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90 Big Bend Loop, Wilmington
$599,000
4 Beds ⋅ 3 Baths ⋅ 5113132 MLS
Stunning updated and expanded chalet just a short drive out of the village of Wilmington. This home sits privately on a wooded double lot, nestled in the Chimney Hill community with easy access to the amenities building, as well as nearby access to Mount Snow and Lake Whitingham. The home was extensively renovated and expanded and now has tremendous unique one of a kind space featuring a gorgeous vaulted living room with exposed natural woodwork, great natural light from the large windows, a wood burning fireplace and brick hearth, upscale wood flooring throughout, a beautiful kitchen with quartz counters, stainless appliances, breakfast bar, farm sink, and tile backsplash, large dining area, wet bar and entertaining area, main floor bedroom and full bath, and large mudroom for all your gear. The bedroom level features three spacious bedrooms with two more upscale baths, including tiled showers and a gorgeous pedestal tub, as well as access to the outside. Additionally there is an overflow sleeping loft, huge upper and lower decks for outdoor enjoyment and BBQs, and ample lawn space for enjoyment no matter the season. Featuring the tremendous Chimney Hill amenities including indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

90 Big Bend Loop, Wilmington
679 Burrington Hill Rd, Whitingham
$599,000
3 Beds ⋅ 3 Baths ⋅ 5113061 MLS
OLD BARN. NEW LUXURY. YOUR PRIVATE SOUTHERN VERMONT ESCAPE. There’s something special about a home that feels completely different from anything else—and this beautifully transformed barn conversion is exactly that. Originally an old barn, this stunning 3-bedroom, 2.5-bath home has been thoughtfully reimagined with sophisticated modern finishes, an inviting open-concept layout, and all the comforts of contemporary living both inside and out, while still preserving the character and soul of its original structure. Set on nearly 12 private acres, this is more than a home—it’s a lifestyle. Spend summer afternoons enjoying your own private pond, enjoy peaceful mornings surrounded by nature, gather with friends and family in the spacious open living areas, or simply get away from the pace of everyday life and enjoy the privacy and tranquility that Southern Vermont has to offer. An amazing opportunity to own a truly distinctive Vermont retreat.

679 Burrington Hill Rd, Whitingham
529 Coldbrook Rd, Wilmington
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 5112992 MLS
Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Whether you're heading to the slopes, enjoying a round at Haystack Golf, exploring nearby snowmobile trails, or spending the day at Lake Whitingham, this location places you in the heart of everything the Deerfield Valley has to offer. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. The spacious kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a generous center island that flows seamlessly into the dining and living areas, making entertaining effortless. The home offers three comfortable bedrooms plus a bonus room for additional guests or flexible living space, along with three beautifully updated bathrooms. The primary suite provides a peaceful retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and quality finishes throughout. The finished lower level expands the living space with a large recreation room, perfect for movie nights, game days, or relaxing with family and friends. A two car garage offers ample room for vehicles and all of your Vermont gear. Outside, the expansive deck invites you to unwind in the private hot tub, dine outdoors, or simply enjoy the peaceful woodland setting. Whether you're looking for a full-time residence, a weekend getaway, or a four-season vacation home, 529 Coldbrook Road delivers exceptional craftsmanship, inviting living spaces, and one of the area's most desirable locations just moments from The Hermitage Club and a short drive to Mount Snow, downtown Wilmington.

529 Coldbrook Rd, Wilmington
4054 Guilford Center Rd, Guilford
$375,000
3 Beds ⋅ 2 Baths ⋅ 5112926 MLS
Bright, sunny solid 2-story house, tons of light, with 3 bedrooms, 1 1/2 bathrooms, on 0.4 acres, in a picturesque Guilford location. Quiet, sunny yard, with fruit and shade trees. Your neighbors are the historical society, meeting house, library, an historic brick schoolhouse, and a playscape park around the corner. All new wiring and plumbing. Basement has a concrete slab, has been structurally-reinforced, drainage is in place. The kitchen was taken out, and is now ready for your choices (the room is down to the studs). List price is adjusted for no kitchen. Pellet boiler, baseboard hot water heat. Lots of storage space. Large attached barn offers interesting possibilities. This is a classic house with lots of curb appeal. Property is being sold As Is. A local lender has offered financing through a rehab loan. Come check it out! Open House, Saturday, October 10, 11am-1pm.

