Price Drop: $10K

79th image of 150 Ewell Dr, Winchester, VA 22602 | MLS# VAFV2036588

1st image of 150 Ewell Dr, Winchester, VA 22602 | MLS# VAFV2036588

2nd image of 150 Ewell Dr, Winchester, VA 22602 | MLS# VAFV2036588

$850,000

5Bds

6Ba

6,256sqft

Mansion for sale

150 Ewell Dr, WINCHESTER, VA 22602

Hunt Country Sotheby'S International Realty

Deal Alert?

3D Tour

52nd image of 364 Bethel Grange Rd, Winchester, VA 22603 | MLS# VAFV2038802

1st image of 364 Bethel Grange Rd, Winchester, VA 22603 | MLS# VAFV2038802

2nd image of 364 Bethel Grange Rd, Winchester, VA 22603 | MLS# VAFV2038802

$375,000

--Bds

--Ba

2,448sqft

Sale Pending

364 Bethel Grange Rd, WINCHESTER, VA 22603

Samson Properties

13th image of 131 Amberfield Ct, Winchester, VA 22602 | MLS# VAFV2043772

1st image of 131 Amberfield Ct, Winchester, VA 22602 | MLS# VAFV2043772

2nd image of 131 Amberfield Ct, Winchester, VA 22602 | MLS# VAFV2043772

$465,000

2Bds

2Ba

1,811sqft

Mansion for sale

131 Amberfield Ct, WINCHESTER, VA 22602

Real Broker, Llc

Deal Alert?

28th image of 113 Christopher Dr, Winchester, VA 22601 | MLS# VAWI2010188

1st image of 113 Christopher Dr, Winchester, VA 22601 | MLS# VAWI2010188

2nd image of 113 Christopher Dr, Winchester, VA 22601 | MLS# VAWI2010188

$349,900

3Bds

2Ba

1,890sqft

Single family home for sale

113 Christopher Dr, WINCHESTER, VA 22601

Era Oakcrest Realty, Inc.

76th image of 582 Miller Rd, Winchester, VA 22602 | MLS# VAFV2043458

1st image of 582 Miller Rd, Winchester, VA 22602 | MLS# VAFV2043458

2nd image of 582 Miller Rd, Winchester, VA 22602 | MLS# VAFV2043458

$1,650,000

4Bds

5Ba

6,183sqft

Mansion for sale

582 Miller Rd, WINCHESTER, VA 22602

Era Oakcrest Realty, Inc.

3D Tour

31st image of 230 Conifer Ln, Winchester, VA 22602 | MLS# VAFV2040928

1st image of 230 Conifer Ln, Winchester, VA 22602 | MLS# VAFV2040928

2nd image of 230 Conifer Ln, Winchester, VA 22602 | MLS# VAFV2040928

$824,900

4Bds

3Ba

3,943sqft

Mansion for sale

230 Conifer Ln, WINCHESTER, VA 22602

Samson Properties

3D Tour

90th image of 144 Widener Dr, Winchester, VA 22603 | MLS# VAFV2042608

1st image of 144 Widener Dr, Winchester, VA 22603 | MLS# VAFV2042608

2nd image of 144 Widener Dr, Winchester, VA 22603 | MLS# VAFV2042608

$949,000

4Bds

5Ba

4,621sqft

Mansion for sale

144 Widener Dr, WINCHESTER, VA 22603

Era Oakcrest Realty, Inc.

Deal Alert?

3D Tour

52nd image of 113 Williamson Rd, Winchester, VA 22602 | MLS# VAFV2038542

1st image of 113 Williamson Rd, Winchester, VA 22602 | MLS# VAFV2038542

2nd image of 113 Williamson Rd, Winchester, VA 22602 | MLS# VAFV2038542

$424,900

3Bds

3Ba

2,547sqft

Mansion for sale

113 Williamson Rd, WINCHESTER, VA 22602

Samson Properties

Deal Alert?

35th image of 112 W Germain St, Winchester, VA 22601 | MLS# VAWI2010276

1st image of 112 W Germain St, Winchester, VA 22601 | MLS# VAWI2010276

2nd image of 112 W Germain St, Winchester, VA 22601 | MLS# VAWI2010276

$675,000

3Bds

3Ba

1,650sqft

Mansion for sale

112 W Germain St, WINCHESTER, VA 22601

Re/Max Roots

Deal Alert?

