SoldMay 28, 2026

Bought with Emily Gregory from Keller Williams Legacy Group

Source: Bluegrass REALTORS® #26007124

21 Kentucky Street, Winchester, KY, 40391

$219,900

3
2
1340 sq. ft.
7405.2 sq. ft.

SingleFam

2 days on the market

Sold: May 28, 2026

What's around 21 Kentucky Street

About this property

Updated, move-in ready, and right in the heart of Winchester. This is the kind of home that checks boxes and feels good the second you walk in. Start your mornings or wind down in the evenings on the inviting covered front porch—it's the kind of space that makes you want to slow down for a minute. Inside, everything has been updated so you can skip the projects and just enjoy your home from day one. The kitchen is a standout, with a large island that naturally becomes the gathering spot. It opens right into the great room, creating an easy, connected flow that works whether you're hosting or just going about your day. You'll find 3 bedrooms and 2 beautifully updated bathrooms that feel fresh and thoughtfully done. And if you're over carpet, you'll love that this home is completely carpet-free—clean, low-maintenance, and modern. Out back, there's a large yard with plenty of room to spread out, a deck for relaxing or entertaining, and a storage building to keep everything organized.

Looking for more information on 21 Kentucky Street?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties sold nearby

SoldJul 22, 2026
$390,000
178 Hawthorne Dr
Winchester KY 40391
3
3
2
Single-Family
Listing courtesy of Waizenhofer Real Estate and Keller Williams Legacy Group
SoldJul 22, 2026
$359,000
133 Shala-Mar Rue
Winchester KY 40391
3
2
2
Single-Family
Listing courtesy of Tom Goebel & Company and REMAX Elite Realty | Lexington
SoldJul 22, 2026
$249,900
17 Holiday Road
Winchester KY 40391
3
2
2
Single-Family
Listing courtesy of Freedom Realty & Property Management and United Real Estate Lexington

Other properties sold by Emily Gregory

SoldJul 14, 2026
$116,821
354 Maupin Road
Lancaster KY 40444
3
1
Single-Family
Listing courtesy of Peach Real Estate and Keller Williams Legacy Group
SoldMay 29, 2026
$485,000
113 Old Pond Way
Richmond KY 40475
4
4
2
Single-Family
Listing courtesy of Keller Williams Legacy Group
SoldMay 20, 2026
$299,900
364 Village Drive
Frankfort KY 40601
3
3
2
Single-Family
Listing courtesy of REMAX Creative Realty | Georgetown and Keller Williams Legacy Group

Browse properties sold in nearby areas

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent