Experience the magic of our historic homes.
MARK YOUR CALENDARS! 44th OSW Parlor Tour of Historic Homes — First Weekend of December 2025
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A Historic Neighborhood.
Preserving the past.
Securing our future.
Historic Old Southwest, just a few minutes walk from Downtown Roanoke, is a living celebration of history, architecture, and the “urban pioneer” spirit.
Our vision is to live in a community where people care about their neighbors, participate in neighborhood life, and are open to building a future together that makes Old Southwest the most desired community in the Roanoke Valley in which to live, work, and play.
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Rent a piece of Roanoke’s history for your next event.
The circa 1830 clapboard-covered log house is nestled among the towering trees of 100-year old Highland Park and is one of the backbones of this historic neighborhood.
An Urban Oasis
Nestled in the heart of Old Southwest, Highland park features old oak trees, a nine-hole disc golf course, and a well-maintained dog park that both our residents and their furry friends love.
Become a part of Old Southwest’s flourishing community in beautiful Roanoke, Virginia.
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If you have questions about Old Southwest or our neighborhood organization, please reach out!