3D Tour

86th image of 189 Babbs Mountain Rd, Winchester, VA 22603 | MLS# VAFV2039310

1st image of 189 Babbs Mountain Rd, Winchester, VA 22603 | MLS# VAFV2039310

2nd image of 189 Babbs Mountain Rd, Winchester, VA 22603 | MLS# VAFV2039310

$895,000

4Bds

4Ba

6,339sqft

Mansion for sale

189 Babbs Mountain Rd, WINCHESTER, VA 22603

Re/Max Roots

3D Tour

87th image of 228 Cavalry Dr, Winchester, VA 22602 | MLS# VAFV2040958

1st image of 228 Cavalry Dr, Winchester, VA 22602 | MLS# VAFV2040958

2nd image of 228 Cavalry Dr, Winchester, VA 22602 | MLS# VAFV2040958

$459,000

4Bds

3Ba

2,092sqft

Sale Pending

228 Cavalry Dr, WINCHESTER, VA 22602

Era Oakcrest Realty, Inc.

3D Tour

39th image of 100 Maury Way, Winchester, VA 22602 | MLS# VAFV2038220

1st image of 100 Maury Way, Winchester, VA 22602 | MLS# VAFV2038220

2nd image of 100 Maury Way, Winchester, VA 22602 | MLS# VAFV2038220

$385,000

3Bds

3Ba

1,678sqft

Sale Pending

100 Maury Way, WINCHESTER, VA 22602

Keller Williams Realty

67th image of 194 Glendobbin Ln, Winchester, VA 22603 | MLS# VAFV2043938

1st image of 194 Glendobbin Ln, Winchester, VA 22603 | MLS# VAFV2043938

2nd image of 194 Glendobbin Ln, Winchester, VA 22603 | MLS# VAFV2043938

$1,350,000

4Bds

4Ba

5,860sqft

Mansion for sale

194 Glendobbin Ln, WINCHESTER, VA 22603

Keller Williams Realty

New Construction

3D Tour

46th image of 102 Keystone Ln #HOMESITE 1091, Winchester, VA 22603 | MLS# VAFV2040788

1st image of 102 Keystone Ln #HOMESITE 1091, Winchester, VA 22603 | MLS# VAFV2040788

2nd image of 102 Keystone Ln #HOMESITE 1091, Winchester, VA 22603 | MLS# VAFV2040788

$442,719

3Bds

3Ba

2,187sqft

Sale Pending

102 Keystone Ln #HOMESITE 1091, WINCHESTER, VA 22603

Pearson Smith Realty, Llc

Deal Alert?

72nd image of 153 Harvest Ridge Dr, Winchester, VA 22601 | MLS# VAFV2040020

1st image of 153 Harvest Ridge Dr, Winchester, VA 22601 | MLS# VAFV2040020

2nd image of 153 Harvest Ridge Dr, Winchester, VA 22601 | MLS# VAFV2040020

$619,900

4Bds

3Ba

3,157sqft

Sale Pending

153 Harvest Ridge Dr, Winchester, VA 22601

Homecoin.Com

Deal Alert?

119th image of 1617 Merrimans Ln, Winchester, VA 22602 | MLS# VAFV2041118

1st image of 1617 Merrimans Ln, Winchester, VA 22602 | MLS# VAFV2041118

2nd image of 1617 Merrimans Ln, Winchester, VA 22602 | MLS# VAFV2041118

$1,200,000

4Bds

6Ba

3,877sqft

Mansion for sale

1617 Merrimans Ln, WINCHESTER, VA 22602

Colony Realty

39th image of 105 Cranberry Ct, Winchester, VA 22602 | MLS# VAFV2039934

1st image of 105 Cranberry Ct, Winchester, VA 22602 | MLS# VAFV2039934

2nd image of 105 Cranberry Ct, Winchester, VA 22602 | MLS# VAFV2039934

$379,900

2Bds

2Ba

1,698sqft

Sale Pending

105 Cranberry Ct, WINCHESTER, VA 22602

Colony Realty

3D Tour

73rd image of 922 Wayne Dr, Winchester, VA 22601 | MLS# VAWI2011344

1st image of 922 Wayne Dr, Winchester, VA 22601 | MLS# VAWI2011344

2nd image of 922 Wayne Dr, Winchester, VA 22601 | MLS# VAWI2011344

$615,000

5Bds

4Ba

3,626sqft

Mansion for sale

922 Wayne Dr, WINCHESTER, VA 22601

Samson Properties

59th image of 852 Mcdonald Rd, Winchester, VA 22602 | MLS# VAFV2043554

1st image of 852 Mcdonald Rd, Winchester, VA 22602 | MLS# VAFV2043554

2nd image of 852 Mcdonald Rd, Winchester, VA 22602 | MLS# VAFV2043554

$350,000

4Bds

2Ba

1,449sqft

Sale Pending

852 Mcdonald Rd, WINCHESTER, VA 22602

Nexthome Realty Select

New Construction

Deal Alert?

