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$825,000
5 Beds ⋅ 1 Baths ⋅ 5088768 MLS
Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings ,many ready for restoration, reimagining, or replacement. Historic stone walls trace through the landscape, while a peaceful wetland area creates a natural haven for wildlife. Blending character with practicality, the property also offers solid infrastructure already in place, including power, a newer well, a newer roof, and the essential groundwork to move your vision forward. The land is truly the centerpiece, featuring sweeping open fields, a productive sugarbush, and marketable timber.

6036 Jacksonville Stage Rd, Halifax
$149,000
1 Beds ⋅ 1 Baths ⋅ 5088763 MLS
Tiny home living in a big way! Enjoy the conveniences of public sewer and water on a quiet plot of land close to I-91 and five minutes to the Amtrack station. This property is well cared for and maintained. All you need to do is either move in or start renting it out for extra income. This adorable home generates over $20,000 per year as an Airbnb, or you can get up to $1500/mo in long term rentals. It's also the perfect stomping grounds if you're looking for a vacation getaway due to its proximity to a variety of renowned mountain bike networks (like Ascutney), great hiking, and fishing spots! An added BONUS is this place comes furnished! Turnkey at its best!

1 N Ridge Rd, Rockingham
$1,795,000
4 Beds ⋅ 3 Baths ⋅ 5088735 MLS
PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs every weekend and picks up right at the end of the driveway for an EFFORTLESS TRIP TO AND FROM THE MOUNTAIN. This property also coveys with the coveted Stratton Mountain and Fitness bond, granting FULL ACCESS to the golf course, fitness center, and an EXCLUSIVE PRIVATE HOMEOWNERS LODGE AT THE MOUNTAIN. The spacious great room features CATHEDRAL CEILINGS, walls of glass and a DRAMATIC WOOD BURNING FIREPLACE. The GOURMET KITCHEN with stone countertops and UPSCALE APPLIANCES opens seamlessly to the dining and great room. The primary suite offers privacy with a BEAUTIFUL BATH, walk in closets and WOODLAND VIEWS. A family room with SUNNY EXPOSURE opens to the back deck where you can ENJOY THE SPA. Multiple decks provide both covered and open spaces to enjoy the seasons, including a beautiful front upper deck that offers AMAZING SUNRISE AND SUNSET VIEWS. Wood floors, tile baths, and a lovely entry and mudroom complete the interior. IDEAL FOR WINTER AND SUMMER ENTHUSIASTS seeking a premier resort.

74 N Brookwood Rd, Stratton
$489,000
4 Beds ⋅ 2 Baths ⋅ 5088610 MLS
Spacious ski chalet in the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. Just down from the rec center and clubhouse sits this well maintained home with easy access, ample parking, a level back yard, and nice privacy, yet with all the conveniences of community living. The interior has a vaulted open concept living space with natural light and large windows, natural woodwork throughout, a kitchen with stainless appliances and breakfast bar, a spacious dining area open to the living room with gas fireplace and brick hearth, a main floor bedroom and full bath as well as a large mudroom for all your gear, 2 upstairs bedrooms including a large bunk room with great closet space, as well as a second full bath recently renovated, a finished walkout lower level with games, additional sleeping space, and ample room to spread out. There is also a large storage and utility room for seasonal storage or owner lock out space. There is a garage shed outside for snowmobile, a fire pit, and large entertaining deck. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

18 Quail Ct, Wilmington
$599,000
5 Beds ⋅ 2 Baths ⋅ 5088556 MLS
Unique opportunity to own an updated and woodsy chalet just up from the slopes of Mt Snow, yet also with direct snowmobile trail access. This 5 bedroom, 2 bath home has been tastefully renovated while maintaining the charm and character befitting a Vermont retreat ski home. The interior features an open concept living space with vaulted great room, wood burning fireplace, natural woodwork and great light thanks to large windows, a kitchen off one side with live edge breakfast bar and stainless appliances, ample dining space open to the large front deck for outdoor enjoyment or potential future hot tub apres ski, there is a main floor bedroom and full updated bath, a second floor loft bedroom, two guest bunk rooms in the lower level, a second full updated bath with tiled showed, and a large fifth bedroom that doubles as a family room with fireplace. There is also a mudroom addition great for gear storage and getting out of the cold, a large shed for gear, ample parking, and tons of privacy. Less obvious upgrades include a standing seam metal roof, updated windows and doors, updated flooring throughout, and more, for easy turn key enjoyment or incredible rental potential thanks to the style and mountain proximity. There is direct VAST snowmobile trail access from the private level property, so you can ski half day and snowmobile the other half, without ever having to drive far.

