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Windsor Hills Homes for Sale

Windsor Hills is a large, established neighborhood in southwest Roanoke County, with mostly 1960s homes on streets like Kirkwood Drive plus newer and larger homes in some sections.

Windsor Hills Market Snapshot

In the past two years, about 55 properties have sold in Windsor Hills, with an average asking price around $425,000. Most homes have sold between the low $300,000s and $600,000s, with a few larger homes up to about $1.8 million. Any homes for sale now are listed below. Figures come from live MLS data as of November 2026, change daily and are rounded.

Buying in Windsor Hills

  • Mid-century homes often need updates. Budget for systems and finishes.
  • Confirm school assignments with Roanoke County Public Schools.

Selling in Windsor Hills

Get a free home valuation or contact The Lee Team at (540) 529-4294.

Back to Cave Spring homes or all neighborhood guides.

Windsor Hills Homes for Sale

3819 Darlington Rd Sw, Roanoke
$442,500
2 Beds ⋅ 3 Baths ⋅ 932532 MLS
A rare opportunity to own a remarkably preserved Mid-Century Modern home designed by architect and builder George Maxey. Set on an exceptionally large interior lot, the setting is every bit as special as the architecture. Filled with original character and thoughtful architectural details, this home offers a wonderful glimpse into classic mid-century design. Step through the front door into a striking stone-floored foyer that immediately sets the tone for the craftsmanship found throughout. The spacious living room is filled with natural light and features a wood-burning fireplace, while the inviting sunroom offers beautiful stone flooring and another wonderful space to enjoy the peaceful setting. One of the home's most memorable spaces is the wood-paneled family room, featuring stone floors, a stone fireplace and an original wet bar with an ingenious sliding bar that moves along rails, allowing the room to easily adapt for entertaining. The kitchen and bathrooms remain in their original design, offering the next owner an exceptional opportunity to preserve the home's vintage character or thoughtfully make it their own. Bedrooms feature parquet flooring, closets are cedar-lined, and radiant floor heat adds another distinctive feature of the home's original construction. A two-car garage completes the property. Rich with stone, warm wood tones, abundant natural light and authentic mid-century details, this is a truly special home for anyone who appreciates architecture, originality and timeless design. All on a uniquely spacious lot in a setting that is difficult to duplicate.

3819 Darlington Rd Sw, Roanoke

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