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681 S Hill Rd, Pittsfield
$2,150,000
3 Beds ⋅ 5 Baths ⋅ 5056599 MLS
Welcome to your private sanctuary in the heart of Vermont—this exceptional three bedroom, five bath property blends high-end craftsmanship with unmatched access to outdoor adventure. Offered fully furnished and meticulously equipped, this log-home masterpiece is defined by its stunning views of neighboring mountains and the valley below. Situated on 31 secluded acres encompassing three individually permitted lots, this home delivers comfort and sophistication in equal measure. Inside, every detail reflects quality and care—from custom stonework to elegant finishes, including Hubbardton Forge lighting, geothermal heat and radiant floors. Step outside to find a spacious hot tub with sweeping mountain views, a stone-crafted fire pit and immediate access to Vermont’s renowned VAST snowmobile trails and ATV routes. World class skiing and mountain biking are just minutes away at Killington Resort and Pico Mountain, and notable additional highlights include: Oversized 2-car garage with generous overhead storage, Central Air Conditioning, Backup generator & EC Fiber high-speed internet. While the other two included lots are currently undeveloped, each holds a state-approved wastewater permit for a 3-bedroom home, offering future potential for expansion or investment opportunities. Whether you're seeking a luxurious full-time residence, a seasonal escape, or a basecamp for outdoor recreation, this property is a rare find that checks every box.

681 S Hill Rd, Pittsfield

955 Catamount Rd, Pittsfield
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 5082062 MLS
Experience your own private sanctuary with this extraordinary 90-acre estate, where refined living meets the beauty of nature. A scenic approach sets the stage, leading to a stunning home framed by expansive windows, a three-bay garage, and an impressive carport. Step inside to a grand foyer featuring a sweeping staircase and an abundance of natural light that highlights the home’s exceptional craftsmanship. The main level offers a luxurious first-floor primary suite, a sophisticated living room with a fireplace and striking exposed beams, and a thoughtfully designed kitchen ideal for gathering and entertaining. An elegant dining room completes the space, creating a seamless flow for both everyday living and special occasions. The second level provides a private retreat with an additional primary suite, a spacious living area, and two generously sized bedrooms. Above the garage, a large bonus room offers incredible flexibility, perfect for a home gym, guest or in-law suite, or customized to suit your lifestyle. Outdoors, the possibilities are endless. This expansive property transforms into your own four-season playground, ideal for snowmobiling, cross-country skiing, ATV adventures, or simply enjoying the peaceful, picturesque surroundings.

955 Catamount Rd, Pittsfield

268 Mountain Rd, Pittsfield
$1,100,000
5 Beds ⋅ 3 Baths ⋅ 5068924 MLS
Welcome to Sunset Hill Farm on the former Knowltons Corner of Pittsfield, NH. Step into a piece of New England history and sprawling countryside charm with this exceptional 19th-century colonial estate and accompanying barn situated on 12.9 magnificent acres, with stunning view of Mount Kearsarge. The main house was built early 1800s, with several additions over the years. This stately residence offers over 5,000 square feet of living space, including 5 bedrooms and 2 full baths in main house, with guest quarters featuring 1 bedroom, a 3rd full bath, living area, and kitchen. The interior of the home showcases character and grandeur of its era, featuring wide plank flooring, multiple fireplaces, and classic symmetry that speak to its historic roots. The additions boast a high ceiling eat in kitchen; a spacious den/rec room, with magnificent floor to ceiling stone fireplace; a sunroom/studio; 3-sided wrap around porch, one screened; workshop; 2 car garage; and the guest quarters. Expansive lofted barn has abundant space for horses/animals, working areas, room for hobbyists, and has been extended with additional workspace and room for equipment or vehicles. The property is completed with a former tennis court, sugar house, and pond stocked, with hornpout. Situated on Mountain Road this property balances rural serenity with accessibility to local amenities and regional connections. Floor plans available. Additional surveyed acreage can be sold with this property. Please Inquire.

