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198 E Hill Rd, Wardsboro
$599,000
3 Beds ⋅ 2 Baths ⋅ 5082327 MLS
This beautiful home in the traditional village of Wardsboro offers sweeping mountaintop views and spectacular sunsets, along with convenient access to nearby ski resorts, cross-country ski trails, VAST trails, and the town center - all just minutes away. Great for the outdoor enthusiast, this home is also well-suited for remote work, streaming, and staying connected with dedicated reliable high-speed internet for uninterrupted service. Recent improvements include an expansive kitchen with updated appliances, a new roof, windows, flooring, well pump, mini-split systems, and high-efficiency propane heating and hot water. In winter, relax by the warmth of the woodstove; during warmer months, entertain guests on the deck or around the fire pit. A finished walkout basement provides flexible space for a game room, additional living space or bedrooms. The property features a three-car garage with loft storage, a notable 16 by 20 foot antique barn, an 18 by 10 foot open shelter, and a 14 by 12 foot enclosed outbuilding ideal for storing snowmobiles and recreational gear. Ample parking accommodates visitors and trailers, while pets can enjoy a fenced yard & shelter under the Magnolia tree. The surveyed property also includes two additional lots with state-approved wastewater permits already on file, offering the opportunity to build, sell, or preserve them for added privacy.

198 E Hill Rd, Wardsboro

774 Stratton Arlington Rd, Stratton
$599,000
3 Beds ⋅ 3 Baths ⋅ 5064604 MLS
Charming Log Cabin Compound Near Stratton and Mount Snow Escape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts. The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. A stone fireplace anchors the great room, complemented by natural wood tones, exposed beams, and cathedral ceilings that evoke classic mountain living. The kitchen and dining area flow seamlessly together, ideal for après-ski gatherings or cozy family meals. A finished lower level provides additional living and game space, perfect for entertaining or relaxing after a day on the slopes. Step outside to enjoy the covered front porch, fenced-in backyard, and raised garden beds, offering peaceful woodland views and space for outdoor enjoyment year-round. The auxiliary building adds incredible flexibility with a spacious great room, kitchen, and wood stove, ideal as a studio, or entertaining space. Below, a one-car garage and ample storage provide room for skis, snowmobiles, and all your Vermont adventure gear. This property offers the perfect blend of privacy, comfort, and proximity to some of southern Vermont’s most sought-after recreation an ideal mountain getaway or full-time home.

774 Stratton Arlington Rd, Stratton

10b Grouse Ln, Dover
$599,000
4 Beds ⋅ 3 Baths ⋅ 5046804 MLS
Welcome to your perfect Vermont getaway! This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course, offering year-round enjoyment. Just a short drive to both Mount Snow and The Hermitage Club, you'll have easy access skiing, golfing, dining, and all that Southern Vermont has to offer. Step inside to find a warm and inviting interior, highlighted by the timber beam framed construction, wood-paneled ceilings, and a stunning double-sided stone fireplace that anchors the open-concept living and dining area. The kitchen features natural wood cabinetry, granite counters, and black appliances. New furnace and hot water heater in 2023. Roof was replaced in 2022 The main level flows effortlessly to a sunny deck perfect for grilling or relaxing with winter views of Mount Snow. Upstairs, you’ll find a spacious primary bedroom with vaulted ceilings. Additional bedrooms provide flexible space for guests, home office, or family needs. The lower level offers a large, finished walkout basement complete with a game room, bar area, and cozy living space ideal for entertaining after a day on the slopes or links. The townhome has direct access to VAST snowmobile trails. Whether you're enjoying a summer evening on the deck or a winter night by the fire, this townhome offers comfort, character, and convenience. 4th Bedroom is a lofted space.

10b Grouse Ln, Dover

9 Mountain Acres Rd, Jamaica
$595,000
4 Beds ⋅ 2 Baths ⋅ 5089830 MLS
Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system provides efficient heating and air conditioning year-round. In 2024, the basement underwent major upgrades, including mitigation with an improved support and drainage system, along with the installation of two new water tanks—providing long-term confidence and reassurance for the next owner. Ideally located near Stratton Mountain, Ball Mountain Dam, and Jamaica State Park, this home is a perfect base for four-season recreation—from skiing and snowboarding to hiking, swimming, and exploring nature. A true turnkey retreat in an unbeatable location!

