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711 Chester Rd, Grafton
$154,500
5114747 MLS
12.7 acre lot ideally set on the scenic corridor just a half mile above Grafton Village! A mix of open fields and woods, the land offers a pretty place to build your dream. Suggested building spot is set back and above the road with a view of open fields and stone walls. Soil tests available indicate a 3-4 bedroom home could be completed on-site. Grafton offers no zoning however there are some deed restrictions in place to protect the beauty of the area, including no further subdivision. This likely will not matter as this is a rare find, over 10 acres in easy distance to coffee & pastries in the morning and dinner and drinks at the pub in the evening. Excellent cross country skiing, biking and hiking right in town and only 30 minutes to downhill skiing. Sweet rural location with convenient access to Chester, Rockingham & Walpole NH. Please note: property will not convey with the small cabin.

711 Chester Rd, Grafton

41 High Point Dr Unit 13, Stratton
$385,000
2 Beds ⋅ 2 Baths ⋅ 5114722 MLS
Crown Point presents an exceptional opportunity with its turn-key two-bedroom, two-bathroom layout, designed for both comfort and convenience. The unit boasts elegant hardwood flooring that extends throughout, enhancing its aesthetic appeal. A well-appointed breakfast bar complements the kitchen, while the great room serves as a focal point, featuring a striking stone hearth, a cozy wood-burning fireplace, and a convenient wet bar, perfect for entertaining guests. Additional practical features include a mudroom, ample closet space, and a dedicated laundry room, ensuring that everyday living is both organized and efficient. Each of the two bedrooms is en suite, providing privacy and comfort, and the front deck, which faces south, allows for an abundance of natural light. Residents can easily access the nearby sports center for swimming, workouts, and tennis, or utilize the winter shuttle service to reach the base lodge. The property is situated within a vibrant resort community, offering a range of amenities, including an outdoor summer plunge pool and barbecue area. This meticulously maintained residence is ready for immediate occupancy, inviting you to immerse yourself in the Stratton community. Seize this opportunity without delay. Sports Center Bond is also available, subject to a transfer fee.

41 High Point Dr Unit 13, Stratton

322 W River St, Londonderry
$294,900
3 Beds ⋅ 2 Baths ⋅ 5114716 MLS
Enjoy the best of Vermont living at 322 West River Street, where small-town charm, outdoor recreation, and everyday convenience come together in a peaceful riverside setting. Ideally situated on a quiet town-maintained dirt road alongside the West River, this home is within walking distance of the village of South Londonderry and the beloved West River Trail, a scenic recreational pathway enjoyed year-round. Outdoor enthusiasts will also appreciate the home's proximity to some of Southern Vermont's premier ski destinations, with Magic Mountain just 5 minutes away, Stratton Mountain only 10 minutes away, and Bromley Mountain approximately 15 minutes away. Located in the Flood Brook School District, the property also benefits from Vermont's high school choice. The spacious yard offers ample parking, room for a future garage or shed, a small apple orchard, a beautiful hydrangea bush, and a historic old railroad bed known as the "36 Miles of Trouble" runs along the back of the property. Built in 2002, this well-maintained home offers nearly 1,200 square feet of comfortable living space filled with natural light. The floor plan features three bedrooms, two bathrooms, a spacious living room, a large kitchen and dining area, a dedicated laundry room, and a primary suite with a private bath. A generous 362-square-foot deck provides the perfect place to relax and enjoy the sights and sounds of the nearby river. Numerous improvements have already been completed, including a new hot water heater, vinyl flooring, carpeting throughout, freshly painted ceilings, a newly stained deck, replacement skirting, a new furnace (2020), a new roof (2021), and a new washer (2025). Offering a peaceful setting, thoughtful updates, and a location that is hard to beat, 322 West River Street is ready to welcome its next owner home.

