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43 Winter St, Brattleboro
$275,000
3 Beds ⋅ 1 Baths ⋅ 5114102 MLS
Just right! All spiffed up, shinny and ready to move right in. Sweet aging in place home on one level, level back yard, and minutes from grocery stores, hospital and Memorial Park! Just starting out? 3 bedrooms gives you room for expansion, hobbies or an aging parent. This affordable home should go most programs, has lots of light, and is a perfect beginner home. Check it out and start a new chapter; leave the rentals behind and invest in your future!

43 Winter St, Brattleboro
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
133 Valley Cemetery Rd, Athens
$139,000
2 Beds ⋅ 1 Baths ⋅ 5114039 MLS
Finally! An affordable bit of Vermont! Claim it as your own....either enjoy this older mobile home, or replace it with another or a tiny home...log cabin? Sitting near the road and utilities, it is easy to get to on a snowy ski day. The 4.6 acres runs back to Old County road and is a rolling landscape for nature walks and camping out. Choose either Mount Snow or Okemo for your day trip skiing...or hike the Pinnicle Trail only minutes away. Southern Vt has a lot to offer and this is just the starting point.

133 Valley Cemetery Rd, Athens
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
11 Ledge Rd, Dover
$69,500
5113775 MLS
Lovely wooded building site in the Dover Hills not far from the Mount Snow ski resort, nearby lakes, villages, shopping, and dining. Backs up to a 250+ acre property for great privacy to the rear, with easy access to snowmobile trails, easterly view potential, and a 4 bedroom septic design in place.

11 Ledge Rd, Dover
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
3531 Rte 5, Westminster
$429,000
5 Beds ⋅ 2 Baths ⋅ 5113589 MLS
There is an immense amount of space in this home. With one bedroom downstairs, 4 bedrooms upstairs, plus a family/bonus room, everyone has space of their own. The space carries over to the 2 story attached barn where both floors offer workshop and creative space. Even the basement is sprawling and usable. Enjoy Fiber internet and the most pure well water from the Westminster Aquifer. There is a new septic system and a large grassy backyard. Notable features include a pantry, an enclosed wrap-around front porch, a back stairwell off the fifth bedroom, three propane heaters and beautiful hardwood floors throughout. Enjoy being part of the Village community!

3531 Rte 5, Westminster
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
36 Ives Rd, Wilmington
$399,000
3 Beds ⋅ 2 Baths ⋅ 5113520 MLS
Welcome to 36 Ives Road, a classic Vermont A-frame set in a quiet wooded setting just minutes from Mount Snow and a short drive from downtown Wilmington. Inside, warm natural woodwork, soaring cathedral ceilings, skylights, and abundant natural light give the home the inviting character you want in a Vermont retreat. The open kitchen, dining, and living areas create an easy gathering space, while the wood stove adds warmth and atmosphere after a day on the mountain. A loft overlooks the main living area and provides flexible space for additional sleeping, a home office, reading nook, or second lounge. Step outside to enjoy the balcony, fire pit, and peaceful surroundings, with plenty of space to slow down and enjoy the seasons. The home is being offered fully furnished, making it easy to settle in and start enjoying it right away. The location is what really ties it all together. Mount Snow is just minutes away, while downtown Wilmington offers restaurants, shops, galleries, and the charm of a historic Vermont village. In the warmer months, enjoy swimming, boating, and kayaking at Harriman Reservoir, along with miles of hiking and biking throughout the Deerfield Valley. Whether you're looking for a ski getaway, a four-season escape, or a Vermont home base to enjoy year-round, 36 Ives Road offers a relaxed setting in the heart of one of Southern Vermont’s most popular recreation areas.

