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3715 Rte 11, Londonderry
$755,000
5 Beds ⋅ 3 Baths ⋅ 5061900 MLS
Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale lighting and bath fixtures. Located in the heart of ski country with views of Magic Mountain and just minutes from Magic, Bromley, and Stratton, this is a home for the outdoor enthusiast. A large pond in the backyard invites swimming, canoeing, and paddleboarding, while the expansive back deck overlooks the water--perfect for outdoor dining and entertaining. Upstairs bedrooms feature custom built-ins, and the primary suite --set in its own wing--boasts cathedral ceilings, a beautiful bath, and serene pond views. The well-planned gear room includes ample closets, cubbies, and hooks to keep outdoor essentials organized. Pet-friendly with a fully fenced backyard, custom dog cubbies, and a pet shower. Tesla EV charger included. The vintage barn offers flexible space for storage and an opportunity for another area to entertain. Live your best Vermont life in comfort, style, and natural beauty.

3715 Rte 11, Londonderry

1950 Collins Rd, Halifax
$3,800,000
4 Beds ⋅ 8 Baths ⋅ 5062504 MLS
Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on site winery, craft brewery, and champagne making facilities, this turn-key property is ideal as a private residence, retreat, or destination business. The custom log home showcases vaulted ceilings, radiant in floor heating, hardwood and stone flooring, and imported Italian tile. A chef’s kitchen and expansive 800’ wraparound deck offer the perfect space to entertain while enjoying stunning 360 degree mountain, vineyard, and valley views. The boutique vineyard supports in-house wine production, complemented by a dedicated beer brewing system and traditional méthode champenoise champagne facility perfect for tastings or exclusive label production. The event venue includes a second commercial kitchen, two custom bars, elegant restrooms, and a 7,900 sq ft stone patio with cascading fountains ideal for weddings, retreats, and celebrations. Freshly painted and impeccably maintained, this estate offers total privacy with year round recreation nearby, including Wilmington’s fine dining, Sunset Lake, and Hermitage Golf Club. Ski Reports in all directions. A rare opportunity schedule your private tour today.

1950 Collins Rd, Halifax

24 Antler Loop, Dover
$450,000
3 Beds ⋅ 2 Baths ⋅ 5025379 MLS
This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a picturesque half-acre pond in the front yard. Nestled on 2.06 acres in a tranquil neighborhood, the property offers an excellent floor plan for family living. The home features spacious bedrooms, a cozy brick fireplace in the living room with a cathedral ceiling, and a dining area with pine floors and pond views. A sitting area upstairs connects two bedrooms, while the first-floor bedroom and living room both have sliders leading to the backyard. The beautifully landscaped yard boasts a stone walkway lined with perennials, a deck off the side door, and an oversized attached garage. The basement is 3/4 full and unfinished with a bulkhead, plus a 1/4 crawl space. Located in the desirable Dover Manor, this home is just 6 miles from Mount Snow and 7.5 miles from the Hermitage Club, with convenient access to Brattleboro and Bennington. Built and lovingly maintained by the original owner, this home combines comfort, charm, and an unbeatable setting.

24 Antler Loop, Dover

1192 Chapel Hill Rd, Whitingham
$299,000
3 Beds ⋅ 2 Baths ⋅ 5058111 MLS
Discover the perfect Vermont four-season retreat in this architecturally unique round home, set on a picturesque 1-acre corner lot in Southern Vermont. Offered fully furnished and move-in ready, this 1,840-square-foot, 3-bedroom, 2-full-bath property is ideal as a year-round residence, vacation home, or turnkey getaway. The welcoming lower level features three comfortable bedrooms, a spacious full bath with a jetted soaking tub, tiled floors, and a glass-enclosed shower, along with a convenient utility room. Upstairs, abundant natural light fills the open-concept living area where the kitchen, dining, and living spaces flow seamlessly together. A cozy wood-burning fireplace creates the perfect gathering place after a day of skiing, hiking, snowmobiling, or exploring the surrounding lakes and trails. A second full bath on the main level adds convenience for both everyday living and entertaining guests. Step outside to enjoy multiple outdoor living spaces, including a sunny second-floor deck, covered patio, established perennial gardens, and a storage shed. The mostly open lot offers space to relax, entertain, and enjoy the peaceful surroundings. Ideally located just 8 minutes from Jacksonville Village, 10 minutes from Harriman Reservoir (Lake Whitingham), 8 minutes from Lake Sadawga, and 17 minutes from Wilmington, this property provides convenient access to some of Southern Vermont's most sought-after recreation destinations. Enjoy skiing at Mount Snow and Berkshire East, boating and fishing on nearby lakes, hiking the Catamount Trail, paddling the Deerfield River, and exploring the VAST snowmobile trail network. With high-speed fiber internet available and all furnishings included, this distinctive home offers the perfect combination of comfort, character, and year-round adventure. Whether you're seeking a mountain getaway, recreational base camp, investment opportunity, or full-time residence, this turnkey Vermont property is ready to enjoy from day one.