48 Upper Highlands, Dover
$425,000
3 Beds ⋅ 2 Baths ⋅ 5088540 MLS
Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood shed and bear proof trash bin. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

49 West Rd, Wilmington
$349,000
5 Beds ⋅ 3 Baths ⋅ 5088342 MLS
Historic 5 bedroom 3 bath home located in the heart of Saxtons River Village offering generous living space, classic character, and a convenient village setting. With multiple levels of living space and large rooms throughout, this home provides flexibility for a variety of living arrangements including space for guests, home offices, hobbies, or extended living needs. Original details and historic charm can be found throughout the property, giving the home warmth and personality while offering the opportunity to make it your own over time. The property features a newly drilled well, providing an important upgrade. Outside enjoy a nice fenced in yard with room for gardening, entertaining, pets, or simply relaxing outdoors. The yard offers a peaceful setting with privacy while still being conveniently located within the village. A covered porch and spacious outdoor areas add to the home’s appeal and usability throughout the seasons. Located just moments from Vermont Academy, local village amenities, and a short drive to Bellows Falls and I-91. This property offers easy access to shopping, dining, recreation, and year round outdoor activities. Whether you are looking for a full time residence or a home with room to grow, this sizable village property offers space, character, and a desirable location in one of Vermont’s most charming small town communities.

21 Main St, Rockingham
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 5088064 MLS
Price Improvement! Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures the historic essence of Vermont with its chestnut beams, wide plank flooring and stylish yet unpretentious design. Interior features offer the perfect balance of grandeur and intimacy with oversized windows that bathe the rooms in natural light, 3 fireplaces and authentic lighting. The kitchen is a culinary haven with state-of-the-art appliances and stunning Brazilian countertops, providing ample workspace and an eat-in area. The first floor also offers a formal dining room, a guest/primary suite with a private entrance and laundry, an office, and it's completed by a sitting room where the current owners gather around the piano. Upstairs you'll find a generous primary suite, two bedrooms, and one with a connecting room, an ideal playroom or office. The walk-out basement is partially finished with a workout room, laundry room and abundant storage. The house includes high-speed fiber internet and a whole-house generator. The attached 2-car garage is heated and a second heated detached 2-car garage with a finished loft above is perfect for playing pool and foosball with family & friends. Relaxation comes easily by the inviting in-ground pool overlooking tranquil woodlands, the stone-terraced landscape and native wildlife. This special property is nestled in a friendly community on a country road, adjacent to 367 acres of protected land with trails perfect for hiking, biking and snowshoeing. Just 2 hrs to Boston, 3.5 hrs to NYC with direct Amtrak to NYC. Easy drive to ski mountains.

390 Pleasant Valley Rd, Brattleboro
$260,000
1 Beds ⋅ 1 Baths ⋅ 5087943 MLS
Looking for the simple life in tiny home living, or maybe just a good basecamp to explore the outdoors? Look no further! This unique property is conveniently located just a couple miles outside the bucolic village of Putney off a main road, with easy access to I-91. With 33 acres of rolling woods and local valley views there's plenty of land to explore and play with, while the cozy little home makes a great place to relax and retreat to. It has both a heat pump & a wood stove to keep things comfortable all year round, and a full basement for plenty of storage. Check it out today!