268 Mountain Rd, Pittsfield

515 Dowboro Rd, Pittsfield
$900,000
4 Beds ⋅ 4 Baths ⋅ 5085396 MLS
Pittsfield, NH known as the “Gem of the Suncook Valley” offers a quintessential New England setting with rolling hills, open fields and rich agricultural heritage dating back to its settlement in 1768. Graciously set on a stunning 80-acre parcel, this stately 1781 center-chimney Colonial showcases a rare blend of historic character & enduring craftsmanship. Lovingly cared for by the family for more than 65 years, the property reflects a legacy of country living, raising livestock, exploring wooded trails and enjoying the simple pleasures of rural life. It now awaits its next steward to preserve and cherish it for generations to come. South-facing formal living & dining rooms are filled with natural light & rich in period detail, featuring hand-painted “Moses Eaton” stenciling by the Wiggins Brothers & Historic Greeff wallpaper. Each room is anchored by its own fireplace & complemented by built-ins & abundant windows. At the heart of the home, the spacious kitchen& family room offer an inviting open-concept layout overlooking rear patio. Custom cabinetry, fully appliance kitchen, the stone kitchen hearth creates a warn & welcoming atmosphere. Half bath & laundry area conveniently located nearby. Generous ceiling heights extend throughout all three levels of the home. Side entry into the “summer kitchen” features original stone sink & pump, woodstove, direct access to patio & basement. Additional flexible living space provides options for a home office or in-law arrangement, complete with three-quarter bath and storage. Distinctive rough-cut barn board walls repurposed from neighboring barn. The second floor offers four generously sized bedrooms, two baths, two additional fireplaces & generous closet space. Walk-up third floor offers storage & expansion potential. Basement features double arched supports, poured concrete floors. This property is an authentic piece of New Hampshire history, set on expansive land with endless possibilities. Showings start May 4th.

515 Dowboro Rd, Pittsfield

592 Tilton Hill Rd, Pittsfield
$849,900
4 Beds ⋅ 4 Baths ⋅ 5095957 MLS
Welcome to this beautiful home where privacy, space, and versatility come together on over 13 beautiful acres with two Lots of Record. Surrounded by open fields and peaceful country views, this property offers the perfect blend of modern updates and rural charm. Over the past two years, extensive improvements have transformed the home, including a stunning new kitchen, drilled well, siding, windows, doors, and an expansive Trex deck. The heart of the main home is the beautifully designed kitchen featuring leathered granite countertops, an abundance of stylish cabinetry, a center island, dining area with additional built-ins, and warm birch flooring. The oversized living room provides plenty of space for gathering, highlighted by a brick hearth for a woodstove, beech flooring, and two new sliding doors that open to the side and rear decks, ideal for entertaining or simply enjoying the serenity and privacy of the surrounding landscape. Relax on the classic covered front porch overlooking the beautifully landscaped yard. Upstairs, you'll find three bedrooms with hardwood floors, including a spacious primary suite with a walk-in closet and private full bath, along with a second full bathroom. The walk-out lower level offers additional flexibility with a finished room (currently unheated) and ample space for a home gym, workshop, or storage. Need room for extended family or guests? The attached accessory dwelling unit (ADU) provides exceptional multi-generational living opportunities, complete with a full eat-in kitchen, living room, ¾ bath, and a second-floor bedroom with a walk-in closet. A detached three-car garage, paved driveway, and whole-house generator complete this exceptional property. If you've been searching for acreage, privacy, and flexible living space with numerous recent updates, 592 Tilton Hill Road is ready to welcome you home. Showings by appt. Listing Agent is related to Sellers.

592 Tilton Hill Rd, Pittsfield

25 Cameron Dr, Pittsfield
$780,000
6 Beds ⋅ 4 Baths ⋅ 5090728 MLS
PRICE IMPROVEMENT! Now offered at $750,000, this exceptional 2020 custom-built Contemporary Colonial presents a rare opportunity to own over 5,600 square feet of luxury living at approximately $170,000 below assessed value. Combining modern design, exceptional craftsmanship, and resort-style amenities, this 6-bedroom, 4-bath home is privately situated on a 1.6 acre lot with town water and sewer. From the moment you arrive, the inviting farmer’s porch, oversized garage, and impressive curb appeal set the stage for what awaits inside. The thoughtfully designed open-concept floor plan is ideal for both everyday living and entertaining. At the heart of the home is a stunning gourmet kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and an oversized center island with spacious living area. The rear deck is already plumbed for propane, creating the perfect setting for indoor-outdoor entertain in luxurious first-floor primary suite serves as a private retreat, complete with a spa-inspired bath featuring an oversized dual-head tiled walk-in shower, soaking tub, and generous walk-in closets. Convenience abounds with both first and second-floor laundry rooms. Above the oversized garage, a recreation room offers endless possibilities as a media room, game room, home office, or multi-generational living space. The room is already plumbed for a future wet bar. Step outside to your own backyard oasis featuring an above-ground pool with deck, covered hot tub area, firepit, and ample space to enjoy every New England season. OPEN HOUSE: Saturday, June 6th from 11:00 AM - 1:00 PM. Luxury, space, privacy, and value combined.

