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321 Loudon Rd, Pittsfield
$480,000
3 Beds ⋅ 2 Baths ⋅ 5088625 MLS
Build Your Homestead in Rural Pittsfield! Tucked away on over 3 acres in rural Pittsfield, this well maintained 3-bedroom, 2-bath home offers a quintessential blend of privacy, comfort, and usable land. Set back from the road and surrounded by a mix of lawn, wooded areas, and canopied pasture, the property creates a peaceful, secluded setting while still remaining accessible to nearby routes and amenities. Inside, the home features a warm, inviting atmosphere highlighted by natural wood finishes and exposed beam trusses that add character and charm throughout the living space. Recent mechanical upgrades and replacements provide confidence and ease, allowing the next owner to settle in without the need for immediate projects or repairs. Outdoors, the partially fenced land supports a variety of uses from gardening and landscaping, to accommodating animals. The carport and the shed, which was converted to a workshop, offer flexible space for hobbies, storage, and creative pursuits. Rare birds have even been spotted in and around the property. Whether you're seeking a quiet retreat, a place to spread out and enjoy the outdoors, or a home with a more intentional, country feel, this property delivers a move-in ready opportunity with room to make it your own over time. Pre-Inspected Home, Septic, and Water Test. Please do not drive up the driveway or visit the property without a confirmed showing appointment.

321 Loudon Rd, Pittsfield

9 Shackford Ct, Pittsfield
$470,000
2 Beds ⋅ 2 Baths ⋅ 5069051 MLS
Welcome to this charming home—one of only two on Shackford Court—perfectly situated at the end of a quiet street. With 1.57 acres of land, this property offers room to live, play, entertain, and unwind. Enjoy peaceful mornings on the porch with your coffee or put your green thumb to use in the yard—there’s space for it all. Inside, you’ll find a thoughtful layout and abundant storage, from generous closets to a large pantry cabinet with pull-out shelves. Outside, the detached two-car garage offers even more convenience, complete with additional storage space above. This home is heated and cooled with efficient geothermal technology—an economical and environmentally friendly system—plus a propane backup for added comfort and peace of mind. Conveniently located approximately one hour from Manchester, the Seacoast, and the mountains, this is your chance to enjoy privacy and space while still being close to everything New Hampshire has to offer. Come see this property for yourself—homes like this don’t stay available for long!

9 Shackford Ct, Pittsfield

15 Watson St, Pittsfield
$454,900
5093468 MLS
Beautifully maintained and fully renovated, this turnkey 2-family home offers Sparkling Suncook River views, modern updates, Recent paving with parking and private pathway, walk-in closets, and an unbeatable New Hampshire location. Enjoy Peaceful River Views, Eagle & Blue Heron sightings, and front-row views of the hot-air balloons racing during the annual Balloon Rally. Perfectly situated near a local grocery with attached laundromat, farmers markets, Route 4’s Famous Antique Alley, as well as quick commuter access to Concord, the Lakes Region, the Seacoast, and Boston. Main 3 BR Unit - 3 spacious, Sunny Bedrooms, A Large Kitchen updated in 2024 with new soft-close cabinets, quartz countertops, and all stainless steel appliances. Plus fresh paint, vinyl plank flooring, & pocket-doors! Private Laundry Room with Washer and Dryer, Two large bonus rooms with river views, ideal for a home office, Gym, or Studio. Private Unit- Unit 1 (1 Br/1 Ba) Private Entrance, with sparkling river views throughout! Updated kitchen with matching quartz countertops, soft-close cabinets, stainless steel appliances, Vinyl plank flooring, and fresh paint. Also Includes a Large Bedroom with Barn Door, Walk-in Closet, and full bath. This unique property offers outstanding versatility for many buyer needs. Investors will appreciate the updated units, strong rental potential, and low-maintenance design. Owner-occupants can enjoy one unit, while using the other to help offset the mortgage. The layout also suits multigenerational living, providing privacy and independence for extended family, or guests under one roof. Homes like this fully renovated, riverfront, flexible, and move in ready don’t come along often. Whether you’re drawn by the investment potential, the natural beauty, or the convenient location, this property offers a unique opportunity to enjoy the best of New Hampshire Living. Welcome Home!

