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

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 Over $1,000,000
49 Properties Found. Showing Page 1 of 2
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Exceptional 200 Acre Equestrian Estate. Complete Privacy...

$1,249,000
Winchester, NH
4 br, 3 ba, 2,752 ft² Residential
Price:
$1,249,000
City:
Winchester
Beds:
4
Baths:
3
Type:
Residential
MLS® #:
4007586
Photo of Listing #4007586
Exceptional 200 Acre Equestrian Estate. Complete Privacy With Long Views Of Ct. River Valley. Timeless 2752 Sq. Ft. Cape With Killer View, Porch, Deck, Pergola, Att. Garage & Greenhouse. Numerous Outbuildings Inc. 36x120' Barn W/heated Workshop/garage...

Lakeside Home With Water & Mnt Views From All Rooms....

$744,800
Winchester, NH
4 br, 5 ba, 4,200 ft² Residential
Price:
$744,800
City:
Winchester
Beds:
4
Baths:
5
Type:
Residential
MLS® #:
4000657
Photo of Listing #4000657
Lakeside Home With Water & Mnt Views From All Rooms. Covered Patio, Mahogany Wraparound Porch And Extensive Trex Deck. Home Has 2 Wood & 1 Gas Fireplaces, In Law Apt And Carriage House. First Floor Laundry And Master Suite, 36' Dock And 100' Beach. 8...

Absolutely Gorgeous Home On 147 Acres. Lovely Fields...

$649,900
Winchester, NH
3 br, 3 ba, 3,000 ft² Residential
Price:
$649,900
City:
Winchester
Beds:
3
Baths:
3
Type:
Residential
MLS® #:
2814494
Photo of Listing #2814494
Absolutely Gorgeous Home On 147 Acres. Lovely Fields With Views A Brook & Privacy. Custom Cherry Cabinet Kitchen With Soap Stone Counters, Slate Floor, Pantry, 2 Sinks And Many More Extras. First Floor Master Bedroom With New Bath. There Is Potential...

Many Opportunities Available For This 16.25 +/- Acre...

$539,000
Winchester, NH
3 br, 2 ba, 2,468 ft² Residential
Price:
$539,000
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
2831066
Photo of Listing #2831066
Many Opportunities Available For This 16.25 +/- Acre Lot. Antique Colonial/farmhouse With Large Barn Plus Riding Ring And A Shared Pond In The Rear Of Property. Public Water/sewer On Site Zoned Residential, Over 2,000 S.f. Home And Barn, Ideal For...

Exceptional! This Historic Circa 1785 Colonial Home...

$295,000
Winchester, NH
3 br, 2 ba, 2,688 ft² Residential
Price:
$295,000
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
4011381
Photo of Listing #4011381
Exceptional! This Historic Circa 1785 Colonial Home Is The Perfect Location And Property For A Family Compound. Many Updates Can Be Found, Including A 4-bedroom Septic And Heating System And Electric Panel. Back Yard Is Ideal For Large Family Gatherings...

Welcome To Your Nh Country Home...this Property Looks...

$249,900
Winchester, NH
3 br, 2 ba, 1,858 ft² Residential
Price:
$249,900
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
2824908
Photo of Listing #2824908
Welcome To Your Nh Country Home...this Property Looks And Feels Exactly Like The Classic Country Home That You Have Always Dreamed Of. Stunning Custom Crafted Timber Frame With Dramatic Hand Hewn Beams And Staircase, Warm Wood Floors, Easy Flow Open Concept...

Outdoor Lovers Please Take Note! Enjoy This Fantastic...

$249,900
Winchester, NH
4 br, 4 ba, 2,980 ft² Residential
Price:
$249,900
City:
Winchester
Beds:
4
Baths:
4
Type:
Residential
MLS® #:
4010880
Photo of Listing #4010880
Outdoor Lovers Please Take Note! Enjoy This Fantastic Property With 32 Acres, Private Swimming And Trout Pond. The House Has 4-5 Bedrooms, 4 Baths And Perfect Walkout Lower Level For In-law Space. Sits Well Off Rte 10 For Privacy. One Car Detached Garage....

Edgewater Preserve - A Premier Certified Green Active...

$249,000
Winchester, NH
2 br, 2 ba, 1,421 ft² Residential
Price:
$249,000
City:
Winchester
Beds:
2
Baths:
2
Type:
Residential
MLS® #:
4005108
Photo of Listing #4005108
Edgewater Preserve - A Premier Certified Green Active Adult Community Of Eight Free Standing "jewel Box Homes" - Each On It's Own 1/4 Acre Lot - Plus Almost Four Acres Of Conservation Land & A Right Of Way To The Ashuelot River. Zero Maintenance Pck....