25 Cameron Dr, Pittsfield

450 Clough Rd, Pittsfield
$775,000
4 Beds ⋅ 3 Baths ⋅ 5083264 MLS
OPEN HOUSE CANCELLED!!! A rare and artful restoration of an 1800s home, thoughtfully reimagined to offer a seamless blend of historic character and modern luxury. Warm, exposed beams serve as a quiet tribute to the home’s origins, while the interior has been completely transformed with curated finishes and intentional design throughout. At the heart of the home, a sun-filled, open-concept living space invites connection and ease. The kitchen is both striking and functional, featuring luminous quartz countertops, a 36” gas range, stainless steel appliances, and an expansive center island that anchors the space. It flows effortlessly into a generous dining area designed for gathering, entertaining, and everyday moments alike. Luxury vinyl plank flooring extends throughout, offering a cohesive and refined aesthetic. The first floor is designed for comfort and flexibility, allowing for true single-level living. The primary suite is a private sanctuary, complete with a spa-inspired bath featuring a tiled glass shower, separate water closet, and a dedicated office space. Direct access to the laundry room enhances the home’s thoughtful, efficient layout. Upstairs, three additional bedrooms and a full bath provide versatile space to suit a variety of living arrangements. Set on nearly 40 acres of wooded landscape, this property offers a sense of retreat and connection to nature that is increasingly rare. The approach along a quiet dirt road feels tucked away from the everyday, while the land itself offers endless possibilities for outdoor enjoyment, recreation, or future vision. With every detail carefully considered and every system updated, this home delivers a unique opportunity to experience modern living within a timeless setting—where space, privacy, and design come together in harmony.

450 Clough Rd, Pittsfield

165 Silver Spring Hill Rd, Pittsfield
$696,500
5 Beds ⋅ 3 Baths ⋅ 5090709 MLS
Escape to the heart of Central Vermont in this beautifully renovated A-frame retreat, tucked away in the woods and surrounded by the peaceful sounds of the brook below. Blending modern comfort with classic mountain charm, this spacious five-bedroom, three-bath home is designed for gathering, relaxing, and making memories year-round. Step inside to a stunning open-concept living space featuring a modern kitchen, expansive dining and living areas, and soaring ceilings that create a warm and inviting atmosphere. Large windows bring the outdoors in, filling the home with natural light and showcasing the surrounding forest views. The primary suite is a true sanctuary, overlooking the living room below and offering a luxurious soaking tub, three-quarter bath, and a cozy workspace. Perfect for remote work or quiet mornings with coffee and nature views. Outside, enjoy everything Vermont living has to offer with a large open deck, hot tub under the stars, fire pit gatherings, and the calming backdrop of nature all around. The game room adds even more space for entertainment and fun after a day of exploring the outdoors. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this one-of-a-kind woodland escape offers the perfect balance of adventure, comfort, and tranquility. Schedule your showing today.

165 Silver Spring Hill Rd, Pittsfield

28 Sanderson Dr, Pittsfield
$677,500
5 Beds ⋅ 5 Baths ⋅ 5061950 MLS
Moonshadow Farm-set on a knoll w/nearly 20 acres, sweeping mountain & pond views. This 1865 antique colonial blends timeless New England charm w/modern updates. Offering 5 BR and 5 BA, flexible floorplan includes 1st-floor bedroom & bath options, high ceilings, wide pine floors, exposed beams, gunstock corners, built-ins, & 2- classic claw-foot tubs. A lg sunroom overlooking pastures opens to a newer deck w/hot tub. The updated kitchen features marble & granite counters, stainless appliances (two new). Practical amenities include two laundry rooms, an automatic generator, & a separate FHA/propane system w/central air for SOME of the home w/steam heat for remainder. Recent improvements include Hardie board siding, new gutters, new patio & a renovated full bath. ATTN: equestrians or homesteaders, property shines: a large antique barn with 4 box stalls, water, electricity, and a huge hayloft; 3 grazing paddocks plus a rehab paddock; electric, vinyl, and wood fencing; 3 frost-free hydrants and electricity; large sand riding ring & run-in shed. A wood shop w/electricity for the tinkerer & two-car attached garage. Classic NE setting w/stonewalls, perennial gardens, fruit trees (apple, peach, pear), a Christmas tree grove, & walking trails complete the setting. Located on a town-maintained dead-end road yet just minutes to town, 30 mins to Concord & 45 to the Seacoast or Manchester Airport. All you need to do is bring the horses home! Subject to seller finding suitable housing.