319 River Rd S, Putney
$498,750
4 Beds ⋅ 3 Baths ⋅ 5087887 MLS
Welcome to this spacious contemporary home located on the desirable Hartley Hill Road, conveniently situated near Saxtons River, Bellows Falls, Putney, and I-91. Built in 2008, this well-maintained home offers quality craftsmanship including a brand new roof installed April 2026, high-end utilities, and modern comforts throughout. The finished, walk-out lower level features radiant heat, abundant natural light, and exterior access from three sides of the home. This floor is home to the spacious primary suite including a luxurious ensuite bathroom complete with a soaking tub, dual sinks, a beautiful walk-in shower, separate toilet room, and a large walk-in closet. This level also offers a generous bonus room, laundry room, and utility room. Upstairs, enter through the back deck into a welcoming entryway leading to the expansive modern kitchen, featuring granite countertops, a large center island with pendant lighting, and plenty of space for entertaining. The open-concept kitchen, dining, and living area is centered around a striking staircase that ties the space together beautifully. This level also includes an additional bedroom and a convenient half bath. The upper floor offers two more spacious bedrooms and a full bathroom with dual sinks and a walk-in shower. Outside, relax on the deck overlooking the pool while enjoying the privacy and tranquility of the surrounding rural countryside.

1488 Hartley Hill Rd, Westminster
$799,000
4 Beds ⋅ 3 Baths ⋅ 5087730 MLS
Enjoy year-round living in this handsome contemporary home set on over 12 acres of picturesque land, featuring open meadows, a gentle stream, a large pond, mixed woodland, and beautifully maintained gardens. Bright and inviting, the home offers a spacious layout designed for both comfort and entertaining. There is an attached 3 bay garage above which is a huge heated bonus room with storage closets and pool table. A welcoming entry with double closets provides easy access to the attached three-bay garage and wraparound porch. The adjacent mudroom includes tile flooring and practical wooden hooks, perfect for Vermont’s changing seasons. The expansive kitchen is filled with natural light from skylights and features granite countertops, abundant cabinetry, and stainless steel appliances, including a large Viking range. The formal dining room showcases softwood flooring and a sloped ceiling, while the sunken living room with cathedral ceiling centers around a stone fireplace with a propane insert and opens to a large deck and screened porch ideal for indoor-outdoor living. Two generously sized bedrooms and a shared bath complete the main level. Upstairs, the private primary suite offers patio doors to an upper deck overlooking lush gardens and the pond, along with an en suite bath and sauna for a true retreat experience. The lower level expands the home’s versatility with a second kitchen, family room, full bath, and wine room perfect for hosting guests or extended family. Located just minutes from Mount Snow and four-season recreation, this property combines natural beauty, thoughtful design, and exceptional convenience. Being offered furnished with certain exceptions.

25 Yeaw Rd, Dover
$595,000
2 Beds ⋅ 3 Baths ⋅ 5087641 MLS
Nestled on Historic Parker Hill, this charming residence sits on a generous 10-acre lot that blends open spaces with woodlands, offering both privacy and natural beauty. The home features classic post and beam construction, highlighted by a cathedral ceiling and hardwood floors that create a warm and welcoming atmosphere. Large windows provide captivating views of the surrounding landscape, making every room feel connected to nature. The spacious layout allows for easy flow between the open concept living and dining areas, complemented by a country kitchen with hardwood floors. A loft, complete with built-in bookcases, offers additional living space and overlooks the main area. The handsome brick chimney with a wood stove not only provides warmth but also adds a touch of rustic ambiance. On the first floor, the luxurious primary bedroom includes an ensuite bathroom and a soaking tub, as well as a bank of large windows that frame the picturesque views. Upstairs, a cozy bedroom is equipped with a half bath and built-in storage, providing comfort and functionality. Additional Spaces and Amenities: An attached 2-car garage offers convenient workshop space, along with a heated 18x13 room on the second floor that is perfect for a home office, or studio. The property also includes an equipment shed and wood storage cribs, catering to practical needs. Ideally located less than ten minutes from I-91 exit 6, the home is within easy driving distance of Okemo (30 minutes away) and the nearby towns of Chester, Springfield, and Bellows Falls. This location combines tranquility with accessibility to regional amenities and attractions.