This Picturesque 11-room 2-story Colonial With Its...

$249,000
Winchester, NH
3 br, 2 ba, 3,390 ft² Residential
Price:
$249,000
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
4021343
Photo of Listing #4021343
This Picturesque 11-room 2-story Colonial With Its 6.8 Acres Of Open Pasture And Woods And 3-story Barn Is The Perfect Home For Anyone Looking For An Equestrian Property, Alpaca/sheep Farm Or Just For Growing Flowers, Fruits & Vegetables. This Home Also...

Fabulous Raised Ranch In A Quiet Nieghborhood! Close...

$245,000
Winchester, NH
3 br, 2 ba, 1,740 ft² Residential
Price:
$245,000
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
4000697
Photo of Listing #4000697
Fabulous Raised Ranch In A Quiet Nieghborhood! Close To Town And An Easy Commute To Mass Or Keene, But Still Have Your Privacy. If You're Looking In The Area, You Have To Check Out This House!

Meticulously Maintained. This Is A Stunning Older Home...

$239,900
Winchester, NH
5 br, 2 ba, 2,578 ft² Residential
Price:
$239,900
City:
Winchester
Beds:
5
Baths:
2
Type:
Residential
MLS® #:
2804776
Photo of Listing #2804776
Meticulously Maintained. This Is A Stunning Older Home In A Mature Neighborhood. 5+ Bedrooms, Formal Dining Room. In Law Suite On Second Floor Or For Exented Family High Ceilings. Oak Floors, Grand Foyer. Pantry. Big Beautiful Post & Beam Barn With Loft....

-tucked Away At The End Of A Paved Road, Just Fifteen...

$230,000
Winchester, NH
3 br, 2 ba, 1,538 ft² Residential
Price:
$230,000
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
2799190
Photo of Listing #2799190
-tucked Away At The End Of A Paved Road, Just Fifteen Minutes From Keene And Brattleboro, Are Six Acres Of Green Meadows, Fringed With Gentle Woods And Fences (perfect For A Horse And Friends). The Picturesque 3br House Is Cozy But Spacious, Perfect For...

Motivated Seller Says Bring Us Offers! Gleaming Hardwood...

$229,900
Winchester, NH
4 br, 3 ba, 2,385 ft² Residential
Price:
$229,900
City:
Winchester
Beds:
4
Baths:
3
Type:
Residential
MLS® #:
2818733
Photo of Listing #2818733
Motivated Seller Says Bring Us Offers! Gleaming Hardwood Floors, Sunfilled Rooms With Large Livingroom And Formal Dining Room. Nice Family Room With Woodstove. Mature Landscaping Waiting To Burst This Spring With Blueberries, Raspberries And Fruit Trees.private...

Tastefully Remodeled To The Max With All The Amenities...

$221,000
Winchester, NH
3 br, 2 ba, 2,208 ft² Residential
Price:
$221,000
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
2825785
Photo of Listing #2825785
Tastefully Remodeled To The Max With All The Amenities You Could Think Of! 3 Bedrooms, 2 Full Baths, Master Suite With Its Own Bathroom And Access To Back Yard Patio, Tons Of Closet Space, Sunroom With Back Yard Patio Access, Alternative Heating, Surround...

Edgewater Preserve - A Premier Certified Green Active...

$199,900
Winchester, NH
2 br, 1 ba, 1,000 ft² Residential
Price:
$199,900
City:
Winchester
Beds:
2
Baths:
1
Type:
Residential
MLS® #:
4005129
Photo of Listing #4005129
Edgewater Preserve - A Premier Certified Green Active Adult Community Of Eight Free Standing "jewel Box Homes" - Each On It's Own 1/4 Acre Lot - Plus Almost Four Acres Of Conservation Land & A Right Of Way To The Ashuelot River. Zero Maintenance Pck....

To Be Built - Expandable Cape Or We'll Custom Design...

$199,900
Winchester, NH
1 br, 1 ba, 938 ft² Residential
Price:
$199,900
City:
Winchester
Beds:
1
Baths:
1
Type:
Residential
MLS® #:
2806135
Photo of Listing #2806135
To Be Built - Expandable Cape Or We'll Custom Design Foryou. Top Of The Line Energy Star Pbs Home Hybrid Modular - Certified Green. Open Concept W/custom Kraftmaid Kitchen Cabinet, Island, Bamboo Flooring, Arch. Shingles & So Much More. Still Time To...

Possible Owner Financing. What A Great House! Looking...

