Pittsfield Homes under $350,000

Welcome to Pittsfield, New Hampshire—a charming town nestled in the heart of Merrimack County, where the beauty of New England meets a strong sense of community. Known for its picturesque landscapes and rich history, Pittsfield offers a serene lifestyle surrounded by nature, making it an ideal destination for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Pittsfield is steeped in tradition, with a vibrant downtown area that boasts local shops, cozy cafes, and friendly faces. The town is surrounded by stunning natural beauty, including parks and trails perfect for hiking, biking, and enjoying outdoor activities year-round. With its close-knit community, residents often come together for seasonal events and festivals, fostering a welcoming atmosphere that feels like home.

For those seeking affordable housing options, Pittsfield is a hidden gem. With a variety of homes available for under $350,000, this town offers an array of choices—from charming single-family homes to cozy cottages. Whether you’re a first-time homebuyer or looking to downsize, you’ll find properties that cater to every need and budget. The real estate market here is inviting, providing opportunities for investment and personal growth in a community that values quality living.

Experience the warmth and charm of Pittsfield, where affordable homes meet a vibrant lifestyle. Discover your dream home in this beautiful town and become part of a community that feels like family!

Newest Pittsfield Homes under $350,000

$300,000

3 Beds ⋅ 2 Baths ⋅ 5106738 MLS

Under contract but will continue to show. Welcome to 28 South Main Street in Pittsfield, NH! This charming 3 bedroom, 2 bath Cape sits high on .47 acres and offers a wonderful opportunity for those looking to start out, settle down, or downsize. Filled with character and warmth, the home features hardwood floors in the living room and a woodstove to take the chill off on those cold New Hampshire nights. The first floor offers a comfortable bedroom, renovated bath, dining room, kitchen, and a convenient laundry room that doubles as a pantry. Enjoy the sunshine and fresh air from the inviting 3 season porch, with two exterior decks providing plenty of space for relaxing, entertaining, or simply enjoying the outdoors. Upstairs, you'll find two additional bedrooms and a 3/4 bath. The full walk-out basement adds valuable space and flexibility, whether you envision a workshop, home gym, hobby area, or additional storage. Outside, there's a handy shed for your gardening and outdoor tools, along with a patio area just off the deck. Recent updates include a new heating system, replacement windows on the first floor, renovated bathrooms, and a nicely paved driveway. Conveniently located close to the amenities of downtown Pittsfield while offering a comfortable setting to call home, this is one you'll want to see!

28 S Main St, Pittsfield

$249,900

5093110 MLS

**BACK ON MARKET – Due to no fault of the seller.** Union Block – Historic Commercial Opportunity! Step into history with the iconic Union Block, a landmark commercial building built in 1895 and filled with potential. Situated in a prominent Main Street location, this versatile property presents an exceptional opportunity for investors, entrepreneurs, and business owners. The former Main Street Variety storefront has been updated and is ready for its next chapter. Currently set up for another convenience store, the space also offers excellent potential for a coffee shop, bakery, café, boutique retail shop, or other commercial venture. Recent improvements include updated finishes and efficient mini-split heating and cooling systems, making the storefront ready for immediate use. With its historic character, strong street presence, and flexible layout, Union Block could accommodate a variety of commercial, retail, office, mixed-use, or redevelopment concepts, subject to town approvals. While portions of the building will require rehabilitation and updating, the property offers a unique opportunity for value-add improvements while preserving a piece of local history. Whether you're looking to continue its retail legacy, pursue a redevelopment project, or create something entirely new, Union Block provides the foundation to bring your vision to life. Bring your ideas and unlock the potential of this historic Main Street property.

18-22 Main St, Pittsfield

$250,000

5088311 MLS

DEALS! 3 parcel package for just under 250,000. The 3 parcels includes a massive 8300+ sf building and a separately deeded buildable .28 acre parcel(combined lot 5&6). The building once functioned as a popular pizza restaurant, which still has all the expensive restaurant equipment still in place including multiple fridges, pizza ovens, burners, etc. The first floor includes a residential owners unit in the back, and also a separate commercial unit, perfect for another retail/restaurant or office use. The 2nd & third floor is in need of work but offers ~5000 square feet of space, perfect for ~9+/- apartments, bringing the total potential unit count over 12.Parking is required for the potential unit conversions, where the adjacent lot offers approximately 30 parking spaces. Alternatively, the second lot is buildable and meets the required lot size and setback requirements set by the town. This property requires a lot of work, and buyers are responsible for conducting their own due diligence regarding all building requirements, permitted uses, restaurant equipment and potential expansion opportunities. This property and parcels can be purchased as a package with MLS#5088125. PRIVATE SHOWINGS friday 4-6PM & Saturday 1-3PM.

27 Carroll St, 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 .