$171,000
Views: 6
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 870sqft
Single family home for sale
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102 W Hickman St, Winchester, KY 40391 
Price Drop: $5.9K
148 Hidden Grove Ln, Winchester, KY 40391
175 Magnolia St, Winchester, KY 40391
12 Apache Trl, Winchester, KY 40391
1494 Amster Grv Rd, Winchester, KY 40391
Hot
24 Spring St, Winchester, KY 40391Price Drop: $5K
229 S Highland St, Winchester, KY 40391 
209 E Washington St, Winchester, KY 40391
Price Drop: $9K
101 Alabama St, Winchester, KY 40391 Price Drop: $4K
13 Maryland Ave, Winchester, KY 40391 
750 Craig Xing #7, Winchester, KY 40391
3D Tour
120 Knox Ct, Winchester, KY 403913D Tour
125 Knox Ct, Winchester, KY 40391 
3385 Colby Rd, Winchester, KY 40391
1030 Craig Xing Rd, Winchester, KY 40391
3821 Jackson Fry Rd, Winchester, KY 40391
1541 Gay Evans Rd, Winchester, KY 40391
1397 Gay Evans Rd, Winchester, KY 40391
208 Buffalo Tr, Winchester, KY 40391
11 Taylor Ave, Winchester, KY 40391
228 Jackson St, Winchester, KY 40391
150 Cook Ave, Winchester, KY 40391
108 Franklin Ave, Winchester, KY 40391
19 3rd Street, Winchester, KY 40391
65 Fitch Ave, Winchester, KY 40391
1445 Gay Evans Rd, Winchester, KY 40391
1495 Gay Evans Rd, Winchester, KY 40391
3208 Frd Hampton Rd, Winchester, KY 40391Price Drop: $11K
5 S Burns Ave, Winchester, KY 40391 
12569 Ironworks Rd, Winchester, KY 40391
150 Spencer Ln, Winchester, KY 40391
3208 Ford Hampton Rd, Winchester, KY 40391
613 Bunker Hl Dr, Winchester, KY 40391Hot
174 Cook Ave, Winchester, KY 40391 
208 4th Street, Winchester, KY 40391
103 Yorktowne Ct, Winchester, KY 40391
471 Goose Crk Rd, Winchester, KY 40391
109 Spring St, Winchester, KY 40391
110 Knox Ct, Winchester, KY 40391
4150 Schollsville Rd, Winchester, KY 40391
122 Se Callaway St, Winchester, KY 40391
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Homes for Sale Under 450K in 40391, KY
288 Homes for Sale
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Price Drop: $5.9K$169,000
Views: 11
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,100sqft
Sale Pending
Coldwell Banker Mcmahan
$169,000
Views: 9
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,046sqft
Single family home for sale
Woods Realty Group
$168,500
Views: 5
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,026sqft
Sale Pending
Real Broker Llc
$165,000
Views: 8
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,537sqft
Single family home for sale
Marshall Lane Real Estate - Lexington
Hot$160,000
Views: 13
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,173sqft
Single family home for sale
Exit Town & Country Realtors
Price Drop: $5K$160,000
Views: 5
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,462sqft
Sale Pending
Re/Max Creative, Winchester
$159,000
Views: 11
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,249sqft
Single family home for sale
Re/Max Creative, Winchester
175 Chatham Pl #135-2, Winchester, KY 40391
Milton And Associates Real Estate
Building 1 Unit Available
Unit #135-2
Price Drop: $9K$155,900
Views: 9
Bedrooms: 1Bd
Bathrooms: 2Ba
Area: 1,056sqft
Single family home for sale
Woods Realty Group
Price Drop: $4K$155,000
Views: 6
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,472sqft
Sale Pending
Era Select Real Estate
$154,900
Views: 7
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2.53acres lot
Land for sale
Coldwell Banker Mcmahan
3D Tour$150,000
Views: 12
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2.16acres lot
Land for sale
Bluegrass Properties Group
3D Tour$150,000
Views: 6
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2.11acres lot
Land for sale
Bluegrass Properties Group
$150,000
Views: 3
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2.77acres lot
Land for sale
Steven D Adams Real Estate Services, Llc
$150,000
Views: 1
Bedrooms: --Bds
Bathrooms: --Ba
Area: 4.21acres lot
Land for sale
Coldwell Banker Mcmahan
$150,000
Views: 4
Bedrooms: --Bds
Bathrooms: --Ba
Area: 9.39acres lot
Land for sale
Keller Williams Commonwealth
$149,900
Views: 7
Bedrooms: --Bds
Bathrooms: --Ba
Area: 5.6acres lot
Land for sale
The Agency
$149,900
Views: 5
Bedrooms: --Bds
Bathrooms: --Ba
Area: 6.32acres lot
Land for sale
The Agency
$149,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 2,080sqft
Single family home for sale
Hunter Real Estate
$148,900
Views: 5
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,362sqft
Single family home for sale
Coldwell Banker Mcmahan
$146,000
Views: 5
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,020sqft
Single family home for sale
$144,000
Views: 5
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 805sqft
Single family home for sale
$140,000
Views: 9
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 630sqft
Single family home for sale
Lifstyl Real Estate
$139,900
Views: 4
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 864sqft
Single family home for sale
Listwithfreedom.Com
$139,900
Views: 11
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,680sqft
Single family home for sale
Ensor Real Estate, Llc
$139,900
Views: 8
Bedrooms: --Bds
Bathrooms: --Ba
Area: 5.67acres lot
Land for sale
The Agency
$139,900
Views: 5
Bedrooms: --Bds
Bathrooms: --Ba
Area: 5.02acres lot
Land for sale
The Agency
$139,000
Views: 5
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 807sqft
Single family home for sale
Weichert Realtors - Abg Properties
Price Drop: $11K$139,000
Views: 9
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,842sqft
Sale Pending
The Howard Realty Co
$137,500
Views: 3
Bedrooms: --Bds
Bathrooms: --Ba
Area: 3.94acres lot
Land for sale
Coldwell Banker Mcmahan
$137,500
Views: 4
Bedrooms: --Bds
Bathrooms: --Ba
Area: 3.94acres lot
Land for sale
Coldwell Banker Mcmahan
$135,000
Views: 5
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 807sqft
Single family home for sale
Exp Realty, Llc
$135,000
Views: 5
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,152sqft
Sale Pending
Real Broker, Llc
Hot$134,900
Views: 15
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 986sqft
Single family home for sale
Woods Realty Group
$130,000
Views: 11
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,254sqft
Sale Pending
Keller Williams Bluegrass Realty
$130,000
Views: 14
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,150sqft
Sale Pending
Allied Realty
$129,999
Views: 7
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,248sqft
Single family home for sale
Keller Williams Commonwealth
$129,000
Views: 4
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 637sqft
Single family home for sale
Keller Williams Commonwealth
$128,800
Views: 2
Bedrooms: --Bds
Bathrooms: --Ba
Area: 2.3acres lot
Land for sale
The Agency
$125,000
Views: 5
Bedrooms: --Bds
Bathrooms: --Ba
Area: 10.27acres lot
Land for sale
Ensor Real Estate, Llc
$124,500
Views: 8
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 876sqft
Single family home for sale
Dream Maker Realty, Llc
Showing 169 - 210 of 288 homes for sale in KY 40391
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Based on information from the IMAGINE MLS® through Nov 1, 2026, 10:45 PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.
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