Cheshire County NH Homes for Sale

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  /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
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  /21

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,145 Sq Ft

  20 Bilo Ave, Winchester, NH 03470

  Updated and ready to love, this bright and sunny 3-bedroom, 1-bath home offers 1,145 square feet of comfortable living space in a convenient Winchester location near schools. Fresh paint throughout and new vinyl plank flooring create a clean, modern feel, while new stainless steel appliances shine in the spacious kitchen, complete with a breakfast bar open to the living room—perfect for everyday

  

  Laurie Mack

  BHG Masiello Keene

  (866) 346-1351

  20 Bilo Ave, Winchester, NH 03470
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  /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
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  /11

  $120,000

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  234 Old Cheshire Turnpike, Walpole, NH 03608

  This one is a definite handyman's project or better yet; the manufactured home could be removed and replaced with another home. The listing was priced as being only a land parcel with an in place dug well, septic system and upper driveway. Property being sold as-is; at the price offered, the owner is not planning any property cleanout or repairs. This property is probably not financeable as a

  

  Alan Croteau

  Real Property Options

  (844) 850-5370

  234 Old Cheshire Turnpike, Walpole, NH 03608
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  /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
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  /34

  $400,000 Open Sun 1PM - 2:30PM

  • 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
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  /35

  $375,000

  • 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
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  /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
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  /53

  $529,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft

  4 Winch Hill Rd, Swanzey, NH 03446

  New Construction! To be built! Pick your colors now! This three bedroom, two bath home featuring one floor living, attached two car garage, open bright eat-in kitchen with your choice of cabinets and granite counters, cathedral great room with door to back covered farmers porch, and primary bedroom with two closets and bath. Peaceful location on a country road. Make it yours! This same floor plan

  Larry Alvarez Tieger Realty Co. Inc.

  4 Winch Hill Rd, Swanzey, NH 03446
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  /60

  $985,000

  • 5 Beds
  • 3.5 Baths
  • 3,984 Sq Ft

  19 Webber Ln, Fitzwilliam, NH 03447

  Luxury Historic Colonial!Timeless elegance awaits just moments from the Historic Fitzwilliam Common. This exceptional circa 1790 New England Colonial Post & Beam is set amid a private, picturesque landscape. Sited proudly on nearly 35 acres of landscaped gardens, open pasture, woodland, trails, and classic stonewalls, the property offers sweeping four-season views and an enduring beauty

  Ryan Goodell EXP Realty

  19 Webber Ln, Fitzwilliam, NH 03447
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  /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
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  /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
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  /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
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  /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
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  /37

  $550,000 Open Sat 9:30AM - 11AM

  • 4 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  224 Darling Rd, Keene, NH 03431

  Very inviting and well-maintained home with privacy. The formal entry foyer leads to a nice sized living room with crown molding and chair rails. Continue thru an arched opening to the dining room which has access to a roomy screened porch overlooking the side yard. Back thru the dining room to the remodeled eat-in kitchen with granite counters, a center island and large pantry. This area

  Timothy Keating BHG Masiello Keene

  224 Darling Rd, Keene, NH 03431
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  /35

  $524,900

  • 3 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  98 Perry Rd, Jaffrey, NH 03452

  Sellers are motivated! Bring an offer! This home is Gorgeous! Move Right In! Price Reduction! Market is slower now during the winter. Less competition! Jump on this one before it picks up again. One-Owner. Quiet Street. Awesome spot on Cul-de-Sac! Private backyard! Well-maintained with finished walk-out basement, offering flexible living space and an extra bedroom. Kitchen features hardwood

  Christina Hayes BHHS Verani Amherst

  98 Perry Rd, Jaffrey, NH 03452
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  /60

  $725,000

  • 4 Beds
  • 2 Baths
  • 3,492 Sq Ft

  849 Route 10, Gilsum, NH 03448

  Quintessential farmhouse on the outskirts of the quaint village of Gilsum. Plenty of room for family, tools and toys. This 4 bedroom 2 bath home with an attached three car garage sits on a gently sloping 3 acres with a stream running along the northerly edge of the property. Enjoy rural living while being close to recreational opportunities and the amenities offered by the city of Keene. The four