15 Watson St, Pittsfield

42 Cameron Dr, Pittsfield
$425,000
3 Beds ⋅ 2 Baths ⋅ 5091983 MLS
WELCOME HOME to 42 Cameron Drive, where family living meets outdoor enjoyment. Set on a private 1.9-acre lot with public water and sewer, this move-in-ready 3-bedroom Ranch offers a combination of one-floor living, usable land, and privacy that is increasingly difficult to find. Whether you're purchasing your first home or looking to downsize without sacrificing comfort, this property delivers the lifestyle many buyers are seeking. The eat-in kitchen flows easily into the inviting living room, creating a comfortable space for everyday living and gathering with family and friends. The primary bedroom features its own updated half bath, while two additional bedrooms and another fully updated bathroom provide flexibility for guests, hobbies, or a home office. The full basement with interior and exterior access offers exceptional storage, workshop space, or future expansion potential. Outside is where this property truly shines. The mostly level yard is easy to maintain and provides plenty of room for gardening, pets, outdoor games, and summer entertaining. Enjoy relaxing by the above-ground pool and sun deck, raise a few chickens, or simply enjoy the privacy of your own backyard retreat. Located in a quiet neighborhood with convenient access to Concord, the Lakes Region, and Route 28, this home combines comfort, practicality, and outdoor living in one attractive package. Occupancy available as soon as July 20. First Open House and showings are scheduled for Sunday, June 7th 1-3 PM.

42 Cameron Dr, Pittsfield

14 Chestnut St, Pittsfield
$425,000
5086863 MLS
Don’t miss this excellent opportunity to own a well maintained and affordable multi-family property located right in the heart of Pittsfield. This property offers a strong combination of pride of ownership, steady potential, and convenience, making it ideal for investors or owner-occupants alike. Each unit features comfortable living spaces with practical layouts, while the property as a whole has been thoughtfully cared for over the years. Located close to easy commuting routes, tenants and owners alike will appreciate the central location. Whether you’re looking to build equity, generate rental income, or live in one unit while renting the other, this multi-family delivers value and versatility at an accessible price point. A solid investment in a growing community this is one you won’t want to overlook.

14 Chestnut St, Pittsfield

68 Targhee Dr, Pittsfield
$410,000
3 Beds ⋅ 2 Baths ⋅ 5076084 MLS
OFFER DEADLINE: Thursday at Noon. The renovation was just completed! Owners had to change plans, so their loss is your opportunity. The electrical system, heating system, and all the appliances have been replaced with new. Kitchen as well as the primary bath were gutted and replaced. The fixtures and components are all higher end, and professionally installed. The property is located on the cul-de-sac overlooking the hills and some hayfields in the back. There is something for everyone here! Great garden space, 2 car garage, over 3 acres of lawn and woods to explore and enjoy. If you like unique and you value your privacy this property is a must see! The flooring is all new, this home just needs your finishing touches. Property is open to all loan types.

68 Targhee Dr, Pittsfield

43 Watson St, Pittsfield
$400,000
3 Beds ⋅ 1 Baths ⋅ 5080927 MLS
Incredibly unique and rare opportunity for a nicely rehabbed former church building that offers a huge open space on the main level. The back side of the home faces the water which you can see from the lower living level and with some work could have amazing views from the upper level as well. Down stairs you have a full living area with a walkout that faces the water and has 3 bedrooms a large long living room, kitchen, full bath and laundry room. The kitchen features new cabinets and counter tops and stainless steel appliances. All new flooring and paint downstairs as well as tons of can lights. Most of the upstairs has fresh paint, new fans and lighting as well. This again is a super unique opportunity to have a incredible space that you can make your own! Agent interest.

