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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

22 Mullen Dr, Pittsfield
$589,000
3 Beds ⋅ 2 Baths ⋅ 5114541 MLS
Imagine celebrating your first Christmas in this beautiful new home, creating holiday memories. Discover the quality, craftsmanship, and throughout this three-bedroom home situated along a picturesque dead-end road. From the moment you arrive and step inside, the attention to detail is evident. The thoughtfully designed open-concept kitchen, dining, and living area creates a warm, inviting atmosphere. The rear-facing primary bedroom with private bath offers a peaceful retreat, while convenient first-floor laundry adds to the home's practical design. Step outside onto the beautiful rear deck, an inviting place to enjoy your morning coffee, or to simply appreciate the natural surroundings. The finished bonus room in the walkout lower level provides additional living space, perfect for a game room, exercise area, or another comfortable place to unwind and relax. Quality features include Matthew Brothers Walcott windows, a 10-foot foundation, central A/C, 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 brand-new construction, modern systems, and quality without the time and stress of building yourself. Set in an elevated country location, the property offers the exciting potential for beautiful views of Berry Pond and the surrounding mountains with selective tree clearing. Looking for even more acreage and privacy? The adjoining 2.95-acre parcel, Lot 1 (MLS #5088211), is also available for purchase, offering the opportunity to expand your property to a combined 5.19 acres! Imagine the added privacy, outdoor recreation, and possibilities that additional land could provide. Enjoy country living while remaining convenient to local amenities, and the many attractions that make Pittsfield so special. Come envision the possibilities at 22 Mullen Drive!

22 Mullen Dr, Pittsfield

75 Concord Hill Rd, 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

17 Manchester St, 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

324 Fellows Rd, 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

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

7 True Rd, Pittsfield
$502,900
3 Beds ⋅ 2 Baths ⋅ 5107431 MLS
Nestled on 3.62 private acres, this inviting 3-bedroom, 2-bath home offers over 1,700 square feet of comfortable living space, thoughtful functionality, and features you'll appreciate in every New England season! The spacious kitchen offers plenty of counter and cabinet space, while abundant windows fill the home with natural light. A dedicated laundry room, flexible office or mudroom, and convenient first-floor bedroom and full bath provide everyday practicality and the option for one-level living. Upstairs, you'll find two generously sized bedrooms and an additional full bath. Cozy up beside the pellet stove for supplemental warmth and ambiance during chilly New Hampshire evenings! The large walkout basement offers a garage, workshop, bonus space, and plenty of room to store pellets, snowmobiles, and seasonal equipment. Two covered carports help keep vehicles protected from winter weather, while an additional shed provides even more storage. Generator wiring offers added peace of mind. Outside, enjoy the beautiful wraparound porch overlooking a wonderful mix of open lawn and wooded acreage. Set back from the road for added privacy, this property offers room to relax, explore, entertain, and enjoy the outdoors year-round.

7 True Rd, Pittsfield

15 Leavitt 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

7 Crescent St, 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

253 Lookout Rd, Pittsfield
$479,000
3 Beds ⋅ 3 Baths ⋅ 5105259 MLS
Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the essence of the quintessential Vermont mountain getaway. Designed in the tradition of a European alpine chalet, the main living level occupies the second floor, maximizing natural light and creating a warm, inviting space for après-ski gatherings or quiet evenings by the fire. Recent improvements include an upper-level bump-out with a charming reading nook and convenient powder room, beautiful maple hardwood floors, modern lighting and ceiling fans, and beautifully remodeled bathrooms. An enclosed former storage shed has been transformed into a generous mudroom and first-floor laundry, complete with a wall of built-in cabinetry for skis, bikes, boots, and outdoor gear. A spacious wraparound deck extends the living space outdoors, offering both sunny and shaded spots for morning coffee, al fresco dining, or gathering with friends. Surrounded by the Green Mountains, miles of mountain biking and snowmobile trails are practically at your doorstep, while world-class skiing at Killington and Pico is just minutes away. With easy access from Montreal, Boston, and New York City, this turnkey retreat offers an appealing combination of comfort, recreation, and value - equally suited to weekend escapes, investment income, or year-round living.

