Cheshire County NH Houses for Sale

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  /60

  $750,000

  • 4 Beds
  • 3 Baths
  • 3,792 Sq Ft

  314 Richmond Rd, Fitzwilliam, NH 03447

  Discover this charming historic farmhouse nestled on 5 plus picturesque acres surrounded by beautiful maple trees and lush green fields. Built in 1820, this home is filled with authentic character, spanning over 3,500 sq ft and featuring 4 bedrooms, 3 bathrooms, a great room, a formal living room, a den, a formal dining room, and a large eat-in kitchen perfect for family gatherings. The home

  

  Michelle Peterson

  Elm Grove Realty

  (877) 702-2576

  314 Richmond Rd, Fitzwilliam, NH 03447
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  /60

  $1,500,000

  • 3 Beds
  • 3.5 Baths
  • 3,788 Sq Ft

  31 Darling Ct, Keene, NH 03431

  Offered for the first time, this custom-built 3-bedroom, 4-bath residence is privately sited at the end of a tree-lined drive on nearly 10 acres of manicured grounds, meadows, and woodland in a cherished location in Keene. With enduring quality and craftsmanship, the home features a light-filled layout with soaring ceilings, custom millwork, and a seamless flow between spaces. The gourmet kitchen

  

  Peg Walsh

  Four Seasons Sotheby's International Realty

  (603) 803-4979

  31 Darling Ct, Keene, NH 03431
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  /33

  $425,000

  • 2 Beds
  • 1 Bath
  • 794 Sq Ft

  59 Wilson Pond Rd, Keene, NH 03431

  Quaint cottage only minutes from bustling downtown Keene. This 2 bed 1 bath home features 60 ft frontage on scenic Wilson Pond with private backyard. Includes updated kitchen, some hardwood floors, and multi-car driveway. Ideal for first timers or those looking for a tranquil second home away from home.

  Alejandra Patton Spruill

  RE/MAX Town & Country

  (844) 471-0600

  59 Wilson Pond Rd, Keene, NH 03431
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  /58

  $975,000

  • 3 Beds
  • 2 Baths
  • 4,243 Sq Ft

  400 Alstead Center Rd, Alstead, NH 03602

  Step into a piece of New England history at The Rock Farm also known as the Hutchinson House. An extraordinary home blending the elegance of Georgian design with the balance and symmetry of Federal architectural styles. Built in 1805, this home once owned by descendants of the Delano family is listed on the National Register of Historic Places. Featuring authentic Moses Eaton Jr. stenciling, a

  

  Laurie Mack

  BHG Masiello Keene

  (866) 530-5420

  400 Alstead Center Rd, Alstead, NH 03602
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  /16

  $299,997

  • 2 Beds
  • 1 Bath
  • 837 Sq Ft

  15 Waters Edge Rd, Swanzey, NH 03431

  Welcome to 15 Waters Edge Road in Swanzey, NH—your opportunity for direct waterfront living on scenic Wilson Pond! This quaint 2-bedroom, 1-bath home offers 837 square feet of inviting living space, filled with natural sunlight and classic New England cottage character. Hardwood floors flow throughout the open-concept main living areas, complemented by charming tin ceilings that add warmth and

  

  Laurie Mack

  BHG Masiello Keene

  (603) 607-7912

  15 Waters Edge Rd, Swanzey, NH 03431
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  /15

  $1,125,000

  • 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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  /41

  $549,900

  • 2 Beds
  • 2 Baths
  • 1,788 Sq Ft

  57 Prescott Rd, Jaffrey, NH 03452

  Discover the perfect blend of classic New England charm and thoughtful modern updates in this beautifully crafted Antique Reproduction Saltbox Colonial, set on 1.76 private, landscaped acres. Built in 1979, this home features wide pine floors, custom woodwork, and period-style finishes throughout. The formal living room offers rich wood paneling, Indian shutters, and a brick fireplace. A spacious

  

  Sharon Corr

  The Corr Group, LLC

  (844) 512-0428

  57 Prescott Rd, Jaffrey, NH 03452
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  /3

  $489,900 New Construction

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

  62 Kennedy Dr, Keene, NH 03431

  Welcome to Kennedy Drive Keene NH! This New Construction Home is just getting started which makes for great timing to pick the colors and finishes and make this home your own! 3 bedroom 2 full bath home featuring large open kitchen dining and living room with cathedral ceiling and access to the back deck. Primary bedroom with dual closets and full bathroom, two additional bedrooms with common

  

  Shane Lampinen

  Broadvest Real Estate Group

  (603) 371-2954

  62 Kennedy Dr, Keene, NH 03431
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  /26

  $649,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  116 Old Walpole Rd, Keene, NH 03431

  Beautiful Brand New Construction Ranch Style Home now complete and ready to move in! 3 bedrooms, 2 baths, large open concept kitchen, dining and living rooms with cathedral ceilings, quality cabinetry, quartz counter tops, direct slider access to the oversized back deck and south facing back yard areas. Primary bedroom with large walk in closet with slider door access, Large primary bathroom with

  

  Shane Lampinen

  Broadvest Real Estate Group

  (888) 818-6356

  116 Old Walpole Rd, Keene, NH 03431
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  /2

  $524,900 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,419 Sq Ft

  64 Old Walpole Rd, Keene, NH 03431

  New Construction Ranch Style Home to-be-built on this large 1.75 acre lot in a great Keene NH location. 3 bedrooms, 2 baths, nice floor plan with living space all on one level, cathedral ceilings in the kitchen, dining and living rooms with direct access to the the back deck and large back yard areas. Primary bedroom with full bathroom tub/shower and walk in closet. Two additional bedrooms on the

  

  Shane Lampinen

  Broadvest Real Estate Group

  (833) 772-8013

  64 Old Walpole Rd, Keene, NH 03431
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  /34

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 5,044 Sq Ft

  46 Northfield Rd, Hinsdale, NH 03451

  Discover a property of unparalleled potential with this beautiful antique colonial, majestically situated on 60.23 acres, comprising a main plot of 58.85 acres and two islands totaling an additional 1.38 acres. This expansive estate boasts extensive frontage on the Ashuelot River. While ready for some updates, the home represents a remarkable value, offering the chance to customize and create

  Doreen Lewis Redfin Corporation

  46 Northfield Rd, Hinsdale, NH 03451
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  /33

  $799,900

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft

  238 Fourth St, Rindge, NH 03461

  Stunningly maintained Cape on the largest stretch of open water! This property boasts a gorgeous waterfront deck and a sandy beach, complete with a dock for your boat and breathtaking views. The home features a newer roof, siding, and windows, along with newly renovated stylish bathrooms. Inside, you’ll find 3 beds, 2 full baths, beautiful hardwood floors, and mini-splits for year-round comfort.

  Dylan MacLean Foster-Healey Real Estate

  238 Fourth St, Rindge, NH 03461
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  /52

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 3,156 Sq Ft

  178 Forest Ave, Swanzey, NH 03446

  OPEN HOUSE - Saturday, 7/26/25, from 11-1.

  Cindy Von Recklinghausen BHG Masiello Keene

  178 Forest Ave, Swanzey, NH 03446
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  /49

  $699,000

  • 5 Beds
  • 3 Baths
  • 2,400 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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  /49

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 1,883 Sq Ft

  219 Gilmore Pond Rd, Jaffrey, NH 03452

  You will be hard pressed to find a more inviting environment for nature to demonstrate her beauty. This hilltop property rests on 16 acres of forest, 500’ of waterfront, with 1187’ of frontage on a paved road. A garden was created and 200 new indigenous trees and bushes including Black Walnut, American Hazelnut, hickory, dogwood, plum, fir and Concord grapes planted. 700 mature and healthy

  Cathy Cambal-Hayward BHG Masiello Peterborough

  219 Gilmore Pond Rd, Jaffrey, NH 03452
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  /60

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  16 Amalia Way, Rindge, NH 03461

  * OPEN HOUSE FRI 7/25 from 4:30-6pm + SAT 7/26 from 11-1 + SUN 7/27 from 11-1 * Welcome to this beautiful, well-maintained three-bedr, two-bath modern Cape, ideally situated in one of Rindge’s most attractive developments. Surrounded by serene forests, open fields, and nearby trails, this home offers the perfect balance of comfort, efficiency, and connection to nature—all just minutes from lakes

  David Hansen Keller Williams Realty-Metropolitan

  16 Amalia Way, Rindge, NH 03461
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  /57

  $560,000

  • 2 Beds
  • 2 Baths
  • 1,774 Sq Ft

  332 Eaton Rd, Swanzey, NH 03446

  Welcome to this charming paradise in Swanzey! This home is a custom 14-sided Eagles nest. As you can see, this house has been meticulously loved and cared for over the years. This property is a true combination for your homestead and private living. 3 stall barn with pastures and additional outbuildings for all your storage needs. As you approach the home from the driveway you will notice the

  Katelyn Heaney Greenwald Realty Group

  332 Eaton Rd, Swanzey, NH 03446
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  /59

  $529,000

  • 3 Beds
  • 3.5 Baths
  • 2,565 Sq Ft

  12 Sawyers Crossing Rd, Swanzey, NH 03446

  Privately perched on a gentle knoll in the heart of Swanzey Center, this exceptional property spans over 4 picturesque acres, offering a perfect blend of open space and wooded privacy. Thoughtfully designed and quality built, this spacious 3+ bedroom, 3.5 bath home delivers comfort. Inside, you'll find a warm and inviting layout featuring an eat-in kitchen with breakfast bar overlooking the cozy

  Josh Greenwald Greenwald Realty Group

  12 Sawyers Crossing Rd, Swanzey, NH 03446
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  /51

  $615,000

  • 5 Beds
  • 2.5 Baths
  • 2,906 Sq Ft

  29 Dean Farm Rd, Jaffrey, NH 03452

  Welcome to 29 Dean Farm Road, a beautifully maintained home set in the heart of New Hampshire’s scenic Monadnock Region. This spacious 5-bedroom, 2.5-bath residence offers a timeless blend of warmth, comfort, and functionality. Gleaming hardwood floors run throughout the home, complementing generously sized bedrooms and a flexible floor plan that includes a first-floor office or study. The sun

  Dean Deschenes Arris Realty

  29 Dean Farm Rd, Jaffrey, NH 03452
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  /40

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,174 Sq Ft

  336 Main St, Rindge, NH 03461

  Welcome to 336 Main Street - Nestled on a serene, tree-lined lot, this beautifully updated split-entry home offers the perfect blend of comfort, function and outdoor enjoyment. From the moment you pull up, you'll notice the home's inviting curb appeal and lush front lawn. Inside, you'll find bright, open living spaces featuring large windows, central air conditioning, shiplap accent walls, brand

  Andre Aho EXP Realty

  336 Main St, Rindge, NH 03461
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  /58

  $525,000

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft

  384 Gulf Rd, West Chesterfield, NH 03466

  Spacious Chalet on 2.93 Peaceful Acres in Chesterfield, NH.Plenty of room for a large family or a perfect weekend retreat awaits on 2.93 serene acres, along a quintessential country road in highly desirable Chesterfield, NH. This well-maintained and expanded chalet offers over 2,200 square feet of living space across three levels.Highlights include cathedral ceilings, warm wood

  Alison Fissette Alset Realty LLC

  384 Gulf Rd, West Chesterfield, NH 03466
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  /60

  $634,500 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  23 Bittersweet Ln, Chesterfield, NH 03466

  Escape the day to day at this picturesque waterfront Cape! Down your private publicly-maintained deadend road, beside the hillside and quaint horse fence, awaits majestic views to envelop you at this park-like setting on the Connecticut River. Your private 3-acre property has over 500’ of riverfront and views with your own beach area and naturally-formed rock jetty. While you’re near to many

  Mary M. Belle Isle EXP Realty

  23 Bittersweet Ln, Chesterfield, NH 03466
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  /60

  $785,000

  • 4 Beds
  • 3.5 Baths
  • 3,286 Sq Ft

  110 E Surry Rd, Keene, NH 03431

  A rare find! This special 1803 colonial is located on 5+ acres in the highly desirable neighborhood of East Surry Road, a short walk to the beautiful Bretwood Golf Course and the scenic 1000 acre Greater Goose Pond Forest, with extensive hiking/biking trails around picturesque Goose Pond. Over the past 24 years, the current owners have inbued this home with their warm style and the value of

  Giselle LaScala Greenwald Realty Group

  110 E Surry Rd, Keene, NH 03431
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  /42

  $540,000

  • 3 Beds
  • 1.5 Baths
  • 1,785 Sq Ft

  380 North St, Jaffrey, NH 03452

  Perfectly set on 9.6 scenic acres in Jaffrey, this charming 3-bedroom, 1.5-bath Cape offers the ideal blend of country living and modern comfort. Set back from the road with views of Mount Monadnock, the property provides plenty of open space. Perfect for a homestead, hobby farm, or simply enjoying the tranquility of nature. Step inside to a spacious, sun-filled kitchen that opens to a cozy

  Colin Murdough Duston Leddy Real Estate

  380 North St, Jaffrey, NH 03452
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  /60

  $579,000

  • 8 Beds
  • 4 Baths
  • 3,806 Sq Ft

  1323 Main St, Dublin, NH 03444

  Welcome to this 1323 Main Street- An incredibly versatile colonial on 4 scenic acres with a small pond, peaceful views, and easy access to Keene and Peterborough. Currently configured as 3 rental units, this property offers income potential, owner-occupancy options, or conversion back to a spacious single-family home with an accessory dwelling unit (ADU). The main unit features a large screened

  Jim Weidner EXP Realty

  1323 Main St, Dublin, NH 03444
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  /40

  $560,000

  • 3 Beds
  • 3 Baths
  • 2,346 Sq Ft

  286 Old New Ipswich Rd, Rindge, NH 03461

  Drive up through a stand of pines to this cape style home on 2 acres! Entering the home via a farmers porch, there are tile & wood floors through out first floor. With 3 bedrooms & 3 baths it will accommodate you and yours! The brightly updated kitchen has stainless appliances, oak cabinets & stone countertops which make for a kitchen you want to be in! On a beautiful lot in a quiet

  Isaac Traffie Broadvest Real Estate Group

  286 Old New Ipswich Rd, Rindge, NH 03461
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  /23

  $539,000

  • 3 Beds
  • 2.5 Baths
  • 1,696 Sq Ft

  39 Windy Fields Ln, Jaffrey, NH 03452

  This 2018 3 bedroom, 3 bath Colonial is perfectly positioned on a quiet cul-de-sac in a sought-after Jaffrey neighborhood. Featuring an open layout with neutral tones throughout, this home offers great flow and abundant natural light. Enjoy the cozy electric built-in fireplace, spacious kitchen with island, soft close drawers, and a primary suite with walk-in closet and private bath. Keep chores

  Jeana Jordan RE/MAX Town Square

  39 Windy Fields Ln, Jaffrey, NH 03452
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  /52

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,377 Sq Ft

  81 Summit Ridge Dr, Keene, NH 03431

  Exquisite 9-Room Contemporary Colonial located in desirable West Keene neighborhood. This beautiful 9-room, 4-5 bedroom, 3-bath home is ready for you to call home. Thoughtfully updated since its original construction in 2002, every detail has been carefully considered. The stunning kitchen features Vermont cabinetry, quartz countertops, LED lighting, and upgraded appliances — perfect for cooking

  Carol Slocum Keller Williams Realty Metro-Keene

  81 Summit Ridge Dr, Keene, NH 03431
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  /51

  $585,000 Open Sat 10AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  45 Monadnock View Rd, Rindge, NH 03461

  MOTIVATED SELLERS! Bring us an offer!Impeccably maintained 4-bedroom, 3-bath Colonial boasting 2,272 square feet of thoughtfully designed living space. Situated in a desirable cul-de-sac neighborhood with views of Mount Monadnock. The home offers a spacious, level, fully fenced yard ideal for entertaining or relaxing, a walkout basement and an expansive third-floor attic ready to be finished.

  Dean Deschenes Arris Realty

  45 Monadnock View Rd, Rindge, NH 03461
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  /46

  $585,000

  • 3 Beds
  • 3.5 Baths
  • 2,742 Sq Ft

  411 Alstead Center Rd, Alstead, NH 03602

  Back on the Market – Don’t Miss This Country Gem!This beautifully maintained 4-bedroom, 3.5-bath farmhouse is back and ready for its next chapter! Situated on 5 scenic acres of farmland, this property offers the perfect blend of charm, function, and opportunity. It features a large barn for storage, a 3-stall horse barn, a detached one-car garage, and a farm stand ready to go with town

  Kerryann Murphy Lamacchia Realty, Inc.

  411 Alstead Center Rd, Alstead, NH 03602
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  /36

  $514,475

  • 4 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  25 Centerview Dr, Swanzey, NH 03446

  Welcome to this beautifully maintained and freshly painted 4-bedroom, 2.5-bath home, located in one of the area's most desirable neighborhoods—just a short walk from local schools. From the moment you arrive, the timeless curb appeal will set the tone for a home that has been thoughtfully cared for inside and out.Step inside to rich hardwood floors that run throughout the main living spaces.

  Eric Finley BHG Masiello Keene

  25 Centerview Dr, Swanzey, NH 03446
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  /35

  $595,000

  • 3 Beds
  • 3 Baths
  • 1,310 Sq Ft

  15 Mulligan Right of Way, Westmoreland, NH 03467

  Tucked away on a quiet country road in picturesque Westmoreland, this move-in ready, meticulously maintained home offers the perfect blend of comfort, character, and incredible outdoor space. The main level features a the updated kitchen that has been thoughtfully updated with custom cabinetry, a spacious living room with exposed beams, built-in shelving, hardwood floors, and a cozy pellet stove,

  Jillian Exel BHG Masiello Keene

  15 Mulligan Right of Way, Westmoreland, NH 03467
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  /53

  $590,000

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  113 Converseville Rd, Rindge, NH 03461

  Prophet Hill Farm – A Scenic Equestrian RetreatSet on 14 picturesque acres, Prophet Hill Farm blends rustic charm with endless equestrian potential. The property features a 14-stall barn, an approximately 50x80 indoor riding arena, an outdoor arena, and a cozy 1-bedroom apartment above a 2-car garage—perfect for guests, caretakers, or rental income.An antique 4-bedroom farmhouse adds

  Kerry Parker Equine Homes Real Estate, LLC

  113 Converseville Rd, Rindge, NH 03461
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  /28

  $575,000

  • 5 Beds
  • 2 Baths
  • 2,815 Sq Ft

  196 South Rd, Swanzey, NH 03446

  Step into timeless charm with this beautifully updated colonial farmhouse, where classic character meets modern comfort. Currently a successful smoke- and pet-free short-term rental, it’s equally ideal as a full-time residence, weekend escape, or income-generating retreat.Inside, enjoy soaring ceilings, exposed beams, pine floors, and thoughtful finishes throughout. The kitchen features

  Jessie Carpenter Keller Williams Realty Metro-Keene

  196 South Rd, Swanzey, NH 03446
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  /59

  $619,900

  • 5 Beds
  • 2.5 Baths
  • 3,564 Sq Ft

  137 Prescott Rd, Jaffrey, NH 03452

  Steeped in history and timeless charm, this distinguished Colonial home, built circa 1830, offers a rare glimpse into the past while providing endless possibilities for modern living. A true treasure for history enthusiasts, the home proudly showcases original murals by the renowned artist Rufus Porter (1792–1884), whose work has been celebrated in museums and historic homes throughout New

  Dean Deschenes Arris Realty

  137 Prescott Rd, Jaffrey, NH 03452
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  /56

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 3,794 Sq Ft

  95 Apple Hill Rd, Sullivan, NH 03445

  Well priced, elegant country home, w/beautiful land, in the Keene School District & just 7 easy miles to Keene. Center Hall Colonial, w/lovely period details & thoughtfully updated amenities. Welcoming KIT/Family room combo w/pellet stove. Updated dine-in KIT w/alder cabinetry by Schrock, 12' of work area, French glides & a window seat. Open concept DR & LR, accented w/wainscotting & exposed

  Connie Joyce RE/MAX Town & Country

  95 Apple Hill Rd, Sullivan, NH 03445
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  /41

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft

  32 Summer St, Alstead, NH 03602

  Unpack your boxes and move right in. This beautifly maintained Colonial home has a vintage feel but with all the modern comforts. It has the perfect blend of privacy and proximity to local amenities. Surrounded by mature trees and wonderful landscaping, this home is just a short 20 mins to Keene or Claremont. Inside you will find quality craftmanship, a thoughtful layout, and classic Colonial

  Heather Pelow Galloway Real Estate LLC

  32 Summer St, Alstead, NH 03602
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  /52

  $389,900

  • 4 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  102 Old Walpole Rd, Keene, NH 03431

  Charming 4-Bedroom Executive Ranch in Keene! Welcome to this nicely maintained and updated executive ranch located on the desirable Old Walpole Road. Offers a perfect blend of comfort and functionality, ideal for one floor living. Step inside to a quaint kitchen and open concept living/dining area. Recently renovated full bathroom tastefully tiled with ceramic and glass tile tub. Outside,

  Josh Greenwald Greenwald Realty Group

  102 Old Walpole Rd, Keene, NH 03431
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  /30

  $338,500

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  23 Fox Cir, Keene, NH 03431

  Set in a charming neighborhood within walking distance to downtown, the recreation center, and local schools, this well-maintained ranch blends comfort, style, and convenience. Step into the dining room, where a bay window welcomes natural light and a sliding glass door opens to a generous Trex deck—perfect for entertaining or relaxing—overlooking a private backyard and screened-in house.The

  Kirsten Perkins BHG Masiello Keene

  23 Fox Cir, Keene, NH 03431
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  /24

  $205,000

  • 3 Beds
  • 2 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

  Susan Bellville Bellville Realty

  32 Main St, Hinsdale, NH 03451

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