63$439,000
3 bd · 2 ba · 1,822 sqft
109 Keswick Ct, Winchester, VA
Natalie J Langford · ERA Oakcrest Realty, Inc.
Homes for Sale in Winchester, VA
Hide MapHomes for Sale in Winchester, VA
24 of 340 Listings
63$439,000
3 bd · 2 ba · 1,822 sqft
109 Keswick Ct, Winchester, VA
Natalie J Langford · ERA Oakcrest Realty, Inc.
38$370,000
3 bd · 3 ba · 1,772 sqft
100 Stribling Way, Winchester, VA
Raven Nicole Staub · Samson Properties
33$599,500
3 bd · 2 ba · 1,350 sqft
479 Perry Rd, Winchester, VA
Thomas A Dawe · Winchester Real Estate Connection
25$250,000
2 bd · 1 ba · 870 sqft
1125 Conway St, Winchester, VA
Curtis W Siever · NextHome Realty Select
40$359,990
3 bd · 4 ba · 1,756 sqft
237 Monteith Dr, Winchester, VA
Brittany Newman · DRB Group Realty, LLC
70$659,900
4 bd · 5 ba · 4,271 sqft
291 Huntersridge Rd, Winchester, VA
Laura D White · ERA Oakcrest Realty, Inc.
71$1,170,000
5 bd · 6 ba · 3,846 sqft
854 Valley Mill Rd, Winchester, VA
Linden McLean · Samson Properties
1$429,000
3 bd · 3 ba · 1,544 sqft
1412 S Loudoun St, Winchester, VA
Leslie A. Webb · Long & Foster Real Estate, Inc.
42$175,000
1 bd · 1 ba · 384 sqft
305 Raccoon Dr, Winchester, VA
William Fitzgerald Dixon · Dandridge Realty Group, LLC
28$399,000
2 bd · 2 ba · 2,094 sqft
101 Delaware Trl, Winchester, VA
Katherine Landi Jordan · Samson Properties
17$240,000
2 bd · 1 ba · 997 sqft
187 Valley Mill Rd, Winchester, VA
Heloisa P Amar · Samson Properties
28$364,900
3 bd · 2 ba · 1,791 sqft
1077 Carpers Dr, Winchester, VA
William Curtise Howard III · Burch Real Estate Group, LLC
40$409,900
3 bd · 2 ba · 2,326 sqft
63 Riflemen Ln, Winchester, VA
David K Spence · RE/MAX Roots
35$359,000
3 bd · 2 ba · 1,344 sqft
700 Green St, Winchester, VA
Jeanne Mezzatesta · Colony Realty
40$624,990
4 bd · 3 ba · 2,793 sqft
101 Poe Dr, Winchester, VA
Susanne C Riggs · Samson Properties
Price Reduced36$355,500
4 bd · 3 ba · 1,644 sqft
423 Panther Dr, Winchester, VA
Caleb Christen Fowler · Samson Properties
78$260,000
2 bd · 2 ba · 1,068 sqft
103 E Germain St, Winchester, VA
Roxanna D Grimes · RE/MAX Roots
17$349,000
3 bd · 4 ba · 1,740 sqft
108 Monticello Sq, Winchester, VA
Donald A Butler · Virginia Property Group, Inc.
39$434,000
3 bd · 3 ba · 2,277 sqft
422 S Loudoun St, Winchester, VA
Dana L Cloud · Realty ONE Group Old Towne
29$385,490
4 bd · 4 ba · 1,889 sqft
648 Arden Ct, Winchester, VA
Victoria Jane Clark · D R Horton Realty of Virginia LLC
29$381,690
4 bd · 4 ba · 1,889 sqft
652 Arden Ct, Winchester, VA
Victoria Jane Clark · D R Horton Realty of Virginia LLC
73$615,000
5 bd · 4 ba · 3,626 sqft
922 Wayne Dr, Winchester, VA
Katrina M Smith · Samson Properties
29$385,690
4 bd · 4 ba · 1,889 sqft
660 Arden Ct, Winchester, VA
Victoria Jane Clark · D R Horton Realty of Virginia LLC
29$379,690
4 bd · 4 ba · 1,889 sqft
644 Arden Ct, Winchester, VA
Victoria Jane Clark · D R Horton Realty of Virginia LLC
Bright MLSAugust 2026 · This period is still settling
Selling at 99.0% of asking price
Buyers here are paying below asking. MLS · 78 sales · as of Aug 28, 2026
Source: HJN community data