28 Sanderson Dr, Pittsfield

161 Graysville Dr, Pittsfield
$675,000
3 Beds ⋅ 3 Baths ⋅ 5080463 MLS
The perfect VT mountain home, being sold fully furnished to allow you to step right into your next adventure! This updated timberframe perfectly blends modern amenities w/ rustic charm. Situated on 18 private acres, you'll experience the magic of living in the Green Mtn's all the while being just minutes from world class skiing & outdoor activities thanks to close proximity to the renowned Killington & Pico Resorts. Entering the home from the covered front porch, you'll immediately fall in love w/ the exposed hand-hewn post & beams, repurposed from the original barn dating back to the 1800's. The perfect blend of rustic charm & modern finishes is readily apparent throughout, highlighted by the kitchen featuring SS appliances, a luxury Bertazzoni gas range, quartz countertops & upgraded cabinets. From the kitchen/breakfast bar, you'll venture into the spacious living room w/ tremendous natural light & ample space for unwinding after a long day outdoors. Wrapping up the 1st floor is an updated half bath, a main level bedroom & direct access to a spacious deck, the ideal location to take it all in during the warmer months. Upstairs you'll find more modern updates throughout the 2 bedrooms & 1 full bath. Last but not least, the lower level features an abundance of uses w/ two separate walkouts, another full bath, dedicated laundry room, gear room & flex space that's perfect for an office or playroom. Add in the fire pit, shed & ample parking, and there is no stone left unturned! Schedule your tour today & capitalize on this mtn dream. Owner is a licensed Realtor in the state of Vermont.

161 Graysville Dr, Pittsfield

804 Catamount Rd, Pittsfield
$665,000
3 Beds ⋅ 2 Baths ⋅ 5075244 MLS
Tucked away at the end of a quiet road on 30 acres, 804 Catamount Road feels like your own private retreat in the woods. As you arrive, the world seems to fall away, replaced by birdsong, rustling trees, and breathtaking views of Easton Pond stretching out below you. From nearly every angle, this home celebrates its setting. Whether you’re sipping coffee in the morning or watching the sun set in the evening, the pond provides a constantly changing natural backdrop that feels peaceful and completely secluded. With no close neighbors in sight, this is true privacy the kind that’s hard to find and impossible to forget. Designed for comfortable one-level living, the home offers an easy, flowing layout where daily life happens without stairs. The living spaces are warm and welcoming, inviting you to slow down and enjoy the surroundings, while large windows frame the landscape like a living artwork. This is a property for someone who values quiet mornings, dark starry skies, and the feeling of being truly away from it all, yet still within reach of town conveniences. Whether you’re looking for a full-time residence or a peaceful getaway, 804 Catamount Road offers a rare combination of total privacy, pond views, and effortless single-level living. A hidden gem overlooking Easton Pond, come experience the calm for yourself. 2 adjoining lots each 30 acres are also for sale

804 Catamount Rd, Pittsfield

97 Fairview Dr, Pittsfield
$662,400
3 Beds ⋅ 3 Baths ⋅ 5077981 MLS
Check out this new listing for a move-in ready Colonial home sitting on 9.37 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 with two large full-light windows, offering great potential for future expansion. Open house on Sunday, April 26, 10 am - 12 pm

97 Fairview Dr, Pittsfield

207 Webster Mills Rd, Pittsfield
$660,000
3 Beds ⋅ 3 Baths ⋅ 5090635 MLS
Open house Saturday 6/27, from 10-12! Meticulously maintained and full of charm, this 3-bedroom home is set on a private 3.9-acre lot. Enter into the spacious kitchen featuring a gas stove, coffee bar, and eat-in dining area overlooking the deck and peaceful backyard. The flexible layout includes a dining room, living room, 3/4 bath, and a private office or optional bedroom on the main level. Upstairs you’ll find a primary suite with an attached bathroom and walk-in closet, along with two additional bedrooms and a full bath. Enjoy the newly renovated deck overlooking the beautifully landscaped yard-complete with perennial gardens, blueberry bushes, apple trees, raised fenced garden beds, a fire pit area, and plenty of open yard space to relax or entertain. Energy efficiency shines with OWNED ground-mounted solar panels that produce enough electricity to run the entire home while maintaining only a minimal connection fee to the power grid. Primary heating is forced hot water with supplemental high-efficiency Jotul wood stove and mini-splits to help cool the house in the summer...and the house is wired for a generator to ensure peace of mind year-round. Additional highlights include a newer roof and a detached oversized 3-car garage with abundant storage space on both the first and second floor. A rare opportunity to enjoy country living with modern efficiency and meticulous care throughout.

