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50 Oak Grove Ave, Brattleboro
$340,000
5091977 MLS
Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities. The property offers a great yard set back from the road, providing both privacy and usable outdoor space. A large barn accommodates up to two vehicles and offers excellent additional storage potential. The home features low-maintenance vinyl siding, plenty of off-street parking, and strong investment potential for both owner-occupants and investors alike. Each unit has its own private entrance and separate electric service, adding convenience for tenants and ease of management for owners.

50 Oak Grove Ave, Brattleboro

7 Shady Ln, Dover
$339,000
3 Beds ⋅ 2 Baths ⋅ 5115150 MLS
Tucked away in a peaceful wooded setting, this home offers a wonderful combination of rustic character, comfortable living spaces, and natural surroundings. The main living area features cathedral ceilings, exposed wood beams, hardwood floors, and a beautiful brick fireplace. Large windows and sliding glass doors bring in natural light and provide access to the outdoor deck. A dining area with an additional sitting area with a brick hearth and wood stove. The home's multiple living areas provide flexibility for entertaining, relaxing, or accommodating guests. Outside, the wooded property offers a sense of privacy and plenty of opportunities to enjoy Vermont's changing seasons. Whether you're looking for a year-round residence or a Vermont getaway, this property offers classic mountain-home character and the opportunity to make it your own. Conveniently located in Dover, with access to the recreational opportunities and amenities of the Deerfield Valley.

7 Shady Ln, Dover

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

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

6795 Vt Route 100, Londonderry
$339,000
4 Beds ⋅ 3 Baths ⋅ 5077737 MLS
Motivated sellers! Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. The building's furnace keeps the winters warm and the summers with central air conditioning ensure year-round comfort. This property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you’re a handy person, the barn is a perfect opportunity for a workshop. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don’t miss your chance to own a slice of Vermont. Schedule a showing today and explore the possibilities! There are 4 pictures that are virtual renovations of rooms in the house.

6795 Vt Route 100, Londonderry

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

00 Dover Rd, Newfane
$335,000
5103480 MLS
Discover an amazing opportunity to own approximately 79 acres of wooded land in Southern Vermont, offering privacy, natural beauty, and endless possibilities just minutes from a charming Vermont village. Located near Mount Snow and Brattleboro, this expansive parcel is ideal for those seeking a private retreat, recreational property, or the perfect setting to build a Vermont getaway. The land rises gradually from the road to one of the area's local high points, where selective clearing may reveal beautiful views of the surrounding hills and countryside. Recently established logging roads meander through the property, making it easy to explore the diverse terrain, enjoy peaceful walks, or access the upper elevations. The wooded hillside hosts an abundance of wildlife while the property captures the character and beauty that make Southern Vermont such a beautiful destination. Whether you're looking for a secluded homesite, a weekend escape, or a place to enjoy Vermont's four-season outdoor lifestyle, this property offers exceptional space and privacy. Conveniently located approximately 20 minutes from Mount Snow, Brattleboro, and year-round recreation, the property combines a peaceful country setting with easy access to skiing, hiking, dining, local farms, and vibrant village communities. Come see this lot today.

00 Dover Rd, Newfane

1033 Burrington Hill Rd, Whitingham
$335,000
5 Beds ⋅ 3 Baths ⋅ 5075630 MLS
Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat, ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property’s timeless rural appeal.

1033 Burrington Hill Rd, Whitingham

8c Deer Crk, Dover
$330,000
2 Beds ⋅ 2 Baths ⋅ 5111990 MLS
The new high speed lift at the Sundance base area of Mt Snow is directly across the street from this quiet and well maintained condo development, Deer Creek. This lovely 2 bedroom unit sits on the second floor, which means that you have the benefit of being up off the ground floor, but only with a half flight of stairs up from the parking. Though having less amenities than some other developments, this affords Deer Creek owners much lower monthly HOA fees, and a carefree ease of use and mountain access. This particular unit has been well maintained and recently updated with an open concept floor plan, great natural light thanks to south facing rear windows, a wood burning fireplace, kitchen with breakfast bar open to the dining and living area, covered deck for enjoying the cool summer nights, a large bedroom and jack and jill bath off the living area, a rear primary suite with nice light, an entry mudroom and gear area as well as outdoor ski locker, large owner closets, and a stackable washer-dryer in the unit. Beautifully furnished, and decorated, and ready for turn key enjoyment.

