Pittsfield Real Estate

Welcome to Pittsfield, New Hampshire – a charming town nestled in the heart of Merrimack County, where New England's natural beauty and small-town charm come together seamlessly. Rich in history and community spirit, Pittsfield offers an inviting atmosphere that captivates both residents and visitors alike.

With its picturesque landscapes, Pittsfield is surrounded by rolling hills and lush forests, making it an ideal destination for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply taking in the serene views, the town's natural surroundings provide endless opportunities for exploration and relaxation. The nearby Bear Brook State Park, one of New Hampshire's largest state parks, is a treasure trove of trails and recreational activities, perfect for family outings and weekend adventures.

Pittsfield boasts a vibrant community with a strong sense of belonging. The town hosts various events throughout the year, including seasonal festivals, farmers' markets, and local art exhibitions, fostering connections among residents and celebrating the region's rich cultural tapestry. The friendly atmosphere is palpable, making it easy to forge lasting friendships and enjoy a true sense of community.

In terms of amenities, Pittsfield offers a selection of local shops, cafes, and restaurants, ensuring that you have everything you need right at your fingertips. Families will appreciate the excellent educational opportunities available in the area, with schools dedicated to providing quality education and fostering personal growth.

Whether you’re looking to settle down or simply explore, Pittsfield, NH, is a hidden gem waiting to be discovered. Embrace the warmth of this delightful town and experience the charm of New England living at its finest!

Newest Listings in Pittsfield

$110,000

5115734 MLS

Discover the perfect setting for your Vermont getaway at 60 Trillium Hill Road in the picturesque town of Pittsfield. This 1.74-acre wooded parcel offers an excellent opportunity to build your dream home, vacation retreat, or year-round residence in the heart of the Green Mountains. Featuring a gently sloping landscape, a peaceful natural setting, and scenic mountain surroundings, the property provides an inviting canvas to bring your vision to life. With an approved three-bedroom wastewater permit already in place, an important step in the building process has been taken care of, allowing you to move forward with greater confidence. High-speed fiber-optic internet is available at the street, offering the convenience of modern connectivity while enjoying the tranquility of Vermont's countryside. Ideally situated near Killington and Pico Mountain, this location places you within easy reach of some of Vermont's most popular year-round recreational destinations. Golf enthusiasts will appreciate being just 12 minutes from Green Mountain National Golf Course, widely recognized as one of Vermont's top-rated public golf courses. Spend your winters skiing and snowboarding, enjoy a round of golf surrounded by breathtaking mountain scenery, or explore the area's extensive hiking and mountain biking trails during the warmer months. The surrounding region also offers charming local restaurants, shops, and opportunities to experience the quintessential Vermont lifestyle. Whether you envision a cozy mountain cabin, a contemporary retreat, or a comfortable year-round home, this property offers the space, setting, and flexibility to create something truly your own. Enjoy the privacy of a wooded lot without sacrificing access to the outdoor recreation and amenities of the Killington region. A wonderful opportunity to establish your own piece of Vermont in a location where adventure, relaxation, and natural beauty come together.

60 Trillium Hill Rd, Pittsfield

$185,000

3 Beds ⋅ 1 Baths ⋅ 5114779 MLS

One of the older homes in town ready for it's new life. Bring your tool belt and ideas. Home is sold as is. Will not go FHA

20 Depot St, Pittsfield

$589,000

3 Beds ⋅ 2 Baths ⋅ 5114541 MLS

Discover the quality, craftsmanship, and peaceful setting of this newly constructed three-bedroom home located on 2.24 acres along a picturesque dead-end road in Pittsfield. From the moment you travel up the driveway and step inside, the attention to every detail is evident. The thoughtfully designed open-concept kitchen, dining, and living area creates a warm, inviting space with an easy flow for everyday living and entertaining. Set in an elevated country location, this property offers an exciting opportunity to further enhance its natural surroundings. With some selective tree clearing, you may be able to open up beautiful views of Berry Pond and the surrounding mountains, creating a spectacular backdrop to enjoy throughout the seasons. Quality features include central air conditioning, Matthew Brothers Walcott windows, LP SmartSide exterior siding with a 50-year warranty, a hybrid water heater, a drilled well producing 15 gallons per minute with a constant-pressure pump, a high-efficiency LP gas forced-air furnace, and a heated garage, to name just a few. Enjoy the benefits of a brand-new home with modern systems, quality materials, and the peace of mind of new construction, without the time and stress of building yourself. Enjoy country living while remaining close to the many attractions that make Pittsfield special. Take a scenic drive along Catamount Road, explore nearby Drake Field, White’s Pond, and the Suncook River, or enjoy seasonal favorites like local apple picking, the charming downtown waterfall, and the popular annual Hot Air Balloon Rally. If you’ve been searching for a well-built new home with acreage, a peaceful setting, and the potential for beautiful pond and mountain views, 22 Mullen Drive is an opportunity worth exploring. Come see the craftsmanship, appreciate the setting, and imagine the possibilities!

