27

Winchester, NH Homes for Sale

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  • /13

    $129,000

    • 3 Beds
    • 1 Bath
    • 1,457 Sq Ft

    190 Ashuelot St, Winchester, NH 03470

    Calling all renovators, dreamers, and HGTV enthusiasts! If you've been looking for a project with great bones and an even better location, 190 Ashuelot Street might be the one. Nestled on 1.4 acres and directly abutting the Ashuelot Rail Trail, this 3-bedroom, 1-bath home is ready for its next chapter.Inside you'll find a large country kitchen, plenty of space to reimagine, and loads of

    Agent Photo

    Laurie Mack

    BHG Masiello Keene

    190 Ashuelot St, Winchester, NH 03470
  • /53

    $425,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,290 Sq Ft

    253 Back Ashuelot Rd, Winchester, NH 03470

    Presently a contractor who has experience with caring for log homes is applying a special power wash to the main home here. Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you

    Susan Doyle BHG Masiello Keene

    253 Back Ashuelot Rd, Winchester, NH 03470
  • /3

    $2,100,000

    • Land
    • 1,002 Acres
    • $2,096 per Acre

    00 New Hampshire 10 Unit multiple, Winchester, NH 03470

    Located in the town of Winchester in southwestern New Hampshire, this portfolio of two non-contiguous forestland parcels totaling 1,002± acres includes a high-quality timber resource, broad ecological attributes, several mountain peaks, and numerous recreational opportunities. In addition, much of the land abuts or is located near thousands of acres of conservation ownerships, enhancing value and

    Steve Gauthier LandVest, Inc./New Hampshire

    00 New Hampshire 10 Unit multiple, Winchester, NH 03470
  • /36

    $715,000

    $20K PRICE DROP
    • 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
  • /8

    $90,000

    • Land
    • 4.98 Acres
    • $18,072 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
  • /42

    $445,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,066 Sq Ft

    71 Headlands Rd, Winchester, NH 03470

    This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes

    Anna Schierioth HKS Associates, Inc.

    71 Headlands Rd, Winchester, NH 03470
  • /21

    $131,600

    • Land
    • 6.93 Acres
    • $18,990 per Acre

    Map 6 Opportunity Dr, Winchester, NH 03470

    Stone Mountain Business Park is Ready for Development! This almost 17-acre lot is SHOVEL READY and waiting to be built upon for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Other lots available!

    Penelope Seaver Coldwell Banker Realty Nashua

    Map 6 Opportunity Dr, Winchester, NH 03470
  • /21

    $118,200

    • Land
    • 7.71 Acres
    • $15,331 per Acre

    Map 6 Lot 15-0 Opportunity Dr, Winchester, NH 03470

    Stone Mountain Business Park is Ready for Development! This 7.7 acre lot is SHOVEL READY and ready to be built upon for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Other lots available!

    Penelope Seaver Coldwell Banker Realty Nashua

    Map 6 Lot 15-0 Opportunity Dr, Winchester, NH 03470
  • /19

    $259,900

    $40K PRICE DROP
    • 2,128 Sq Ft

    65 Mechanic St, Winchester, NH 03470

    2 UNIT FARMHOUSE STYLE MULTIFAMILY OR SINGLE FAMILY ON 1.2 ACRES. ATTACHED BARN/2 CAR GARAGE. AMPLE PARKING. GREAT FOR OWNER OCCUPIED, MULTIGENERATIONAL OR INVESTOR. PREVIOUS OWNER USED PROPERTY AS A SINGLE FAMILY. RADIATES COMFORT, CHARACTER AND CHARM WITH SPACIOUS ROOMS AND HANDSOME FLOORING. STRIKING INTERIOR WITH A MODERN TOUCH. RECENTLY UPDATED. ATTRACTIVE LANDSCAPING. WALKING DISTANCE TO

    Shirley Marcello BHG Masiello Keene

    65 Mechanic St, Winchester, NH 03470
  • /32

    $400,000

    • Land
    • 118.6 Acres
    • $3,373 per Acre

    000 Burt Hill Rd Unit 2, Winchester, NH 03455

    An extraordinary opportunity awaits on Burt Hill Road in Winchester, New Hampshire. Spanning a massive 118 +/- contiguous acres, this expansive wooded parcel offers an unbeatable blend of privacy, natural beauty, and strategic location. Situated directly at New Hampshire’s southwestern border, the property provides the ultimate tax-friendly NH lifestyle while remaining exceptionally accessible

