Winchester, New Hampshire

One of Cheshire County's southern border towns, Winchester, New Hampshire, is a blue-collar community of just under 4500 residents.  Located in the southwestern corner of the Granite State, Winchester has a strong commercial and industrial presence lending to a relatively low unemployment rate in town.  Families that call Winchester “home” enjoy the natural beauty and quiet country air that this part of the state is so well known for, while visitors absorb the sights and sounds within the rolling hills of the breathtaking mountainous Monadnock Region.

The area to become Winchester was first granted to Colonel Josiah Willard, a military leader who desired a large plot of land on the eastern banks of the Connecticut River.  This was granted to him by the Colonial Massachusetts Government who, at the time, had full control of New Hampshire.  Known by locals as The Arlington Plantation, the settlement was incorporated as a nameless town in 1739.  For unknown reasons, some folks started calling it Winchester, so Willard petitioned the recently-formed New Hampshire government to incorporate the town as such in 1750, but failed.  His second attempt, in 1753, was a success and the town has been known as Winchester ever since.  It is possible that the name of Winchester comes from Charles Paulet, Marquis of Winchester, but as yet cannot be verified.

Winchester has enough small stores in town to meet most of the community’s needs, but if there’s something you need and Winchester doesn’t have it, Keene is just a ten-minute drive north, or Brattleboro, Vermont, is the same distance northwest.  However, since New Hampshire is a sales tax-free state, most Winchester residents prefer to shop within the state’s confines.  Finding things to do in Winchester is easy – the Pisgah Wilderness State Park is a stone’s throw from your front door and offers hiking, wilderness tours, mountain biking, fishing and snowmobiling during those cold winter months.  For other winter activities, you don’t need to travel far at all.  There are several ski resorts within twenty-five miles of Winchester as well as sledding hills that stretch for what seems like miles.  Summertime brings with it more fishing, boating, swimming, and pitching tents at the many campgrounds that dot the landscape of southwestern New Hampshire.  It’s all about the outdoors in this great state.

Winchester is a part of SAU #38.  The Winchester School educates resident children from kindergarten through the eighth grade.  High school age children in Winchester attend the Keene High School, in nearby Keene, NH.  There are no current plans to construct a high school in Winchester.

If you’re looking to buy a home in rural New Hampshire, look no further than Winchester.  Great location and great people are but two of the reasons you should consider purchasing your new home in Winchester.  If the southwestern part of the state isn’t what you’re looking for, perhaps you’d be interested in something closer to the seacoast or nearer to the White Mountains?  Wherever you’re considering, the first step in bringing your plans to fruition is to call Jim Miller Bean Group at (603) 801-3987.  Jim is here for you and you alone, from answering your NH questions to finding you the perfect home.  Call right now and find out just how quickly the dream can become reality.

Winchester School (k-8)
603-239-4721

Keene High School (9-12)
(603) 352-0640

Current Winchester New Hampshire Real Estate MLS Listings for Single Family Homes

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$600,000 - $700,000
22 Properties Found. Page 1 of 1

Located In The Southwest Corner Of The State Ne...

NEW Photo of Listing #4673021

$699,000 Active

  • 501.68 Acres

Land

Snow Rd And Warwick Rd, Winchester, New Hampshire

MLS® #4673021

Located In The Southwest Corner Of The State Near Pisgah State Park And The Connecticut River. Close Proximity To The Vermont And Mass Borders. Property Consists Of 3 Land Parcels Totaling Over 500 Acres, Abuts Curtis Pond, And Has Over A Mile Of Frontage...

Build A Life You Never Have To Take A Vacation ...

Photo of Listing #4666565

$435,000 Active

  • 3 Beds
  • 2 Baths
  • 0.14 Acres
  • 2,168 ft²

Residential

23 Headlands Rd, Winchester, New Hampshire

MLS® #4666565

Build A Life You Never Have To Take A Vacation From! Beautiful Lake House Warm And Inviting. Plenty Of Room To Invite Family And Friends, Enjoy The Lake Activities, Or Curl Up With A Book In Your Expansive Master Suite And Enjoy Your View! You Decide.

This Year Round Waterfront Home Offers Everythi...