559 Parker Hill Rd, Rockingham
$1,800,000
4 Beds ⋅ 5 Baths ⋅ 5087347 MLS
One-of-a-Kind Vermont Lifestyle Property Home, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home—rich in character, thoughtfully updated, and designed for everyday living. Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property’s versatility is the space currently home to the nationally recognized SoLo Farm & Table—an award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture—or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting.

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

12 Autumn Gem Dr, Dummerston
$595,000
3 Beds ⋅ 3 Baths ⋅ 5086904 MLS
Immaculate! Lovingly reimagined over two decades, this impeccable residence blends thoughtful design with modern sustainability. The heart of the home is a chef’s kitchen with ample counter space and a spacious pantry with an integrated dining area—perfect for entertaining. Relax in the stunning living room, anchored by a gas insert fireplace crafted by a very talented local mason. Outdoor living is elevated by a light-filled sunroom overlooking a lush backyard complete with raised garden beds and blueberry bushes. Unique features include a former garage transformed into a private guest studio with a Murphy bed, and a new, oversized two-car garage with a clever "drive-through" door for garden access. There is a 40x10' attic space, perfect for tons of storage, or if more living space is needed, it may be finished. Hot water pipes are already located there. Complete with an array of solar panels,{owned}, heat pumps, a whole-house generator, and the potential for single-level living, this Brattleboro gem offers ultimate comfort and self-sufficiency.

171 Green Mdw, Brattleboro
$1,160,000
5 Beds ⋅ 4 Baths ⋅ 5086826 MLS
Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast, this propery has the features you look for in a Resort Residence, 5 bedrooms (which includes a spacious and private primary suite wing), 4 updated bathrooms, a spacious media room that opens to a patio with hot tub and fire pit. The galley kitchen opens to a dining room and all with ease to entertaining and apres ski. This location is prime for winter ski and snowboarding as well as an incredible mountain biking trail system during the summer and fall. Hike, bike, golf and enjoy incredible year round activities. Very few homes become available in the North Brookwood neighborhood. Don't miss an opportunity to create your own mountain lifestyle in this great resort location.

82 N Brookwood Rd, Stratton
$799,000
4 Beds ⋅ 5 Baths ⋅ 5086432 MLS
Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

1035 Vt Route 121, Windham
$329,000
3 Beds ⋅ 2 Baths ⋅ 5086341 MLS
Lovely level lot, close to schools, hospital, shopping, State park and downtown. The best of everything, and BRAND NEW!!! Be the the envy of all your friends, with this wonderful, open concept, one level home. Primary bedroom on one end with an ensuite for privacy! New, shiny appliances, good sized island for cooking or hanging out and both a tub and a walk in shower. Special in so many ways, easy to show.

550 S Main St, Brattleboro
$535,000
3 Beds ⋅ 3 Baths ⋅ 5086258 MLS
Section B Cul de Sac. Fabulous large house on an oversized lot! First time on the market in 20 years! 3+ bedrooms, 3 bathrooms, gas fireplace, large deck, workshop space, large driveway with plenty of level parking. Mudroom entry, laundry room, open concept living, dining and kitchen. Newer appliances, second fridge, first floor bedroom and bathroom, plus a study and two glass rooms that are connected; one was previously a hot tub room. Second level features a primary bedroom with ensuite bath, walk-in closet, and two additional bedrooms with a shared bath, and one has an oversized closet. Vaulted ceiling, natural woodwork, tons of privacy. This is it! Start living the dream of your resort getaway lifestyle. Chimney Hill is situated on 1,200 acres, with 550 owned in common by the members. Owners enjoy all the recreation amenities CHOA offers, including our exclusive member-only clubhouse located at 2,00' in elevation with an outdoor heated pool, playground, basketball and tennis, indoor heated pool and hot tub, fitness room, toddler playroom, après ski lounge, fully equipped kitchen, reading nook, community room, arcade, extensive trail system, seasonal pickleball and ice skating, and a stocked fishing pond. Plus, enjoy all that the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, snowmobiling, snow shoeing, hiking, biking, boating, theater, music, breweries, distilleries, fine dining, flea markets, antiques, unique shopping, horseback riding, and so much more!

