$689,900 $338 per sq.ft. Pittsfield NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2040  |  Acres: 2.81
Tuesday May 5, 2026
Description: 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 See MLS Property & Listing Details & 30 images.

$695,000 $383 per sq.ft. Pittsfield VT Home »

Waterfront on River West Branch Tweed River
4 Beds | 1 Baths |   Total Sq. Ft. 1816  |  Acres: 61.3
Wednesday Aug 5, 2026
Description: 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. See MLS Property & Listing Details & 19 images.

$745,000 $366 per sq.ft. Pittsfield VT Home »

Waterfront on Pond
3 Beds | 2 Baths |   Total Sq. Ft. 2034  |  Acres: 54.4
Friday Jun 26, 2026
Description: 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. See MLS Property & Listing Details & 55 images. Includes a Virtual Tour

$799,000 $210 per sq.ft. Pittsfield NH Home »

Price Change! Reduced by $301,000 down 38% on July 22nd 2026
6 Beds | 4 Baths |   Total Sq. Ft. 3800  |  Acres: 3.98
Saturday Mar 14, 2026
Description: 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. See MLS Property & Listing Details & 58 images.

$799,000 $192 per sq.ft. Pittsfield NH Home »

Waterfront on Pond _Unnamed
4 Beds | 4 Baths |   Total Sq. Ft. 4156  |  Acres: 7.62
Wednesday Apr 1, 2026
Description: 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. See MLS Property & Listing Details & 60 images.

$799,000 $327 per sq.ft. Pittsfield NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2446  |  Acres: 3.81
Thursday May 28, 2026
Description: 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. See MLS Property & Listing Details & 39 images.

$950,000 $355 per sq.ft. Pittsfield VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3807  |  Acres: 3.82
Tuesday Jun 2, 2026
Description: 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. See MLS Property & Listing Details & 58 images.

$524,600 $244 per sq.ft. Pittsford VT Home »

Price Change! Reduced by $24,400 down 5% on July 14th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2148  |  Acres: 1.3
Wednesday Jun 17, 2026
Description: Set along desirable Orchard Hill in Pittsford, this distinctive Tudor-inspired home offers timeless curb appeal, comfortable living space, and a beautiful 1.3-acre setting. The exterior blends brick, stucco-style accents, dark trim, mature landscaping, and a welcoming front entry, creating a property with warmth and character from the moment you arrive. Inside, the home features an inviting kitchen with abundant cabinetry, generous counter space, stainless appliances, a gas range, and a charming windowed sink area overlooking the backyard. The floor plan provides comfortable everyday living, with 3 bedrooms, 3 baths, and approximately 2,070 sq. ft. of space. The expansive primary bedroom boast a large sitting area that would be great space for a quite sitting area, an exercise space or an office and an enormous walk-in closet. Add to that a bath which offers dual vanities, an oversized walk-in tiled shower and a relaxing jetted shower panel. Outside, you will enjoy both a sun-drenched side porch that extends the already spacious living room as well as a rear deck with access to the back yard and fenced in area. This space is ideal for relaxing, entertaining, pets, or gardening. An attached 2-car garage adds convenience, while the Pittsford location offers a peaceful residential feel with easy access to Rutland, Brandon, area recreation, schools, and local amenities. A wonderful opportunity to own a character-filled Vermont home in a well-established neighborhood. Welcome home! See MLS Property & Listing Details & 42 images. Includes a Virtual Tour

$525,000 $260 per sq.ft. Pittsford VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2019  |  Acres: 1.5
Tuesday Oct 7, 2025
Description: Welcome to your peaceful mountain retreat in the heart of Vermont's premiere ski country. Only minutes from Killington and Pico Mountains, this spacious 2.5-story, 4 bedroom, 3 bathroom home offers the perfect blend of rustic charm and modern comforts. All surrounded by Vermont's natural beauty and stunning views of Killington Mountain. Step inside to a bright and open living space where the vaulted ceiling, exposed beams, and the large multi-floor windows frame the tranquil forest setting. The inviting great room features a grand stone hearth and wood stove, creating a cozy atmosphere after a day on the slopes. The adjoining dining area and kitchen make entertaining easy, with warm wood cabinetry, ample counter space, and a breakfast bar that's perfect for gatherings. Off of this space is a wonderful wrap-around deck that offers unobstructed mountain views. Completing this level are two guest bedrooms with each offering its own sense of privacy and relaxation, highlighted by natural light and peaceful woodland or mountain views. The primary suite is located just above this space and has a private entrance overlooking the great room below. Downstairs, a finished walkout lower level provides flexible space for a media room, home office, or guest suite complete with a recessed ceiling, built-in shelving and an additional full bathroom. So if you are into skiing, snowmobiling, hiking, swimming or anything outdoors then this home is a must see. Welcome Home! See MLS Property & Listing Details & 39 images. Includes a Virtual Tour