Photo of Listing #4656262

$379,000 Active

  • 2 Beds
  • 1 Baths
  • 0.77 Acres
  • 2,121 ft²

Residential

17 Town Beach Rd, Winchester, New Hampshire

MLS® #4656262

This Year Round Waterfront Home Offers Everything You Could Want For All Season Fun. Easy Access, Level Beach Area Is Great For The Kids. Good Sized Lawn Area Near The Beach For Entertaining And Relaxing. An Exceptionally Well Cared For 2 Bedroom Home Wit...

Wow! That's Just What You'll Say When You Take ...

REDUCED 3% Photo of Listing #4600898

$329,000 Active

  • 2 Beds
  • 2 Baths
  • 0.16 Acres
  • 1,592 ft²

Residential

470 Forest Lake Rd, Winchester, New Hampshire

MLS® #4600898

Wow! That's Just What You'll Say When You Take A Look At This Beautiful Lake From Home. Located Only Inches From Lovely Forest Lake The Ho,me Offers Two Fully Finished Levels Of Luxury Living. This Home Is Perfect For Almost Any Set Of Living Arrangements ...

Rock Solid! The Owner Custom Designed This Sin...

Photo of Listing #4671602

$280,000 Active

  • 3 Beds
  • 2 Baths
  • 2.4 Acres
  • 1,804 ft²

Residential

50 Acorn Dr, Winchester, New Hampshire

MLS® #4671602

Rock Solid! The Owner Custom Designed This Single Level Ranch For Convenience And Low Maintenance. Open Concept Living Dinning Room Area Lead To The Custom Designed Kitchen And Island. Palladium Window And Wood Fireplace Accent The Living Room. The Ho...

Built In 1810 This House Has Been Home To The S...

Photo of Listing #4672194

$265,000 Active

  • 4 Beds
  • 2 Baths
  • 65 Acres
  • 2,996 ft²

Residential

66 Clark Rd, Winchester, New Hampshire

MLS® #4672194

Built In 1810 This House Has Been Home To The Same Family Since The 1950's. Tucked Back From The Road, This Home Still Boasts Many Beautiful Features Of It's Day. When The House Is Entered Into From The Garage, You Will Find Yourself In A Large Family/gran...

A Truly Unique Older Home. This Property Featu...

Photo of Listing #4671406

$189,500 Active

  • 3 Beds
  • 2 Baths
  • 6.48 Acres
  • 2,126 ft²

Residential

175 Ashuelot Main St, Winchester, New Hampshire

MLS® #4671406

A Truly Unique Older Home. This Property Features A 3 Story 30x30 Barn, Green House, Riding Trails, A Place For The Garden, And Many Fruit Trees. The Detached 2 Car Garage Is Insulated. The Home Features 3 Bedrooms, 1.5 Baths, Dining Room, Living Room An...

A Winchester Landmark, Deano's Pizzeria Is Avai...

Photo of Listing #4511699

$179,900 Active

Commercial

30 Keene Rd, Winchester, New Hampshire

MLS® #4511699

A Winchester Landmark, Deano's Pizzeria Is Available For The First Time Since 1983. Home Of Deano's Famous Pizza And Special Marinara. Includes All Of The Equipment. Lounge Area Can Be Closed Off For Private Functions. Lunch Counter And Booths In The Main S...

Take Advantage Of The Wonderful Opportunity To ...

REDUCED 12% Photo of Listing #4661073

$159,000 Active

  • 0.36 Acres

Commercial

56 Keene Rd, Winchester, New Hampshire

MLS® #4661073

Take Advantage Of The Wonderful Opportunity To Purchase This Modern Auto Repair Shop Built In 2008 With Its Great, Highly Visible Location! Beautiful Building Offering A Metal Roof, Brick Trim, Central Air, Office Space And Bath. Includes (2) 10x 12 Steel T...

Open Concept Get Away Lake Home, Or Year Round ...

REDUCED 17% Photo of Listing #4492456

$140,000 Active

  • 2 Beds
  • 1 Baths
  • 1.54 Acres
  • 1,854 ft²

Residential

386 Forest Lake Rd, Winchester, New Hampshire

MLS® #4492456

Open Concept Get Away Lake Home, Or Year Round Lake Home.over An Acre Of Wooded Lawn Area Leading To Lake.large Windows Facing The Lakespiral Stair Accses To Second Floorplease Note: Developed Waterfront Property Site Assessment Has Not Been Completed As Of...