1192 Chapel Hill Rd, Whitingham

70 Hunter Ln, Jamaica
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 5060615 MLS
Discover a truly unique four season home. In the summer, kayak and swim on a private pond. In the fall, hike the many trails that are available and enjoy the foliage. When the Winter comes, it's a ten minute trip to Stratton Mountain and afterwards, ice skate on your own back yard pond. In the spring, step outside to a private hot tub inviting you to to soak while overlooking the sprawling perennial gardens or perhaps grilling on your fabulous deck. 70 Hunter Lane, set within the private Highland Forest development in the Cole Pond community with your own private beach. Minutes to Stratton Mountain Resort, this exceptional property offers the perfect balance of privacy, convenience, and year-round recreation, hiking biking, fishing, snowshoeing, snowmobiling and nearby skiing at three resorts. This 4,200 square foot home features four bedrooms and three Bathrooms. The generous living spaces highlighted by two fireplaces, creating a warm and inviting atmosphere. A bonus room presently used as an art studio. Adjacent to a two car expansive garage.

70 Hunter Ln, Jamaica

27 Country Ct, Wilmington
$389,000
4 Beds ⋅ 2 Baths ⋅ 5058910 MLS
Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use trail system for biking, hiking, snowmobiling, 3 areas with tennis courts, seasonal pickleball and ice skating, year-round swimming at the Exclusive Members-Only Club House , indoor and outdoor in-ground pools, hot tub, fitness room, arcade room, small child playroom, community room, table tennis, basketball, fully-equipped kitchen for HOA members use, outdoor grill by the outdoor pool, along with a playground for young children, and members lounge. Plus, world class skiing and shredding just minutes away, golf, boating, fishing, paddleboarding, unique shops, fine dining, flea markets, festivals, music, and all the Deerfield Valley and Southern Vermont have to offer! Own this winter don't rent!!!

27 Country Ct, Wilmington

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

16 Washington St, Brattleboro
$225,000
5 Beds ⋅ 3 Baths ⋅ 5024828 MLS
Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. This property is offered "as is".

16 Washington St, Brattleboro

36 Woffenden Rd, Wilmington
$2,699,000
6 Beds ⋅ 3 Baths ⋅ 4971898 MLS
Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better—this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more—the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

36 Woffenden Rd, Wilmington

925 Hinesburg Rd, Brattleboro
$899,800
5 Beds ⋅ 8 Baths ⋅ 5045909 MLS
Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of room for everyone in five bedrooms (and of course 7 bathrooms), a choice of large or cozy living rooms and an office to work from home. Toast your toes at either fireplace or soap stone wood stove. Invite your circle of friends to yoga, parties or create a media room in the huge, finished walk-out basement family room, plumbed and wired for a second kitchen, with ½ bath, easily converted to extended family suite. 47x21 bonus room with skylights and ample windows overlooking the grounds is perfect for play/gym space, artist studio, etc. 3 car detached heated, finished garage/workshop with storage above. Create a cross-country ski track for moonlight nights. Watch for fireflies in the meadows and see the forest creatures explore their world. A one-of-a-kind property with so much to love; solid, expansive architecture, two staircases, windows everywhere, gleaming wood floors and well positioned, dimmable lighting, bringing together classic and fun, this home was designed for those who love organization with oodles of storage space. The heart of Vermont is here!

925 Hinesburg Rd, Brattleboro

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

442 Mcmillan Rd, Whitingham

829 Pennel Hill Rd, Halifax
$479,000
3 Beds ⋅ 3 Baths ⋅ 5042081 MLS
Spacious cabin set on 16.4 acres with stream and pond. Open main living area features hardwood floors, vaulted ceilings with skylights, exposed beams, and an efficient wood stove. Updated kitchen includes stainless steel appliances and breakfast bar seating. Main level bedroom with shared en suite bathroom featuring claw foot tub and walk-in shower. Spiral staircase leads to primary suite with three-quarter bath. Lower level features an additional bedroom and cozy den/media room. Lower level includes garage with workbench, three-quarter bath, and new washer/dryer. Enjoy space for work or pleasure for a small car, recreational vehicles, snowmobiles, or lawn equipment. Recent improvements include fresh paint inside and out, generator, new decking with additional kitchen deck for outdoor dining, regraded driveway with expanded parking, and woodshed conveniently just off the front door. Idyllic location just 19 miles to Mount Snow ski resort and nine miles to Lake Whitingham's boating and recreation. Surrounded by nature with easy access to scenic hiking trails, premier fishing spots, and charming New England village shops. Perfect year-round retreat or weekend getaway.

