Refine Search
Sort by
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

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

Old Road Nine, Wardsboro
$279,900
3 Beds ⋅ 1 Baths ⋅ 5111587 MLS
The cabin in the woods? Not really. More like the House in the woods. A very unique and extremely well-built timber frame cabin on nearly 90 acres of beautiful land in a remote and secluded location yet not too far out. This is one of those spots that will lower blood pressure merely by being there. The peacefulness of the sounds of nature with the sound of wind in the trees creates a very tranquil setting. The cabin was built with materials sourced from the land and features an open floor plan, exposed beams, fireplace, a cook stove, large south facing windows, maple floors and plenty of room. There is no sewer, electric or propane lights but there is a very well done dug well that provides water to the cabin and also has a wood fired hot water heater in place. This is a cabin built where it was for a purpose. That is to feel as though you step back in time when you are there and the owner/builder succeeded in doing just that. It is accessed by a foot trail that meanders through the woods and begins at an old log landing. The trail is marked with small square signs and orange survey tape. This could quite easily be improved to provide access by UTV or 4WD. Whether you are a hunter, seeking outdoor recreation, a naturalist or just want to get away from humanity and perhaps introduce your children to the natural world, this is an unbelievable opportunity. The land is comprised of rolling topography, a mix of northern hardwoods and hemlock/coniferous forests with standing timber and wildlife galore. Everything from a beaver pond/swamp to high hardwood ridges and everything in between. All this privacy yet you can hit route 100 to Mt Snow and Stratton resorts within 1.5 miles and both are only minutes away. Truly a one-of-a-kind property in a beautiful location. Accompanied showings are recommended. It is not easy to find and sections of the deck surrounding the house are in need of repair. Property is enrolled in VT Use Value Appraisal Program.

Old Road Nine, Wardsboro

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

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

24 Mowrey Rd, Jamaica
$549,000
4 Beds ⋅ 4 Baths ⋅ 5111100 MLS
Already operating as a successful short-term rental, 24 Mowrey Road offers the space, setting, and amenities buyers are looking for in a Southern Vermont getaway. Set on 2.3 acres along a town-maintained dead-end road, this spacious 4-bedroom, 4-bath home is positioned between Stratton and Mount Snow, with easy access to year-round recreation. Inside, the open great room creates an inviting gathering space, complete with a wood stove, propane stove, double sliders to the rear deck, and a fun ski-lift chair feature that gives the home unmistakable Vermont ski-house character. The layout works especially well for groups, with a first-floor primary suite with king bed, three additional bedrooms upstairs, 2 with king beds and one with 2 triple bunks, multiple baths, and a mostly finished lower level offering additional family, recreation, and bonus space. A covered front porch and expansive rear deck extend the living outdoors, while the detached garage provides welcome storage for skis, bikes, and Vermont gear. Dual Tesla Powerwall batteries with Tesla backup equipment add valuable energy storage and backup capability during outages.Starlink internet provides reliable high-speed connectivity for streaming, remote work, and guest use, an especially valuable amenity for a Vermont second home or short-term rental. The home is thoughtfully set up for vacation-rental use and is currently professionally managed as an operational STR, giving a new owner the option to continue its established rental use or simply enjoy it as a generously sized second home. Approximately 3,075 finished square feet provide room to spread out without losing the cozy mountain-home feel. Rental history is available for interested buyers. A well-established Vermont retreat with income history, personality, and space for everyone to gather, all within approximately 15 minutes of Mount Snow and 25 to Stratton.

24 Mowrey Rd, Jamaica

50 Lawton Dr, Brattleboro
$129,000
2 Beds ⋅ 1 Baths ⋅ 5111023 MLS
Tiny-home ready for the next owner to make their own! The property offers a solid start to creating a comfortable, 2-bedroom tiny-home. The original log cabin sugarhouse features the kitchen, the dining area and ¾ bath while the unfinished addition houses the living room and the two-bedrooms. With the property’s basic infrastructure already in place - town water and sewer, 100 amp service and new roofing, the next owner can focus on completing the remaining exterior / interior work. Enjoy the outdoors from the deck or the yard. Tucked away at the end of a private road extension in a sought-after west Brattleboro residential neighborhood, the setting is tranquil but super convenient, only minutes to downtown Brattleboro and the highway. Sold As-Is. Cash or Rehab Financing Buyers Only.

