. Completing this remarkable offering is a charming post-and-beam barn with overhead storage, ideal for recreational equipment, water toys, or future overflow space. A truly exceptional waterfront property where timeless New England character, modern updates, and an extraordinary lakeside setting come together to create the ultimate year-round retreat.

7 Buswell Rd, Hillsborough

$2,095,000

5 Beds ⋅ 7 Baths ⋅ 5096444 MLS

Perched atop a scenic hill and surrounded by 67± private acres, this extraordinary estate offers panoramic mountain views, unparalleled privacy, and spectacular sunsets overlooking Mt. Monadnock and Pat's Peak. Designed with exceptional craftsmanship and attention to detail, the main residence features soaring 10-foot ceilings, rich hardwood flooring, elegant crown molding, shadow box trim, and refined architectural details throughout. A dramatic two-story foyer welcomes you with a stunning backlit dome ceiling and leads to a handsome executive office complete with French doors and custom built-ins. The heart of the home is the magnificent great room, showcasing a floor-to-ceiling fieldstone fireplace and an expansive wall of glass framing breathtaking mountain vistas. Seamlessly connected, the gourmet chef's kitchen is designed for entertaining and everyday luxury, featuring premium stainless steel appliances including a Thermador Pro Range, oversized center island, granite countertops, coffee bar, and abundant custom cabinetry. The adjoining dining area captures the surrounding views, creating a truly memorable setting for gatherings.The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring a jetted soaking tub, multi-jet steam shower, and heated tile flooring. Upstairs, a loft and balcony overlook the great room while continuing to showcase the home's remarkable views. The luxurious second-floor suite offers a gas fireplace, walk-in closet, oversized jetted tub, heated tile floors, and a beautifully appointed bath. Two additional bedrooms, a full bath, and a dedicated laundry room complete the second level.An attached in-law or au pair suite provides exceptional flexibility with a kitchenette, private living space, and ¾ bath. Additional amenities include an indoor exercise current pool, heated four-car attached garage, circular driveway, and a charming guest house with its own attached garage.

129 North Rd, 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

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