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1416 Taylor Wood Road, Simpsonville, KY 40067

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For Sale
Sale Pending

$1,215,000

6 beds • 4 baths • 4,799 sqft

Estimated Payment

$      /mo. †

APR for 30 years

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  • Single Family Detached
    Property type

  • $253.18
    Price per square foot

  • 31-40 Years Old
    Age

  • Hot Tub Spa
    Amenities

Explore this Property

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.
MLS# 1688861

Courtesy Of Torrey Smith Realty Co., LLC

(502) 633-0220

Property Features

  • Age
    31-40 Years Old
  • Amenities
    Deck, Porch, Hot Tub Spa, Water Front
  • Architecture Style
    New Traditional
  • Exterior Type
    Stone, Stone Veneer
  • Lot Size
    5 Acres
  • Rooms
    Dining Room, Great Room, Kitchen

Map and Directions

Directions to 1416 Taylor Wood Road, Simpsonville, KY 40067

Home seller CENTURY 21 Simpson & Associates

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Simpson & Associates

(502) 223-1600
Learn More About Us

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Copyright © 2025 Greater Louisville Association of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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