Carrie Mathews began her career with Winhall Real Estate in 2004. Carrie served as the South Central Vermont Board of Realtors (SCVBR) secretary from 2009-2014 and is currently the state director as well as the Vermont Realtors education chair. In 2014, Carrie received her broker license and was also awarded the 2014 SCVBR Realtor of the Year award. Carrie enjoys volunteering her time with Habitat for Humanity, the Stratton Foundation, and The Mountain School at Winhall. When not in the office, you can find Carrie in the gym, running or biking on area trails, and spending time with her children.Carrie has a true passion for helping customers and clients in their real estate ventures whether they be a primary home or vacation property! Carrie works both the Stratton & Mount Snow markets and their surrounding areas.

The Escapes

Stratton, VT —
Stratton area in the Summertime!

Summer turns southern Vermont into a bright green paradise that offers outdoor enjoyment for everyone. Here are a couple of examples of the places that stand out to us.

Stratton, VT —
Fall & Winter

Hot Yoga

Warm up from the slopes during hot yoga at Change Yoga studio in Jamaica, Vermont, about a half hour from Stratton Mountain proper.

Live Jazz

Seeing live New Orleans-style traditional jazz and funk music throughout the year at The Red Fox Inn

Stratton, VT —
Spring & Summer

“I love Stratton in the springtime, I love Stratton in the fall”

Stratton, VT —
Consider this destination for a weekend retreat!

Stratton is a tiny town in Windham County, located in the southern section of Vermont. Though small in size, the town offers plenty of outdoor activities, including hiking, cycling and golfing. It's most well-known as a destination for skiing, and draws visitors from around the Northeast to the Stratton Mountain Skiing Resort. Consider this destination for a weekend retreat!

Featured Listings

748 Goodaleville Road, Jamaica, VT

$1,800,000
Starlight Farm is a classic Vermont farmhouse that has been both updated and expanded. Located in a very desirable Jamaica, Vermont, Starlight Farm is a short, 1.7 minute-drive to the Stratton Access Road. This historic residence has been beautifully and thoroughly renovated and is a picture perfect Vermont farmhouse. The first floor offers a large and welcoming entry/mudroom which leads to an open concept living room, kitchen and dining area where sunlight pours in from every window. A butlers pantry is off the kitchen for additional storage or prep work. On the north end of the home you can read a book in the window seat or cuddle up by the fire in the formal living room or in the oversized master bedroom. Move on over to the south side of the main floor and enjoy endless games around a warm fire with friends and family! Upstairs is room for all with additional bedrooms and renovated baths The residence enjoys lovely, serene views across rolling Vermont farmland and nearby hills. The property is offered furnished.

92 County Road, Stratton, VT

$2,075,000
Roll up the long, lighted, curving driveway to the privacy of this spacious mountain home of 7,700 sq. ft. Perfect for working from home, family gatherings, or discrete entertaining, this custom home is situated on 5+ secluded acres in Stratton Mountain, VT just 5 minutes from skiing and golf. You can easily work from home with available high-speed cable internet and 5G phone service from either or both of the two offices. Further, this estate home has 5 bedrooms (including a main floor owners bedroom suite with spa & sauna), 4.5 additional stone bathrooms, a spectacular gourmet kitchen, dining & breakfast rooms, dramatic timber frame living room, spacious game room, media room with surround sound, gym and dedicated golf simulator. Includes solar electricity for NO electric bills, full hydronic radiant heat for warm feet and comfortable breathing, rapid hot water at every faucet, and air conditioning with efficient heat pumps. Well landscaped and built to handle New England winters with aplomb. Oversized 2-car garage and detached shed for outdoor equipment or toys, as you wish. Exquisite details with a low carbon footprint.

46 Beaver Street, Winhall, VT

$789,000
The ultimate Vermont getaway nestled right between Stratton Mountain, Bromley Mountain, and Magic Mountain! A rare opportunity to own one of the most private and secluded properties within the Golden Triangle. This is a 5 bedroom home that sleeps 15 with 3 baths, one on each level. The homes center piece is the cathedral ceiling in the great room with a soaring stone fireplace. An updated kitchen with new marble tops and sink outside a recently updated entryway with cubbies for the whole family. The private master suite is upstairs away from the action. Two large bedrooms on the main level with fresh new carpets. Lower level is the entertainment room with pool table and shuffleboard just off the bunk room that sleeps four and a large guest room with king bed and a queen futon for any overflow guests. Large wraparound porch overlooks the expansive front yard while a 7 person hot tub is just off the deck overlooking the forever wild grounds that surrounds this beautiful home. This home is now available after 22 years off the market. Turn key piece of paradise with a fabulous rental history that has generated high income when not being used by the owners.
Live Chat

Let Us Help You Find The Perfect Escape