Pittsfield Land for Sale

Pittsfield Land for Sale

Welcome to Pittsfield, a charming city nestled in the heart of Berkshire County, Massachusetts. Known for its rich history, vibrant arts scene, and stunning natural beauty, Pittsfield offers a unique blend of small-town charm and modern amenities.

If you're looking to make Pittsfield your home, True has the perfect piece of land for sale to build your dream home. With spacious lots and picturesque views, this land offers the perfect opportunity to create your own slice of paradise in this idyllic setting.

Imagine waking up to the tranquil sounds of nature and enjoying your morning coffee with panoramic views of the rolling hills. Whether you're looking to build a cozy retreat or a spacious estate, this land for sale in Pittsfield is the perfect blank canvas for your vision.

Don't miss out on this incredible opportunity to own a piece of this thriving community. Contact us today to learn more about the land for sale in Pittsfield and start your journey towards building the home of your dreams in this picturesque city.

Newest Pittsfield Land for Sale

60 Trillium Hill Rd, 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
1422 Upper City, 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
100 Hawk Trl, 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
Lot 1 Mullen, Pittsfield
$69,900
5088211 MLS
Beautiful 2.95+/- wooded corner acre lot located on Mullen Drive in Pittsfield, offering rolling terrain and a peaceful country setting. This scenic parcel presents the potential to position your future home toward the upper portion of the lot, overlooking the surrounding woods and small stream below. Enjoy the charm of the area with a beautiful drive in from Catamount Road, known for its amazing views and scenery. If you’re looking to build a beautiful home on a unique lot, this could be the country lot you’ve been searching for! Pittsfield is a community rich in small-town charm and local attractions, offering nearby access to Drake Field, White’s Pond, the Suncook River, apple picking, the well-loved in-town waterfall, historic downtown monuments, and the popular annual Hot Air Balloon Rally. Conveniently located with easy access to Concord, Alton, the Lakes Region, and major commuting routes, Pittsfield blends natural beauty, recreation & convenience in one desirable location.

Lot 1 Mullen, Pittsfield
Map R29 Map R29, Pittsfield
$299,999
5080515 MLS
Discover the rare opportunity to own 30± acres of beautiful wooded land in Pittsfield, NH, offering privacy, natural beauty, and endless potential. Tucked away in a peaceful setting, this expansive parcel provides a true New Hampshire backdrop of mature trees, rolling terrain, and the possibility for scenic views with selective clearing. With town approvals, this property opens the door to a wide range of possibilities ;whether you envision a private estate, a family compound, a future subdivision, or a recreational retreat. Create winding trails, carve out building sites, or simply enjoy the land as-is for hiking, hunting, or quiet escapes into nature. Conveniently located with access to nearby Routes 28 and 107, you’ll enjoy a balance of seclusion and accessibility, just minutes to local amenities while surrounded by the serenity of the outdoors. If you’ve been searching for acreage to bring your vision to life, this property delivers space, privacy, and potential; a true canvas for your next chapter in the heart of New Hampshire.

Map R29 Map R29, Pittsfield
360 Liberty Hill Rd, Pittsfield
$60,000
5055283 MLS
Positioned at the scenic corner of Liberty Hill Road and Eagle Rock Road, this 2.02-acre offering, comprised of two separate lots, presents an exceptional opportunity to build in the heart of the beloved Green Mountains of Vermont. Whether dreaming of a cozy mountain getaway, a modern rustic retreat, or an investment with high recreational appeal, this property provides the canvas and the location. Nestled just minutes from the charming village of Pittsfield, you will enjoy both quiet seclusion and convenient access to local essentials. The land is ideally situated a short drive from the Killington Ski Area and its year-round amenities, making it a fantastic base for skiing, snowboarding, biking, and apres-ski fun. For those who crave adventure and natural beauty, the property sits near local hiking and snowmobile trails, meandering rivers and streams, and the iconic Clear River Tavern, an area favorite. This corridor also leads directly through the picturesque town of Rochester and up to the Waitsfield Valley, home to the renowned Sugarbush Resort. Build your vision in a setting where outdoor recreation, small-town charm, and Green Mountain serenity all converge. This parcel is more than just land, it is your gateway to Vermont living.

360 Liberty Hill Rd, Pittsfield
Start Your Search

board logoCopyright 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 .

How much is your home worth?

Get instant property value now!