About Jennifer Singleton


Hi! I’m Jennifer Singleton, associate broker at Berkshire Hathaway PenFed Realty and owner of the Windswept Inn. I am a lifelong resident of Loudoun County and have proudly been representing buyers and sellers of distinctive properties throughout the northern Virginia region for over ten years.

I was born here and have spent my life here, exploring the far corners of the area and developing lifelong friendships with many people in the Virginia Hunt Country region. I am an honored member of the NVAR multi-million dollar club, an award-winning accomplished fox-hunter and equestrian, and a graduate of George Mason University.

Stay at the Windswept Inn While You Explore the Area with Us

My focus is helping buyers and sellers find their dream home in Virginia hunt country. I realized with one of my early clients’ traditional realtor methods were limited and placed immense stress on the buyers and sellers.

I have a clear and concise mission: to create an “end-to-end” five-star experience for buyers and sellers who are searching for unique properties or estates in breathtaking Virginia Hunt Country. The Windswept Inn™

One of the most stressful experiences for a buyer is the strain of staying in a chain hotel for a weekend or even several weeks while they try to assimilate the area quickly and make such an important decision for their family of where to live.

It can be almost impossible with children added to the equation to spend the time needed and have a place to come home to after searching that isn’t just a room with a hot plate.

To that end, we built “The Windswept Inn™”, a luxury little inn of English tradition that will allow you to escape the pressures of daily life and explore this amazing area as you seek your treasured new home.

After a lifetime of world travel, we understand the importance of detail, the value of “home” and all that it stands for, and sought to create this for our clients so they may comfortably reside nearby while searching and getting a feel for the area. We will go to incredible lengths to plan and prepare for your stay here, and make the process of fulfilling your dreams of a new life in what many have called “one of the most beautiful places on earth” a pleasant reality.

My top priorities are your comfort and long-term satisfaction, and every client is treated as a personal guest. We welcome your entire family to be a part of the process while you search for a permanent home or wait while one is being built.

In addition here are some of the services we provide:

  • List Your Home for Sale
  • Assist You with the Purchase of a New Home
  • Provide Estimated Costs to Close on Your Home
  • Help You Find Out How Much You Can Afford to Buy
  • Connect You with a Local Lender
  • Answer Your Questions About a Home That Is On the Market
  • Take You to See Homes or Properties for Sale
  • Estimate the Current Market Value of Your Home
  • Tell You About Current Market Trends or Recent Transactions in Your Neighborhood

A little more about me: In addition to my family and real estate practice, I am honored to continue the drive for children’s educational rights in the United States. I successfully lobbied on behalf of foster children’s education resulting in federal funding for the “Education and Training Voucher Program” in the state of Virginia.

This bill helps youth who “age out” or care to obtain a college degree or vocational training at free or reduced cost, giving them inspiration and hope for a better life.

I am honored to have been featured on CNN’s Anderson Cooper 360 and co-developed the “Ungodly Discipline” four-part series for the show, attempting to expose abusive schools in the United States and pass bills to help children and adolescents who are victimized by various institutions.


main: 703-314-2313

email: jennysells4u@icloud.com

address 4 E Colonial Hwy Hamilton, VA 20158, Va 20141

state license # 0225084180


  • Northern Virginia Association of Realtors®
  • Multi-Million Dollar Sales Club
  • Loudoun Chamber of Commerce
  • Round Hill Elementary PTA
  • YPN of Washington Public Notary
  • Piedmont Hunt Member in Good Standing
  • Wood Grove High School PTA
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