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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
  • /7

    $80,000

    • Land
    • 1.21 Acres
    • $66,116 per Acre

    258 Bolton Rd, Winchester, NH 03470

    Tucked into a peaceful, sunlit clearing, this 1.21-acre parcel offers a rare opportunity to build with ease. The lot has already been opened and leveled, providing a ready-to-go homesite that saves both time and upfront site work. Surrounded by a mix of mature trees, the setting offers natural privacy while still allowing for beautiful light throughout the day.A completed perc test adds

    Christine Houston Greenwald Realty Group

    258 Bolton Rd, Winchester, NH 03470
  • /23

    $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 for

    Rosemarie Ledogar R. D. Ledogar Real Estate

    886 Keene 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
  • /15

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,092 Sq Ft

    290 Scotland Rd, Winchester, NH 03470

    Drive up the driveway to a private homesite with old garden beds, privacy, perhaps a place for a horse. This one level home will work for almost anyone! Enter this 2 bath home through an enclosed porch which could be part mudroom and partially an area to relax on in good weather. The kitchen has a good working area with a double sink, refrigerator, electric stove and the washer and dryer behind

    Susan Doyle BHG Masiello Keene

    290 Scotland Rd, Winchester, NH 03470
  • /26

    $135,000

    • Land
    • 21.2 Acres
    • $6,368 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
  • /14

    $108,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    16 Harbourt Dr, Winchester, NH 03470

    Welcome to a unique opportunity —one of the only homes in the park with this kind of open, pastoral backdrop. Set along neighboring farmland, this 2 beds, 2 bath open concept living space home offers a sense of space and relaxed atmosphere that’s hard to come by. Instead of looking out at other homes, you’ll enjoy open land views out your back door and a vacant lot across the road. Step inside to

    Lisa Berry Simply Sell Realty

    16 Harbourt Dr, Winchester, NH 03470
  • /10

    $300,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    82 Howard St, Winchester, NH 03470

    OPEN HOUSE SATURDAY 4/4 12-2PM Tasteful updates nearing completion to include an updated kitchen with new appliances, updated bathrooms, new floors, new paint throughout, public water, and sewer! A total refresh with zero headaches for years to come. Awesome value and quality uncommon in the market today for only $300,000. Home is currently almost complete with only weeks left grab this before

    Tyler Richer AmeraBay

    82 Howard St, Winchester, NH 03470
  • /39

    $600,000

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

    406 Back Ashuelot Rd, Winchester, NH 03441

    VALUE! HISTORIC! CHARM! This property is now listed over $100,000 under the assessed value! 4 units are currently rented with the owner occupying the large lower level 5th apartment. Owner believes the owner apartment would rent for about $2,500, either adding to the income of a totally investment property or allowing the owner to live in the apartment and have the building pay all or most of the

    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
  • /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 $376,311.
How many homes have sold over the last 12 months in Winchester, NH?
45 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, 03446, 03451, 01378 and 05301.
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 6.38%, your estimated principal and interest payment would be $1,500 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $64K 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
$309,000
Average Price Per Sq Ft
$243
Number of Homes for Sale
6
Last 12 months Home Sales
45
Months of Supply
1.60
Median List Price
$300,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-1%
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