Price Reduced56$249,000
3 bd · 3 ba · 1,664 sqft
127 Bay Hill Drive, Winchester, KY
Joshua Wood · Freedom Realty & Property Management
Homes for Sale in Winchester, KY
Hide MapHomes for Sale in Winchester, KY
23 of 114 Listings
Price Reduced56$249,000
3 bd · 3 ba · 1,664 sqft
127 Bay Hill Drive, Winchester, KY
Joshua Wood · Freedom Realty & Property Management
Price Reduced36$98,500
3 bd · 1 ba · 1,152 sqft
16 Denny Avenue, Winchester, KY
Robin Trimble · HomeFirst Real Estate
Price Reduced23$199,900
2 bd · 1 ba · 1,154 sqft
606 College Street, Winchester, KY
Alyssa Ryan · Marshall Lane Real Estate - Lexington
12$137,500
2 bd · 2 ba · 960 sqft
48 Judy Ann Court, Winchester, KY
Holly Spradlin · KY Realty Co
Price Reduced30$140,000
2 bd · 1 ba · 630 sqft
108 Franklin Avenue, Winchester, KY
Cheri Shaffer · Lifstyl Real Estate
Price Reduced27$265,000
3 bd · 2 ba · 1,776 sqft
15 Kittison Drive, Winchester, KY
Cheri Shaffer · Lifstyl Real Estate
Price Reduced22$229,500
3 bd · 2 ba · 1,130 sqft
527 Hidden Hills Way, Winchester, KY
Jarran Thomas · The Agency
Price Reduced19$280,000
2 bd · 1 ba · 1,344 sqft
405 Nick Lane, Winchester, KY
Taylor Norton · McCallie Real Estate
Price Reduced110$699,000
4 bd · 5 ba · 4,255 sqft
132 Lana Lane, Winchester, KY
Rebecca J Harvey · Napier Realtors
40$410,000
4 bd · 2 ba · 2,435 sqft
406 Lynnway Drive, Winchester, KY
Michelle R Blackburn · RE/MAX Creative, Winchester
Price Reduced23$184,900
3 bd · 1 ba · 1,046 sqft
143 Spruce Court, Winchester, KY
John L Wilson · Bluegrass Properties Group
Price Reduced24$265,000
3 bd · 3 ba · 2,260 sqft
209 Boone Avenue, Winchester, KY
Todd Hyatt · Lois Ann Disponett Real Est
Price Reduced72$544,900
5 bd · 4 ba · 3,741 sqft
130 Winterberry Circle, Winchester, KY
Joshua Wood · Freedom Realty & Property Management
Price Reduced28$229,900
3 bd · 2 ba · 1,665 sqft
106 Quail Ridge Road, Winchester, KY
Mila J Ensor · Ensor Real Estate, LLC
29$80,000
1 bd · 1 ba · 870 sqft
141 Coffee Springs Lane, Winchester, KY
Rony Jo Ballou · Power House Realty
Price Reduced17$66,000
2 bd · 2 ba · 924 sqft
546 Constitution Drive, Winchester, KY
Dale Hatton · Dream Maker Realty, LLC
Price Reduced19$259,900
3 bd · 1 ba · 2,444 sqft
2379 Big Stoner Road, Winchester, KY
Melisa C McDonald · Wrenn Realty
Price Reduced40$289,900
4 bd · 3 ba · 1,970 sqft
428 Waycross Drive, Winchester, KY
Wayne Elkins · RE/MAX Creative Realty
Price Reduced52$536,000
4 bd · 3 ba · 2,732 sqft
267 Runnymeade Drive, Winchester, KY
Jason Caudill · RE/MAX Creative Realty
74$385,000
3 bd · 2 ba · 1,344 sqft
2725 Goshen Road, Winchester, KY
Christa Joynt · Keller Williams Commonwealth
82$2,299,000
5 bd · 5 ba · 6,284 sqft
5039 Combs Ferry Road, Winchester, KY
Michael R Hilario · The Agency
Price Reduced32$189,000
3 bd · 1 ba · 1,152 sqft
32 Jackson Street, Winchester, KY
Dale Hatton · Dream Maker Realty, LLC
Price Reduced61$399,000
3 bd · 3 ba · 2,204 sqft
322 Calmes Boulevard, Winchester, KY
Darrell Tackett · Dream Maker Realty, LLC
Imagine MLS (Bluegrass REALTORS)Source: HJN community data
July 2026 · This period is still settling
Selling at 99.6% of asking price
Sales here are closing essentially at asking. MLS · 50 sales · as of Jul 31, 2026