Cheshire County NH Homes for Sale

• 

  

  

  /23

  $254,900

  • 2 Beds
  • 1 Bath
  • 911 Sq Ft

  64 Old Homestead Hwy, Keene, NH 03431

  Charming 1925 Bungalow in N Swanzey, just minutes From downtown Keene and amenities.This 2-bedroom bungalow offers convenient one-level living and a great blend of classic character and modern improvements. Recent upgrades include some new windows and added insulation in the attic and basement for enhanced comfort and efficiency. While the home is move-in ready, it still offers the

  

  Alison Fissette

  Alset Realty LLC

  (603) 505-4406

  64 Old Homestead Hwy, Keene, NH 03431
• 

  

  

  /10

  $149,900

  • Land
  • 2.7 Acres
  • $55,519 per Acre

  Lot 27-1 Old Walpole Rd, Surry, NH 03431

  Exceptional 2.7 acre building lot just out side the heart of Keene. Home site set back from the road provides a blank canvas for your dream home with a beautiful back drop of the well stocked wooded hillside of mature trees providing a natural setting for abundant wildlife. The land has been surveyed, soils tested and septic design completed, pending final subdivision approval. One of a kind

  

  Shane Lampinen

  Broadvest Real Estate Group

  (888) 493-0525

  Lot 27-1 Old Walpole Rd, Surry, NH 03431
• 

  

  

  /15

  $997,000

  • 5 Beds
  • 4.5 Baths
  • 5,846 Sq Ft

  13 Harkness Rd, Jaffrey, NH 03452

  Welcome to 13 Harkness Road, a rare opportunity to own a piece of New England history. Originally built in 1790 and once home to the beloved Rice’s Hotel, this elegant estate offers timeless charm. Set on over 3 picturesque acres in the heart of the Monadnock Region, this 5-bedroom, 5-bathroom residence is a masterclass in heritage craftsmanship and sophisticated living.From the moment

  

  Zack LeRoy

  BHG Masiello Keene

  (844) 855-1450

  13 Harkness Rd, Jaffrey, NH 03452
• 

  

  

  /24

  $69,900

  • Land
  • 2.01 Acres
  • $34,776 per Acre

  000 S Village Rd Unit 13, Westmoreland, NH 03467

  Discover this ideal location to build your new home! Just-over-2-acres in the charming town of Westmoreland, NH, offers the perfect blend of tranquility and convenience. Nestled in a peaceful area, yet conveniently close to nearby towns and amenities. The property features stunning old stone walls that add character and a sense of timelessness to the landscape. Whether you're looking to

  

  Alison Fissette

  Alset Realty LLC

  (603) 952-4998

  000 S Village Rd Unit 13, Westmoreland, NH 03467
• 

  

  

  /22

  $459,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft

  184 Kennedy Dr, Keene, NH 03431

  Welcome Home! This Brand New Home boasts 3-bedroom, 2-baths, large 2 car garage and well sited on this .24 acre corner lot for easy up-keep in established Keene NH neighborhood! Enjoy the spacious open-concept kitchen, dining, and living rooms with cathedral ceiling and walkout slider access to the back deck and back yard areas. The primary suite offers double closets and a private bath, while

  

  Shane Lampinen

  Broadvest Real Estate Group

  (844) 668-4408

  184 Kennedy Dr, Keene, NH 03431
• 

  

  /50

  $500,000 Open Mon 3:30PM - 5PM

  • 3 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  603 Route 12a, Surry, NH 03431

  QUALITY CRAFTSMANSHIP AND MOUNTAIN SERENITY...YOUR STORYBOOK LOG HOME HAS ARRIVED! Set on rolling green acreage, framed by mountain vistas this picture-perfect retreat offers year-round enjoyment. A screened farmer’s porch with hand-hewn beams invites you to unwind with a drink as the sun melts into western hills. Inside, wide plank floors, rich wood paneling and an open, light-filled layout