14 High Top Rd Unit B124, Wilmington
$999,000
2 Beds ⋅ 1 Baths ⋅ 5086186 MLS
CONNECTICUT RIVER HOME WITH 500' RIVER FRONTAGE. THE HOME OFFERS A COMMANDING VIEW. THE 2ND FLOOR 2BR LIVING QUARTERS HAS 2241 SQ. FT. LIVING SPACE WITH ATTACHED PARTIAL FINISHED 1600 SQ. FT. THE OPEN SPACE CONCEPT IS IDEAL FOR ENTERTAINING. THIS PROPERTY WILL ALSO COME WITH 12 BOAT DOCKS W/ LAUNCHING AREA TO USE OR LEASE. THE LOWER LEVEL 4300 SQ. FT. WAS THE SHOWROOM, OFFICE AND WORKSHOP FOR THE MARINA. IT ALSO HAS A DEYACHED 48 X48 GARAGE W/ 16' CLEARANCE. THIS UNIQUE PROPERTY IS AN ESTATE SALE AND WELL WORTH VIEWING.

225 Missing Link Rd, Rockingham
$439,000
3 Beds ⋅ 2 Baths ⋅ 5085682 MLS
Tucked away in plain sight, this beautifully maintained three bedroom, two bath ranch offers the perfect blend of privacy, comfort, and convenience on a 1.1 acre lot in Westminster, Vermont. Step inside through a welcoming mudroom with ample closet space, leading into a thoughtfully updated kitchen featuring an island sink and new granite countertops perfect for both everyday living and entertaining on the weekends. The open concept kitchen, dining, and living area is the heart of the home, showcasing cathedral ceilings and a cozy wood-burning stove set within a classic brick fireplace. Hardwood floors run throughout, adding warmth and continuity. The spacious primary suite includes a private ensuite bath and walk in closet, while two additional bright bedrooms and a second full bath provide plenty of space for family or guests. A separate family room offers even more flexibility, filled with natural light and ideal for gatherings or relaxation. Enjoy peaceful mornings on the front porch watching the sunrise or unwind on the private back deck overlooking scenic local vistas, your very own apple trees and a prime gardening opportunity should you like growing your own food. The outdoor firepit and grilling area make it easy to host and enjoy the beauty of the surrounding landscape. A two-car attached garage with automatic doors ensures convenience year-round, especially during Vermont winters. Downstairs, a massive dry gorgeous basement offers endless possibilities whether for storage, a workshop, or future finished space. This hidden gem is ready to welcome you home, come see it for yourself.

3669 Us Route 5, Westminster
$253,000
2 Beds ⋅ 1 Baths ⋅ 5085393 MLS
This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Price increase reflects work done to reinforce roof structure. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, Windham
$515,000
4 Beds ⋅ 2 Baths ⋅ 5084477 MLS
Nestled among the trees in the sought-after Snow Mountain Farms community, this beautifully maintained four-bedroom home is just 7.6 miles to Mount Snow and 13 miles to Stratton Mountain Resort. The welcoming front porch leads to a spacious wrap around deck, creating an ideal setting for entertaining or simply enjoying the peaceful natural surroundings. The main living area features pine floors and a cozy wood-burning fireplace, delivering that classic Vermont feel. The primary suite with its own bath, along with two additional bedrooms, are located on the main level for easy living. The lower level expands the living space with a workshop, a recreation room complete with an indoor hot tub, and direct walkout access to the backyard. A fourth bedroom and a versatile bonus room provide additional flexibility for guests, a home office, or hobbies. The community offers an indoor pool for year-round enjoyment and a outdoor tennis court. Whether you're seeking a full-time residence or vacation getaway, this home is ready to deliver a mountain lifestyle at its best.

