No Better Spot for A Picnic

scenic, pastoral country properties to make your dreams come true

The Wintergreen Resort is a uniquely special place to live. But the surrounding Blue Ridge Mountain countryside offers additional opportunities for gracious country living. Peaceful rural settings, spectacular scenery and recreation, a low crime rate, great quality of healthcare, and a strong economy make this area one of the best places to live. The area around the Wintergreen Resort has some of the most scenic, pastoral country properties in the US. Being surrounded by history and living in the heart of where America began is pretty cool, too. Dreaming of a country home with wide open spaces? Make your dream of owning a country home come true. Imagine a peaceful lifestyle relaxing among the rolling fields and hills of the central Virginia Blue Ridge mountains, with room for horses, farming, a vineyard, or simply tranquil solitude. We can show you homes and homesites from one acre to hundreds of acres in the central Virginia Blue Ridge Mountains. Our contacts, experience, skills and our passion for service will help you find the answer to your dreams.

Charlottesville Downtown Mall

Charlottesville Area

Charlottesville is centrally located in the eastern foothills of the Blue Ridge Mountains in the Central Virginia region. Charlottesville's rich cultural, natural, and artistic history is showcased in a selection of things to do, including first-rate museums, galleries, wineries, shops, restaurants, and numerous outdoor recreation options dispersed throughout the area. Spectacular scenery and championship courses designed by some of the industry's top architects create a winning combination for golfers. The many rivers and lakes provide the perfect setting for aquatic pursuits, such as paddling, swimming, fishing, kayaking, canoeing and tubing. The many beautiful natural spaces offer wonderful settings for sports, picnics, relaxation, and adventure. Visitors will also find charming boutiques, antique shops, antiquarian bookstores, distinguished local wineries, including 40 wineries located along the Monticello Wine Trail, and small towns nearby filled with pleasant surprises. Many historic attractions bring visitors to the city, such as Thomas Jefferson’s Monticello, the Grounds of the University of Virginia, James Monroe's Highland, Historic Court Square and Michie Tavern, ca. 1784. Each has played a unique role in the history of the nation, and their tours, special events, and educational programs ensure that visitors can get a complete story of the area’s past.

City of Staunton VA

shenandoah valley and Staunton

Staunton is conveniently located in the heart of Virginia’s Shenandoah Valley. Named “One of a Dozen Distinctive Destinations in the United States” by the National Trust for Historic Preservation, Staunton was also the first Virginia community to receive a “Great American Main Street Award.” Five historic districts surround the award-winning downtown. Catch a play at the Blackfriars Playhouse, tour the Woodrow Wilson Presidential Library and Museum at his Birthplace, or browse shops and art galleries after dining in one of our hip restaurants. Bring the past to life at the Frontier Culture Museum, a living history museum with costumed interpreters featuring five historic, working farms. Here you can explore the lifestyles of the early pioneers that settled in the Shenandoah Valley.

Waynesboro VA

waynesboro and the Blue Ridge

Brimming with historic charm and natural beauty, Waynesboro lies just three miles from the junction of the Blue Ridge Parkway, Skyline Drive, and Appalachian Trail. With mountains to the east and the Shenandoah Valley to the west, Waynesboro’s prime location offers adventurers an almost limitless combination of excursions to enjoy by foot, bike, or kayak. The spring-fed South River flows through downtown, drawing anglers from all over the country to its trophy-sized trout; breathtaking hikes and vistas await discovery on the Blue Ridge Parkway; and limestone caves offer explorers a thrilling glimpse of what lies underneath the mountains. No matter what kind of outdoor adventure you long for, Waynesboro is “divinely placed among the adventure” (from Virginia Craft Brews Publication).

Ownership Opportunities For All Interests and All Ages

Perfect for a business, commuting or retiring

Whether you are looking for a perfect place to retire, property on which to make your dreams of farming or growing grapes come true or just a peaceful plot where you can relax within an easy commute to work, the area around Wintergreen has it all.

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City Living, Country Relaxing

So many opportunities to find the perfect home of your dreams. Major cities such as Charlottesville, Staunton and Lynchburg, offer thriving art scenes, public transportation, diverse culinary offerings and other city amenities. The area is dotted with smaller, friendly villages with a strong sense of community living. Right outside city limits, you can find the the Blue Ridge Mountains, scenic rivers and streams, or just the wide open countryside.

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Unique terrain, history and vibrance

We believe that no other place in the world is as rich in spectacular views, as steeped in American history, and as full of vibrant, exciting activities as the area surrounding the Wintergreen Resort.

Let us help you find your happy place

Finding the place of your dreams can be daunting, but we can help. We think the most important first step is to understand what you and your family are dreaming of. This means listening and talking only when it’s necessary to better understand your needs. Once we understand, we can use our area knowledge and experience to match available properties to your dreams. We will focus on offerings that meet your needs and help you avoid the ones that don’t.

Wintergreen Area Map
Counties and Towns Surrounding the Wintergreen Resort. Click to enlarge.

Contact Us For More Information or a Tour

We would love to help you realize your country living dream first by understanding what you and your family are dreaming of. Then we can guide you to areas and properties that match. Click below to send us a email, visit us at our offices or call us at (434) 361-0500.

Click Below for the Latest Country Residential Listings

Country listings include both home sites and home resales, giving you the opportunity to choose either a ready-to-occupy home or to personalize a home to meet your exact needs. Click below for residential listings.


Click Below for the Latest Country Homesite Listings

Country listings include both home sites and home resales, giving you the opportunity to choose either a ready-to-occupy home or to personalize a home to meet your exact needs. Click below for homesite listings.