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

42 Blackberry Lane, Jamaica, VT

Welcome to Sweet Berry Farm, a picturesque farmhouse in Jamaica, Vermont. This extraordinary property blends historical charm with modern updates, offering an enchanting living experience. Enjoy mature apple trees, blueberry bushes, blackberries, and grapes. There are also many varieties of flowers and bushes that bloom throughout the warmer season. Originally built in 1850, this farmhouse showcases craftsmanship of the era with well-preserved original features. A total farmhouse renovation also provided a new addition with contemporary comfort. The expansive 3 story addition with a large open living room, dining room, 2nd kitchen area on the main floor, a large family room with a separate den and bathroom on the lower walkout level as well as additional bedrooms and bathrooms including a primary suite with vaulted ceilings and spa bathroom with a jetted tub on the upstairs level. There truly is ample space for family and guests, as each room exudes warmth and character, featuring exposed beams, original hardwood floors, and a cozy woodstove fireplace. Situated on a 5.7-acre private plot up a lovely driveway, Sweet Berry Farm includes a large barn and three versatile outbuildings for a workshop, artist's studio, or storage including a garbage shed. Close Proximity to Stratton Mountain is a highlight. Enjoy skiing or snowboarding nearby in Winter, and explore hiking trails, bike paths, and ponds in warmer months. Sweet Berry Farm isn't just a home; it's a lifestyle.

139 Worden Road, Jamaica, VT

This country retreat is a rare find. Private, yet within walking distance of a village and a state park! Close to hiking, skiing, and kayaking. Surrounded by 25 acres of mown fields and woodlots, the open floor plan and huge windows highlight the mountain views. Watch wildlife from the 700-sf deck. New post-and-beam horse barn and large fenced pastures. Its solar-passive design takes it through the winter on one oil delivery. On-demand generator, covered parking, deep artesian well.

7537 Main Street, Manchester, VT

The Upland Farmhouse offers the perfect marriage of rural living with modern amenities. This gem has been blessed with a complete overhaul by Vermont Country Builders. Local materials like Danby Marble, oak flooring and hand-hewn timber salvaged from a centuries-old Vermont barn successfully combine Vermont charm with undeniable elegance. Every detail has been considered when crafting this masterpiece including a custom-welded stair rail and high-end fixtures. But a Vermont farmhouse wouldnt be complete without sweeping mountain views and the kind of privacy that only nature can provide. The meticulous attention to design on this propertys overhaul extends to its stunning 14-acre lot that includes a lush lawn, thoughtfully considered landscaping and a beautiful driveway that invites you to meander up and stay a while. When you do want to venture out, the convenient location of this home situated near the Country Club, Golf Course, the shops and restaurants of Manchester as well as the numerous cultural attractions including the Southern Vermont Arts Center, Dorsets renowned theater and Horse Show will make you feel like you have it all at your fingertipsa community worth embracing and a magnificent sanctuary to welcome you home. With a few exceptions, the home will be sold furnished. Please note that proof of funds or a prequalification letter is required to view the property and a 24-hour notice is appreciated. Security cameras on site.
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