Windham County

MLS Number 5093027

• Residential Single Family
• Full Bath 3
• Bedrooms 5
• Bathroom 4
• Square Feet 3,665

Dating to the 1830s and thoughtfully renovated through the 1990s and early 2000s, this Vermont homestead blends historic character with the comforts of modern living. Set on 12 mostly open, level acres surrounded by mountains, it offers the kind of setting people dream about but rarely find. Start your morning with coffee overlooking the meadow as mist rises from the fields and the sound of the rushing brook across the road fills the air. Just steps away, enjoy your own frontage on Wardsboro Brook, where you can create a private swimming hole, gather around a campfire under the stars, or simply relax and listen to the water flow by. The land invites endless possibilities. Picture horses grazing in the pasture, chickens in the barn, vegetable gardens and fruit trees, or create winding paths through wildflowers in the meadow. Old stone walls trace portions of the property's boundaries, while mature apple and pear trees provide seasonal harvests. The property includes a spacious 3-bedroom main residence with both formal and informal living areas, offering flexibility for entertaining or quiet evenings at home. An attached 2-bedroom guest apartment provides space for visitors, extended occupancy, or a home office setup. Between the house and barn, a fenced outdoor area offers a convenient space for recreation, pets, gardening, or outdoor gatherings. The circa-1942 barn stands ready for animals, equipment, hobbies, storage, or agricultural pursuits, while the attached 2-car garage adds everyday convenience. Located just minutes from Mount Snow and Stratton Resort, and with convenient access to the village center of Wardsboro, this property combines the peace and beauty of country living with easy access to recreation, dining, and community amenities.Come experience the sights, sounds, and possibilities of a Vermont property where history, nature, and lifestyle come together.

Listed by Lavinia Lee Brown of Four Seasons Sotheby's Int'l Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5083153

• Residential Single Family
• Full Bath 1
• Bedrooms 4
• Bathroom 2
• Square Feet 2,100

Classic Vermont Home with stunning hilltop views, minutes from Mount Snow and Stratton. Set on a peaceful New England hilltop, this traditional-style home offers beautiful local and long-range views. Its highly desirable location is just 6 miles from both Mount Snow Ski Resort, Stratton Ski resort, and Grout Pond, providing VAST snowmobile trail access and summer activities. Filled with natural light, the home features warm wood floors, large windows, and a sense of privacy, complete with a spacious 15x24 patio overlooking the backyard. It is ready for a new chapter and for a new family to make it their own piece of Vermont history. The listing agent is related to the seller. Inside, recent updates include a newer kitchen with granite countertops and stainless steel appliances. Energy-efficient Andersen vinyl windows have been installed, and a Tesla Powerwall provides reliable backup power. A roof replacement was completed in 2014, and a new furnace in 2015. A large 12x30 storage shed offers plenty of room for gear or workshop space. The listing agent is related to the seller.

Listed by Donald Koelsch of Deerfield Valley Real Estate

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 137 Stratton Arlington Road Wardsboro VT 05360 (#5083153).

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MLS Number 5093205

• Residential Single Family
• Full Bath 2
• Bedrooms 3
• Bathroom 3
• Square Feet 1,344

A Rare Riverfront Investment & Lifestyle Opportunity Nestled along the banks of a picturesque river, this magical 8.5-acre property offers a unique blend of natural beauty, privacy, and income-producing potential. Surrounded by mature trees, and the soothing sounds of the water, this is a truly special retreat in Southern Vermont. The main residence was thoughtfully updated in 2015 and features 3 bedrooms, 2.5 bathrooms, and a highly efficient split heating and cooling system installed in 2023. Comfortable and well-appointed, the home serves as an ideal primary residence, vacation getaway, or investment property. Adding to the property's appeal are two exceptional off-grid guest cabins designed for the growing glamping market. The first cabin, constructed in 2019 and situated near the river, features a one-bedroom design, kitchen, loft sleeping area, and wood/pellet stove hookup, creating a memorable guest experience. A second off-grid cabin, completed in 2024, offers a one-bedroom layout with loft sleeping space, wood/pellet stove hookup, and a peaceful connection to nature. The property's income potential is substantial, with the guest cabins projected to generate approximately $60,000 annually in gross rental income, while the main home has demonstrated gross rental income of approximately $48,634 annually. Whether you're seeking a Vermont retreat, a hospitality venture, or a combination of both, this property presents a compelling opportunity with multiple revenue streams. Only 10 Min. to Stratton Mountain Resort and 20 Min. to Mount Snow Resort. Bromley and Magic Mountain within 30 min. drive. Rarely does a property combine riverfront beauty, modern improvements, off-grid luxury accommodations, and strong investment potential in such a remarkable setting.