9 Mountain Acres Rd, Jamaica

556 Saw Mill Rd, Wardsboro
$594,000
4 Beds ⋅ 4 Baths ⋅ 5082001 MLS
Tucked into a tree-lined one-acre lot in Wardsboro, Vermont, this special property offers just the right amount of privacy while keeping you close to everything Southern Vermont has to offer. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property offers easy access to year-round recreation. Start the morning on the large front porch or settle onto the oversized back deck and take in the peaceful surroundings. Inside, this 4-bedroom, 4-bath home offers more than 3,000 square feet of living space across three finished levels, providing plenty of room to gather while still giving everyone space of their own. The home features a bright open floor plan with 10-foot ceilings on every level and wood flooring throughout. The main living area flows effortlessly from the kitchen to the dining space and into a warm, inviting sitting area anchored by a wood stove. A first-floor bedroom with Jack-and-Jill ensuite bath provides flexible space for guests or first floor living. Upstairs are three additional large bedrooms, including a spacious primary suite with ensuite bath and two walk-in closets, plus a second full bath, home office, and laundry closet. The finished lower level adds substantial living space with tile floors, a wood-burning fireplace, and sliding doors leading directly to the backyard. Additional features include attached garage, surround sound throughout the first floor and basement, central vacuum, infrastructure for a heated garage, a new hot water tank in 2022, and a new pressure tank in 2023. Nearby VAST trail access, along with an indoor heated pool, tennis, and pickleball at the Snow Mountain Farms clubhouse, provides plenty of ways to enjoy the area year-round.

556 Saw Mill Rd, Wardsboro

Water St, Jamaica
$585,000
5102573 MLS
A rare opportunity to own over 91 private acres just a short walk from the charming Village of Jamaica. Tucked away off a private right-of-way, this remarkable parcel offers the perfect balance of peaceful seclusion and convenient access to local shops, dining, and community events. The property features a beautiful mix of mature forest, gently rolling terrain, and serene natural surroundings. With selective clearing, there is potential to open up lovely mountain views. Existing trails currently traverse the property as part of a mountain biking trail network, adding immediate recreational appeal, and the land is also enrolled in a forest management plan. Ideally located just minutes from Stratton Mountain and within easy reach of Bromley, Magic, and Mount Snow, the property provides convenient access to year-round recreation, including skiing, hiking, biking, kayaking, fishing, and more. Large parcels offering this level of privacy within walking distance of a quintessential Vermont village are increasingly difficult to find. No engineering or permitting has been completed, and buyers are encouraged to conduct their own due diligence regarding potential development, the forest management plan, and continued trail use. The Seller’s estate is in the process of obtaining the required License to Sell, which is expected to be issued within 30 days.

Water St, Jamaica

800 Hubbard Hl, Halifax
$579,900
3 Beds ⋅ 3 Baths ⋅ 5092490 MLS
This stately Colonial Revival style home is situated privately on nearly 10 acres with its awesome 3 story 30' X 40' barn accessed by a long winding driveway.  The main level features include large spacious rooms with wainscoting and natural woodwork, an open kitchen/dining/living floor plan, half bath/laundry and a pantry off kitchen, proper foyer, living room with a grand fireplace, wide staircase and hallway from formal entry, office/den and maple and cherry flooring throughout.  On the second level you'll find the primary bedroom suite which occupies half of the floor, 2 additional large bedrooms, red oak and wide pine flooring and access to the sizable attic space which could be finished into additional living space.  The entire house is filled with natural light from its numerous 12 over 12 windows and has a wonderful flow and overall feel.  It's one of those homes that feels like an older traditional home but is a modern dwelling with high quality construction and materials with outstanding systems.  The full basement is walkout at grade with a roughed in section that could easily be finished if more space is needed.  The house is cooled by two central AC units and heated by redundant oil systems. It has radiant hot water heat throughout the first floor, and HW baseboard up but also has forced air units.  Then there's the barn! It's an impressive structure and can fill a variety of needs such as a wood shop or limitless storage for all the toys needed to enjoy the year-round recreational fun of the lakes and mountains of the Green Mountain National Forest just a short drive north. The land is sloping with level areas including a small field with gardening opportunities. The back deck overlooks a small lawn area and beautiful stone steps and gardens leading down to it. If you are looking for a spacious home with plenty of room for expansion, move in condition and a large outbuilding all in close proximity to lakes and skiing in southern VT, this is ideal.

