302 properties for sale in Jacksonville village, Whitingham town Windham County Vermont

Black mountain estates where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center wu002F library, fireplace lounge, fitness center, full kitchen, & outdoor patio wu002F fire pit. Outdoor recreational amenities incl. Pickleball, bocce, shuffleboard, & horseshoes—perfect for staying active & social. Enjoy the ease of HOA-managed services & a lifestyle designed for freedom & fulfillment. Each home is single-story & ADA-compliant, offeri

Owner plans on house roof replacement, skylight replacement and necessary chimney work. Elegant Post-and-Beam! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access. The formal living room features a brick fireplace and is surrounded by classic post & beam architecture and stained glass windows. The open kitchen & dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless app

Well-maintained mobile home featuring fresh paint and brand-new flooring. The split-bedroom floor plan offers a private primary suite with en-suite bathroom at one end, and a second bedroom at the other, perfect for added privacy. Enjoy relaxing or entertaining on the covered porch. Move-in ready and waiting for its next owner

Enjoy the peace and privacy of this pristine log home on 8.1 beautifully landscaped acres, set back on a lovely country road. Thoughtfully updated and meticulously maintained, it blends timeless log home charm with warm rustic-chic style and is ready for you to move in and enjoy. Relax on the inviting front porch overlooking established perennial and vegetable gardens, or follow the path down to Glenn Brook, which meanders through the property. Inside, the custom kitchen with a center island opens to a welcoming living room with a propane stove. A first-floor den offers the perfect home office or guest space, while upstairs you'll find a spacious primary bedroom with generous storage and two additional bedrooms. The finished lower-level family room with a pellet stove adds additional living space. Three mini-splits, standing-seam metal roofs, and an oversized 1+ car, two-story garage complete this exceptional property, offering peaceful country living just minutes from Greenfield

Shelburne Falls. The Beautiful Village Where a River Runs Through It! Best of all worlds here. An historic home in the heart of the village, nestled on over an acre of land. So many ways to maximize this unique property, which one is right for you? The main residence offers 2700+/. Square feet of living area, 3 bedrooms & 3 baths. Layout could easily allow for a main bedroom on the first floor. The buzz these days is all about adding an ADU, well the shell of one is already here in the unfinished south wing of the home! Need a home office? An in-law apartment? An Air BNB? Take your pick! There's even a shuffleboard out back for those summer gatherings! Present owner has been an excellent steward, so you can write its next chapter your way! Live where you can stroll the Bridge of Flowers daily, enjoy the local eateries, ski Berkshire East, bike Thunder Mountain Bike Park, fish or paddle the Deerfield River, hike up Mt. Massaemett, or catch a movie at Memorial Hall

Wonderful, expansive contemporary home set on over 5 acres of land with 2 streams amidst the natural beauty of the hills of Buckland. Featuring over 3500 sq ft, including a finished walkout basement, this 8 room, 4 bedroom, 2 full and 2 half-bath home with cathedral ceiling and balcony offers a fabulous floor plan for family living as well as a country getaway for seasonal recreation. Enjoy the beauty of your surroundings from a 58x13 deck as well as a spacious and welcoming front porch and patio with firepit. As an additional bonus, the 36x32 garage with high ceilings, water, electric, septic connection and large walkup space offers a terrific opportunity for expansion and creative use such as studio, home office or au pair living. Nearby you'll find Berkshire East and Zoar Outdoor, offering year-round recreational activities and the historic village of Shelburne Falls with its Bridge of Flowers. Schools abound Charlemont, Deerfield, Eaglebrook, Stoneleigh-Burnham are all a short comm

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This sweet 2 bedroom, 2 bathroom home has been recently rejuvenated with a new heating system, new flooring, new kitchen cabinets and counter tops, and fresh paint inside and out, and a new septic system! There's been quite a bit done to this lovely home that's a short distance to the Marlboro town office and post office and a few minutes' ride down to Brattleboro. There's good lawn space on the back side, and new owners can imagine all sorts of outside projects to make this property their own!