4054 Guilford Center Rd, Guilford
8 Winhall Station Rd, Londonderry
$395,000
3 Beds ⋅ 2 Baths ⋅ 5112923 MLS
Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area for skiing, hiking, camping, or simply enjoying the beauty and relaxed pace of Southern Vermont, 8 Winhall Station Road provides an excellent home base for every season. With multiple resorts and outdoor destinations nearby, this property offers a wonderful opportunity to enjoy the Vermont lifestyle year-round.

8 Winhall Station Rd, Londonderry
220 Hale Rd, Guilford
$550,000
4 Beds ⋅ 3 Baths ⋅ 5112916 MLS
Welcome to one of Guilford’s oldest houses. Built in 1796, this is a classic south-facing center chimney Cape, situated on 16.8 acres of mowed fields and wooded hillside terrain. This is one of those houses that the owners have taken good care of with many upgrades with an emphasis on preserving original features. The house has 4 Bedrooms, 2 ½ updated baths, kitchen with breakfast nook, dining room, front parlor and family room. The chimney in the main room has a large Rumford Fireplace with an original Bee Hive oven. There is also a mud room with storage and a covered welcoming stone porch. The properties’ several stone walls provide opportunities for flowers and gardening. HVAC consists of a steam based boiler radiator system, two Mitsubishi Heat AC Pumps and two Jotul wood stoves. There is also a large barn used to care for current and previous owners’ horses. Another building serves as a two-bay garage. Both buildings have ample storage. Hale Rd and Hinesburg Rd run through the property with land on both sides (almost 1,200 ft of road frontage). A brook provides part of the southern border. The owners have been here for over 40 years. Properties like this are a rare find.

220 Hale Rd, Guilford
14 High Top Rd Unit B124, Wilmington
$499,900
3 Beds ⋅ 3 Baths ⋅ 5112846 MLS
Enjoy Vermont living in every season! This spacious 3-bedroom, 3-bath home sits on an oversized lot close to the Hermitage Club and Mount Snow, offering plenty of room to gather, relax, and unwind. Outstanding community amenities include indoor and outdoor pools, a hot tub, tennis, pickleball, and basketball courts, plus a clubhouse with an arcade and lounge. With hiking, biking, boating, golf, and skiing at your fingertips, adventure is always within easy reach. Whether you’re seeking a mountain getaway or a year-round home, this property offers space, recreation, and a convenient location to enjoy it all. The seller is open to selling the neighboring lot to the purchaser of the home. The offer is at a very fair price, and the seller is open to negotiations.

14 High Top Rd Unit B124, Wilmington
60 E Brook Xing Unit C-201, Wilmington
$359,000
3 Beds ⋅ 2 Baths ⋅ 5112782 MLS
This gem is tucked away in the quiet Section C part of the super popular Chimney Hill, HOA this modified ranch style home, featuring 3 bedrooms, half and full baths, a gas fired stove in the open concept living/dining area, and a pellet stove in the Bonus Room. Careful attention to detail, landscaped gardens, Firepit, fenced in area in the back, garage/Bonus Room addition, covered porch, custom woodwork inside and out. For those who like a more rustic 'Vermonty" vibe, this is it! Stop dreaming and start living the dream! Enjoy all the amenities offered by Chimney Hill ON THE 1,200 Acre Campus with an exclusive member only Clubhouse located 2,000' up on the Hill with indoor and outdoor heated pools for year-round swimming, arcade room, après ski lounge, fully-equipped kitchen for members use, fitness room, community style hot tub, community room, playgrounds, 3 areas with tennis courts, extensive trail system, lookout, fishing pond stocked with annual kids fishing derby, seasonal pickleball and ice skating, basketball court, birchwood recreation area, and so much more! See why Southern Vermont and the Deerfield Valley are so popular, offering World Class Skiing and Shredding at Vail's Mt. Snow, and the privately owned Hermitage Club at Haystack Mt., festivals, flea markets, antiques, uniques shopping and fine dining experiences, music, mountains, boating, golf, S VT Pickleball Club, mountain biking, and so much more!

