New38$519,900
5 bd · 3 ba · 2,200 sqft
7440 Bybee Road, Winchester, KY
Jessica Pelfrey · WEICHERT REALTORS - Ford Brothers
Homes for Sale in Winchester, KY
Hide MapHomes for Sale in Winchester, KY
24 of 119 Listings
New38$519,900
5 bd · 3 ba · 2,200 sqft
7440 Bybee Road, Winchester, KY
Jessica Pelfrey · WEICHERT REALTORS - Ford Brothers
Price Reduced35$299,900
5 bd · 2 ba · 2,082 sqft
128 Cherokee Drive, Winchester, KY
Tyler A Hurst · Oak & Acre
New22$280,000
4 bd · 3 ba · 1,967 sqft
127 Lindberg Avenue, Winchester, KY
Wayne Elkins · RE/MAX Creative Realty
New64$439,900
3 bd · 2 ba · 2,276 sqft
119 Winterberry Circle, Winchester, KY
Courtney Ann Mangold · The Agency
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
Price Reduced$155,900
1 bd · 2 ba · 1,056 sqft
101 Alabama Street, Winchester, KY
A. Rebecca Woods · Woods Realty Group
58$484,900
4 bd · 3 ba · 2,381 sqft
410 Fairholme Way, Winchester, KY
Morgan Withrow · The Brokerage
6$462,738
3 bd · 2 ba · 1,806 sqft
230 Evergreen Drive, Winchester, KY
Rex Hall · United Real Estate Bluegrass
6$457,900
4 bd · 3 ba · 1,986 sqft
200 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
34$434,000
3 bd · 2 ba · 1,928 sqft
285 Rose Drive, Winchester, KY
Tracey Goebel · Tom Goebel & Company
22$617,000
3 bd · 4 ba · 4,848 sqft
131 Teal Lane, Winchester, KY
Rony Jo Ballou · Power House Realty
38$424,500
5 bd · 4 ba · 3,674 sqft
323 Skylark Drive, Winchester, KY
Tracey Goebel · Tom Goebel & Company
Price Reduced$325,000
4 bd · 2 ba · 3,261 sqft
443 S Maple Street, Winchester, KY
Terra Long · Keller Williams Commonwealth
46$325,000
5 bd · 3 ba · 3,378 sqft
25 W Hickman Street, Winchester, KY
Christina Bucher · Keller Williams Legacy Group
Price Reduced21$99,500
2 bd · 2 ba · 924 sqft
563 Constitution Drive, Winchester, KY
Jason Townsend · Kentucky Residential Real Estate, LLC
Open house Sun, Oct 25 · 2:00 PM45$279,900
3 bd · 3 ba · 2,779 sqft
121 Bay Hill Drive, Winchester, KY
Kimberly C Dice · eXp Realty, LLC
60$255,000
3 bd · 1 ba · 1,135 sqft
26 Holiday Road, Winchester, KY
Joshua Wood · Freedom Realty & Property Management
29$221,000
3 bd · 2 ba · 1,665 sqft
106 Quail Ridge Road, Winchester, KY
Mila J Ensor · Ensor Real Estate, LLC
23$199,500
3 bd · 1 ba · 1,193 sqft
214 Center Drive, Winchester, KY
Lukas Owens · The Brokerage
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