    Bob Barnard Monadnock Realty Group LLC

    000 Burt Hill Rd Unit 2, Winchester, NH 03455
  • /29

    $115,000

    $30K PRICE DROP
    • Land
    • 21.2 Acres
    • $5,425 per Acre

    525 Richmond Rd, Winchester, NH 03470

    Discover a rare opportunity to own 21.2+/- acres of pristine New Hampshire wilderness in the heart of Winchester. This expansive parcel is defined by its stunning frontage along the tranquil Roaring Brook, offering a picturesque and peaceful setting for your future dream home or private getaway. A standout feature of this property is its significant standing timber value; the land has remained

    Bob Barnard Monadnock Realty Group LLC

    525 Richmond Rd, Winchester, NH 03470
  • /55

    $650,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,671 Sq Ft

    295 Manning Hill Rd, Winchester, NH 03470

    Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and

    Paul Rodenhauser BHG Masiello Keene

    295 Manning Hill Rd, Winchester, NH 03470
  • /21

    $109,500

    • Land
    • 6.98 Acres
    • $15,688 per Acre

    Map 6 Lot 15-5 Off Opportunity Dr, Winchester, NH 03470

    Stone Mountain Business Park is Ready for Development! This almost 7 acre SHOVEL READY level lot can be built out for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Take note that this parcel could be made smaller in size if your use does not require this amount of acreage.

    Penelope Seaver Coldwell Banker Realty Nashua

    Map 6 Lot 15-5 Off Opportunity Dr, Winchester, NH 03470
  • /26

    $285,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,493 Sq Ft

    19 Back Ashuelot Rd, Winchester, NH 03470

    Do you have a home business and are looking to relocate? This could be your opportunity to live where you work on a nice lot with a fenced-in dog yard bordering a pasture that has horses you can watch. This is a mobile home with an addition on stilts, so you have a storage area underneath. If you boxed it all in, it would create a space similar to a basement. Comes with a newer shed. Easy commute

    Julie Emerson EXP Realty

    19 Back Ashuelot Rd, Winchester, NH 03470
  • /52

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,516 Sq Ft

    484 Scofield Mountain Rd, Winchester, NH 03441

    Rustic charm, warm wood accents and lovely beam ceilings make this true log house feel like HOME. The outdoor space is a dream; situated on 6.32 acres, this property features a charming front porch, large back deck to relax on warm summer nights, spacious yard with fire pit for cold winter nights & smores, walking and ATV trails and your very own Christmas trees growing! Well landscaped with many

    Emily Lagerberg R.H. Thackston & Company

    484 Scofield Mountain Rd, Winchester, NH 03441
  • /60

    $4,250,000

    • 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
  • /6

    $10,000

    $90K PRICE DROP
    • Land
    • 5.34 Acres
    • $1,873 per Acre

    0 Ashuelot Main St Unit 4978464, Winchester, NH 03441

    Remaining Paper Mill Campus land. More soil testing information can be obtained from the NH-DES. There are back taxes due and will be the buyers responsibility. This vacant, wooded lot is located off the busy Ashuelot Main St (Route 119) on the west side of Winchester, NH, offering high visibility with a 2024 traffic count of 3,138 vehicles/day per the NH DOT. Buyers should contact the town for

    Karissa Moore K&G Realty Services, Inc.

    0 Ashuelot Main St Unit 4978464, Winchester, NH 03441
  • /8

    $135,000

    • Land
    • 2.75 Acres
    • $49,091 per Acre

    20 Lake Shore Dr, Winchester, NH 03470

    2.75 acre building lot in the lake district, stream on property. Slope to easier allow for walk out basement. Public water at the street. Will require private septic. Easy commute to Keene, Brattleboro, and Western MA. Great opportunity to live in quiet neighborhood on a dead end road. Lake Francis has a public beach and boat launch. Come build exactly what you want!!

    Lisa Stone Keller Williams Realty Metro-Keene

    20 Lake Shore Dr, Winchester, NH 03470
  • /21

    $117,500

    • Land
    • 8.68 Acres
    • $13,537 per Acre

    Map 6 Lot 15-8 Opportunity Dr, Winchester, NH 03470

    Stone Mountain Business Park is Ready for Development! This 8 plus acre lot is SHOVEL READY and waiting to be built upon for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Other lots available!

    Penelope Seaver Coldwell Banker Realty Nashua

    Map 6 Lot 15-8 Opportunity Dr, Winchester, NH 03470
  • /4

    $102,000

    • 2 Beds
    • 2 Baths
    • 1,512 Sq Ft

    161 Staddle Hill Rd, Winchester, NH 03470

    Property is available for online auction only. See Realty Bid for property, auction, showing & bidding information.

    Brian Brockman Bang Realty

    161 Staddle Hill Rd, Winchester, NH 03470
  • /23

    $120,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    12 Wetherby Dr, Winchester, NH 03470

    Discover comfortable, easy living in this well-maintained mobile home, perfectly situated at the end of a peaceful, low-traffic street. With a thoughtful layout, appealing outdoor space. Two Spacious Bedrooms, are both generously sized, with the primary suite featuring its own full bathroom for added privacy and convenience. The kitchen, dining, and living room flow together seamlessly, creating

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    12 Wetherby Dr, Winchester, NH 03470
  • /20

    $190,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 894 Sq Ft

    369 Manning Hill Rd, Winchester, NH 03470

    Unique opportunity to get two for the price of one. Sale includes two (2) lots! House and garage are located on 6.3 acres and there's an additional 1 acre lot across the street according to the town records. Located close to town and major routes sits this 1975 mobile home. Two car garage with storage above and large storage shed. Private water and septic. Live in the home as is or build a new

    Dick Thackston R.H. Thackston & Company

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

    $290,000

    $35K PRICE DROP
    • 4,739 Sq Ft

    292 Richmond Rd, Winchester, NH 03470

    INVESTORS WANTED. This property is just a few minutes away from downtown Winchester. 3 units are occupied. Tenants pay on time and would like to stay. Some have been here for many years. Property needs some repairs. The mostly open 3 acre parcel offers the tenants plenty of space for outdoor activities. Showings are limited due to tenants works schedules. Property is being sold without further

    Jonathan Bafundi Realty One Group Next Level

    292 Richmond Rd, Winchester, NH 03470
  • /33

    $698,000

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

    39 Headlands Rd, Winchester, NH 03470

    Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of

    Nancy Panza BHG Masiello Keene

    39 Headlands Rd, Winchester, NH 03470
  • /60

    $479,900

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,808 Sq Ft

    166 Keene Rd, Winchester, NH 03470

    ** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for

    Jamie Watson BHG Masiello Keene

    166 Keene Rd, Winchester, NH 03470
  • /20

    $89,900

    $203K PRICE DROP
    • Land
    • 3 Acres
    • $29,967 per Acre

    Map 6 Lot 15-1 Off Opportunity Dr, Winchester, NH 03470

    Stone Mountain Business Park is Ready for Development! This 3 Acre SHOVEL READY level lot can be built out for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Other lot sizes available if preferred.

    Penelope Seaver Coldwell Banker Realty Nashua

    Map 6 Lot 15-1 Off Opportunity Dr, Winchester, NH 03470
  • /3

    $51,500

    • Land
    • 1.3 Acres
    • $39,615 per Acre

    0 Old Rixford Rd Unit 15, Winchester, NH 03470

    A short distance off a class 6 road where opportunity awaits to invest in your own land. This lot is part of the description found on the attached deed. The town of Winchester has been treating it as a separate lot for tax purposes for many years and has agreed that it should maintain its status as a separate lot

    Anna Schierioth HKS Associates, Inc.

    0 Old Rixford Rd Unit 15, Winchester, NH 03470

Why Live in Winchester

Incorporated in 1753, Winchester is a small, rural town tucked into the southwestern corner of New Hampshire. The area is bordered to the south by Massachusetts and to the west by Vermont, and is equidistant to Keene and Brattleboro, each about 13 ...

Frequently Asked Questions

What is the average home price in Winchester, NH?
Homes for sale in Winchester, NH have an average home price of $461,343.
How many homes have sold over the last 12 months in Winchester, NH?
54 homes have sold in Winchester, NH over the last 12 months.
What is the average household income in Winchester, NH?
The average household income in Winchester, NH is $97K.
What are the most popular zip codes in Winchester, NH?
The most popular zip codes in Winchester, NH include 03470, 03441, 03455, 03451 and 01360.
How much do you need to make to afford a house in Winchester?
The median home price in Winchester is $350,000. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $1,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $77K a year to afford the median home price in Winchester. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winchester is $97K.
How are the schools in Winchester, NH?
Winchester, NH has highly rated public and private schools. Some of the best schools in Winchester based on Niche Grades are Mt. Caesar Elementary School, Chesterfield Central School and Keene High School. Browse all the schools in Winchester, NH to learn more.

Home Price Trends

Median Sale Price
$310,000
Median Single Family Sale Price
$340,350
Median 2 Bedroom Sale Price
$310,000
Median 1 Bedroom Sale Price
$360,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
11
Last 12 months Home Sales
54
Months of Supply
2.40
Median List Price
$350,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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