322 W River St, Londonderry

79 Captain Copeland Rd, Dover
$339,000
3 Beds ⋅ 1 Baths ⋅ 5114705 MLS
Lovely updated log cabin nestled in the Dover Hills on a quiet country road, not far from Mount Snow. This turn key home sits on a private landscaped parcel, just 10 minutes to the ski resort, and a short drive to lakes, the village of Wilmington, and Brattleboro. The lovely lot has mature trees and beautiful stone walls, as well as perennial gardens, lawn space for outdoor enjoyment, and ample parking. You enter via a large screened in porch, ideal for Vermont summer evenings. The inside features a large great room with vaulted ceilings, stone hearth with wood burning stove, great natural light with updated windows throughout, wood floors, a newly updated kitchen with stainless appliances, new cabinets, and butcher block counter, ample dining area off the entry, a large primary bedroom, two guest bedrooms, all with vaulted ceilings, an updated full bath with window, a small loft area ideal for potential play space or overflow sleeping, minisplit heat and a/c system, and a new stackable washer dryer. This makes for a perfect Vermont woodsy experience, without too much to maintain. There is also a full basement perfect for off season storage, nearby snowmobile trails, and tremendous rentability thanks to the woodsy aesthetic.

79 Captain Copeland Rd, Dover

3b Stratton Springs Rd Unit 3B, Stratton
$895,000
3 Beds ⋅ 3 Baths ⋅ 5114696 MLS
Rarely available, this exceptional 3-bedroom, 2.5-bath Stratton Springs townhome is a true gem, ideally situated in one of the community’s most desirable locations. Featuring cathedral ceilings, a stone-faced gas fireplace, and a dining area overlooking the spacious great room, this inviting floor plan offers the perfect blend of comfort and style. The generously sized kitchen, complete with a center island and open flow to the dining area, is ideal for entertaining family and friends after a day on the slopes. The thoughtfully designed primary ensuite, two additional spacious bedrooms, large mudroom/ski room, and attached garage provide all the space and functionality needed for effortless four-season living. Enjoy a private back patio, convenient shuttle service to the Stratton Base Lodge, and access to the community’s outdoor hot tub. A Stratton Sports Center bond is available, and the Fitness Center and tennis facilities are just a short walk away. Perfectly positioned to enjoy everything Stratton has to offer in every season, this property combines an outstanding location with exceptional resort amenities. With the ability to walk to the many attractions of the resort area, this is a rare opportunity to own in one of Stratton’s most sought-after communities. To be sold furnished.

3b Stratton Springs Rd Unit 3B, Stratton

237 Camp Arden Rd, Dummerston
$299,000
2 Beds ⋅ 1 Baths ⋅ 5114567 MLS
A rare opportunity to own true West River frontage in the heart of Dummerston, Vermont. Nestled along one of Southern Vermont’s most beloved waterways, this property delivers a rare combination of privacy, natural beauty, and convenience. This charming two bedroom, one bath retreat offers an inviting blend of rustic comfort, year round recreation, and unbeatable summer enjoyment right on the river’s edge. Private West River beach, your own secluded spot for swimming, sunning, paddling, and cooling off during Vermont’s warm summer months. Large deck off the eat in kitchen, perfect for morning coffee, evening dinners, and taking in the peaceful river views. This is a cozy, manageable layout ideal for weekend getaways or full time living. Additional outbuildings offering character, storage, and flexible use for gear, hobbies, or seasonal equipment. Offered fully furnished, move in ready and prepared for immediate enjoyment less a few personal items. A list to be provided prior to any written offers.

237 Camp Arden Rd, Dummerston

70 Atkinson St, Rockingham
$500,000
6 Beds ⋅ 3 Baths ⋅ 5114348 MLS
Exquisite! Feel the life, the romance of history and the charm of an era waiting to be recaptured...Front stairs! back stairs! third floor for the maid!...bedrooms grouped around a child's dream play room. Capture the essence....tall windows, high ceilings...room to breathe...room to dance...room to love. Perfectly decorated, precisely maintained, delightfully presented. All that AND...updated in reverence to the era, but functional for those who appreciate the modern way of life. New kitchen, baths, appliances top those polished and gleaming floors. Outside is as lovely as in...with a large lazy porch off the kitchen, topped by a Juliette balcony for star gazing and enjoying the lights of the town. The lovely patio sweeps into a special garden wrapping the barn....2 stories high...First floor bed and bath allows for aging in place while guests and family have an abundance of space for visiting. Versatile with 2 kitchens, just think of all the Holiday cooking! Join the rebirth of a town loved by its residents, enjoyed by visitors, and respectful of these lovely ladies who have come back to their prime.