36 Ives Rd, Wilmington
154 Depot St, Jamaica
$489,000
6 Beds ⋅ 4 Baths ⋅ 5113514 MLS
Village living with room for possibilities! Just steps from Jamaica State Park and downtown Jamaica, this versatile home offers a wonderful opportunity to enjoy Vermont living with the added benefit of separate living spaces and potential rental income. Abutting the river, the property is currently configured as three spacious two-bedroom apartments—two with one bath and a third with two baths. Make one apartment your full-time residence or Vermont getaway while renting the others, or explore options for bringing extended family together while maintaining privacy and independence. Two apartments are currently vacant and ready for immediate occupancy. The third is home to long-term tenants who hope to stay, offering potential ongoing income. Recent improvements include a new furnace, new well pump, freshly painted exterior, and replacement windows where needed. The hot water heaters are approximately five years old. One apartment features a new refrigerator and stove, while another includes a three-year-old washer and dryer along with a new dishwasher. Enjoy a location that puts outdoor adventure and village charm right outside your door. Walk to Jamaica State Park for hiking, biking, swimming, and exploring, or stroll downtown to enjoy this welcoming Vermont community. Stratton Mountain and other Southern Vermont attractions are within easy reach, making this an appealing home base in every season. Whether you envision a primary home with supplemental income, a vacation retreat with space for guests, or a future reconfiguration to suit your needs, this property offers exceptional flexibility. Any conversion or changes in use would be subject to applicable approvals. A special opportunity to make yourself at home in the heart of Jamaica!

154 Depot St, Jamaica
154 Depot St, Jamaica
$489,000
5113501 MLS
An exceptional investment opportunity in the heart of Jamaica! Just steps from Jamaica State Park and the charm of downtown Jamaica, this three-unit multifamily property offers an ideal combination of location, flexibility, and income potential. Whether you’re looking to live in one unit while generating income from the others, create a Vermont getaway with rental income, or add a versatile property to your investment portfolio, the possibilities are plentiful. The property abuts the river and features three spacious two-bedroom units: two with one bath and a third with two baths. Two units are currently vacant and ready for immediate occupancy, while the third is occupied by long term tenants—offering the potential for income from day one. Consider long-term rentals, seasonal leases, or short-term rentals such as Airbnb, subject to applicable local and state requirements. Recent improvements make this an especially attractive opportunity. Updates include a new furnace, new well pump, freshly painted exterior, and replacement windows where needed. The hot water heaters are approximately five years old. One apartment features a new refrigerator and stove, while another offers a three-year-old washer and dryer along with a new dishwasher. And then there’s the location! Walk to Jamaica State Park for hiking, biking, swimming, and outdoor recreation, or stroll into the village to enjoy everything this quintessential Vermont community has to offer. With Stratton Mountain and other Southern Vermont attractions within easy reach, the property is well positioned to appeal to year-round, seasonal, and vacation renters alike. Three units, multiple income possibilities, recent improvements, and an outstanding village location make this a rare opportunity to invest in one of Southern Vermont’s most desirable four-season communities.

154 Depot St, Jamaica
230 Valley View Rd, Dover
$465,900
4 Beds ⋅ 2 Baths ⋅ 5113479 MLS
What if your Vermont getaway was minutes from skiing, golf, hiking trails, a lake to take your boat out on and Dover’s best restaurants, yet tucked away in your own private setting? This tastefully updated ranch style, TWO UNIT home is located just 4.7 miles from Mount Snow and only 3 miles to Mount Snow Golf Club!! With three bedrooms on the main level, open concept living & kitchen, main floor laundry and a mudroom in addition to a finished lower level with its own kitchen, full bathroom, laundry and separate private entrance, this home could have income potential or be utilized as a single use property! The spacious yard sits on 1.2 acres with an expansive deck around two sides of the home and a stone patio, offering plenty of room and flexibility for year-round living or a vacation home! Stunning perennials wrap the property which bloom all summer long. The lower level has 188 square feet of interior storage; in the detached shed there is plenty of room for your outdoor equipment, ATV or lawn mower or utilize the space under the deck for kayaks and winter tires! Owners have put on a new roof in 2014, a new well pump in 2025 and maintained the property very well. Whether you're looking for a year-round home, a weekend escape or an investment opportunity, this property offers the flexibility to make it your own. Come experience the privacy, convenience, and four-season lifestyle that make this Southern Vermont location so special!