253 Lookout Rd, Pittsfield

23 Targhee Dr, Pittsfield
$485,000
4 Beds ⋅ 2 Baths ⋅ 5104770 MLS
Welcome to 23 Targhee Drive. Tucked away on 3.12 private, quiet acres this home offers the privacy you want and the convenience and access you need with three floors of efficient, usable living space. Just five minutes from downtown Pittsfield with stores, restaurants, parks, and a theatre. This house is also close to Concord which offers the amenities of a bigger city and is just 15 minutes away. Manchester is also convenient and is only 30 minutes away. This home offers 4 spacious bedrooms. There are 2 full baths, including a bedroom upstairs with its own bathroom. There is a spacious living room and dining area on the first floor which is right off the large kitchen, making entertaining convenient. The yard offers mature landscaping and a picturesque setting to enjoy all 4 seasons. There are plenty of large trees offering shade on those hot summer days. The yard is large enough to enjoy playing games outside with guests and outside entertaining and cookouts. There is a work bench in the basement to work on any projects you may have. The basement has a wood stove which will also help heat the house to keep those winter heat bills low. The heating system is forced hot water fueled by propane as well as on-demand hot water, which is also propane powered. Book your showing today.

23 Targhee Dr, Pittsfield

90 Deer Meadow Rd, Pittsfield
$525,000
3 Beds ⋅ 3 Baths ⋅ 5103414 MLS
Welcome to the home you've been waiting for! This beautifully maintained Colonial offers the perfect blend of space, comfort, and convenience, nestled on a picturesque 1.51-acre lot with a peaceful country feel. Inside, you'll find open concept living with ample space in the the gourmet kitchen/dining area, office space, and living room with fireplace. Additionally there are three spacious bedrooms, two full bathrooms, and a convenient half bath. The bright and inviting floor plan is ideal for both everyday living and entertaining. A standout feature is the enormous bonus room above the attached garage offers endless possibilities as a fourth bedroom, family room, game room, home office, or fitness space. Enjoy the privacy and tranquility of the expansive yard while remaining just a short commute to Concord, Manchester, and the Lakes Region. Whether you're looking for room to grow, space to entertain, or simply a place to relax and enjoy country living, this exceptional home has it all. Don't miss your opportunity to make this stunning Colonial your next home!

90 Deer Meadow Rd, Pittsfield

89 Townsend Brook Rd, Pittsfield
$559,000
5 Beds ⋅ 3 Baths ⋅ 5099518 MLS
Located in the heart of central Vermont, this fully furnished and equipped five-bedroom home provides convenient access to Killington Resort and nearby snowmobile trails, making it an ideal choice for skiers, mountain bikers, hikers, golfers, and outdoor enthusiasts alike. With an established rental history, it also presents an excellent opportunity as a vacation home with income potential. Inside, the home has a warm and welcoming atmosphere, with a cozy propane fireplace serving as the centerpiece for relaxing after a day outdoors. The comfortable kitchen and living area create an inviting space to gather with family and friends, while the five-bedroom layout offers plenty of room for guests, multiple families, or a dedicated home office. After a day on the slopes or the trails, unwind in the hot tub or head into the charming town of Woodstock to enjoy local restaurants, shopping, and classic Vermont character. Whether you're looking for outdoor adventure, a peaceful weekend getaway, or an investment property, this home provides easy access to many of the region's most popular attractions. With its flexible layout, proven rental appeal, and prime location in the Green Mountains, 89 Townsend Brook Road is ready for its next chapter. Call today for more details or to schedule a private showing.

89 Townsend Brook Rd, Pittsfield

50 Range Rd, Pittsfield
$1,300,000
3 Beds ⋅ 4 Baths ⋅ 5099336 MLS
Escape to your own slice of New Hampshire paradise with this beautifully maintained Cape Cod home, nestled on 7.36 scenic acres of rolling fields, mature woods, and abundant wildlife. Offering the perfect balance of privacy, functionality, and timeless charm, this exceptional property is ideal for those seeking peaceful country living without sacrificing modern conveniences. Built in 2003 and on the market for the first time, this thoughtfully designed home welcomes you with a bright foyer, warm natural woodwork, and sun-filled living spaces. The spacious living room features a cozy wood stove, creating the perfect gathering place during New England winters, while the formal dining room offers an inviting space for entertaining family and friends. The heart of the home is the well-appointed kitchen, complete with an oversized center island, breakfast nook, built-in oven, electric glass range, and ample workspace for everyday living or holiday gatherings. The warm, custom hickory cabinetry offers both beauty and functionality, featuring deep pot-and-pan drawers, convenient pull-out spice racks, and a full-height pantry with easy-access sliding shelves. The home features three generously sized bedrooms and four bathrooms, including a private primary suite with an en-suite bath and walk-in closet. An additional guest or in-law suite provides outstanding flexibility for multi-generational living, extended family, visitors or additional income. The walk-out basement offers abundant storage and future expansion potential, while the in-law apartment offers accessibility features including a vertical elevator lift, hard-surface flooring, grab bars, and an accessible washer and drye enhance convenience and comfort. Car enthusiasts, hobbyists, or business owners will appreciate the impressive heated five-car attached garage with direct access and automatic garage door openers, providing exceptional storage and workspace year round.

