344 houses for sale in West Brattleboro

Nestled in a convenient Lower Chimney Hill location, this charming country saltbox offers classic Vermont character, cozy comfort, and access to the many benefits of the Chimney Hill community. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace, the home provides a warm and inviting atmosphere for year-round enjoyment. Recent updates, including the roof and windows, add peace of mind while maintaining the home's rustic Vermont character. One of the highlights of owning in Chimney Hill is the extensive array of amenities designed for all ages and generations. The exclusive Clubhouse features indoor and outdoor heated pools, a hot tub, fitness center, arcade, toddler playroom, apres-ski lounge, community room, and fully equipped kitchen. Additional recreational amenities throughout the community include Duck Pond, playgrounds, tennis and pickleball courts, basketball, and a lighted seasonal outdoor ice-skating rink with a warming hut. An extensive tra

Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large living room with exposed woodwork, great natural light from the large windows, a wood burning stove and brick hearth, spacious dining area which leads into the large kitchen, media room which could serve as a main floor bedroom, large mudroom entry with ample gear storage and full bath, and spacious deck for entertaining. The upper level has 4 vaulted bedrooms as well as a second full bathroom. There is a full walkout lower level for tremendous expansion potential. The siding was redone in 2024 and new insulation was installed in the upstairs walls. Includes the tremendous Chimney Hill amenitie

Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large living room with exposed woodwork, great natural light from the large windows, a wood burning stove and brick hearth, spacious dining area which leads into the large kitchen, media room which could serve as a main floor bedroom, large mudroom entry with ample gear storage and full bath, and spacious deck for entertaining. The upper level has 4 vaulted bedrooms as well as a second full bathroom. There is a full walkout lower level for tremendous expansion potential. The siding was redone in 2024 and new insulation was installed in the upstairs walls. Includes the tremendous Chimney Hill amenitie

This gem is tucked away in the quiet Section C part of the super popular Chimney Hill, HOA this modified ranch style home, featuring 3 bedrooms, half and full baths, a gas fired stove in the open concept living/dining area, and a pellet stove in the Bonus Room. Careful attention to detail, landscaped gardens, Firepit, fenced in area in the back, garage/Bonus Room addition, covered porch, custom woodwork inside and out. For those who like a more rustic 'Vermonty vibe, this is it! This home is a primary home, and the Seller has an assumable mortgage at below current market rates. Seller is also offering a $5,000 credit towards the purchaser's closing costs. Stop dreaming and start living the dream! Enjoy all the amenities offered by Chimney Hill ON THE 1,200 Acre Campus with an exclusive member only Clubhouse located 2,000' up on the Hill with indoor and outdoor heated pools for year-round swimming, arcade room, apres ski lounge, fully-equipped kitchen for members use, fitness room, comm

This gem is tucked away in the quiet Section C part of the super popular Chimney Hill, HOA this modified ranch style home, featuring 3 bedrooms, half and full baths, a gas fired stove in the open concept living/dining area, and a pellet stove in the Bonus Room. Careful attention to detail, landscaped gardens, Firepit, fenced in area in the back, garage/Bonus Room addition, covered porch, custom woodwork inside and out. For those who like a more rustic 'Vermonty vibe, this is it! This home is a primary home, and the Seller has an assumable mortgage at below current market rates. Seller is also offering a $5,000 credit towards the purchaser's closing costs. Stop dreaming and start living the dream! Enjoy all the amenities offered by Chimney Hill ON THE 1,200 Acre Campus with an exclusive member only Clubhouse located 2,000' up on the Hill with indoor and outdoor heated pools for year-round swimming, arcade room, apres ski lounge, fully-equipped kitchen for members use, fitness room, comm

To be built, new construction where you have the time to pick your colors, cabinets and granite counters. Three bedroom, two baths, open concept living with split bedroom plan in this one floor living home. The open living area has a cathedral ceiling and leads you out to the back covered farmers porch for great extended living. The primary has great storage and full bath. The builder has other options for home plans and the ability to make some changes to this one with alternative pricing for upgrades. This is an opportunity to have a new home where some of the decisions made come from years of professional experience and some where you can add items on your wish list to fit your needs and taste. The lot is entered off a shared driveway and tucked into the land with private well and septic. The house is built with to energy star standards. You are minutes to Brattleboro and close to Keene in an established neighborhood area. The photos are from a home currently being built in Swanzey