8c Deer Crk, Dover

61 E Country Club Rd, Dover
$329,000
3 Beds ⋅ 3 Baths ⋅ 5107644 MLS
Charming 3-Bedroom Condo Just Minutes from Mount Snow! Open House Monday Sept. 7, 10 - 12!! Welcome to your perfect Vermont getaway! This beautifully maintained 3-bedroom, 2.5-bath condo is ideally located in Southern Vermont, just minutes from the renowned Mount Snow Ski Resort and the Mount SnowGolf Course. Whether you're an outdoor enthusiast or seeking a peaceful retreat, this property offers the best of all seasons. Step inside to find an open concept living area with cozy fireplace, perfect for après-ski relaxation or hosting family and friends. The kitchen features modern appliances, ample cabinet space, and flows seamlessly into the dining area. A convenient half bath is located on the main level for added ease. Upstairs, the second floor boasts of two bedrooms and a full bathroom. Step up to the third floor for an additional bedroom for guests, or extra living space! This room is a large area to make it what you want! There is also a full bathroom on this floor for added convenience. Enjoy the wooded surroundings from your front or back deck, and take advantage of nearby hiking trails, and charming local towns. Recently the owners have replaced all the windows. With low-maintenance living and easy access to year-round recreation, this condo is the ideal base for your Vermont lifestyle. Don’t miss this opportunity town a slice of Green Mountain paradise!

61 E Country Club Rd, Dover

52 North Rd, Wilmington
$325,000
4 Beds ⋅ 2 Baths ⋅ 5111868 MLS
Located on a corner lot in the lower section of Chimney Hill, this 4-bedroom, 2-bath home offers 1,856 square feet of living space and a great opportunity for buyers looking to refresh, personalize, and add value. Set on 0.69 acres, the property provides a comfortable amount of outdoor space without the burden of extensive maintenance. The two-story layout is well-suited for full-time living or use as a second home. The first floor features wood floors throughout the main living areas, a spacious living room with a wood-burning fireplace, an additional lounge, first-floor bedroom and bath. The large eat in kitchen is a stand out with high ceilings, granite countertops, a farmhouse sink, double oven, and a Wolf range hood. The second floor includes a generous primary bedroom with French doors opening to a private balcony, a full bathroom, and two additional bedrooms, including a spacious bunk room with built-ins. Conveniently located less than 2 miles from historic downtown Wilmington, Vermont shops, dining, and entertainment, 5 miles from the exclusive Hermitage Club at Haystack Mountain and 7 miles from Mount Snow. The clubhouse features indoor and outdoor pools, a hot tub, fitness area, game room, arcade, movie theater, and recreational space for owners. Outdoor amenities include lighted tennis and basketball courts, an outdoor skating rink with warming hut, a stocked fishing pond, hiking trails, playgrounds, picnic areas, and direct access to the VAST snowmobile trail system. The property is offered as is. Water is turned off. Appointment required.

52 North Rd, Wilmington

12 Autumn Gem Dr, Dummerston
$325,000
3 Beds ⋅ 2 Baths ⋅ 5086998 MLS
This affordable Dummerston home is tucked away on 11 private acres. Built with personal privacy in mind, the primary bedroom is on one end and the other 2 bedrooms and bath are at the other, eliminating hallways and adding to the living area. Warm yourself and save on fuel with the large pellet stove in the living room. Abundant light with the picture window in the front and skylight over the work area in the kitchen. Huge eat in kitchen with tons of cabinets and good baking space. School is right around the corner, minutes to the Coop! Seller must find a place to move and is actively searching. Schedule showing the house is 10 am till 130 pm Monday-Thursday. Saturday morning 9 to 1. No Sundays. 24 hours notice!

12 Autumn Gem Dr, Dummerston

442 Mcmillan Rd, Whitingham
$324,000
4 Beds ⋅ 2 Baths ⋅ 5052510 MLS
New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed.. The well is drilled and needs to be hooked up. Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels. Planned for a stone fireplace. Prepped for decks on the east and west sides of the House. Septic plan is designed by a Vermont Licensed Engineer to be built, area is cleared for the system. There is Timber on the property estimated at 15,000 board feet of volume. Close to Wilmington and Dover, Lake Whitingham, Burrington Brook. Deerfield River, North River, Burrington Brook, Haystack Club Golf and Ski and Mount Snow Resort.

442 Mcmillan Rd, Whitingham

12 Par Dr Unit 12, Wilmington
$319,000
3 Beds ⋅ 4 Baths ⋅ 5100908 MLS
Enjoy year-round Vermont living in this classic Spyglass townhome that is located right on the 10th fairway of the Haystack Golf course.  Offering 3 bedrooms plus a sleeping loft and 3.5 baths. Designed for comfort and convenience, the main level features a mudroom, an open-concept living and dining area with vaulted ceilings, a fully equipped kitchen, and a cozy wood-burning fieldstone fireplace. Step outside onto the deck to relax and enjoy the peaceful mountain setting. The upper level offers a versatile loft with its own private bath, ideal for additional sleeping space, a home office, or a guest suite. The lower level includes 3 comfortable bedrooms and two full baths. The Spyglass Association provides exceptional maintenance-free living, with dues covering landscaping, snow plowing, walkway shoveling, firewood delivered right to your door, and trash removal. Conveniently located just minutes from The Hermitage Club, Mount Snow Resort, Lake Whitingham, and the charming village of Wilmington, this property is an ideal four-season getaway, full-time residence, or investment opportunity. Walk to Hastack Golf Course clubhouse and the Stack restaurant.

