Cheshire, NH Homes

• 

  

  

  /15

  Est $323,436 Not Listed For Sale

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

  266 Old Homestead Hwy, Swanzey, NH 03446

  266 Old Homestead Hwy, Swanzey, NH 03446
• 

  

  

  /23

  $269,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 923 Sq Ft

  15 Gemini Dr, Keene, NH 03431

  This 2-bedroom, 1-bath ranch offers the ease of one-floor living in a desirable, well-established neighborhood. Perfect for downsizing or first-time buyers, the home features hardwood floors throughout, an updated kitchen, and a bright, welcoming layout. The one-car garage adds convenience, while the large backyard provides plenty of space for gardening, play, or relaxing outdoors. While this

  Michelle Howe BHG Masiello Keene

  15 Gemini Dr, Keene, NH 03431
• 

  

  

  /60

  $686,000 Sold Jun 16, 2025

  • 3,081 Sq Ft
  • $223/SF
  • 35 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  143 Peg Shop Rd, Keene, NH 03431

  Welcome Home to This Stunning Timber Frame Cape on Over 18 Acres in Keene Come home to this beautiful 4-BD, 3-BA, home in one of Keene’s most desirable locations—Peg Shop Road. Enjoy the best of both worlds: peaceful country living just five minutes from Central Square. This bright and airy open-concept home features a gorgeous kitchen with granite countertops, a center island, tile backsplash,

  Robin Smith BHG Masiello Keene

  143 Peg Shop Rd, Keene, NH 03431
• 

  

  

  /29

  Est $308,000 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  26 Monadnock Hwy, Keene, NH 03431

  26 Monadnock Hwy, Keene, NH 03431
• 

  

  

  /60

  $389,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  69 Timberlane Dr, Keene, NH 03431

  Tucked within one of Keene’s most sought-after neighborhoods, this beautifully maintained 3-bedroom, 1.5-bath Cape is a true gem that effortlessly blends comfort, style, and charm. The thoughtfully updated kitchen is a standout, featuring elegant tiled floors, Corian countertops, a classic farmhouse sink, soft-close cabinetry, subway tile backsplash, stainless steel appliances—including a gas

  Robin Smith BHG Masiello Keene

  69 Timberlane Dr, Keene, NH 03431
• 

  

  /42

  $149,900 Sold Jun 13, 2025

  • 952 Sq Ft
  • $157/SF
  • 52 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2004

  5 Starling St, Keene, NH 03431

  Meticulously maintained is what you will find when you enter this home!!! Beautifully landscaped lot with flower gardens, 2 sheds for storage and oil tank as well as 2 trex decks!! This lovely home features 2 bedrooms and 2 full bathrooms, large living room, fully applianced kitchen, spacious laundry room, central air and so much more!!! Close to amenities, schools and the hospital! Don't miss

  Emily Lagerberg R.H. Thackston & Company

  5 Starling St, Keene, NH 03431
• 

  

  /12

  Est $317,645 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  68 Old Homestead Hwy, Keene, NH 03431

  68 Old Homestead Hwy, Keene, NH 03431
• 

  

  /25

  $210,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  814 Court St Unit H, Keene, NH 03431

  Beautifully Updated 2-Bedroom End Unit Condo in Prime Location!Don’t miss this stylish and move-in ready 2-bedroom condo located in a sought-after community. This sun-filled end unit offers added privacy and features a spacious deck, perfect for relaxing or entertaining.Step inside to a bright living room and updated kitchen/dining area. Upstairs, you’ll find two generous bedrooms and a

  Kristen Ziter Taylor Brattleboro Area Realty

  814 Court St Unit H, Keene, NH 03431
• 

  

  /42

  $492,000 Sold Jun 11, 2025

  • 2,456 Sq Ft
  • $200/SF
  • 70 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  77 Felt Rd, Keene, NH 03431

  Well cared for L-shaped ranch in a great West Keene neighborhood! 2186 sq ft. on main level. Wood floors, fireplace, cathedral ceiling, family room, 3 bedrooms, mini split AC, walk out rec room in the basement and a wonderful sun porch that can be used 4 seasons. Large deck facing the beautiful and private backyard. Oversized detached 2 car garage. Automatic generator. Currently modified for

  Bert Inman RE/MAX Town & Country

  77 Felt Rd, Keene, NH 03431
• 

  

  /39

  Est $361,849 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,530 Sq Ft

  10 Houghton Point, North Swanzey, NH 03431

  10 Houghton Point, North Swanzey, NH 03431
• 

  

  /52

  $389,900 Under Contract

  • 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
• 

  

  /23

  $280,000 Sold Jun 10, 2025

  • 1,786 Sq Ft
  • $157/SF
  • 51 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  26 Heights Ln, Sullivan, NH 03445

  WATER FRONT, 1000 feet of Otter Brook, fenced in backyard, newer appliances & hot water heater.Looking for a secluded home, nature walks, beautiful therapeutic, relaxing water sounds, look no more!3.4 miles to Beautiful Granite Lake.11 miles to Porcupine Falls, White Brook Road, Gilsum.Grill out by the brook, gather by the fire pit, relax your feet in the brook. Tranquil nature all around.

  Diana Elfreich Keller Williams Realty Metro-Keene

  26 Heights Ln, Sullivan, NH 03445
• 

  

  /35

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 3,348 Sq Ft

  116 Old Homestead Hwy, Keene, NH 03431

  116 Old Homestead Hwy, Keene, NH 03431
• 

  

  /30

  $338,500 Under Contract

  • 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
• 

  

  /12

  $240,000 Sold Jun 06, 2025

  • 1,056 Sq Ft
  • $227/SF
  • 10 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1999

  238 Base Hill Rd Unit 47, Keene, NH 03431

  FARMSTEAD COMMONS! Looking to downsize? Time to have professionals take care of the beautiful landscaping, dryer vent cleaning, exterior repairs, this is the place for you! Tired of paying rent? Come live in this beautifully maintained condo and build equity.Convenient carport, your vehicle will thank you. 10' x 10' patio, plus extended 10' x 10' approved patio for grilling, or simply

  Diana Elfreich Keller Williams Realty Metro-Keene

  238 Base Hill Rd Unit 47, Keene, NH 03431
• 

  

  /19

  Est $147,952 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 481 Sq Ft

  7 Wilson Pond Rd, Keene, NH 03431

  7 Wilson Pond Rd, Keene, NH 03431
• 

  

  /36

  $194,900 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 2,354 Sq Ft

  175 Belvedere Rd, Gilsum, NH 03448

  Escape to the tranquility of rural living with this unique opportunity on 6 private, wooded acres. Tucked away for ultimate seclusion, yet easily accessible with close proximity to Keene, this property offers the perfect blend of natural beauty and potential. The existing residence, while having received numerous updates, presents an exciting opportunity for those with vision. A standout

  Alisa Mullen The Mullen Realty Group, LLC

  175 Belvedere Rd, Gilsum, NH 03448
• 

  

  /36

  $260,000 Sold Jun 06, 2025

  • 3,442 Sq Ft
  • $76/SF
  • 38 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1880

  51 Beech St, Keene, NH 03431

  Attention homeowners and investors!Ideally located just one mile from downtown and Fuller Elementary School, this property offers convenience and charm in a desirable residential neighborhood. You'll be close to shopping, the local hospital, and beautiful Robin Hood Park.The home features great curb appeal with a newly installed concrete driveway, stone walkway, and fresh vinyl siding. City water

  Anna Schierioth HKS Associates, Inc.

  51 Beech St, Keene, NH 03431
• 

  

  /40

  Est $490,800 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,571 Sq Ft

  28 Mount Huggins Dr, Swanzey, NH 03446

  28 Mount Huggins Dr, Swanzey, NH 03446
• 

  

  /39

  $135,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  6 Cardinal Cir, Keene, NH 03431

  Nestled on a quiet cul-de-sac within Tanglewood Park Co-op, this well-maintained 2-bedroom, 1-bathroom home is positioned on one of the community’s greater lots. A white vinyl privacy fence encloses the yard—perfect for pets, recreation, or gardening. The oversized shed with electricity offers ample storage or workshop potential, while the deck provides a peaceful space to overlook the yard.

  Kirsten Perkins BHG Masiello Keene

  6 Cardinal Cir, Keene, NH 03431
• 

  

  /22

  $140,000 Sold Jun 06, 2025

  • 952 Sq Ft
  • $147/SF
  • 206 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2017

  46 Sparrow St, Keene, NH 03431

  MOTIVATED SELLER.... Price Drop!!! This newer, single-owner home has been well maintained and is truly move-in ready! With a thoughtfully designed floor plan, it offers privacy with bedrooms located on opposite ends. The open-concept living room and kitchen create an inviting space, perfect for entertaining, and includes an eat-in kitchen and a separate laundry area. The primary bedroom features

  Kirsten Perkins BHG Masiello Keene

  46 Sparrow St, Keene, NH 03431
• 

  

  /40

  Est $520,364 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,418 Sq Ft

  37 Mount Huggins Dr, Swanzey, NH 03446

  37 Mount Huggins Dr, Swanzey, NH 03446
• 

  

  /23

  $209,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 906 Sq Ft

  710 Main St Unit 4, Keene, NH 03431

  Follow the Yellow Brick Road and you will find your way home to 710 Main St., Unit 4! Dreams do come true and your dream is waiting for you here in this splendid home. This is not a fantasy...it is real! Nestled in a small, tranquil residential community of townhouses it’s only minutes to downtown Keene. Inside the magic happens with its impeccable charm. Beautiful hardwood floors, living/dining

  Shirley Marcello BHG Masiello Keene

  710 Main St Unit 4, Keene, NH 03431
• 

  

  /52

  $569,000 Sold Jun 04, 2025

  • 2,726 Sq Ft
  • $209/SF
  • 53 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  67 Greenbriar Rd, Keene, NH 03431

  Located in the the heart of West Keene is this unique Cape Style three bedroom home. The ultimate Living room/kitchen experience, open concept with vaulted ceiling and panoramic view of the backyard. The afternoon sun pours into this room which also boasts slider out to deck and patio and level backyard. First floor bedroom and full bathroom, hardwood flooring and wood burning fireplace.

  Josh Greenwald Greenwald Realty Group

  67 Greenbriar Rd, Keene, NH 03431
• 

  

  /40

  Est $429,064 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,892 Sq Ft

  154 Monadnock Hwy, Swanzey, NH 03446

  154 Monadnock Hwy, Swanzey, NH 03446
• 

  

  /34

  $339,900 Under Contract

  • 4 Beds
  • 1 Bath
  • 900 Sq Ft

  40 Butternut Dr, Keene, NH 03431

  Located in Keene’s desirable Maple Acres neighborhood, this 4-bedroom, 1-bath raised ranch provides comfort, space, and a peaceful setting. Backing up to woodlands, the large backyard feels private and secluded—perfect for outdoor activities or simply enjoying the quiet surroundings. Just a short distance to Keene Middle School, the YMCA, Wheelock Park, and so much more. Inside, you’ll find a

  Rochelle Bunton Greenwald Realty Group

  40 Butternut Dr, Keene, NH 03431
• 

  

  /27

  $404,000 Sold Jun 02, 2025

  • 1,631 Sq Ft
  • $248/SF
  • 51 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1972

  24 Gemini Dr, Keene, NH 03431

  Charming & Updated 4-Bedroom Home with Dream Backyard! Welcome to this beautifully updated 4-bedroom, 2-bath home boasting 1,631 sq ft of thoughtfully designed living space! From the moment you step through the vibrant red front door, you’ll feel right at home in this warm and welcoming space full of character, comfort, and functionality. The heart of the home is the newly remodeled kitchen,

  Robert Calkins Calkins Realty LLC

  24 Gemini Dr, Keene, NH 03431
• 

  

  /40

  Est $378,239 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,109 Sq Ft

  21 Rust Way, Keene, NH 03431

  21 Rust Way, Keene, NH 03431
• 

  

  /23

  $124,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  33 Oriole Ave, Keene, NH 03431

  ?? Immaculate 2BD/1BA single wide Home with Beautiful Outdoor Space – Move-In Ready! This beautifully maintained and well-loved 2-bedroom, 1-bathroom home is truly a gem! Set on a great lot filled with perennials, shrubs, and lovely plantings, it offers peaceful outdoor living with a spacious deck—perfect for relaxing or entertaining—and a charming garden shed for all your extras. Inside, you'll

  Robin Smith BHG Masiello Keene

  33 Oriole Ave, Keene, NH 03431
• 

  

  /60

  $699,000 Sold Jun 02, 2025

  • 3,414 Sq Ft
  • $205/SF
  • 75 Days On Market

  • 7 Beds
  • 3 Baths
  • Built 1830

  296 Court St, Keene, NH 03431

  Beautifully renovated 1830 Colonial on prestigious Court Street in Keene, where historic character seamlessly blends with modern updates. Inviting side porch into the remodeled kitchen, thoughtfully designed, a classic farmhouse sink, tiled backsplash, and sleek granite countertops.Dining area leads to a charming back porch, offering convenient access to the fully fenced private and expansive

  Josh Greenwald Greenwald Realty Group

  296 Court St, Keene, NH 03431
• 

  

  /36

  Est $389,438 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  22 Hutch St, Swanzey, NH 03446

  22 Hutch St, Swanzey, NH 03446
• 

  

  /29

  $214,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  818 Court St Unit E, Keene, NH 03431

  Immaculate, Move-In Ready Condo with Additional Living Space...Welcome to this bright & inviting 2-bedroom, 1-bath condo, thoughtfully laid out & impeccably maintained. Freshly painted & move-in ready, this home offers both comfort & convenience w/simple living & updates already completed. Step inside to a bright inviting living room that flows easily into the fully applianced kitchen, where

  Kirsten Perkins BHG Masiello Keene

  818 Court St Unit E, Keene, NH 03431
• 

  

  /30

  $340,000 Sold May 30, 2025

  • 1,995 Sq Ft
  • $170/SF
  • 3 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  9 Young Ct, Keene, NH 03431

  This classic gambrel set on a tree lined street within seconds to Keene awaits you. Enjoy the charm of a home that was built in this era. Beautiful flat back yard to take in all four seasons. Galley kitchen for ease of cooking, first floor primary suite with full bath, expansive living space for you to use your imagination. Three bedrooms and bath on second floor sums up the inside. Enjoy the two

  Amy Reisert Borderline Realty, LLC

  9 Young Ct, Keene, NH 03431
• 

  

  /29

  Est $473,320 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft

  28 Hayward Dr, Surry, NH 03431

  28 Hayward Dr, Surry, NH 03431
• 

  

  /23

  $229,750 Under Contract

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  378 Old Chesham Rd, Marlborough, NH 03455

  The seller is the original owner who has taken great care and pride in their home! Built in 1963 with many upgrades over the years. Roof, vinyl windows, vinyl siding, Boiler and hot water heater (2020), oil tank (2023), 100 amp breakers (2020), additional insulation, some flooring, and a whole house generator (2020). Most of the 1 acre is grass. Private location but not secluded. Great place to

  Eric Finley BHG Masiello Keene

  378 Old Chesham Rd, Marlborough, NH 03455
• 

  

  /44

  $305,000 Sold May 30, 2025

  • 2,105 Sq Ft
  • $145/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1962

  233 Pako Ave, Keene, NH 03431

  The possibilities with this property are amazing! Well-built two- or three-bedroom house with built in bookcases, an amazing primary suite with a whirlpool tub and walk in closet. Nicely laid out kitchen with pantry as well as a separate pantry closet! Just off the kitchen is a spacious den with a side deck boasting Trex planking. A large living/dining room with woodstove. A pair of french doors

  Bruce Murphy Keller Williams Realty Metro-Keene

  233 Pako Ave, Keene, NH 03431
• 

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,665 Sq Ft

  515 E Surry Rd, Surry, NH 03431

  515 E Surry Rd, Surry, NH 03431
• 

  

  /37

  $399,900 Under Contract

  • 6 Beds
  • 2 Baths
  • 2,119 Sq Ft

  107 Davis St, Keene, NH 03431

  Freshly renovated and centrally located, this two-unit property offers a fantastic opportunity for investors or owner-occupants alike. Both 3-bedroom units have been fully updated, including renovated kitchens w/ new appliances and updated baths. Each unit also features convenient washer/dryer hookups. New smoke & CO detectors. Tenants are responsible for their own utilities, with the exception

  Rochelle Bunton Greenwald Realty Group

  107 Davis St, Keene, NH 03431
• 

  

  /41

  $200,000 Sold May 30, 2025

  • 1,306 Sq Ft
  • $153/SF
  • 30 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1985

  710 Main St Unit 27, Keene, NH 03431

  Say Goodbye to Shovels & Lawnmowers—Hello, Easy Living! After a long winter, the ease of condo living might be just what you need. No more snow removal, no more yard work—just drop your keys, kick off your shoes, and relax. This adorable 2-bedroom, 1.5-bath end-unit townhouse condo is tucked quietly off the road yet just minutes from shopping, downtown, restaurants, and schools. Main Features:

  Robin Smith BHG Masiello Keene

  710 Main St Unit 27, Keene, NH 03431
• 

  

  /40

  Est $649,205 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,574 Sq Ft

  192 Apple Hill Rd, Sullivan, NH 03445

  192 Apple Hill Rd, Sullivan, NH 03445

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