50 Lawton Dr, Brattleboro

58 Buckboard Dr, Dover
$549,000
3 Beds ⋅ 3 Baths ⋅ 5110906 MLS
Discover a private mountain retreat where sweeping Green Mountain views and four-season recreation are just the beginning. Set on 1.46 acres, this three-bedroom, three-bath Dover home offers a flexible layout, numerous updates, and plenty of space to gather, relax, and entertain. At the center of the home is a renovated kitchen with quartz countertops, a large island, and open shelving. From here, the floor plan opens into a bright family room warmed by a pellet stove. A separate vaulted living room makes a memorable impression with its stone fireplace, abundant natural light. After a day on the slopes or trails, unwind in a cozy gathering space with built-in shelving, and direct access to enjoy the hot tub and sauna. The primary suite includes an updated private bath, while two additional bedrooms and bathrooms offer comfortable space for guests or a home office. Outdoor living is equally inviting, with an expansive deck for dining, entertaining, or taking in the sunset. The private backyard offers room for a firepit and quiet evenings surrounded by nature. The property has benefited from many improvements but still needs some finishing touches, giving the next owner the opportunity to personalize the remaining details. Located minutes from Mount Snow, golf, lakes, hiking, and year-round recreation, 58 Buckboard Road is ready for its next chapter.

58 Buckboard Dr, Dover

1845 Hatch School Rd, Halifax
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 5110876 MLS
Built in 2016 and set on just over 99 acres in the hills of Halifax, this striking mountain-modern home offers an exceptional combination of privacy, open land, thoughtful energy efficient design, and easy access to Southern Vermont recreation. With five bedrooms and four baths, the home provides generous space for family and guests while showcasing beautiful architectural details throughout. Inside, radiant floors provide warmth and comfort, while European-style windows that open inward bring in abundant natural light and fresh mountain air. The spacious open-concept kitchen, dining, and living areas create an inviting setting for gathering and entertaining, and a double sided fireplace that adds warmth and character to the main living space. Outside, the property features a beautiful pond, open acreage, raised garden beds, and space for chickens, offering a wonderful connection to the land and Vermont country living. A three-car garage provides excellent storage for vehicles and recreational gear, with the added opportunity to expand the space above the garage into a future apartment or guest quarters. Ideally located for year-round enjoyment, the property is within convenient reach of Mount Snow, The Hermitage Club, and Berkshire East, with access to skiing, mountain biking, hiking, lakes, and all that Southern Vermont has to offer. With more than 99 acres, a substantial five-bedroom home, modern construction, a pond, gardens, and room to grow, 1845 School Hatch is a rare opportunity to own a distinctive Vermont retreat designed for both everyday living and four-season recreation.