12 Par Dr Unit 12, Wilmington

57 Timber Ln, Wardsboro
$319,000
3 Beds ⋅ 2 Baths ⋅ 5095543 MLS
OPEN HOUSE - Sunday, Sept 6, 10:00 am - 12:00 pm - Conveniently located between Mount Snow and Stratton Resort you'll find this three-bedroom, two-bathroom home surrounded by lush perennial gardens that thrive in the sun of the one-acre lot's southern exposure within the desirable Snow Mountain Farms community of Wardsboro, Vermont. The main level features an inviting open-concept layout that seamlessly connects the galley kitchen with eat-in countertops, dining area, and living room with a bathroom off the living area. A fireplace serves as the focal point of the gathering space, creating a warm and welcoming atmosphere. Oversized sliding glass doors fill the home with natural light and lead to a spacious deck overlooking the yard, while an additional front deck provides another outdoor space to relax and entertain.The lower-level entrance opens into a the coveted Vermont mudroom, providing the perfect drop zone for ski gear, hiking boots, and outdoor equipment in every season. This level is also home to all three bedrooms and a full bathroom. Outside, the carefully maintained yard is mostly flat with plenty of open space dotted with perennial gardens, shrubs, and mature trees, providing privacy and room to enjoy Vermont's beautiful summer days. A detached bonus building with electricity could be used for storage, a home office, art studio, workshop, or hobby space. As a member of Snow Mountain Farms, you'll enjoy access to community amenities including an indoor swimming pool, tennis court, and pickleball courts. Whether you're seeking a primary residence, vacation getaway, or investment property, this home offers the perfect combination of comfort, convenience, and Vermont mountain living.

57 Timber Ln, Wardsboro

10 Tenth Ln Unit 31, Wilmington
$315,000
3 Beds ⋅ 4 Baths ⋅ 5108416 MLS
Lovely 3 bedroom, 3.5 bath townhouse just off the Haystack Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. The deck overlooks the green mountains and is just off the 10th fairway. This unit features a vaulted open concept living room with stone hearth and efficient wood stove, spacious dining area leading out to the rear deck for entertaining, galley style kitchen with updated appliances, large entry mudroom, and half bath. The upper level has a large open loft space and full bathroom. The finished lower level has two full suites, allowing for ample private space for any guests. There is also a covered front porch with wood storage, and amenities including snow removal, landscaping, building maintenance, and trash. There is an ongoing project to replace windows and siding that will ultimately improve the overall exterior aesthetic and is included in the new monthly fees. Easy access to and from the adjacent golf course, which is great for trail access for hiking and cross country skiing year round, as well as the nearby Hermitage Club and Mount Snow ski resorts, and nearby village of Wilmington.

10 Tenth Ln Unit 31, Wilmington

672 Huckle Hill Rd, Vernon
$310,000
2 Beds ⋅ 1 Baths ⋅ 5109882 MLS
This sweet, well-built home is full of character and curb appeal and has been lovingly maintained and thoughtfully updated over the years, blending classic Vermont charm with modern-day convenience. A standing-seam metal roof and updated electrical panel are among the improvements that offer added peace of mind. Outside is a fabulous two-story deck with low-maintenance Trex decking provides plenty of space to relax or entertain, with a poured concrete pad and hookups ready for a hot tub. An RV pad with electrical access and an attached barn is ideal for a workshop, hobbies, or additional storage add even more versatility. Inside, you’ll appreciate the ease of single-level living. The once third bedroom has been converted to a convenient first floor laundry room. The updated kitchen features a spacious center island, perfect for cooking, entertaining, and gathering. Upstairs, the second floor is currently unheated and has not been recently used but offers exciting potential for future expansion or additional living space. The lovely, sun-filled yard offers plenty of room for gardening, outdoor dining, play, or simply enjoying the Vermont seasons. Conveniently located near the town recreation center, you’ll have easy access to a pool, tennis and basketball court, driving range, ball field, disc golf, and more. Nearby trails offer additional opportunities to enjoy the outdoors, while the home's location between Brattleboro, VT, and Greenfield, MA, makes it a convenient choice for commuters in either direction.

