4 bedroom homes for sale in Winchester, VA

3 days on Rocket

$564,900

4 beds • 2.5 baths • 2,436 sqft

1962 Kathy Ct, Winchester, VA 22601

#VAFV2035386, Stephanie Feltner, Listing office: Realty ONE Group Old Towne

3 days on Rocket

$699,000

4 beds • 3.5 baths • 4,167 sqft

132 Cahille Dr, Winchester, VA 22602

#VAFV2035466, Jonathan Minerick, Listing office: Homecoin.com

Room to negotiate?

Median List Price

$450K

Avg. Sale Time

68 Days

Based on our June 2025 Market Report.

Coming soon

$412,000

4 beds • 2 baths • 1,664 sqft

100 Lloyds Rd, Winchester, VA 22602

#VAFV2035438, Christine M Liggett, Listing office: Samson Properties

4 days on RocketTour

$959,000

4 beds • 4.5 baths • 6,566 sqft

1509 Stone House Ct, Winchester, VA 22601

#VAWI2008692, Natalie J Langford, Listing office: ERA Oakcrest Realty, Inc.

5 days on Rocket

$675,000

4 beds • 3.5 baths • 5,201 sqft

105 Braxton Ct, Winchester, VA 22602

#VAFV2035280, Lisa A Behr, Listing office: Coldwell Banker Premier

Coming soon

$995,000

4 beds • 3.5 baths • 2,859 sqft

247 Mcguire Rd, Winchester, VA 22603

#VAFV2035358, Lori Fountain Bales, Listing office: Keller Williams Realty

6 days on Rocket

$869,500

4 beds • 4.5 baths • 6,368 sqft

1517 Brookdale Ct, Winchester, VA 22601

#VAWI2008676, Brock M Harris, Listing office: Samson Properties

7 days on Rocket

$849,990

4 beds • 3.5 baths • 3,942 sqft

756 Brookneil Dr, Winchester, VA 22602

#VAFV2035378, Alexander J Bracke, Listing office: Real Broker, LLC

$669,000

4 beds • 2.5 baths • 3,512 sqft

2321 Stoneridge Rd, Winchester, VA 22601

#VAWI2008660, John B Schroth, Listing office: Colony Realty

Tour

$669,000

4 beds • 2.5 baths • 2,524 sqft

2716 Hunting Ridge Rd, Winchester, VA 22603

#VAFV2035336, Dana M. Campbell, Listing office: Samson Properties

$550,000

4 beds • 2.5 baths • 1,798 sqft

720 S Kent St, Winchester, VA 22601

#VAWI2008008, Kristeen Cruse, Listing office: Pearson Smith Realty LLC

Coming soon

$799,000

4 beds • 3.5 baths • 3,178 sqft

850 Dicks Hollow Rd, Winchester, VA 22603

#VAFV2035202, Rhonda Shade, Listing office: ERA Oakcrest Realty, Inc.

$419,990

4 beds • 3.5 baths • 1,889 sqft

178 Munsee Cir, Winchester, VA 22602

#VAFV2035180, James B Sears, Listing office: D R Horton Realty of Virginia LLC

Backup offers

$478,500

4 beds • 2.5 baths • 2,524 sqft

131 Asbury Rd, Winchester, VA 22602

#VAFV2035148, Christopher K Kershisnik, Listing office: EXP Realty, LLC

1006 S Cameron St, Winchester, VA 22601 - view of front of house featuring a porch

$289,500

4 beds • 1 bath • 1,732 sqft

1006 S Cameron St, Winchester, VA 22601

#VAWI2008040, Sheila R Pack, Listing office: RE/MAX Roots

$399,900

4 beds • 1.5 baths • 2,860 sqft

684 Berryville Ave, Winchester, VA 22601

#VAWI2008026, Richard A. Kozlowski, Listing office: Long & Foster Real Estate, Inc.

$564,900

4 beds • 2.5 baths • 2,192 sqft

109 Murphy Ct, Winchester, VA 22602

#VAFV2035086, Kathrin Donovan, Listing office: Keller Williams Realty

$399,900

4 beds • 2 baths • 2,200 sqft

121 E James St, Winchester, VA 22601

#VAWI2007978, Lisa S Gill, Listing office: ERA Oakcrest Realty, Inc.