60 E Brook Xing Unit C-201, Wilmington
92 Oakmont Ln, Stratton
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 5112718 MLS
A rare opportunity to create a true Vermont family compound, this 12.5-acre property offers not only a beautifully finished home, but also two additional building lots ready for the next chapter with underground power already in place and septic permits secured, the additional homesites offer the flexibility to build separate homes for family, all while taking advantage of the property’s beautiful mountain views. Built in 2023, the current residence features two bedrooms and two baths with a clean, modern mountain style and an easy open layout. Large windows frame the surrounding landscape and bring the changing seasons indoors, while warm wood floors, a stone gas fireplace, spacious kitchen, and comfortable living areas create a home that feels both refined and relaxed. Outdoor living is equally inviting, with a deck overlooking the grounds and long-range mountain scenery. There is a four bedroom septic permit on the home if you want to add on. For those needing exceptional garage and storage space, this property stands apart. The home includes an attached four-car garage, complemented by a brand-new detached four-car barn/garage, providing tremendous room for vehicles, recreational equipment, a workshop, or Vermont toys. Ideally located between Stratton and Mount Snow, the property offers convenient access to skiing, golf, hiking, mountain biking, dining, and everything Southern Vermont has to offer. With a nearly new home, seven total garage bays, 12.5 acres, mountain views, and a second permitted homesite already underway, this is an unusual opportunity to create a multi-generational Vermont retreat with room to grow.

92 Oakmont Ln, Stratton
5 Tannery Rd, Dover
$999,000
8 Beds ⋅ 4 Baths ⋅ 5112305 MLS
Discover your mountain getaway at Mount Snow in this beautifully renovated 8-bedroom estate, perfectly suited for family gatherings, reunions, or inspiring work retreats. Set on nearly 4 serene acres at the foot of Mount Snow, the property offers breathtaking mountain views and convenient access to the slopes just a short drive away. Inside, the spacious home is designed for gathering and relaxation, featuring a dedicated office/lounge, large kitchen and dining room, game room, and an expansive living room centered around an oversized fireplace. The first floor includes a bedroom and full bathroom, while the second floor offers seven additional bedrooms and three bathrooms, providing plenty of space for family and guests. Outdoor living is equally inviting, with a large deck and sunroom off the kitchen, perfect for dining and entertaining, along with a fire pit area and covered decks featuring a sauna for the ultimate après-ski relaxation. With ample parking, a prime location, and room for everyone, this exceptional property offers year-round access to skiing, hiking, biking, golfing, and all that the Deerfield Valley has to offer. Adding to its appeal, the home has a proven history as a successful short-term rental, making it an excellent opportunity for both personal enjoyment and investment. Come experience the space, setting, and possibilities of your own Mount Snow mountain retreat.

5 Tannery Rd, Dover
1311 Stage Rd, Guilford
$299,000
1 Beds ⋅ 3 Baths ⋅ 5112295 MLS
Rare investment or owner-occupied duplex opportunity in Guilford, offered for the first time in over four decades! Nestled on a scenic parcel featuring its very own private swimming pond, this property delivers a classic Vermont setting with unbeatable potential. The grounds showcase quintessential New England charm, complete with stone walls, an established old garden bed with hydrangea, trailing grapevines, and productive blackberry and raspberry bushes. The owner has lovingly held this property for 43 years, providing a solid, deeply rooted foundation for its next chapter. All major systems are in good working order, highlighted by brand-new, high-efficiency heat pumps just installed to provide modern heating and reliable cooling. The structure and interior have been well-maintained over the years, though the aesthetics remain classic 1980s. The finishes are tired and ready for a cosmetic refresh, making this the ideal blank canvas to bring your design ideas, build immediate equity, and customize both units to your taste. Whether you choose to live in one unit while offsetting your mortgage with rental income from the other, or hold the entire property, the combination of strong systems, acreage with a private pond, and rental flexibility is hard to find at this price point. Property is being sold in "as-is" condition. Sale is subject to the seller finding suitable housing. Don't miss the open house this Saturday from 12:00 PM to 2:00 PM!

