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Winchester, NH Homes for Sale

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  • /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

    $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
  • /8

    $90,000

    • Land
    • 1.21 Acres
    • $74,380 per Acre

    258 Bolton Rd, Winchester, NH 03470

    Motivated seller! 1.21-acre lot that has been cleared and is waiting for you to build your dream home! The land has been being used by the owners since clearing and is located in a highly desirable country setting. Test pit has been completed and is available for viewing. Conveniently located with easy access to Massachusetts and Vermont.

    Christine Houston Greenwald Realty Group

    258 Bolton Rd, Winchester, NH 03470
  • /24

    $259,900

    • 2 Beds
    • 1 Bath
    • 1,424 Sq Ft

    886 Keene Rd, Winchester, NH 03470

    Welcome to 886 Keene Rd, a lovingly maintained home where timeless 1875 charm meets thoughtful modern updates. Set on a generous 0.47-acre lot, this property offers space, privacy, and a sense of calm that’s increasingly hard to find.From the moment you arrive, the home makes a warm first impression with classic appeal. A fenced-in front yard creates a welcoming buffer from the road—perfect

    Rosemarie Ledogar RD Ledogar Real Estate

    886 Keene Rd, Winchester, NH 03470
  • /57

    $549,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,832 Sq Ft

    159 Ashuelot Main St, Ashuelot, NH 03441

    BRAND NEW, Classic and modern home close to all town services, but located in a rural setting! Colonial with 4 bedrooms, 2 and 1/2 baths and a spacious, heated attached two car garage with EV plug! This energy efficient home is stick built with high quality construction! The expansive gorgeous kitchen has new fully warranted appliances, a large eat at island, beautiful quartz countertops! Living

    Ralph Harvey Listwithfreedom.com

    159 Ashuelot Main St, Ashuelot, NH 03441
  • /42

    $549,900

    • 5 Beds
    • 3 Baths
    • 3,114 Sq Ft

    583 Burt Hill Rd, Winchester, NH 03470

    Welcome to your move-in-ready sanctuary—where modern updates meet peaceful nature, with a tranquil brook alongside the property for privacy and charm. Enjoy major peace-of-mind upgrades including a BRAND NEW ROOF, NEW 2,500-gallon SEPTIC system, fresh paint, and stylish laminate flooring throughout. The updated kitchen features NEW APPLIANCES and finishes, while the main-level bath feels like a

    Munise Ulker Homesmart Success Realty

    583 Burt Hill Rd, Winchester, NH 03470
  • /60

    $849,900

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

    259 Bolton Rd, Winchester, NH 03470

    Stunning & modern unique True Timber Frame 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

    Don Goudreau EXP Realty

    259 Bolton Rd, Winchester, NH 03470
  • /26

    $145,000

    • Land
    • 21.2 Acres
    • $6,840 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
  • /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
  • /25

    $350,000

    • 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
  • /6

    $33,750

    • Land
    • 5.34 Acres
    • $6,320 per Acre

    0 Ashuelot Main St Unit 4978464, Winchester, NH 03441

    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 more information about use. That said, it is zoned agricultural, this property presents potential for a variety of uses, including but not limited to single

    Karissa Moore K&G Realty Services, Inc.

    0 Ashuelot Main St Unit 4978464, Winchester, NH 03441
  • /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
  • /16

    $169,900

    • Land
    • 18 Acres
    • $9,439 per Acre

    0 Old Hinsdale Rd Unit 1 5052965, 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 Unit 1 5052965, Winchester, NH 03470
  • /16

    $449,000

    • 8 Beds
    • 3 Baths
    • 4,226 Sq Ft

    11 Ashuelot St, Winchester, NH 03470

    This is a spacious, cash-flowing property, close to downtown, but on a quiet street overlooking the Ashuelot. Many nice updates have been made, and tenants pay for their own utilities. This could be a nice owner-occupied opportunity, or a lucritive investment property to add to your portfolio. This property can also be purchased as a portfolio at a discount with 6 Maple St, Winchester; 94 Main

    Liz Newcombe BHG Masiello Keene

    11 Ashuelot St, Winchester, NH 03470
  • /23

    $380,000

    • 4 Beds
    • 3,240 Sq Ft

    94 Main St, Winchester, NH 03470

    This nicely renovated, conveniently located, cash-flowing property on Main Street in Winchester is a must-see. With great tenants in place, strong rents, and easy access to everything, it is sure to be a great investment property for its next owner. There is a very spacious, unfinished storage space which the owner has gotten permits to turn into a beautiful 3rd unit with deck overlooking the

    Liz Newcombe BHG Masiello Keene

    94 Main St, Winchester, NH 03470
  • /23

    $349,000

    • 2,454 Sq Ft

    6 Maple St, Winchester, NH 03470

    This updated 2-family home could be fantastic for an owner occupant or investor. Spacious and sunny, each unit has 3-bedrooms and in-unit laundry hookups. Tenants pay their own heat, hot water and electric. There is plenty of parking and a large barn for storage, hobbies or whatever you envision. Both units have been updated within the last year. Updates include new kitchens, bathrooms, flooring,

    Liz Newcombe BHG Masiello Keene

    6 Maple St, Winchester, NH 03470
  • /55

    $549,800

    • 5 Beds
    • 3 Baths
    • 3,114 Sq Ft

    583 Burt Hill Rd, Winchester, NH 03470

    Welcome to your move-in-ready sanctuary! This beautifully updated home perfectly blends modern comfort with a tranquil natural setting, featuring a peaceful brook running alongside the property for ultimate privacy. Recent high-value upgrades offer total peace of mind, including a brand-new roof, a new 2,500-gallon septic system, fresh paint, and stylish new laminate flooring throughout. The

    Munise Ulker HomeSmart Success Realty LLC

    583 Burt Hill Rd, Winchester, NH 03470
  • /20

    $130,000

    • 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

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 $376,227.
How many homes have sold over the last 12 months in Winchester, NH?
39 homes have sold in Winchester, NH over the last 12 months.
What are the most popular zip codes in Winchester, NH?
The most popular zip codes in Winchester, NH include 03470, 03441, 03451, 03446 and 05354.
How much do you need to make to afford a house in Winchester?
The median home price in Winchester is $300,000. If you put a 20% down payment of $60,000 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $1,440 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $62K a year to afford the median home price in Winchester. Learn how much home you can afford with our Home Affordability Calculator.
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 Trends in Winchester, NH

Housing Trends

Median Sale Price
$308,000
Median Single Family Sale Price
$310,000
Average Price Per Sq Ft
$246
Number of Homes for Sale
5
Last 12 months Home Sales
39
Months of Supply
1.50
Median List Price
$300,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
2%
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