3D Tour

46th image of 117 Wagtail Ln #HOMESITE 1031, Winchester, VA 22603 | MLS# VAFV2043102

1st image of 117 Wagtail Ln #HOMESITE 1031, Winchester, VA 22603 | MLS# VAFV2043102

2nd image of 117 Wagtail Ln #HOMESITE 1031, Winchester, VA 22603 | MLS# VAFV2043102

$439,529

3Bds

3Ba

2,195sqft

Sale Pending

117 Wagtail Ln #HOMESITE 1031, WINCHESTER, VA 22603

Pearson Smith Realty, Llc

Deal Alert?

3D Tour

107th image of 2216 Laurel Grove Rd, Winchester, VA 22602 | MLS# VAFV2044020

1st image of 2216 Laurel Grove Rd, Winchester, VA 22602 | MLS# VAFV2044020

2nd image of 2216 Laurel Grove Rd, Winchester, VA 22602 | MLS# VAFV2044020

$1,300,000

4Bds

3Ba

3,922sqft

Mansion for sale

2216 Laurel Grove Rd, WINCHESTER, VA 22602

Real Broker, Llc

3D Tour

65th image of 2411 Hunting Ridge Rd, Winchester, VA 22603 | MLS# VAFV2036716

1st image of 2411 Hunting Ridge Rd, Winchester, VA 22603 | MLS# VAFV2036716

2nd image of 2411 Hunting Ridge Rd, Winchester, VA 22603 | MLS# VAFV2036716

$799,900

4Bds

4Ba

5,040sqft

Mansion for sale

2411 Hunting Ridge Rd, WINCHESTER, VA 22603

Nova Home Hunters Realty

3D Tour

57th image of 813 Chelsea Dr, Winchester, VA 22601 | MLS# VAWI2010414

1st image of 813 Chelsea Dr, Winchester, VA 22601 | MLS# VAWI2010414

2nd image of 813 Chelsea Dr, Winchester, VA 22601 | MLS# VAWI2010414

$595,000

5Bds

3Ba

2,182sqft

Mansion for sale

813 Chelsea Dr, WINCHESTER, VA 22601

Era Oakcrest Realty, Inc.

New Construction

Deal Alert?

6th image of Lot 11 Keval Gyan Way, Winchester, VA 22603 | MLS# VAFV2038444

1st image of Lot 11 Keval Gyan Way, Winchester, VA 22603 | MLS# VAFV2038444

2nd image of Lot 11 Keval Gyan Way, Winchester, VA 22603 | MLS# VAFV2038444

$899,900

3Bds

2Ba

2,488sqft

Mansion for sale

Lot 11 Keval Gyan Way, WINCHESTER, VA 22603

Realty One Group Old Towne

11th image of 1755 N Hayfield Rd, Winchester, VA 22603 | MLS# VAFV2040684

1st image of 1755 N Hayfield Rd, Winchester, VA 22603 | MLS# VAFV2040684

2nd image of 1755 N Hayfield Rd, Winchester, VA 22603 | MLS# VAFV2040684

$349,900

3Bds

2Ba

1,456sqft

Single family home for sale

1755 N Hayfield Rd, WINCHESTER, VA 22603

Century 21 Redwood Realty

Deal Alert?

69th image of 103 Cambridge Pl, Winchester, VA 22601 | MLS# VAFV2041212

1st image of 103 Cambridge Pl, Winchester, VA 22601 | MLS# VAFV2041212

2nd image of 103 Cambridge Pl, Winchester, VA 22601 | MLS# VAFV2041212

$400,000

5Bds

4Ba

2,346sqft

Single family home for sale

103 Cambridge Pl, WINCHESTER, VA 22601

Re/Max Roots

3D Tour

51st image of 142 Fortress Dr, Winchester, VA 22603 | MLS# VAFV2043880

1st image of 142 Fortress Dr, Winchester, VA 22603 | MLS# VAFV2043880

2nd image of 142 Fortress Dr, Winchester, VA 22603 | MLS# VAFV2043880

$598,895

3Bds

4Ba

4,395sqft

Mansion for sale

142 Fortress Dr, WINCHESTER, VA 22603

Re/Max Distinctive Real Estate, Inc.