1311 Stage Rd, Guilford
481 Vt Rte 9 W, Wilmington
$279,000
4 Beds ⋅ 1 Baths ⋅ 5112278 MLS
LOCATION! This 4-bedroom, 1-bath home is located directly across from beautiful Harriman Reservoir and just outside the Village of Wilmington. A great opportunity to bring your vision in an unbeatable location. This home offers plenty of space and character, along with important updates including a new foundation installed in 1993 and new French drains recently installed for added peace of mind. Enjoy the convenience of being just outside downtown Wilmington, with its charming shops, restaurants, and local amenities, while having Harriman Reservoir right across the road for boating, swimming, fishing, and summer fun.Mount Snow is just a short drive away, offering skiing and year-round mountain recreation. Whether you’re looking for a full-time home, vacation getaway, or a place to enjoy all that the Deerfield Valley has to offer, this property is worth a look. Property is being SOLD AS IS

481 Vt Rte 9 W, Wilmington
511 Shearer Hill Rd, Wilmington
$900,000
5 Beds ⋅ 3 Baths ⋅ 5112234 MLS
A rare opportunity to own 95+ acres in the heart of Southern Vermont with a beautiful post and beam homestead and easy access to the country village of Wilmington and Mount Snow ski resort. This property sits easily accessible off a town road just outside the town of Wilmington. The acreage is mainly in Wilmington but crosses the Whitingham border, and affords a pastoral setting with long range mountain views, gorgeous exposure, and the ultimate in privacy thanks to a long drive. The home has been lovingly maintained and expanded by the current owners and features a large living room area with expansive windows, gorgeous natural woodwork throughout thanks to the post and beam construction, kitchen with breakfast bar and stainless appliances, wood burning stove, a large deck for entertaining, main floor den and full bath, three upstairs guest bedrooms and a second full bath. There is a large mudroom entry area that connects this space to the addition, which includes a second large family room area, second kitchen, two more guest bedrooms and a full bath, as well as a full attached garage. This is a true gem nestled in the hills and affords tremendous usability, rentability, privacy, and Vermont serenity, in a neatly wrapped package.

511 Shearer Hill Rd, Wilmington
215 Main St, Londonderry
$499,000
4 Beds ⋅ 3 Baths ⋅ 5112125 MLS
IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.

215 Main St, Londonderry
397 Rte 121, Westminster
$374,900
4 Beds ⋅ 2 Baths ⋅ 5111950 MLS
This spacious Vermont home is move-in-ready for its next chapter. Enter from the covered porch or newly-renovated 2-car garage into a generous mudroom with heated floors and plenty of space for coats and everyday essentials. The first floor features a welcoming kitchen that overlooks a dining area with a fireplace, a cozy living room with a pellet stove, a full bathroom, and a guest bedroom. Exposed beams and hardwood floors preserve the home's timeless character, while recent interior and exterior painting provide a contemporary feel. The flexible second floor offers three to four potential bedrooms, currently set up as two offices, a nursery, and the primary bedroom, along with a second full bathroom. Recently, the third-floor was thoughtfully updated and features four additional rooms, providing space for guests, hobbies, or future possibilities. This level offers beautiful mountain views and a large closet area with potential for an additional bathroom. Outside, selectively cleared trees reveal lovely valley views, while established fruit trees add seasonal charm. Additional highlights include a drilled well, town sewer, slate and metal roofing, and Route 121 was just recently paved! Conveniently located near i-91 and minutes from Bellows Falls, the home is about 10 minutes from the Vermont Country Store, and 30 minutes from Brattleboro and Keene. You are in the perfect location to quickly get to where you want to be, while also being in the heart of a great community. Come take a look!

397 Rte 121, Westminster
3550 Coolidge Highway Unit 703, Guilford
$550,000
6 Beds ⋅ 3 Baths ⋅ 5111906 MLS
A STORYBOOK VERMONT ESCAPE…WHERE TIME SLOWS DOWN AND EVERY SEASON BRINGS SOMETHING TO CELEBRATE! Tucked into more than two acres of picturesque Guilford countryside, this character-filled residence invites you to trade the ordinary for a life of simple pleasures, memorable gatherings and quintessential New England charm. Step inside and feel the warmth of a home made for living well, where hardwood floors, inviting gathering spaces and multiple wood stoves set the scene for snowy mornings, fireside evenings and holidays filled with laughter. In the spacious kitchen, simmer something delicious as friends gather nearby, linger over Sunday breakfast or prepare a feast before settling in for dinner and conversation. Five bedrooms and a wonderfully flexible floor plan offer room for everyone and everything…overnight guests, a quiet home office, creative pursuits or a cozy hideaway all your own. When summer arrives, life moves outdoors! Spend sun-drenched afternoons by the in-ground pool, dine under an open sky and watch long Vermont days fade into star-filled evenings. A substantial barn/garage adds possibility for cars, hobbies, storage, a workshop and all the gear that comes with country adventures. Mature greenery surrounds you, creating space to garden, roam, play and simply exhale. And when autumn paints the landscape in brilliant color or winter blankets it in snow, you’ll understand why Vermont living feels a little bit magical. Rich with character and ready for its next chapter, this is a place where traditions can begin and memories can grow. COME FOR THE CHARM…STAY FOR THE STORY!