Discover the beauty, privacy, and possibilities of this enchanting Westmoreland retreat. Tucked away from the main road on 22.5 scenic acres, the former High Hopes Apple Orchard offers a special piece of New England, complete with stone walls, established landscaping, a barn, sheds, and approximately 1,500 blueberry bushes and 500 apple trees. With work underway to restore the farm to regular production, this beloved property is ready for its next chapterâand your vision. Inside, warmth and character shine through custom cabinetry and hardwood and tile floors throughout. The spacious kitchen features a walk-in pantry and opens to the living room, where a woodstove hookup offers the potential for cozy winter evenings. A stunning dining room showcases vaulted ceilings, a Palladian window, and radiant heat. Equally inviting as a family room, this beautiful space provides a backdrop for gathering or simply watching the seasons unfold. A convenient laundry area with a half bath completes th

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

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

Storybook charm in the sweet village of Spofford! Tucked behind a welcoming picket fence and an enchanting English-style garden, this delightful 3-bedroom, 2-bath Antique Cape is filled with warmth, character and unexpected surprises. Step inside to beautiful wide pine floors and an adorable eat-in kitchen featuring granite counters, recessed lighting and even a secret pantry! Just off the kitchen is a 3/4 bath with a custom tiled shower. The inviting front living room, complete with a cozy pellet stove, is the perfect place to settle in on a chilly New England evening. The spacious family room addition, added in 1992, may quickly become your favorite room in the house! With plenty of space for a large dining table and comfortable sitting area and wood stove, it was made for gathering with family and friends. Sliders open to the deck overlooking the cozy side yard-perfect for summer dinners, morning coffee and entertaining. Upstairs, the primary bedroom is simply enchanting, with a won

Come see this sweet, well-kept 3-bedroom ranch. The heart of the home is its inviting open concept living area, featuring a handsome stone fireplace with a pellet stove insert for easy fires in the winter. The fully updated kitchen has abundant Kraftmaid cabinets, an island with seating, quartz counters, and Energy Star appliances. Enjoy meals and company in the warm weather on the wrap-around deck, easily accessible from both the kitchen and living area. A hallway, a few steps up from the kitchen, leads to the three bedrooms; the primary bedroom is large enough for a king-size bed. The spacious, updated 3/4 bath has a contemporary vanity and tasteful tile flooring and shower finishes. Added bonuses include a two-car garage, a shed for storage or a workspace and extra space to finish in both the attic and basement. Accented with attractive ledge outcroppings, the land - ideal for recreation and gardening- has a blend of both level and sloping areas as well as a mix of sun and shade. Ca

Step back in time with this 1770 post-and-beam Antique Colonial. Poised in a picturesque setting, the property welcomes you with iconic stone walls and scenic views of surrounding pastures. Inside, rich wide-pine flooring tells a story of age-old craftsmanship, anchored by three stately brick fireplaces that serve as warm, distinguished focal points. Character-rich kitchen, complete with a built-in hutch, a cozy wood stove, and a versatile loft space. Adding immense value is the attached 50-by-20-foot barn, offering an expansive, flexible footprint for a workshop, hobby space, or extra storage. A rare opportunity to own a piece of living history. Additional acreage available. Agent interest

Nestled at Spofford Lake, New Hampshire, this custom-built masterpiece offers an unparalleled blend of rustic charm and modern luxury. With exclusive, privately owned lake and dock access, this home is a true New England dream, promising a year-round, relaxing lifestyle, of serene beauty and outdoor adventure. Step inside to discover an open-concept living space with natural light, where the warmth of cove style wooden, bead board ceilings create an inviting atmosphere. The kitchen is where the heart is and allows for meaningful conversations at the kitchen island or breakfast nook. This meticulously designed home boasts, beautiful hardwood floors, 2 warm pellet stoves, 3 spacious bedrooms and 2.5 baths, each detail reflecting a commitment to quality and comfort. The upstairs bathroom conveniently offers easy access laundry, so no lugging your linens up/down stairs. In the basement you'll love the extra space for workout room and a private, direct walk-out, office to complete all your