Set on 2.2 wooded acres in Marlboro, this 3-bedroom, 2-bath Cape offers 1,410 square feet of living space and plenty of classic Vermont character. The main level features a spacious kitchen and dining area, a comfortable living room with a brick fireplace and hearth, a first-floor bedroom, full bath, and convenient laundry hookups. Two additional bedrooms and a second full bath are located upstairs. Outside, the level and gently sloping grounds provide room to garden, relax, or enjoy the surrounding woods, a lovely haven for nature and wildlife viewing. A detached two-car garage offers extra-large covered parking with valuable storage space above, ideal for vehicles, toys, or business equipment. Additional highlights include fiber-optic internet availability, a private spring water source, and multiple heating options, including wood and pellet stoves. Conveniently located along Route 9 with easy access to Brattleboro and Wilmington, this residential/commercial property is ready for it

Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney. a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds. ambience and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom. use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar. great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with full kitchen, bath and bedroom, all on one floor. for those who want to age in place. The land is a combination of open. for gardening and play and Vermont woods for nature hikes. Enjoy the fruit trees, perennials and plant some veggies for putting by. Private! But, off a paved road for easy access. Loved by the owner

A truly magical setting! If you've never experienced the blissfulness of the Green River Village and its historic covered bridge and crib dam/waterfall and one of the most spectacular swimming holes imaginable, it's a must visit southern Vermont destination. Nestled in this picturesque valley village is this charming old home privately situated on 53.5 acres only a short stroll up the driveway from this beautiful waterfall scene. With its open fields, outstanding sun exposure, pond, stonework, established gardens, berry bushes and apple, pear and peach trees this setting will transport you back in time. The towering old growth sugar maples around the house are true giants and are one of the first things that will make your jaw drop as you enter the peaceful homestead. The house needs work but with this stunning location and unique property attributes it's deserving and worthy of the investment. The 4-bedroom, 2.5 bath home features original fir flooring throughout the old portion and o

For the first time in over 40 years, the family-owned Mohawk Park Campground and Restaurant is ready for its next owner. Nestled on more than 20 acres along the Deerfield River on the scenic Mohawk Trail, this beloved destination features a main residence, a charming log cabin right on the water,Over 100 RV and tent sites with utilities, several well-maintained mobile homes, and six waterfront rental cabins. The property also includes a spacious 6,000 square foot commercial building that formerly housed a lively bar and restaurant with event space and a retail storefront, offering exciting potential for a new venture. With extensive river frontage, peaceful natural surroundings, and ample space for guests to relax and explore, this property is perfect for continuing as a campground, expanding hospitality offerings, or creating something entirely new. A rare opportunity to own a cherished riverfront retreat with strong income potential in one of Western Massachusetts' most scenic locati

Found It! Live all on one level and tuck the guests in upstairs! The kitchen is modern with lots of counter top for the bakers and cookie makers, The laundry lives next to the kitchen and there is a second bath for visitors and guests. The sweet spot is the huge living room with a wood stove insert in the lovely fireplace. Mini-splits are already up and running for help with both heating and cooling and a bank of solar helps with energy cost for years to come! There is a sweet level easy access side yard, with gardens and layers of woodland for privacy and hiking. Plenty of room to build a garage but there are some nice storage sheds already waiting for the mower and other accoutrements. Minutes to town, near the West River and lots of hiking trails. Private, affordable, cute as a button!