3D Tour

66th image of 165 Carroll Ridge Ln, Winchester, VA 22602 | MLS# VAFV2042556

1st image of 165 Carroll Ridge Ln, Winchester, VA 22602 | MLS# VAFV2042556

2nd image of 165 Carroll Ridge Ln, Winchester, VA 22602 | MLS# VAFV2042556

$975,000

4Bds

3Ba

3,202sqft

Mansion for sale

165 Carroll Ridge Ln, WINCHESTER, VA 22602

Re/Max Gateway

Deal Alert?

3D Tour

60th image of 163 Dicks Hollow Rd, Winchester, VA 22603 | MLS# VAFV2040874

1st image of 163 Dicks Hollow Rd, Winchester, VA 22603 | MLS# VAFV2040874

2nd image of 163 Dicks Hollow Rd, Winchester, VA 22603 | MLS# VAFV2040874

$325,000

3Bds

1Ba

1,796sqft

Sale Pending

163 Dicks Hollow Rd, WINCHESTER, VA 22603

Era Oakcrest Realty, Inc.

48th image of 104 Wagtail Ln, Winchester, VA 22603 | MLS# VAFV2040764

1st image of 104 Wagtail Ln, Winchester, VA 22603 | MLS# VAFV2040764

2nd image of 104 Wagtail Ln, Winchester, VA 22603 | MLS# VAFV2040764

$539,000

3Bds

3Ba

2,279sqft

Mansion for sale

104 Wagtail Ln, Winchester, VA 22603

Keller Williams Realty

3D Tour

58th image of 146 Darby Dr, Winchester, VA 22602 | MLS# VAFV2040990

1st image of 146 Darby Dr, Winchester, VA 22602 | MLS# VAFV2040990

2nd image of 146 Darby Dr, Winchester, VA 22602 | MLS# VAFV2040990

$674,900

4Bds

4Ba

3,924sqft

Mansion for sale

146 Darby Dr, WINCHESTER, VA 22602

Samson Properties

Deal Alert?

108th image of 100 Country Club Cir, Winchester, VA 22602 | MLS# VAFV2039762

1st image of 100 Country Club Cir, Winchester, VA 22602 | MLS# VAFV2039762

2nd image of 100 Country Club Cir, Winchester, VA 22602 | MLS# VAFV2039762

$1,325,000

5Bds

5Ba

4,100sqft

Sale Pending

100 Country Club Cir, WINCHESTER, VA 22602

Colony Realty

Deal Alert?

3D Tour

70th image of 181 Signal Ridge Ln, Winchester, VA 22603 | MLS# VAFV2039752

1st image of 181 Signal Ridge Ln, Winchester, VA 22603 | MLS# VAFV2039752

2nd image of 181 Signal Ridge Ln, Winchester, VA 22603 | MLS# VAFV2039752

$875,000

3Bds

4Ba

3,707sqft

Mansion for sale

181 Signal Ridge Ln, WINCHESTER, VA 22603

Re/Max Roots

3D Tour

70th image of 817 Chelsea Dr, Winchester, VA 22601 | MLS# VAWI2010040

1st image of 817 Chelsea Dr, Winchester, VA 22601 | MLS# VAWI2010040

2nd image of 817 Chelsea Dr, Winchester, VA 22601 | MLS# VAWI2010040

$735,000

6Bds

4Ba

4,672sqft

Mansion for sale

817 Chelsea Dr, WINCHESTER, VA 22601

Re/Max Roots

New Construction

3D Tour

43rd image of 112 Keystone #HOMESITE 1095, Winchester, VA 22603 | MLS# VAFV2041618

1st image of 112 Keystone #HOMESITE 1095, Winchester, VA 22603 | MLS# VAFV2041618

2nd image of 112 Keystone #HOMESITE 1095, Winchester, VA 22603 | MLS# VAFV2041618

$455,169

3Bds

3Ba

2,181sqft

Sale Pending

112 Keystone #HOMESITE 1095, WINCHESTER, VA 22603

Pearson Smith Realty, Llc

61st image of 113 Wertland Pl, Winchester, VA 22602 | MLS# VAFV2042900

1st image of 113 Wertland Pl, Winchester, VA 22602 | MLS# VAFV2042900

2nd image of 113 Wertland Pl, Winchester, VA 22602 | MLS# VAFV2042900

$435,000

3Bds

3Ba

1,634sqft

Luxury townhouse for sale

113 Wertland Pl, WINCHESTER, VA 22602

Era Oakcrest Realty, Inc.

Deal Alert?