70 Atkinson St, Rockingham

39 Pikes Falls Rd, Jamaica
$249,000
3 Beds ⋅ 2 Baths ⋅ 5114286 MLS
Step into a piece of Jamaica Village history. Once home to the F.E. Smith Dry Goods, Ready-Made Clothing, and Grocery Store, this distinctive red-and-white building blends Greek Revival presence with Vermont farmhouse character and now serves as a year-round residence filled with history and personality. The classic façade features full-width double-decker porches, white picket railing, and bold corner pilasters. Inside, this C. 1860 building’s commercial past lives on in a dramatic great room with original built-in storefront shelving and drawer banks once used to display dry goods. Now a unique library, studio and sitting area, the space features wide-plank wood floors, exposed beams, and natural light from the original storefront windows and door. A vintage interior sash window adds another unexpected architectural detail. The kitchen features sage cabinetry, granite tile counters, a pot rack, sunny breakfast area, and walk-in pantry. A cozy living and dining room offers a comfortable gathering space, while upstairs bedrooms retain original wide pine floors and vintage details. Both bathrooms have been updated, and the oil tank, on-demand hot water heater, pressure tank, and well pump have all been recently replaced. Garden beds and a painted harlequin porch floor add personality outside, while the covered porch invite you to enjoy morning coffee and the rhythm of village life. A rare opportunity to own a property with a story to tell and the potential to make it your own. Buyers who appreciate historic homes and are comfortable with a project will find opportunities to build on its existing character.

39 Pikes Falls Rd, Jamaica

Dover Rd, Newfane
$67,500
5114210 MLS
Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new home will blend seamlessly with the surrounding landscape and the village's historic character. Imagine living in a community where architectural harmony and natural beauty coexist, creating a serene and inviting atmosphere. Nestled among rolling hills and lush greenery, these lots provide the ideal backdrop for those seeking tranquility, while having over 3 acres maintains comfortable spacing. The owners vision emphasizes traditional New England craftsmanship suitable for the surrounding village. The peaceful village setting is only 20 minutes from Mount Snow and Brattleboro as well as other outdoor recreational areas. If you have dreamt of living in a small Vermont village, these lots offer the perfect canvas for your vision. Don't miss this rare opportunity to become a part of a charming Vermont village with much of the planning already in place including WW permits, established road, and underground power design. Embrace the essence of Vermont living and start planning your future in this idyllic location today. There are 2 buildable lots available as well as the adjacent 79 acre lot.

Dover Rd, Newfane

1287 Wilmington Cross Rd, Whitingham
$368,000
4 Beds ⋅ 2 Baths ⋅ 5114079 MLS
Welcome to this lovingly maintained country property situated on 5.5 acres in Whitingham, Vermont. Offering a wonderful combination of open pasture, wooded acreage, and privacy, this property has so much to offer. The two-story home has been thoughtfully cared for by its long-time owners and features abundant natural light throughout the main living level. A delightful sunroom provides additional living space with direct access to the deck, perfect for enjoying the peaceful surroundings. A walk-out basement adds flexible space with access to the front yard. Outside, you’ll find beautiful open fields, wooded areas, and a spacious two-story barn in excellent condition, complete with electricity and versatile space for storage, vehicles, hobbies, or potential equestrian use. A two-car garage with storage above is located across the road. Additional highlights include a new septic system installed in 2024, two water sources consisting of a drilled well and an original spring-fed system with an updated metal cistern, and a whole-house generator for added peace of mind. Enjoy the privacy and peaceful surroundings of country living, just five miles from downtown Wilmington. Conveniently located near Mount Snow, Harriman Reservoir, Lake Raponda, rivers, hiking trails, and golf courses, offering endless opportunities for four-season recreation. With its inviting home, beautiful acreage, useful outbuildings, and picturesque Vermont setting, this is a property offering room to live, grow, and enjoy country living for years to come.