$199,900
Winchester, NH
3 br, 2 ba, 1,580 ft² Residential
Price:
$199,900
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
2827916
Photo of Listing #2827916
Possible Owner Financing. What A Great House! Looking For One Floor Living? Here It Is, Softly Lived In 3 Bedroom 2 Bath Ranch With A 2 Car Attached Garage. Situated On A Quiet Dead End Drive, This Home Is Privately Sited, Back From The Road. Picture...

Beautifully Decorated And Renovated Home! Upscale Eat...

$199,900
Winchester, NH
3 br, 3 ba, 2,233 ft² Residential
Price:
$199,900
City:
Winchester
Beds:
3
Baths:
3
Type:
Residential
MLS® #:
4014881
Photo of Listing #4014881
Beautifully Decorated And Renovated Home! Upscale Eat In Kitchen With Dual Fuel Range And Gorgeous Cabinetry. Form Dining, 18' Den/office/family Room, And Fireplaced Living Room. First Fl. Bedoom With Access To A Super Deck. 2 Bedrooms Up Includes A...

Delightful And Eclectic! Tucked Away From The Road...

$199,800
Winchester, NH
2 br, 2 ba, 1,400 ft² Residential
Price:
$199,800
City:
Winchester
Beds:
2
Baths:
2
Type:
Residential
MLS® #:
4019539
Photo of Listing #4019539
Delightful And Eclectic! Tucked Away From The Road On 5 Private Acres, You¿ll Find This Imaginative Retreat. Dramatic Windows, Nooks And Crannies, A Balcony Hallway And A Loft. Very Nice Custom, Updated Kitchen With Lots Of Candlelight Cabinets And Solid...

Reasonable Facsimile. New Home In 4-lot Subdivision...

$199,000
Winchester, NH
3 br, 3 ba, 1,568 ft² Residential
Price:
$199,000
City:
Winchester
Beds:
3
Baths:
3
Type:
Residential
MLS® #:
2740355
Photo of Listing #2740355
Reasonable Facsimile. New Home In 4-lot Subdivision In Historic District. Pictured Is A Colonial With Farmers Porch And Attached 2-car Garage. Builder Will "build To Suit". Lot Available For $50,000.

Reasonable Facsimile..new Construction...picturesque...

$199,000
Winchester, NH
3 br, 3 ba, 1,568 ft² Residential
Price:
$199,000
City:
Winchester
Beds:
3
Baths:
3
Type:
Residential
MLS® #:
2740363
Photo of Listing #2740363
Reasonable Facsimile..new Construction...picturesque Setting In Small Subdivision. 7-room Colonial With Attached 2-car Garage Or Builder Will "build To Suit".

Reasonable Facsimile..new Home In 4-lot Picturesque...

$199,000
Winchester, NH
3 br, 3 ba, 1,568 ft² Residential
Price:
$199,000
City:
Winchester
Beds:
3
Baths:
3
Type:
Residential
MLS® #:
2740370
Photo of Listing #2740370
Reasonable Facsimile..new Home In 4-lot Picturesque Subdivision. Facsimile Is 7-room Colonial With Farmers Porch And Attached 2-car Garage. Builder Will "build To Suit". Lot Available For $50,000.

So Close To Miles Of Trails&woods At Pisgah Park. If...

$195,000
Winchester, NH
3 br, 3 ba, 2,058 ft² Residential
Price:
$195,000
City:
Winchester
Beds:
3
Baths:
3
Type:
Residential
MLS® #:
2827080
Photo of Listing #2827080
So Close To Miles Of Trails&woods At Pisgah Park. If You Are Looking For Good Sized Rooms Take A Look At This Home. First Floor Master Suite, Eat In Kitchen Leading To A 30 Ft Sun Room With Hot Tub & Easy Access To The Play Area, Sunny Garden Area & Open...

"bright And Sunny" Is The Best Way To Describe This...

$194,000
Winchester, NH
2 br, 2 ba, 2,147 ft² Residential
Price:
$194,000
City:
Winchester
Beds:
2
Baths:
2
Type:
Residential
MLS® #:
4007095
Photo of Listing #4007095
"bright And Sunny" Is The Best Way To Describe This Well Taken Care Of Ranch Style Home. The Kitchen Is Large With Many Cabinets, An Island, Skylights And Is Open To The Dining Area That Includes A Slider That Leads To The Back Deck And Nice Yard. The...

This Is A Nice Open Concept Ranch On A Quiet Street....

$189,000
Winchester, NH
3 br, 2 ba, 1,300 ft² Residential
Price:
$189,000
City:
Winchester
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
4017092
Photo of Listing #4017092
This Is A Nice Open Concept Ranch On A Quiet Street. There Is A Sliding Door In The Dining Room That Leads To A Private Deck Over Looking A Brook. The Basement Is Dry And Partially Finished. In Addition To The Central Heating System There Is A Pellet...

 

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