Tucked just moments from the Bridge of Flowers, this charming ranch offers easy living in a sought after village setting. Set on a 2 acre parcel, the property provides a nice balance of open space and manageable upkeep. The main level features two comfortable bedrooms and a full bath, along with a bright living room, dedicated dining room, and an efficient kitchen. A bonus room provides flexible space for a home office, playroom, or den.Upstairs, the expansive attic has been utilized as a bedroom, offering additional space to suit your needs. Outside, enjoy a newer front deck, a fully fenced back yard perfect for pets, gardening, or relaxing. Recent updates including a newer roof and boiler add peace of mind, making this home truly move in ready. Harman Pellet Stove

Amazing multi-family residential/commercial opportunity! Tucked back from the road for added privacy, the main home offers 4 bedrooms, 3 baths, and flexible space ideal for first-floor living or a home office. The thoughtfully designed layout features a spacious kitchen with a cozy pellet stove and beautiful cherry dowel flooring, a bright and welcoming dining room highlighted by a lovely bay window, and a generous living room perfect for gathering with family and friends. A private three-season room is a wonderful place to relax or entertain, while the lower level includes a summer kitchen, full bath, and private walkout, offering even more versatility. A second residence provides 2 bedrooms, a full bath, office space, and an attached one-car garage, making it ideal for extended family, guests, potential rental income, or business use. An additional 28' x 40' four-car garage is a fantastic bonus. Occupied by the original owners for the past 46 years, the property showcases beautifully

Hiding behind mature apple trees and surrounded by beautiful gardens, this impeccably maintained ranch is a rare treasure. Built by a master craftsman for his son in 1948 and lovingly cared for through two generations, this home blends timeless character with thoughtful updates and a warm, welcoming feel throughout. An inviting foyer leads to a spacious living room with fireplace and dining area, while the updated kitchen features butcher block counters and is open to a dining area. Hardwood floors, custom built-ins, period hardware, and raised-panel doors showcase the home's enduring craftsmanship. A full walk-up attic offers exceptional storage, while an efficient wood pellet furnace adds comfort. Relax in the charming three-season breezeway overlooking beautifully landscaped gardens bursting with color from spring through fall. Set on.78 acres in the Meadows of Greenfield, the property includes blueberry, raspberry, and elderberry bushes, along with four varieties of apple trees

Discover the hidden potential of 151 Smead Hill-a historic property in Greenfield's Rural Residential zone that once served as a sought-after wedding venue and now awaits a visionary entrepreneur ready to craft a multi-use enterprise. With flexible, adaptable spaces ideal for a boutique bed and breakfast, innovative event venue, or seasonal retreat, this property benefits from zoning that permits open space cluster development. Zoning offers a pathway for creative reconfiguration-concentrating development while preserving expansive, natural communal areas that could eventually pave the way for modern co-housing or shared amenity communities, all set against a backdrop of timeless rural charm

Welcome home to this beautifully renovated and immaculate 3 bedroom, 2 bathroom home located off Flag Hill Road in Heath. Tucked away on a quiet road, this property offers the perfect blend of comfort, privacy, and outdoor recreation. Features include a spacious primary suite with its own private bathroom, new carpet in two bedrooms, an updated furnace, brand new wood stove, new appliances, new hot water heater, garage, two storage sheds, and a deck for your summer BBQ's! Trails are already carved through the woods right from your property, making it easy to enjoy the natural surroundings. Whether you're looking for a peaceful full-time residence or a weekend getaway, this move-in-ready home checks all the boxes. Private access to the beach, playground, and clubhouse is just a half mile down the road. With many updates throughout and a serene setting, all that's left to do is unpack, relax, and enjoy everything this neat property has to offer!

Welcome home to this beautifully renovated and immaculate 3 bedroom, 2 bathroom home located off Flag Hill Road in Heath. Tucked away on a quiet road, this property offers the perfect blend of comfort, privacy, and outdoor recreation. Features include a spacious primary suite with its own private bathroom, new carpet in two bedrooms, an updated furnace, brand new wood stove, new appliances, new hot water heater, garage, two storage sheds, and a deck for your summer BBQ's! Trails are already carved through the woods right from your property, making it easy to enjoy the natural surroundings. Whether you're looking for a peaceful full-time residence or a weekend getaway, this move-in-ready home checks all the boxes. Private access to the beach, playground, and clubhouse is just a half mile down the road. With many updates throughout and a serene setting, all that's left to do is unpack, relax, and enjoy everything this neat property has to offer!