22 Mullen Dr, Pittsfield

$579,000

5 Beds ⋅ 3 Baths ⋅ 5114515 MLS

Tucked away at the end of a gravel road, this private 5-bedroom, 3-bath home sits on 1.8 acres with a small river running below the house. In the warmer months you can hear the water from the deck and yard. A finished basement with extra room for guests, a game room, or a gear and media space is a fantastic addition on the lower level. There is a fireplace for cool Vermont evenings, a deck for taking in the private setting. The drive is easy to Killington and Pico for winter skiing, and Sugarbush is within reach too. In summer and fall you’re close to hiking, golf, and mountain biking. A great fit for a primary home, second home, or four-season getaway. Come check out this home for yourself today!

115 Park Pl, Pittsfield

$267,000

2 Beds ⋅ 1 Baths ⋅ 5114032 MLS

A single family home on almost one and a half acres under $275,000...say what?! This 2 bedroom manufactured home is situated on a fantastic piece of land that with a little bit of landscaping, will be absolutely beautiful. The paved driveway offers a ton of parking, the sprawling yard boasts an expansive place to play, entertain, garden or just grill and chill after a long day of work. The open concept living room and kitchen flow nicely into each other and there is an abundance of counterspace to host your kitchen gadgets. Travel down the hallway where you will find the first of 2 bedrooms, a large full bathroom, laundry area and the primary bedroom. Located only 20 minutes to Concord, 35 minutes to Manchester, 30 minutes to the Lakes Region and 55 minutes to Portsmouth, it doesn't get much more of a central location than this for work and fun. Welcome Home! *Offer deadline set for Saturday (10/17) at noon*

75 Concord Hill Rd, Pittsfield

$519,000

5112697 MLS

Priced below assessed value! Expand your investment portfolio with this 4-unit multifamily property at 17 Manchester Street in Pittsfield, NH. A great commuter location minutes from Route 28 adds rental appeal, while a varied unit mix - one 3-bedroom, two 2-bedroom, and one 1-bedroom apartment - offers flexibility for a range of rental needs. Three units are currently rented to long-term tenants, providing an established rental base. The fourth is owner occupied, offering a potential opportunity for an additional income-producing unit or a buyer looking to live on-site while collecting rent from the other apartments. Public water and sewer simplify utility management, and separate electric meters allow for individual electric billing. Heat is paid by the landlord. With established tenancy, a versatile unit mix, and a convenient location, this property is an appealing opportunity for investors seeking to grow their rental holdings or owner-occupants interested in building equity through multifamily ownership.

17 Manchester St, Pittsfield

$149,900

5110385 MLS

Beautiful, level, open field land building lot. Presently sitting with two sheds on lot for personal property while building, this level lot is situated on scenic country road. Walking distance to apple orchard and or Over the Moon restaurant, this is a great residential location for new home. Open fields and stonewalls make for great building site.

1422 Upper City, Pittsfield

$2,450,000

4 Beds ⋅ 4 Baths ⋅ 5110057 MLS

Set within 210 acres of unspoiled forestland spanning Killington and Pittsfield, Vermont, The Tweed River Estate is a truly one-of-a-kind property, a private sanctuary where nature and craftsmanship meet. Designed by a renowned architect, the bespoke home is a masterwork in its own right, with exposed beams, high-end custom woodwork, and windows throughout that fill every room with light. Every detail, from the stonework to the finest materials, reflects the artistry of master stonemasons and skilled craftsmen. The house is perched above the Jimmy Dean Brook and the Tweed River, where the sound of running water settles peacefully over the property. Enveloped by forest on all sides, the stone, concrete, and timber structure sits on its mountain top setting so naturally that it feels less built than grown from the land itself, as if it had always been there. Large windows, stone patios and a second-floor porch frame views down the valley to the northeast and out across the surrounding woodland. On mornings when fog fills the valley below, the houses, elevated location gives the sensation of floating above the world on a cloud, a true private retreat. The property spans 210 acres across two contiguous parcels, the majority of which is untouched private forest in Pittsfield, with development potential on the 89-acre Killington parcel. Combining privacy, character, and genuine architectural originality, the estate remains just minutes from an impressive range of amenities, ski resorts, shops, and dining, making this a rare chance to own a home and landscape unlike any other in Vermont.