1845 Hatch School Rd, Halifax

152 Lake Raponda Rd, Wilmington
$1,997,000
5 Beds ⋅ 4 Baths ⋅ 5110842 MLS
Enjoy four season living from this spacious lake home just off Lake Raponda in Wilmington Vermont. The 4+ bedroom home has 12+ acres with direct lake frontage, privacy thanks to the 12+ acres, and a tremendous updated size ideal for entertaining. The property consists of 3 buildable parcels, just a short drive from the Mount Snow Ski Resort, each with tremendous privacy and natural beauty. A stream which feeds the lake runs down along the lower boundary and the owners have established paths to walk and cross country ski. Generous clearing has allowed for the majority of the home to have direct views of the lake, and provides for easy access to the water for kayaking, paddleboarding, or a private shallow dock perfect for protection from lake traffic and wildlife. The interior of the home has been completely renovated and features high ceilings, open concept living areas, a spacious kitchen with stainless appliances, new counters and cabinets, a large breakfast bar, a living room with wood burning fireplace, a main floor bedroom and bath for guests, dual primary second flood suites, dual spacious guest rooms with large closets and windows, a full length finished attic for overflow sleeping or play room, a full finished lower level with media room, wet bar with live edge wood features, and sauna, and oversized 2 car garage. Less obvious upgrades include new windows and doors throughout, approved septic plans for the additional two parcels, and extensive cosmetics. For anyone hoping to entertain in all seasons and bring up all the guests, this spacious upscale home has it all. Finish work currently being done. Photos show finished rendering and digital staging in addition to current photos.

152 Lake Raponda Rd, Wilmington

190 Depot St, Jamaica
$425,000
2 Beds ⋅ 3 Baths ⋅ 5110722 MLS
Tucked into a quiet, sunny setting just steps from Jamaica State Park and the heart of Jamaica Village, this charming two-bedroom plus loft Cape offers the perfect blend of Vermont character, comfort, and convenience. Filled with natural light and warm wood accents, the home has an inviting feel from the moment you step inside. A spacious mudroom provides a practical entry for every season and opens into the kitchen, where a center island and gas cooktop make it easy to gather, cook, and entertain. The open floor plan flows naturally into the main living area, where a cathedral ceiling adds a wonderful sense of space and a wood-burning stove creates a cozy focal point for winter evenings. The home offers two bedrooms plus a versatile loft, ideal for additional sleeping space, a home office, or a quiet retreat. The primary bedroom features its own ensuite bath, and with two full baths and one half bath, there is plenty of room for family and guests. Adding to the property's future potential, the existing septic permit is approved for three bedrooms, offering flexibility should a future owner wish to expand. Outside, enjoy a peaceful setting with space for gardening and relaxing in the Vermont sunshine. An oversized two-car garage provides exceptional room for vehicles, outdoor gear, bikes, skis, kayaks, and all the equipment that comes with four-season living. The location is hard to beat. Walk to Jamaica State Park for hiking, swimming, and access to the West River, or head into Jamaica Village just moments away. When the snow flies, Stratton Mountain is approximately 15 minutes away and Mount Snow about 25 minutes, while the shops, restaurants, and amenities of Manchester are approximately 30 minutes from your door. Whether you're looking for a full-time Vermont home or a comfortable mountain getaway, this sunny Jamaica Cape puts village life, outdoor recreation, and some of Southern Vermont's best destinations within easy reach—all while offering a quiet place

190 Depot St, Jamaica

868 Magic Cir, Londonderry
$480,000
3 Beds ⋅ 2 Baths ⋅ 5110717 MLS
The original home of Magic Mountain's founder, Hans Thorner. Lot is sited beautifully for a stunning mountain view! Wonderful open spaces, light and bright to bring in nature's magnificent settings...Living room features a wood burning fireplace with woodstove insert, also designed with plenty of gathering spaces along with a stunning and eco-friendly bamboo floor. Three bedrooms, two baths, pantry, mudroom entry, lots of storage plus a cedar storage area, a wrap-around deck and lovely, open grounds with seating and firepit. Gather your creative ideas in decor... the space is wonderful. Check out the slopes before heading to the mountain...then relax in front of the fire after some good runs. It's the perfect way to spend a day...

