254

Cheshire County NH Homes for Sale

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  • /8

    $899,000

    New Construction $100K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,036 Sq Ft

    52 Roberts Dr Unit 5, Jaffrey, NH 03452

    Meet the "Zara". A 3-bedroom 3-bathroom ranch. The combination of farmhouse style and colonial architecture offers a timeless charm, and a floorplan that versatile enough to accommodate different lifestyles, from entertaining guests to working from home. The setting at the foot of Mount Monadnock and Stony Brook meandering through the development provide a truly unique lifestyle.

    Denise Whitney BHG Masiello Peterborough

    52 Roberts Dr Unit 5, Jaffrey, NH 03452
  • /60

    $459,900

    • 4 Beds
    • 1.5 Baths
    • 2,252 Sq Ft

    62 Parker St, Winchester, NH 03470

    A Beautiful and tastefully renovated home is what you will find when you view this lovely property!! This 2.5 story New Englander is situated on over half an acre with lovely landscaping throughout the yard, 2 decks for relaxing and summer BBQs, detached garage, room to garden and close to town and all amenities in a quiet and charming neighborhood. As you step inside you will take in all of the

    Emily Lagerberg R.H. Thackston & Company

    62 Parker St, Winchester, NH 03470
  • /54

    $399,000

    $26K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft

    65 Sullivan St, Keene, NH 03431

    Don't just move in, move on up! This meticulously updated 3-bedroom home lets you skip the "to-do" list and settle right into comfort. Offering the best of both worlds, you'll enjoy the quiet calm while being just minutes from downtown Keene. It's convenient location, just minutes to Route 9, Route 12, and Route 10, makes commuting a breeze. The flexible layout is designed to grow with your

    Cassie Eaton H. G. Johnson Real Estate

    65 Sullivan St, Keene, NH 03431
  • /24

    $250,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    136 River St, Jaffrey, NH 03452

    Welcome to this charming and inviting home! The main level features an eat-in kitchen, a dedicated dining area, a comfortable living room, two bedrooms, a full bath, and an additional 3⁄4 bath for added convenience. The lower level offers great flexibility with two bonus rooms—perfect for a home office, guest space, or hobby area—along with a laundry room and utility room. Enjoy the spacious

    Charlotte Marrocco-Mohler BHHS Verani Nashua

    136 River St, Jaffrey, NH 03452
  • /60

    $499,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    35 Nh Route 119 W, Fitzwilliam, NH 03447

    This home is move in ready and looking for it's new owner! Welcomed by a charming front foyer featuring craftsman-style woodwork and slate tile flooring, you’ll immediately feel at home. The beautifully updated kitchen offers rich cherry cabinetry with abundant storage, granite countertops, a convenient breakfast bar for casual dining, and additional dining area perfect for larger gatherings. The

    Kristen Endyke Realty One Group Next Level

    35 Nh Route 119 W, Fitzwilliam, NH 03447
  • /46

    $575,000

    $75K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 4,100 Sq Ft

    89 Butler Ave, Hinsdale, NH 03451

    Tucked away on a quiet hilltop, this charming home offers the perfect escape with views over the Connecticut river and mountains afar. A 900-foot private driveway welcomes you home with many opportunities any spacious parking. Designed with true first floor living, the main residence offers everyday functionality without compromise. Expansive windows flood the home with natural light. The open

    Katelyn Heaney Greenwald Realty Group

    89 Butler Ave, Hinsdale, NH 03451
  • /44

    $180,000

    • 3 Beds
    • 1.5 Baths
    • 748 Sq Ft

    53 Plantation Way, Fitzwilliam, NH 03447

    Welcome to 53 Plantation Way, a well-maintained rare 3-bedroom 1.5 bath home located in the desirable Woodbrook Camp and Tennis Club gated community in Fitzwilliam NH. Situated on a beautiful flat well landscaped lot, this property offers access to exceptional association amenities including an in-ground pool, clubhouse, beautiful sandy beach, and great bass fishing. Expansive screened in porch

    Amy Reisert Borderline Realty, LLC

    53 Plantation Way, Fitzwilliam, NH 03447
  • /15

    $799,000

    • Land
    • 13.1 Acres
    • $60,992 per Acre

    0 Drummer Rd Unit 15, Keene, NH 03431

    Approved 36 unit development surrounded by the Drummer Hill Conservation Area and accessed from Timberlane Rd. in Keene. Six, Six-unit buildings are approved requiring only architectural drawings to be provided to the City for final signatures and recording. Water and Sewer and Transformer at entrance to development. Land was cleared and stumped in recent past, stumps having been removed from the

