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$315,000
3 Beds 1 Baths 5082428 MLS
Back on market with no fault to the sellers! Welcome to this charming and affordable 3-bedroom, 1-bath single-family home in the heart of Pittsfield! Priced attractively at $315,000, this home offers a wonderful opportunity to own a property full of character while still leaving room to make it your own. Inside, you’ll find a warm and inviting layout with plenty of space to spread out, along with thoughtful updates completed over the years that add comfort and functionality. The home’s classic charm shines through, offering a cozy and welcoming atmosphere. Step outside to enjoy the fenced-in backyard—perfect for outdoor gatherings, pets, or simply relaxing in your own private space. Location is key, and this home delivers. Conveniently situated 15 minutes to downtown Concord, and within walking distance to downtown Pittsfield, you’ll have easy access to local shops, the grocery store, and several restaurants, making everyday living both simple and enjoyable. Whether you’re looking for your first home, downsizing, or seeking a property with great value and potential, this Pittsfield gem is one you won’t want to miss!

23 Concord Hill 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

$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

$799,000
6 Beds 4 Baths 5079354 MLS
Price Adjustment! Endless possibilities await at 79 High Street in Pittsfield, NH, a truly unique legacy property offering exceptional flexibility and opportunity. Ideally situated in the Light Industrial/Commercial District, this remarkable property is currently configured as a three-unit building, accommodating owner-occupied living, a rental apartment, and a professional real estate office. The zoning also permits single-family residential use, making it an ideal investment for a variety of buyers. (Please refer to the attached zoning table for the complete list of permitted uses.) The impressive historic barn is a standout feature and was previously home to a successful antique business, offering incredible potential for storage, workshops, retail, studio space, or countless other ventures. The home underwent an extensive renovation in 2002–2003 and has been meticulously maintained with numerous additional improvements over the past two decades. A detailed list of updates is available in the attached documents. The expansive lot is absolutely beautiful and offers the potential for subdivision, creating even more future value. Whether you’re searching for a multi-generational property, an income-producing investment, a live/work opportunity with outstanding visibility, or a one-of-a-kind single-family home with room to grow, 79 High Street delivers unmatched versatility and endless potential.

79 High St, Pittsfield

$290,000
5078865 MLS
Seventy wooded acres of central New Hampshire hill country in Pittsfield, rolling and rugged, with no HOA and no neighbors crowding the lot lines. This is raw, unmanicured ground: mature woods, real elevation change, and enough room to hunt, ride, build a cabin off the beaten path, or simply hold a piece of land nobody else touches. The topography here is what gives the parcel its privacy and its long-term hold on value. Seventy contiguous acres at this price point doesn't surface often in this market, and undeveloped tracts this size are getting harder to find anywhere in central NH. Location works in the property's favor. Concord is roughly 25 minutes out, Lake Winnipesaukee about 30, and the Seacoast under an hour, with Routes 28, 107, and 202 all providing direct access. Close enough to reach quickly, far enough to stay quiet. Bring your plans, recreational, residential, or simply as a long-term hold. Land like this rewards patience, and rewards a walk-through more than a listing sheet ever will.

Dowboro Rd, Pittsfield

$799,000
5077345 MLS
Price Adjustment! Exceptional opportunity to own this highly visible 4-acre property at the intersection of Route 28 and River Road in Pittsfield. Level, high and dry, this open parcel offers outstanding exposure and endless potential with Light Industrial/Commercial zoning and grandfathered three-unit mixed-use status. Currently configured as a spacious 4+ bedroom home with two attached rental units, one apartment and one professional office, it offers flexibility for owner-occupancy, rental income, or business use. The impressive barn features over 3,000 square feet on two full floors, plus a loft and full basement, providing incredible space for storage, retail, workshop, or light industrial uses. Meticulously maintained and updated over the past 25 years, the property is ready for its next owner. The land was previously subdivided into three lots, and the current owners have also explored a two-lot subdivision, with both survey plans available. Whether you’re looking to operate a business, generate rental income, develop the property, or create the ultimate live/work setting, this unique offering presents endless possibilities. Properties with this combination of location, zoning, and versatility rarely come to market.

79 High St, Pittsfield

$379,900
4 Beds 2 Baths 5056703 MLS
Step back in time with this stately 2 ½ story Colonial home offering over 3,250 SF of living space, set on a generous .87-acre in-town lot. Brimming with historic charm, this 4-bedroom, 1.5-bath residence showcases classic architectural details, including gunstock corners, wide pine flooring, built-in cabinet, mantles, that whisper stories of a bygone era. The traditional layout features spacious rooms with high ceilings, abundant natural light, and timeless craftsmanship throughout. A large kitchen and adjoining formal dining room are perfect canvases for restoration, while the living room and large family room with stone fireplace, provide the ideal setting for gathering and entertaining. Outside, the property boasts an attached barn, offering ample storage, workshop potential, or future creative use. The level lot provides space for gardens, play areas, or outdoor entertaining, all within walking distance to Pittsfield’s shops, schools, and parks, and minutes to major highways for easy commuting. While the home requires updates to bring it to its full potential, the solid bones and original character make this a rare opportunity for preservation-minded buyers, renovators, or anyone seeking to restore a piece of New England history. Home is in an Estate and is Sold as is as Seen. Seller makes no warranties/guarantees. Conventional, Cash or Rehab Loan needed. Google directions are incorrect (they will take you to South Main St.). Please use directions I have listed. Agents see non public remarks.

110 Main St, 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

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