3550 Coolidge Highway Unit 703, Guilford
37 Poplar Ln, Vernon
$395,000
3 Beds ⋅ 3 Baths ⋅ 5111898 MLS
Hard to find turn-key 3 bedroom/2 1/2 bath home on a quiet country cul-de-sac! This loving cared for home features an open concept kitchen/dining area /living room floor plan. The large kitchen offers an efficient work space with loads of counterspace and hardwood cabinets with stove, dishwasher, microwave and side-by-side refrigerator. The adjoining dining area is bathed in sunlight from the south facing slider walking out onto the large deck overlooking the yard. Some built in cabinets complete the dining area. Continuing to the rear of the house, the nice sized living room provides ample seating areas, a place for the big flat-screen and nook for a desk or bookshelf. The mini-split effectively heats and cools the main floor common areas. A convenient 1/2 bath on the main floor is handy for your guests. The 24' deep one car garage is conveniently from the hall to the bath as is the basement. Upstairs are 3 bedrooms. The hall at the top has some owner added book shelves and a shared full bath for the 2nd and 3rd bedrooms. The en-suite primary bedroom has a large east facing window overlooking the rear yard. The mini-split takes care of heating and A/C needs. The full bath features 2 sinks and a tub/shower unit. A nice sized walk-in closet completes the primary suite. The 2nd and 3rd bedrooms have nice sized closets and the front bedroom features a large bright window and makes a nice office if you don't need the extra bedroom. The private cul-de-sac location is serene and ideal for strolling the neighborhood. The 1.32 acre yard has nicely manicured lawns and small flower/rock gardens at the front of the lot and is wooded to the rear. The house shows great pride of ownership and is move-in ready! Delayed showings until the Open House on Saturday October 3rd from Noon to 2:30pm. Don't miss your chance to make this home yours!

37 Poplar Ln, Vernon
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
1245 Houghtonville Rd, Grafton
$845,000
3 Beds ⋅ 2 Baths ⋅ 5111821 MLS
Just outside Grafton Village, Houghtonville Farm comprises 12 +/- acres along the Saxtons River, with a 1,611-square-foot, three-bedroom residence and a useful collection of barns and outbuildings. Built in 1985, the house offers a first-floor primary bedroom and full bath. The kitchen with dining area opens to the living room with a wood stove. The living room leads out to a large covered porch facing east, and a stone terrace on the south. Upstairs are two bedrooms and a three-quarter bath. The outbuildings, arranged around a farm courtyard, include a two-bay garage next to the house and, forming an ell, a substantial barn, large heated workshop, and adjoining barn now empty and ready for its next use. The barn is equipped with Nelson automatic waterers, frost-free hydrants, and direct outdoor access. A separate sugarhouse, once used for boiling maple sap, later became a farm shop and today serves as a gathering place for suppers with friends and family. Houghtonville Road has a long history of riverside farming along the Saxtons River. Nearby, the Houghtonville Historic District, listed on the National Register in 2015, includes well-preserved 19th-century houses and historic farm properties. With open meadows and flexible agricultural buildings, the property could accommodate horses, sheep, goats, gardens, or small-scale farming, or simply serve as a country retreat with space for hobbies and creative pursuits. Just over a mile from the charming village of Grafton and approximately 30 minutes from Okemo Mountain Resort.