3D Tour

47th image of 519 Fairmont Ave, Winchester, VA 22601 | MLS# VAWI2010814

1st image of 519 Fairmont Ave, Winchester, VA 22601 | MLS# VAWI2010814

2nd image of 519 Fairmont Ave, Winchester, VA 22601 | MLS# VAWI2010814

$349,990

3Bds

1Ba

2,102sqft

Sale Pending

519 Fairmont Ave, WINCHESTER, VA 22601

Samson Properties

Deal Alert?

26th image of 207 Stratford Dr, Winchester, VA 22601 | MLS# VAFV2040816

1st image of 207 Stratford Dr, Winchester, VA 22601 | MLS# VAFV2040816

2nd image of 207 Stratford Dr, Winchester, VA 22601 | MLS# VAFV2040816

$249,000

2Bds

1Ba

894sqft

Townhouse for sale

207 Stratford Dr, WINCHESTER, VA 22601

Re/Max Real Estate Connections

New Construction

Deal Alert?

3D Tour

43rd image of 102 Wagtail Ln #HOMESITE 1024, Winchester, VA 22603 | MLS# VAFV2042738

1st image of 102 Wagtail Ln #HOMESITE 1024, Winchester, VA 22603 | MLS# VAFV2042738

2nd image of 102 Wagtail Ln #HOMESITE 1024, Winchester, VA 22603 | MLS# VAFV2042738

$524,729

3Bds

3Ba

2,279sqft

Sale Pending

102 Wagtail Ln #HOMESITE 1024, WINCHESTER, VA 22603

Pearson Smith Realty, Llc

3D Tour

77th image of 231 Rebecca Dr, Winchester, VA 22602 | MLS# VAFV2043064

1st image of 231 Rebecca Dr, Winchester, VA 22602 | MLS# VAFV2043064

2nd image of 231 Rebecca Dr, Winchester, VA 22602 | MLS# VAFV2043064

$695,000

6Bds

5Ba

5,698sqft

Mansion for sale

231 Rebecca Dr, WINCHESTER, VA 22602

Re/Max Roots

New Construction

3D Tour

49th image of 102 Brockham Ct, Winchester, VA 22602 | MLS# VAFV2040046

1st image of 102 Brockham Ct, Winchester, VA 22602 | MLS# VAFV2040046

2nd image of 102 Brockham Ct, Winchester, VA 22602 | MLS# VAFV2040046

$479,990

4Bds

3Ba

2,023sqft

Mansion for sale

102 Brockham Ct, WINCHESTER, VA 22602

Era Oakcrest Realty, Inc.

79th image of 117 Old Dominion Dr, Winchester, VA 22603 | MLS# VAFV2043158

1st image of 117 Old Dominion Dr, Winchester, VA 22603 | MLS# VAFV2043158

2nd image of 117 Old Dominion Dr, Winchester, VA 22603 | MLS# VAFV2043158

$409,900

4Bds

3Ba

2,228sqft

Mansion for sale

117 Old Dominion Dr, WINCHESTER, VA 22603

Samson Properties

Don't miss out on new listings — and get instant email alerts!

Do Real Estate on the Go!

Find your dream home, receive real-time updates, and many more!

OPEN APP

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Download App

No. of Homes

Single Family Homes for Sale in Winchester

533

Cheap Houses for Sale in Winchester

416

Country Homes for Sale in Winchester

218

New Homes for Sale in Winchester

182

Historic Homes for Sale Winchester

180

Land for Sale in Winchester

137

Homes With Acreage in Winchester

101

Townhomes in Winchester

Houses for Sale in Winchester With Pool

Condos in Winchester

Duplex Homes for Sale in Winchester

Multi Family Homes for Sale in Winchester

Cabins for Sale in Winchester

Waterfront Houses for Sale in Winchester

Manufactured Homes for Sale in Winchester

Luxury Homes in Winchester

Farmhouses in Winchester

No. of Homes

1 Bedroom Homes for Sale in Winchester, VA

2 Bedroom Homes for Sale in Winchester, VA

3 Bedroom Homes for Sale in Winchester, VA

297

4 Bedroom Homes for Sale in Winchester, VA

207

5 Bedroom Homes for Sale in Winchester, VA

6 Bedroom Homes for Sale in Winchester, VA

7 Bedroom Homes for Sale in Winchester, VA

Patio Homes for Sale in Winchester, VA

Patio Homes for Sale in Other Virginia Cities

Homes for Sale in Winchester, VA by Type and Style

Homes for Sale in Winchester, VA by Size