  Fine Homes Group International Keller Williams Realty-Metropolitan

  603 Route 12a, Surry, NH 03431
• 

  

  /19

  $189,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  5 Garden Way, Troy, NH 03465

  Welcome 2026 in a brand new Titan multi-section manufactured home in the welcoming community of Colonial Gardens! Move in by 1/15/26 into an attractive pre-build offering comfort and convenience of one-floor living in a thoughtfully designed 3 Bedroom, 2 Bath layout. The spacious Primary Suite is a highlight, featuring a large walk-in closet and a private bath with double-sink vanity and

  Ruth Blais Thompson Blais & Associates, Realtors

  5 Garden Way, Troy, NH 03465
• 

  

  /34

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft

  1639 Main St, Dublin, NH 03444

  SERENE WOODED RETREAT! NATURE AND PRIVACY ABOUND IN THIS INVITING HOME! Set back from a pretty country road, a gently curving drive leads to a lovely reveal of a striking blue ranch framed by panoramic skies, stone walls and a sense of peaceful seclusion. A welcoming front porch invites you to enter through French doors into a sunlit living room enveloped in soft seaside tones, where pale

  Fine Homes Group International Keller Williams Realty-Metropolitan

  1639 Main St, Dublin, NH 03444
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  /39

  $700,000

  • 5 Beds
  • 3.5 Baths
  • 3,958 Sq Ft

  61 Elm St, Walpole, NH 03608

  A CLASSIC COLONIAL IN THE HEART OF A VIBRANT COMMUNITY! HISTORIC CHARM MEETS VILLAGE LIFE! Set just off the town green, drive past flowering hydrangeas and colorful foliage to a bright red garage and barn. A pillared porch invites you to linger with morning coffee as neighbors pass by. Inside, sunlight dances across wide plank floors, crisp white millwork and timeless period details. Welcome

  Fine Homes Group International Keller Williams Realty-Metropolitan

  61 Elm St, Walpole, NH 03608
• 

  

  /35

  $400,000

  • 5 Beds
  • 2 Baths
  • 5,624 Sq Ft

  89 Main St, Marlborough, NH 03455

  HISTORIC MAIN STREET OPPORTUNITY WITH INCOME AND BUSINESS POTENTIAL! Perfectly positioned on a high-visibility stretch of road with steady traffic flow and a convenient dual-entry parking lot, this versatile property offers history, charm, and entrepreneurial promise. The main residence has been thoughtfully adapted as a multi-family home ideal for an owner-occupant seeking supplemental rental

  Fine Homes Group International Keller Williams Realty-Metropolitan

  89 Main St, Marlborough, NH 03455
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  /7

  $1,595,000

  • Land
  • 200 Acres
  • $7,975 per Acre

  250 Cobb Meadow Rd, Dublin, NH 03444

  A gravel pit and 200 acres for sale in the heart of the beautiful Monadnock Region of NH. This acreage offers a multitude of opportunities. 46 acres are commercial/industrial and include an active gravel operation. Only 8 acres have been utilized, leaving a large volume of materials to sell or use for development purposes. The remaining land is woodlands in current use. This property is close to

  Jeffrey Clough

  250 Cobb Meadow Rd, Dublin, NH 03444
• 

  

  /58

  $1,900,000

  • 3 Beds
  • 2 Baths
  • 2,440 Sq Ft

  484 Old Swanzey Rd, Chesterfield, NH 03462

  SHOOTING STAR FARM is a private, fully equipped horse facility on 57± acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuits—without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef’s kitchen overlooking the

  Shirley Sullivan Farms & Barns Real Estate LLC

  484 Old Swanzey Rd, Chesterfield, NH 03462
• 

  

  /17

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  31 North St, Jaffrey, NH 03452

  Welcome to this beautifully and thoughtfully renovated 3-bedroom, 1-bath home located on North Street in the heart of downtown Jaffrey. This property has been painstakingly updated from top to bottom, with no expense spared to create a bright, comfortable, and truly move-in-ready home. Every detail has been carefully considered, featuring brand-new appliances, elegant quartz countertops, and a