800 Hubbard Hl, Halifax

9 Greer Ct, Wilmington
$575,000
3 Beds ⋅ 3 Baths ⋅ 5109551 MLS
Charming 2007 home with recent renovations nestled in the Chimney Hill community just a short drive from the Mount Snow ski resort, country village of Wilmington, and nearby lakes and amenities. This home sits on a private dead end parcel and has unique privacy and curb appeal. Inside you are treated to a large vaulted great room with expansive windows, exposed natural wood ceilings, and great natural light as well as complimentary up lighting, a highly efficient pellet burning stove, an open concept living area with spacious dining area and upscale kitchen with granite counters, stainless appliances, and kitchen island, a large main floor primary bedroom suite with soaking tub, an additional guest bedroom and full guest bath on the main floor, large loft den with sofa and tv, overlooking the great room, as well as second primary suite with full bath. Additionally, there is a huge unfinished walkout basement that would afford tremendous expansion potential where you could add additional living and overflow sleeping space. This is complimented by the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, locker rooms, game room, theater, playground, basketball and tennis courts, winter ice skating, and on site management company offering additional a la carte services for downtime, not upkeep.

9 Greer Ct, Wilmington

256 Potter Rd, Wardsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 5108984 MLS
Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main floor features a well-equipped kitchen with cherry cabinetry, granite countertops, and seating for six, opening to a spacious living room ideal for relaxing or birdwatching year-round. Upstairs you’ll find two bedrooms and an office that could easily serve as a third bedroom. The walkout basement is a true retreat, with a full entertainment area, hot tub, and exercise space. The grounds are beautifully maintained, with open space to roam and a detached barn offering additional storage or potential for hobbies.

256 Potter Rd, Wardsboro

1113 Old Cheney Rd, Windham
$569,000
6 Beds ⋅ 5 Baths ⋅ 5108718 MLS
Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist’s eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature plantings and productive raised beds built at waist height. Several decks and screened porches invite you to slow down and take in the setting, while the property unfolds into a pond, large meadow, playing field, trout stream and walking trails, with views toward Turkey Mountain Ridge. There is a quiet, almost timeless quality here that is increasingly hard to find. Located off the beaten path in picturesque Windham, yet convenient to Southern Vermont skiing, hiking and year-round recreation, the property offers room to live, create, gather and breathe. The home does need TLC and updating, but its scale, versatile layout, organic gardens, land and natural setting make it a true diamond in the rough with tremendous potential.

1113 Old Cheney Rd, Windham

21a Queen Annes Way Unit 21A, Dover
$569,000
4 Beds ⋅ 3 Baths ⋅ 5108333 MLS
Turnkey Kingswood townhome ideally located between Mount Snow and the Hermitage Club! This beautifully furnished 3-bedroom, 3-bath home offers plenty of space and flexibility, including an ensuite bedroom and an oversized den/family room that can easily serve as a 4th bedroom. The open-concept kitchen, dining, and living area is perfect for gathering, highlighted by a striking three-sided wood-burning fireplace and vaulted ceiling. A convenient mudroom and welcoming entryway with a bench provide a practical spot to get organized after a day outdoors, while the private back deck offers a great place to relax and enjoy the peaceful surroundings. Lockable ski storage adds extra convenience for winter adventures. The Kingswood community offers an impressive array of amenities. The recreation center features an Olympic-sized indoor pool, weight room, game room, lounge, and kitchen area. Outside, enjoy a playground, direct snowmobile trail access, and the Valley Trail running through the development for hiking, biking, and exploring. The HOA takes care of snow removal, landscaping, trash removal, exterior maintenance, and even delivers firewood right to your door. For skiing, the shuttle bus picks you up right at your driveway and takes you directly to Mount Snow. Whether you're looking for a year-round getaway, ski retreat, or investment opportunity, this turnkey Kingswood townhome offers the ideal combination of location, amenities, and low-maintenance living.