324 Fellows Rd, Pittsfield

$70,000

5108212 MLS

Rare opportunity to build in the desirable Hawk Mountain community on an unusually accessible, gently sloping parcel. Located between Hawk Mountain Road and Hawk Trail, this lot is one of only a handful in the community that avoids the steep, challenging terrain typical of mountain properties. The favorable topography can simplify site work, driveway construction and the eventual building process - an important advantage for anyone planning a Vermont getaway. Even better, a State-issued WW permit is already in place for a three-bedroom residence, providing a valuable head start toward development. Architectural review and protective covenants help preserve the distinctive character and quality of life that make this small mountain community so appealing. Outdoor recreation is right at your doorstep, with the Green Mountain National Forest just one mile away for hiking, mountain biking, snowshoeing and access to the VAST snowmobile trail network. Killington and Pico ski resorts are also just a short drive away, offering some of Vermont's best skiing and riding. With its combination of gentle terrain, permitted three-bedroom wastewater system and exceptional location, this is a rare chance to build your own Vermont mountain retreat on one of the community's most accessible building sites. Bring your plans and make it your own!

100 Hawk Trl, Pittsfield

$524,900

3 Beds ⋅ 2 Baths ⋅ 5107431 MLS

Welcome to 7 True Road in Pittsfield! This inviting 3-bedroom, 2-bath home offers 1,700+ square feet of living space and a comfortable, versatile layout designed for everyday living. The kitchen has plenty of counter and storage space for cooking and entertaining. There is a dedicated laundry room, as well as a flexible office or mudroom space. The home is filled with windows, allowing natural light and the beautiful setting to shine throughout. The main floor features a spacious bedroom and full bathroom, offering convenient one-level living and the flexibility to make this your forever home. Upstairs, two additional generously sized bedrooms provide plenty of space, plus an additional full bath. There is also ample closet and storage space throughout the home, including the large walk-out basement with a garage, workshop, and bonus room space. Outside, you can enjoy the 3.62 acres from the beautiful wraparound porch. There is also a shed and two carports to store all your outdoor toys and equipment. The home is set toward the back of the property, offering wonderful privacy, with a nice mix of wooded areas and open space.

7 True Rd, Pittsfield

$449,000

5107423 MLS

Great investment opportunity in the heart of Pittsfield! This historic multi-family property, originally built in 1850, offers character, flexibility, and excellent potential for an investor or owner-occupant. Each unit features its own kitchen and living area, along with two bedrooms and a full and a 1/2 bath, plus air conditioning, providing comfortable and functional layouts for tenants or extended family. Recent updates include mini-split systems, offering added peace of mind and energy-efficient heating and cooling. With its historic character, versatile floor plan, and two-bedroom units, this property presents an excellent opportunity to build equity and generate rental income. Zoned Commercial/Light Industrial, you could also use the property for another use with high visibility. Whether you’re expanding your investment portfolio or looking for a property with income potential, this Pittsfield multi-family is worth a look!

15 Leavitt Rd, Pittsfield

$1,125,000

5106833 MLS

Excellent opportunity to add a 9-unit residential property to your investment portfolio! Tucked away on a quiet side street just minutes from downtown Pittsfield, this property offers a desirable combination of location, unit mix and off-street parking. The building consists of 5 studio apartments, 3 one-bedroom units and 1 two-bedroom unit, providing a diversified rental mix with broad tenant appeal. A major benefit for investors is that tenants pay their own heat, helping to reduce owner-paid operating expenses. Additional highlights include town water and sewer, newer heating systems and a newer roof, offering added value and peace of mind for the next owner. The property also offers plenty of off-street parking, a valuable amenity, as well as a large private backyard for tenants to enjoy. Conveniently located near downtown amenities and shopping while still enjoying the quieter setting of a side street. Whether you're looking to expand an existing portfolio or add a substantial multifamily asset, this property offers an attractive opportunity with 9 income-producing units under one roof. ***Also available as part of a larger off-market investment portfolio. Additional properties and portfolio information available upon request.***

7 Crescent 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 .

Pittsfield Real Estate

Newest Listings in Pittsfield

How much is your home worth?

How much is your home worth?