    Alyson Keane Foundation Realty Group

    0 Drummer Rd Unit 15, Keene, NH 03431
  • /33

    $599,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,652 Sq Ft

    37 Old Route 12 N, Westmoreland, NH 03467

    Welcome to this fabulous contemporary home set on 2.3 scenic acres with beautiful views in highly desirable Westmorland, NH. This striking post-and-beam residence, built in 2004, showcases soaring cathedral ceilings, exposed beams, and gleaming hardwood floors throughout.Designed for both comfort and flexibility, the home features a first-floor bedroom and 3-1/2 baths. The spacious primary

    Nancy Proctor BHG Masiello Keene

    37 Old Route 12 N, Westmoreland, NH 03467
  • /33

    $220,000

    $40K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,424 Sq Ft

    886 Keene Rd, Winchester, NH 03470

    Back on the market due to buyers financing falling through.CASH OR CONVENTIONAL FINANCING ONLY, possible 203K. From the moment you arrive, the home makes a warm first impression with **new vinyl siding and gutters that blend durability with classic appeal. A fenced-in front yard creates a welcoming buffer from the road-perfect for pets, gardening, or simply enjoying your own outdoor space. The

    Rosemarie Ledogar R D LEDOGAR REAL ESTATE LLC

    886 Keene Rd, Winchester, NH 03470
  • /44

    $395,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    66 S Main St, Troy, NH 03465

    Set on 2.73± acres, this well-maintained 3-bedroom, 23⁄4-bath home offers the perfect blend of comfort, convenience, and opportunity. The spacious kitchen opens directly to the back deck, creating an ideal space for outdoor dining, entertaining, or simply enjoying the surroundings. The main level features a comfortable primary bedroom with a private 3⁄4 bath, two additional bedrooms, full bath

    Ashleigh Hutwelker BHG Masiello Keene

    66 S Main St, Troy, NH 03465
  • /14

    $365,000

    $34K PRICE DROP
    • Land
    • 71.5 Acres
    • $5,105 per Acre

    310 Nh Route 119 E, Fitzwilliam, NH 03447

    Situated on over 70 acres of rolling woodland, this unique property offers incredible potential for those seeking privacy, natural beauty, and self-sufficiency. Recently timbered, the land opens up to expansive mountain views and a refreshed landscape ready for trails, agricultural use, or future development. Whether you're dreaming of a secluded homestead, a recreational retreat, or a future

    Matthew Despres Keller Williams Realty-Metropolitan

    310 Nh Route 119 E, Fitzwilliam, NH 03447
  • /17

    $189,000

    $30K PRICE DROP
    • Land
    • 37.26 Acres
    • $5,072 per Acre

    M409 L66-2 Old Turnpike Rd, Richmond, NH 03470

    This 37.26 acre residential building lot is ready for your next home. Set on a quiet town maintained road this property offers a private setting. Only a few minutes to Rt 119 will give you quick access to shopping and other amenities. Just 8 minutes away you’ll find the Richmond Town Beach located on Cass Pond. This beach is for Richmond residents only. Come see what this property has to offer

    Jonathan Bafundi Realty One Group Next Level

    M409 L66-2 Old Turnpike Rd, Richmond, NH 03470
  • /29

    $155,000

    $24K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447

    One of the nicest homes in a very quiet location in the Woodbrook Camp and Tennis Club. Woodbrook is a seasonal gated community offering tennis, a swimming pool, beach access on Sip Pond, boat launch, playground and numerous social and recreational activities. The yearly fee includes water & sewer, electric and trash, recreation and association dues. This home has been meticulously renovated and

    Susan Love Duston Leddy Real Estate

    115 Brook Side Rd Unit 2-12, Fitzwilliam, NH 03447
  • /23

    $192,500

    • 3 Beds
    • 2 Baths
    • 1,313 Sq Ft

    40 Pine St, Hinsdale, NH 03451

    Easy living! Brand new and squeaky clean! Nice park location facing the woods, with a covered porch and a deck for sun or shade. Primary is set away from the others with its own bath for maximum privacy. Laundry in utility room so you can shut the door and forget it! Huge living room can accommodate lots of friends for movie night! This is a sweet one. Buyers must meet park approval and there are

    Christine Lewis Brattleboro Area Realty

    40 Pine St, Hinsdale, NH 03451
  • /15

    $99,900

    $10K PRICE DROP
    • Land
    • 1.01 Acres
    • $98,911 per Acre

    69 Plumb Pak Dr, Winchester, NH 03470

    PUBLIC WATER AND SEWER AVAILABLE! A wonderful opportunity to build your future home in a peaceful setting. This newly subdivided 1.01-acre lot on Plumb Pak Drive offers a level landscape ideal for easy maintenance and straightforward development. With a proposed driveway location and a thoughtfully identified potential building site, much of the initial planning has already been considered.