868 Magic Cir, Londonderry

23 Brook Rd, Rockingham
$650,000
4 Beds ⋅ 4 Baths ⋅ 5110537 MLS
Enjoy Vermont country living just outside the historic village of Saxtons River! Set on 6.8+/- acres of open fields and woodland, this distinctive 3,392 sq. ft. home sits atop a knoll on town-maintained Brook Road, surrounded by mature maples, professionally maintained gardens and lovely views of neighboring hills, fields and farms. Follow scenic Route 121 along the Saxtons River to this special property, where the brook that gives the road its name runs within the property boundaries. Saxtons River offers the quintessential small Vermont village experience, with historic architecture, a traditional Main Street, a strong arts and community presence, and Vermont Academy, which has called the village home since the 19th century. Main Street Arts brings theater, music, classes and community events to the village, adding to the special sense of place found here. The reproduction Cape, built in 1972 and thoughtfully expanded over the years, offers four bedrooms, two full and two half baths and a wonderfully flexible floor plan. The main Cape features wide pine floors, period details, a fireplaced living room and a beautiful newer eat-in kitchen with cherry cabinetry, quartz countertops, bay window and newer appliances. The additions provide wonderful possibilities for extended-family living, guests, home offices or simply room to spread out, with both interior access and a separate keyed exterior entrance. A large fireplaced dining room overlooks the gardens and Vermont countryside, while a sitting room with antique Glenwood cookstove leads to an impressive beamed great room with expansive windows and hickory flooring. Recent improvements include the kitchen and appliances, bathroom fixtures, mini-split, extensive electrical work and new 50-year asphalt and wood-shingle roofs. A two-car garage, artesian well and underground utilities add to the amenities. Here you can enjoy a peaceful country setting while still being part of the character and community of Saxtons River

23 Brook Rd, Rockingham

28 Stugger Rd, Dover
$639,000
3 Beds ⋅ 2 Baths ⋅ 5110502 MLS
Mount Snow is less than five minutes away, and adventure starts right outside your door! Built in 2020 and offering over 2,400 square feet, this 3-bedroom, 2-bath home delivers the perfect blend of mountain convenience, comfort and four-season recreation. With direct VAST snowmobile access and an impressive heated 28' x 40' garage, this property is built for enjoying all that Vermont has to offer. The spacious floor plan features a private ensuite bedroom, large loft with pool table and lounge area, and a bonus room ideal for overflow sleeping. The loft is also plumbed for a third bathroom, offering the opportunity for even more convenience. The open-concept kitchen, dining and living area is made for gathering, with vaulted ceilings and large windows filling the space with natural light. The fully equipped kitchen features stainless steel appliances, while excellent insulation and a Kohler standby generator provide comfort, efficiency and peace of mind. For snowmobile enthusiasts, the VAST access is a game changer! Ride directly from the heated, insulated 28' x 40' steel-beam garage, down the driveway and onto the trail—no trailer needed! The oversized garage offers plenty of room for vehicles, snowmobiles and all your toys. A large mudroom/entryway provides the perfect spot for boots, skis and gear. Location is a major bonus. Walk to 1 MTN for breakfast, shopping and nightlife, or hop on the Moover shuttle bus on Route 100 for an easy ride to Mount Snow. The nearby Valley Trail offers hiking and biking, while Wilmington Village and Harriman Reservoir are just a short drive away. Sold turn-key and furnished, this home is ready to enjoy from day one—whether it’s powder days, snowmobile adventures, summer days at the reservoir or relaxing weekends with family and friends.

28 Stugger Rd, Dover

36 Pine St, Brattleboro
$300,000
3 Beds ⋅ 2 Baths ⋅ 5110381 MLS
In the heart of it all! Just minutes to everything Brattleboro...Day or night, there is something fun to do....movies, eats, hiking and so may other choices....3 generations have lived in and loved this home, gardening, sipping on the back deck, saying hello on the Vermont front porch. An era when homes were built with good bones, craftsmanship and quality hard to afford today. A pretty face to the street, the lot is double with lots of room in the back for family and friends. Lots of updates, nice eat in kitchen, dining room with built in china cabinet and lots of windows, an attic with heat just waiting for finishing, sweet period stair case to take you to bed at night. This is a sweet find, comfortable, well maintained, waiting for a new generation, ready for love of home and new adventures. Open house Saturday, September 19th from 11 am - 1 pm

36 Pine St, Brattleboro

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .