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$300,000
3 Beds ⋅ 2 Baths ⋅ 5106738 MLS
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! Showings begin at the Open House on Saturday, August 29, and Sunday, August 30, from 10:00 AM–12:00 PM.

28 S Main St, Pittsfield
$319,900
2 Beds ⋅ 2 Baths ⋅ 5106327 MLS
BRAND NEW AND AFFORDABLE HOME! Keep your costs low and comfort level high! Two bedroom, two bath, single family residence on its own land, just finished. Super efficient Bosch heat pump with LP Gas assist and whole house AC. Fully applianced eat-in kitchen has fridge, electric range, microwave, and dishwasher. Upstairs full bath has stacked LG washer/dryer. Fully foam insulated for heat/cooling savings and noise cancellation. Situated on a small in-town lot within walking distance of all village amenities has municipal water and sewer. Parking for up to 5 cars.

4 Marshall Ct, Pittsfield
$274,900
3 Beds ⋅ 1 Baths ⋅ 5105952 MLS
Discover the perfect blend of country living and commuter convenience! This well-maintained three-bedroom, one-bath home is situated on 2.83 acres. Newer updates/features include new drilled well, flooring, and generator hookup. Offering plenty of space for gardening, farm animals, or a small working farm. While Enjoying the peaceful rural setting this property is a great commuter location approximately 20 minutes from Concord, 45 minutes from Manchester, and 60 minutes from Portsmouth. Whether you’re dreaming of a homestead, hobby farm, or simply more room to enjoy the outdoors, this versatile property offers a wonderful opportunity to make that vision a reality. Offer deadline has been set for Tuesday 8/25/2026 at 12:00pm.

35 Thompson Rd, Pittsfield
$424,900
2 Beds ⋅ 1 Baths ⋅ 5105849 MLS
Enjoy this almost brand new 1979 ranch home, completely rebuilt from the studs out, including new roof, windows, siding, electrical, and plumbing. Set on 2 private acres just 4 minutes off Route 28 and close to the Chichester line, this 2 bedroom ranch offers a flowing floorplan and a sunroom addition facing the rear of the property. The kitchen has been fully rebuilt with soft close shaker cabinetry, quartz style countertops, and stainless steel appliances including a smooth top range, overhead microwave, and dishwasher. Rich hardwood flooring runs throughout the main living areas, tying the open kitchen, living room, and sunroom into one bright, cohesive space. The sunroom brings in abundant natural light through oversized sliders and windows, framing peaceful, private wooded views and offering direct access to the rear deck, perfect for morning coffee or evening relaxation. A full basement adds valuable storage or future finished living space. The oversized attached garage is insulated and wired, ideal for a workshop, extra vehicles, or seasonal equipment storage, with direct entry into this beautifully updated home. Located at 172 Webster Mills Rd in Pittsfield, this move in ready ranch offers the rare combination of privacy, updated systems, and quality craftsmanship.

172 Webster Mills 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
$499,000
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
$150,000
3 Beds ⋅ 1 Baths ⋅ 5103783 MLS
3 bedroom 1 bath 1991 Redman Mobile home on 1 acre in a private setting. Home has a new 2023 Forced Hot air heating system. Electric hot water heater was replaced in 2021. Interior of home cannot be viewed due to tenant.

251 Webster Mills Rd, Pittsfield
$695,000
4 Beds ⋅ 1 Baths ⋅ 5103418 MLS
Location and quality of land is the attraction of this original farmhouse in Pittsfield just 13 miles from Killington Mt. 61 acres of prime land ready for development or conservation. 1825 farmhouse is in need of complete rehab or build new uphill to gain mountain views and privacy. Property is situated on both sides of Upper Michigan Rd just above the village and just below the Hawk Mt community. Opportunities galore with this parcel.

340 Upper Michigan, 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
$348,500
2 Beds ⋅ 2 Baths ⋅ 5103104 MLS
Tucked back from the road on just over three private acres, this well-maintained one-story home offers easy, single-level living in a quiet rural setting, with room to roam, tinker, and settle in. Step inside to a light-filled, open layout where the kitchen, dining area, and family room flow together, making everyday living a breeze. The adjoining living room adds a second gathering space, while a dedicated laundry room and pantry keep things functional. A screened porch off the kitchen invites you to enjoy three-season mornings and evenings overlooking the wooded lot. The primary suite features a spacious bedroom, a walk-in closet, and a private en-suite bath. A second generously sized bedroom with its own nearby full bath offers flexibility for family, guests, or a home office. Downstairs, an attached one-car garage and a large unfinished basement provide abundant storage. Outside, the property really shines: 3.01 acres of space with several outbuildings, including multiple wood-frame sheds, great for extra storage, a workshop, or hobby farm use. The home features low-maintenance vinyl siding and a durable standing-seam metal roof (updated with new skylights). Looking for an affordable home on a private lot? Look no further!

380 Dowboro Rd, Pittsfield
$420,000
3 Beds ⋅ 2 Baths ⋅ 5101870 MLS
This well-maintained ranch has been owned by the same family for over 60 years! Great location in a neighborhood close to town and major routes. The first floor features beautiful hardwood floors, large front living room, dining room, 3 season room with root cellar, 3+ bedrooms, 2 baths and an egress to the oversized one stall garage. Great flex space in the lower level with playroom, laundry room, utility room, 3/4 bath and 3 guest rooms or offices. The most AMAZING yard with vegetable and perennial gardens, fruit trees, out building and is partially fenced in. Proudly owned and meticulously cared for, this home is ready for its next chapter. Quick close is possible!

12 Norris 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
$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
$499,900
3 Beds ⋅ 1 Baths ⋅ 5098986 MLS
*MOTIVATED SELLERS* Open House: Saturday, Aug. 22: 10am-12pm! Unique, seasonal waterfront cottage on one of NH's best-kept secrets! Tucked along the shores of exclusive Wild Goose Pond (spanning Strafford & Pittsfield) this one-of-a-kind cottage is the quintessential NH lakefront retreat. Coffee on the deck leads to long summer days on the water! 208' of water frontage, this property was made for making memories! Unlike anything else on the pond, this distinctive cottage embraces camp life with open-concept living, warm pine plank walls, tavern-style lighting & slate wood stove that warms the living room, perfect for cool evenings after a day on the water. Sun-filled 1st-floor primary bedroom features pine walls & ceiling, transom windows, the added convenience of an attached laundry area, and a slider to the lovely water view deck. Automatic awning provides welcomed deck shade while you relax & soak in the peaceful setting. Kitchen offers a generous walk-in pantry, and the adjoining sunroom is the perfect place to unwind by the cozy propane fireplace & enjoy a puzzle, watching nature unfold outside. 2nd & 3rd floor sleeping lofts feel like you're tucked in a treehouse! Drift off to the calls of loons, and wake to astonishing views. Outside, a beautifully crafted outdoor kitchen with brick masonry built-in grill overlooks the beach & sparkling waterfront, the perfect space for summer cookouts. Incredible outdoor shower offers a private place to rinse off- a luxury that perfectly captures the lake lifestyle. Spend your days boating, swimming, kayaking, paddling, or fishing from the newly installed aluminum dock with swim ladder. Wild Goose Pond allows motorized boats while maintaining a peaceful atmosphere that has made it one of NH's hidden gems. Property in Strafford & Pittsfield, MLS#5098986+5098984). If your dream is a seasonal waterfront escape where every weekend feels like vacation, this unforgettable Wild Goose Pond cottage is for you! Sold Furnished!

149 Merrill Rd, 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
$449,000
6 Beds ⋅ 4 Baths ⋅ 5095878 MLS
Hidden away on a quiet dirt road in the heart of Pittsfield, this charming 6-bedroom chalet offers privacy, character, and endless potential. Surrounded by Vermont's natural beauty, you'll enjoy easy access to nearby hiking, biking, and snowmobile trails, while being just 20 minutes from Killington Resort. The home features three levels of living space, two cozy fireplaces/woodstoves, and an expansive deck accessed through two sets of sliding glass doors perfect for enjoying summer evenings in the mountains. With a classic 1965 chalet design and a fun 1970s-inspired aesthetic already in place, this property is ready for its next owner to embrace its vintage charm or bring it to the next level with light to moderate updates. Flat driveway that can fit 6 cars comfortably. Whether you're searching for a spacious country retreat, a vacation getaway, or an investment property with strong ski-rental potential, this secluded mountain home offers a rare opportunity to create something special. Enjoy the peace and privacy of a setting where neighbors are out of sight and nature takes center stage. Recent septic inspection performed and available.

153 Eagle Rock Rd, Pittsfield
$619,900
3 Beds ⋅ 1 Baths ⋅ 5094594 MLS
OPEN HOUSE! AUGUST 22 from 11am-2pm! Your Vermont retreat begins where the ski day ends.** Enjoy everything Killington and Pico have to offer while coming home to the privacy and peace of 1.3 wooded acres in the welcoming town of Pittsfield. Beautifully maintained and thoughtfully expanded, this inviting Vermont log home offers the perfect balance of year round recreation and everyday living. With easy access to hiking, mountain biking, golf, and endless outdoor adventure, it's easy to see why the home was previously enjoyed as a successful ski-season retreat. 3 bedrooms. 1 full bath. Heated oversized two-car garage. Warm wood interiors. Dramatic cathedral ceilings. Open concept living. Wood stove. Standing seam roof. EC Fiber high speed internet. Central vacuum. Generator hookup. Efficiency Vermont insulation improvements. Covered porch mornings. Gatherings on the expansive rear deck beneath the retractable awning. Wildlife at your doorstep. Mature trees. Seasonal mountain views. The full walkout basement spans both sections of the home, offering workshop space, abundant storage, laundry, rough plumbing for a future bath, and two walkout entrances. deal for storing skis, bikes, outdoor gear, hobbies, or future expansion. 15 minutes to Killington. 20 minutes to Pico. 10 minutes to Pittsfield Village. 30 minutes to Woodstock. 35 minutes to Rutland. Whether you're looking for a primary residence, a four-season retreat, or a peaceful Vermont getaway, this home is ready to be enjoyed in every season. To help buyers envision the home through their own personal style, select interior photographs are shown both as currently furnished and virtually staged.