50 Range Rd, Pittsfield

2238 Upper Michigan, Pittsfield
$745,000
3 Beds ⋅ 2 Baths ⋅ 5097001 MLS
Tucked away at the end of Upper Michigan Road on 54.4 private acres bordering the Green Mountain National Forest, this remarkable 1825 Vermont farmhouse offers breathtaking long-range mountain views in an unforgettable setting. Rich in authentic character, the home showcases rustic knotty pine walls, exposed hand-hewn beams, wide plank floors, and a fieldstone fireplace hearth. The home's low ceilings and gently uneven floors are not imperfections — they are reminders of a time when homes were built by hand and meant to last. A thoughtfully designed addition in 1996 blends seamlessly with the original home, providing modern comfort with a spacious primary bedroom featuring 10-foot ceilings and custom built-ins, a guest bedroom, and a beautifully updated full bath. The expansive living area offers inviting spaces to gather around the woodstove, enjoy movie nights, or relax with family and friends. The vintage-inspired kitchen and dining area, with vaulted ceilings, warm pine finishes, and a picnic-style dining table, is ideal for casual entertaining. Upstairs, two additional guest bedrooms and a powder room provide comfortable accommodations. Outside, more than 30 acres of managed woodland extend along both sides of the town road, complemented by open lawns, mature perennial gardens, and endless opportunities to enjoy the spectacular southern views. A detached two-car garage with overhead storage provides ample space for vehicles and outdoor gear. Snowmobiling, ATV riding, hiking, mountain biking, and snowshoeing are all accessible directly from the property. A state wastewater permit for an additional three-bedroom home offers exceptional flexibility for future expansion or a family compound. This is a rare opportunity to own a legacy Vermont property where history, privacy, recreation, and extraordinary natural beauty come together.

2238 Upper Michigan, Pittsfield

18-22 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

91 Bombadil Path, Pittsfield
$899,900
3 Beds ⋅ 4 Baths ⋅ 5092220 MLS
Located just minutes from the Killington Access Road, 91 Bombadil Path offers the perfect blend of convenience, quality, square footage and comfort. This one owner, well maintained home offers easy access to the VAST trail. Situated on 3.84 acres this Cape presents easy to maintain gardens with mature perennial plants and a patio great for entertaining around the firepit. Park your vehicles in the attached, oversized garage which also includes overhead storage. Enter the home into a dedicated mudroom. If cooking is your thing you will love the natural light in the open concept kitchen featuring stainless steel appliances. Enjoy coffee or apres in the 3 season sun porch. Relax in the spacious living room by the gas fireplace offering calming ambience. The generously sized primary suite complete with walk in closet, a 2 sink countertop, soaking tub and seperate shower is the perfect place to retreat to at the end of an adventurous day. The laundry room consists of a full sized washer and dryer, built in wall ironing board and wash sink, making laundry a breeze. Upstairs you will find 2 large bedrooms (one with a huge walk-in closet) and a full bathroom. Both bedrooms offer plenty of space to work or study from home. Downstairs you will find a finished oasis offering a living room, bathroom, bar and an additional sleeping space. This area has its own entrance making it a perfect in-law suite or rental apartment. Downstairs you will also find a craft room, tool/ski tuning room, and plenty of storage space. Located just minutes to Killington, Pittsfield offers their students school choice, making this home even more desirable. Store your equipment, whether it is for gardening, snowmobiling or skiing in one of the 2 sheds. With plenty of parking, this home is perfect for a primary residence, a vacation home or an investment opportunity. Located on a cul-de-sac, this home offers beautiful winter mountain views. Near skiing, snowmobiling and hiking. Paradise awaits.