43 Watson St, Pittsfield

153 Eagle Rock Rd, Pittsfield
$380,000
6 Beds ⋅ 4 Baths ⋅ 5095878 MLS
Hidden away on a quiet dirt road in the heart of Pittsfield, this charming 6-bedroom chalet offers privacy, character, and endless potential. Surrounded by Vermont's natural beauty, you'll enjoy easy access to nearby hiking, biking, and snowmobile trails, while being just 20 minutes from Killington Resort. The home features three levels of living space, two cozy fireplaces/woodstoves, and an expansive deck accessed through two sets of sliding glass doors perfect for enjoying summer evenings in the mountains. With a classic 1965 chalet design and a fun 1970s-inspired aesthetic already in place, this property is ready for its next owner to embrace its vintage charm or bring it to the next level with light to moderate updates. Flat driveway that can fit 6 cars comfortably. Whether you're searching for a spacious country retreat, a vacation getaway, or an investment property with strong ski-rental potential, this secluded mountain home offers a rare opportunity to create something special. Enjoy the peace and privacy of a setting where neighbors are out of sight and nature takes center stage. Recent septic inspection performed and available.

153 Eagle Rock Rd, Pittsfield

3 Loudon Rd, Pittsfield
$380,000
3 Beds ⋅ 2 Baths ⋅ 5087997 MLS
Welcome to 3 Loudon Road in Pittsfield, NH a property with a truly unique place in local history. Originally constructed as Pittsfield’s first schoolhouse, this property has served the community in more ways than one, later becoming the American Legion before being thoughtfully converted into a 3-bedroom, 2-bath single-family home. Inside, you’ll find hardwood flooring, a fireplace, updated bathrooms, and an updated kitchen featuring granite countertops and an island. The home includes 1,576 square feet of finished first-floor living space. Set on a manageable 0.15-acre lot, the property offers easier exterior upkeep and includes a newly completed deck for outdoor enjoyment. A rare chance to own a piece of Pittsfield history while enjoying a comfortable place to call home.

3 Loudon Rd, Pittsfield

80 Mountain Rd, Pittsfield
$360,000
3 Beds ⋅ 1 Baths ⋅ 5072584 MLS
OFFER DEADLINE TUESDAY 12/30 NOON Enjoy peaceful country living with room to make it your own at 80 Mountain Road in Pittsfield! This charming 3-bedroom, 1-bath home sits on a level, private 2-acre lot and offers an inviting open-concept kitchen and living area, perfect for everyday living and entertaining. The home features a full basement with great potential to be finished for additional living space, a home gym, workshop, or storage. A brand-new pellet stove is already in place and ready to be hooked up, adding warmth and efficiency for New England winters. A detached 3-car garage provides ample room for vehicles, hobbies, or extra storage. While the home needs some cosmetic finishing touches, it presents an excellent opportunity to build equity and customize the space to your taste. Set in a quiet, rural location yet conveniently close to amenities, the property is approximately 10 minutes to Epsom, 20 minutes to Concord, and 30 minutes to Manchester, offering easy access to shopping, dining, and major commuter routes. Ask about the assumable VA Loan! Showings begin at the Open House on Saturday, 12/27 — don’t miss the chance to explore the privacy, potential, and value this property has to offer! Open Houses Saturday 12/27 & Sunday 12/28 10:30am to 12:30pm