230 Valley View Rd, Dover
3 Lightning Ledge Way, Wilmington
$289,900
5 Beds ⋅ 3 Baths ⋅ 5113467 MLS
CASH OR REHAB LOAN ONLY – PROPERTY NEEDS WORK! Ski lodge within walking distance to the Chimney Hill Clubhouse, offering 5 bedrooms, 2½ baths, and plenty of space to create your ideal Vermont getaway. Three levels include a family room with wood stove, laundry, mudroom, kitchen with island, dining area with cathedral ceiling, sunken living room with fireplace, and sliders to a multi-level deck. Natural light and woodwork add to the mountain-lodge character. Enjoy Chimney Hill’s extensive four-season amenities, including indoor/outdoor swimming, tennis, pickleball, hot tub, fitness room, skating, hiking, biking, snowmobiling, playground, clubhouse, and more. Conveniently located minutes from skiing, dining, shopping, breweries, festivals, and the Green Mountain National Forest. Property is being sold AS-IS and requires renovation. Cash sale or rehab financing required. Bring your vision and make this mountain retreat your own! This property is eligible under the First Look Initiative which expires after 30 full days on market. No investor offers until first look period expires. No offers regardless of buyer type will be negotiated within the first 7 days of listing.

3 Lightning Ledge Way, Wilmington
16c Trailside Village Way Unit L21, Dover
$454,000
2 Beds ⋅ 2 Baths ⋅ 5113339 MLS
Amazing trailside, end unit opportunity at Mount Snow. This is a beautiful and bright 2 bedroom, 2 bath unit, located adjacent to the ski-on/ski-off trail for absolutely the easiest access you can enjoy. Each unit has a ground floor ski locker to stow your gear, and then you are in and out for easy access after a day of skiing. Enjoy the spacious living space with stone floor to ceiling wood burning fireplace, entry mudroom area with cubbies, kitchen with granite counters, stainless appliances, and breakfast bar, spacious dining area which leads out to the covered deck, and extra windows thanks to the end unit location for amazing sunny exposure. The open concept living room has ample space for relaxing with guests and then retire to a main floor primary suite with mountain views, full newly updated bath, and walk in closet, and a guest room with second full updated bathroom. Less obvious features include a newly updated heat and hot water system, in unit washer and dryer, great closet space for owner storage, and tremendous rentability. The ski trail runs through the development for ski-in/ski-out access. The newly updated amenities building has indoor and outdoor pools, a full gym, separate owner and renter hot tub areas, locker rooms, basketball court, wood and trash, and an on site management company allowing for downtime, not upkeep.

16c Trailside Village Way Unit L21, Dover
1722 Under The Mountain Rd, Londonderry
$650,000
3 Beds ⋅ 2 Baths ⋅ 5113338 MLS
Welcome to 1722 Under the Mountain Road, a private 3.02-acre retreat in a tranquil setting surrounded by horse farms, with views of Stratton Mountain. This 2-bedroom rustic cabin is nestled in a former Morgan horse farm. Full of character, the main home features wood frame, wide plank floors throughout, with an open concept layout. The floorplan includes a full kitchen, a dining room, and a living room with a wall of windows facing the private wooded landscape. A glass-walled bedroom brings a sense of openness and creativity into the space, and a versatile loft offers space for an office, a reading nook, or extra sleeping. There are additional sleeping spaces throughout the home. The full bath completes the main home. Outside, a wraparound porch invites you to relax and take in the scenery, while a hot tub and 2 outdoor fire pits make this property a true four-season escape. A separate 1-bedroom, 1-bath accessory dwelling unit provides space for guests, extended stays, or potential rental income. A 3-bay carport offers covered parking and storage. All of this is just a short drive to Magic Mountain, with Stratton, Bromley, and the shops and restaurants of Londonderry nearby. Whether you're looking for a full-time residence, a ski getaway, or a peaceful country retreat, this property is ready for you to make your own.