  Zachary Letourneau North New England Real Estate Group

  31 North St, Jaffrey, NH 03452
• 

  

  /17

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  19 Toofs Dr, Winchester, NH 03470

  An Abundance of amenities in the 3 bdr/2bath ranch house..Spacious open yard fully fenced in for children playground or family dogs. Large garage with built in workspace and ample storage. Newer laminate floors throughout complementing freshly painted walls. Eat in Kitchen with open view to living room.. enjoy front porch for summer days relaxation. Recent METAL ROOF and Vinyl SIDING award low

  Curtiss Thornbrugh HKS Associates, Inc.

  19 Toofs Dr, Winchester, NH 03470
• 

  

  /14

  $49,900

  • Land
  • 1.4 Acres
  • $35,643 per Acre

  00 Kennedy Brook Dr Unit 11, Stoddard, NH 03464

  Great building lot. Wooded, gently sloping,rough drive is cut in. A 3 bdrm septic will convey with property.Great location close to the Assoc area/ boat launch and club house. Come build a Vaca retreat or year-round home. Must see lot!!

  Brian Michaud Dow Hill Realty

  00 Kennedy Brook Dr Unit 11, Stoddard, NH 03464
• 

  

  /22

  $199,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  4 Tara Hill Ln, Hinsdale, NH 03451

  This could be the opportunity you have been waiting for to own your own home. Solid 3 bedroom, 1.5 bath raised ranch with walkout basement area just waiting to be finished. Spacious lot perfect for gardens and play. Needs some work but at this price you can't really go wrong. Cash or rehab loan only. What are you waiting for?

  Andrea Thackston R.H. Thackston & Company/Bellows Falls

  4 Tara Hill Ln, Hinsdale, NH 03451
• 

  

  /45

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  14 Hammann Dr, Marlow, NH 03456

  Welcome to 14 Hammann Drive in Marlow, NH. A peaceful wooded property with tons of potential. This 3-bedroom, 1.5-bath ranch offers a functional layout, hardwood floors, and warm wood accents throughout. The home does need updating and TLC, but the bones are solid and it’s a great opportunity for renovation or investment. Large windows bring in plenty of natural light, and the surrounding pines

  Shane Moynihan Realty One Group Next Level

  14 Hammann Dr, Marlow, NH 03456
• 

  

  /9

  $225,000

  • Land
  • 22.4 Acres
  • $10,045 per Acre

  39 Bullock Rd, Richmond, NH 03470

  Discover the exceptional potential of this expansive 22.40-acre parcel, offering a rare opportunity for development or the creation of a private retreat. A PERK TEST has been completed, and a DRIVEWAY PERMIT is already in place, providing a solid foundation for future building plans. This is a prime opportunity to secure a substantial piece of land with outstanding possibilities. Don’t miss your

  Vicki Christiansen RE/MAX Town Square

  39 Bullock Rd, Richmond, NH 03470
• 

  

  /59

  $2,400,000

  • 7 Beds
  • 7 Baths
  • 8,000 Sq Ft

  31 Wentworth Rd, Walpole, NH 03608

  A Legacy Estate Rich with History and privacy! Step inside this sophisticated Greek Revival Colonial built in 1812 with more than 8,000 square feet across 24 rooms and 11 private acres bursting with breathtaking secret gardens and historic plantings that provide abundant, peaceful, sitting areas. With 8 bedrooms—most with en-suite baths—and 7 bathrooms, this residence balances historic grandeur

  Kathryn Beam Galloway Real Estate LLC

  31 Wentworth Rd, Walpole, NH 03608
• 

  

  /54

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,111 Sq Ft

  24 Village Rd, Surry, NH 03431

  Exquisite, fully renovated residence in picturesque Surry Village, proudly held by the same family since its original construction. Thoughtful updates blend seamlessly with the home’s inherent character, creating an inviting and elevated living experience. The expansive, level grounds offer a dedicated garden area, detached garage, and an additional outbuilding ideal for a workshop, studio, or