80 Mountain Rd, Pittsfield

380 Dowboro Rd, Pittsfield
$357,000
2 Beds ⋅ 2 Baths ⋅ 5103104 MLS
Tucked back from the road on just over three private acres, this well-maintained one-story home offers easy, single-level living in a quiet rural setting, with room to roam, tinker, and settle in. Step inside to a light-filled, open layout where the kitchen, dining area, and family room flow together, making everyday living a breeze. The adjoining living room adds a second gathering space, while a dedicated laundry room and pantry keep things functional. A screened porch off the kitchen invites you to enjoy three-season mornings and evenings overlooking the wooded lot. The primary suite features a spacious bedroom, a walk-in closet, and a private en-suite bath. A second generously sized bedroom with its own nearby full bath offers flexibility for family, guests, or a home office. Downstairs, an attached one-car garage and a large unfinished basement provide abundant storage. Outside, the property really shines: 3.01 acres of space with several outbuildings, including multiple wood-frame sheds, great for extra storage, a workshop, or hobby farm use. The home features low-maintenance vinyl siding and a durable standing-seam metal roof (updated with new skylights). Looking for an affordable home on a private lot? Look no further!

380 Dowboro Rd, Pittsfield

110 Main St, Pittsfield
$348,000
4 Beds ⋅ 2 Baths ⋅ 5056703 MLS
Step back in time with this stately 2 ½ story Colonial home offering over 3,250 SF of living space, set on a generous .87-acre in-town lot. Brimming with historic charm, this 4-bedroom, 1.5-bath residence showcases classic architectural details, including gunstock corners, wide pine flooring, built-in cabinet, mantles, that whisper stories of a bygone era. The traditional layout features spacious rooms with high ceilings, abundant natural light, and timeless craftsmanship throughout. A large kitchen and adjoining formal dining room are perfect canvases for restoration, while the living room and large family room with stone fireplace, provide the ideal setting for gathering and entertaining. Outside, the property boasts an attached barn, offering ample storage, workshop potential, or future creative use. The level lot provides space for gardens, play areas, or outdoor entertaining, all within walking distance to Pittsfield’s shops, schools, and parks, and minutes to major highways for easy commuting. While the home requires updates to bring it to its full potential, the solid bones and original character make this a rare opportunity for preservation-minded buyers, renovators, or anyone seeking to restore a piece of New England history. Home is in an Estate and is Sold as is as Seen. Seller makes no warranties/guarantees. Conventional, Cash or Rehab Loan needed. Google directions are incorrect (they will take you to South Main St.). Please use directions I have listed. Agents see non public remarks.

110 Main St, Pittsfield

449 Tilton Hill Rd, Pittsfield
$335,000
3 Beds ⋅ 2 Baths ⋅ 5070129 MLS
Welcome to 449 Tilton Hill Road in Pittsfield, NH. Set on a peaceful and private 7-acre lot, this classic Cape-style home offers a quiet retreat while remaining close to everything you need. You’re just a short drive to Concord, NH, and only 30 minutes to Lake Winnipesaukee, making this an ideal location for both daily living and recreation. This home sits back from the road and offers exceptional privacy surrounded by mature trees and natural landscape. The property also includes two outbuildings, providing convenient storage for tools, equipment, or seasonal items. In addition, the home is equipped with solar panels for improved energy efficiency and off grid living. Inside, you’ll find an inviting layout with excellent potential; this home can truly shine and reflect your vision. A setting like this—combining acreage, privacy, solar energy, and proximity to major destinations—is a rare find. 449 Tilton Hill Road offers a peaceful lifestyle on a beautiful 7-acre lot, ready for its next owner to make it their own. Quick close possible, property being sold as is. Agents - see non-public remarks prior to scheduling any showings. Delayed showings begin 11/22/2025.

449 Tilton Hill Rd, Pittsfield

215 Leavitt Rd, Pittsfield
$330,000
3 Beds ⋅ 2 Baths ⋅ 5089498 MLS
3-bedroom, 2-bath home on 2+ acres in Pittsfield! This move-in-ready home offers a peaceful country setting with plenty of privacy. Enjoy a beautiful yard with gardens, a large fenced-in backyard, a spacious deck perfect for morning coffee and summer grilling, and an above-ground swimming pool. Inside, you’ll find new flooring, and windows throughout, and a primary suite with a private bath. Conveniently located near snowmobile and walking trail access for year-round outdoor enjoyment, this home is a great commuter location just 20 minutes to Concord, 45 minutes to Manchester, and 50 minutes to the seacoast. Open House Saturday 5/23/2026 12:00pm-2:00pm and Sunday 5/24/2026 12:00pm-2:00pm. Offer deadline Tuesday 5/26/2026 at 12:00pm.

