97 houses for sale in Ashuelot, Winchester town Cheshire County New Hampshire

Tucked away on a quiet hilltop, this charming home offers the perfect escape with views over the Connecticut river and mountains afar. A 900-foot private driveway welcomes you home with many opportunities any spacious parking. Designed with true first floor living, the main residence offers everyday functionality without compromise. Expansive windows flood the home with natural light. The open layout flows seamlessly for comfortable living and effortless entertaining. Step outside your own private oasis-featuring a stone patio, charming screened in gazebo, and relaxing hot tub. This home is also equipped with solar panels, helping reduce energy costs while supporting sustainable living. Adding even more versatility, the attached dwelling unit provides ideal space for multigenerational living, extended guest, a private office, or rental income potential which is currently in place. Primary residence and ADU have separate entrances, utilities and both have full basements. Do not miss out

Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully situated on a beautiful 1-acre lot. This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a full bath nearby - perfect for flexible living arrangements. The open-concept kitchen and living area create a bright, welcoming space ideal for both everyday living and entertaining. The kitchen will feature granite countertops, a center island, abundant cabinetry, and a sliding glass door leading to the back deck - a perfect spot to relax and take in the surrounding landscape. Upstairs, you'll find two generously sized bedrooms and a second full bath, providing comfortable space for family, guests, or a home office. A charming covered front porch enhances the home's curb appeal, while the attached 24x24 garage offers ample room for vehicles, storage, or hobbies. Outdoor enthusiasts will appreciate being close to Pisgah State Park, a breathtaking 13,300-acre public recrea

Welcome to 219 Plain Road in Hinsdale, New Hampshire-a flipper's dream or first-time home buyer rehab special offering plenty of space, character, and potential! This ranch-style home features three bedrooms, two bathrooms, a spacious kitchen, comfortable living areas, and a bright breezeway that provides additional flexible space for relaxing, entertaining, or creating a home office. Whether you are an investor searching for your next renovation project or a first-time buyer looking to build equity and create a home of your own, this property offers an exciting opportunity. The single-level ranch layout provides convenient everyday living, while the attached one-car garage adds valuable parking and storage space. Outside, the fenced backyard is ready to become your private summer retreat. The in-ground pool offers the perfect centerpiece for cookouts, gatherings, and relaxing days at home. With approximately 0.46 acres, there is also room for gardening, pets, outdoor games, or future

TIMELESS FARMHOUSE CHARM: This intimate New England town of Winchester, NH is in the Southwestern corner of NH bordering Massachusetts, Vermont and Interstate 91. It's only a 20 minute ride to the neighboring city of Keene, NH, a 20 minute drive to the town of Brattleboro, VT and 18 miles to Athol, MA. The local recreation can be enjoyed at Pisgah State Park, Forest Lake, the Ashuelot River and the Rail Trail where you will find kayaking, fishing, hiking, ATVing, hunting and plenty more outdoor activities. The Winchester Speedpark, for the racing enthusiast, is a fun attraction along with the Annual Pickle Festival, Music in the Park and The Community Center's events which are enjoyed by All. The previous owners of 65 Mechanic St. resided in their home as a spacious single family but is also configured as a multi-family, multigenerational living or for investors. Inside, generous rooms, handsome flooring, pantries, 3 to possibly 5 bedrooms, 2 attractive updated bathrooms and painting t

A rare opportunity to own a side-by-side duplex! Live in one unit and rent the other to help offset your mortgage, or maximize your investment by renting both units. Ideal for owner-occupants, investors, or multi-generational living, this versatile property offers strong income potential with long-term rental history. Each unit has separate utilities, washer and dryer hookups in the basement, and private living space. Major improvements include a new leach field (2013), new roof and trusses (2014), new siding and windows (2015), and a new well pump with a 30-gallon expansion tank (2024). Conveniently located between Keene, NH, and Brattleboro, VT, offering easy access to shopping, dining, employment, and recreation

Come home to this antique New Englander with an open concept and modern updates! An expansive front porch welcomes you home, a quiet place for a summer evening or to greet friends before heading indoors. Step through the front door into the mudroom, a practical spot to kick off your shoes, hang your coat, and set down groceries after a trip into town. From there, the home opens naturally into the kitchen, which feels more spacious than you'd expect from a classic 1889 New Englander, with a flow between rooms not usually found in homes of this era. Just beyond, the dining room becomes the heart of the home, its parquet wood flooring adding warmth for holiday dinners, birthdays, or quiet weeknight meals. Adjoining it, a sun-drenched living space offers room to gather with friends, curl up with a good book, or simply enjoy the comfort of home. Each morning, step from the kitchen onto the covered back porch with a cup of coffee, overlooking the manicured yard and listening to the birds, a

