New54$295,000
2 bd · 3 ba · 2,148 sqft
159 Aspen Trl, Winchester, VA
Kimberly C Baggett · EXP Realty, LLC
Homes Under $300K in Winchester, VA
Hide MapHomes Under $300K in Winchester, VA
24 of 38 Listings
New54$295,000
2 bd · 3 ba · 2,148 sqft
159 Aspen Trl, Winchester, VA
Kimberly C Baggett · EXP Realty, LLC
New3$299,900
3 bd · 1 ba · 1,334 sqft
452 Valley Mill Rd, Winchester, VA
Deborah Matthews · ERA Oakcrest Realty, Inc.
New15$287,000
3 bd · 1 ba · 1,104 sqft
700 Tomahawk Trl, Winchester, VA
Stacy Priddy · Berkshire Hathaway HomeServices PenFed Realty
32$299,900
3 bd · 2 ba · 1,290 sqft
352 Woodchuck Ln, Winchester, VA
Emiley Boggs · Samson Properties
25$250,000
2 bd · 1 ba · 870 sqft
1125 Conway St, Winchester, VA
Curtis W Siever · NextHome Realty Select
42$175,000
1 bd · 1 ba · 384 sqft
305 Raccoon Dr, Winchester, VA
William Fitzgerald Dixon · Dandridge Realty Group, LLC
17$240,000
2 bd · 1 ba · 997 sqft
187 Valley Mill Rd, Winchester, VA
Heloisa P Amar · Samson Properties
78$260,000
2 bd · 2 ba · 1,068 sqft
103 E Germain St, Winchester, VA
Roxanna D Grimes · RE/MAX Roots
8$289,900
2 bd · 2 ba · 1,024 sqft
2640 Limestone Ct, Winchester, VA
Meridee A Powars · Link Realty Services LLC
31$249,900
2 bd · 1 ba · 833 sqft
221 Opequon Ave, Winchester, VA
Bradley Comstock · ERA Oakcrest Realty, Inc.
13$299,000
3 bd · 2 ba · 1,161 sqft
519 Virginia Ave, Winchester, VA
Katherine Smalts Solenberger · Colony Realty
27$239,000
2 bd · 1 ba · 1,014 sqft
1024 Front Royal Pike, Winchester, VA
Daniel J Whitacre · Colony Realty
37$280,000
3 bd · 1 ba · 1,058 sqft
2810 N Frederick Pike, Winchester, VA
Jonathan C. Fleming III · Weichert Realtors - Blue Ribbon
57$115,000
0 bd · 0 ba · 528 sqft
403 Stag Trl, Winchester, VA
Christopher W Roszko · Colony Realty
Price Reduced24$285,000
2 bd · 2 ba · 1,200 sqft
207 Banbury Ter, Winchester, VA
Kristen Kerns · Roberts Realty Group, LLC
Price Reduced19$224,000
2 bd · 2 ba · 1,566 sqft
114 Inca Trl, Winchester, VA
Marisa L Varley · ERA Oakcrest Realty, Inc.
17$295,000
3 bd · 1 ba · 960 sqft
1314 S Braddock St, Winchester, VA
Verria Hairston · Open Door Brokerage, LLC
Price Reduced18$259,000
1 bd · 1 ba · 740 sqft
135 S Kent St #202, Winchester, VA
Sharon Farinholt · Realty ONE Group Old Towne
Price Reduced43$299,900
4 bd · 2 ba · 1,920 sqft
111 Geronimo Trl, Winchester, VA
Daniel J Whitacre · Colony Realty
Price Reduced28$244,900
2 bd · 2 ba · 1,173 sqft
136-6 Brookland Ct #6, Winchester, VA
Jeffrey W Konrady · Realty ONE Group Old Towne
18$290,000
3 bd · 2 ba · 1,232 sqft
132 Geronimo Trl, Winchester, VA
Shane Price · Long & Foster Real Estate, Inc.
Price Reduced32$239,000
2 bd · 2 ba · 1,257 sqft
157-6 Brookland Ter #6, Winchester, VA
Kimberly D Hurst · MarketPlace REALTY
Price Reduced25$182,000
2 bd · 2 ba · 896 sqft
313 Avon Ct, Winchester, VA
Sophia Alam · AMN Realty, LLC.
Price Reduced40$289,000
2 bd · 2 ba · 1,173 sqft
110 Brookland Ct #10, Winchester, VA
Traci J. Shoberg · Samson Properties
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