$589,000 $218 per sq.ft. Pittsford VT Home »

Price Change! Reduced by $50,000 down 8% on July 10th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3300  |  Acres: 10
Thursday Jun 18, 2026
Description: Stately Colonial with 10 Private Acres and Spectacular Western Mountain Views. Perched atop a beautiful knoll and privately situated on 10 acres, this exceptional four-bedroom, three-bath home offers timeless charm, warmth, and breathtaking western sunsets. A winding driveway leads to the residence, creating a wonderful sense of arrival and complete privacy. Offering approximately 2,700 square feet of living space, this home is filled with character, including rustic wide-plank pine flooring, exposed brick walls, beautiful beams, and three wood-burning fireplaces that create an inviting atmosphere throughout. The spacious kitchen and family room combination is the heart of the home, featuring wide pine floors, exposed beams, and a handsome brick fireplace. A separate dining room, ideal for entertaining, is highlighted by a large window overlooking the meadow beyond. The generously sized living room also showcases wide pine flooring and a warming fireplace, creating a wonderful gathering space. Mini-split systems add year-round comfort, providing efficient air conditioning during the warmer months. The first floor also offers a nicely sized office, mudroom, full bath, and a delightful sunroom just off the kitchen, providing the perfect place to relax and enjoy the peaceful surroundings. The second level features four oversized bedrooms, including a spacious primary suite with its own private bath, plus an additional family bath. The finished lower level features the home's third fireplace and offers flexible space for a recreation room, media room, exercise area, or hobby space. Pittsford is known for its scenic walking trails, beautiful rural landscapes, and strong sense of community. Residents enjoy the town's community swimming pond and the iconic Kamuda's Market, a local favorite for generations. Conveniently located between Rutland and Middlebury, with easy access to world-class ski areas, pristine lakes, shopping, dining, and year-round recreation. LIVE VT. See MLS Property & Listing Details & 34 images.

$539,000 $294 per sq.ft. Plainfield VT Home »

Price Change! Reduced by $10,000 down 2% on August 17th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1831  |  Acres: 9.73
Wednesday May 6, 2026
Description: Own a piece of Plainfield's history with this picturesque 1870 brick cape on almost 10 acres. Enjoy the large, open fields with lovely river frontage, walking trails, mountain views, and a forest grove for a true outdoor sanctuary. Once inside the home, you'll love the flexible floor plan with 3 bedrooms, an office/study, living room, and cozy den. The renovated kitchen opens to the spacious dining area for ease of entertaining. Updated tiled bath. Plenty of natural light, original wide pine & hardwood floors, and delightful details in every room. Automatic generator for peace of mind. With the warmer weather, bask in the serenity of the screened porch. Two-car detached garage and storage/gardening shed. Beautiful stone patio and lush perennials, fruit trees, and berry bushes. The 10 acres have lots of mowed walking paths alongside the beautiful brook, through sunny open areas, and pretty forest glens. This lovely home offers loads of charm and character balanced with tasteful updates and outstanding owner care. See MLS Property & Listing Details & 59 images.

$540,000 $363 per sq.ft. Plainfield NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1720  |  Acres: 3.2
Saturday Aug 22, 2026
Description: OPEN HOUSE - SATURDAY 8/29 from 10-12. Welcome to your private country sanctuary. Situated on 3.2 peaceful, scenic acres in a highly desirable area, this beautifully maintained 3-bedroom, 2-bathroom residence offers over 1,700 square feet of comfortable, move-in-ready living space. Inside, you will find a bright and spacious layout designed for modern comfort, featuring generous living areas filled with natural light, a Rinnai on-demand system for ample hot water, and picturesque views of the surrounding grounds from every room. The kitchen shines with sleek granite countertops, custom cabinets with slide-out drawers, and ample pantry-style storage, highlighted by an replica Elmira 1865 dual-fuel cooking stove (available as a negotiable inclusion).Outside, the property is a true hobby farmer's or equestrian's dream, anchored by an exceptional 3-stall Amish-built barn complete with water and electricity, along with an adjacent fenced-in paddock ready for horses or livestock. The meticulously landscaped parcel features a prominent stone retaining wall, vibrant established perennial garden beds that bloom year after year, and mature sugar maples ready for seasonal tapping. Despite the serene and secluded setting, you are never far from everyday necessities and year-round adventure: enjoy quick access to shopping, local public services, and a favorite nearby swimming hole, with premier skiing just 10 miles away and regional hospital services and dining destinations within an easy 20-minute drive. Whether you are looking for an active homestead, equestrian property, or a quiet retreat close to modern conveniences, this turnkey country home offers an exceptional lifestyle opportunity. See MLS Property & Listing Details & 28 images.