  Ryan Goodell EXP Realty

  24 Village Rd, Surry, NH 03431
• 

  

  /48

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,249 Sq Ft

  225B Belvedere Rd Unit B, Gilsum, NH 03448

  Imagine waking up in your beautifully crafted country home, just 5 minutes from the Keene line. The heart of the home—a freshly updated kitchen—offers the perfect place to sip your morning coffee as the sun streams in. Every room reflects quality construction and careful upkeep, making it truly move-in ready. You will enjoy 2 beautiful decks for entertaining, as well as a beautiful yard perfect

  Linda Hitchcock BHG Masiello Keene

  225B Belvedere Rd Unit B, Gilsum, NH 03448
• 

  

  /30

  $189,900

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  82 Howard St, Winchester, NH 03470

  Discover the potential in this 2-bedroom, 2-bath gem in Winchester, NH! Roll up your sleeves, earn instant sweat equity, and transform this house into the home you’ve always imagined. Spray insulation has been completed in the entire house, basement included! Old knob and tube was disconnected but is still in place. With great bones and endless possibilities, you could be settling into your new

  Robyn Cote Realty One Group Next Level

  82 Howard St, Winchester, NH 03470
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  /5

  $1,200,000

  • Land
  • 310 Acres
  • $3,871 per Acre

  00 Fullam Hill Rd Unit 5, 6, 50, Fitzwilliam, NH 03447

  310 acres, three deeds

  Paul Swingle HKS Associates, Inc.

  00 Fullam Hill Rd Unit 5, 6, 50, Fitzwilliam, NH 03447
• 

  

  /23

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  77 Mackey Rd, Troy, NH 03465

  Country Living with Potential! Enjoy a tranquil country setting overlooking a peaceful beaver pond. This two-bedroom, two-bath home features an open-concept living, dining, and kitchen area, plus a breezeway that offers additional living space. The walkout basement adds even more possibilities. The property is in need of rehabilitation and will not qualify for traditional financing—cash or a

  Carol Slocum Keller Williams Realty Metro-Keene

  77 Mackey Rd, Troy, NH 03465
• 

  

  /39

  $278,500

  • 3 Beds
  • 2.5 Baths
  • 1,377 Sq Ft

  42 Cromwell Dr Unit 19, Rindge, NH 03461

  Well-maintained, move-in ready condo offering strong value under $300K. Professionally managed association with conventional and VA financing available. Ideal for buyers seeking predictable monthly costs and long-term ownership benefits. Convenient location, low-maintenance living, and a clean unit that’s ready to go. Welcome to 42 Cromwell Drive #19 in beautiful Rindge, NH! This freshly updated

  Dan Petrone EXP Realty

  42 Cromwell Dr Unit 19, Rindge, NH 03461
• 

  

  /12

  $57,500

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  48 Robbins St, Hinsdale, NH 03451

  Updated: Windows, Floors, Electric, Updated plumbing fixtures and water lines, New insulation and vapor barrier, Remodeled bathroom, Complete interior paint!The home is a split level inside with an open concept layout giving a slightly elevated view from the kitchen/dining area. Unique built in lighting in the living area adds character to this well maintained and recently updated home.

  Jessie Carpenter Keller Williams Realty Metro-Keene

  48 Robbins St, Hinsdale, NH 03451
• 

  

  /35

  $369,900

  • 2 Beds
  • 1 Bath
  • 1,334 Sq Ft

  8 Cross St, Jaffrey, NH 03452

  GREAT OPPORTUNITY! Want an ADU (Accessory Dwelling Unit)? How about a home based business? A place for your workshop and toys? This well-built 6 room village house has a two story barn/garage of over 1,100 sq ft that could fill the bill. Situated in a convenient neighborhood location, it has an oak cabinet kitchen with cabinets and shelves galore, a front-facing living room with built-ins, 2 very

  Marc Tieger Tieger Realty Co. Inc.