Listed by Britt Wohler of WOHLER REALTY GROUP

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 994 West Jamaica Road Jamaica VT 05343 (#5093205).

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MLS Number 5051269

• Residential Single Family
• Full Bath 2
• Address 45 Blue Brook Road
• Bedrooms 7
• Bathroom 2

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.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 45 Blue Brook Road Dover VT 05356 (#5051269).

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MLS Number 5070634

• Residential Single Family
• Full Bath 2
• Address 12 Lilla Lane
• Bedrooms 3
• Bathroom 2

Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private lot in the Chimney Hill community on a quiet side road with easterly mountain views. Inside you will find a lovely open concept living space with vaulted ceilings and exposed woodwork, great natural light thanks to large windows, a spacious great room with wood burning fireplace, brick hearth, and exposed beams, kitchen with island and spacious dining area, wood flooring, a main floor bedroom and full bath, upstairs bedroom with sleeping loft, a full walkout lower level family room partially finished with bunk room and third almost finished bath and laundry, lower level foyer, and hot tub area, ample storage, and more. This includes the amazing Chimney Hill amenities of indoor and outdoor pools, clubhouse, theater, gym, hot tub, basketball court, tennis courts, winter ice skating, and a la carte services like plowing and trash, to afford yourself plenty of downtime, not upkeep. Septic sized for 3 bedrooms full time use.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 12 Lilla Lane Wilmington VT 05363 (#5070634).

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MLS Number 5088610

• Residential Single Family
• Full Bath 2
• Address 18 Quail Court
• Bedrooms 4
• Bathroom 2

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.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5093410

• Residential Single Family
• Full Bath 1
• Address 494 West River Road
• Bedrooms 4
• Bathroom 2

Welcome to 494 West River Street, a classic Vermont retreat nestled on more than 10 picturesque acres along the scenic West River in South Londonderry. Built in 1965, this four-bedroom, two-bath ranch-style home offers a rare opportunity to enjoy the natural beauty, privacy, and year-round recreation that make Southern Vermont such a sought-after destination. Set among mature trees and open spaces, the property provides a peaceful setting where the sights and sounds of the river create a truly relaxing atmosphere. Whether enjoying morning coffee on the porch, gathering with family and friends, or simply unwinding after a day outdoors, you'll appreciate the connection to nature that surrounds this special property. Outdoor enthusiasts will love the proximity to some of the area's most treasured recreational resources. Also Views of Magic Mtn from house! The renowned West River Trail is just a short walk away, offering miles of scenic hiking, biking, cross-country skiing, and snowshoeing. Nearby access to the Green Mountain National Forest and Winhall Brook Campground provides endless opportunities for exploring Vermont's beautiful landscape, while the West River itself invites fishing, kayaking, and peaceful riverside enjoyment. Conveniently located in the heart of Southern Vermont, the property is just minutes from the charming villages of South Londonderry and Londonderry. There, you'll find local shops, restaurants, farmers markets, and a welcoming small-town atmosphere. World-class skiing, golf, and year-round events at Stratton and Bromley Mountains are also within easy reach, making this an ideal base for every season. Whether you're seeking a full-time residence, a weekend escape from city life, or a vacation property to enjoy with family and friends, 494 West River Street offers a unique combination of riverfront beauty, acreage, privacy, and recreational access in one of Vermont's most desirable four-season locations

Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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