1287 Wilmington Cross Rd, Whitingham

29 Mountain Rdg, Wilmington
$2,625,000
5 Beds ⋅ 8 Baths ⋅ 5114037 MLS
Discover a rare opportunity to complete a spectacular custom timber-frame residence on 25 private acres in the heart of Southern Vermont's premier four-season recreation destination. Ideally situated adjacent to the Haystack Golf Course and The Stack Restaurant, just minutes from the exclusive Hermitage Club and Mount Snow Resort, this partially constructed home offers an exceptional combination of privacy, natural beauty, and incredibly close proximity to world-class skiing, golf, and year-round outdoor adventure. This impressive residence showcases beautiful timber-frame craftsmanship, soaring ceilings, dramatic architectural details, and expansive windows that bring the surrounding Vermont landscape indoors. With much of the home's construction already completed, the next owner has the exciting opportunity to select the finishes and personal touches that will make this remarkable property their own. The thoughtfully designed floor plan envisions approximately 7,000 square feet of finished living space across three levels. At the heart of the home, a magnificent two-story great room with a dramatic fireplace and walls of windows will create a stunning gathering space. The adjoining dining area and spacious kitchen are designed for effortless entertaining with convenient access to expansive outdoor decking and views. The main-level primary suite envisions a private retreat with a generously sized bedroom, luxurious bath, and dual walk-in closets. Upstairs, two additional en suite bedrooms will complement a dedicated office or open loft overlooking the great room. The walkout lower level adds exceptional possibilities for entertaining and relaxation, planning for a spacious recreation room, wet bar, sauna, movie theatre, and bunk room with a large full bath and storage closet. Above the oversized 2 car garage with room for ATVs or snowmobiles is a great space with another full bath providing additional flexibility for a home gym, family room, or sleeping space.

29 Mountain Rdg, Wilmington

139 Frost St, Brattleboro
$129,000
5114033 MLS
INVESTORS, LANDLORDS & OWNER-OCCUPANTS - HERE’S YOUR OPPORTUNITY! Whether you’re looking to expand your rental portfolio, create two income-producing units, or live in one unit while the other helps offset your mortgage, this two-unit, up-and-down multifamily property is ready for its next chapter. The heavy lifting has already begun! The current owner has completed the deconstruction, removing all drywall and taking the interior down to the studs, creating a true blank canvas for your vision. Building permits were issued for the deconstruction work already completed. Additional improvements have been made throughout the property, including replacement of the existing chimney with an insulated stainless steel chimney, as well as upgrades to the roof, heating, and electrical systems. The first-floor unit has its existing systems in place, while the second-floor unit will require systems to be installed as part of the renovation. Outside, enjoy a nice, flat yard and plenty of paved parking. With much of the initial demolition already completed, you can focus on designing and finishing the property to fit your investment goals. Bring your contractor, bring your vision, and bring your plans - this clean slate is ready for its next transformation! Come take a look and see what you can create.

139 Frost St, Brattleboro

606 Franklin Rd, Vernon
$395,000
3 Beds ⋅ 2 Baths ⋅ 5114026 MLS
Privacy, space and location! This Vernon home truly offers the best of both worlds. Set back from the road with a paved driveway and tucked into a beautiful wooded setting, this 1700 + sq ft, 3-bedroom, 2-full-bath home offers the peace and privacy you desire while keeping Brattleboro and I-91 just minutes away. Step inside and you immediately appreciate the light, bright interior, abundance of windows with very pretty views, light paint colors, gorgeous hardwood flooring and charming arched doorways. There is a spacious eat-in kitchen and an inviting living room with a woodstove, creating the ideal place to unwind. Oil baseboard heat throughout, with multiple zones, adds comfort and efficiency. The floor plan is wonderfully flexible. One bedroom and a full bath are conveniently located on the first floor, ideal for one level living, guests, or a home office. Upstairs are two very large bedrooms and another full bath. The walk-out basement is great space for storage, hobbies, a workshop, or even conversion back to the original garage space. Enjoy the convenience of being so close to Brattleboro, shopping, dining, and entertainment while taking advantage of some of Vernon's attributes: lower taxes, school choice for grades 7-12, no zoning and the great recreation center and pool. Private, spacious, flexible, and convenient! Showings by appointment only.