1245 Houghtonville Rd, Grafton
165 Stone Hollow Rd, Londonderry
$699,000
4 Beds ⋅ 3 Baths ⋅ 5111772 MLS
Welcome to an extraordinary property where Vermont living meets year-round recreation and relaxation. Located a mile from the center of Londonderry and within 20 minutes of three ski resorts. This spacious 4-bedroom, 3-bath home offers a truly uncommon amenity: your very own private indoor pool. Imagine having a private wellness retreat with recreation spaces, and gathering spots under the stars without leaving home. There's room for family, overnight guests, entertaining, and creating flexible spaces for work or relaxation. This house has easy access to skiing at Magic, Bromley, Stratton and Okemo. In the warmer months enjoy hiking, biking, area lakes and rivers. Slow down, gather, and enjoy every season. This home is worth seeing!

165 Stone Hollow Rd, Londonderry
43 Upper Highlands, Dover
$569,000
4 Beds ⋅ 3 Baths ⋅ 5111706 MLS
Location is everything, and this quintessential Vermont retreat delivers. Tucked at the end of a private cul-de-sac just above the upper entrance to Mount Snow, this turn-key residence offers a rare combination of seclusion plus easy mountain and snowmobile trail access. The flat, private lot is built for year-round entertaining, complete with a covered front porch, expansive back deck, hot tub, fire pit, and a dedicated toy shed for all your gear. Inside, warm woodwork and abundant natural light fill the main level. The updated kitchen features sleek quartz countertops and seamless flow into the dining area. A vaulted great room showcases a high-efficiency wood stove, anchored by a full bath and a cozy side den perfect for enjoying the large windows. Upstairs, high ceilings enhance three spacious bedrooms and a full bath. The fully finished walkout lower level adds exceptional living space, complete with a second wood stove, large family room, fourth bedroom with attached full bath, laundry room, and plenty of space for pool or ping pong tables. The roof, siding, and windows were done in 2025 making this ideal for downtime, not upkeep.

43 Upper Highlands, Dover
395 School Marm Ln, Townshend
$774,000
3 Beds ⋅ 3 Baths ⋅ 5111705 MLS
Tucked into the beautiful hills of Townshend, Vermont is a truly special property, offered to the market for the first time. Beautifully crafted in the timeless tradition of timber-frame construction, this exceptional 3 bedroom, 2.5-bath home showcases classic mortise-and-tenon craftsmanship, warm natural materials, and expansive views south down the West River Valley. At the heart of the home, a magnificent Finnish Tulikivi soapstone fireplace anchors the great room, creating a warm and inviting gathering space beneath soaring cathedral ceilings. A dramatic wall of windows fills the room with natural light and brings the surrounding Vermont landscape indoors. Thoughtfully positioned throughout the home, the windows allow the beautiful valley views to be enjoyed from nearly every room. The home's distinctive timber frame construction creates an atmosphere that is both grand and welcoming, with exposed beams and carefully considered details throughout. The home has a great flow through the spacious custom cherry kitchen through all the open, light-filled living spaces. This property was designed for everyday comfort as well as entertaining, while 3 bedrooms, a loft, and a large finished walkout basement provide ample room for family and guests. Set amid the natural beauty of southern Vermont, this property offers a rare combination of craftsmanship, privacy, and panoramic scenery. Whether enjoying the changing seasons from the great room, gathering around the soapstone fireplace, or simply taking in the expansive West River Valley views, 395 School Marm Lane offers an authentic Vermont lifestyle in a home built to be cherished for generations.

395 School Marm Ln, Townshend
627 Abbott Rd, Brattleboro
$310,000
3 Beds ⋅ 2 Baths ⋅ 5111605 MLS
This is an estate sale. Entry into the property is forbidden. While the land is beautiful and in a very pastoral rural setting, the dwelling is considered to be a tear down. This property is being sold "as is where is." Accompanied showings only preferably on Wednesday when the caretaker will be available.

627 Abbott Rd, Brattleboro
51 Burbee Ln, Townshend
$449,000
2 Beds ⋅ 2 Baths ⋅ 5111596 MLS
OPEN HOUSE SAT. OCT 3 10:00 TO 1:00 Amazing contemporary post and beam overlooking the West River Valley offers views, views, views. This whimsical open concept home flows from kitchen to dining area and the living room wraps around a soaring central stone fireplace. The living room's cathedral ceiling has wonderful natural light from top to bottom and accesses a large deck for entertaining or relaxing in the beautiful surroundings. The first floor also has the primary bedroom and a full bathroom . The second floor has another bedroom and spacious family room for game nights or a bunkroom for visiting guests . The walk-out basement offers a workshop and utilities room, laundry room, cozy den and bonus room with 3/4 bathroom. The 7.5-acre parcel has a level area with firepit, a platform sitting area and raised garden beds. Located minutes from village amenities, hospital, pharmacy, groceries, library and restaurants. Four Season recreation abounds from cross-country to downhill skiing, kayaking, biking and hiking. A Primary or second home come see it while it last. No Showings Until Open House 10/03/26 10:00 to 1:00 .