  8 Cross St, Jaffrey, NH 03452
• 

  

  /9

  $49,999

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  22 Blue Jay Ct, Keene, NH 03431

  Great opportunity for affordable living in a convenient commuter location. Enjoy two parking spots, two sheds (one powered), and the chance to add value with minor repairs and updates. Situated in Tanglewood Estates, an owner-occupied, pet-friendly, no-age-limit community. Being sold AS-IS.$300 One time Coop membership fee.The sale of this property being listed is contingent upon the

  Jeffrey Kliska Unique Realty LLC

  22 Blue Jay Ct, Keene, NH 03431
• 

  

  /18

  $249,000

  • Land
  • 29.1 Acres
  • $8,557 per Acre

  29&31 White Brook Rd, Gilsum, NH 03448

  29.1 beautiful wooded acres. 15 minutes to Keene. Excellent hunting lot. Two deeded lots of record. Tract 1 is a 25 acre lot with mature timber, potential views with cutting and fantastic hunting conditions. Tract 2 is 4.1 acres with 738ft of road frontage on town maintained White Brook Rd. These lots abut protected lands and hiking trails (see attached info on Porcupine falls trail and Calhoun

  Meghan Hardwick BHG Masiello Peterborough

  29&31 White Brook Rd, Gilsum, NH 03448
• 

  

  /40

  $875,000

  • 3 Beds
  • 3 Baths
  • 1,728 Sq Ft

  906 Shedd Hill Rd, Stoddard, NH 03464

  For those looking for privacy, views, and water access, this hilltop retreat fits the bill. Located on top of a hill overlooking 7-mile-long Highland Lake, the 25-acre property with deeded water access to a private beach offers a peaceful year-round escape. The Pierce Wildlife & Forest Reservation, 3,479 acres of permanently protected land directly abuts this property and creates a rare and very

  Sam Howard LandVest, Inc./New Hampshire

  906 Shedd Hill Rd, Stoddard, NH 03464
• 

  

  /36

  $725,000

  • 2 Beds
  • 1.5 Baths
  • 1,351 Sq Ft

  27 Headlands Rd, Winchester, NH 03470

  Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on Forest Lake. Gorgeous views from every window. Modern Kitchen with stainless appliances and center island. Cozy Living Room with gas Fireplace. The downstairs living area contains a Family Room, Kitchen, Bedroom and Bathroom. This is a perfect year-round retreat or possible short term rental. Also being

  Vincent Dolan RE/MAX Town & Country

  27 Headlands Rd, Winchester, NH 03470
• 

  

  /60

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  785 Brattleboro Rd, Hinsdale, NH 03451

  Spacious & Inviting Home in a Convenient Location! Ideally located just minutes from Brattleboro and I-91, this wonderful home offers the perfect blend of comfort, space, and convenience. The first floor features a bright bedroom with abundant natural light and a handicap-accessible bath complete with a beautiful walk-in tile shower — ideal for single-level living or guests. Enjoy cooking and

  Carol Slocum Keller Williams Realty Metro-Keene

  785 Brattleboro Rd, Hinsdale, NH 03451
• 

  

  /46

  $2,990,000

  • 1 Bed
  • 1 Bath
  • 693 Sq Ft

  138 Miller Dr, Nelson, NH 03457

  Introducing The Birches — A Sanctuary on Lake Nubanusit in Nelson New Hampshire. Nestled in the heart of one of New Hampshire’s most serene, protected landscapes, The Birches offers a rare opportunity to own a piece of New England history. This timeless retreat was built with wood and stone from the surrounding land and has been lovingly preserved. Encompassing 4.9 acres with 428 feet of lake

  Denise Whitney BHG Masiello Peterborough

  138 Miller Dr, Nelson, NH 03457
• 

  

