1416 Taylor Wood Road, Simpsonville, KY, 40067

About 1416 Taylor Wood Road

Taylor Wood Retreat presents an exceptional opportunity in the heart of Kentucky's Bluegrass region. Over the past 12 months (June 18, 2024 to June 17, 2025), this property has generated $188,000 in short-term rental income and is projecting over $200,000 for the next 12 months, including a confirmed 2026 Kentucky Derby reservation worth $10,865. Offered fully furnished and turnkey, this 6-bedroom, 3.5-bath home offers 4,799 total finished square feet, including a walkout basement, all situated on 5 beautiful acres with a pond, fire pit area, and peaceful views. With an estimated 30% expense ratio, the current net income provides an 11% cap rate. Whether you're looking for a high-performing STR or a private retreat to call home, this property delivers. Located just 20 minutes from Louisville and minutes from the Outlets of the Bluegrass and Weissinger Hills Golf Course, the home blends rural charm with urban access. The seller is only parting with this high-performing asset to redeploy capital into revitalization projects in downtown Shelbyville, creating a rare chance for buyers to step into a proven income-producing property.