51 Burbee Ln, Townshend
41 Stratton Hill Rd, Newfane
$299,000
2 Beds ⋅ 2 Baths ⋅ 5111552 MLS
Unwind on the rear deck with a serene view of a constant stream flowing down the hillside. The soothing sound of the cascading water creates a truly relaxing atmosphere. This cozy 2-bedroom, 1.5 bathroom home spans 1300 square feet and sits on an expansive 3-acre lot in a private wooded setting. Step into a spacious living area featuring a Quadra-Fire woodstove, complemented by a well-appointed galley kitchen and a convenient dining space. A half bath/laundry/utility room with washer dryer hookups adds practicality to the main floor. Upstairs, discover two comfortable bedrooms with Mini splits, an office space, and a 3/4 bathroom for added convenience. Outside, a detached Jamaica cottage one-car garage with adjacent wood storage and power door (18x20), a Jamaica cottage workshop (10x16), and a quaint small cottage (10x20) which offers ample storage and potential art studio, home gym, office, or she/he shed. Enjoy the tranquility and privacy of this picturesque property, perfect for embracing the beauty of nature and peaceful living. Great location - 15 minute ride to ski at Mount Snow and 20 minutes to shop in downtown Brattleboro.

41 Stratton Hill Rd, Newfane
71 Lower Birch Cir, Windham
$599,000
5 Beds ⋅ 4 Baths ⋅ 5111512 MLS
Have it all on Timber Ridge! This spacious Windham colonial offers four bedrooms in the main house plus a recently renovated one bedroom accessory dwelling unit on the lower level, creating valuable flexibility and rental potential. Set in the mountains, the home welcomes you with a covered front porch and attached two car garage, making four season living that much easier. Inside, a dramatic multi story foyer with floor to ceiling window opens to warm wood floors and a comfortable layout with plenty of room to gather. The kitchen features a breakfast bar island and ample cabinetry, flowing into the dining area and out to the back deck, which was replaced last year. Upstairs, the primary suite includes a private bath and large walk in closet, with two additional bedrooms and a shared full bath nearby. The walk out lower level accessory dwelling unit has been recently renovated and includes its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat serves the main and lower levels, while newer heat pumps provide instant, efficient heating and cooling. Whether you are looking for a full time home or a Vermont getaway, this property offers the space, flexibility, and mountain setting to enjoy Southern Vermont in every season. Upstairs, the primary suite includes a private bath and large walk in closet, with additional bedrooms and a shared full bath nearby. The walk out lower level offers even more flexibility with a separate apartment featuring its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat on the main and lower levels adds comfort throughout, with mini splits offering efficient ancillary heating and air conditioning in the warmer months. Whether you are looking for a full time home or a Vermont escape, this is a place to spread out, settle in, and enjoy mountain living in every season.

71 Lower Birch Cir, Windham
272 Shearer Hill Rd, Wilmington
$419,000
3 Beds ⋅ 3 Baths ⋅ 5111420 MLS
Set on 5.5 picturesque acres in a terrific location just minutes from downtown Wilmington, this three-bedroom plus den, three-bath chalet offers plenty of space and potential to create your ideal vacation retreat or primary residence in the Deerfield Valley. The main level features an open kitchen and dining area, a comfortable living room with a beautiful fieldstone fireplace, and sliders leading to a deck where you can enjoy the surrounding setting. A primary bedroom with a full bath completes this level. Upstairs, you’ll find two additional bedrooms and a ¾ bath. Newly refinished lower level offers even more possibilities: a family room with another fieldstone fireplace, sheetrocked walls, new flooring, an office or den, and a full bath. The home also includes an attached one-car garage (13x19) with washer and dryer hookups. With some TLC and your personal vision, this spacious chalet could become the perfect getaway, offering privacy, acreage, and convenient access to all that the Deerfield Valley has to offer.