  /37

  $545,000

  • 5 Beds
  • 3.5 Baths
  • 3,451 Sq Ft

  16 Vilas Rd, Alstead, NH 03602

  Welcome to your spacious sanctuary in the heart of Alstead! Conveniently located near the town center, this expansive home offers room for everyone and is move-in ready with a new septic installed in 2020. Sellers are motivated & ready for a quick closing. Set on a sunny lot, this beautifully maintained home features 5 bedrooms, multiple gathering spaces, and a finished walkout basement offering

  Jillian Exel BHG Masiello Keene

  16 Vilas Rd, Alstead, NH 03602
• 

  

  /56

  $1,875,000

  • 3 Beds
  • 4 Baths
  • 2,997 Sq Ft

  1123 River Rd, Westmoreland, NH 03467

  A site to behold is waiting for you on River Rd. as the Connecticut River guides you along & pulls you into MERRY Meadow Farm. Its seclusion leads you to a 50A farm, a vision of majesty, seated on a knoll. Enter a sanctuary of horses grazing, owls hooting, mother deer w/their babies, spectacular sunsets & trails that go on forever right off the property for riding horses, snowmobiles an ATV’s.

  Shirley Marcello BHG Masiello Keene

  1123 River Rd, Westmoreland, NH 03467
• 

  

  /47

  $450,000

  • 4 Beds
  • 4 Baths
  • 2,713 Sq Ft

  658 Main St, Marlborough, NH 03455

  Step into the timeless character of this 1875 New Englander farmhouse, where classic charm meets modern comfort. Just waiting for your imagination to make this gem shine again. Set on 5 full acres with established garden space and sweeping mountain views, this property offers the perfect blend of history, beauty, and New Hampshire living. Inside, you’ll find amazing wood flooring that carries the

  Bruce Murphy Keller Williams Realty Metro-Keene

  658 Main St, Marlborough, NH 03455
• 

  

  /60

  $355,000

  • 3 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  153 Back Ashuelot Rd, Winchester, NH 03470

  ****Back on the market due to Buyers Financing****Welcome Home—an incredible opportunity to bring your vision to life in the heart of charming Winchester, NH. This antique farmhouse has been thoughtfully framed, plumbed for 3 1/2 bath, offering a blank canvas for your dream home. Whether you're an investor, builder, or homeowner looking for a custom project, the groundwork is already laid for you

  Aimpoint Realty Group Keller Williams Realty-Metropolitan

  153 Back Ashuelot Rd, Winchester, NH 03470
• 

  

  /45

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft

  66 Sugar Hill Rd, Swanzey, NH 03446

  Beautifully maintained and truly move-in ready, this 3-bedroom, 1.5-bath home sits on an expansive, level, and private double lot—an exceptional setting just minutes from downtown Keene. The main level offers a bright, open flow, highlighted by a large brick hearth with a wood-burning fireplace that creates a warm and inviting focal point in the living room. Sliders open to an oversized covered

  Ryan Goodell EXP Realty

  66 Sugar Hill Rd, Swanzey, NH 03446
• 

  

  /46

  $939,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  Lot 14 Saybrook Dr, Rindge, NH 03461

  Welcome to Stoney Ridge Estates, a brand-new 15-lot gated community in scenic Rindge, NH—a town known for its natural beauty, sense of community, and close proximity to the Massachusetts border. This to-be-built, custom ranch-style home offers over 2,000 sq. ft. of open-concept living on a 1-acre lot, with easy access to shopping, local amenities, and major travel routes. The thoughtfully

  Jim Weidner EXP Realty

  Lot 14 Saybrook Dr, Rindge, NH 03461
• 

  

  /24

  $195,000

  • 3 Beds
  • 4 Baths
  • 3,221 Sq Ft

  32 Main St, Hinsdale, NH 03451

  Come see this antique gem ready for a polish! There's good square footage, a convenient location being on the main road and across from the park along the Ashuelot River, tall ceilings and classic character in this traditional home with with an attached barn/carriage house that could be utilitized in various ways. There's space above in the barn that could be renovated in addition to ground floor

  A.J. Bellville Bellville Realty

  32 Main St, Hinsdale, NH 03451

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