Winchester, NH Homes

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  /17

  $299,000

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

  19 Toofs Dr, Winchester, NH 03470

  An Abundance of amenities in the 3 bdr/2bath ranch house..Spacious open yard fully fenced in for children playground or family dogs. Large garage with built in workspace and ample storage. Newer laminate floors throughout complementing freshly painted walls. Eat in Kitchen with open view to living room.. enjoy front porch for summer days relaxation. METAL ROOF and VINYl SIDING award low

  Curtiss Thornbrugh HKS Associates, Inc.

  19 Toofs Dr, Winchester, NH 03470
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  /13

  $2,600 per month

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft
  • House for Rent

  392 Back Ashuelot Rd, Winchester, NH 03441

  All of the heavy lifting has been done making this property move-in-ready! Just over the quaint traditional New England covered bridge you'll find this light, bright, open concept 3-bedroom, 1.5 bath house on just under . 5 acre of land. Improvements include a new metal roof, updated 200-amp electrical panel, and Harmon pellet stove. Enjoy the sitting on the deck overlooking your fenced in back

  392 Back Ashuelot Rd, Winchester, NH 03441
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  /53

  $310,000 Sold Aug 15, 2025

  384 Richmond Rd, Winchester, NH 03470

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $239/SF
  • 6 Days On Market

  Current Estimated Value $312,734

  Last Listing Agent Kirsten Perkins BHG Masiello Keene

  384 Richmond Rd, Winchester, NH 03470
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  /27

  Not Listed For Sale

  • 3 Beds
  • 946 Sq Ft

  217 Warwick Rd, Winchester, NH 03470

  217 Warwick Rd, Winchester, NH 03470
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  /30

  $189,900

  • 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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  /22

  $1,775 per month

  • 1 Bed
  • 1 Bath
  • 770 Sq Ft
  • House for Rent

  1418 Old Homestead Hwy, Winchester, NH 03470

  This single-family home offers privacy, space, and convenience. Enjoy a two-car garage, private driveway, and a large yard perfect for relaxing, entertaining, or pets. The home features a private deck, ideal for morning coffee or winding down at night, and laundry hookups located right in the garage for easy access. Located just minutes from Keen and major routes, commuting is a breeze while

  Alexa Dealy Three Hills REal Estate Service

  1418 Old Homestead Hwy, Winchester, NH 03470
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  /43

  $218,500 Sold Aug 01, 2025

  102 Keene Rd, Winchester, NH 03470

  • 3 Beds
  • 1.5 Baths
  • 3,603 Sq Ft
  • Built 1860

  Last Sold Summary

  • 22% Below List Price
  • $61/SF
  • 101 Days On Market

  Current Estimated Value $253,211

  Last Listing Agent Denise Thomas BHG Masiello Keene

  102 Keene Rd, Winchester, NH 03470
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  /14

  Est $211,466 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,000 Sq Ft

  9 Mechanic St, Winchester, NH 03470

  9 Mechanic St, Winchester, NH 03470
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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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  /28

  $160,000 Sold Apr 18, 2025

  7 Dubriske Ct, Ashuelot, NH 03441

  • 3 Beds
  • 1 Bath
  • 902 Sq Ft
  • Built 1875

  Last Sold Summary

  • 15% Below List Price
  • $177/SF
  • 15 Days On Market

  Current Estimated Value $163,753

  Last Listing Agent Jerry Chandler R.H. Thackston & Company

  7 Dubriske Ct, Ashuelot, NH 03441
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  /5

  Not Listed For Sale

  159 Ashuelot Main St, Ashuelot, NH 03441

  159 Ashuelot Main St, Ashuelot, NH 03441
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  /60

  $355,000

  • 3 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  153 Back Ashuelot Rd, Winchester, NH 03470

  ****Back on the market due to Buyers Financing****Welcome Home—an incredible opportunity to bring your vision to life in the heart of charming Winchester, NH. This antique farmhouse has been thoughtfully framed, plumbed for 3 1/2 bath, offering a blank canvas for your dream home. Whether you're an investor, builder, or homeowner looking for a custom project, the groundwork is already laid for you

  Aimpoint Realty Group Keller Williams Realty-Metropolitan

  153 Back Ashuelot Rd, Winchester, NH 03470
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  /12

  $340,000 Sold May 02, 2025

  372 Forest Lake Rd, Winchester, NH 03470

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $415/SF
  • 118 Days On Market

  Current Estimated Value $339,468

  Last Listing Agent Vincent Dolan RE/MAX Town & Country

  372 Forest Lake Rd, Winchester, NH 03470
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  /6

  Not Listed For Sale

  0 Old Westport Rd, Winchester, NH 03470

  0 Old Westport Rd, Winchester, NH 03470
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  /19

  $370,000

  • 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
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  /43