Lovely 3 bedroom, 3.5 bath townhouse just off the Haystack Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. The deck overlooks the green mountains and is just off the 10th fairway. This unit features a vaulted open concept living room with stone hearth and efficient wood stove, spacious dining area leading out to the rear deck for entertaining, galley style kitchen with updated appliances, large entry mudroom, and half bath. The upper level has a large open loft space and full bathroom. The finished lower level has two full suites, allowing for ample private space for any guests. There is also a covered front porch with wood storage, and amenities including snow removal, landscaping, building maintenance, and trash. There is an ongoing project to replace windows and siding that will ultimately improve the overall exterior aesthetic and is included in the new monthly fees. Easy access to and from the

In a quiet lower corner of the Hill, is this special offering in Section A. The quality is built in, with top notch materials and craftsmanship. Sited on a single lot, it is surrounded by common land, so it feels secluded and private. This 3-bedroom, 3 bath chalet was built in 2007. Entry is via a mudroom to a full finished basement with a family room that has radiant heat tile flooring and a gas fired wood stove, pool table, a shower bath, a storage area with ski racks and storage cubbies for gear, and a laundry/utility room. Main level features an open concept layout with a gourmet kitchen with granite countertops, a professional gas stove, and updated appliances and wood cabinetry. An adjacent dining area with sliders to the rear deck with grill and is landscaped for privacy. A Jack and Jill bath makes the adjacent bedroom able to lock of the back or have it open for guests. A full width living room with stone gas fired fireplace, natural woodwork and plenty of natural light and a v

Welcome to this brand new, turn-key two-family home, offering the perfect opportunity for investors or owner-occupants looking to offset their mortgage! Each side of this modern duplex features an identical, spacious layout boasting 3 bedrooms and 1.5 bathrooms. Built from the ground up with contemporary living in mind, both units come with fully applianced kitchens equipped with brand-new refrigerators, stoves, microwaves, and dishwashers. Side-by-side design means no neighbors above or below you, maximizing peace and privacy. Enjoy complete independence and low maintenance with fully separate utilities for each unit, including individual meters for electricity, gas, and water. Each unit has a full basement with plenty of space for all of your needs. Whether you are an investor looking to add a premium, low-maintenance asset to your portfolio, or a homeowner looking to live in one side and let the tenant pay your mortgage, this property is a rare find

Calling all builders, flippers, and ambitious DYI's! Located in Winchester, NH, this property represents an outstanding project opportunity brimming with equity potential. Set on a serene 1.0 acre country lot, the existing home currently features 1 bedroom with flexible layout possibilities to easily expand for additional bedrooms or customized living space. Practical features are already in place, including a durable partial metal roof and a spacious detached 2 car garage ideal for workshops, storage, or equipment. Priced to sell in as-is condition, this property offers the perfect blank canvas to bring your vision to life whether you are looking to flip for profit or build your ideal rural retreat. Enjoy the quiet charm of country living while staying conveniently close to local Winchester attractions like Pisgah State Park, outdoor recreation at Mount Monadnock, and quick access to the Massachusetts border for effortless commuting. Plus, you are just a short drive from Keene's vibra

Nestled in a picturesque setting directly across from the scenic Coombs Covered Bridge, this antique farmhouse offers a blend of rustic charm and practical living space. Situated on over two sloping acres, the property features two bedrooms and a country kitchen with a cozy fireplace perfect for gathering after a long day. Livingroom features wide wood flooring and small first-floor office with a half bath provides flexible functionality, making it ideal for a home office, studio space, or bedroom. BBHW heat with large supplemental wood stove in the basement. Though the home could use some updates, its layout and charm make it a fantastic choice for a personalized renovation and the Seller will also contribute $10000 towards Buyers allowable closing costs!