829 Pennel Hill Rd, Halifax

233 Poverty Row, Whitingham
$699,000
3 Beds ⋅ 4 Baths ⋅ 5047890 MLS
What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful floors throughout, gorgeous chefs kitchen with breakfast far and pantry, spacious dining area, great natural light thanks to plenty of windows, a main floor primary suite with walk in closet, main floor den or office space, additional full guest bath, four separate upstairs rooms to do with as you see fit, and 2 full guest baths, all with tremendous space and closets, a finished sewing room in the full lower level and tons of extra storage or finishable space, central heat and air conditioning. Less obvious features include a high end septic system, quality construction and energy efficiency, an oversized two car garage, full covered front porch and back deck for entertaining, garden shed, and covered rear storage area. Enjoy the property year round thanks to a spacious level lawn, walking trails, nearby town field, and access to lakes, nearby snowmobile trails, country villages or ski resorts, still just a short drive to Mount Snow. Septic sized for 3 bedrooms full time use.

233 Poverty Row, Whitingham

45 Blue Brook Rd, Dover
$494,000
7 Beds ⋅ 2 Baths ⋅ 5051269 MLS
Owners open to offers! A truly unique and eclectic ski chalet. The current owner has tastefully updated this home in order to foster a tremendous rental investment, but it could also work great for anyone looking for a spacious ski home with great access off a paved town road and tremendous mountain proximity. Easily accessible off a paved road, not far from shuttle service, and only a couple miles to the Mount Snow ski resort, with plenty of parking up at the house or down in the cul-de-sac driveway with beautiful stone walls and gardens. Inside you are treated to a large open living room with beautiful Scandinavian style center wood burning fireplace, vaulted ceiling with exposed beams, sunny exposure through the large windows, a large dining area, updated country kitchen, mudroom entry for gear, and 7 bedrooms and 2 full baths. There is a large laundry room, ski coat hall, and spacious hot tub room with oversized hot tub for entertaining. Just off this room is the large rear deck right out to the level back yard for year round enjoyment including a great storage shed. There are dual hot water heaters, the roof was recently replaced, and it is on sewer affording great piece of mind when entertaining large groups. Other recent upgrades including new vinyl plank flooring, some new windows and doors, furnishings, fire pit, front stairs. Snowmobile trail access nearby as well as the Blue Brook.

45 Blue Brook Rd, Dover

662 Howe Farm Rd, Jamaica
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 4972272 MLS
Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

662 Howe Farm Rd, Jamaica

5362 Us Route 5, Westminster
$250,000
3 Beds ⋅ 1 Baths ⋅ 5060360 MLS
BRAND NEW SEPTIC SYSTEM!! Move-in ready home, ideally situated in the heart of picturesque Westminster. This 3-bedroom, 1-bath home offers the perfect blend of charm, comfort and convenience. Step inside from the sunny, porch into a bright and functional kitchen featuring new countertops and easy access to the first-floor laundry area and recently renovated full bath. The layout flows seamlessly into the cozy living room and dedicated dining room, perfect for entertaining or flexible enough to serve as a first-floor bedroom or home office. Upstairs, you’ll find three bedrooms, each filled with natural light. Updated flooring runs throughout the main living areas, complementing the home’s warm, welcoming feel. This home has seen several important updates, including a new roof, newer first-floor windows, updated electrical, a newer oil tank, and fresh exterior paint (just two years ago). Some appliances have also been recently replaced, offering added peace of mind. Outside, the large, level yard is a true highlight, bathed in sunshine and thoughtfully planted, it’s perfect for gardening enthusiasts. Enjoy evenings by the fire pit while taking in stunning views of Fall Mountain. A spacious outbuilding offers great storage or potential for a chicken coop or hobby space. Solid, sweet, and affordably priced, this home is a fantastic opportunity in a desirable Vermont location.

5362 Us Route 5, Westminster

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