Winchester NH Real Estate & Homes for Sale

14 Properties Found

Sort Results:
1–14 of 14 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
1
Baths:
1.00
Sq.Ft.:
1,290
Status:
Active
MLS#:
5095024
Type:
Single Family
Lot size:
1.5 Acres
Year built:
2002
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own riverfront? These 2 buildings and the open yard can provide room for MANY to stay overnight and enjoy dinners and indoor and outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. less than a half hour to Keene and to Brattleboro.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,457
Status:
Active
MLS#:
5094108
Type:
Single Family
Lot size:
1.4 Acres
Year built:
1852
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

Calling all renovators, dreamers, and HGTV enthusiasts! If you've been looking for a project with great bones and an even better location, 190 Ashuelot Street might be the one. Nestled on 1.4 acres and directly abutting the Ashuelot Rail Trail, this 3-bedroom, 1-bath home is ready for its next chapter. Inside you'll find a large country kitchen, plenty of space to reimagine, and loads of potential. Outside, mature flowering and fruit trees add charm to the yard, while the detached 2-car garage provides room for vehicles, toys, or your next workshop project. Love the outdoors? Step right onto the Rail Trail for walking, biking, snowmobiling, and year-round adventure. Bring your vision, your toolbox, and a little elbow greaseâ??this diamond in the rough is waiting to shine again! Property is being sold as-is. Cash Buyers Only.

Beds:
1
Baths:
2.00
Sq.Ft.:
1,232
Status:
Active
MLS#:
5093714
Type:
Single Family
Lot size:
7.53 Acres
Year built:
2007
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

2007 EXPANDABLE CAPE! A lovely, lovely home to begin with, plus the entire 2nd floor open to expansion, already plumbed and wired with layout for 2BR's and full bath with full shed dormer. On 7.5 acres with privacy and views to distant hills, you will not want to leave this serene home. It is a sanctuary. Plenty of wildlife viewing in your front yard. Inside is a welcoming single level layout with 2 baths, open concept LR/DR/KIT area and a main bedroom with walk-in closet. Hickory cabinetry in the cooks kitchen with a Viking gas range anchoring the space is ready for all your cooking adventures. A walk-in pantry makes meal prep easy and has plenty of room for canned goods and your seldom used appliances. The full basement is high and dry with ample room for workshop, family room or storage. There really is nothing not to like about this home! Close to state park, snow mobile and walking trails.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,528
Status:
Active
MLS#:
5093291
Type:
Single Family
Lot size:
1.16 Acres
Year built:
2026
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

Brand-new construction offering the perfect blend of modern design, comfort, and future potential. Set on 1.16 acres on a town-maintained dead-end road, this thoughtfully designed 3-bedroom, 2-bath ranch provides easy one-level living with room to grow. Inside, you'll find a bright open-concept layout featuring durable flooring, recessed lighting, and abundant natural light. The spacious kitchen is the heart of the home, complete with an oversized center island, stainless steel appliances, ample cabinetry, and generous counter space. It flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. The primary suite offers a private retreat with a double vanity, step-in shower, and ample closet space. Two additional bedrooms and a second full bath provide flexibility for family, guests, or a home office. A dedicated laundry room with built-in cabinetry adds convenience and extra storage. One of the home's standout features is the expansive covered rear deck, perfect for morning coffee, outdoor dining, entertaining, or simply enjoying the peaceful hillside setting. The attached two-car garage provides direct access and additional storage. The full walkout lower level offers outstanding expansion potential. With excellent ceiling height, natural light, exterior access, and framing already in place, it presents the opportunity to nearly double the home's usable living space. Whether you envision a family room, gym, guest suite, workshop, or recreation area, the possibilities are endless. Modern mechanical systems, quality craftsmanship, and the peace of mind that comes with new construction make this a low-maintenance home for years to come. Whether you're a first-time buyer, seeking one-level living, or looking for future expansion opportunities, this move-in-ready home delivers exceptional value without the wait.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,808
Status:
Active
MLS#:
5092617
Type:
Single Family
Lot size:
4.3 Acres
Year built:
1800
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

** OPEN HOUSE SATURDAY, JUNE 6 FROM 11AM-1PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,671
Status:
Active
MLS#:
5089279
Type:
Single Family
Lot size:
37 Acres
Year built:
1987
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, youâ??ll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the homeâ??s standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,364
Status:
Active
MLS#:
5087379
Type:
Single Family
Lot size:
0.36 Acres
Year built:
1910
Courtesy: BHG Masiello Keene
View additional info