$599,900 $244 per sq.ft. Plainfield VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2457  |  Acres: 10.1
Tuesday Jul 14, 2026
Description: Quintessential Vermont Farmhouse on 10.1 Acres with sweeping pastoral and mountain views. Blending historic character with modern flexibility, this exceptional property offers ample space, 3 bedrooms, 2½ baths, and a floor plan designed to adapt to the way you live. At the heart of the home is a spacious open-concept Kitchen/dining area that flows effortlessly for everyday living and entertaining, including a full bathroom with sauna. Spacious living room and office open to a back patio. Apart from the main living area is a semi-finished light and bright multi-use space, perfect as an artist's studio, gathering space, or recreation room. The home's flexible layout includes two separate living suites. A second kitchen has been converted to an office. The configuration also offers the potential to convert back to two residential units if desired. Outside, the property is a dream for hobby farmers, equestrians, entrepreneurs, and anyone seeking space to create. Multiple barns provide incredible versatility. The studio barn features garage parking below with finished studio or office space above. A second barn with direct access to pasture is perfectly suited for horses, livestock, or other farm animals. Across the road, the historic main barn built with English Tyne joinery offers exceptional space for entertaining, events, workshops, agricultural ventures, or storage. Frost-free farm and barn water spigots throughout the property. Whether you're dreaming of a working farm, equestrian property, family homestead, artist's retreat, or simply a peaceful Vermont escape surrounded by spectacular scenery, this remarkable property offers the rare combination of historic charm, functional outbuildings, flexible living spaces, and boundless potential. Here, Vermont's iconic landscape becomes your everyday view, and the possibilities are limited only by your imagination. See MLS Property & Listing Details & 60 images.

$639,000 $301 per sq.ft. Plainfield NH Home »

Waterfront on Pond
4 Beds | 2 Baths |   Total Sq. Ft. 2120  |  Acres: 4.9
Sunday Aug 2, 2026
Description: Welcome to a home where life simply moves at a gentler pace, nestled quietly in the picturesque town of Plainfield, New Hampshire. Perfectly blending storybook charm with everyday convenience, this well maintained residence offers a peaceful rural sanctuary just minutes from the Upper Valley, local shopping, and premier regional hospitals. The grounds unfold like a fairytale landscape with stone walls, mature shade trees, vibrant flower beds, and two private ponds that attract local wildlife and offer calm water views. Short meandering trails weave through the property for quiet morning walks, while the spacious Trex deck provides a low-maintenance setting for outdoor entertaining and summer barbecues. Practicality meets character with a barn and additional shed providing ample room for storage, hobbies, or workshop space. Inside, warm and welcoming living spaces lead to the highlight of the home: a sunroom with unique windows and stone hearth creating a cozy haven where time truly seems to slow down. See MLS Property & Listing Details & 37 images.

$690,000 $245 per sq.ft. Plainfield VT Home »

Price Change! Reduced by $10,000 down 1% on August 21st 2026
4 Beds | 4 Baths |   Total Sq. Ft. 3776  |  Acres: 7.5
Thursday Jul 9, 2026
Description: Welcome to 1585 Country Club Road in Plainfield, where privacy, space, and incredible views come together in a beautiful Vermont country setting. Situated on approximately 7.5 acres and abutting the Barre Country Club, this property offers a unique opportunity to enjoy peaceful country living surrounded by natural beauty. The expansive acreage provides plenty of room to enjoy the outdoors, garden, entertain, explore, or simply relax and take in the surrounding landscape. Inside, the home offers a comfortable and functional layout with generous living spaces and plenty of natural light. The primary suite features its own private balcony, creating the perfect place to enjoy your morning coffee, unwind at the end of the day, and take in the peaceful surroundings. The spacious deck provides even more room for outdoor living and entertaining, all while showcasing the amazing views that make this property truly special. One of the standout features is the finished space above the garage, currently being used as a home office. This versatile area provides an ideal setting for remote work, a studio, hobby space, or other uses to suit your needs. An additional room offers valuable storage space for belongings, equipment, and recreational gear. Whether entertaining friends and family on the deck, enjoying the privacy of the primary suite balcony, exploring the acreage, or simply relaxing and appreciating the scenery, this property offers countless ways to enjoy Vermont living. The combination of acreage, privacy, versatile finished space, abundant storage, incredible views, and a picturesque country setting creates a truly special property. Conveniently located with access to nearby communities and amenities while maintaining the atmosphere of a rural retreat, 1585 Country Club Road offers an exceptional balance of accessibility and country living. Come explore the property, take in the views, and discover everything this unique Plainfield home has to offer! See MLS Property & Listing Details & 57 images.