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Stratton Real Estate and Stratton Rentals

Your second home is our first concern.

When it comes to Stratton area real estate, we can help you find exactly what you're looking for. Our experienced staff of professional Vermont REALTORS can help you find your Vermont dream home, including...

Interested in Stratton rentals? We have one of the very best seasonal and short-term rental departments in Southern Vermont. Take a look here.

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Make searching Southern Vermont real estate easier: Register to save your favorite listings, save your custom searches, and receive notifications when a new listing matches your search criteria. Updated every 30 minutes, our site helps you keep up with the most current real estate listings in the Stratton Mountain and Bromley Mountain areas. 

Whether you are buying, selling, or renting in Vermont, Winhall Real Estate is your best choice!

Discover Stratton Mountain

The Stratton Area of Vermont has year-round excitement. The legendary home of the first-ever snowboard is also a great summer destination. Whether it’s skiing, riding, tennis, golf or YOGA, Stratton has an activity that will suit you. And whatever your housing preference, Winhall Real Estate can help you find a Stratton Area property that will suit you among its vast Stratton Real Estate Listings.


Home of the week

    38 Acre Building Lot

Ready to GO


Rest Haven
Square Feet 1668348
Acreage 38.30
What a deal! This 38.3 acre lot was a 5 lot subdivision that is being sold as one. Under 20 minutes to 4 major mountains: Stratton, Okemo, Bromley and Magic. Seller has improved the road, constructed a driveway to the 5 acres that he had cleared and leveled on the knoll (building spot) with fabulous views of Magic and Stratton Mts. There is a 5 bedroom septic in as well as a slab and secure room for the carriage house plus 3 car garage (plans attached). Carriage House & Landscape plans and costs are attached.There is no well or electric. Seller has estimates on electric as well..

From Our Clients

"When we purchased our home in Winhall several years ago, Winhall Realty represented the seller.  Although their responsibility was to the seller rather than us, we appreciated the professionalism and integrity they brought to the table. When the time came to sell, we remembered this, and asked for their help. We expected that same level of professionalism and integrity, and that is exactly what we received  They handled all aspects of the transaction to our complete satisfaction. Should the need arise, we would use them again, and would certainly recommend them to others." 

 - JH – Bennington VT

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Featured Agent

Carrie Mathews started at Winhall Real Estate in 2004. She is currently the Southern Vermont’s Board of Realtors Secretary and has been named WRE’s Realtor of the year in 2009 and 2011 as well as WRE’s ‘rental queen’. Carrie loves meeting new people through her job and being part their journey in finding their perfect Vermont property.