21a Queen Annes Way Unit 21A, Dover

66 Upper Oak Hill, Newfane
$569,000
4 Beds ⋅ 2 Baths ⋅ 5100634 MLS
180° +/- views, end of the road, top of the hill privacy. 12 acres,4 beds,2 baths,brick,beams,built-ins,custom features,screen room, bonus space! A combination increasingly difficult to find, especially minutes from Newfane Village, Rock River, Brattleboro, vibrant arts community, farm-to-table dining, local galleries, garden shops, farm markets, outdoor recreation that define this special corner of Southern Vermont. Tucked away,this 4 bed, 2 bath Gambrel-style home offers the kind of privacy that has become a luxury in its own right w/wooded & open land, rock gardens, panoramic mountain views,room to explore, relax, or simply enjoy the peace & quiet. With more clearing, the already impressive views offer the opportunity to become even more expansive. Whether you're looking for a full-time Vermont home, weekend retreat, place to work remotely while surrounded by nature, this property offers remarkable flexibility. Enjoy your morning coffee overlooking the mountains, spend the afternoon exploring your land, or gather w/friends in the screened gazebo while watching the sunset. Inside, beams,window seat, custom built-ins & a striking brick accent wall create inviting spaces filled w/warmth & character. Spacious kitchen open to dining room, formal and mudroom entries, full laundry, easily accessible mechanicals. Four bedrooms PLUS multiple flexible bonus spaces provide exceptional versatility for a home office, studio, library, fitness room, guest overflow. Whole-house generator, Wi-Fi & reliable cell service provide modern convenience, while additional utility buildings offer abundant storage, workshop space & room for outdoor gear, equipment or hobbies. Private yet close enough to everything that makes Newfane one of Southern Vermont's most beloved villages. Spend the afternoon at the Rock River, explore galleries, garden shops, linger over farm-to-table dining, hike, or enjoy a night out in Brattleboro before returning home to the rare luxury of complete privacy.

66 Upper Oak Hill, Newfane

194 Coolidge St, Westminster
$565,000
3 Beds ⋅ 3 Baths ⋅ 5104461 MLS
FOR SALE BY OWNER — Buy with confidence. Dramatic two-story foyer flaunting elegance and craftsmanship. The kitchen is designed with custom cabinetry, generous workspace, 5burner DCS range, skylight, and dining area. The living room features a beautiful gas fireplace and a Honduran Mahogany entertainment center. oversized Low-E Andersen windows filled w/ light. In the evenings, customized recessed lighting. On the first floor is the spacious MB that offers a peaceful retreat with a unique hydrotherapy soaking tub alcove with skylight and power shades. Grand columns invoke luxury and relaxation. An ensuite bathroom includes tiled walk-in shower and double vanity sinks. The second level are wo bedrooms, featuring hard ample closet space, a full bath and a third bonus room that overlooks the foyer. Step into the backyard through the glass, French doors to experience a space that was created for gathering with guest and friends. The covered stone patio includes a built-in Lynx grill, separate gas cooktop, refrigerator, expansive granite countertops, stacked stone finishes, ceiling fan, extensive lighting choices, gas fire pit, and a fountain. With beautiful landscaped grounds, 2 car detached garage with workshop and shed. Highly desirable and safe neighborhood.