606 Franklin Rd, Vernon

50 Sugar Maple Dr, Dummerston
$349,000
3 Beds ⋅ 1 Baths ⋅ 5113983 MLS
This charming 3 bedroom, 1 bathroom ranch in a quiet Dummerston neighborhood offers comfort, versatility, and plenty of indoor and outdoor space. The wide-open living area includes an updated kitchen, beautiful wood flooring, and ample natural light. A wood stove adds the perfect touch for cozy fall and winter evenings. There’s plenty of flexible space for hobbies, a home office, or whatever suits your needs. The basement features a photography darkroom, a partially finished bathroom, and great potential for additional finished living space. Outside, enjoy a spacious, level yard and a large deck perfect for relaxing or entertaining, along with an attached one-car garage. Just 5 minutes from Putney Village and the I-91 exit, this home offers a wonderful blend of convenience, character, and possibilities!

50 Sugar Maple Dr, Dummerston

16 Sawmill Rd, Stratton
$3,900,000
5 Beds ⋅ 4 Baths ⋅ 5113882 MLS
Location, luxury, and the best of Stratton Mountain living! Just steps from Stratton Village and The Stratton Club, this exceptional mountain retreat offers convenience, privacy, and timeless Vermont charm, with the added benefit of being able to walk to the slopes! Extensively updated, the home showcases beautiful craftsmanship, soaring ceilings, exposed reclaimed timber beams, and a dramatic floor-to-ceiling stone fireplace anchoring the impressive great room. Expansive windows invite natural light and showcase the surrounding mountain landscape, while warm hickory floors create an atmosphere that is both elegant and comfortable. The stunning dining area, with its vaulted wood ceiling, distinctive antler chandelier, and walls of windows, provides a beautiful setting for entertaining. Major improvements include a complete exterior renovation, an expansive new deck offering generous space for outdoor dining and relaxation, and a beautiful stone patio. After a day on the slopes, unwind in the hot tub or gather around the fireplace for a cozy Vermont evening. In addition to five bedrooms, the thoughtfully designed interior features a spacious bonus room above the garage, a private office, and an expansive lower level with an additional bonus room, offering wonderful flexibility for entertaining, recreation, and quiet retreats. The home's proximity to the Village makes enjoying Stratton's restaurants, shops, and year-round activities effortless. Adding to its appeal, the property may transfer with a Stratton Sports Center bond, providing access to additional recreational amenities. Whether you're seeking an exceptional ski getaway or a four-season mountain home, this beautifully updated property offers an extraordinary opportunity to experience the Stratton lifestyle in one of the mountain's most desirable locations.

16 Sawmill Rd, Stratton

845 Hall Rd, Halifax
$799,000
4 Beds ⋅ 4 Baths ⋅ 5113792 MLS
Set amidst 23+ acres of picturesque Vermont countryside, this exceptional country estate offers a rare combination of privacy, expansive living spaces, and endless opportunities for recreation. Perched along a gentle hillside and surrounded by beautifully landscaped grounds, rolling lawns, blueberry bushes, mature trees, trails through the woods and a pond, the property captures the beauty of Vermont in every season. Offering over 3,500 square feet of living space, this spacious Colonial has been thoughtfully updated throughout, including all new plumbing in 2018, a new roof and skylights in 2025 and the addition of a large barn with electricity and water in 2019, providing exceptional space for equipment, storage, hobbies, or recreational pursuits. Designed for both comfortable everyday living and effortless entertaining, the home features a generous eat in kitchen with granite countertops, gas range, and double ovens. The impressive 20’ x 24’ family room is a true gathering space, showcasing soaring wood ceilings, a wet bar, and multiple French doors opening to an expansive 900+ square foot deck. A formal dining room, inviting living room with a beautiful stone fireplace, and additional flexible living space complete the main level. Upstairs, the spacious primary suite offers a private retreat with its own fireplace, balcony, and ensuite bath featuring a jetted soaking tub, double vanities, and recently updated shower. Two additional bedrooms and a full bath provide comfortable accommodations for family and guests. Two heated, walk up attic spaces offer exciting possibilities for future expansion. Outdoor enthusiasts will appreciate direct access to the VAST snowmobile trail system. Whether enjoying peaceful mornings overlooking the landscape, entertaining on the expansive deck, exploring the acreage, or relaxing beside the pond, this extraordinary property offers an idyllic Vermont lifestyle with room to live, gather, and explore.

