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 Coldwell Banker Residential Brokerage 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

Winchester NH Single Family Homes for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000
25 Properties Found. Showing Page 1 of 1
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The Possibilities Are Enormous. Has 2 Kitchens ...

Photo of Listing #4638052

$519,000

  • 12 Beds
  • 3.0 Baths
  • 8,192 SqFt
  • 54.00 Acres

Residential

Winchester, New Hampshire

 

The Possibilities Are Enormous. Has 2 Kitchens And 4 Baths! This Stately Colonial Home Sits On 54 Acres, With 2,500' Frontage On Rt. 10, And 4,500' Frontage On The Ashuelot River. There Is 8,192 Square Feet Of Living Space. There Is A 22x100 Garage, And A 40x100 2 Story Barn. 2,270' Of Porches

Huge Price Reduction. Motivated Seller. Lupin H...

Photo of Listing #4513879

$449,900

  • 3 Beds
  • 3.0 Baths
  • 2,250 SqFt
  • 173.00 Acres

Residential

Winchester, New Hampshire

 

Huge Price Reduction. Motivated Seller. Lupin Hill Is A 173 Acre Outdoor Paradise. Situated On A Quiet Country Road, Accessed Through The Historic Ashuelot Covered Bridge, Lupin Hill Offers Complete Privacy And Peace And Quiet. The 1500 +/- Square Foot House, Custom Built In 2007, Offers One Floo...

Country Setting With Grand Views, Apple Trees, ...

Photo of Listing #4632739

$329,900

  • 3 Beds
  • 1.0 Baths
  • 1,930 SqFt
  • 19.58 Acres

Residential

Winchester, New Hampshire

 

Country Setting With Grand Views, Apple Trees, Small Pond, Field And Porch That Wraps Around 2 Sides. Makes You Feel Like Your On Top Of The World. Interior With Large Field-stone Fireplace, Cathedral Ceilings, Wood Cook Stove In Kitchen Along With The Propane Range. Includes Pellet Stove In Base...

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

Photo of Listing #4600898

$329,000

  • 2 Beds
  • 2.0 Baths
  • 1,592 SqFt
  • 0.16 Acres

Residential

Winchester, New Hampshire

 

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 With Elegant Sleeping Quarters And Baths...

"over The River And Through The Woods To Grandm...

Photo of Listing #4600901

$299,900

  • 4 Beds
  • 2.0 Baths
  • 2,996 SqFt
  • 65.20 Acres

Residential

Winchester, New Hampshire

 

"over The River And Through The Woods To Grandmother's House We Go..." That's What You'll Be Thinking As You Drive Up Your Tree Lined Driveway When You Own This Unique, Much Loved Family Property On 65+ Acres On New Hampshire Woodlands. This Home Offers Many Fine Features That Are Rarely Found Al...

An Active, Outdoors Family Who Like To Swim, Fi...

Photo of Listing #4628399

$299,000

  • 2 Beds
  • 2.0 Baths
  • 1,600 SqFt
  • 0.16 Acres

Residential

Winchester, New Hampshire

 

An Active, Outdoors Family Who Like To Swim, Fish, Kayak Or Water Ski Or Even Skate Or Ice Fish In The Winter Will Fit Perfectly In This Lakefront Home Sitting High Over The Lake. As You Walk In The Main Level The View Looking Across Much Of Forest Lake Floods The Room. And The Lower Level Living...

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

Photo of Listing #4636919

$280,000

  • 3 Beds
  • 2.0 Baths
  • 1,804 SqFt
  • 2.40 Acres

Residential

Winchester, New Hampshire

 

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 House Is Designed To Flow With The Contour...

The River House; Over The Ashuelot Covered Brid...

Photo of Listing #4619774

$275,000

  • 2 Beds
  • 2.0 Baths
  • 1,568 SqFt
  • 1.20 Acres

Residential

Winchester, New Hampshire

 

The River House; Over The Ashuelot Covered Bridge Is A Brand New Home That Will Delight Those Who Know Quality When They See It. Set Well Back From The Road For Privacy,the Riverside Location Will Make You Feel Like You Are On Permanent Vacation. The Interior Design Is Impeccable With Attention ...

Perfect For Almost Everything And Every Style O...

Photo of Listing #4642463

$264,500

  • 4 Beds
  • 2.0 Baths
  • 2,329 SqFt
  • 1.31 Acres

Residential

Winchester, New Hampshire

 

Perfect For Almost Everything And Every Style Of Living This Four Bedroom Three Bath Home Offers Function And Style On Two Fully Finished Levels. Located Only A Few Minutes From Mass And An Easy Commute To Greenfield Or I-91 This Nine Year Old Home Is Immaculate. The First Floor Is The Main Livin...