1722 Under The Mountain Rd, Londonderry
5 First Ln Unit 4, Wilmington
$539,000
3 Beds ⋅ 2 Baths ⋅ 5113279 MLS
Turnkey and ready for ski season, this fully renovated Vermont retreat offers just under 1,600 square feet with two bedrooms, two baths, and an expansive loft providing flexible additional living and sleeping space. Set along the first hole of Haystack Golf Course, the property enjoys a convenient location within walking distance of the clubhouse, just a few miles from The Hermitage Club and downtown Wilmington, and approximately five miles from Mount Snow. Completely reimagined by HAVN Design + Development, the residence reflects a thoughtful Scandinavian-inspired approach centered on natural materials, clean lines, warm whites, and understated finishes. The redesigned kitchen anchors the home with custom white oak shaker cabinetry, Taj Mahal stone countertops, Bedrosians Cloe White tile, white oak floating shelves, a custom range hood with natural wood detailing, and Bosch appliances. Solid white oak flooring extends through the main living and dining areas, complemented by updated doors and trim, new hardware, carefully selected lighting, and natural wood accents throughout. The living area centers around a wood-burning fireplace, creating a warm and inviting place to gather after a day on the mountain. Both bathrooms have been completely renovated with Montauk Black natural slate flooring, floating vanities, new tile, fixtures, and lighting. The primary bath offers a spa-like retreat with a generous walk-in shower and freestanding soaking tub. Upstairs, the oversized loft adds exceptional versatility beyond the two bedrooms, with ample room for additional sleeping accommodations, a home office, media area, or lounge. New carpeting in the bedrooms and loft adds warmth and comfort, while the combination of white oak, natural stone, matte black accents, and muted organic tones gives the home a cohesive, refined feel.

5 First Ln Unit 4, Wilmington
180 Parsons Rd, Wilmington
$375,000
3 Beds ⋅ 1 Baths ⋅ 5113271 MLS
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 ¾ 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. Caring for the home will be easier thanks to the home’s vinyl siding, newer windows, standing seam metal roof and vinyl plank flooring throughout the interior. The ideal location offers the best of both worlds: a tranquil rural retreat set on a quiet road, but only minutes to downtown Wilmington, 20-minutes to the Mt. Snow resort and close to year-round recreation on Lakes Harriman, Raponda, Sadawga, snowmobile and hiking trails and much more. All furnishings available for an additional fee. Showings start on October 11. Open House Sunday, October 11 11am-1pm, Monday October 12 10am-12pm

180 Parsons Rd, Wilmington
83c Greensprings Rd, Dover
$691,000
3 Beds ⋅ 4 Baths ⋅ 5113251 MLS
Set at the top of the desirable Greensprings community, this spacious three-bedroom condominium offers a private Vermont retreat with views toward the Mount Snow trails and the added benefit of backing up to the quiet privacy of the surrounding Vermont forest. The main living level features a dramatic vaulted living room with warm wood accents, a fireplace, and generous gathering spaces designed for relaxed mountain living. A private sauna and practical mudroom add to the comfort and convenience after a day on the mountain. The finished lower level expands the living space considerably, offering additional room for family and guests along with a bonus bunk room that makes the home especially well suited for weekends and extended stays. Greensprings residents also enjoy convenient shuttle service to the Mount Snow slopes, along with access to an indoor pool, hot tub, fitness center, and outdoor tennis courts. With its elevated setting, mountain views, forest privacy, and flexible living space, this is an inviting four-season home in the heart of the Deerfield Valley

83c Greensprings Rd, Dover

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