ATTENTION INVESTORS! Fully occupied 4-unit apartment building with a strong rental history and excellent income potential at 305 Richmond Road, Winchester, NH. This well-maintained multi-family property is located near the Massachusetts border, offering convenient access for commuters and tenants from both states. The property includes four residential units that are currently 100% occupied with reliable long-term tenants. It also features two separate income-producing workshop/garage spaces that provide additional revenue streams and enhance overall cash flow. Recent major capital improvements include a brand new roof, newly replaced rear stairs and decking, a fully replaced leach field, and septic connections to the two 1,000-gallon tanks that were serviced and replaced where needed. These updates ensure the property is in excellent condition and reduce future maintenance costs for the new owner. Tenants pay their own heat, hot water, and electricity, which keeps operating expenses l

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 expans

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 grease-this diamond in the rough is waiting to shine again! Property is being sold as-is. Cash Buyers Only

One of New England's most unique and premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, and 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, and basketball court. This private sanctuary presents endless possibilities-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 chef's kitchen, living room, guest suite, and mudroom. A floating staircase leads you to the second floor which is counter-leveled

PRICE IMPROVEMENT ON THIS CHARMING and 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 f

Cape-style home offers the perfect blend of privacy, comfort, and convenience. Set on approximately 3/4 of an acre surrounded by mature trees and established landscaping, the property provides a peaceful setting while remaining close to schools, and outdoor recreation. Inside, you'll find spacious, sun-filled rooms with hardwood and luxury plank floors, a welcoming living room featuring a classic brick fireplace, and a comfortable family room with built-in shelving and an eat-in kitchen. A large deck extends the living space outdoors, creating an ideal spot for entertaining, relaxing, or enjoying the natural surroundings. The level back yard provides plenty of room for gardening, play, or pets. Recent improvements include a brand-new septic system, offering peace of mind for years to come. Whether you're looking for a full-time residence or a country retreat, this well-maintained home is ready for its next chapter. A rare opportunity in a desirable Northfield location!

Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully situated on a beautiful 1-acre lot. This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a full bath nearby - perfect for flexible living arrangements. The open-concept kitchen and living area create a bright, welcoming space ideal for both everyday living and entertaining. The kitchen will feature granite countertops, a center island, abundant cabinetry, and a sliding glass door leading to the back deck - a perfect spot to relax and take in the surrounding landscape. Upstairs, you'll find two generously sized bedrooms, office, and a second full bath, providing comfortable space for family, guests, or a home office. A charming covered front porch enhances the home's curb appeal, while the attached 24x24 garage offers ample room for vehicles, storage, or hobbies. Outdoor enthusiasts will appreciate being close to Pisgah State Park, a breathtaking 13,300-acre publ

Bordered by classic stone walls, an ornamental arched gate welcomes you to this enchanting Folk Victorian home, rich in character and timeless appeal. Decorative scalloped gables and inviting spindled porches reflect an era of exceptional craftsmanship. Thoughtfully maintained and updated, the home features wood floors, pocket doors, and stained-glass accents. A newer deck w/ stairs extends from the original side porch, ideal for relaxing or entertaining. The grounds offer established gardens and a pergola set behind the oversized 2-car garage w/ attached barn (1994), perfect for storage or workshop use. A Buderus boiler provides a single heating system. Ductless mini-splits provide heating and cooling on the 1st floor, w/ a separate ducted heat pump system and thermostat upstairs. Although zoned as a two-unit property, the home has long been used as a single-family and offers excellent potential for multi-generational living or Airbnb. Ideally located on sought-after Highland Ave near

This much loved home has served three generations over the past 85 years and is ready for its next chapter. Set on 2.7 acres in the heart of Northfield, the property is tucked behind mature landscape and a beautiful maple tree, offering privacy while remaining close to amenities. Inside, you'll find a spacious layout that includes the kitchen, dining room, living room, family room, half bath, and first floor laundry. An additional room offers flexibility as a home office, guest room, or first-floor bedroom and is connected to a large unfinished space with exciting renovation potential and on to the two-car garage with access to the second-floor attic that leads to two walk-in closets and into one of the three bedrooms and the full bath. A full basement provides even more storage. Town water and sewer-a rare combination in Northfield. Located just south of tax-free NH, this diamond in the rough offers endless possibilities for buyers ready to bring their visions and ideas to life

Move-in ready contemporary in Northfield, MA. 3 beds, 2 full baths. Open-concept kitchen with stainless steel appliances. Custom cabinetry throughout. Hardwood floors flow through the main level. Cozy stone fireplace anchors the living space. First floor includes a full bedroom and bath. Second floor features a private primary suite. Primary bath is fully upgraded. Double barn door closets add style and function. Second bedroom also on the upper level. Oversized deck spans the full width of the home. Creek views make it perfect for entertaining. Partially finished walk-out basement below. Rec room, laundry, and workshop space included. Set against a scenic Northfield mountainside. Showings begin at Open House - Saturday 6/20, 12-2 PM!

Enjoy peaceful country living in this to-be-built Full Dormer Cape, thoughtfully set on a beautiful one-acre lot. This well-designed home offers the convenience of a first-floor bedroom with a walk-in closet and a nearby full bath, ideal for flexible living arrangements or one-level living. The open-concept kitchen and living area create a bright, inviting space perfect for both everyday living and entertaining. The kitchen will feature granite countertops, a center island, abundant cabinetry, and a sliding glass door that opens to the back deck-an ideal spot to relax and take in the surrounding landscape. Upstairs, you'll find two generously sized bedrooms along with a second full bath, providing comfortable space for family, guests, or a home office. A charming covered front porch enhances the home's curb appeal, while the attached 24x24 garage offers ample space for vehicles, storage, and hobbies. The mudroom includes a half bath and a convenient first-floor laundry area, adding to

15 High St consists of two buildings on the parcel, containing two (2) 2-Bedroom/1-Bathroom units and six (6) 1-Bedroom/1-Bathroom units with 4,519 square feet of gross living area in 7,739 square feet of gross area. The Property is situated upon a 0.68-acre parcel and features ample off-street parking spaces. 15 High Street is well situated within the town center of Winchester, offering direct access to the areaâs small-town commercial corridor, local services, and surrounding residential neighborhoods. Tenants are responsible for electric powered hot water and separately metered electricity in Units 1-5 and 8, while the Landlord is responsible for paying for Units 6 and 7. The Landlord is responsible for providing oil powered heat to Units 1-5 and 8, while tenants are responsible for propane powered heat in Units 6 and 7. The Landlord is responsible for providing public water & sewer to all units. 15 High Street benefits from a village-center location in Winchester, NH, placing it wi

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 roadâperfect 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 storageâsomething youâll 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 homeâs convenient location on a main road, the interior remain

Investors wanted. This property is just a few minutes away from downtown Winchester. 3 units are occupied. Tenants pay on time and would like to stay. Some have been here for many years. Property needs some repairs. The mostly open 3 acre parcel offers the tenants plenty of space for outdoor activities. Showings are limited due to tenants works schedules. Property is being sold without further repairs. This will need a cash buyer. Please allow 48 hr notice. Weekend showings only

Open house saturday, july 25 from 10am-12pm*. 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

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, youâll 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 homeâs 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 b

Country 2-bedroom, 1.5-bath home built in 1972, offering a semi-private setting with mountain views and a nice yard. The home features a good-size kitchen, a separate dining room, and a living room that opens directly to the wrap-around deck and adjoining patio, creating an easy indoorâoutdoor flow. A carport provides convenient covered parking. The property offers usable yard space for gardening or outdoor activities. Home is being sold As-Is, giving buyers the opportunity to update and personalize to their needs. Solid layout, peaceful country setting, and room to add value. Please do not go up driveway for a drive by

Attention investors! Fully occupied 4-unit apartment building with a strong rental history and excellent income potential at 305 Richmond Road, Winchester, NH. This well-maintained multi-family property is located near the Massachusetts border, offering convenient access for commuters and tenants from both states. The property includes four residential units that are currently 100% occupied with reliable long-term tenants. It also features two separate income-producing workshop/garage spaces that provide additional revenue streams and enhance overall cash flow. Recent major capital improvements include a brand new roof, newly replaced rear stairs and decking, a fully replaced leach field, and septic connections to the two 1,000-gallon tanks that were serviced and replaced where needed. These updates ensure the property is in excellent condition and reduce future maintenance costs for the new owner. Tenants pay their own heat, hot water, and electricity, which keeps operating expenses l

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 expans