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Subdivision: Downtown, Winchester, KY
Listing Status: Active
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16 Properties Available In Downtown

16 Properties Available In Downtown

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  • Price-Low To High
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KY >Winchester >Downtown >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status
MLS®
410 W Lexington Avenue, Winchester, KY 40391

410 W Lexington Avenue, Winchester, KY 40391

Listed by Bluegrass Home Group

$299,900

5
4
4,456 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
213 E Broadway Street, Winchester, KY 40391

213 E Broadway Street, Winchester, KY 40391

Listed by GSP Homes

$200,000

3
1
1,453 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
3 Nunnelly Court, Winchester, KY 40391

3 Nunnelly Court, Winchester, KY 40391

Listed by Black Mountain Realty

$205,000

3
2
1,319 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
15 Kittison Drive, Winchester, KY 40391

15 Kittison Drive, Winchester, KY 40391

Listed by Lifstyl Real Estate

$265,000

3
2
1,776 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
38 MacKay Avenue, Winchester, KY 40391

38 MacKay Avenue, Winchester, KY 40391

Listed by Tom Goebel & Company

$204,900

3
1
1,128 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
14 Cook Avenue, Winchester, KY 40391

14 Cook Avenue, Winchester, KY 40391

Listed by United Real Estate Bluegrass

$209,000

3
2
1,261 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
502 W Lexington Avenue, Winchester, KY 40391

502 W Lexington Avenue, Winchester, KY 40391

Listed by Kentucky Residential Real Estate, LLC

$340,000

4
5
4,798 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
38 N Burns Avenue, Winchester, KY 40391

38 N Burns Avenue, Winchester, KY 40391

Listed by RE/MAX Creative Realty

$310,000

4
3
2,310 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
175 Magnolia Street, Winchester, KY 40391

175 Magnolia Street, Winchester, KY 40391

Listed by Woods Realty Group

$169,000

3
1
1,046 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
443 S Maple Street, Winchester, KY 40391

443 S Maple Street, Winchester, KY 40391

Listed by Keller Williams Commonwealth

$325,000

4
2
3,261 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
300 N Maple Street, Winchester, KY 40391

300 N Maple Street, Winchester, KY 40391

Listed by Freedom Realty & Property Management

$3,750

--
--
4,000 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
101 S Main Street #2nd & 3rd, Winchester, KY 40391

101 S Main Street #2nd & 3rd, Winchester, KY 40391

Listed by Block + Lot Homes

$10,000

--
--
0.23 Acres
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
103 S Main Street #1st Floor, Winchester, KY 40391

103 S Main Street #1st Floor, Winchester, KY 40391

Listed by Block + Lot Homes

$4,500

--
--
0.23 Acres
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
218 S Maple Street, Winchester, KY 40391

218 S Maple Street, Winchester, KY 40391

Listed by Steven D Adams Real Estate Services, LLC

$699,000

--
--
6,110 SqFt
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
33-41 Winn Avenue, Winchester, KY 40391

33-41 Winn Avenue, Winchester, KY 40391

Listed by eXp Realty, LLC

$490,000

--
--
1.53 Acres
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
101 S Main, Winchester, KY 40391

101 S Main, Winchester, KY 40391

Listed by Block + Lot Homes

$1,750,000

--
--
0.23 Acres
Active
Imagine MLS / Bluegrass Association of REALTORS (LBAR)
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Marshall Lane Real Estate
Marshall Lane Real Estate

+1(502) 682-1226 marshalllanerealestate@gmail.com

618 Shelby St, Frankfort, KY 40601-3460, USA

Amanda Vickrey

+1(859) 797-4028 akvrealtor@gmail.com

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Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it 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 to be accurate. Listing information updated daily.
site logo
  • Home
  • Financing
  • Resources
    1. Community Guides
    2. Additional Resources
  • Search
    1. Agents
    2. Map Search
    3. Our Listings
  • Mortgage Calculator
  • Contact Us
  • Buying
  • Selling
    1. Sell Your Home
    2. What's My Home Worth?
  • Partner Lender
Marshall Lane Real Estate
Marshall Lane Real Estate

+1(502) 682-1226 marshalllanerealestate@gmail.com

618 Shelby St, Frankfort, KY 40601-3460, USA

Amanda Vickrey

+1(859) 797-4028 akvrealtor@gmail.com

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it 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 to be accurate. Listing information updated daily.