Pittsfield Homes with Outbuildings Exterior Features

Welcome to Pittsfield, New Hampshire – a charming town nestled in the heart of Merrimack County. Known for its picturesque landscapes and friendly community, Pittsfield offers a blend of small-town charm and outdoor adventure. With its rich history, vibrant local culture, and scenic beauty, it’s no wonder that many are drawn to call this area home.

Pittsfield is characterized by its beautiful rolling hills, serene lakes, and lush forests, making it an ideal setting for those who appreciate nature and outdoor activities. Whether you enjoy hiking, fishing, or simply soaking in the stunning views, Pittsfield has something for everyone. The town also boasts a lively downtown area filled with quaint shops, local eateries, and community events that bring residents together throughout the year.

One of the standout features of homes in Pittsfield is the presence of outbuildings. These versatile structures add significant value and functionality to your property. Imagine having a spacious barn for your hobbies, a workshop for your creative projects, or even a cozy guest house for friends and family. The possibilities are endless! With ample outdoor space surrounding these homes, you can cultivate gardens, create recreational areas, or simply enjoy the tranquility of your own private retreat.

In Pittsfield, you’re not just buying a home; you’re investing in a lifestyle surrounded by nature, community, and endless opportunities for adventure. Explore the charm of Pittsfield and discover the perfect home with outbuildings that cater to your unique needs and aspirations. Your dream home awaits!

Newest Pittsfield Homes with Outbuildings Exterior Features

$499,900

3 Beds ⋅ 1 Baths ⋅ 5098986 MLS

*MOTIVATED SELLERS* Open House: Saturday, Aug. 22: 10am-12pm! Unique, seasonal waterfront cottage on one of NH's best-kept secrets! Tucked along the shores of exclusive Wild Goose Pond (spanning Strafford & Pittsfield) this one-of-a-kind cottage is the quintessential NH lakefront retreat. Coffee on the deck leads to long summer days on the water! 208' of water frontage, this property was made for making memories! Unlike anything else on the pond, this distinctive cottage embraces camp life with open-concept living, warm pine plank walls, tavern-style lighting & slate wood stove that warms the living room, perfect for cool evenings after a day on the water. Sun-filled 1st-floor primary bedroom features pine walls & ceiling, transom windows, the added convenience of an attached laundry area, and a slider to the lovely water view deck. Automatic awning provides welcomed deck shade while you relax & soak in the peaceful setting. Kitchen offers a generous walk-in pantry, and the adjoining sunroom is the perfect place to unwind by the cozy propane fireplace & enjoy a puzzle, watching nature unfold outside. 2nd & 3rd floor sleeping lofts feel like you're tucked in a treehouse! Drift off to the calls of loons, and wake to astonishing views. Outside, a beautifully crafted outdoor kitchen with brick masonry built-in grill overlooks the beach & sparkling waterfront, the perfect space for summer cookouts. Incredible outdoor shower offers a private place to rinse off- a luxury that perfectly captures the lake lifestyle. Spend your days boating, swimming, kayaking, paddling, or fishing from the newly installed aluminum dock with swim ladder. Wild Goose Pond allows motorized boats while maintaining a peaceful atmosphere that has made it one of NH's hidden gems. Property in Strafford & Pittsfield, MLS#5098986+5098984). If your dream is a seasonal waterfront escape where every weekend feels like vacation, this unforgettable Wild Goose Pond cottage is for you! Sold Furnished!

149 Merrill Rd, Pittsfield

$1,890,000

3 Beds ⋅ 2 Baths ⋅ 5086512 MLS

Looking for the family compound? Here is your chance, 2 post and beam buildings, the main house and the other completed but would need to be hooked into well and septic. Set in the country, with open fields and woodlands with miles of trails meandering through untouched hardwood forest, down to historic spring fed Wild Goose Pond. Over 300 feet of owned waterfront on this quiet, peaceful, private lake, where loons gather and the fishing is incredible. Take the kayak out for a paddle to watch the sunset and you may encounter a curious loon, kingfishers, eagles, and hawks. Included with this remarkable property you will discover two stunning post and beam buildings, each with attached 2 car garage. Moving along down the paved driveway towards the back of the main house you will find a 3-room barn with one stall and storage area for hay and equipment and an additional 10 x 20-foot run-in shelter in the field behind the barn. A separate greenhouse, a waterfall garden and Koi Pond, a separate irrigation well and sprinkler system, and extensive rock wall landscaping. (see attachments re: each homes features) Centrally located in the lakes region, 30 minutes from Concord, 45 minutes from Portsmouth and just 1.5 hours from Boston. Presently a business running from 2nd post and beam, but offers so much more for the outdoor enthusiast, tell us your story.

490 Clough Rd, Pittsfield

$799,000

4 Beds ⋅ 4 Baths ⋅ 5081561 MLS

Oh the Views! Perfectly sited, this Quintessential 1780 Colonial Farmhouse is framed by lovely landscaping & timeless New England charm. This exceptional homestead includes two separate parcels: 4.5 country acres surrounding the home plus an additional 3.06 acres w/ vintage barn just across the street. Brimming with charm & character, this expansive home has been thoughtfully updated & improved throughout. The 4 season porch serves as an ideal mudroom & a welcoming place to unwind. A recently renovated kitchen features new appliances, cabinetry & quartz countertops, and open seamlessly to a sun-filled family room with informal dining and scenic backyard views. The main level also offers a classic dining room, living room, private office (or potential bedroom), fully bath, second mudroom, and a pantry/canning area leading to the carriage house & bonus room. Upstairs, you'll find a spacious primary suite, a 2nd ensuite bedroom, a 3rd bedroom & bath, and a sunlit office or 4th bedroom. Additional highlights include abundant closet space, a convenient laundry area & charming front & back staircases. Beautiful details shine throughout - moldings, wide pine floors and a blend of informal living spaces across 4,156 sq ft. The carriage house/garage offers ample space for vehicles, a workshop & future expansion. This property has been meticulously maintained w/updated systems. Step outside from the family room onto a charming stone patio overlooking "froggy pond", gardens, red maples, fruit trees & more. The vintage barn, sold "as is" offers incredible potential is sited on the separate parcel. With endless possibilities, farm equestrian property, multigenerational home, ADU, Bed & Breakfast, event venue - this peaceful and picturesque homestead is ideal for living, working and playing.

1310 & 1311 Upper City, Pittsfield

Start Your Search

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .