Cheshire, NH Homes

• 

  

  

  /11

  $80,000 Sold Apr 21, 2025

  • 1,160 Sq Ft
  • $69/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1852

  190 Ashuelot St, Winchester, NH 03470

  Calling all investors! Nice lot, 2 car garage, house need a lot of work. Great investment. Sold as is where is. Most or all items will remain with sale at no additional cost.

  Linda Hitchcock BHG Masiello Keene

  190 Ashuelot St, Winchester, NH 03470
• 

  

  

  /14

  Est $193,996 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  862 Keene Rd, Winchester, NH 03470

  862 Keene Rd, Winchester, NH 03470
• 

  

  

  /36

  $735,000

  • 2 Beds
  • 1.5 Baths
  • 973 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
• 

  

  

  /20

  $455,000 Sold Apr 21, 2025

  • 2,100 Sq Ft
  • $217/SF
  • 67 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2022

  115 Warwick Rd, Winchester, NH 03470

  This Colonial split in Southwestern NH was built in November 2022. It is situated on an oversized lot backed by forest. The impressive sized back yard is ideal for homesteading, raising chickens, installing greenhouses, or if you prefer, just keep it how it is and enjoy the wildlife as it rambles through. Within easy commuting distance to Keene NH, Brattleboro VT, Greenfield and Springfield MA.

  Ralph Harvey Listwithfreedom.com

  115 Warwick Rd, Winchester, NH 03470
• 

  

  

  /40

  Est $788,677 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,083 Sq Ft

  499 Forest Lake Rd, Winchester, NH 03470

  499 Forest Lake Rd, Winchester, NH 03470
• 

  

  /60

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,475 Sq Ft

  19 Back Ashuelot Rd, Winchester, NH 03470

  You must have a look at this one! Not a manufactured home in the conventional sense. This one has amazing potential,w/ 4 possible bedrooms, 2 full baths and a large lot, much of it fenced. More addition than mobile home! Check out the shiplap interior! Do you need a spacious home in Winchester? Inside this home there are hook ups for 2, yup,2 washing machines. Exterior has vinyl siding, metal

  Jen Baker Connecticut River Valley Realty

  19 Back Ashuelot Rd, Winchester, NH 03470
• 

  

  /28

  $160,000 Sold Apr 18, 2025

  • 902 Sq Ft
  • $177/SF
  • 15 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1875

  7 Dubriske Ct, Ashuelot, NH 03441

  This five room, three-bedroom, one full bath Cape located on .27-acres in the village of Ashuelot NH would make a fantastic home for those just starting out or those looking to downsize, or anyone else! Features an updated bathroom, sunny rooms, fully eat-in kitchen, an attached shed that measures 12’x16’, and a large, enclosed porch that measures 5’x10’. Refrigerator, electric range and

  Jerry Chandler R.H. Thackston & Company

  7 Dubriske Ct, Ashuelot, NH 03441
• 

  

  /30

  Est $498,315 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  41 Town Beach Rd, Winchester, NH 03470

  41 Town Beach Rd, Winchester, NH 03470
• 

  

  /37

  $720,000

  • 2 Beds
  • 1.5 Baths
  • 2,036 Sq Ft

  63 Headlands Rd, Winchester, NH 03470

  Rare expansive waterfront retreat on 2 private acres! Updated with modern comforts, this charming historic chalet retains its timeless appeal. Step into the grand living room with a cozy fireplace and soak in breathtaking views of the lake, mountains, and vibrant seasonal foliage. Dine or unwind in the sun-drenched four-season sunroom. The main floor also includes two comfortable bedrooms, a

  Ben Prentice Keller Williams Realty Metro-Keene

  63 Headlands Rd, Winchester, NH 03470
• 

  

  /22

  $368,000 Sold Apr 02, 2025

  • 1,440 Sq Ft
  • $256/SF
  • 27 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 2025

  16 Chapel St, Winchester, NH 03470

  New Construction! So near completion, CO (certificate of occupancy) mid March! Beautiful new home close to all town services. A brand new colonial split with 3 bedrooms, 1 baths and one car garage! This energy efficient home is built with high quality construction! Features an open , modern kitchen with island, rich quartz countertops adjoining an open living room! Home includes 12 x 12 deck off

  Ralph Harvey Listwithfreedom.com

  16 Chapel St, Winchester, NH 03470
• 

  

  /40

  Est $452,828 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,149 Sq Ft

  43 Town Beach Rd, Winchester, NH 03470

  43 Town Beach Rd, Winchester, NH 03470
• 

  

