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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.

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

$635,000

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.

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

$519,000

Priced below assessed value! Expand your investment portfolio with this 4-unit multifamily property at 17 Manchester Street in Pittsfield, NH. A great commuter location minutes from Route 28 adds rental appeal, while a varied unit mix - one 3-bedroom, two 2-bedroom, and one 1-bedroom apartment - offers flexibility for a range of rental needs. Three units are currently rented to long-term tenants, providing an established rental base. The fourth is owner occupied, offering a potential opportunity for an additional income-producing unit or a buyer looking to live on-site while collecting rent from the other apartments. Public water and sewer simplify utility management, and separate electric meters allow for individual electric billing. Heat is paid by the landlord. With established tenancy, a versatile unit mix, and a convenient location, this property is an appealing opportunity for investors seeking to grow their rental holdings or owner-occupants interested in building equity through multifamily ownership.

5112697 MLS

Priced below assessed value! Expand your investment portfolio with this 4-unit multifamily property at 17 Manchester Street in Pittsfield, NH. A great commuter location minutes from Route 28 adds rental appeal, while a varied unit mix - one 3-bedroom, two 2-bedroom, and one 1-bedroom apartment - offers flexibility for a range of rental needs. Three units are currently rented to long-term tenants, providing an established rental base. The fourth is owner occupied, offering a potential opportunity for an additional income-producing unit or a buyer looking to live on-site while collecting rent from the other apartments. Public water and sewer simplify utility management, and separate electric meters allow for individual electric billing. Heat is paid by the landlord. With established tenancy, a versatile unit mix, and a convenient location, this property is an appealing opportunity for investors seeking to grow their rental holdings or owner-occupants interested in building equity through multifamily ownership.

17 Manchester St, Pittsfield

$485,000

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.

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

$420,000

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!

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

$399,000

PRICE ADJUSTMENT, 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.

2 Beds ⋅ 1 Baths ⋅ 5105849 MLS

PRICE ADJUSTMENT, 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

$340,000

Price Drop $50,000 Motivated seller wishes for a fast close. Character, privacy, and room to grow, all on 3 acres. This split-entry home offers 1,370 square feet of finished living space above grade, with comfortable single-level living and a full lower level waiting for your vision. It's a blank canvas ready to become whatever you need most: a family room, home office, gym, workshop, or additional living space. Buy the home that fits you now, and let it grow as your plans do. Outside is where the property truly sets itself apart. A custom-built gazebo sits beside the home, its stained-glass windows casting color across a space made for morning coffee, evening gatherings, or a quiet hour with a book. Beyond it, you'll find a collection of additional buildings and structures created by the previous owner as places to relax and enjoy the outdoors. Together they give these grounds a personality you won't find on a typical lot, and leave the next owner plenty of room to reimagine them. With roughly 300 feet of road frontage and three full acres to spread out on, there's space for gardens, pets, projects, or simply quiet. And you're still minutes from downtown Pittsfield with convenient access to Concord, Manchester, and the Lakes Region. An approachable entry point, real land, and a lower level full of possibility; 360 Dowboro Road is a rare chance to own something with genuine character and make it your own. Schedule your showing and come see what this one could become.

2 Beds ⋅ 1 Baths ⋅ 5108433 MLS

Price Drop $50,000 Motivated seller wishes for a fast close. Character, privacy, and room to grow, all on 3 acres. This split-entry home offers 1,370 square feet of finished living space above grade, with comfortable single-level living and a full lower level waiting for your vision. It's a blank canvas ready to become whatever you need most: a family room, home office, gym, workshop, or additional living space. Buy the home that fits you now, and let it grow as your plans do. Outside is where the property truly sets itself apart. A custom-built gazebo sits beside the home, its stained-glass windows casting color across a space made for morning coffee, evening gatherings, or a quiet hour with a book. Beyond it, you'll find a collection of additional buildings and structures created by the previous owner as places to relax and enjoy the outdoors. Together they give these grounds a personality you won't find on a typical lot, and leave the next owner plenty of room to reimagine them. With roughly 300 feet of road frontage and three full acres to spread out on, there's space for gardens, pets, projects, or simply quiet. And you're still minutes from downtown Pittsfield with convenient access to Concord, Manchester, and the Lakes Region. An approachable entry point, real land, and a lower level full of possibility; 360 Dowboro Road is a rare chance to own something with genuine character and make it your own. Schedule your showing and come see what this one could become.

360 Dowboro Rd, Pittsfield

$299,999

Discover the rare opportunity to own 30± acres of beautiful wooded land in Pittsfield, NH, offering privacy, natural beauty, and endless potential. Tucked away in a peaceful setting, this expansive parcel provides a true New Hampshire backdrop of mature trees, rolling terrain, and the possibility for scenic views with selective clearing. With town approvals, this property opens the door to a wide range of possibilities ;whether you envision a private estate, a family compound, a future subdivision, or a recreational retreat. Create winding trails, carve out building sites, or simply enjoy the land as-is for hiking, hunting, or quiet escapes into nature. Conveniently located with access to nearby Routes 28 and 107, you’ll enjoy a balance of seclusion and accessibility, just minutes to local amenities while surrounded by the serenity of the outdoors. If you’ve been searching for acreage to bring your vision to life, this property delivers space, privacy, and potential; a true canvas for your next chapter in the heart of New Hampshire.