  $360,000 Sold Mar 14, 2025

  218 Richmond Rd, Winchester, NH 03470

  • 3 Beds
  • 1.5 Baths
  • 915 Sq Ft
  • Built 1940

  Last Sold Summary

  • 8% Below List Price
  • $393/SF
  • 20 Days On Market

  Current Estimated Value $345,883

  Last Listing Agent Emily Lagerberg R.H. Thackston & Company

  218 Richmond Rd, Winchester, NH 03470
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  /35

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,881 Sq Ft

  99 Keene Rd, Winchester, NH 03470

  99 Keene Rd, Winchester, NH 03470
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  /32

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,493 Sq Ft

  19 Back Ashuelot Rd, Winchester, NH 03470

  Looking to open a business where you live this could be your chance commercially zoned but residential too. You will have to check with the town for approval . Four Bedrooms and 2 full baths . The home is up on stilts with hurricane ties. Four legged family members there is a great fenced in area . The shed is negotiable. Great commute to Mass and Vermont. Pellet stove and forced hot air

  Julie Emerson EXP Realty

  19 Back Ashuelot Rd, Winchester, NH 03470
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  /60

  $849,000 Sold Oct 16, 2025

  463 Old Spofford Rd, Winchester, NH 03470

  • 3 Beds
  • 3.5 Baths
  • 3,423 Sq Ft
  • Built 2002

  Last Sold Summary

  • $248/SF
  • 5 Days On Market

  Last Listing Agent Edith Fifield BHG Masiello Keene

  463 Old Spofford Rd, Winchester, NH 03470
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  /14

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,409 Sq Ft

  19 Chapel St, Winchester, NH 03470

  19 Chapel St, Winchester, NH 03470
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  /60

  $899,000

  • 2 Beds
  • 2 Baths
  • 3,472 Sq Ft

  259 Bolton Rd, Winchester, NH 03470

  Stunning & modern unique Post & Beam home has it all with incredible CT River views an easy commute to MA, VT or Keene. The property welcomes you with well-lit custom retaining walls, expansive perennial gardens, two-car garage, and barn on just under 2 acres. Enjoy outdoor life under the covered patio, relax on one of the many private decks or fire pits. Dual RV hook up with water disposal with

  Don Goudreau EXP Realty

  259 Bolton Rd, Winchester, NH 03470
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  /15

  $472,550 Sold Dec 01, 2025

  63 Prospect Hill Rd, Richmond, NH 03470

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Below List Price
  • $321/SF
  • 70 Days On Market

  Last Listing Agent Heather Peterson Four Seasons Sotheby's International Realty

  63 Prospect Hill Rd, Richmond, NH 03470
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  /26

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,070 Sq Ft

  66 Richmond Rd, Winchester, NH 03470

  66 Richmond Rd, Winchester, NH 03470
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  /4

  $43,000 Pending

  • Land
  • 13.25 Acres
  • $3,245 per Acre

  0 Old Tipping Rock Rd Unit 34, Winchester, NH 03470

  Although not ideal as a building lot because of the distance off a maintained road, As a recreational lot it's a beauty! Great spot for a private camp site or off grid cabin (current use penalty to buyer if developed). Enjoy hiking and hunting. Level at the road with a cleared parking area then gently rolling westerly past an intermittent stream. Predominantly hardwoods including mature oak and

  Fred Blais Blais & Associates, Realtors

  0 Old Tipping Rock Rd Unit 34, Winchester, NH 03470
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  /41

  $450,000 Sold Aug 11, 2025

  72 Watson Rd, Winchester, NH 03470

  • 3 Beds
  • 2 Baths
  • 2,234 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $201/SF
  • 29 Days On Market

  Current Estimated Value $448,497

  Last Listing Agent Kristin Reyes REAL Broker NH, LLC

  72 Watson Rd, Winchester, NH 03470
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  /40

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,624 Sq Ft

  21 Richmond Rd, Winchester, NH 03470

  21 Richmond Rd, Winchester, NH 03470
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  /33

  $129,900 Pending

  • 3 Beds
  • 2 Baths
  • 3,390 Sq Ft

  56 Ashuelot St, Winchester, NH 03470

  SOLD AS IS WHERE IS AS SHOWN,SELLER OR SELLERS AGENT MAKES NO-REPRESENTATION OR WARRANTIES AS THE CONDITION OF THE APPLIANCES OR THE SUBJECT IN GENERAL,CONDITION OF THE PROPERTY IS UNKNOWN TO SELLER AND SELLERS AGENT,SELLER HAS NEVER LIVED IN THE SUBJECT PROPERTY! THIS HOME HAD A WATER LINE BREAK THAT THE SELLER HAS NO KNOWLEDGE OF. This is a cash only due to the condition of the home. OFFER