  /39

  $600,000

  • 7 Beds
  • 5 Baths
  • 5,607 Sq Ft

  406 Back Ashuelot Rd, Winchester, NH 03441

  Become a part of history! This amazing building was the center for education for generations of local children, and retains the character they will remember. Sitting high on a knoll with a commanding view of the Ashuelot river and historic red roofed covered bridge, this brick beauty stands a historic sentinel. The Current owner is occupying the lower level with 3 bedrooms, wonderful dining room,

  Christine Lewis Brattleboro Area Realty

  406 Back Ashuelot Rd, Winchester, NH 03441
• 

  

  /21

  $139,500 Sold Mar 25, 2025

  • 1,707 Sq Ft
  • $82/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  5 Connor Ct, Winchester, NH 03470

  Spacious Double-Wide in Well-Managed Co-opLocated in a desirable corner of Winchester right next to the Northfield Drive-in, this 3-bedroom, 2-bathroom double-wide home offers comfort, convenience, and affordability. Bordering Northfield, MA, the Connecticut River, and Brattleboro, VT, this property provides easy access to scenic outdoor spaces and local amenities.Situated on a large lot, the

  Laurie Mack BHG Masiello Keene

  5 Connor Ct, Winchester, NH 03470
• 

  

  /19

  Est $478,384 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,296 Sq Ft

  47 Town Beach Rd, Winchester, NH 03470

  47 Town Beach Rd, Winchester, NH 03470
• 

  

  /41

  $824,900

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

  73 Lake Shore Dr, Winchester, NH 03470

  Welcome to your dream lakefront retreat! This spacious 4-bedroom, 3-bathroom home offers breathtaking mountain and lake views, perfect for year-round enjoyment. With a desirable walk-out basement and two full kitchens, it's ideal for entertaining guests. Step inside to a bright, open-concept main floor featuring central air and picturesque views of the water. Enjoy your morning coffee or evening

  Doreen Lewis Redfin Corporation

  73 Lake Shore Dr, Winchester, NH 03470
• 

  

  /30

  $272,000 Sold Mar 21, 2025

  • 1,328 Sq Ft
  • $205/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1982

  36 Wedgewood Dr, Winchester, NH 03470

  *OFFER DEADLINE MONDAY 2/10 @ 12PM* Sweet three-bedroom, one-bath ranch nestled on a great neighborhood street in Winchester, NH. A charming 3-season porch entry doubles as a spacious mudroom with extra storage. Inside, the updated kitchen and dining area feature built-in storage seating, while durable bamboo flooring flows through most of the home. A minisplit system provides easy cooling during

  Rochelle Bunton Greenwald Realty Group

  36 Wedgewood Dr, Winchester, NH 03470
• 

  

  /19

  Est $262,501 Not Listed For Sale

  • 1 Bed
  • 0.5 Baths
  • 461 Sq Ft

  166 Upper Headlands Rd, Winchester, NH 03470

  166 Upper Headlands Rd, Winchester, NH 03470
• 

  

  /13

  $150,000

  • Land
  • 3.03 Acres
  • $49,505 per Acre

  7 Lake Shore Dr, Winchester, NH 03470

  Discover the perfect blend of history, tranquility, and recreation with this stunning 3-acre lot in the coveted Lake Shore Pines development. Once home to a historic sawmill, this picturesque property offers a unique connection to the past while providing an ideal setting for your future home. Nestled in the peaceful southwest corner of New Hampshire, this beautiful lot boasts a babbling brook

  Lisa Stone Keller Williams Realty Metro-Keene

  7 Lake Shore Dr, Winchester, NH 03470
• 

  

  /19

  $97,000 Sold Mar 20, 2025

  • Land
  • 53 Acres
  • $1,823 per Acre

  • 5 Days On Market

  M2 L36 Tipping Rock Rd, Winchester, NH 03470

  Escape to your own secluded retreat! This private haven, tucked away just a mile off the main road, is perfect for camping, recreation, or even building your dream home or seasonal cabin. Imagine waking up to the peaceful sounds of nature, with close access to the Gun Mountain snowmobile trail #7 for year-round adventure. The property is accessed via a Class 6 road, adding an extra layer of

  Jonathan Bafundi Realty One Group Next Level

  M2 L36 Tipping Rock Rd, Winchester, NH 03470
• 

  

  /40

  Est $743,472 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  39 Headlands Rd, Winchester, NH 03470

  39 Headlands Rd, Winchester, NH 03470
• 

  

  /6

  $59,900

  • Land
  • 3.60 Acres
  • $16,639 per Acre

  400 Manning Hill Rd, Winchester, NH 03470

  Roughly a 4 acre building lot on Rt 10 in Winchester. This lot currently has a small camper on it, remnants of an outbuilding and is partially cleared. The seller would prefer to sell as is but for right offer will remove the camper.

