1,772

Winchester, NH Homes

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  • /18

    $159,900 Pending

    • 3 Beds
    • 1 Bath
    • 789 Sq Ft

    142 Back Ashuelot Rd, Winchester, NH 03470

    142 Back Ashuelot Road is a modest yet well-maintained manufactured home on a spacious, slightly elevated lot situated in the rural portion of Winchester, near the Ashuelot village area. Winchester offers access to outdoor recreation, including Pisgah State Park—the state's largest at ~13,300 acres—great for hiking, biking, and water activities. The property is surrounded by beautiful mature

    Agent Photo

    Laurie Mack

    BHG Masiello Keene

    (888) 519-3078

    142 Back Ashuelot Rd, Winchester, NH 03470
  • /27

    $310,000 Sold Sep 08, 2025

    • 1,512 Sq Ft
    • $205/SF
    • 71 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    40 Verry Brook Rd, Winchester, NH 03470

    Nestled in the woods of Winchester, NH! This fully renovated 3-bedroom, 2-bath split level house boasts stunning hardwood floors throughout, updated bathrooms, and a beautifully remodeled kitchen. The freshly painted exterior and interior give the home a clean and inviting feel. The electrical and plumbing systems have also been updated. Situated in a peaceful rural setting, this property offers

    Michael Gallo Gallo Realty Group

    40 Verry Brook Rd, Winchester, NH 03470
    • /27

      Not Listed For Sale

      • 3 Beds
      • 946 Sq Ft

      217 Warwick Rd, Winchester, NH 03470

      217 Warwick Rd, Winchester, NH 03470
  • /45

    $595,000

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

    339 Burt Hill Rd, Winchester, NH 03470

    This charming C. 1820s center chimney cape set tranquilly on 4.7 acres of lawns, fruit trees and berries is surrounded by old stone walls and protected land. Set on a quiet country road just minutes from the MA line, this quiet location has easy access to I-91 and Rt. 2. House is 2200 +/- sq. ft. and has been well maintained with three fireplaces - one with beehive oven - and is loaded with

    Kathy Beaman Beaman Land and Home Sales

    339 Burt Hill Rd, Winchester, NH 03470
  • /49

    $205,000 Sold Sep 04, 2025

    • 2,240 Sq Ft
    • $92/SF
    • 77 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    515 Forest Lake Rd, Winchester, NH 03470

    Property is HUD owned. CASE#341-121133. Great location on Forest Lake Road!! Large New Englander with spacious lot! 2200+/- square feet on 4.09 acres!!! Functional layout, room to roam and so much potential! 3 bedrooms, 1.5 bathrooms. Updates throughout the years, but ready for you to make it your own.

    Dick Thackston R.H. Thackston & Company

    515 Forest Lake Rd, Winchester, NH 03470
    • /14

      Est $200,819 Not Listed For Sale

      • Studio
      • 2 Baths
      • 2,000 Sq Ft

      9 Mechanic St, Winchester, NH 03470

      9 Mechanic St, Winchester, NH 03470
  • /36

    $735,000

    • 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
  • /17

    $308,000 Sold Aug 28, 2025

    • 1,176 Sq Ft
    • $262/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 2025

    68 Michigan St, Winchester, NH 03470

    New Construction! So near completion, CO (certificate of occupancy) this month! Beautiful new home close to all town services. A brand new open concept Ranch with 3 bedrooms, 1 bath! This energy efficient home is built with high quality construction! Features an open , modern kitchen adjoining an open living room! Home includes 12 x 12 deck off the kitchen for your grilling pleasure! Large (42

    Ralph Harvey Listwithfreedom.com

    68 Michigan St, Winchester, NH 03470
    • /5

      Not Listed For Sale

      159 Ashuelot Main St, Ashuelot, NH 03441

      159 Ashuelot Main St, Ashuelot, NH 03441
  • /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

    $225,000 Sold Aug 28, 2025

    • 1,320 Sq Ft
    • $170/SF
    • 186 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1890

    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
    • /14

      Est $270,000 Not Listed For Sale

      • Studio
      • 4,525 Sq Ft

      77 Richmond Rd, Winchester, NH 03470

      77 Richmond Rd, Winchester, NH 03470
  • /33

    $599,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,946 Sq Ft

    679 Warwick Rd, Winchester, NH 03470

    Once-in-a-Lifetime Opportunity – 137 Acres of New England Charm in Winchester, NH & Warwick, MADiscover a rare gem with this extraordinary 137-acre property straddling the picturesque towns of Winchester, NH and Warwick, MA. A harmonious blend of open fields, rolling pastures, and mature woods framed by classic stone walls, this property offers a peaceful pond, meandering stream, and endless

    Nancy Proctor BHG Masiello Keene

    679 Warwick Rd, Winchester, NH 03470
  • /50

    $400,000 Sold Aug 28, 2025

    • 1,748 Sq Ft
    • $229/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    110 Bolton Rd, Winchester, NH 03470

    This Cedar-clad 1977 Gambrel home was thoughtfully placed on a quiet, wooded lot on the outskirts of Winchester, NH. A brook brings the sounds and sight of fresh water passing through your back yard year-round, providing a peaceful natural setting for this well-kept home. The 7.3 acres provides lots of privacy from neighbors and room to expand. Step into the foyer to kick off your shoes and hang

    Greg Carter Four Seasons Sotheby's International Realty

    110 Bolton Rd, Winchester, NH 03470
    • /6

      Not Listed For Sale

      0 Old Westport Rd, Winchester, NH 03470

      0 Old Westport Rd, Winchester, NH 03470
  • /15

    $499,000 Pending

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

    63 Prospect Hill Rd, Richmond, NH 03470

    This private enclave is an opportunity for investors or for family and friends looking for property for a family compound. It could also have hook ups for seasonal RV use. All of the dwellings and 38+/_ acres are in Richmond and 23.5 acres are in Fitzwilliam, across private, Prospect Hill Road. the main cabin, has been recently renovted. One single wide manufactured home is in very good

    Heather Peterson Four Seasons Sotheby's International Realty

    63 Prospect Hill Rd, Richmond, NH 03470
  • /6

    $53,000 Sold Aug 25, 2025

    • Land
    • 3.6 Acres
    • $14,722 per Acre
    • 129 Days On Market

    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
    • /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
  • /32

    $549,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,930 Sq Ft

    510 Old Westport Rd, Winchester, NH 03470

    MOTIVATED SELLERS!!!!!Welcome to this brand-new construction in the charming town of Winchester, NH! Located just minutes from interstates, shopping, and healthcare, this 3-bedroom, 2-bathroom home offers both convenience and tranquility. Picture yourself enjoying the scenic drive over the historic Old Coombs covered bridge each day, with picturesque views of the Ashuelot River. This

    Kirsten Perkins BHG Masiello Keene

    510 Old Westport Rd, Winchester, NH 03470
  • /42

    $175,000 Sold Aug 25, 2025

    • Land
    • 40.62 Acres
    • $4,308 per Acre
    • 145 Days On Market

    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
    • /24

      Not Listed For Sale

      • Studio
      • 2,838 Sq Ft

      51 Mechanic St, Winchester, NH 03470

      51 Mechanic St, Winchester, NH 03470
  • /38

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    220 Richmond Rd, Winchester, NH 03470

    Situated back from the road sits this charming home in a private setting! So much to love in this home boasting 2 bedrooms; one with bathroom, spacious sunken living room with tons of natural light, large dining room with wood floors, fully applianced kitchen with lots of cabinet space and eat up bar, den with sliders to the patio and private back yard, an additional half bath, laundry hookups in

    Emily Lagerberg R.H. Thackston & Company

    220 Richmond Rd, Winchester, NH 03470
  • /33

    $294,000 Sold Aug 20, 2025

    • 2,290 Sq Ft
    • $128/SF
    • 12 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1908

    26 Manning Hill Rd, Winchester, NH 03470

    Discover this charming 3-bedroom, 1-bath New Englander with surprising space & character. The inviting enclosed screened porch leads into a stunning wood-paneled foyer featuring tongue-and-groove craftsmanship. The first floor showcases a spacious open-concept layout with a living room with exposed beam ceilings and custom built-ins, flowing into a warm and inviting dining room complete with a

    Sarah Schouler Lamacchia Realty, Inc.

    26 Manning Hill Rd, Winchester, NH 03470
    • /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
  • /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
  • /25

    $365,000 Sold Aug 19, 2025

    • 817 Sq Ft
    • $447/SF
    • 97 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    37 Town Beach Rd, Winchester, NH 03470

    Experience year-round lakefront living in this charming five-room, two-bedroom, one-bath bungalow on the serene shores of Forest Lake. With 49 feet of waterfront, a private sandy beach, and a dock, this retreat is perfect for relaxing or entertaining.Enjoy stunning southeast views of the 85-acre lake from one of two spacious decks. Inside, the first floor features a well-appointed kitchen

    Laurie Mack BHG Masiello Keene

    37 Town Beach Rd, Winchester, NH 03470
    • /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
  • /16

    $189,900

    • Land
    • 18 Acres
    • $10,550 per Acre

    0 Old Hinsdale Rd, Winchester, NH 03470

    Located at the very end of the town maintained road is where you will findthis private 18 acre lot building lot. This lot has been selectively cut opening up many nice walking trails including a cleared building site. Town must approve driveway permit to issue building permit as well as improving a portion of the class VI road where driveway would lead to building site. Electricity is at

    Jerry Chandler R.H. Thackston & Company

    0 Old Hinsdale Rd, Winchester, NH 03470
  • /53

    $310,000 Sold Aug 15, 2025

    • 1,296 Sq Ft
    • $239/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    384 Richmond Rd, Winchester, NH 03470

    Welcome home to this beautifully remodeled 2-bedroom, 2-bath gem!The first floor features an open-concept living and kitchen area complete with stainless steel appliances and a moveable island—perfect for both everyday living and entertaining. Step outside to a spacious front deck, ideal for relaxing or hosting guests.Upstairs offers two well-sized bedrooms, each with double closets, and

    Kirsten Perkins BHG Masiello Keene

    384 Richmond Rd, Winchester, NH 03470
    • /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
  • /60

    $375,000

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

    153 Back Ashuelot Rd, Winchester, NH 03470

    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 to create something truly special.Outside of

    Aimpoint Realty Group Keller Williams Realty-Metropolitan

    153 Back Ashuelot Rd, Winchester, NH 03470
  • /29

    $65,000 Sold Aug 14, 2025

    • 1,068 Sq Ft
    • $61/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1977

    18 Avery Cir, Winchester, NH 03470

    Located in the desirable South Parrish Road Cooperative on a great double corner lot sits this expanded 1977 home with a one car garage, split rail fence with mature climbing roses, and large yard. This home offers large living spaces, dining, eat-in kitchen, two bedrooms and one bath. In addition enjoy a 12x15 three-season enclosed porch. New hot water heater and gas range. 24hr notice to show;

    Larry Alvarez Tieger Realty Co. Inc.

    18 Avery Cir, Winchester, NH 03470
    • /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
  • /60

    $5,200,000

    • 4 Beds
    • 5.5 Baths
    • 5,120 Sq Ft

    398 Scofield Mountain Rd, Winchester, NH 03470

    One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by

    Susanna Corriveau Coldwell Banker Realty Bedford NH

    398 Scofield Mountain Rd, Winchester, NH 03470
  • /41

    $450,000 Sold Aug 11, 2025

    • 2,234 Sq Ft
    • $201/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    72 Watson Rd, Winchester, NH 03470

    Back on the market due to buyer financing! Your chance to own 14+ private acres in beautiful Winchester, NH! Tucked away in a peaceful natural setting, this stunning home offers the perfect blend of rustic charm and modern comfort. You'll enjoy ultimate seclusion with a seasonal brook, walking trails, and an abundance of natural beauty just outside your door. Inside, the open-concept first floor

    Kristin Reyes REAL Broker NH, LLC

    72 Watson 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
  • /60

    $270,000

    • 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
  • /43

    $218,500 Sold Aug 01, 2025

    • 3,603 Sq Ft
    • $61/SF
    • 101 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1860

    102 Keene Rd, Winchester, NH 03470

    Opportunity Awaits at the Historic Publik House – Live, Work, and Create!Are you searching for a unique property with endless potential? This charming 3-bedroom, 1-bath Victorian Cape offers a rare opportunity to combine residential living with business possibilities. Situated along well-traveled Route 10 in Winchester and nestled against a peaceful river backdrop, this versatile property

    Denise Thomas BHG Masiello Keene

    102 Keene Rd, Winchester, NH 03470
    • /28

      Not Listed For Sale

      • 9 Beds
      • 4 Baths
      • 4,739 Sq Ft

      292 Richmond Rd, Winchester, NH 03470

      292 Richmond 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winchester, NH

Housing Trends

Median Sale Price
$303,750
Median Single Family Sale Price
$312,500
Average Price Per Sq Ft
$270
Number of Homes for Sale
9
Last 12 months Home Sales
36
Months of Supply
3.00
Median List Price
$314,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-2%
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