1416 Taylor Wood Rd Simpsonville, KY 40067
Property details
About 1416 Taylor Wood Rd
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.
Highlights
Summary
- Full Bathrooms: 4
- Basement: Yes
- Total Bedroom Count: 6
- Garage Space: 2 spaces
- Attached Garage: Yes
- Parking: Attached, See Remarks
- View: See Remarks
- Exterior: See Remarks, Hot Tub
- Architectural Style: Traditional
- Heating: Heat Pump
- Cooling: Central Air
- List Price: $1,219,000
- Price/SqFt: $395
- Annual Tax Amount: $5,001
- Tax Year: 2023
- Lot: See Remarks
- Directions: From I-64, take Exit 28 (Simpsonville). Turn right if coming from Louisville or left if coming from Lexington. Go 1 mile and turn left on Hwy 148 (Taylorsville Lake Rd). Drive 2.5 miles, then turn left on Taylor Wood Rd. Go 1.5 miles — 1416 Taylor Wood Rd will be on your right.
- Year Built: 1985
- Stories: 2
- Living Area: 3,083 SqFt
- Lot Size: 5 Acres
- MLS Number: 1688861
- MLS Name: Metro Search (Greater Louisville Association of REALTORS®)
- Office Name: Torrey Smith Realty Co., LLC
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search, Inc. Real estate listings held by other Brokerage firms are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. The Broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. IDX information is provided exclusively 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 deemed reliable but not guaranteed. Copyright © 2025 Metro Search, Inc. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/18/2025, 11:40:32 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$1,219,000
1416 Taylor Wood Rd
$10,000
closing credit¹
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Price information
Property sales
| Date | Event | Price |
|---|---|---|
| May 19, 2016 | Home Sold | $305,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $425,000 | $5,001 |
| 2022 | $425,000 | $4,973 |
| 2021 | $215,000 | $2,600 |
| 2020 | $215,000 | $2,600 |
| 2019 | $215,000 | $2,607 |
| 2018 | $215,000 | $2,577 |
| 2017 | $115,000 | $2,577 |
History based on county public records data.
Nearby schools
5
Simpsonville Elementary School
Public District KG-5
2.4 mi
•6725 Shelbyville Rd
3
Painted Stone Elementary School
Public District KG-5
7.3 mi
•150 Warriors Way
3
Southside Elementary School
Public District KG-5
7.3 mi
•728 Ginkgo Dr
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $109,052. Residents of Simpsonville, KY typically earn between $35k-100k each year. Typical family type is married, no kids. Most residents in this area have post secondary degree education.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Hunting
NASCAR
Figure Skating
Where do the neighbors shop?
Dillards
Dick's Sporting Goods
Dollar General
Where do the neighbors go to eat?
Cracker Barrel
Texas Roadhouse
Hardee's
What do the neighbors drive?
Cadillac
Subaru
Oldsmobile
What do the neighbors listen to?
News/Talk/Information
New Country
Oldies
Frequently asked questions
About 1416 Taylor Wood Rd
The listing price of 1416 Taylor Wood Rd property is $1,219,000.
The property 1416 Taylor Wood Rd is a house located in Simpsonville, Kentucky, 40067.
Active Listing: 1416 Taylor Wood Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 1416 Taylor Wood Rd are: Simpsonville Elementary School (GreatSchools Rating 5/10), Painted Stone Elementary School (GreatSchools Rating 3/10), Southside Elementary School (GreatSchools Rating 3/10), Marnel C. Moorman School (GreatSchools Rating 3/10), Shelby County West Middle School (GreatSchools Rating 2/10), Shelby County East Middle School (GreatSchools Rating 5/10), Martha Layne Collins High School (GreatSchools Rating 3/10), Shelby County High School (GreatSchools Rating 2/10), Eastern High School (GreatSchools Rating 6/10).
According to the records, the last property tax for 2023 is $5,001 (source: MLS/based on county public records data).
The last sale was on May 19, 2016 for $305,000 (source: MLS/tax record).
The property at 1416 Taylor Wood Rd has 6 bedrooms and 4 bathrooms.
The property 1416 Taylor Wood Rd is 3,083 SqFt (source: MLS/tax record).
The year of construction for 1416 Taylor Wood Rd is 1985.
This home is located at 1416 Taylor Wood Rd in Simpsonville, KY and zip code 40067. This 3,083 square foot home, which was built in 1985, sits on a 5.00 acre lot. Features: 6 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since June 5, 2025 and is currently priced at $1,219,000.