207 Webster Mills Rd, Pittsfield

51 Swett Rd, Pittsfield
$640,000
3 Beds ⋅ 3 Baths ⋅ 5050173 MLS
This property is perfect for those looking to homestead, raise their own animals and garden to their heart's content! There are blueberries, raspberries, apples, pears, peaches and nut trees as well as grapes! Raised garden beds, asparagus, a small Christmas tree orchard, old bee hives and even some maple trees to tap! The detached barn has a couple of stalls, a garage and a greenhouse area, plus room to store wood and some equipment. Anyone looking for a farm property would have a fantastic start here! 8 acres of open land that also include features for entertaining, like an in-ground pool, and why not turn the old tennis court into a pickle ball court? The solar panels will pay for most of your electricity. The home has 2 fireplaces, one on each level, and the basement is finished. This property is looking for a new owner to continue loving and updating it. It is a solid home and the land and location are beautiful, on a dead-end paved road. It's all about the lifestyle here, don't miss the chance to experience it!

51 Swett Rd, Pittsfield

138 Bailey Dr, Pittsfield
$630,000
3 Beds ⋅ 3 Baths ⋅ 5056360 MLS
Generous Price Reduction! Motivated Seller!! At home is where you will feel once you turn onto Bailey Drive, one of Pittsfield’s newest subdivisions!! This beautiful young home has so much to offer from the minute you enter the driveway. Level mature landscaped lot with a paved driveway taking you to the 2-car attached garage. Step inside to the modern white kitchen complete with granite countertops. Cozy elegance in the dining room with custom built ins and an electric fireplace to warm up or set the mood. The spacious living room to relax and the open concept first level to never miss a moment. Upstairs brings you to the primary suite and 2 additional generous sized bedrooms. Entertain in the gorgeous backyard or sit and enjoy your coffee and enjoy the nature that surrounds you. This home is the best of all worlds for everyone. Truly something for all to enjoy!

138 Bailey Dr, Pittsfield

98 Eaton Rd, Pittsfield
$580,000
3 Beds ⋅ 3 Baths ⋅ 5099761 MLS
Let the winding country roads and rolling hills lead you home to this stately Colonial, privately set on nearly 3 acres where mountain views unfold through the trees. Built in 2019 and impeccably maintained by its original owner, this stunning home has it all! An expansive layout features an upscale kitchen with white cabinetry, granite countertops, a center island, stainless steel appliances, and extra workspace-- ideal for both everyday living and entertaining. Rich hardwood floors flow throughout the main level, which also includes a separate dining room, living room, half bath, and convenient first-floor laundry. Upstairs, the generous primary suite includes a walk-in closet and a beautifully appointed en-suite bath with an oversized double-sink vanity. Two additional bedrooms and a full bath complete the second floor. The walk-out lower level has been thoughtfully designed and finished to include a family/media room equipped with a custom-built wet bar, playroom, and a private office, built to suit a variety of needs. The newly fenced-in yard offers a private outdoor retreat featuring a cozy fire pit and ample green space for gatherings, gardening, or play! An attached two-car garage includes extra storage space making everyday living easy. Experience the best of both worlds--country living and the convenience of nearby major routes, shopping, dining, and local attractions. This home truly has it all! **Showings begin at the Open House on Saturday 7/18 from 12-1:30**

98 Eaton Rd, Pittsfield

165 Governors Rd, Pittsfield
$580,000
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

93 Fairview Dr, Pittsfield
$580,000
3 Beds ⋅ 2 Baths ⋅ 5083323 MLS
Brand new move in ready 3 bedroom 2 bath Ranch home on 3.6 acres.Huge back yard with woods in the the rear of lot. Open concept layout in kitchen, dining and living area. FHA lp gas heat with central air conditioning. White cabinetry with black finish hardware and granite countertops. Primary bedroom has a bathroom with 2 sinks. Vinyl plank flooring with carpeted bedrooms. Washer and dryer hookups in first floor hallway. 6ft. slider door in dining area going out to a 12ft.x12ft. deck overlooking a large backyard. 2 stall garage with only 2 steps going into house. Huge basement for future expansion. Town maintained paved road. Close to Rt. 107 (Catamount Rd.) and Rt. 28... Open house Sunday 4-26-2026 10am to 12pm.