5080515 MLS

Discover the rare opportunity to own 30± acres of beautiful wooded land in Pittsfield, NH, offering privacy, natural beauty, and endless potential. Tucked away in a peaceful setting, this expansive parcel provides a true New Hampshire backdrop of mature trees, rolling terrain, and the possibility for scenic views with selective clearing. With town approvals, this property opens the door to a wide range of possibilities ;whether you envision a private estate, a family compound, a future subdivision, or a recreational retreat. Create winding trails, carve out building sites, or simply enjoy the land as-is for hiking, hunting, or quiet escapes into nature. Conveniently located with access to nearby Routes 28 and 107, you’ll enjoy a balance of seclusion and accessibility, just minutes to local amenities while surrounded by the serenity of the outdoors. If you’ve been searching for acreage to bring your vision to life, this property delivers space, privacy, and potential; a true canvas for your next chapter in the heart of New Hampshire.

Map R29 Map R29, Pittsfield

$280,000

Seventy wooded acres on Dowboro Road in Pittsfield sit in one piece, with real elevation change running through them. This is unmanicured central New Hampshire hill country, mature timber and ground that climbs and drops, with enough of it that the terrain does the work of keeping it private. There is room here for the things that need acreage. Hang a couple of stands and still have corners you have not walked by the end of deer season. Run a sled or a four-wheeler on your own ground. Put a cabin back off the road where nobody drives past it. Or leave it as it is. No homeowners association either way. Pittsfield sits in the middle of the state. Concord is about 25 minutes, Lake Winnipesaukee about 30, and the Seacoast is under an hour, with Routes 28, 107, and 202 close by. Tracts this size, in one piece, are getting scarce in central New Hampshire. Walk it before you decide anything.

5078865 MLS

Seventy wooded acres on Dowboro Road in Pittsfield sit in one piece, with real elevation change running through them. This is unmanicured central New Hampshire hill country, mature timber and ground that climbs and drops, with enough of it that the terrain does the work of keeping it private. There is room here for the things that need acreage. Hang a couple of stands and still have corners you have not walked by the end of deer season. Run a sled or a four-wheeler on your own ground. Put a cabin back off the road where nobody drives past it. Or leave it as it is. No homeowners association either way. Pittsfield sits in the middle of the state. Concord is about 25 minutes, Lake Winnipesaukee about 30, and the Seacoast is under an hour, with Routes 28, 107, and 202 close by. Tracts this size, in one piece, are getting scarce in central New Hampshire. Walk it before you decide anything.

Dowboro Rd, Pittsfield

$159,900

Escape to your own piece of New Hampshire! Nestled on 35.17± private acres, this wooded lot offers the privacy you've been searching for while keeping you close to everyday conveniences and commuter routes. It's has great potential for a very private setting to build your dream home, explore the outdoors, and enjoy the peace and beauty of nature. If you've been dreaming of a place to truly relax, this property deserves a closer look. Located on a shared cost between land owners to the privately maintained road.

5099813 MLS

Escape to your own piece of New Hampshire! Nestled on 35.17± private acres, this wooded lot offers the privacy you've been searching for while keeping you close to everyday conveniences and commuter routes. It's has great potential for a very private setting to build your dream home, explore the outdoors, and enjoy the peace and beauty of nature. If you've been dreaming of a place to truly relax, this property deserves a closer look. Located on a shared cost between land owners to the privately maintained road.

Lot 11 True, Pittsfield

$69,900

Beautiful 2.95+/- wooded corner acre lot located on Mullen Drive in Pittsfield, offering rolling terrain and a peaceful country setting. This scenic parcel presents the potential to position your future home toward the upper portion of the lot, overlooking the surrounding woods and small stream below. Enjoy the charm of the area with a beautiful drive in from Catamount Road, known for its amazing views and scenery. If you’re looking to build a beautiful home on a unique lot, this could be the country lot you’ve been searching for! Pittsfield is a community rich in small-town charm and local attractions, offering nearby access to Drake Field, White’s Pond, the Suncook River, apple picking, the well-loved in-town waterfall, historic downtown monuments, and the popular annual Hot Air Balloon Rally. Conveniently located with easy access to Concord, Alton, the Lakes Region, and major commuting routes, Pittsfield blends natural beauty, recreation & convenience in one desirable location.

5088211 MLS

Beautiful 2.95+/- wooded corner acre lot located on Mullen Drive in Pittsfield, offering rolling terrain and a peaceful country setting. This scenic parcel presents the potential to position your future home toward the upper portion of the lot, overlooking the surrounding woods and small stream below. Enjoy the charm of the area with a beautiful drive in from Catamount Road, known for its amazing views and scenery. If you’re looking to build a beautiful home on a unique lot, this could be the country lot you’ve been searching for! Pittsfield is a community rich in small-town charm and local attractions, offering nearby access to Drake Field, White’s Pond, the Suncook River, apple picking, the well-loved in-town waterfall, historic downtown monuments, and the popular annual Hot Air Balloon Rally. Conveniently located with easy access to Concord, Alton, the Lakes Region, and major commuting routes, Pittsfield blends natural beauty, recreation & convenience in one desirable location.

Lot 1 Mullen, Pittsfield