Price Reduced48$179,000
3 bd · 2 ba · 1,725 sqft
107 Kittison Drive, Winchester, KY
Kelli Hunt · Berkshire Hathaway HomeServices Foster Realtors
3 Bedroom Homes in Winchester, KY
Hide Map3 Bedroom Homes in Winchester, KY
24 of 70 Listings
Price Reduced48$179,000
3 bd · 2 ba · 1,725 sqft
107 Kittison Drive, Winchester, KY
Kelli Hunt · Berkshire Hathaway HomeServices Foster Realtors
17$125,000
3 bd · 3 ba · 2,051 sqft
702 Princeton Drive, Winchester, KY
Dennis Woodrum · Bluegrass Realty & Investments
New47$365,000
3 bd · 3 ba · 2,554 sqft
735 Schollsville Road, Winchester, KY
Edgar Saborit · Lifstyl Real Estate
New58$439,500
3 bd · 3 ba · 2,961 sqft
42 Mockingbird Valley Road, Winchester, KY
Markus Cross · FC Tucker Bluegrass
New34$219,000
3 bd · 2 ba · 1,297 sqft
13 Long Avenue, Winchester, KY
Kathryn M Cheuvront · Coldwell Banker McMahan
Price Reduced37$209,000
3 bd · 2 ba · 1,261 sqft
14 Cook Avenue, Winchester, KY
Janna L Smith · United Real Estate Bluegrass
26$249,900
3 bd · 2 ba · 1,492 sqft
317 Vanover Way, Winchester, KY
Austina Bruton · Rector Hayden Realtors
50$380,000
3 bd · 2 ba · 1,922 sqft
31 Casa Landa Way, Winchester, KY
Christine E McDonald · FC Tucker Bluegrass
Price Reduced40$560,000
3 bd · 2 ba · 1,878 sqft
1515 Sewell Shop Road, Winchester, KY
Jason Townsend · Kentucky Residential Real Estate, LLC
27$260,000
3 bd · 2 ba · 1,500 sqft
103 Southern Court, Winchester, KY
Michelle R Blackburn · RE/MAX Creative, Winchester
Price Reduced13$192,400
3 bd · 1 ba · 1,272 sqft
520 College Street, Winchester, KY
Chelsea Morguson · McCallie Real Estate
29$209,000
3 bd · 1 ba · 1,075 sqft
117 Colonial Park Drive, Winchester, KY
Roger Browning · Four Seasons Realty
$299,900
3 bd · 2 ba · 1,444 sqft
8 Monroe Avenue, Winchester, KY
Robyn R Bradley · Woods Realty Group
Open house Sun, Nov 8 · 1:00 PM41$285,000
3 bd · 2 ba · 1,737 sqft
307 McDowell Drive, Winchester, KY
Jason R Scolf · The Brokerage
18$56,700
3 bd · 1 ba · 1,052 sqft
121 Ralston Lane, Winchester, KY
Kathy B Burton · Coldwell Banker McMahan
Price Reduced25$219,900
3 bd · 2 ba · 1,904 sqft
528 Estes Drive, Winchester, KY
Joshua Wood · Freedom Realty & Property Management
38$299,900
3 bd · 2 ba · 1,648 sqft
314 Botts Court, Winchester, KY
Edgar Saborit · Lifstyl Real Estate
Price Reduced$255,000
3 bd · 3 ba · 2,260 sqft
209 Boone Avenue, Winchester, KY
Todd Hyatt · Lois Ann Disponett Real Est
6$462,738
3 bd · 2 ba · 1,806 sqft
230 Evergreen Drive, Winchester, KY
Rex Hall · United Real Estate Bluegrass
6$469,925
3 bd · 2 ba · 1,855 sqft
225 Evergreen Drive, Winchester, KY
Rex Hall · United Real Estate Bluegrass
54$250,000
3 bd · 2 ba · 1,893 sqft
13 Euclid Avenue, Winchester, KY
Robin S Jones · Keller Williams Legacy Group
6$513,600
3 bd · 2 ba · 2,268 sqft
220 Evergreen Drive, Winchester, KY
Rex Hall · United Real Estate Bluegrass
29$617,000
3 bd · 4 ba · 4,848 sqft
131 Teal Lane, Winchester, KY
Rony Jo Ballou · Power House Realty
Open house Sun, Nov 8 · 2:00 PM45$279,900
3 bd · 3 ba · 2,779 sqft
121 Bay Hill Drive, Winchester, KY
Kimberly C Dice · eXp Realty, LLC
3 Bedroom Homes in Winchester, KY: 70 active listings as of .
Imagine MLS (Bluegrass REALTORS)Source: HJN community data
August 2026 · This period is still settling
Selling at 98.2% of asking price
Buyers here are paying below asking. MLS · 32 sales · as of Aug 31, 2026