- 3 bds
- 2 ba
- 1,512 sqft
RE/MAX ELITE LEXINGTON. Listing provided by Imagine MLS
13 hours ago
Homes for Sale Under 250K in Winchester KY
52 results
- 48 Bon Haven Ave, Winchester, KY 40391
- 121 Ralston Ln, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,052 sqft
COLDWELL BANKER MCMAHAN. Listing provided by Imagine MLS1 day on Zillow
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- 2915 College Hill Rd, Waco, KY 40385
- 1 bd
- 1 ba
- 384 sqft
KELLER WILLIAMS COMMONWEALTH. Listing provided by Imagine MLSSerene waterfront scenery
- 16 Denny Ave, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,152 sqft
HOMEFIRST REAL ESTATE. Listing provided by Imagine MLSPrice cut: $20,000 (10/19)
- 65 Fitch Ave, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,680 sqft
ENSOR REAL ESTATE, LLC. Listing provided by Imagine MLSPrice cut: $4,000 (10/20)
- 119 Tower Ln, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,272 sqft
WEVER REALTY LLC. Listing provided by Imagine MLSPrice cut: $2,000 (10/22)
- 1494 Amster Grove Rd, Winchester, KY 40391
- 2 bds
- 2 ba
- 1,202 sqft
MARSHALL LANE REAL ESTATE - LEXINGTON. Listing provided by Imagine MLSWood burning fireplace
- 229 S Highland St, Winchester, KY 40391
- 4 bds
- 3 ba
- 3,462 sqft
RE/MAX CREATIVE, WINCHESTER. Listing provided by Imagine MLSPrice cut: $5,000 (10/16)
- 13 Euclid Ave, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,893 sqft
KELLER WILLIAMS LEGACY GROUP. Listing provided by Imagine MLSFresh neutral color palette
- 16 Bon Haven Ave, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,299 sqft
REBUILT BROKERAGE, Dustin Hepburn. Listing provided by My State MLSPrice cut: $10,000 (10/19)
- 2897 College Hill Rd, Waco, KY 40385
- 2 bds
- 2 ba
- 1,824 sqft
KELLER WILLIAMS COMMONWEALTH. Listing provided by Imagine MLSDirect river access
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- 214 Center Dr, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,193 sqft
THE BROKERAGE. Listing provided by Imagine MLSPrice cut: $2,500 (10/22)
- 14 Cook Ave, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,261 sqft
UNITED REAL ESTATE BLUEGRASS. Listing provided by Imagine MLSShowcase 
- 527 Hidden Hills Way, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,130 sqft
THE AGENCY. Listing provided by Imagine MLSPrice cut: $10,000 (10/8)
- 528 Estes Dr, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,904 sqft
FREEDOM REALTY & PROPERTY MANAGEMENT. Listing provided by Imagine MLSPrice cut: $10,000 (10/19)
- 1128 Dale Dr #1130, Winchester, KY 40391
- 4 bds
- 4 ba
- 2,072 sqft
COLDWELL BANKER MCMAHAN. Listing provided by Imagine MLSOpens to the kitchen
- Alley access
- Dedicated laundry room
- Start survey
Help others discover what makes this area unique.
Fill out a short survey to help others know what it's like to live here. - 600 College St, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,737 sqft
THE BROKERAGE. Listing provided by Imagine MLSPrice cut: $5,000 (10/6)
- 3208 Ford Hampton Rd, Winchester, KY 40391
- 2 bds
- 1 ba
- 807 sqft
EXP REALTY, LLC. Listing provided by Imagine MLSMain-level laundry hookups
- 54 Locust Dr, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,692 sqft
BERKSHIRE HATHAWAY HOMESERVICES FOSTER REALTORS. Listing provided by Imagine MLS56 days on Zillow
- 59 Hillcrest Dr, Winchester, KY 40391
- 4 bds
- 2 ba
- 1,996 sqft
THE AGENCY. Listing provided by Imagine MLSPrice cut: $1,000 (9/29)
- 1860 Ford Rd, Winchester, KY 40391
- 2 bds
- 1 ba
- 825 sqft
DREAM MAKER REALTY, LLC. Listing provided by Imagine MLS228 days on Zillow
- 3 Nunnelly Ct, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,319 sqft
BLACK MOUNTAIN REALTY. Listing provided by Imagine MLSPrice cut: $10,000 (10/9)
- Relaxing outdoor sitting area
- 102 Quail Ridge Rd, Winchester, KY 40391
- 3 bds
- 3 ba
- 1,856 sqft
TOM GOEBEL & COMPANY. Listing provided by Imagine MLSPrice cut: $4,500 (10/9)
- 127 Bay Hill Dr, Winchester, KY 40391
- 3 bds
- 3 ba
- 1,664 sqft
FREEDOM REALTY & PROPERTY MANAGEMENT. Listing provided by Imagine MLSGenerously sized kitchen
- 115 Quail Ridge Rd, Winchester, KY 40391
- 3 bds
- 3 ba
- 1,522 sqft
RE/MAX CREATIVE, WINCHESTER. Listing provided by Imagine MLS3D Tour 
- Fenced in yard
- 213 E Broadway St, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,453 sqft
GSP HOMES. Listing provided by Imagine MLS20 days on Zillow
- 38 Mackay Ave, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,128 sqft
TOM GOEBEL & COMPANY. Listing provided by Imagine MLSNew stove
- 7100 Donaldson Rd, Mount Sterling, KY 40353
- 2 bds
- 1 ba
- 728 sqft
MURPHY REALTY GROUP. Listing provided by Imagine MLSNewly stained deck
- 14 Shelley Dr, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,134 sqft
RE/MAX CREATIVE, WINCHESTER. Listing provided by Imagine MLS3D Tour 
- Price cut: $900 (10/7)
- 125 Kittison Dr, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,100 sqft
COLDWELL BANKER MCMAHAN. Listing provided by Imagine MLSAll appliances stay
- Price cut: $3,000 (10/18)
- 101 Alabama St, Winchester, KY 40391
- 1 bd
- 2 ba
- 1,056 sqft
WOODS REALTY GROUP. Listing provided by Imagine MLS198 days on Zillow
- 7150 Donaldson Rd, Mount Sterling, KY 40353
- 2 bds
- 2 ba
- 980 sqft
MURPHY REALTY GROUP. Listing provided by Imagine MLSNew plumbing
- Price cut: $4,500 (10/4)
- 106 Quail Ridge Rd, Winchester, KY 40391
- 3 bds
- 2 ba
- 1,665 sqft
ENSOR REAL ESTATE, LLC. Listing provided by Imagine MLSPrice cut: $5,900 (10/14)
- 24 Spring St, Winchester, KY 40391
- 3 bds
- 1 ba
- 1,173 sqft
EXIT TOWN & COUNTRY REALTORS. Listing provided by Imagine MLS64 days on Zillow
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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 brokerage firms other than Zillow, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about each listing includes the name of the listing broker. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 Metro Search, Inc.
