Wintergreen Real Estate Agents

Meet Our Agents

When you're ready to make Wintergreen your home, we're here to help you every step of the way. Give us a call at 434-361-0500 or 800-325-2200, or stop by our Mountain Inn or Stoney Creek office on your next visit to Wintergreen.

cameron carroll

Cameron Carroll

Cameron has deep family roots in real estate. He loves introducing newcomers to the beauty, activities, and amenities of the Blue Ridge, and the graciousness of the people.


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dick carroll

Dick Carroll

Dick was born into a real estate family and chose to make it his lifelong career. After 47 years you could say Dick knows everything about the business, inside and out.


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robert craig

Robert Craig

Robert was born and raised in Central Virginia. Robert has a Business Degree from VA Tech and worked in home building, focused on luxury homes. Robert is passionate about Wintergreen. He and his family have been year-round residents for eighteen years. Offering extensive local and professional knowledge, Robert looks forward to building relationships and creating value for his clients. After all, "This is not only our lifestyle‐this is our home!"


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peter farley

Peter Farley

As part of the original conceptual team that formed Wintergreen, Peter knows every inch of the trails and paths of Wintergreen, since back then, hiking boots were the best mode of transportation. Peter has helped countless families discover this exceptional place.


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wayne flood

Wayne Flood

Born and raised in Virginia, Wayne never tires of the natural beauty and great history that our state holds. Prior to real estate, Wayne worked in the commercial electrical field for more than 25 years. Residents of Stoney Creek, Wayne, along with his wife and son, enjoy all of the amazing amenities that Wintergreen has to offer year round. Treating customers like family is his guiding principle.


804-297-5040 (cell)

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betty green

Betty Green

While relatively new to Wintergreen, Betty brings over 16 years of real estate experience. Betty's philosophy is to deliver the kind of service she would hope to receive, which earns her a high percentage of repeat business and referrals.


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diane Harvey

Diane Harvey

Diane has over 25 years of professional real estate experience, but her roots go deeper. Born and raised in Nelson County, Diane is a true native with a commitment to the community and a desire to share the beauty and lifestyle of Nelson with others.


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tim hess

Tim Hess

Tim values what Wintergreen has given him and his family and loves to to share that with others. His advice to clients is: "Life is a constant series of choices. Some people get so busy making a living that they forget to make a life. At Wintergreen you can put your choices in perspective."


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ben holmes

Ben Holmes

A Virginia native, Ben grew up between Nelson and Henrico Counties. After graduating from UVA, Ben worked at Wintergreen Resort for ten years, moving quickly from the Banquets department to manager of the Devils Grill. Ben then worked at Bold Rock Hard Cider for 5 years before deciding to leverage his area knowledge and service experience by helping others find the home of their dreams. Ben looks forward to providing you with a positive, service-oriented real estate experience.


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dima holmes

Dima Holmes

A native of Bulgaria, Dima moved to the U.S. in 2001 after earning a Bachelor of International Economics and a Masters in Financial Management. Dima provides the utmost care and attention, honesty, support, and will never give up until you achieve your goal.


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joe kincaid

Joe Kincaid

During his 22-year career in the U.S. Navy, Joe and his family moved 17 times. That wealth of knowledge turned into his second career. Now with 20 years of real estate experience, Joe still strives to provide the best possible service before, during, and after a sale.


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kyle lynn

Kyle Lynn
Principal Broker

Kyle has longtime ties to the area, earning his undergrad degree and MBA from UVA, working as a Naval Aviator and NROTC instructor at UVA. Kyle is proud to have been a part of the original project team that started Wintergreen.

434-361-0546 (Office)
434-953-9019 (Cell)

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tim merrick

Tim Merrick
Managing Broker

Tim grew up exploring the mountains of Nelson County. After education, service in the Coast Guard, and career in D.C., Tim was drawn back when he witnessed the early roads being built for Wintergreen. He left Washington and never looked back.


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mike woolard

Mike Woolard

A native Virginian, Mike has been a Wintergreen property owner for 15 years and served on his condo association for 7. Before Real Estate, Mike worked in the Virginia wine industry for 15 years. He coaches the alpine race team, is an avid cyclist, hiker, and all-around adventurer.


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