91 Bombadil Path, Pittsfield

7 Shaw Rd, Pittsfield
$774,000
4 Beds ⋅ 3 Baths ⋅ 5091752 MLS
PRICE JUST REDUCED! NEW CONSTRUCTION with the opportunity to make it uniquely yours! Set privately among the trees on a quiet country road, this thoughtfully designed home offers the best of new construction without the long wait. The builder estimates approximately 90 days from buyer selections to completion, with time still available to personalize flooring, cabinets, countertops, paint, and more. The open first floor features a stunning fireplace, formal dining area, and inviting living space. Upstairs, discover 3 bedrooms, a full bath, laundry, and a spacious primary suite with private bath and walk-in closet. Enjoy hardwood throughout the first level, granite countertops, central AC, a covered front porch, 12x12 back deck, and attached 2-car garage. Private setting, modern design, and personalized finishes, this is the opportunity you've been waiting for! Showings are by appointment only. Make your selections now and you could be settled into your new home by the end of the year!

7 Shaw Rd, Pittsfield

2 Depot & 27 Carroll Street, Pittsfield
$729,900
5088472 MLS
4 separate lots packaged, and approximately 20,000 SF between two large buildings with potential for 27+ units. The vacant parcel can accommodate approximately 30 parking spaces, or future development opportunities. The package includes a well-maintained 5-unit building featuring 6,769 SF of finished space, a cap rate exceeding 13.5%, and strong long-term tenants already in place. Additional upside exists through potential subdivision and conversion of the commercial and unfinished areas, creating the possibility for 15+ total units. Recent updates include renovated kitchens and baths in select units, newer flooring, a young roof, and a highly efficient Buderus boiler. Also included is a massive 8,300+ SF mixed-use building that formerly operated as a popular pizza restaurant, with substantial restaurant equipment still in place including pizza ovens, fridges, and burners. The upper floors require renovation but offer substantial square footage with the potential for 9+ additional apartments, contributing to the combined 27+ unit potential. Located in the heart of downtown Pittsfield, tenants enjoy walkable access to shops, restaurants, and everyday conveniences, while nearby Drake Field and the Suncook River provide outdoor recreation. Concord is under 30 minutes away, with Boston and Portsmouth also within reach. Buyers to perform their own due diligence regarding approvals, permitted uses, parking requirements, and development potential. PRIVATE SHOWINGS Friday 4–6PM & Saturday 1–3PM.

2 Depot & 27 Carroll Street, Pittsfield

27 Carroll 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

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

2 Depot St, Pittsfield
$479,900
5088125 MLS
Investors, look no further for a deal of a lifetime. This large 5-unit property offers 6,769 SF of finished space with a cap rate exceeding 13.5%, along with potential for additional units through subdivision of the commercial spaces or expansion of the existing layouts. A current storage area also presents the opportunity for conversion into an additional unit. The interior residential units are well maintained with solid long term tenants. In the past 3 years, the largest unit has been updated throughout, featuring a renovated kitchen with beautiful granite countertops, stainless steel appliances, and newer flooring. The bathrooms have also been remodeled with updated tubs and vanities. The smaller one-bedroom unit offers a cozy layout and has seen updates as well, including new carpeting, along with improvements to the kitchen and bathroom. The property’s large footprint offers the potential for 6+ additional residential units through conversion of the commercial spaces, along with the possibility of 5+ more units in the unfinished attic — creating the opportunity for an intriguing combined 15+ unit building. Parking would be needed as required by the town for the increased units but that can be fulfilled with the sale of the property across the street that can be purchased as a package (MLS # 5088311). Other updates include a young roof and a young highly efficient Buderus boiler. Located in the heart of downtown Pittsfield, tenants enjoy walkable access to shops, restaurants, and everyday conveniences in a true small-town setting. Nearby Drake Field offers outdoor recreation along the Suncook River with trails, fields, and courts. Commuting is also convenient, with Concord under 30 minutes away and Boston & Portsmouth less than an hour. PRIVATE SHOWINGS Friday 4-6PM and Saturday 1-3PM.

2 Depot St, Pittsfield

490 Clough 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

23 Concord Hill Rd, Pittsfield
$299,000
3 Beds ⋅ 1 Baths ⋅ 5082428 MLS
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

1310 & 1311 Upper City, 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

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