New22$389,990
4 bd · 4 ba · 2,200 sqft
Homesite 42 Shuoner Ct, Winchester, VA
James Thomas · New Home Star Virginia, LLC
Homes Under $500K in Winchester, VA
Hide MapHomes Under $500K in Winchester, VA
24 of 204 Listings
New22$389,990
4 bd · 4 ba · 2,200 sqft
Homesite 42 Shuoner Ct, Winchester, VA
James Thomas · New Home Star Virginia, LLC
New54$295,000
2 bd · 3 ba · 2,148 sqft
159 Aspen Trl, Winchester, VA
Kimberly C Baggett · EXP Realty, LLC
New22$334,000
3 bd · 3 ba · 1,680 sqft
308 Fawn Dr, Winchester, VA
Steve A DuBrueler · Coldwell Banker Premier
New22$389,990
4 bd · 4 ba · 2,200 sqft
Homesite 41 Shuoner Ct, Winchester, VA
James Thomas · New Home Star Virginia, LLC
New3$299,900
3 bd · 1 ba · 1,334 sqft
452 Valley Mill Rd, Winchester, VA
Deborah Matthews · ERA Oakcrest Realty, Inc.
New10$287,000
3 bd · 1 ba · 1,104 sqft
700 Tomahawk Trl, Winchester, VA
Stacy Priddy · Berkshire Hathaway HomeServices PenFed Realty
34$399,900
4 bd · 2 ba · 1,682 sqft
21 E Germain St, Winchester, VA
Diego Alejandro Ferrando · Samson Properties
25$379,900
2 bd · 2 ba · 1,578 sqft
1414 S Braddock St, Winchester, VA
Richard A. Kozlowski · Long & Foster Real Estate, Inc.
38$325,000
3 bd · 2 ba · 1,368 sqft
2159 Harvest Dr, Winchester, VA
Erika D de Azagra · ERA Oakcrest Realty, Inc.
51$420,000
4 bd · 4 ba · 2,004 sqft
109 Marlow Ct, Winchester, VA
Crystal Dudurich · ERA Liberty Realty
23$349,990
3 bd · 2 ba · 1,024 sqft
182 Mason St, Winchester, VA
Samantha Young · Young & Associates
65$389,999
3 bd · 4 ba · 2,232 sqft
114 Comanche Trl, Winchester, VA
Hailey A Mooney · Real Broker, LLC
32$299,900
3 bd · 2 ba · 1,290 sqft
352 Woodchuck Ln, Winchester, VA
Emiley Boggs · Samson Properties
74$439,900
3 bd · 4 ba · 2,239 sqft
142 Sequoia Dr, Winchester, VA
Michele L Gibson · Samson Properties
52$369,990
3 bd · 4 ba · 1,756 sqft
229 Monteith Dr, Winchester, VA
Brittany Newman · DRB Group Realty, LLC
14$479,900
3 bd · 3 ba · 1,935 sqft
205 Bentley Ave, Winchester, VA
Jose M Fuentes · Fairfax Realty Select
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
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
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
Bright MLSSource: HJN community data
August 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