672 Huckle Hill Rd, Vernon

639 Wilmington Cross Rd, Whitingham
$309,000
3 Beds ⋅ 1 Baths ⋅ 5106844 MLS
Enjoy the relaxed pace of Vermont country living in this bright and inviting 3-bedroom, 1-bath home set on 2+/- mostly wooded, level acres just off Route 100. With plenty of room to relax, garden, play, and enjoy the outdoors, this property offers a wonderful setting for a year-round home, vacation getaway, or Vermont retreat. A covered front porch welcomes you home, while the private deck and hot tub off the spacious primary bedroom provide a great place to unwind and enjoy the peaceful surroundings. Inside, the open kitchen, living, and dining area creates a comfortable gathering space, complemented by two additional bedrooms and a full basement with abundant storage. Recent improvements include fresh interior paint and basement waterproofing and insulation by Northern Basement Systems. Outdoor recreation is right at your doorstep, with nearby VAST snowmobile trails and Lake Whitingham/Harriman Reservoir just minutes away for boating and fishing. Mount Snow is approximately 20 minutes away for skiing, snowboarding, hiking, mountain biking, and golf. Downtown Wilmington, with its shops, restaurants, and local amenities, is about 10 minutes away, and MASS MoCA is approximately 30 minutes away. The oversized detached 2-car garage provides plenty of space for vehicles, recreational equipment, and all your Vermont toys, with a full upper level offering additional storage or potential for future use. Conveniently located for an easy getaway from Massachusetts, Connecticut, New York, and southern Vermont, this property offers the space, location, and flexibility to enjoy all that the Deerfield Valley has to offer. Come take a look, you may find this is the Vermont getaway you've been waiting for!

639 Wilmington Cross Rd, Whitingham

243 Newton Rd, Vernon
$299,900
3 Beds ⋅ 2 Baths ⋅ 5095016 MLS
Welcome home to this inviting one-level home in a peaceful and desirable area of Vernon! Completed in 2021, this home offers 3 bedrooms and 2 bathrooms, including a private en-suite bath off the primary bedroom located at one end of the home with the other 2 bedrooms located at the other, this home is thoughtfully laid out for comfortable, easy living. The kitchen is a wonderful gathering space, featuring a large island that’s perfect for morning coffee, homework, family meals, or gatherings for the holiday seasons upon us! With everything conveniently located on one level, the home offers an easy and comfortable layout that can grow with you and suit a variety of lifestyles. Outside, you’ll find a spacious, level yard that truly feels like an extension of the home. Enjoy summer days in the private above-ground pool, relax or entertain on the newly completed patio, or gather around a future fire pit in the evening under the stars. There’s plenty of room for children to play, with a dedicated play area complete with a sandbox and play structure, and a completed area for a garden used in previous years out front. There is ample outdoor space and opportunity here, and a yard this level and spacious is hard to come by! Located on a quiet road in a desirable Vernon neighborhood, you’ll enjoy a peaceful setting while being just minutes from the Vernon School (offering school choice!), Brattleboro, Bernardston and the conveniences of the surrounding area. Whether you’re looking for your first home, a place to raise a family, or a comfortable home that makes one-level living easy, this property offers a wonderful combination of comfort, outdoor space, and location. Come see why this could be the place you’ve been waiting to call home!

243 Newton Rd, Vernon

1329 Newfane Rd, Wardsboro
$299,900
3 Beds ⋅ 1 Baths ⋅ 5087976 MLS
Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retreat, privately set on a secluded 1-acre lot surrounded by woods and nature. Tucked away in a peaceful setting, this inviting home offers warmth, character, and the simple beauty of country living. The first floor features an open floor plan with hardwood floors and natural woodwork throughout, a cozy livingroom with a beautiful fireplace, a small den leading to a bedroom with a knotty pine ceiling, plus a spacious rebuilt (2018) 400 sqft. Primary bedroom with wide pine floors, laundry, ample closet/storage space, and a wood stove perfect for snowy Vermont evenings.  Upstairs, you’ll find a third bedroom and an additional bonus room for guests, office space, or hobbies.  Step outside onto the large deck, built in 2022, and take in the summer breezes and colorful fall foliage while surrounded by the peaceful beauty of rural Vermont.  A loose-laid stone wall elegantly frames the garden and established plantings, evoking the timeless appeal of a classic country setting. Property improvements include an upgraded 3-bedroom septic system (2017), a metal roof (approx. 2013), a new well pump (2020), A new Sure Pack driveway (2018), 200-amp electrical service, two outbuildings, vinyl replacement windows, and a generator hookup. Conveniently located near some of southern Vermont’s best skiing and outdoor recreation, it’s approximately 25 minutes to Mount Snow and 45 minutes to Stratton and Bromley Mountains. Whether you’re searching for a cozy year-round home, a rustic Vermont getaway, or a peaceful escape from city life, this charming country cottage is the perfect place to slow down and reconnect with nature.

1329 Newfane Rd, Wardsboro

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

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