    Nicole Limoges Keller Williams Realty Metro-Keene

    69 Plumb Pak Dr, Winchester, NH 03470
  • /60

    $1,125,000

    • 3 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    14 and 00 Loyd Ln, Harrisville, NH 03450

    Perched at the top of Loyd Lane overlooking the serene waters of Skatutakee Lake in historical Harrisville, you will find this charming year-round chalet built in 2020 with a total of +/- 7.22 acres and +/- 287 ft of exclusively owned water frontage! This sale includes two waterfront properties that are also listed separately - MLS #'s 5085841 and 5089782 . The house lot has 2.3 acres with 234 ft

    Abby Fino

    14 and 00 Loyd Ln, Harrisville, NH 03450
  • /2

    $175,000

    $75K PRICE DROP
    • Land
    • 5.26 Acres
    • $33,270 per Acre

    1 Cherry Tree Ln, Swanzey, NH 03446

    Approved condo development with 9 remaining units to be built. Excellent opportunity to construct the next 2 phases of this conveniently located and affordable housing! 1st 2 phases have been completed and fully occupied.

    Ryan Goodell EXP Realty

    1 Cherry Tree Ln, Swanzey, NH 03446
  • /41

    $1,287,000

    $113K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,599 Sq Ft

    24 Westminster St, Walpole, NH 03608

    Just 40 mins to Okemo, this completely renovated 4,000+ square foot Greek Revival home w/ 7 fireplaces, a landmark residence nestled in the heart of Walpole village overlooking the historic common.Anchored by four impressive pillars, the stately facade opens into a sprawling interior featuring a seamless blend of old-world charm and modern sophistication.Inside, expansive living spaces include a

    Cynthia Westover Galloway Real Estate LLC

    24 Westminster St, Walpole, NH 03608
  • /60

    $775,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    2221 Valley Rd, Stoddard, NH 03464

    Tucked away on Valley Road you will find this charming year-round cape on .43 acres with 105 ft of exclusively owned water frontage on the desirable Highland Lake! This home is positioned to maximize lake views overlooking a peaceful and private cove. This home is tastefully landscaped and thoughtfully designed, with no detail overlooked. Some recent upgrades were made including the installation

    Abby Fino

    2221 Valley Rd, Stoddard, NH 03464
  • /50

    $799,900

    $200K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft

    78 Colburn Ln, Rindge, NH 03461

    LAKE LIFE at it's best! Set along the shores of Lake Monomonac, this property is all about the water, the view, and the lifestyle. Enjoy an unobstructed 180 panorama across the lake, including a front-row view of Commodore Island—the heart of lake life and a true gathering place for the community. From your deck, you’ll have a direct line of sight to summer highlights like the July 4th boat

    Denise Thomas BHG Masiello Keene

    78 Colburn Ln, Rindge, NH 03461
  • /22

    $319,000

    • 3 Beds
    • 1.5 Baths
    • 1,805 Sq Ft

    7 Purcell Rd, Ashuelot, NH 03441

    Roomy, solidly built Post & Beam home awaits your tasteful touches and TLC! Enter this center-foyer cape by way of the spacious front covered porch built to enjoy many of our glorious New England seasons. Inside, the three main first-floor rooms offer options for living, dining, family room or den. A sizeable room off the kitchen can store all that seasonal gear or remain a walk-in pantry. Brand

    Barbara Cleveland Century 21 Highview Realty

    7 Purcell Rd, Ashuelot, NH 03441
  • /40

    $689,000

    • 2 Beds
    • 3 Baths
    • 2,532 Sq Ft

    495 N Shore Rd, Chesterfield, NH 03462

    Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced

    Charlotte Marrocco-Mohler BHHS Verani Nashua

    495 N Shore Rd, Chesterfield, NH 03462
  • /42

    $495,000

    • 3 Beds
    • 2 Baths
    • 2,822 Sq Ft

    175 River St, Keene, NH 03431

    Tucked away on a quiet cul-de-sac just minutes from downtown Keene, this home offers the perfect balance of neighborhood living and easy access to everything the city has to offer. Inside, you'll find a bright and airy main living area with vaulted ceilings and abundant natural light. The thoughtful layout includes a first-floor primary bedroom with ensuite and oversized walk-in closet making