215 Leavitt Rd, Pittsfield

12 Watson St, Pittsfield
$325,000
2 Beds ⋅ 2 Baths ⋅ 5089095 MLS
Tucked away with peek-a-boo river views and surprisingly easy living, this raised ranch offers more than you’d expect! Located on a quiet side street just a short walk from downtown Pittsfield, this well-maintained 2008-built home features an open-concept living area that feels bright, functional, and comfortable throughout, complemented by newer appliances that add modern convenience and style to the kitchen space. The finished lower level adds valuable flexibility with additional living room ideal for a home office, media room, hobby area, workout space, or guest overflow. Whether you need room for gym equipment, crafting, gaming, or a workshop setup, this versatile level gives you options to fit your lifestyle. It also includes one of the home’s full bathrooms along with the laundry area for added practicality. A spacious one-car garage provides excellent storage for tools, outdoor gear, bikes, or seasonal items, while the paved driveway offers additional parking for guests and everyday ease. Public utilities and fiber optic internet make working from home and daily living seamless and convenient. Enjoy being close to local shops, restaurants, and daily essentials, with easy access to Route 28 and commuting routes toward Concord or Manchester. Pittsfield, part of the scenic Suncook River Valley, offers classic small-town New Hampshire charm while still keeping you connected to larger nearby hubs. OPEN HOUSE! Saturday 5/16 & Sunday 5/17 12-2pm

12 Watson St, Pittsfield

47 Carroll St, Pittsfield
$325,000
3 Beds ⋅ 2 Baths ⋅ 5078875 MLS
Charming 1900 New Englander in the heart of Pittsfield! This 3-bedroom, 2-bath home combines classic character with modern comfort. Many updates have been completed, including a new roof, fresh paint, hot water heater, and updated carpeting—just to name a few. Situated directly across from Drakes Field, you’ll enjoy front-row views of the town’s beloved annual Balloon Rally. Perfectly located in-town with easy access to shops and dining, and convenient commuting: 30 minutes to Concord, 45 minutes to Manchester, and about an hour to Portsmouth. A truly move-in ready home with New England charm! Open House Saturday 3/14/2026 12:00pm - 2:00pm & Sunday 3/15/2026 12:00pm - 2:00pm. ** Offer deadline Tuesday 3/17/2026 9:00am**

47 Carroll St, Pittsfield

28 S Main St, Pittsfield
$315,000
3 Beds ⋅ 2 Baths ⋅ 5106738 MLS
Under contract but will continue to show. Welcome to 28 South Main Street in Pittsfield, NH! This charming 3 bedroom, 2 bath Cape sits high on .47 acres and offers a wonderful opportunity for those looking to start out, settle down, or downsize. Filled with character and warmth, the home features hardwood floors in the living room and a woodstove to take the chill off on those cold New Hampshire nights. The first floor offers a comfortable bedroom, renovated bath, dining room, kitchen, and a convenient laundry room that doubles as a pantry. Enjoy the sunshine and fresh air from the inviting 3 season porch, with two exterior decks providing plenty of space for relaxing, entertaining, or simply enjoying the outdoors. Upstairs, you'll find two additional bedrooms and a 3/4 bath. The full walk-out basement adds valuable space and flexibility, whether you envision a workshop, home gym, hobby area, or additional storage. Outside, there's a handy shed for your gardening and outdoor tools, along with a patio area just off the deck. Recent updates include a new heating system, replacement windows on the first floor, renovated bathrooms, and a nicely paved driveway. Conveniently located close to the amenities of downtown Pittsfield while offering a comfortable setting to call home, this is one you'll want to see!