  Bill Hutwelker SVN The Masiello Group- Keene

  849 Route 10, Gilsum, NH 03448
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  /60

  $614,800

  • 5 Beds
  • 2.5 Baths
  • 3,878 Sq Ft

  9 Templeton Turnpike, Fitzwilliam, NH 03447

  Lovely circa 1800 Greek Revival home in search of a new homeowner with excellent taste. Are you the one? Maybe it's you who'll appreciate and enjoy this beautiful home in the heart of charming Fitzwilliam! Take in the fun happenings & gorgeous scenery of the Monadnock Region while living across the street from beautiful Fitzwilliam Common Historic District, a part of the National Register of

  Mary M. Belle Isle EXP Realty

  9 Templeton Turnpike, Fitzwilliam, NH 03447
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  /46

  $559,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  159 Ashuelot Main St, Ashuelot, NH 03441

  MARKET ADJUSTMENT! Upgrade with this NEW, Classic and modern home close to all town services, but located in a rural setting! Colonial with 4 bedrooms, 2 and 1/2 baths and a spacious, heated attached two car garage with EV plug! This energy efficient home is stick built with high quality construction! The expansive gorgeous kitchen has new fully warranted appliances, a large eat at island! Living

  Ralph Harvey Listwithfreedom.com

  159 Ashuelot Main St, Ashuelot, NH 03441
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  /56

  $600,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 2,520 Sq Ft

  1322 Main St, Dublin, NH 03444

  Experience the perfect blend of rural tranquility and commuter convenience in this sprawling Dublin ranch. Set on 4.31 private acres within the Contoocook Valley School District, this property offers a rare "one-level living" floor plan that is equally suited for those looking to downsize or a growing family in search of space and flexibility. Situated on Route 101, far back from the road, the

  Lisa Stone Keller Williams Realty Metro-Keene

  1322 Main St, Dublin, NH 03444
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  /59

  $628,800

  • 4 Beds
  • 5 Baths
  • 3,760 Sq Ft

  20 Amalia Way, Rindge, NH 03461

  Flexibility is what you get in this expanded colonial with four bedrooms, four bath and bonus rooms. Home sits well off the road on 1.45+/-acres with privacy and modern country living. The front farmers porch leads you into a formal foyer with paneled wainscoting, corner bench, and arched entry into the hall or the oversized living room/dining room. The dark oak floors warm the space and the

  Larry Alvarez Tieger Realty Co. Inc.

  20 Amalia Way, Rindge, NH 03461
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  /60

  $560,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,209 Sq Ft

  200 Old Peterborough Rd, Dublin, NH 03444

  Looking for that perfect place to call home? Welcome to this MOVE-IN READY, OPEN CONCEPT Contemporary Cape on an EXPANSIVE EIGHT ACRES in the idyllic town of Dublin! This beautiful home boasts a flexible floor-plan and MANY UPGRADES, including a GORGEOUS NEW KITCHEN with CUSTOM CABINETS, huge island and coffee bar, which flows into the light-filled living room with vaulted ceilings. The main

  Carmen Murray Coldwell Banker Realty Bedford NH

  200 Old Peterborough Rd, Dublin, NH 03444
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  /51

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,736 Sq Ft

  178 North Rd, Alstead, NH 03602

  Brand new custom-built home in picturesque, quiet country location approximately 1 mile from Lake Warren in beautiful Alstead NH! Spacious 1st floor primary suite, lovely flow and open concept 1st floor with custom kitchen with stone countertops, open dining and living rooms. 1st floor laundry room and 1/2 bath off the breezeway. 2 bedrooms and another full bath on the 2nd floor provides plenty

  Ryan Goodell EXP Realty

  178 North Rd, Alstead, NH 03602
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  /50

  $549,999

  • 3 Beds
  • 3 Baths
  • 2,256 Sq Ft

  213 Brush Brook Rd, Dublin, NH 03444

  *Motivated Seller!* Come claim this picturesque property which features a convenient location, exceptional privacy and a spectacular, maintainable view of Mt. Monadnock to the West on 3.3 acres. New siding and a 7-year roof enclose this 1980 contemporary build nestled in the wooded hills of the desirable Dublin, NH township. Picture windows allow you to enjoy natural lighting and outdoor beauty