93 Fairview Dr, Pittsfield

22 Smith St, Pittsfield
$575,000
5089071 MLS
Waterfront investment opportunities like this don’t come around often! Rare 5-unit property situated directly on the beautiful Suncook River offering stunning water views, direct water access for boating, swimming, kayaking and more, plus front row seats to seasonal fireworks and the Suncook Valley Hot Air Balloon Rally right from your own backyard. Located just steps from Drake Field, this property offers the perfect blend of recreation, convenience and strong rental appeal. The building features five spacious 2-bedroom units with attractive layouts and great natural light. Tenants pay their own heat, helping reduce owner expenses. Major updates include newer heating systems and hot water heaters. Ample off-street parking is available with parking lots on each side of the building. Desirable location close to downtown, shopping, restaurants and major routes, while tucked away in a quiet neighborhood setting. Excellent opportunity for investors seeking strong rental income in a highly desirable waterfront location. Rent roll, expenses and other off market portfolio properties available upon request.

22 Smith St, Pittsfield

430 Hawk Mountain Rd, Pittsfield
$575,000
3 Beds ⋅ 4 Baths ⋅ 5068006 MLS
This Robert Carl Williams designed home showcases the architect’s signature aesthetic - vaulted ceilings, warm natural wood trim, wide pine floors, and a dramatic floor-to-ceiling fieldstone fireplace anchoring the inviting living room. The expansive primary suite above the two-car garage is a true retreat, featuring Jeld-Wen thermal pane windows, cathedral ceilings, a newly renovated bathroom, walk-in closet, and a cozy loft ideal for reading, office work, or yoga. The main house includes a brand-new kitchen with granite countertops and stainless-steel appliances, a welcoming dining area, mudroom entry, and a spacious updated laundry room with new appliances. Two additional bedrooms include a cozy guest suite with its own bathroom and covered deck. Recent updates - new roof, solar panels, spray foam insulation, stunning chimney stonework, and refreshed walkout-level flooring - ensure comfort and efficiency. The landscaped grounds feature terraced perennial gardens, a hardscaped patio, spacious work shed, fenced side yard and a magnificent hillside rhododendron. Enjoy outdoor living on the full-length upper deck or dine alfresco on the private back porch. Perfect as a vacation getaway or full-time residence, this distinctive Hawk home is just minutes from Killington and Pico Resorts, and a short drive to Woodstock, Rutland, and the Upper Valley. Come experience the timeless design and natural beauty of this exceptional Vermont property - schedule your private showing today.

430 Hawk Mountain Rd, Pittsfield

73 Bailey Dr, Pittsfield
$567,500
3 Beds ⋅ 3 Baths ⋅ 5087731 MLS
Opportunity knocks! Seller is eager to work with qualified buyers. This terrific home is in one of those neighborhoods that makes you instantly feel at home! This 3 bedroom 2.5 bathroom colonial is in a small development just 4 years young, offering all the benefits of newer construction without the typical “new house” growing pains. The main floor is bright and flows nicely with lots of well planned space, and look at that kitchen! Spacious living room features a gas fireplace. Upstairs, you'll find three generously sized bedrooms, including a private primary suite with its own full bathroom and not one, but two walk-in closets. The home has been lightly lived in, lovingly cared for by just the two current owners. Central air, main floor laundry for comfortable easy living. Whole house generator, 14x16 shed. Nature lovers will appreciate the developer’s foresight in preserving 18 acres of shared wooded trails, creating the perfect setting for morning walks, outdoor adventures, or simply unwinding in a peaceful natural setting. Located in a beautiful area of Pittsfield, and still very close to both Routes 28 & 107 for easy commute. Central location makes for very easy commute to Concord, Rochester, Laconia, Alton all within 30 minutes. This is a wonderful small publicly maintained cul-de-sac neighborhood. Open house planned for Saturday May 30th 11:00 to 1:00. No offers currently being considered, relocation plans are in place and seller is ready to move. Priced to bring buyer enthusiasm!

73 Bailey Dr, Pittsfield

9 Pippen Ln, Pittsfield
$550,000
5 Beds ⋅ 2 Baths ⋅ 5074073 MLS
Welcome home to your WATERFRONT property at 9 Pippen Lane-an absolutely stunning home that makes you slow down, and say, “THIS is the one.” This 5 bedroom, 2 full bathroom Gambrel style charmer located in a cozy neighborhood on a small cul-de-sac, offers classic New England character with the space and flexibility today’s buyers crave. Inside, you’ll find an open, flowing layout that’s perfect for everything from friend and family gatherings, to laid back pond view mornings with coffee in hand. Just steps from your front door, enjoy direct private access to Whites Pond; kayaking at sunrise, skating in winter, or simply soaking in the serene vibes all year round. It’s not just a backyard; it’s a lifestyle perk. Downstairs, the unfinished basement offers incredible potential-think home gym, media room, workshop, or extra living space tailored exactly to your needs. With five bedrooms, there’s room for guests, a home office, hobbies, and then some. Garden enthusiasts take note-this property offers meticulous landscaping and raised garden beds in warmer months. 25 minutes from Concord, you can enjoy the privacy and calm of a country setting, while having the convenience of a major city and commuter access just a short drive away. Equal parts cozy and spacious, peaceful and full of possibility, this waterfront gem invites you to imagine what life could look like when home feels like a retreat. Welcome to... “Pond Life.” Private showings begin immediately. Agents, please see non public remarks.