194 Coolidge St, Westminster

39 B Kingswood Rd, Dover
$559,000
4 Beds ⋅ 3 Baths ⋅ 5093605 MLS
Experience turnkey mountain living in this impeccably maintained and beautifully furnished Kingswood townhome, ideally situated just minutes from Mount Snow and the Hermitage Club. Recently painted and offered fully furnished, this move-in-ready retreat seamlessly blends comfort, convenience, and year-round recreation. Designed for both relaxation and entertaining, the spacious floor plan features four bedrooms and an inviting open-concept living area. The well-appointed kitchen offers granite countertops, a large center island, and a vaulted ceiling, flowing effortlessly into the dining and living spaces. A wood-burning fireplace creates the perfect après-ski ambiance, while sliding doors open to a private deck with a hot tub, an ideal setting to unwind after a day on the slopes. Upstairs, the primary suite boasts vaulted ceilings and a private ensuite bath. Two additional bedrooms, a full bath, and a conveniently located washer and dryer complete the upper level. The main-level bedroom provides flexible accommodations with a bunk bed and pull-out sofa, making it ideal for guests and extended family. Thoughtful upgrades and amenities abound, including a spacious mudroom with custom built-in cubbies, exterior wood storage, and a dedicated ski closet for all your gear. Kingswood residents enjoy access to exceptional community amenities, including a clubhouse with an indoor heated pool, fitness center, game room, and comfortable lounge with a fireplace. The HOA provides true low-maintenance ownership, covering exterior building maintenance, snow removal, landscaping, lawn care, firewood, and trash collection. Outdoor enthusiasts will appreciate the convenient shuttle service to and from Mount Snow, as well as direct access to hiking and snowmobile trails from the base of the community. Whether you're seeking a full-time residence, a four-season getaway, or an investment opportunity, this exceptional townhome offers the very best of Vermont mountain living!

39 B Kingswood Rd, Dover

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

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

13 Brookside Ln, Newfane
$550,000
3 Beds ⋅ 5 Baths ⋅ 5100856 MLS
Beautiful Cape style home nestled in a private country setting, surrounded by mature trees in desirable Newfane and just a short drive to skiing, hiking and other outdoor recreation. Offering exceptional flexibility, the property features an in-law apartment in addition to a separate living quarter, both are currently generating rental income, ideal for multigenerational living, extended family, guests, or supplemental income. A charming she shed/VIP lounge with electricity provides the perfect home office, studio, or creative workspace. The main part of the home is spacious, offering an open-concept kitchen with stainless steel appliances, a center island, a stunning fireplace and direct access to the back deck. The first floor also features a formal dining room, a comfortable living room, and a cozy den with a second fireplace. Upstairs, you'll find several generously sized bedrooms and bathrooms, providing plenty of room for family and guests. Additional outbuildings include an attached garage currently used to store equipment and wood along with two detached buildings which offer ample storage or workshop space. Designed with entertaining in mind, the expansive back deck features a custom-built outdoor fireplace, creating the perfect setting for gatherings throughout the seasons. With its spacious layout, multiple living areas, income potential, and peaceful country setting, this exceptional property offers endless possibilities. Showings begin 7/27/2026

13 Brookside Ln, Newfane

188 Rattlesnake Mountain Rd, Townshend
$550,000
5087936 MLS
Townshend, Vermont sits in the heart of the West River Valley, minutes from Grafton, Londonderry, and Brattleboro. The property borders Vermont Route 30 and offers easy access to two of southern Vermont's premier ski resorts and the broader four-season recreational economy. A rare opportunity to own nearly 100 acres of productive Vermont forestland in one of Windham County's most scenic corridors. - with infrastructure in place, income potential, and a ready-to-build house site. The Land: Spanning an elevational range from 600 to 1,200 feet, this property commands spectacular sunset views overlooking Townshend Dam Lake and the West River Valley. The forest is mature and well-stocked — last harvested in 1999 — with a professional Forest Management Plan in place prepared under the Family Forest Carbon Program (FFCP). Five distinct management stands encompass Northern Hardwood and Hemlock-Northern Hardwood Forest types, featuring Sugar Maple, Red Maple, Black Birch, American Beech, and Eastern hemlock throughout. Income-Producing Carbon Program A 5-acre parcel has been withheld from the carbon program specifically to accommodate a residential build. A 5-bedroom wastewater permit is pending. A driveway has been roughed in with culverts, extending approximately half a mile into the property — meaningful infrastructure in a town with no zoning restriction. Property features .. 20 miles to Stratton Mountain Resort (~38 minutes via VT 30/100) 30 miles to Mount Snow Resort (~45 minutes via VT 30/100) Direct VAST trail access for snowmobiling and year-round recreation 20' shipping container on site for tools, equipment, or materials storage Timber value building since 1999 harvest. Townshend's lack of zoning offers maximum flexibility for future use

188 Rattlesnake Mountain Rd, Townshend

300 Rte 121, Grafton
$549,900
3 Beds ⋅ 2 Baths ⋅ 5078071 MLS
Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Property is being offered furnished and turn key! Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle. Inside, you’ll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility. The home offers three bedrooms, including a convenient first-floor en suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat like feel. Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living.