272 Shearer Hill Rd, Wilmington
47 Adams St, Westminster
$200,000
4 Beds ⋅ 2 Baths ⋅ 5111334 MLS
Room to spare! This nearly 1700 square foot home is tucked into a sweet neighborhood on the outskirts of Westminster and Bellows Falls. Flat fenced sunny ptivate back yard for gardening or fun, 1 car garage and paved drive all add to the excitement of this home. The original double 1975 wide has a 2 story bedroom addition. The floor plan is very open and versatile, with a great flow and accessibility. Enjoy the sun or rain on the enclosed back porch doubling as a cozy safe place for pets to watch the birds or laze in the sun. Easy to show. Manufactured homes are a specialized financing, please chat with your bank for the appropriate pre approval.

47 Adams St, Westminster
1 Lower Highlands Rd, Dover
$749,900
4 Beds ⋅ 3 Baths ⋅ 5111304 MLS
Custom-built 4-bedroom, 2.5-bath home ideally located less than a mile from Mount Snow. The main level welcomes you with an inviting foyer off the covered front porch and offers a well-designed layout featuring a spacious living room, formal dining room, comfortable family room, versatile den, and a well-appointed kitchen. Additional conveniences include a half bath, dedicated laundry area, and a functional mudroom for easy everyday living. Upstairs, the primary suite provides a relaxing retreat with a walk-in closet and a private ensuite bath complete with a jetted soaking tub, tiled shower with dual shower heads, and quality finishes. Three additional bedrooms and a full bath complete the upper level, offering ample space for guests or family. The full unfinished 1,300 sq ft basement provides excellent storage or future expansion potential, with utilities neatly positioned along the back wall and hookups for plumbing for a ¾ bath. 22x20 attached 2-car garage. The home is tastefully furnished and showcases numerous upgrades, including granite countertops in the kitchen and baths, an efficient River Rock fireplace with a heatilator insert, and radiant heat throughout the first floor, basement, and attached garage. Outdoor living is highlighted by a large mahogany rear deck, perfect for entertaining or relaxing while enjoying seasonal winter mountain views. An alarm system adds peace of mind, making this well-maintained property a comfortable year-round retreat or primary residence.

1 Lower Highlands Rd, Dover
395 Alzac Ln, Wardsboro
$1,575,000
3 Beds ⋅ 3 Baths ⋅ 5111268 MLS
THE MURMURING PINES AND THE HEMLOCKS... are all you will hear in the majestic silence of your Post and Beam masterpiece, unless you step through sliders onto your wraparound deck and are stirred by cries of soaring red tailed hawks or friendly chirping of neighboring curious chickadees. From that deck you will be awed by resplendent mountain and meadow views spread out before you. 25-ft cathedral ceiling living room with 3 levels of windows facing hearthstone fireplace & dining room meets beautifully constructed rise to 2nd & 3rd levels. All-oak floors tie together entrance, living room, dining room & kitchen for flawless entertaining design. State of the art kitchen appliances include GE Profile 5 burner gas stove, fridge, dishwasher, double oven, butcher block island w/ extra sink, kitchen pantry, microwave, ample cabinetry, granite counters, & window over sink. Full-length covered porch complements sunny, wide deck. Master Suite continues with post and beam motif, peaked ceiling, ensuite master bath w/ tub & separate shower, extensive cabinetry, rustic wrought iron antique fixtures, flexible lighting; walk-in closet & beckoning private coffee-in-the-morning balcony. 2nd floor contains bedroom 2 & 3, loft/lounge open office, light & spacious bathroom w/ soaking tub & shower, GE washer & dryer; access to 3rd-floor loft. Great Room w/ gas fireplace & stone hearth over 2-car garage w/ 3rd four-wheeler door; auxiliary basement w/ storage for sports items & utilities, 200 amp service & Concord furnace; separate room w/ Honeywell air handler; mudroom off garage; main basement has 10-ft ceilings & walkout sliders offering opportunity for separate apt or 2 additional bedrooms (for which the septic provision already exists). Large separate shed could become more lodging; 2-car post & beam carport; asphalt shingle & standing seam roofing; large lawn on 10.2 acre property. Full house generator & 2 compressors. Property meticulously maintained & ready for immediate enjoyment.

395 Alzac Ln, Wardsboro

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