845 Hall Rd, Halifax

58 Red Hawk Rise, Stratton
$2,700,000
5 Beds ⋅ 6 Baths ⋅ 5113717 MLS
Crafted by Vermont Barns / Wadsworth Design Build, this custom timber frame home in Stratton, Vermont, brings together beautiful craftsmanship, generous living spaces, and a peaceful National Forest setting just 15 minutes from both Mount Snow and Stratton Mountain. With five bedrooms, six bathrooms, and two bonus rooms for additional sleeping space, the home offers ample room for family and guests. At the heart of the home, an expansive open kitchen, dining, and living area showcases the warmth and architectural beauty of the timber frame. A dramatic wall of windows draws the surrounding mountain landscape indoors and fills the gathering space with natural light. The floor-to-ceiling stone wood-burning fireplace anchors the living room, creating an inviting setting for après-ski gatherings. With generous space to prepare meals, gather around the dining table, and relax by the fire, the open layout keeps everyone connected. An expansive mudroom provides a practical arrival point with room for ski gear, boots, and the essentials of Vermont mountain life. Two bedrooms feature ensuite baths, providing added comfort and privacy. The primary suite offers a private retreat with a balcony perfectly positioned to take in mountain sunrises. The lower level provides another welcoming space to gather, complete with a custom bar for relaxed evenings and entertaining. Outdoor living is equally inviting, with a screened porch for leisurely meals and quiet mornings, a back deck with a fire pit for evenings together, and a hot tub for unwinding after a day on the mountain. The surrounding forest creates a peaceful backdrop throughout the seasons. An attached two-car garage adds everyday convenience, while a detached barn with a second-floor gym expands the property’s versatility. Thoughtfully designed for both gathering and retreat, this distinctive timber frame home offers enduring craftsmanship and easy access to the best of Southern Vermont.

58 Red Hawk Rise, Stratton

167 Silver Ln, Vernon
$339,000
2 Beds ⋅ 2 Baths ⋅ 5113651 MLS
There’s so much to love about this home! Enter through an enclosed mudroom, perfect for storing all your outdoor gear. The kitchen offers abundant storage, a dedicated baker’s counter, and a convenient breakfast bar with seating. Beautiful hardwood floors flow throughout the kitchen, dining, and living areas. The first floor features two bedrooms and two full bathrooms, while the basement adds three additional heated, finished rooms, offering endless possibilities for a home office, playroom, hobby space, or more! Step outside to enjoy the deck, perfect for grilling and dining al fresco, overlooking a flat, open yard. Plus, the home is conveniently located just down the road from the town pool and recreation area!

167 Silver Ln, Vernon

105 School St, Whitingham
$199,000
3 Beds ⋅ 1 Baths ⋅ 5113644 MLS
Looking for an affordable home with a little personality? You've found it in this colorful 3-bedroom, 1-bath home in the historic village of Whitingham, Vt. Set on 0.10 acres along a quiet, paved street with town sewer, the home is surrounded by some of Southern Vermont’s best lakes, including Sadawga Lake and Harriman Reservoir. Step inside through the French doors that separate the mudroom from a flexible living space that can become a dining room, home office, sitting area, or whatever works best for you. The first floor also includes the full bathroom, laundry area, and primary bedroom with a walk-in closet. The kitchen features an eat-in island for casual dining and opens to a spacious great room, where a large picture window brings in plenty of natural light. Bold colors throughout give the home a fun, playful energy and make each room feel a little different from the next. Keep the color, tone it down, or make it completely your own. Upstairs, two additional bedrooms continue the home's bright and bold personality. A door off the living area leads to the fenced backyard, where you can relax and enjoy the sounds of nearby Sadawga Brook on the front porch of the shed, which can be used for storage, a workshop, or play space. Major systems have been recently updated including the well pump and pressure tank (new in 2016), furnace (new in 2021) and water heater (new in 2024). The home is just 13 minutes to Wilmington, 16 minutes to Hogback Mountain’s 100-mile view, 23 minutes to Marlboro, 25 minutes to Mount Snow, and roughly 40 minutes to Brattleboro to the east and Greenfield, Mass., to the west.

105 School St, Whitingham

286 Richards Rd, Grafton
$420,000
2 Beds ⋅ 2 Baths ⋅ 5113634 MLS
Tucked away in the beautiful Vermont countryside, this inviting two-bedroom, one-and-a-half-bath ranch sits on 22.65 acres in the charming town of Grafton. Surrounded by a combination of open lawn and wooded acreage, the property offers a wonderful sense of privacy and plenty of room to enjoy the outdoors. Inside, the home features a spacious living room, a kitchen with adjoining dining area, and a practical single-level layout. The primary bedroom features its own convenient half bath, while a separate utility room with first-floor laundry adds everyday convenience. The sunroom provides a lovely space to sit and take in the peaceful surroundings. The basement offers plenty of additional storage space, and the attached two-car garage provides convenient parking and even more room for storage. Step outside onto the deck to entertain friends or simply relax and appreciate the natural beauty of the property. The expansive grounds provide opportunities for gardening, outdoor recreation, walking through the woods, or simply enjoying the changing seasons. Whether you're looking for a full-time residence or a quiet Vermont getaway, this property offers a wonderful combination of comfortable living, generous acreage, and a peaceful country setting, with the picturesque villages of Grafton and Chester within easy reach. Showings start 10/12/2026

286 Richards Rd, Grafton

19 View Rd, Wilmington
$335,000
3 Beds ⋅ 2 Baths ⋅ 5113619 MLS
Come take a look at this three bedroom and two bath chalet in the B Section of Chimney Hill with terrific amenities. Relax on the main level in an open concept living, dining and kitchen space, living room has a woodstove and sliders to the deck to enjoy the country side views, a bedroom and a full bath. Upstairs has two more bedrooms and a full bath. An exclusive members-only clubhouse with indoor/outdoor pools, hot tub, fitness room, arcade, kids playroom, media room, library/reading nook, kitchen area with bar, BBQ area and a playground. Throughout the complex there is a fishing pond, trail system, tennis courts, ice skating rink, hiking trails and snowmobile access. Minutes from skiing, fine dining, golfing, boating, downtown Wilmington and so much more!

19 View Rd, Wilmington

640 Cross Rd, Londonderry
$1,700,000
5113570 MLS
An exceptional opportunity to establish a private Vermont estate on approximately 61.36 acres, offering stunning panoramic views of Stratton and Bromley Mountains and located a short drive from Magic Mountain. The site is fully prepared for construction, with utilities, services, and a gravel road in place, an approved septic permit for a 5-bedroom residence with building plans and designs available. A designated main residence site is set back from the road, carefully selected to maximize privacy. The land also presents potential for an accessory dwelling and future expansion. This exquisite property features rolling meadows, sweeping vistas, beautiful streams that wind through woods in the Spring, and approximately 2 miles of well-maintained wooded trails, providing convenient access to a wide range of year-round recreation, including ATV riding, snowmobiling, cross-country skiing, snowshoeing, mountain biking, and hunting, all within the property's boundaries. A disc golf course further enhances the outdoor amenities. Approximately 48.29 acres are enrolled in Vermont's Current Use program. Two existing dwellings let you enjoy the property from day one. The treehouse-style 1-bedroom accessory dwelling is a true retreat, complete with a sauna, hot tub, and outdoor shower. A separate 1-bedroom, 1-bath cabin with a wraparound porch offers a comfortable home base while the main residence is under construction, or lodging for a builder and crew. Envision morning coffee with mountain views, afternoons on your own trails, evenings in the hot tub after a day on the slopes. Whether you envision a full-time residence or a four-season escape, 640 Cross Road delivers privacy, recreation, and estate-like potential in a southern Vermont remarkable setting. A rare combination recreation, and estate potential in a distinguished southern Vermont setting.

