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90 Properties Available In Winchester
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,175,000
Single Family Home
191 OLD BALTIMORE RD, Winchester, VA 22603
Perched on 2.75 private acres with panoramic valley and mountain views, this extraordinary estate is a true showpiece am...
MLS# VAFV2032928
Listed by Realty ONE Group Old Towne


$824,999
Single Family Home
127 TRIANGLE CT, Winchester, VA 22602
NEW CONSTRUCTION, NEVER OCCUPIED! SELLER OFFERING CONCESSIONS TO BUYER FOR RATE BUY-DOWN OR CLOSING ASSISTANCE. Nestled ...
MLS# VAFV2033538
Listed by Shelley Shellz Sells Homes


$379,000
Single Family Home
107 E MONMOUTH ST, Winchester, VA 22601
Charming Historic Home in Downtown Winchester – Move-In Ready!<br><br>If you love timeless craftsmanship—think original ...
MLS# VAWI2007482
Listed by Colony Realty


$679,999
Single Family Home
327 LYNNEHAVEN DR, Winchester, VA 22602
Welcome to the community of Lynnehaven! This property is one of the few sought-after models offering three bedrooms plu...
MLS# VAFV2033454
Listed by Keller Williams Capital Properties


$569,990
Single Family Home
119 MANASQUAN WAY, Winchester, VA 22602
Quick Move-In Salem Model with Below-Market Interest Rates Available! This spacious 4 bedroom, 3.5 bath home offers 2686...
MLS# VAFV2033482
Listed by DRH Realty Capital, LLC.


$425,000
Single Family Home
108 MILAM DR, Winchester, VA 22602
Beautifully updated, solid brick raised rambler on a flat 1 acre lot ,adjacent to a peaceful community park. FULL REMODE...
MLS# VAFV2032938
Listed by Long & Foster Real Estate, Inc.


$550,000
Single Family Home
127 BROAD, Winchester, VA 22602
This thoughtfully designed traditional home features four bedrooms and three-and-a-half baths, perfect for modern living...
MLS# VAFV2033040
Listed by Lopez Realtors


$599,900
Single Family Home
721 CHELSEA DR, Winchester, VA 22601
Main level living at its finest! CUSTOM-built in 2003 by John Scott Builders with every detail in mind. The inset front ...
MLS# VAWI2007454
Listed by Coldwell Banker Realty


$500,000
Single Family Home
1921 HARVEST DR, Winchester, VA 22601
Save BIG - The Price of this Beautiful Home is Improved!<br><br>Stunning Colonial in Meadow Branch South – Winchester, V...
MLS# VAWI2007328
Listed by Compass


$620,000
Single Family Home
1425 CEDAR GROVE RD, Winchester, VA 22603
Welcome to this spacious colonial situated on 4.75 acres in Winchester. With 4 bedrooms and 3.5 bathrooms, this home off...
MLS# VAFV2033150
Listed by RE/MAX Roots


$529,000
Single Family Home
113 OLD WAGON RD, Winchester, VA 22602
Winchester, VA. Updated and Beautiful! Stunning views of rolling hills. The kitchen has been completely remodeled and of...
MLS# VAFV2033162
Listed by EXP Realty, LLC


$524,900
Single Family Home
133 POND VIEW LN, Winchester, VA 22603
Welcome to 133 Pond View Lane! This charming traditional-style home sits on a picturesque 5.35-acres, offering a peacefu...
MLS# VAFV2033008
Listed by RE/MAX Roots


$495,000
Single Family Home
106 KAPOK CIR, Winchester, VA 22602
Lucky buyers will fall in love with this remodeled & updated home on the east side of Winchester. The owners were attrac...
MLS# VAFV2032972
Listed by Century 21 Redwood Realty


$359,000
Single Family Home
601 GRAY AVE, Winchester, VA 22601
Charming Brick Cape Cod in a fantastic family-friendly neighborhood! This beautifully updated 3 BDRM 2 Bath home offers ...
MLS# VAWI2007384
Listed by Weichert Realtors - Blue Ribbon


$890,000
Single Family Home
400 GREAT MOUNTAIN LN, Winchester, VA 22602
Please watch the Video! Escape to your own private mountain retreat with this stunning custom-built log home, offering ...
MLS# VAFV2024622
Listed by Re/Max Roots


$459,900
Single Family Home
1732 BRANDON DR, Winchester, VA 22601
Welcome home! Where classic brick-front charm meets fresh, modern updates throughout.<br><br><br>As you enter the home, ...
MLS# VAWI2007408
Listed by Keller Williams Realty


$419,900
Single Family Home
128 COUNTRY CLUB CIR, Winchester, VA 22602
Hurry—this stunning 5-bedroom, 2-bath split-level home won't last long! <br>Nestled on a private half-acre lot with matu...
MLS# VAFV2033034
Listed by Century 21 Redwood Realty


$359,000
Single Family Home
116 FAWN TRAIL, Winchester, VA 22602
Move-In Ready & Like New! Completed in 2024, this beautifully maintained home offers the perfect blend of rural tranquil...
MLS# VAFV2033122
Listed by Colony Realty


$649,900
Single Family Home
114 NASSAU DR, Winchester, VA 22602
Discover Your Dream Home on Nassau Drive. Welcome to this stunning Colonial home, nestled on a beautifully landscaped, l...
MLS# VAFV2024740
Listed by Samson Properties


$1,595,000
Single Family Home
291 LAKE SERENE DR., Winchester, VA 22603
An architectural masterpiece, true luxury is in every detail of this lakefront estate home nestled into a beautiful, na...
MLS# VAFV2029994
Listed by Samson Properties


$1,265,000
Single Family Home
788 JOHNSTON COURT, Winchester, VA 22601
OPEN HOUSE ON 3/16 IS CANCELLED.<br><br>Nestled on an expansive 0.89-acre corner lot, this stunning 8,000+ sq. ft. custo...
MLS# VAWI2006666
Listed by Hunt Country Sotheby's International Realty


$365,000
Townhouse
125 MONTICELLO SQ, Winchester, VA 22602
Price Reduction! Welcome to this beautifully maintained end-unit townhome, perfectly situated in a sought-after commuter...
MLS# VAFV2024800
Listed by CENTURY 21 New Millennium


$324,900
Single Family Home
304 VIRGINIA AVE, Winchester, VA 22601
Experience everything Winchester, VA has to offer from your quaint renovated home with full front porch, private deck, o...
MLS# VAWI2007286
Listed by Samson Properties


$235,000
Single Family Home
113 RIDGE RD, Winchester, VA 22602
Charming and well-maintained 3-bedroom home being sold as-is, featuring a partially finished basement, two cozy wood-bur...
MLS# VAFV2024560
Listed by Keller Williams Chantilly Ventures