  Sara Lyman REAL Broker NH, LLC

  400 Manning Hill Rd, Winchester, NH 03470
• 

  

  /43

  $360,000 Sold Mar 14, 2025

  • 915 Sq Ft
  • $393/SF
  • 20 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  218 Richmond Rd, Winchester, NH 03470

  Price Improvement!!!! Welcome Home!!! Tastefully renovated and waiting for you!!! This lovely 3 bedroom 1.5 bathroom home sits on 1.53 acres with town water and sewer. New, new, new is what you will find when you walk through the door. Fully applianced kitchen with stainless steel appliances and plenty of cabinets, charming island with extra cabinet space, wine rack and seating, spacious living

  Emily Lagerberg R.H. Thackston & Company

  218 Richmond Rd, Winchester, NH 03470
• 

  

  /25

  Est $258,322 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,229 Sq Ft

  10 Chesterfield Dr, Winchester, NH 03470

  10 Chesterfield Dr, Winchester, NH 03470
• 

  

  /42

  $198,000

  • Land
  • 41 Acres
  • $4,874 per Acre

  00 Burt Hill Rd, Winchester, NH 03470

  A five minute drive from downtown Winchester, set in a quaint rural area, you'll find peace, quiet, and privacy here on Burt Hill Road.This 40+ acre lot offers several seasonal streams, calming views of the Pisgah Mountain Range, and multiple possible building sites. Imagine your family compound, farm, or the perfect spot for a single-family home of your own

  Andrew Deveau HKS Associates, Inc.

  00 Burt Hill Rd, Winchester, NH 03470
• 

  

  /34

  $305,000 Sold Feb 21, 2025

  • 2,356 Sq Ft
  • $129/SF
  • 145 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1889

  128 Ashuelot St, Winchester, NH 03470

  Nestled near the borders of Massachusetts and Vermont lies your dream home—a 4-bedroom, 1.5-bathroom New Englander that perfectly blends New England charm with contemporary convenience.Imagine sipping your morning coffee or reading a book in your very own sunroom. This bright and airy space offers views of the garden area and raspberry patch, making it an ideal spot to unwind and soak in

  Thomas Travers Great Beginnings Real Estate Services, LLC

  128 Ashuelot St, Winchester, NH 03470
• 

  

  /23

  Est $280,208 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  32 Wedgewood Dr, Winchester, NH 03470

  32 Wedgewood Dr, Winchester, NH 03470
• 

  

  /40

  $374,000

  • 4 Beds
  • 1.5 Baths
  • 2,921 Sq Ft

  50 Parker St, Winchester, NH 03470

  Motivated sellers! Call to view this amazing house today!! Step back in time and experience the charm of this stunning Victorian-era home, complete with original woodwork and doors that beautifully preserve its historic character. Enjoy the spaciousness of large, light-filled rooms, perfect for entertaining or relaxing. The expansive, fully fenced yard provides privacy and ample space for outdoor

  Linda Hitchcock BHG Masiello Keene

  50 Parker St, Winchester, NH 03470
• 

  

  /37

  $225,000 Sold Feb 18, 2025

  • 1,157 Sq Ft
  • $194/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1973

  44 Goamko Dr, Winchester, NH 03470

  Discover this charming 2-bedroom, 1-bath ranch home situated on a peaceful dead-end street. This property boasts a generous lot with an oversized carport, providing ample storage for your vehicles. Enter through the convenient mudroom, perfect for shedding winter boots and coats. The bright and inviting kitchen/dining area features a sleek stainless steel refrigerator and plenty of cabinet space

  Robin Smith BHG Masiello Keene

  44 Goamko Dr, Winchester, NH 03470
• 

  

  /18

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft

  161 Keene Rd, Winchester, NH 03470

  161 Keene Rd, Winchester, NH 03470
• 

  

  /22

  $237,800

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  128 Keene Rd, Winchester, NH 03470

  Seller will entertain a concession toward Buyers' closing costs for Buyers to make it their own! Nestled in the heart of Winchester, NH, this 3-bedroom, 1.5-bathroom home offers a fantastic opportunity. Step inside to find brand-new carpets and flooring, updated bathrooms, and a freshly painted interior, creating a bright and welcoming atmosphere. The living room features a vaulted ceiling,

