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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
410 W Lexington Avenue, Winchester, KY 40391
1/30
Active

$299,900

5 Beds4 Baths4,456 SqFt

410 W Lexington Avenue, Winchester, KY 40391

Listed by Bluegrass Home Group

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
213 E Broadway Street, Winchester, KY 40391
1/22
Active

$200,000

3 Beds1 Bath1,453 SqFt

213 E Broadway Street, Winchester, KY 40391

Listed by GSP Homes

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
3 Nunnelly Court, Winchester, KY 40391
1/23
Price Dropped by $10K

$205,000

3 Beds2 Baths1,319 SqFt

3 Nunnelly Court, Winchester, KY 40391

Listed by Black Mountain Realty

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
15 Kittison Drive, Winchester, KY 40391
1/27
Price Dropped by $5K

$265,000

3 Beds2 Baths1,776 SqFt

15 Kittison Drive, Winchester, KY 40391

Listed by Lifstyl Real Estate

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
38 MacKay Avenue, Winchester, KY 40391
1/23
Active

$204,900

3 Beds1 Bath1,128 SqFt

38 MacKay Avenue, Winchester, KY 40391

Listed by Tom Goebel & Company

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
14 Cook Avenue, Winchester, KY 40391
1/37
Price Dropped by $10K

$209,000

3 Beds2 Baths1,261 SqFt

14 Cook Avenue, Winchester, KY 40391

Listed by United Real Estate Bluegrass

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
502 W Lexington Avenue, Winchester, KY 40391
1/42
Active

$340,000

4 Beds5 Baths4,798 SqFt

502 W Lexington Avenue, Winchester, KY 40391

Listed by Kentucky Residential Real Estate, LLC

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
38 N Burns Avenue, Winchester, KY 40391
1/32
Price Dropped by $10K

$310,000

4 Beds3 Baths2,310 SqFt

38 N Burns Avenue, Winchester, KY 40391

Listed by RE/MAX Creative Realty

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
175 Magnolia Street, Winchester, KY 40391
1/18
Active

$169,000

3 Beds1 Bath1,046 SqFt

175 Magnolia Street, Winchester, KY 40391

Listed by Woods Realty Group

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
443 S Maple Street, Winchester, KY 40391
1/57
Price Dropped by $15K

$325,000

4 Beds2 Baths3,261 SqFt

443 S Maple Street, Winchester, KY 40391

Listed by Keller Williams Commonwealth

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
300 N Maple Street, Winchester, KY 40391
1/4
Active

$3,750

4,000 SqFt

300 N Maple Street, Winchester, KY 40391

Listed by Freedom Realty & Property Management

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
101 S Main Street #2nd & 3rd, Winchester, KY 40391
1/25
Active

$10,000

0.23 Acres

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

Listed by Block + Lot Homes

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
103 S Main Street #1st Floor, Winchester, KY 40391
1/25
Active

$4,500

0.23 Acres

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

Listed by Block + Lot Homes

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
218 S Maple Street, Winchester, KY 40391
1/25
Active

$699,000

6,110 SqFt

218 S Maple Street, Winchester, KY 40391

Listed by Steven D Adams Real Estate Services, LLC

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
33-41 Winn Avenue, Winchester, KY 40391
1/2
Active

$490,000

1.53 Acres

33-41 Winn Avenue, Winchester, KY 40391

Listed by eXp Realty, LLC

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
101 S Main, Winchester, KY 40391
1/25
Active

$1,750,000

0.23 Acres

101 S Main, Winchester, KY 40391

Listed by Block + Lot Homes

Imagine MLS / Bluegrass Association of REALTORS (LBAR)
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Untitled (3.5 x 2.5 in)
The Birdhouse Group
Victoria Byrd
Georgetown, KY 40324, USA

+1(502) 316-4453

victoria@bhgky.com

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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.

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Untitled (3.5 x 2.5 in)
The Birdhouse Group
Victoria Byrd
Georgetown, KY 40324, USA

+1(502) 316-4453

victoria@bhgky.com

Get My App

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.

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

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