Stunning Light And Bright Colonial On A Private...

Photo of Listing #4629075

$259,900

  • 3 Beds
  • 2.0 Baths
  • 1,440 SqFt
  • 2.40 Acres

Residential

Winchester, New Hampshire

 

Stunning Light And Bright Colonial On A Private Cul De Sac. This Is The Home You've Been Waiting For! 4 Bolton Woods Features Hardwood Flooring Thru Out, Hardwood Stairs, Central Air, 2 Car Attached Garage, 2 Decks Overlooking A 24 Ft Pool, Large Tiled Eat In Kitchen, Formal Dining Room, Welcomin...

Rustic, Inviting Post & Beam Country Home On 10...

Photo of Listing #4640246

$245,000

  • 3 Beds
  • 2.0 Baths
  • 10.50 Acres

Residential

Winchester, New Hampshire

 

Rustic, Inviting Post & Beam Country Home On 10 Acres, Bordering Pisgah Park. Recently Updated With New Vinyl Siding, Energy Efficient Windows And New Deck. Energy Saving Mitsubishi Slim Air Conditioning For Summer Comfort. Energy Efficient Propane Forced Hot Air Furnace Plus A Wood Furnace Integ...

A Really Enchanted Setting Out A Long Country R...

Photo of Listing #4630237

$239,000

  • 3 Beds
  • 3.0 Baths
  • 2,113 SqFt
  • 5.18 Acres

Residential

Winchester, New Hampshire

 

A Really Enchanted Setting Out A Long Country Road. Pass The Small Pond On The Way Up The Drive To This Lovely Home In The Clearing. Open Concept Full Dormered Cape Style Home With Cathedral Ceiling In The Living Area Lends Itself To Casual Gatherings Where Family And Friends Will Feel At Home. W...

This Brand New Home Is One To Behold. Modular C...

Photo of Listing #4228175

$205,000

  • 3 Beds
  • 3.0 Baths
  • 1,531 SqFt
  • 3.30 Acres

Residential

Winchester, New Hampshire

 

This Brand New Home Is One To Behold. Modular Construction And Sitting Well Back From The Road, The Sun Splashes Throughout This Home. Overlook Your Large Yard With Privacy In The Back. Fully Appliance, Three Bedrooms, Three Baths, And An Oversized Attached Garaged. A Paved Driveway And All The A...

The Home With Everything! We Have A Home In Nic...

Photo of Listing #4628527

$199,500

  • 3 Beds
  • 2.0 Baths
  • 2,237 SqFt
  • 6.48 Acres

Residential

Winchester, New Hampshire

 

The Home With Everything! We Have A Home In Nice Condition Featuring Three Bedrooms & Two Baths. Nice Refinished Hardwood Floors! Other Outstanding Features; Three Story New England Barn, Greenhouse, 2 Car Garage, 6+ Acres With Fruit Trees, Blueberries And Garden Space. Horse Property; Features A...

This Beautiful Open Concept Home Has Been Lovin...

Photo of Listing #4494157

$199,000

  • 3 Beds
  • 2.0 Baths
  • 1,740 SqFt
  • 1.51 Acres

Residential

Winchester, New Hampshire

 

This Beautiful Open Concept Home Has Been Lovingly Cared For And Is Ready For Its Second Owner. Set In A Quiet Country Setting With Beautiful Views You Will Enjoy The Peace And Quiet But Still Be Close Enough To Downtown. This Home Was Designed With The Kitchen In Mind Featuring A Huge Butcher-bl...

There Is Nothing Like Enjoying The Sounds And V...

Photo of Listing #4644075

$195,000

  • 1 Beds
  • 1.0 Baths
  • 1,290 SqFt
  • 1.50 Acres

Residential

Winchester, New Hampshire

 

There Is Nothing Like Enjoying The Sounds And View That Your Own Water Frontage Offers. You Can Swim, Kayak, Fish, And Enjoy The Birds From The Yard Overlooking The River. This Private Spot Hosts A Guest House, A 24 X 26 Garage, A Log Home, A 2nd Home, And River Frontage. The Log House Is A Deli...

Endless Option And Possibilities With This Grac...

