***Open House 5/23/2026 from 11-1*** Nestled on a peaceful country road in the heart of Winchester, this classic New England ranch offers the perfect blend of comfort, space, and rural charm. Built in 1970 and set on approximately 0.73 acres, this well-maintained home features over 2,000 square feet of living space with 4 bedrooms, 1 full bath, and 2 half baths, providing plenty of room for everyday living, entertaining, or creating your own personal retreat. The single-level design offers easy living, while the generous square footage allows flexibility for a home office, guest space, or additional gathering areas. Spacious bedrooms and multiple bath areas add convenience and functionality for both family living and hosting visitors. The property also features a garage for added storage and convenience. Outside, enjoy the privacy and tranquility of the wooded surroundings with room for gardening, outdoor entertaining, or simply relaxing and enjoying the quiet New Hampshire setting. A screened-in patio in the backyard creates the perfect spot to unwind, dine outdoors, or enjoy warm summer evenings while taking in the peaceful surroundings. The propertyâ??s peaceful location offers the charm of country living while still being conveniently close to local amenities, outdoor recreation, commuter routes, and just a 20-minute drive to Keene. Whether youâ??re looking for your first home, downsizing to one-level living, or searching for a property with classic ranch appeal and room to grow, this Winchester home is full of opportunity and charm.
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.
Set on a hilltop in the Elm St Co-Op, this 3BR, 2BA manufactured home sits at the end of the lane and is flanked by several trees providing a nice country feel. The open concept kitchen/living space provides plenty of room for relaxing or entertaining. Just minutes from the Ashuelot river, Pisgah State Park, quaint downtown area, and close proximity to Massachusetts and Vermont, the location of this property is great for outdoor enthusiasts and commuters alike. The monthly association fee covers road maintenance and monthly lot fee. Property owner responsible for water/sewer bill. Park approval required. Property being sold AS IS. **Come check it out at the OPEN HOUSE on Sunday, May 17th from 11am - 1pm.**
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!
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!
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.
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.
Welcome to this beautifully renovated 4 bedroom, 3 bath home in the heart of Winchester, conveniently located just minutes from local shops and everyday essentials. From the moment you step inside, youâ??ll feel the warmth of the open concept first floor perfect for gathering with family and friends and making lasting memories. Natural light pours in through the many windows, creating a bright and uplifting space throughout the home. Upstairs, the deep set window wells are a true highlight filling the rooms with sunlight and offering the perfect spot for plant lovers to create their own indoor oasis. Thoughtfully updated with a new 200amp electrical system with new wiring and a subpanel on the second floor for convenience, all new plumbing, and a new heating unit, this home offers both charm and peace of mind. One of the standout features is the hand-crafted pine staircase, adding a unique touch of character and craftsmanship you donâ??t often find. Set in a welcoming neighborhood just off the main road, this home offers comfort, convenience, and a place youâ??ll love coming back to. Agent related to seller
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.
Offer deadline 4/24 @ 12PM. Welcome to 12 Pudding Hill Road in Winchester, NHâ??a home that delivers the space and flexibility todayâ??s buyers are looking for. This property offers the convenience of one-level living, paired with a substantial lower level that significantly expands your usable square footage. The partially finished basement features two large bonus rooms, ideal for a home office, gym, media room, or additional living spaceâ??giving you options to truly tailor the home to your needs. The main level offers a functional layout with comfortable living spaces, while the two-car garage provides everyday convenience and storage. Step out onto the deck, where youâ??ll find a practical outdoor space with a large driveway and flat yard. If youâ??ve been searching for a home that offers more room to live, work, and growâ??this one is worth a look.
BRAND NEW EVERYTHING! NEW Roof, NEW Kitchen, NEW Appliances, 2 NEW Full Bathrooms, BIG yard and so much more!. OPEN HOUSES�.  OPEN HOUSE SAT 5/16 & SUN 5/17 1-3PM Some photos have been staged and or are of reasonable facsimile.
Your lucky day! Buyers financing fell through so this awsome home is on the market again! 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 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 storag. the septic failed but is still operational
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.
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 purchased fully furnished (select artwork excluded) or empty. Local management is available to continue vacation operations for a period of one year. Also being offered as part of a portfolio of short-term rental properties.
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.
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.