300 Rte 121, Grafton

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 22 to Stratton.

24 Mowrey Rd, Jamaica

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

116 Teacher Rd, Jamaica
$549,000
4 Beds ⋅ 3 Baths ⋅ 5106080 MLS
Avoid the high cost of heating oil with this this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat. Recent energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, and Daikin heat pumps and mini splits. Located just 20 minutes from Stratton Mountain and Mount Snow, this home sits on 14.4 acres bordering the beautiful Green Mountain National Forest and offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property can be used as a fully-equipped, turn-key vacation rental or exceptional full-time residence. The south-facing home features bright, open living and dining spaces with large picture windows showcasing beautiful views in every direction. A fieldstone hearth with wood stove creates a warm and inviting atmosphere for entertaining, while the kitchen offers abundant storage. The main level includes three bedrooms, a ¾ bath, and a sun-filled mudroom/sunroom with wall-to-wall windows and its own propane stove. Upstairs, the spacious primary suite or bunk room retreat includes a full bath, cedar walk-in closet, and mountain views. The basement with half bath and attached 2-car garage provide excellent storage, workshop, recreation, or future living space potential. Outside, enjoy expansive lawns, meadows, a screened gazebo, private trails, mature forest, stone walls from an old homestead, and a year-round creek. Endless hiking, snowmobiling, ATV riding, and the VAST trail can be accessed from the property. Also included, an oil forced-air heating system, rebuilt chimney, generator-ready setup, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, yet only half a mile from Rt. 100, this is a rare opportunity to own a true Vermont escape.

116 Teacher Rd, Jamaica

59 Colonial Ridge Rd, Dover
$549,000
4 Beds ⋅ 2 Baths ⋅ 5104806 MLS
Located in the highly desirable Dover Hills, this beautifully maintained, custom-built 4-bedroom, 2-bath chalet offers the perfect combination of Vermont charm, comfort, and convenience. Set on a private 2-acres with easy paved access, the property is just a short drive to Mount Snow, the VAST snowmobile trail system, Harriman Reservoir, shopping, dining, and all the amenities of West Dover. Enter through the spacious mudroom, perfect for storing skis, boots, and outdoor gear, with convenient access to both the main living area and lower level. The inviting great room features vaulted ceilings, skylights, large windows, natural wood finishes, and a brick-surround wood-burning fireplace. The open floor plan flows seamlessly into the dining area and generously sized, fully equipped kitchen, creating an ideal space for entertaining. Sliders lead from the kitchen to a spacious deck overlooking the private yard and unique hot tub. The main level offers two comfortable bedrooms and a full bath. Upstairs, the spacious primary suite features a private bath with a soaking/jetted tub and shower, while the fourth bedroom provides additional sleeping space. The finished lower level offers a family/game room with ping-pong, pool table and TV areas, plus a dedicated wine room,plenty of space for après-ski gatherings and family fun. Outside, enjoy a wraparound entertaining deck, hot tub, storage shed, and manageable lawn. Meticulously maintained while preserving its original Vermont character, this turnkey mountain retreat is being offered fully furnished and ready to enjoy year-round. Whether you're looking for a private getaway, family retreat, or investment property, this Dover Hills chalet puts you close to everything while offering the peace and privacy of a mountain setting.

59 Colonial Ridge Rd, Dover

36 Bears Den Rd, Dover
$549,000
5 Beds ⋅ 4 Baths ⋅ 5095145 MLS
Lovely ski home home in an ideal location, offering the privacy of a single-family residence with the convenience of a groomed ski-home trail and direct shuttle service just steps from your front door. Nestled on a well-positioned lot in the desirable Bears Crossing community, the home backs directly to the ski-home trail with a bridge to cross right to your deck on your way home and offers ample parking with easy year-round access. Unlike many properties, this home provides the peace-of-mind amenities of condo living — at a fraction of the cost — including an outdoor pool for summer enjoyment, clubhouse with fitness area, ping pong and pool table, tennis court, and fire pit. Inside, a gorgeous open floor plan welcomes you with abundant natural light from large new windows. The vaulted great room features a wood burning fireplace with brick hearth and flows seamlessly into the updated kitchen with stainless appliances, quartz countertops, large island, and generous dining area. The main level includes a large primary suite with full bath, and an additional half bath for guests. Upstairs are two more bedrooms, a full bath, and a spacious loft ideal for play or overflow sleeping. The functional mudroom entry is perfectly designed for mountain gear with cubbies, coat closet, and bench. The finished lower level offers two additional bedrooms, a full bath, and a large family room — providing excellent separation for guests or rental flexibility. Additional upgrades include an energy efficient direct vent propane heating system, a sizeable rear deck, summer 2026 ongoing painting, and lovely landscaping. This rare combination of ski-home convenience, easy access, generous living space, and sought-after amenities does not come along often. Tremendous rental potential as well.

36 Bears Den Rd, Dover

673 Vt Rte 121 E, Grafton
$549,000
5 Beds ⋅ 3 Baths ⋅ 5074888 MLS
Historic Charmer, this c. 1830 farmhouse has been loved and stewarded by its current owners for half a century. It is time to pass this amazing vintage home on to another lucky family. The house has original features including 2 fireplaces, curved plaster walls and beautiful honey colored wide pine floors. The first floor offers an eat-in- kitchen, formal dining room, spacious sunny living room with adjacent family room also a bedroom and combination bathroom laundry. The second floor has 3 additions bedrooms with two bathrooms and a large bunkroom with 5 built in bunkbeds. Take your pick, enjoy privacy outback in the large screen porch or listening to the babbling Saxtons River on the covered front porch. This property has 45 acres with groomed lawn surrounding the house and a large stand of natural forest along the hillside. The property also offers a classic post and beam barn for vehicles, recreation equipment or endless possibilities. Walking distance to, the Phelps Barn Pub, The Grafton Inn, the Market or the village library. Minutes to Summer and Winter activities at the Grafton Trails, Okemo or Stratton . Come be a part of the Vermont experience.

673 Vt Rte 121 E, Grafton

3148 Rte 11, Londonderry
$549,000
3 Beds ⋅ 2 Baths ⋅ 5074646 MLS
More than a Vermont home, this is a property built for the way you want to live here. Set on 14 acres in Londonderry, this versatile Southern Vermont property combines a 3-bedroom, 2-bath home with something increasingly difficult to find near the mountains: acreage, substantial storage, multiple outbuildings and room for all the gear that comes with the Vermont lifestyle. The property features a 3-bay pole barn, 1.5-bay garage and additional outbuildings surrounded by mostly wooded acreage with open areas to enjoy. Inside, the 1,944-square-foot home offers three bedrooms, two full baths, a spacious living room, separate dining room and a bonus room with its own exterior entrance, ideal for a home office, studio or flexible workspace. Multiple porches and decks extend the living space outdoors, while the hot tub provides the perfect place to unwind after a day on the mountain. And the location puts four-season recreation within easy reach. Bromley, Stratton, Magic and Okemo are all accessible from your Southern Vermont basecamp, along with hiking, biking, snowmobiling, fishing, golf and everything else the Green Mountains offer. Whether you're searching for a full-time Vermont residence, mountain getaway, recreational property or simply a home where there's finally enough room for the skis, bikes, sleds, tractor, workshop and outdoor gear, 3148 Route 11 deserves a closer look. 14 acres. Mountain access. Room for everything. Schedule a private showing and come experience the possibilities for yourself.

3148 Rte 11, Londonderry

628 Townshend Rd, Grafton
$549,000
3 Beds ⋅ 3 Baths ⋅ 5060321 MLS
One of only two stone houses in the charming town of Grafton, this stately home is a truly special opportunity. Perched on a hill across from the renowned Grafton Cheese Company, the property offers easy access to village amenities and year-round recreation at Grafton Ponds Outdoor Center. Inside, you'll find a spacious and inviting layout: Large front living room with exposed beams, a beautiful stone hearth, and a wood-burning fireplace the perfect winter centerpiece. Bright eat-in kitchen with ample space for a breakfast table move-in ready or a canvas for your personal updates. A cozy, four-season sunroom offers additional living space and opens to a charming patio ideal for morning coffee or evening relaxation. Practical main-level features include a half bath, pantry with laundry, and a versatile dining area with room to entertain. Upstairs, the character continues: Three generously sized bedrooms, office space, and two full bathrooms. Deep windowsills, exposed brick features, and abundant natural light throughout. Additional highlights include wood and tile floors, replacement windows, and a fantastic floor plan. A large, plateau-style backyard with a sweet trail leading to a spacious open field ideal for gardening, recreation, or simply enjoying nature. A one-car garage is tucked under the sunroom for added convenience. This rare stone gem blends timeless charm with modern comfort don’t miss your chance to own a piece of Grafton history.

628 Townshend Rd, Grafton

954 Boardman Loop, Wardsboro
$545,000
4 Beds ⋅ 3 Baths ⋅ 5107523 MLS
With 180 feet of private access to the Wardsboro Brook, this furnished 4-bedroom plus den, 3-bathroom home in Wardsboro, Vermont offers an ideal combination of recreation, privacy, and convenience. Located just 6 miles from Mount Snow and 9 miles from Stratton Mountain, this Southern Vermont property puts two popular ski resorts within easy reach. Exceptionally well maintained, the property features fresh paint, a manicured lawn, regular attention to mechanical systems, and a strong rental history. The open-concept kitchen and living area is designed for gathering, with cherry hardwood floors and a wood-burning fireplace creating a warm and inviting space. A large, partially covered wraparound deck extends the living space outdoors. Three bedrooms are located on the first floor, including the primary bedroom with ensuite bathroom and direct access to a private backyard deck. The second-level office/den overlooks the living room and provides flexible living space. Upstairs, a private bedroom with ensuite bathroom could serve as a second primary suite or bunk room, complete with reading nook and private balcony. The full basement offers unfinished space for future expansion. A one-car garage and whole-house generator add functionality. Outside, the spacious level yard and fire pit provide plenty of room for gatherings. Custom-built steps lead to the Wardsboro Brook, where multiple seating areas and a swing offer a peaceful place to enjoy the water. Explore the woods, discover the frog pond, fish in the brook, or look for salamanders. Surrounded by the Green Mountain National Forest, the property is close to the Appalachian Trail, Long Trail, Grout Pond, kayaking, paddleboarding, hiking and mountain biking. In winter, the nearby VAST trail system provides access miles of snowmobile trails. With three levels of living space, flexible floor plan, and an installed ramp providing easy, no-stair access to the first floor, this home is ready to welcome its next owner.

954 Boardman Loop, Wardsboro

3 Valley Vw, Wilmington
$539,000
3 Beds ⋅ 2 Baths ⋅ 5114823 MLS
Beautiful renovated chalet in the Chimney Hill community just a short drive from Mount Snow ski resort and the village of Wilmington, with exceptional rental history and a 5 star rating. Conveniently located with easy access in the B section of Chimney Hill, so no need to worry about driving up the mountain, and overlooking 10 acres of common community land with a nice walking or cross country skiing loop, as well as direct VAST snowmobile trail access. This 3 bedroom, 2 bath home features extensive upgrades and features an open concept living, dining, and kitchen space with vaulted ceilings and great natural light thanks to large south facing windows, a Jotul wood burning stove for lovely ambiance, highly efficient minisplit heat and a/c system, updated flooring throughout, a large kitchen with breakfast bar, new stainless appliances, and ample seating, open to the dining area, which leads out to the large rear deck, mountain views, and private setting, ideal for entertaining. Additionally on the main floor there is a spacious main floor primary suite with it's own deck access, and spa like upscale bath with soaking tub and gorgeous tiled shower, a large main floor entry with laundry and owner closet, and mudroom entry with bench and racks for your gear no matter the season. There are two large bedrooms upstairs for ample sleeping, both with lovely mountain views, and a jack and jill bathroom also updated for easy turn key enjoyment. Less obvious features include a long private driveway, large wood shed, wood loading entry off the side of the mudroom, updated washer and dryer, new heat pump hot water heater in 2019, many updated windows, and new roof in 2023. This comes with the tremendous Chimney Hill amenities including renovated clubhouse with indoor and outdoor pools, hot tub, gym, arcade, game room, theater, tennis courts, winter ice skating, and a la carte services such as plowing, mowing, trash, and more!

3 Valley Vw, Wilmington

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