1229 Sheldon Hill Rd, Wardsboro
$399,000
4 Beds ⋅ 2 Baths ⋅ 5083753 MLS
Thoughtfully maintained 4-bedroom, 2-bath Chimney Hill chalet offering a warm, inviting feel with natural wood finishes, open-concept design, woodstove and features that capture the essence of Vermont living. The main living areas are bright, comfortable and welcoming, with easy flow to a deck overlooking surrounding mountain ridgelinesan ideal setting for both quiet mornings and relaxed entertaining. The home is designed for comfort and ease, featuring an oversized mudroom entry, full laundry area, and a layout that accommodates both everyday living and extended stays, of extended groups! A lower-level family room and additional overflow sleeping space provide flexibility for hosting and creating room for everyone without sacrificing privacy. Outdoor features include a fire pit area, large storage shed for recreational gear, and ample parking for vehicles, boats, or snowmobiles—making it easy to enjoy everything the area has to offer in every season. Located within the desirable Chimney Hill community, owners enjoy access to a wide range of amenities including indoor and outdoor pools, hot tub, fitness center, tennis and basketball courts, ice skating rink, stocked fishing pond, picnic areas, and direct access to multiple trailheads. Just minutes to Mount Snow Resort and Hermitage Club, as well as nearby golf and Lake Whitingham with a marina and boat rentals. This property offers a well-rounded four-season lifestyle. Boating, skiing, golfing, hiking, shopping, dining, snowmobiling or just deep relaxation and escape are all within reach from your new home base in the Vermont mountains.

44 Howes Loop, Wilmington
$429,000
4 Beds ⋅ 2 Baths ⋅ 5083153 MLS
Now Offered at $429,000 – Exceptional Value Near Mount Snow & Stratton. Classic Vermont Home with Stunning Hilltop Views – Minutes from Mount Snow & Stratton. Set atop a peaceful New England hill, this classic Vermont home offers beautiful local and local mountain views in one of Southern Vermont's most desirable four-season locations. Just six miles from Mount Snow, Stratton Mountain, Grout Pond, and access to the VAST snowmobile trail network, the property is perfectly positioned for skiing, hiking, boating, snowmobiling, and year-round recreation. Filled with natural light, the home features warm wood floors, large windows that capture the surrounding scenery, and a spacious 15' x 24' patio overlooking the private backyard, an ideal setting for relaxing or entertaining after a day of adventure. Thoughtful updates provide comfort and peace of mind while preserving the home's timeless Vermont character. The renovated kitchen features granite countertops and modern cabinets, while Andersen vinyl windows improve energy efficiency throughout. Improvements include a generator hook-up and switch, roof replaced in 2014, high-efficiency furnace installed in 2015. A 12' x 30' storage shed offers space for outdoor equipment, tools, or a workshop. Whether you're searching for a full-time residence, a weekend retreat, or a four-season getaway, this property offers an exceptional opportunity to own a classic Vermont home in an outstanding location at an attractive value. Listing agent related to the seller.

137 Stratton Arlington Rd, Wardsboro
$334,000
1 Beds ⋅ 1 Baths ⋅ 5082738 MLS
Tucked along a scenic stretch of East Dover Road, this charming Wardsboro property captures the essence of Vermont country living with the added bonus of easy access to some of Southern Vermont’s most sought-after destinations. Just a short drive to Mount Snow and Stratton Mountain Resort, this location is ideal for year-round recreation from skiing and snowboarding in the winter to hiking, mountain biking, and exploring in the warmer months. The existing 1 bedroom cabin with an additional loft space offers a warm and inviting atmosphere with classic country appeal, surrounded by the natural beauty that makes Vermont so special. A standout feature of the property is the newly constructed 30x36 garage, offering ample space for vehicles, equipment, or workshop use. Electric has already been brought in and the concrete floor has tubing for 3 zone radiant heating. Above, a spacious unfinished area provides exciting potential for future living space perfect for a guest suite, studio, or rental opportunity. Whether you're seeking a full-time residence or a Vermont getaway, this property combines charm, functionality, and a great country location close to outdoor adventure and beloved mountain towns.

1511 E Dover Rd, Wardsboro
$639,000
3 Beds ⋅ 2 Baths ⋅ 5082327 MLS
Gorgeous home with so many recent upgrades! Beautiful kitchen with newer updated appliances, baths, roof, windows, flooring, well pump, mini splits, high efficiency propane combo unit for heat and hot water, new pavement, three car detached garage, woodshed, fenced in doghouse area and so much more! This is truly MOVE IN READY! These are just a few of the items this homeowner has done to improve the property. The home offers a walk out basement with patio and outdoor firepit area to gather with friends and family! This home is truly a gem to show! Large front deck to take in the local ridgeline views throughout all four seasons. The property is also surveyed with two additional lots with state approved wastewater permits already on file should you want to build additional homes in the future, sell off or keep them for privacy and future use. Access to miles of trails directly from the home. Just a short drive to Mount Snow, Stratton, Bromley and Magic Mountain Ski Resorts. You’re also within walking distance to the center of town, post office, library and general store.

198 E Hill Rd, Wardsboro
$999,000
6 Beds ⋅ 5 Baths ⋅ 5082229 MLS
STRONG RENTAL HISTORY & INVESTMENT OPPORTUNITY IN A TURN-KEY PROPERTY. Located in the heart of Grafton, Vermont, on a spacious one-acre, flat lot a quick stroll from town, this extensively renovated property offers exceptional flexibility and scale. The single family or multi-family property is configured to allow division into two condominium-style living spaces plus a separate artist loft or accessory dwelling, each with its own entrance, creating versatile possibilities for expansive residential living, multi-generational housing, a vacation retreat or investment opportunity with three rentable units. The home features six bedrooms, plus a loft, and has been thoughtfully updated with new kitchens, renovated bathrooms, new windows, roofing, wide plank wood flooring, and all new mechanical systems installed in 2022-2023. An extra-large two-car garage provides abundant storage. Located in close proximity to Grafton’s well-known village destinations—including the Grafton Cheese Company, Grafton Inn, Phelps Barn, MKT Market, Grafton Trails & Outdoor Center, and the Nature Museum—the property offers convenient access to local shops, dining, recreation and skiing. With a strong rental history and extensive updates, this turn-key property presents unique opportunities and turn-key living in the heart of historic Grafton.

151 Townshend Rd, Grafton
$250,000
2 Beds ⋅ 1 Baths ⋅ 5082153 MLS
Discover the perfect blend of charm and tranquility in this delightful 2-bedroom bungalow nestled in the heart of Newfane Village. Fresh paint throughout, this home is move-in ready and awaiting its next owner. You can sit on the side deck and enjoy a spacious, yard ideal for gardening, entertaining, or simply soaking in the sounds of nature with direct access to a picturesque stream. You can also enjoy small-town charm with Easy access to local amenities, shops, and scenic views. Subject to seller finding suitable housing.

429 Vt Route 30, Newfane
$599,000
4 Beds ⋅ 4 Baths ⋅ 5082001 MLS
Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with a dedicated office space and attached garage offers over 3,000 square feet of living space. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment from winter skiing and riding to relaxing summer evenings on the deck. Inside, 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 — ideal for relaxed gatherings or an energetic game night with friends. The second floor offers a spacious primary suite with an ensuite bath, two additional bedrooms, a full bathroom, and a dedicated office space. A fully finished lower level adds versatility, complete with a beautiful fireplace, generous space for entertaining, and large sliders that open directly to the backyard. Outdoor living is equally impressive. An oversized front porch with an attached gazebo creates a welcoming first impression, while the expansive back deck off the dining room is perfectly sized for outdoor dining, cookouts, and comfortable patio furniture. The private yard offers space to unwind, entertain, and enjoy the peaceful surroundings in every season. Outdoor recreation is right nearby, including hiking, swimming, paddleboarding, and fishing at Grout Pond, along with the extensive backcountry mountain biking at the Stratton town forest or Stratton Recreation Center. You can also enjoy tennis, pickleball, or a swim at the neighborhood recreation center.

556 Saw Mill Rd, Wardsboro

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