  Amy Reisert Borderline Realty, LLC

  56 Ashuelot St, Winchester, NH 03470
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  /50

  $400,000 Sold Aug 28, 2025

  110 Bolton Rd, Winchester, NH 03470

  • 2 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1977

  Last Sold Summary

  • 17% Below List Price
  • $229/SF
  • 7 Days On Market

  Current Estimated Value $403,999

  Last Listing Agent Greg Carter Four Seasons Sotheby's International Realty

  110 Bolton Rd, Winchester, NH 03470
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  /36

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 3,967 Sq Ft

  42 Parker St, Winchester, NH 03470

  42 Parker St, Winchester, NH 03470
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  /8

  $100,000

  • Land
  • 4.98 Acres
  • $20,080 per Acre

  90 Old Swanzey Rd, Winchester, NH 03470

  What a place and opportunity to build your new home!!! Just under 5 acres of land, situated on a country road yet minutes to amenities is where you can settle down and be home!!! Multiple spots on the lot that could work for a home. Options are endless!!!

  Emily Lagerberg R.H. Thackston & Company

  90 Old Swanzey Rd, Winchester, NH 03470
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  /34

  $305,000 Sold Feb 21, 2025

  128 Ashuelot St, Winchester, NH 03470

  • 4 Beds
  • 1.5 Baths
  • 2,356 Sq Ft
  • Built 1889

  Last Sold Summary

  • 2% Above List Price
  • $129/SF
  • 145 Days On Market

  Current Estimated Value $328,950

  Last Listing Agent Thomas Travers Great Beginnings Real Estate Services, LLC

  128 Ashuelot St, Winchester, NH 03470
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  /40

  Not Listed For Sale

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

  23 Ashuelot St, Winchester, NH 03470

  23 Ashuelot St, Winchester, NH 03470
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  /23

  $159,000

  • Land
  • 33.35 Acres
  • $4,768 per Acre

  9 Scotland Rd, Winchester, NH 03470

  Welcome to Winchester, NH. This property is only 5 minutes from downtown Winchester, making it a wonderful place to build your next home. Incorporated in 1753 this town is abundant in history. In the 1830s, Graves & Company, established in Winchester, was among the nation's first manufacturers of musical instruments. Be part of this historical town on 33.35 acres with stunning views to the west

  Jonathan Bafundi Realty One Group Next Level

  9 Scotland Rd, Winchester, NH 03470
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  /21

  $139,500 Sold Mar 25, 2025

  5 Connor Ct, Winchester, NH 03470

  • 3 Beds
  • 2 Baths
  • 1,707 Sq Ft
  • Built 2000

  Last Sold Summary

  • $82/SF
  • 30 Days On Market

  Current Estimated Value $122,952

  Last Listing Agent Laurie Mack BHG Masiello Keene

  5 Connor Ct, Winchester, NH 03470
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  /39

  Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 3,300 Sq Ft

  27 Ashuelot St, Winchester, NH 03470

  27 Ashuelot St, Winchester, NH 03470
• 

  

  /14

  $99,900 Pending

  • Land
  • 10.93 Acres
  • $9,140 per Acre

  9 Scotland Rd, Winchester, NH 03470

  Welcome to Winchester, NH. This property is only 5 minutes from the Mass boarder and downtown Winchester, making it a wonderful place to build your next home. Incorporated in 1753 this town is abundant in history. In the 1830s, Graves & Company, established in Winchester, was among the nation's first manufacturers of musical instruments. Be part of this historical town on 10.93 acres with

  Jonathan Bafundi Realty One Group Next Level

  9 Scotland Rd, Winchester, NH 03470
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  /34

  $309,250 Sold Oct 03, 2025

  224 Morgan Rd, Winchester, NH 03470

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $242/SF
  • 5 Days On Market

  Last Listing Agent Anna Schierioth HKS Associates, Inc.

  224 Morgan Rd, Winchester, NH 03470
• 

  

  /22

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,414 Sq Ft

  19 Ashuelot Main St, Ashuelot, NH 03441

  19 Ashuelot Main St, Ashuelot, NH 03441
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  /26

  $229,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  49 Scotland Rd, Winchester, NH 03470

  Welcome to your own semi private yard housing a 2 car garage with a "carport" and a 3 bedroom 2 bath 1986 doublewide with an open concept kitchen/ living room . It is set back from the road offering a good size front yard with a front deck and new stairs and a back landing with updated stairs. The master has its own bath and is located across from the other 2 bedrooms. The laundry space is very

  Susan Doyle BHG Masiello Keene

  49 Scotland Rd, Winchester, NH 03470
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  /14

  $100,000 Sold Nov 21, 2025

  28 Staddle Hill Rd, Winchester, NH 03470

  • 2 Beds
  • 1 Bath
  • 552 Sq Ft
  • Built 1982

  Last Sold Summary

  • 15% Below List Price
  • $181/SF
  • 29 Days On Market

  Last Listing Agent Anna Schierioth HKS Associates, Inc.

  28 Staddle Hill Rd, Winchester, NH 03470

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