  Greg Carter Four Seasons Sotheby's International Realty

  213 Brush Brook Rd, Dublin, NH 03444
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  /34

  $610,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  240 Forest Lake Rd, Winchester, NH 03470

  Real Country Living in an antique post & beam farmhouse on 11+ acres, COMPLETELY remodeled for efficient modern life. The 2,200 sf home (town tax card not updated) completely reimagined over 7 years. On rolling pastureland, the home was stripped to its beams, insulated, and white cedar log sided on the exterior. Pine tongue & groove on the inside; Standing-seam metal roof will last indefinitely.

  Michael Breshears BHG Masiello Peterborough

  240 Forest Lake Rd, Winchester, NH 03470
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  /13

  $599,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,798 Sq Ft

  95 Winch Hill Rd, Swanzey, NH 03446

  New construction to be built! With beautiful panoramic seasonal view of Mount Monadnock-This is an updated floor plan for a Colonial-style home. Enter from the farmer's porch into a foyer with double closets and a center staircase. The open concept allows you enter into either the kitchen or the family room - both yielding access to the dining room of which offers a 12x14 deck for entertaining. A

  Larry Alvarez Tieger Realty Co. Inc.

  95 Winch Hill Rd, Swanzey, NH 03446
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  /49

  $605,000

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  337 Old Keene Rd, Walpole, NH 03608

  Welcome to super clean, private Cape-style home nestled on 3 serene acres, ideal for large families or multi-generational living. Boasting 5 generously sized bedrooms and 3 full baths, this home offers comfort, space, and versatility. Step inside to discover rich natural woodwork throughout, a sprawling eat-in kitchen perfect for gatherings, and a bright, airy living room with plenty of room to

  Cynthia Westover Galloway Real Estate LLC

  337 Old Keene Rd, Walpole, NH 03608
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  /55

  $549,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,114 Sq Ft

  583 Burt Hill Rd, Winchester, NH 03470

  Welcome to your move-in-ready sanctuary! This beautifully updated home perfectly blends modern comfort with a tranquil natural setting, featuring a peaceful brook running alongside the property for ultimate privacy. Recent high-value upgrades offer total peace of mind, including a brand-new roof, a new 2,500-gallon septic system, fresh paint, and stylish new laminate flooring throughout. The

  Munise Ulker HomeSmart Success Realty LLC

  583 Burt Hill Rd, Winchester, NH 03470
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  /5

  $529,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft

  0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466

  To be built, new construction where you have the time to pick your colors, cabinets and granite counters. Three bedroom, two full baths, open concept living with split bedroom plan in this one floor living home. The open living area has a cathedral ceiling and leads you out to the back covered farmers porch for great extended living. The primary has great storage and full bath. The builder has

  Sandy Cormier Greenwald Realty Group

  0 Farr Rd Unit Map 13B Block A Lot, Chesterfield, NH 03466
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  $549,000

  • 3 Beds
  • 2 Baths
  • 2,675 Sq Ft

  521 County Rd, Walpole, NH 03608

  19.5 acres in 2 lots, mostly wooded with pastural views. Home has 3-4 bedrooms, 2 baths. Heating can be done with wood, oil or coal. Detached large barn with generous room for 4 vehicles plus 2nd floor storage. Home is ready for quick move-in with large eat in kitchen, spacious living room with wood stove and deck with view, 3 bedrooms on main floor plus very large family room and either, 4th

  Cynthia Westover Galloway Real Estate LLC

  521 County Rd, Walpole, NH 03608
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  /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
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  /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
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  /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
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  /9

  $225,000

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

  39 Bullock Rd, Richmond, NH 03470

  NEW $50,000 Seller Financing , 1% toward Closing Cost!!! 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 22.4 acre parcel of land with outstanding possibilities. Don’t miss your chance to bring your vision to life! Located 25 minutes to Keene NH, 30 Minutes to Brattleboro VT

  Vicki Christiansen RE/MAX Town Square

  39 Bullock Rd, Richmond, NH 03470
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  /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
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  /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
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  /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
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  /30

  $170,000

  • 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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