28 S Main St, Pittsfield

35 Thompson Rd, Pittsfield
$310,000
3 Beds ⋅ 1 Baths ⋅ 5105952 MLS
Discover the perfect blend of country living and commuter convenience! This well-maintained three-bedroom, one-bath home is situated on 2.83 acres. Newer updates/features include new drilled well, flooring, and generator hookup. Offering plenty of space for gardening, farm animals, or a small working farm. While Enjoying the peaceful rural setting this property is a great commuter location approximately 20 minutes from Concord, 45 minutes from Manchester, and 60 minutes from Portsmouth. Whether you’re dreaming of a homestead, hobby farm, or simply more room to enjoy the outdoors, this versatile property offers a wonderful opportunity to make that vision a reality. Offer deadline has been set for Tuesday 8/25/2026 at 12:00pm.

35 Thompson Rd, Pittsfield

1457 Upper City, Pittsfield
$290,000
3 Beds ⋅ 2 Baths ⋅ 5087640 MLS
This one is ready to rise above the rest. Just like the famous Pittsfield hot air balloon festival, this property is full of color, character, and endless possibility. Set on 2 scenic acres along Upper City Road, this circa 1720 Cape is older than America itself and waiting for someone with vision to help it soar to its full potential. Partially renovated and full of country charm, this is the perfect launch point for anyone looking to break into homesteading, hobby farming, or restoring a true piece of New England history. Some projects have already been completed, leaving room for your creativity and finishing touches to really elevate the space. Inside, you’ll find exposed beams, warm gathering spaces, and a cozy woodstove insert that makes the home feel grounded in all the right ways. Out front, the oversized maple tree has been tapped by the seller for homemade maple syrup, a sweet little reminder that life here moves at a simpler altitude. The main-level primary suite features a newly installed antique clawfoot tub in the bathroom, plus laundry for convenience. A butler’s pantry with a large farmhouse sink and built-ins adds to the country charm. Upstairs offers additional bedrooms or office nook, and unfinished attic space ready to expand as your plans take flight. The attached post-and-beam barn is connected by a bright three season space, offering endless room for animals, equipment, workshops, storage, or future homestead dreams. Whether you envision chickens, horses, gardens, or simply more breathing room, this property gives you space to spread out and rise into country living. A secondary chicken coop/barn remains on site but is collapsing, unsafe, and off limits. Located near Routes 28 and 129 with orchards, a local brewery, and small town conveniences nearby, this property offers the perfect blend of rural charm and accessibility. Homes with this much potential rarely stay grounded for long. *Property sold as is-leach field replacement needed

1457 Upper City, Pittsfield

14 Manchester St, Pittsfield
$205,000
3 Beds ⋅ 1 Baths ⋅ 5067638 MLS
Welcome to this delightful 3-bedroom, 1-bathroom condo nestled in the heart of a peaceful and picturesque New Hampshire town. Located in a 4-unit Association, with low condo fees, this home offers the perfect blend of comfort, convenience, and community. Step inside to find a bright and inviting eat-in kitchen which leads into the living space perfect for relaxing, or a fun family game night. Each of the three bedrooms provides ample closet space and flexibility—perfect for a guest room, home office, or nursery. The full bathroom is tastefully updated and conveniently located in the center of the home. Enjoy the added bonus of a detached garage with automatic door, providing secure parking and additional storage space. Whether you’re looking to downsize, purchase your first home, or invest in a low-maintenance property, this condo checks all of the boxes. Located just minutes from downtown and 20 minutes from Concord you’ll love the charm and accessibility of this small-town community. Don’t miss your chance to own a piece of New Hampshire charm—schedule your private showing today!

14 Manchester St, Pittsfield

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