ADDITIONAL INFORMATION

Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of simpler times while offering an updated kitchen, two first floor bedrooms and a newer sun-filled master suite with barn-door entrance and lake views ... you'll feel apart from the busy world at this lakeside retreat. There is extended living space outdoors on a spacious and private wooden deck featuring a screened room overlooking the lake as well as a hot/cold outdoor shower! The stairway to your private dock has several landings. A small barn with loft offers plenty of storage or workshop space. There's also a garden shed for more storage. A perfect property for discerning buyers seeking a piece of history combined with unparalleled waterfront view and timeless elegance. Don't miss this opportunity!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,252
Status:
Active
MLS#:
5087056
Type:
Single Family
Lot size:
0.61 Acres
Year built:
1895
Courtesy: R.H. Thackston & Company
View additional info

ADDITIONAL INFORMATION

PRICE IMPROVEMENT ON THIS CHARMING & LOVELY PROPERTY!!! A Beautiful and tastefully renovated home is what you will find when you view this lovely property!! This 2.5 story New Englander is situated on over half an acre with lovely landscaping throughout the yard, 2 decks for relaxing and summer BBQs, detached garage, room to garden and close to town and all amenities in a quiet and charming neighborhood. As you step inside you will take in all of the natural light throughout the home. Exceptional and fully applianced, functional kitchen boasts an abundance of cabinetry, granite countertops and lovely tiled backsplash, ceramic tile floors, double oven for those baking days, stainless steel appliances and a separate pantry. Charming breakfast room with views to the backyard, formal dining room, living room with large bay window and access to the foyer, large enclosed and heated sun porch for year round use and an attractive half bathroom complete the first floor of this home. The second floor boasts 4 spacious bedrooms with plenty of closet and storage space, an aesthetically pleasing 3/4 bathroom with tiled shower and glass enclosure, 2nd floor craft or utility room with laundry area as well as access to the 2nd floor deck and barn. The third floor of this spacious home provides room for all of your storage needs in the attic area which could easily be finished should one like to do so. This home is ready for you to move in and offers so much opportunity to live and grow in an absolutely exquisite property! Do not miss this one; it is a true gem!

Beds:
4
Baths:
6.00
Sq.Ft.:
5,120
Status:
Active
MLS#:
5086956
Type:
Single Family
Lot size:
141 Acres
Year built:
2024
Courtesy: Coldwell Banker Realty Bedford NH
View additional info

ADDITIONAL INFORMATION

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilitiesâ??luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chefâ??s kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,493
Status:
Active
MLS#:
5086470
Type:
Mobile Home
Lot size:
0.81 Acres
Year built:
1998
Courtesy: EXP Realty
View additional info

ADDITIONAL INFORMATION

Do you have a home business and are looking to relocate? This could be your opportunity to live where you work on a nice lot with a fenced-in dog yard bordering a pasture that has horses you can watch. This is a mobile home with an addition on stilts, so you have a storage area underneath. If you boxed it all in, it would create a space similar to a basement. Comes with a newer shed. Easy commute to Massachusetts and Vermont. There are four Bedrooms and two full bathrooms. All this for under 300 K. Make an appointment today. Seller is actively looking but needs suitable housing.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,805
Status:
Active
MLS#:
5084770
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1890
Courtesy: Century 21 Highview Realty
View additional info

ADDITIONAL INFORMATION

Roomy, solidly built Post & Beam home awaits your tasteful touches and TLC! Enter this center-foyer cape by way of the spacious front covered porch built to enjoy many of our glorious New England seasons. Inside, the three main first-floor rooms offer options for living, dining, family room or den. A sizeable room off the kitchen can store all that seasonal gear or remain a walk-in pantry. Brand new higher-end kitchen cabinets are on site ready for you to install. Upstairs, a large second-floor primary bedroom has direct access to the bathroom including a whirlpool tub and standing shower. Two more bedrooms round out the second floor living spaces. Vinyl windows give ease to letting in that country fresh air. Outside, open grassy areas provide an ideal setting for outdoor enjoyment like listening to the babbling brook, soaking up the sun, or gardening. Nearby, find the historic Ashuelot Covered Bridge and miles of the Ashuelot River. Minutes to Hinsdale, less than 30 minutes to Keene, and 5 miles to the Massachusettes border, this country-close-to-city home welcomes you. Best suited for Conventional or Cash.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
5080764
Type:
Single Family
Lot size:
0.33 Acres
Year built:
1930
Courtesy: AmeraBay
View additional info