221 Fiddlehead Ln, Pittsfield
$550,000
4 Beds ⋅ 3 Baths ⋅ 5093979 MLS
Experience the perfect blend of privacy, modern updates, and country living at this beautifully maintained 4-bedroom home set on a scenic lot with stunning mountain views. Thoughtfully updated throughout, the home features a completely renovated kitchen completed in 2023 with white cabinetry, quartz countertops, a striking 12-foot center island, stainless steel appliances, and a stylish subway tile backsplash—creating the perfect space for everyday living and entertaining. The spacious first floor offers 9-foot ceilings, a large living room with soaring 14-15 foot vaulted ceilings, a cozy propane fireplace, a dedicated office that could easily serve as a first-floor bedroom, a renovated bathroom, and convenient first-floor laundry. Luxury plank vinyl flooring flows throughout much of the home, adding both style and durability. Upstairs, you'll find all four bedrooms, including a spacious primary suite featuring lofted ceilings, a walk-in closet, and a private en-suite bath. Modern comforts include central air conditioning, forced hot air heating, a new propane furnace installed in 2025, and a generator hookup capable of powering the home when needed. Step outside and enjoy the best of New Hampshire living with a brand-new deck built in 2024, a level backyard, private drilled well, and septic system replaced in 2020. Outdoor enthusiasts will appreciate direct access to dirt bike and ATV trails right on the property, offering endless opportunities for recreation without ever leaving home. Additional features include a two-car garage, beautiful mountain views, and a tractor that is negotiable with the sale. This move-in-ready property combines updated amenities, outdoor adventure, and peaceful surroundings in one exceptional package. Open house Sunday 6/14 10-12!

165 Governors Rd, Pittsfield
$950,000
3 Beds ⋅ 4 Baths ⋅ 5092220 MLS
Located just 7 miles to 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 peaceful 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 morning coffee 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 and a full bathroom. Both bedrooms offer plenty of space to work or study from home. Downstairs you will find a finished area offering an additional living room, bathroom, bar and bonus room. This space 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. Schedule your showing today.

91 Bombadil Path, Pittsfield
$799,000
4 Beds ⋅ 3 Baths ⋅ 5091752 MLS
Have you been dreaming about Building a home but didn't want to wait so long while it was under construction? Do not miss your opportunity to make this home your own as the Builder is estimating around 90 days from Buyer Selections for completion. Right now, there is still time to choose finishes including siding, decking color, flooring, cabinets, countertops, paint etc. Located on a quiet country road and nestled into a private setting in the woods. Features & Specs also include allowances which allow for hardwood and tile throughout and Granite countertops. Open first floor layout with formal dining and fireplace in the living room. Upstairs there are 3 secondary bedrooms, full bath, laundry and a Fabulous Master Primary suite with its own private bath and Walkin closet. Home also offers a covered front porch and back deck with composite decking and vinyl rails. Central AC also included in current pricing. Attached 2 car garage with direct entry into the home and single door to access outside. Please do not go onsite unattended, you need to schedule a showing before going onto the property.

7 Shaw Rd, Pittsfield
$689,900
3 Beds ⋅ 3 Baths ⋅ 5087082 MLS
Check out this new Colonial home, presently under construction, sitting on 2.81 level acres with open fields and a wooded backyard in a quiet area of Pittsfield. This bright and cheery home features an attached 2-car garage with auto openers that leads into a half bath with laundry. The open kitchen and dining area comes fully applianced with white cabinets, under-counter lighting, granite counters, and a breakfast bar that opens to a dining nook and a back deck overlooking the field. The front of the home offers a large living room and family room with a partially open stairway featuring wood treads. The second floor includes a primary bedroom with an en-suite bath featuring double sinks and a large walk-in closet, along with two additional bedrooms and a full bath. Additionally, there is a full basement offering great potential for future expansion. Some facsimile photos used to show finished project

85 Fairview Dr, 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
$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
$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
$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

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