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

15 Stark Farm Road, #Lot #9, Winhall, VT

$999,900
Discover the epitome of Vermont living in this exquisite 4-bedroom home nestled in the highly sought-after Stark Farms of Winhall. Boasting a brand-new roof and skylights, this post and beam style residence combines rustic charm with modern elegance. A true gem, the property spans 6 acres of lush landscapes offering tranquility and breathtaking views of Stratton Mountain. The heart of the home lies in its open kitchen and dining rooms, perfect for gatherings and creating lasting memories. Enjoy the warmth of the double-sided fireplace, adding a touch of coziness to both the living and dining areas. With a wet bar in the lower level, entertaining becomes a breeze, providing a sophisticated space to host guests. This home is not just a residence; it's an experience. The guest quarters above the garage ensure privacy and comfort for visitors, creating a welcoming atmosphere. Step outside to a beautiful stone patio, an ideal spot for enjoying Vermont's seasons or hosting outdoor events. The winding driveway leads to this haven of tranquility, ensuring a sense of seclusion and exclusivity. Indulge in the charm of post and beam architecture, where exposed beams create a warm and inviting ambiance throughout. The property's six acres offer a canvas for outdoor enthusiasts and nature lovers, a playground for exploration and relaxation. Welcome home to Stark Farms where luxury, comfort, and natural beauty converge.

5 Stratton Ridge Road, Winhall, VT

$999,000
Experience the ultimate Vermont ski house just 2 miles from Stratton Mountain's slopes, boasting breathtaking views of the iconic Stratton Mountain. This charming property offers 3 levels of living. The upper level is a private retreat with a primary suite featuring an updated bath and a loft/office area. Your own oasis to unwind! The heart of this home is the main level, designed for gatherings and relaxation. The inviting great room features a soaring cathedral ceiling, hardwood floors, and a wall of windows that frame the spectacular mountain views. Cozy up to a roaring fire in the dramatic fireplace or sip evening cocktails on the deck, soaking in the beauty of all seasons. Property being sold furnished. The gourmet kitchen is open to the main living areas, making it perfect for entertaining. It boasts stainless steel appliances, cherry cabinets, granite countertops, and a breakfast bar with a view that will make every meal a delight. After a day of outdoor activities, indulge in the new hot tub or gather around the fire pit to roast marshmallows. This home offers the perfect blend of comfort, style, and proximity to Stratton Mountain's ski slopes. Embrace the Vermont lifestyle and make this ski house your own.

42 Blackberry Lane, Jamaica, VT

$999,999
Welcome to Sweet Berry Farm, a picturesque farmhouse nestled in the charming town of Jamaica, Vermont. This extraordinary property seamlessly blends historical charm with modern updates, offering a truly enchanting living experience. The mature apple trees, blueberry bushes, pear trees, blackberries, and grapes will satisfy any sweet tooth! Originally built in 1850, this farmhouse has stood the test of time and carries with it a rich sense of history. The well-preserved original features showcase the craftsmanship of the era, while a thoughtfully designed new addition provides contemporary comfort and functionality. With five bedrooms, there is ample space for family, friends, or guests to enjoy the serene countryside surroundings. Each room exudes warmth and character, with details such as exposed beams, original hardwood floors, and a cozy woodstove fireplace that invites relaxation. Situated on a generous 5.7 acre plot of land, Sweet Berry Farm boasts three outbuildings that can be utilized for various purposes. Whether you envision a workshop, artist's studio, or additional storage, these versatile spaces offer endless possibilities to cater to your specific needs. One of the remarkable features of this property is its proximity to Stratton Mountain. Imagine waking up to the surrounding mountains, then enjoying a day of skiing or snowboarding, just a short distance away. In the warmer months, explore the area's hiking trails, bike paths, and nearby ponds.
Live Chat

Let Us Help You Find The Perfect Escape