Photo of Listing #4648802

$159,000

  • 3 Beds
  • 2.0 Baths
  • 1,782 SqFt
  • 3.60 Acres

Residential

Winchester, New Hampshire

 

Endless Option And Possibilities With This Gracious Home On 3+ Acres, Close To The Center Of Town But A Million Miles Away. You'll Have Plenty Of Privacy With This Well Maintained Home. The Victorian Styling Of This Home Is Extremely Flexible. The Current Owner Uses It As A Two Family With Long T...

A Wonderful Family Home Which Provided Many Hap...

Photo of Listing #4607198

$149,900

  • 3 Beds
  • 1.0 Baths
  • 1,751 SqFt
  • 3.01 Acres

Residential

Winchester, New Hampshire

 

A Wonderful Family Home Which Provided Many Happy Memories Throughout The Years! Spacious 1751 Square Feet Of Living Space With Nice Natural Lighting Throughout. 3 Bdrms, Large Eat-in Kitchen W/generous Counter Space, Formal Dining, Formal Living Rm W/beautiful Stone Fireplace & Hardwood Flrs, L...

There Is Plenty Of Room To Stretch Out In This ...

Photo of Listing #4603850

$149,900

  • 4 Beds
  • 2.0 Baths
  • 1,680 SqFt
  • 1.60 Acres

Residential

Winchester, New Hampshire

 

There Is Plenty Of Room To Stretch Out In This Spacious House. The Open Concept Kitchen And Living Room Are Great For Socializing. The Four Ample Sized Bedrooms Allow For Many Possibilities. There Is Also A 30x22 Screened Porch For Those Steamy Summer Or Crisp Fall Days. Ample Storage In The Exp...

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

Photo of Listing #4492456

$140,000

  • 2 Beds
  • 1.0 Baths
  • 1,854 SqFt
  • 1.54 Acres

Residential

Winchester, New Hampshire

 

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 Yet.

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

Photo of Listing #4642812

$135,000

  • 3 Beds
  • 2.0 Baths
  • 1,392 SqFt
  • 0.31 Acres

Residential

Winchester, New Hampshire

 

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.

Solid 1920's Home With Much Potential. Situated...

Photo of Listing #4627334

$94,900

  • 3 Beds
  • 2.0 Baths
  • 2,091 SqFt
  • 0.31 Acres

Residential

Winchester, New Hampshire

 

Solid 1920's Home With Much Potential. Situated In A Business District On Revitalizing Main Street, This Is Truly A Diamond In The Rough! Property Could Be Used For Many Different Purposes. Just Needs Some Tlc And Vision. Priced To Sell Way Under Assessed Value.

New England Farm House With 3 Or 4 Bedrooms, Ea...

Photo of Listing #4615390

$69,000

  • 4 Beds
  • 1.0 Baths
  • 1,553 SqFt
  • 0.48 Acres

Residential

Winchester, New Hampshire

 

New England Farm House With 3 Or 4 Bedrooms, Eat-in Kit., Large Lr, Dr, Pellet Stove, Deck And Sun Room. Needs A New Roof And Interior Paint, Etc. A 2 Car Detached Garage And Large Yard With Mature Plantings. Dead End Street. Easy To Show. Sold As Is.

Want To Earn Some Money? This Property Is Your...

Photo of Listing #4636551

$39,900

  • 3 Beds
  • 1.0 Baths
  • 1,318 SqFt
  • 0.40 Acres

Residential

Winchester, New Hampshire

 

Want To Earn Some Money? This Property Is Your Opportunity. Needs Complete Rehab But Worth The Effort. Good Floor Plan With Eat-in Kitchen, Living Room, Bedroom & Bath On First Floor And Two Additional Bedrooms On The 2nd Floor. Nice Sized Yard Has Loads Of Possibilities. Super Location Only...

Not For The Faint Of Heart! This Potentially Hi...

Photo of Listing #4634969

$35,000

  • 2,523 SqFt
  • 0.44 Acres

Residential

Winchester, New Hampshire

 

Not For The Faint Of Heart! This Potentially Historic Brick Two Story Home Must Have Plenty Of Tales To Tell As One Of The Oldest Brick Homes In Cheshire County You Can See The Craftsmanship That Was Put Into This Property Intended It To Last Forever And A Day. Today Sadly This Home Is In Need Of...

 

Winchester area communities

Chesterfield

Fitzwilliam

Hinsdale

Jaffrey

Keene

Marlborough

Richmond

Rindge

Roxbury

Swanzey

Troy

Westmoreland

Winchester

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Copyright 2017 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of NNEREN. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This display of listings may or may not be the entire compilation from the NNEREN database, and NNEREN does not guarantee the accuracy of such information.Data last updated July 25th, 2017 at 2:21am EDT