  Jillian Exel BHG Masiello Keene

  128 Keene Rd, Winchester, NH 03470
• 

  

  /25

  $302,500 Sold Feb 14, 2025

  • 1,568 Sq Ft
  • $193/SF
  • 45 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1850

  44 Michigan St, Winchester, NH 03470

  This charming New England Cape with 4 bedrooms and 2 baths, nestled in a quaint village setting, offers the perfect blend of character, comfort, and versatility. With plenty of space for the whole family and room to grow, this home is ready to welcome its next chapter. The living areas are spacious, featuring freshly painted walls, refinished floors, and a sunny, open layout that creates a bright

  Kellie Williams Keller Williams Realty Metro-Keene

  44 Michigan St, Winchester, NH 03470
• 

  

  /32

  Est $302,706 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  57 Old Westport Rd, Winchester, NH 03470

  57 Old Westport Rd, Winchester, NH 03470
• 

  

  /16

  $380,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  45 Forest Lake Cir, Winchester, NH 03470

  Forest Lake Access! This is a charming recently renovated Ranch house. Sprawling 3/4 Bedroom home has hardwood floors, dining room, fireplace, updated bathrooms and kitchen. Situated in the sought-after Forest Lake community - enjoy all of the seasons, especially summer.

  Vincent Dolan RE/MAX Town & Country

  45 Forest Lake Cir, Winchester, NH 03470
• 

  

  /49

  $178,000 Sold Feb 07, 2025

  • 924 Sq Ft
  • $193/SF
  • 7 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1978

  66 Michigan St, Winchester, NH 03470

  Super cute 2 bedroom mobile home on it's own land. Freshly painted, new carpeting throughout, new light fixtures. Updated kitchen with soft close cabinets and newer appliances. 1 1/2 bathrooms, enclosed porch, shed and Detached garage. Town water and sewer and a paved driveway add to the charm of this property. Perfect starter or retirement home!!!

  Emily Lagerberg R.H. Thackston & Company

  66 Michigan St, Winchester, NH 03470
• 

  

  /39

  Est $365,250 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,484 Sq Ft

  97 Howard St, Winchester, NH 03470

  97 Howard St, Winchester, NH 03470
• 

  

  /25

  $360,000

  • 2 Beds
  • 1 Bath
  • 937 Sq Ft

  49 Forest Lake Cir, Winchester, NH 03470

  Kick back and relax at this stylish year-round lake area country cottage. Includes deed access to beautiful Forest Lake. This vibrant gem was recently renovated with updated appliances, butcher block countertops and hardwood flooring. This home features vaulted ceilings, laundry hook-ups, patio and deck. Currently operated as a thriving and profitable year-round vacation rental. Home can be

  Vincent Dolan RE/MAX Town & Country

  49 Forest Lake Cir, Winchester, NH 03470
• 

  

  /13

  $90,000 Sold Jan 29, 2025

  • 1,165 Sq Ft
  • $77/SF
  • 36 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1915

  57 Ashuelot St, Winchester, NH 03470

  Bring your vision and bring this home and property back to life. Situated on an acre of land with town water and sewer sits this 3 bedroom, 2 bath home with detached 2 car garage. Short distance to town and amenities.

  Dick Thackston R.H. Thackston & Company

  57 Ashuelot St, Winchester, NH 03470
• 

  

  /11

  Est $232,805 Not Listed For Sale

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

  82 Howard St, Winchester, NH 03470

  82 Howard St, Winchester, NH 03470
• 

  

  /6

  $50,000

  • Land
  • 5 Acres
  • $9,363 per Acre

  0 Ashuelot Main St Unit 4978464, Winchester, NH 03441

  Zoned Residential & Appears to be sub-dividable!

  Karissa Moore K&G Realty Services, Inc.

  0 Ashuelot Main St Unit 4978464, Winchester, NH 03441
• 

  /2

  $400,000 Sold Jan 10, 2025

  • 1,764 Sq Ft
  • $227/SF
  • 96 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  20 Apple Blossom Ln, Winchester, NH 03470

  The possibilities are endless with this recently renovated home!Set on 15+/- acres with most of it open field area along with mature trees and a pond with plenty of privacy. Home offers three bedrooms, two baths, living room with fireplace, hardwood floors, dining room and a beautiful recently renovated kitchen which includes all appliances. Two car garage for the added storage along with multi

  Amy Reisert Borderline Realty, LLC

  20 Apple Blossom Ln, Winchester, NH 03470

Showing Results 41 - 80, Page 2 of 18