
Your Trusted Guide to 55+ Communities in the Winchester, VA Area
Active at 55 is the one-stop-shop for active adult homebuyers to find the perfect community to call home in the Winchester, VA area.
Hi there! I’m Cynthia Butler, a licensed and top-producing agent with 20 years of experience specializing in 55+ clients. I created Active at 55 to provide you with honest insight on the strengths and considerations of each community. I’ve earned these insights from years of working with both buyers and sellers in every 55+ community in the Winchester area. Whether you’re looking for new construction or resale, I’m here to provide personalized guidance that concludes with you finding the right home in the right community.
Featured 55+ Communities

Trilogy at Lake Frederick
- $500’s to $1MM
- Large gated community located south of Winchester
- Higher HOA fee with tons of amenities

Abram’s Chase
- Upper $400’s to mid $500’s
- 13-home pocket community located on the east end of Winchester
- Low HOA fee with the essential amenities for 55+ buyers

Hiatt Pointe at Snowden Bridge
- High $400’s to mid $700’s
- New 55+ section by Brookfield Residential and Van Metre Homes
- Higher HOA fee with tons of amenities

The Downs at Meadow Branch
- Mid $500’s to upper $600’s
- Smaller-sized community located in the highly desirable Meadow Branch neighborhood of Winchester

Willow Run
- Low $500’s to mid $600’s
- Located off of Cedar Creek Grade on the south side of Winchester just minutes away from retail and dining

Cottage Glen
- Low to mid $400’s
- Located on the south side of Winchester near retail and dining, walking trails, and backs up to historic Kernstown Battlefield

Winchester Landing
- Mid to upper $400’s
- New construction Single Family One-Level Homes with Basements, Townhouses, and Condos for 55+ active adults

The Village at Harvest Ridge
- Low $500’s to low $600’s
- The 55+ section of the Harvest Ridge neighborhood has 2 cul-de-sacs with extensive landscaping and green space

Willow Lawn
- Low to high $300’s
- Centrally-located 55+ community with a secluded feel and fast access to the hospital and Northern Virginia

Cross Creek Village
- High $300’s to low $400’s
- Located on the south side of Winchester near retail and dining, walking trails, and backs up to historic Kernstown Battlefield