    Kelsey Malloy Keller Williams Realty Metro-Keene

    175 River St, Keene, NH 03431
  • /39

    $299,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,524 Sq Ft

    102 Goodell Ave, Swanzey, NH 03446

    Opportunity awaits in a desirable Swanzey neighborhood surrounded by well-maintained homes. This 1850 Cape sits on over 5 acres and offers tremendous potential for buyers looking to restore and build equity. The property features 3 bedrooms, 11⁄2 baths, a newer barn built in 2023, and a chicken coop/shed, providing flexibility for hobby farming, storage, livestock, or workshop space. Several

    Denise Thomas BHG Masiello Keene

    102 Goodell Ave, Swanzey, NH 03446
  • /60

    $395,000

    $30K PRICE DROP
    • 4 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
  • /29

    $115,000

    $30K PRICE DROP
    • Land
    • 21.2 Acres
    • $5,425 per Acre

    525 Richmond Rd, Winchester, NH 03470

    Discover a rare opportunity to own 21.2+/- acres of pristine New Hampshire wilderness in the heart of Winchester. This expansive parcel is defined by its stunning frontage along the tranquil Roaring Brook, offering a picturesque and peaceful setting for your future dream home or private getaway. A standout feature of this property is its significant standing timber value; the land has remained

    Bob Barnard Monadnock Realty Group LLC

    525 Richmond Rd, Winchester, NH 03470
  • /20

    $274,900

    New Construction $5K PRICE DROP
    • 1,536 Sq Ft

    1046 Kings Hwy, Stoddard, NH 03464

    Secluded on a hill is this quaint, ready-to-be-completed cabin in this low-taxed, beautiful New Hampshire town. Enjoy watching the sunrise or viewing the fall foliage on this elevated 3.2 acre lot without a neighbor in sight. A 3 bedroom septic is already installed and ready to go. The 24'x32' footprint has a loft for additional living space or storage, and a full walk-out basement offers plenty

    Connie Lester Broadvest Real Estate Group

    1046 Kings Hwy, Stoddard, NH 03464
  • /32

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    200 Glebe Rd, Westmoreland, NH 03467

    Loads of potential with this 2–3 bedroom, 2-bath split level ranch home located in the desirable town of Westmoreland. The main level offers two bedrooms, a full bath, comfortable living room, and kitchen with dining area. A sliding glass door leads to the back deck, providing a great space to relax or entertain. The lower level features a rec room, three-quarter bath, laundry room, and a third

    Michelle Howe BHG Masiello Keene

    200 Glebe Rd, Westmoreland, NH 03467
  • /40

    $424,999

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    31 Trowbridge Rd, Keene, NH 03431

    Welcome to 31 Trowbridge Rd in Keene! This charming 1968 raised ranch blends classic character with modern updates. Offering 1,920 total structurearea on a 0.49-acre lot, this home is perfect for families, entertaining, or enjoying a peaceful retreat. It features 3 bedrooms, 1.5 baths, and a partially finished walk-out basement ideal for a guest room, office, gym, or hobby space. Recent

    Derek Greene Derek Greene

    31 Trowbridge Rd, Keene, NH 03431
  • /28

    $127,050

    $142K PRICE DROP
    • Land
    • 3.63 Acres
    • $35,000 per Acre

    Lot 26-4 Plain Rd, Hinsdale, NH 03451

    Discover the possibilities with these 4 adjoining land lots, available individually or as one combined parcel for those seeking additional acreage and privacy. Whether you’re looking to build a private retreat, create a family compound, or invest in a larger tract of land, this property offers the flexibility to turn your visioninto reality. Plain Road in Hinsdale is highly convenient for outdoor

    Jessica Samples BHG Masiello Keene

    Lot 26-4 Plain Rd, Hinsdale, NH 03451
  • /11

    $899,000

    New Construction $99K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,271 Sq Ft

    56 Roberts Dr Unit 7, Jaffrey, NH 03452

    The "Barkley" is a 2200 sq ft plus 2 story 3-bedroom home with 1st floor primary suite, great room, kitchen/dining room, 2 car attached garage, open deck and covered entry way. The 2nd floor features 2 bedrooms, full bath and laundry, and loft area overlooking the great room below. This home offers a versatile floorplan that is conducive to entertaining, working from home, and getting out in

