Sandy Lerner Of Cisco Systems Sells Ayrshire Farm In Upperville Virginia For $19.8M

The property located at 21846 Trappe Road in Upperville, VA, is a single-family asset that spans 571 acres. The sale was finalized on 03/03/2026 for $19,800,000. The estate comprises 17,000 square feet and has a price per square foot of $1,165.

Summary of transaction details:

• Property Type: Single Family
• Transaction Amount: $19,800,000
• Address: 21846 Trappe Road
• Market: Upperville, VA
• Seller: Cisco Systems
• Broker: Michael Rankin - Sotheby's International Realty
• Acres: 571
• Square Footage: 17,000
• Price per Square Foot: $1,165

Sandy Lerner, co-founder of Cisco, was the seller of this estate, known as Ayrshire Farm. The sale represents a significant return on investment, nearly tripling her initial purchase price of $7 million from 1996 following a multi-year restoration that emphasized the preservation of historic details alongside the addition of modern amenities.