9 Pippen Ln, Pittsfield

26 Fiddlehead Ln, Pittsfield
$550,000
3 Beds ⋅ 2 Baths ⋅ 5049452 MLS
Completely renovated, furnished, and equipped 3+ bedroom home offers immediate relaxation. Nestled on 1.8 acres in a highly desirable neighborhood. The large porch-way with storage leads you to a foyer with a laundry area, closet, bench seating, and shelving for travel totes. The primary bedroom boasts vaulted ceilings and large windows which bring in natural light. Upstairs, you'll find an open concept living area with a cozy woodstove, ideal for après-ski gatherings. The modern kitchen has ample workspace. The breakfast bar and dining area accommodate large family meals. The deck is perfect for barbequing and entertaining under the stars. The lower level has two additional bedrooms, a bonus room, full bath and exterior door that leads to a relaxing barrel sauna. Tool room provides storage for mountain bikes, paddle boards, or ski tuning equipment. Three high-efficiency heat pumps control the climate remotely. The level circular driveway gives easy access for multiple cars. Steps lead to a spacious backyard, ideal for playing lawn games or having gatherings around the fire pit. Septic evaluation confirmed the potential to add a garage with a studio above, enhancing the property’s flexibility and value. Located minutes from Killington Resort, a short drive to Sugarbush, close to Green Mountain National Forest, restaurants, mountain biking & VAST trails, live music, and quick access to I-89 and the Upper Valley, this home is a perfect four-season escape or full-time residence.

26 Fiddlehead Ln, Pittsfield

17 Bridge St, Pittsfield
$549,000
5082020 MLS
Well-maintained 4-unit multifamily property in a central Pittsfield location, directly abutting Drake Field and within walking distance to downtown amenities. The property consists of four residential units: a 3-bedroom, two 2-bedrooms, and a 1-bedroom. Several units feature private porches, and two units include in-unit washer/dryer. Interior features include a mix of original millwork and functional updates. Each unit is separately metered for electricity and hot water, helping to control operating expenses. Tenants pay for electricity, while the landlord covers oil heat, public water, and sewer. Two driveways provide 5-6 off-street parking spaces, adding convenience for tenants. Current monthly rents range from $1,725–$1,800 for the 2-bedroom units and ~$1,650 for the 1-bedroom units, generating ~$81,000 in annual gross income and ~$50,500 in net operating income. A large attached barn offers additional value-add potential. Buyers may explore the feasibility of converting this space into an additional unit or adding paid storage space, subject to town approvals. Conveniently located, the property is just minutes from Route 28 and has easy access to Concord (~20–25 minutes), Manchester (~40 minutes), and the Seacoast (~45 minutes). Whether you're looking to expand your portfolio or acquire a stable asset with upside potential, 17 Bridge Street presents a straightforward investment opportunity with both in-place cash flow and future value-add potential.

17 Bridge St, Pittsfield

94 Prescott Rd, Pittsfield
$530,000
3 Beds ⋅ 2 Baths ⋅ 5093729 MLS
Come visit this private property where nature, sunlight, and community come together. Set among mature trees and established gardens, this home offers abundant natural light, numerous windows, and a setting designed to be enjoyed throughout the seasons. The home’s east and north-facing entrances welcome the morning light, while the covered front porch provides a comfortable space to enjoy sunsets, outdoor dining, reading, or simply relaxing. Enjoy the ease of one-level living in this thoughtfully designed home. The open-concept kitchen, dining room, and living areas create a welcoming space for both everyday living and entertaining. Beautiful granite countertops and a charming wood stove serve as the centerpiece of the main living area, adding warmth and character throughout the season. The spacious primary suite is situated on one side of the house, while two additional bedrooms and a second full bath are located on the opposite side, offering a functional layout with privacy for family and guests alike. Convenient first floor laundry adds to the home's practicality, and the full basement offers excellent storage space. A two-car attached garage provides easy access directly into the home, making daily life even more convenient. This house has been well maintained with a new roof, new water system and whole house generator. The grounds feature a spring-fed reflecting pond originally built for koi, complete with water lilies and native plantings. A three-season brook runs through the property, while mature sugar maples offer the opportunity for maple syrup production. This property offers convenient access to a full-service grocery store, restaurants, library, community center, senior center, tennis and basketball courts, youth sports fields, and local shops. This New England property is a unique opportunity to enjoy both privacy and accessibility.