    Denise Whitney BHG Masiello Peterborough

    56 Roberts Dr Unit 7, Jaffrey, NH 03452
  • /51

    $540,000

    • 2,226 Sq Ft

    84 Elm St, Keene, NH 03431

    Welcome to 84 Elm Street, an exceptional two-family property offering flexibility, charm, and income potential, just a five-minute walk from bustling downtown Keene. Whether you're looking to owner-occupy while offsetting your mortgage, or need a smart layout for multi-generational living, this home is ideally suited for both. Each unit provides comfortable, separate living spaces, while the

    George Hansel H. G. Johnson Real Estate

    84 Elm St, Keene, NH 03431
  • /60

    $899,900

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 3,583 Sq Ft

    68 Reservoir Rd, Walpole, NH 03608

    Nestled on the much sought-after Reservoir Road, one of Walpole’s most picturesque and highly desirable streets, this beautiful 4-bedroom, 3.5-bathroom home offers an exceptional blend of character, space, and privacy. The property is set on a level 1-acre lot that abuts scenic Reservoir Woods conservation land, ensuring a tranquil backdrop and a backyard that feels like a private sanctuary. From

    Tracy Nangeroni BHHS Verani Upper Valley

    68 Reservoir Rd, Walpole, NH 03608
  • /15

    $99,000

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    32 Pine St, Hinsdale, NH 03451

    Well-cared-for mobile home offering comfort and convenience. The spacious primary bedroom features a private 3⁄4 bath and double closets offer great storage. A second bedroom is located on the opposite end of the home just steps from the full bathroom, providing privacy for guests or family. The property is minutes from Super Walmart and other shopping. Conveniently located about 10 minutes from

    Linda Hitchcock BHG Masiello Keene

    32 Pine St, Hinsdale, NH 03451
  • /45

    $350,000

    Open Sat 10AM - 1PM
    • 2 Beds
    • 1.5 Baths
    • 1,134 Sq Ft

    72 North St, Jaffrey, NH 03452

    Step into this reimagined 1930s Villager Cape, where classic charm meets modern comfort in the heart of Jaffrey. Nearly every inch has been updated—new flooring, renovated kitchen and baths, and smart conveniences like a first-floor bedroom and first-floor laundry. The soaring cathedral living room with loft creates an airy gathering space, enhanced by a mini-split and a slider leading to a

    Larry Alvarez Tieger Realty Co. Inc.

    72 North St, Jaffrey, NH 03452
  • /49

    $475,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 2,177 Sq Ft

    332 Eaton Rd, Swanzey, NH 03446

    Live among the trees and sleep beneath the stars in this truly unique Eagle Nest home. Built in 1996, this one-of-a-kind property captures the true essence of living with nature. Peaceful, private, and incredibly special, the home is set on 8 beautiful acres, tucked up and back from the road, surrounded by 400 privately owned acres. Just steps from the Ashuelot River and near Swanzey Lake, this

    Linda Desaulniers ERA Key Realty Services

    332 Eaton Rd, Swanzey, NH 03446
  • /54

    $339,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,643 Sq Ft

    135 George St, Keene, NH 03431

    5/16/26 Update! New Price! Seller says bring offers! Check out the new virtually staged rooms online then visit in person to see how you can make it your own! Welcome to your new home, where just about everything is brand new. Utilizing modern colors and conveniences, this home boasts 3 bedrooms and a heated sunroom that could be used for a 4th sleeping area, an office or even a playroom! Brand

    Jim Cardello BHHS Verani Londonderry

    135 George St, Keene, NH 03431
  • /16

    $120,000

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    18 Pine St, Hinsdale, NH 03451

    This beautifully maintained mobile home is ready for its new owner. This three-bedroom, one bathroom home, has an open concept Kitchen/Livingroom area great for entertaining. Large primary suite at one end and the two remaining bedrooms are at the other end. This home has the added extra space of a screened in porch where you can enjoy the summer evenings sitting in your favorite chair or its

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    18 Pine St, Hinsdale, NH 03451
  • /38

    $469,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    6 Ashley Ave Unit 28, Hinsdale, NH 03451

    Enjoy the ease of one-level living in this thoughtfully designed ranch, set in a quiet new home community. The open-concept kitchen and living area create a welcoming space for gathering and everyday living, while the primary suite is tucked away for privacy, featuring a walk-in closet and a 3⁄4 bath. Two additional bedrooms and a guest bath are located on the opposite side of the home, making

    Kim Curry BHG Masiello Keene

    6 Ashley Ave Unit 28, Hinsdale, NH 03451

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