640 Cross Rd, Londonderry

23 Shincracker Way, Wilmington
$999,000
6 Beds ⋅ 4 Baths ⋅ 5113557 MLS
Set among the treetops with sweeping views spanning multiple states, this Rod Williams designed classic is a sprawling 5300+ sq ft,  6 bed, 4 bath with attached 2 car garage, capturing everything there is to love about a Vermont ski retreat. Situated on 3 acres bordering community land, the property enjoys an elevated setting, exceptional privacy, expansive views including the greens at Haystack Golf Course. There is room to bring everyone together while offering plenty of space to spread out over 3 levels. Main living level designed around generous gathering spaces, soaring ceilings, expansive windows, skylights, and walls of glass opening to outdoor decks. Beautiful brick fireplace centerpiece, visible from all main living areas. Open kitchen with substantial walk-in pantry, mudroom, and laundry area. .Occupying its own wing on the main level, the primary suite is a retreat within the home, complete with spacious bedroom, sitting room, private office, large walk-in closet, and an expansive bath featuring a jetted tub, and sauna. Upstairs, private guest suite enjoys some of the home's most spectacular views.Finished walkout lower level offers four additional bedrooms, spacious rec room, another full bath with a jetted soaking tub and large shower. Separate flex room opens directly to the deck, an ideal location for a future hot tub. Generous storage areas, newer roof, easy access road, manageable driveway add practical appeal. Chimney Hill ownership includes access to an extensive collection of amenities,indoor & outdoor pools, skating, basketball, fishing pond, playground, trails,  on-site management team. Short drive to downtown Wilmington, Mount Snow, Haystack, lakes, golf, and year-round outdoor recreation, this is a property that combines the character of a classic Vermont ski home with a remarkable amount of space, privacy, and views that truly steal the show.

23 Shincracker Way, Wilmington

625 Black Mountain Rd, Brattleboro
$339,000
3 Beds ⋅ 2 Baths ⋅ 5113538 MLS
Located in the desirable Black Mountain Road area, this cozy log home includes an attached two-car garage with a workshop area, a three-season porch, and a wraparound deck. The lower level is accessible from the garage and opens into a spacious tiled mudroom. An open staircase leads to the main floor, which features three bedrooms, 1¾ baths, a living room, and a country kitchen with a dining area. The basement provides abundant unfinished space for a workshop, studio, or other creative pursuits, along with laundry, sink and a workbench. Additional outbuildings include small storage sheds. The home needs some TLC but offers worthwhile potential in a country setting, so close to town. The owners are continuing the cleanout process, and additional photos will follow. Please note that the large stones are not included.

625 Black Mountain Rd, Brattleboro

16 Encore Pl, Dover
$199,000
5113526 MLS
Discover an exceptional opportunity to build your dream home on this .38-acre level lot, ideally located directly across from the Carinthia Terrain Park at Mount Snow and its new base lodge. Enjoy the ultimate in four-season convenience with the slopes just a short walk away, putting skiing, snowboarding, and mountain adventures right at your doorstep. Located in Dover, Vermont, this property offers easy access to the area’s outstanding outdoor recreation, dining, shopping, and year-round activities. The newly re-opened Snow Mountain Market is close by for added convenience. The lot is already equipped with a drilled well with a 6-bedroom allotment on public sewer, making the building process significantly easier. Take advantage of this prime location and enjoy beautiful mountain surroundings and views while creating a home perfectly suited to your Vermont lifestyle.

16 Encore Pl, Dover

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