94 Prescott Rd, Pittsfield

9 Park St, Pittsfield
$530,000
5080251 MLS
Calling all investors! Don’t miss this fully rented 4-unit property in downtown Pittsfield, offering immediate income with all units under lease. Recent improvements include a new roof and one unit that was just completely remodeled with new flooring and fresh paint prior to re-leasing. This property features separate utilities for all tenants, helping to keep operating costs down, along with ample paved parking for convenience. A number of long-term tenants add stability, making this a solid addition to any portfolio. There is also potential for expansion with a walk-up attic, offering future upside. An excellent opportunity to own a multi-family property at an affordable price point in today’s market. Showings begin Saturday 3/28 at the open house from 11-12:30!

9 Park St, Pittsfield

496 Loudon Rd, Pittsfield
$515,000
3 Beds ⋅ 3 Baths ⋅ 5085157 MLS
Offers are due by 10pm tonight, Monday 4/27. Discover the perfect balance of rural tranquility and modern convenience with this meticulously maintained 3-bedroom, 3-bathroom Colonial. Nestled on a private 3-acre lot, this home offers a serene escape just a short commute from the amenities of Concord, New Hampshire’s vibrant capital. The main level is designed for both comfort and functionality, featuring an inviting flow and plenty of natural light. Updated with newer appliances and flooring, the large eat-in kitchen is the heart of the home. A glass sliding door opens to the private backyard, offering beautiful views (lots of wildlife) for informal dining. Relax in the spacious living area, complete with a cozy gas fireplace for chilly New Hampshire evenings. The first floor includes a separate formal dining room and a dedicated laundry area. The second level provides a private retreat for the whole family. The primary suite is A bright and cheery space featuring a walk-in closet and a private en-suite bath. Two large secondary bedrooms with sizable closets offer plenty of room for family or guests. A versatile bonus room serves as the perfect home office, nursery, or hobby space. A Reeds Ferry shed complete with electricity offers a dedicated space for power tools, gardening equipment, or a quiet workshop. Keep your vehicles protected from the elements with the attached two-car garage. Also a permanent generator provides an extra layer of protection and convenience along with a new, state of the art water filtration system. The 3-acre property provides ample privacy and space for outdoor recreation, gardening, or simply enjoying the quiet of the countryside. Ideally located for outdoor enthusiasts, this home offers easy access to nearby ski areas and the Lakes Region, while remaining close to shopping, dining, and entertainment. Experience the charm of country living with all the comforts of a modern home.

496 Loudon Rd, Pittsfield

33 W Meadow Rd, Pittsfield
$512,000
3 Beds ⋅ 2 Baths ⋅ 5077434 MLS
Wonderful Ranch with Great Curb Appeal! Single floor living with open floor plan, 2 car garage, great yard and just shy of 3 acres! Enter through the large garage and kick off your shoes and you are home! Down the hall you find a full bath, two great sized bedrooms then on to the sunny and bright open kitchen/dining with granite and SS and living room all of which opens out to the deck overlooking the huge back yard. On to the primary bedroom suite with walk in closet and 3/4 bath with tile and glass shower door. Check out the walk out day light basement with laundry area and large unfinished areas used as a rec room and exercise space. Also there is an office/den currently used as a 4th bedroom! Walk out under the deck into the large back yard ready for play, fun, gardens, animals and more. Great commute to Concord, the Seacoast, Manchester and more! Showings begin on Friday February 27th and Open House is on Saturday 2/28 12-2! OFFER DEADLINE noon Wednesday 3/4/26.

33 W Meadow Rd, Pittsfield

22 Concord Hill Rd, Pittsfield
$510,000
5074802 MLS
This fully occupied 5-unit multifamily featuring a balanced unit mix of two 1-bedroom units, two 2-bedroom units, and one 3-bedroom unit. Property offers stable occupancy, manageable scale, and consistent rental demand. Utilities include landlord-paid water/sewer and trash, with realistic maintenance and snow removal typical for New England ownership. Property sets on a nice half acre lot with views of the Suncook River and with in close proximately to town, shopping and easy highway access. Financials are based on current, stabilized operations, including updated property taxes. Ideal opportunity for investors seeking a dependable income-producing asset with clear documentation. Rent roll and financial information available upon request.

22 Concord Hill Rd, Pittsfield

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