Calling all builders, flippers, and ambitious DYI's! Located in Winchester, NH, this property represents an outstanding project opportunity brimming with equity potential. Set on a serene 1.0 acre country lot, the existing home currently features 1 bedroom with flexible layout possibilities to easily expand for additional bedrooms or customized living space. Practical features are already in place, including a durable partial metal roof and a spacious detached 2 car garage ideal for workshops, storage, or equipment. Priced to sell in as-is condition, this property offers the perfect blank canvas to bring your vision to life whether you are looking to flip for profit or build your ideal rural retreat. Enjoy the quiet charm of country living while staying conveniently close to local Winchester attractions like Pisgah State Park, outdoor recreation at Mount Monadnock, and quick access to the Massachusetts border for effortless commuting. Plus, you are just a short drive from Keene's vibra

Nestled on 5 private acres in Winchester, you'll find this charming ranch style home offering the perfect combination of one-level living, privacy, and outdoor recreation! Upon entering, you'll be greeted by a large and inviting living room/kitchen with plenty of space to relax and entertain. This home offers a primary bedroom with a 1/2 bath, another generously sized bedroom, a laundry room, and a full bath on the main level. The finished basement provides even more livable space and features a pellet stove, making it a great spot for a recreation room, hobby area, or additional entertaining space. Step outside and enjoy the expansive wrap-around deck, where you can take in the peaceful views and beautiful private surroundings. The property directly abuts the Ashuelot Rail Trail, offering easy access to walking, biking, and other outdoor activities right from your own backyard! There is also plenty of room for all your toys, tools, and equipment with 2 sheds, a detached 1 car garage,

Discover a unique property offering comfortable living, excellent visibility, and exceptional versatility. This property features a 1,500 SF home/living space, providing an inviting residential space, along with additional buildings and income-producing opportunities. Conveniently located on Route 10, the property offers easy access and outstanding potential for a variety of residential and business uses. In addition to the living area, the property includes a 1,500 SF commercial space and a 3,345 SF garage featuring four bays, a paint booth, and office space. The garage is nearly turnkey and could be ideal for an automotive enthusiast, mechanic, motorcycle hobbyist, or anyone seeking space for a home-based business, subject to applicable approvals. The property also has town permission to display up to ten vehicles and includes a leased food truck site. With the apartment and commercial space already leased, the property offers an opportunity to enjoy rental income while exploring its

Your scenic lake-view home awaits with expandable value! Wake up every day to beautiful water views! This 3-bedroom ranch sits just across the street from Forest Lake and perfectly blends effortless single-level living with an extraordinary equity-building opportunity. Step outside your front door to views of Forest Lake, or look inside to discover the homeâs hidden gem: a sunlit 500 SF dry-walled garage boasting high vaulted ceilings and windows with lake views. While it functions beautifully as a clean oversized 1 car garage, this architectural canvas is a buyerâs dream, offering an established foundation and roof-line with the possibility of transforming into a massive heated family room or bonus space. Enjoy the quintessential New Hampshire lake lifestyle with low maintenance and easy proximity to the town beach. Whether you are looking to downsize, invest, or capture a beautiful scenic escape before winter, this property delivers immense lifestyle value. Come explore the possibili

Sellers are motivated and ready to make a move! Quick and flexible closing available! Welcome home to this stunning, three-year-old Colonial featuring 3 bedrooms and 2 bathrooms. Perfectly blending classic architectural charm with modern design, this home offers bright, spacious rooms and an open floor plan designed for effortless everyday living and entertaining. At the heart of the home is a chef-inspired kitchen equipped with a large center island, premium granite countertops, sleek cabinetry, and stainless steel appliances. The main level flows seamlessly from the kitchen into the inviting living and dining areas, creating a warm and connected atmosphere. Upstairs, you will find a generous primary suite with an en-suite bath, alongside two additional well-proportioned bedrooms and laundry area for your convenience. Step outside through the dining area to your private back deck, perfect for morning coffee or weekend barbecues. The deck overlooks a beautiful, level yard that offers p

Seller contribution of $10,000 towards interest rate buydown. 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 red

Thereâs something special about a home with room to spread out, enjoy the outdoors, and make it your own! This 3-bedroom, 1.5-bath contemporary in desirable Chesterfield, NH, sits on an open corner lot with space for gardening, outdoor activities, and enjoying seasonal views. Just a short drive from Keene, NH, and Brattleboro, VT, and around the corner from Spofford Lake, this location makes it easy to enjoy the best of the area. Inside, the oversized living room is the heart of the home, featuring vaulted ceilings, abundant natural light, and a central fireplace with wood stove insert for cozy New England evenings. The wraparound deck extends the living space outdoors, perfect for morning coffee, summer dinners, and gathering with friends. The adjoining dining area and galley kitchen create a practical, connected layout. Upstairs, three nicely sized bedrooms and a full bath offer comfortable space to unwind. The lower-level bonus room, accessed from the attached garage, is ideal for a

Welcome to 37 Michigan Street, a meticulously cared-for, turnkey four-unit multi-family property offering incredible versatility, robust cash flow, and complete flexibility. The unit mix features a spacious four-bedroom open-concept layout that is ideal for an owner-occupant or high-yield rental income, complemented by one two-bedroom apartment and two one-bedroom apartments for a total of eight bedrooms across the entire building. High-quality infrastructure provides rare peace of mind, highlighted by a dependable Buderus furnace, durable metal roof, separate electric meters for each apartment, a coin-op laundry room, and a sprawling, private back yard. Situated on 8.9 wooded acres, the property boasts valuable standing timber and unlimited potential for future expansion or development with town approval. Nestled in charming Winchester, owners and tenants enjoy a vibrant Monadnock Region lifestyle with local craft tasting rooms, historic covered bridges, and peaceful paddling on the A

Discover the possibilities at this inviting property set on 1.23 private acres in Winchester, New Hampshire! Offering 4 bedrooms, 1 full bath, and a versatile bonus room, this home provides plenty of space to make it your own. Whether you're looking for room to spread out, space for hobbies, or an opportunity to create a home that reflects your personal style, there's plenty of potential here. The bonus room offers flexibility for a home office, hobby space, playroom, or additional living area, depending on your needs. A 2-car garage provides valuable space for vehicles, storage, tools, or recreational equipment. Enjoy the privacy and breathing room of a generous lot while taking advantage of all that southwestern New Hampshire has to offer. If you've been searching for a property with four bedrooms, a garage, and room to make your vision a reality, 156 Forest Lake Road is worth a closer look. Bring your ideas and explore the possibilities!

This home has everything you are looking for. The large level yard with two patios, an above ground pool, a garden shed and a barn allows you space to really spread out and entertain while also enjoying all your hobbies. The attached two car garage is oversized and has ample storage and room for a workshop as well. There is a gracious entryway which leads you to the first-floor laundry room and 3/4 bath. Enter the light filled kitchen with great counter space and storage. The dining room is off the kitchen and opens to the large living room where you will find beautiful built-in shelves. Off the living room is what is currently being used as an office but can also be used as a bonus room or bedroom. There is also another bedroom and a full bath on the first floor. The second floor has a stunning main suit with vaulted ceilings and a large walk-in closet, beautiful large windows letting in wonderful natural light. There is another large, full bath and bedroom as well. You will find radi

Step back in time with this 1770 post-and-beam Antique Colonial. Poised in a picturesque setting, the property welcomes you with iconic stone walls and scenic views of surrounding pastures. Inside, rich wide-pine flooring tells a story of age-old craftsmanship, anchored by three stately brick fireplaces that serve as warm, distinguished focal points. Character-rich kitchen, complete with a built-in hutch, a cozy pellet stove, and a versatile loft space. Adding immense value is the attached 50-by-20-foot barn, offering an expansive, flexible footprint for a workshop, hobby space, or extra storage. A rare opportunity to own a piece of living history. Additional acreage available. Agent interest

Welcome to your dream Colonial in the charming Village of Spofford, NH, just moments from Spofford Lake. Enjoy peekaboo lake views from this beautifully maintained 4-bdrm, 3-bath home, where detailed craftsmanship and thoughtful upgrades shine in every room. Highlights include: Four spacious bedrooms (one on first floor), 3-car garage, classic colonial architecture with timeless curb appeal, whole house generator for year-round peace of mind. From the moment you arrive, the care and quality are unmistakable. Whether hosting holiday gatherings, riding out a winter storm in comfort, swimming, boating, fishing, sunset strolls or catching a glimpse of the water from home, this property delivers style, security and lasting value. Homes like this don't last. Schedule your private showing today!