Military Family Relocating. Seller's Will Consi...

REDUCED 7% Photo of Listing #4651061

$139,000 Active

  • 1.2 Acres
  • 2,300 ft²

Multi-Family

846 Keene Rd, Winchester, New Hampshire

MLS® #4651061

Military Family Relocating. Seller's Will Consider All Reasonable Offers. Stately, Well Renovated 2.5 Story With 2 Large Units. So Much Has Been Done And Done Well. Roof, Most Windows And Doors, Siding And Porch. Interiors Are Great - Lots Of Light, No Rugs...

This Cute Country Home That Is Convenient To Ev...

Photo of Listing #4659664

$122,900 Active

  • 3 Beds
  • 2 Baths
  • 0.31 Acres
  • 1,392 ft²

Residential

230 Ashuelot Street, Winchester, New Hampshire

MLS® #4659664

This Cute Country Home That Is Convenient To Everything. Three Bedrooms, Large Living Room And A Dining Room With A Hearth For The Woodstove. Huge Deck For Entertaining. The Roof, Furnace And Electric Panel Was Recently Upgraded. Fresh Paint Through Out.

Very Nice, Totally Renovated Two Family That Yo...

Photo of Listing #4651275

$89,500 Active

  • 0.19 Acres
  • 1,808 ft²

Multi-Family

5 High St, Winchester, New Hampshire

MLS® #4651275

Very Nice, Totally Renovated Two Family That You Don't Want To Miss! Both Units Boast 2 Bedrooms, Living Room, Kitchen And A Dining Room. Great Location! Friendly Neighborhood With Ability To Walk To All Town Services. Easy Access To Keene, Brattleboro, Gre...

15.72 Acres And A Rare Opportunity To Have Your...

REDUCED 10% Photo of Listing #4515207

$79,900 Active

  • 15.72 Acres

Land

180 Old Hinsdale Rd, Winchester, New Hampshire

MLS® #4515207

15.72 Acres And A Rare Opportunity To Have Your Horses, Beautiful Southern Views, A Cabin To Stay In, And A Magnificent Building Lot Ready For Your Dream House. Driveway In Place, A Drilled Well Has Been Installed, Electricity Is Already In, The Horse Barn ...

This 3,000+ Greek Revival Home Was Previously U...

Photo of Listing #4653381

$68,000 Active

  • 0.38 Acres
  • 2,537 ft²

Multi-Family

21 Ashuelot St, Winchester, New Hampshire

MLS® #4653381

This 3,000+ Greek Revival Home Was Previously Used As An Undivided Two Family Home Occupied By Two Brothers And Their Respective Families. Home Boasts 6 Bedrooms, Kitchen, A Full Bath And Two Closet Baths. You Will Find Original Growth Pine Floors That Will...

This 3,000+ Greek Revival Home Was Previously U...

Photo of Listing #4651345

$68,000 Active

  • 6 Beds
  • 3 Baths
  • 0.38 Acres
  • 2,537 ft²

Residential

21 Ashuelot St, Winchester, New Hampshire

MLS® #4651345

This 3,000+ Greek Revival Home Was Previously Used As An Undivided Two Family Home Occupied By Two Brothers And Their Respective Families. Home Boasts 6 Bedrooms, Kitchen, A Full Bath And Two Closet Baths. You Will Find Original Growth Pine Floors That Will...

17+ Acre Building Lot Located In Great Rural Lo...

Photo of Listing #4662274

$59,900 Active

  • 17.1 Acres

Land

66 Watson Rd, Winchester, New Hampshire

MLS® #4662274

17+ Acre Building Lot Located In Great Rural Location. Homesite Partially Cleared, Septic Design Completed. This Is A Great Opportunity If You Want To Build A Year Round Property Or Seasonal Get Away. Lot Is Sloping And Wooded, Road Is Dirt Town Maintained.

 

Winchester area communities

Chesterfield

Fitzwilliam

Hinsdale

Jaffrey

Keene

Marlborough

Richmond

Rindge

Roxbury

Swanzey

Troy

Westmoreland

Winchester

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Listing information last updated on January 16th, 2018 at 12:22pm EST.