ADDITIONAL INFORMATION

Want us to give you $9000 at day and time of closing to pay your closing costs? Want a brand new kitchen? Want two new bathrooms? Want all new floors and paint throughout? Want a big back yard? Want affordable, move in ready and no worries for many years? Then this is your three bedroom dream home! Come join us this weekend..you wonâ??t regret it! OPEN HOUSE SAT/SUN 6/6 & 6/7 12-2PM

Beds:
2
Baths:
1.00
Sq.Ft.:
1,424
Status:
Active
MLS#:
5075827
Type:
Single Family
Lot size:
0.47 Acres
Year built:
1875
Courtesy: RD Ledogar Real Estate
View additional info

ADDITIONAL INFORMATION

Buyers financing fell through so this awsome home is on the market again! New price! 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 roadâ??perfect for pets, gardening, or simply enjoying your own outdoor space. The seller added new gutters to the home. Inside, the home feels cozy and comfortable, offering two well-proportioned bedrooms and a recently remodeled bathroom that adds modern convenience without sacrificing character. The layout is efficient and inviting, ideal for year-round living, a weekend retreat, or a low-maintenance lifestyle. A one-car garage provides both vehicle protection and valuable storageâ??something youâ??ll appreciate in every season. Out back, the setting truly shines. The private backyard abuts a Rail Trail and wooded land, with no neighbors behind you, creating a peaceful, natural backdrop. Despite the homeâ??s convenient location on a main road, the interior remains surprisingly quietâ??once inside, it feels like a hidden sanctuary tucked away from the world. Location is another standout feature. Just a short distance away from Keene, New Hampshire, and close to shopping, dining, southern Vermont, and northern Massachusetts, this home offers the best of both worlds: accessibility when you want it and privacy when you need it. Whether youâ??re seeking a primary residence, a getaway, or a smart rental investment, this property offers flexibility and long-term appeal. Septic has failed. CASH OR CONVENTIONAL FINANCING ONLY. HOME IS SOLD AS IS. The sale is contingent upon the seller finding suitable housing, already identified and under contract.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,351
Status:
Active
MLS#:
5045812
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1992
Courtesy: RE/MAX Town & Country
View additional info

ADDITIONAL INFORMATION

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 offered as part of a portfolio of short-term rental properties.

Refine Property Search
Page 1 of 1    Prev | Next
1–14 of 14 properties displayed
Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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. Data last updated {{last updated}}.




Winchester Real Estate

Winchester is located in New Hampshire. Winchester, New Hampshire has a population of 4,171. Winchester is more family-centric than the surrounding county with 34.85% of the households containing married families with children. The county average for households married with children is 26.09%.

The median household income in Winchester, New Hampshire is $54,719. The median household income for the surrounding county is $69,360 compared to the national median of $69,021. The median age of people living in Winchester is 38 years.

Winchester Weather

The average high temperature in July is 82.2 degrees, with an average low temperature in January of 10 degrees. The average rainfall is approximately 45.6 inches per year, with 52.1 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $368,000
    18.8%
    change since last quarter
  • # Active listings

    35
    30-day change

Winchester Schools and Demographics

Education near Winchester, NH

City County
High School Graduates 85.78 93.7
College Degree - 2 year 7.85 10.27
College Degree - 4 year 13.83 33.06
Graduate Degree 3.04 9.57
Expenditures per Student 20,823 20,823
Students per Teacher 11.3 11.3

Elementary Schools near Winchester, NH

Grades Students P/T Ratio ZIP
Cutler School 03 - 06 294 14.3 03446
Dr. George S. Emerson Elementary School PK - 06 164 15.1 03447
Hinsdale Elementary School PK - 05 272 10.9 03451
Mount Caesar School PK - 02 287 13 03446
Troy Elementary School KG - 06 136 12.8 03465
Winchester School PK - 08 426 13.3 03470

Middle Schools near Winchester, NH

Grades Students P/T Ratio ZIP
Hinsdale Middle High School 06 - 08 124 10.7 03451
Monadnock Regional Middle School 07 - 08 259 16.7 03446

High Schools near Winchester, NH

Grades Students P/T Ratio ZIP
Hinsdale High School 09 - 12 151 7.1 03451
Monadnock Regional High School 09 - 12 545 11.3 03446

Demographics near Winchester, NH

City County
Neighborhood Type Small town
Population 4,171 76,473
Population Density 76 108
Median Age 38 43.1
People per Household 2.6 2.4
Median Household Income 54,719 69,360
Average Income per Capita 27,974 36,172

Real estate near Winchester