$685,000

4 beds • 3 baths • 3,442 sqft

121 Sweetbriar Ln, Winchester, VA 22603

#VAFV2034970, Andrew S Hensley, Listing office: Samson Properties

$675,000

4 beds • 2.5 baths • 2,833 sqft

283 Huntersridge Rd, Winchester, VA 22602

#VAFV2034112, George A Hockaday-Bey, Listing office: All Service Real Estate

$625,000

4 beds • 3.5 baths • 2,581 sqft

1080 Old Bethel Church Rd, Winchester, VA 22603

#VAFV2035002, Samantha R Armel, Listing office: EXP Realty, LLC

Backup offers

$499,900

4 beds • 2.5 baths • 2,884 sqft

119 Artillery Rd, Winchester, VA 22602

#VAFV2035000, Steven D Bingham, Listing office: Realty ONE Group Capital

Backup offers

$574,900

4 beds • 3.5 baths • 2,602 sqft

1629 Pondview Dr, Winchester, VA 22601

#VAWI2007308, Kerry S Stinson, Listing office: Berkshire Hathaway HomeServices PenFed Realty

$661,170

4 beds • 3.5 baths • 2,853 sqft

107 Malbec Rd, Winchester, VA 22602

#VAFV2034944, Richard W. Bryan, Listing office: New Home Star Virginia, LLC

$875,000

4 beds • 4.5 baths • 5,254 sqft

1504 Brookdale Ct, Winchester, VA 22601

#VAWI2007968, Julie D Shiley, Listing office: Coldwell Banker Realty

$499,900

4 beds • 4 baths • 1,627 sqft

201 Parkway St, Winchester, VA 22601

#VAWI2007954, Cherish R Green, Listing office: Coldwell Banker Elite

Backup offers

$659,900

4 beds • 2.5 baths • 3,160 sqft

683 Lake Saint Clair Dr, Winchester, VA 22603

#VAFV2034814, John B Schroth, Listing office: Colony Realty

$490,000

4 beds • 3 baths • 2,466 sqft

106 Poe Dr, Winchester, VA 22602

#VAFV2034092, Adrian Blakeney, Listing office: EXP Realty, LLC

Backup offers

$599,900

4 beds • 2.5 baths • 2,332 sqft

107 Sesar Ct, Winchester, VA 22602

#VAFV2034656, Michele L Gibson, Listing office: Samson Properties

$799,900

4 beds • 3 baths • 2,731 sqft

103 Derrynan, Winchester, VA 22602

#VAFV2034728, Jason Beaton, Listing office: Burch Real Estate Group, LLC

1950 Melvor Ln, Winchester, VA 22601 - colonial house featuring an attached garage, concrete driveway, a front yard, brick siding, and a shingled roof

$695,000

4 beds • 2.5 baths • 3,108 sqft

1950 Melvor Ln, Winchester, VA 22601

#VAWI2007932, Kim Kroner, Listing office: Washington Dulles Real Estate Group

$465,000

4 beds • 2 baths • 1,092 sqft

1709 Reaves St, Winchester, VA 22601

#VAWI2007928, Alexandra Lilian Brown, Listing office: Berkshire Hathaway HomeServices PenFed Realty

$599,015

4 beds • 3 baths • 2,799 sqft

1019 Wagtail Ln, Winchester, VA 22603

#VAFV2034650, Elizabeth Ellis, Listing office: Brookfield Mid-Atlantic Brokerage, LLC

$600,000

4 beds • 3 baths • 2,203 sqft

167 Morning Glory Dr, Winchester, VA 22602

#VAFV2034292, Lisa A Behr, Listing office: Coldwell Banker Premier

$349,988

4 beds • 2 baths • 2,056 sqft

425 Beechcroft Rd, Winchester, VA 22601

#VAWI2007890, Laurel E Murray, Listing office: Samson Properties

$450,000

4 beds • 3 baths • 3,190 sqft

102 Shockey Cir, Winchester, VA 22602

#VAFV2034454, Lori Fountain Bales, Listing office: Keller Williams Realty

$724,900

4 beds • 3 baths • 3,482 sqft

1419 Ramseur Ln, Winchester, VA 22601

#VAWI2007850, Sheila R Pack, Listing office: RE/MAX Roots

Backup offers

$500,000

4 beds • 3 baths • 1,881 sqft

331 Ridge Ave, Winchester, VA 22601

#VAWI2007374, Lori Fountain Bales, Listing office: Keller Williams Realty

$899,000

4 beds • 2.5 baths • 2,937 sqft

442 Frog Hollow Rd, Winchester, VA 22603

#VAFV2033448, Wendy S. Conner, Listing office: Coldwell Banker Premier

$765,000

4 beds • 4.5 baths • 5,183 sqft

1877 Clayton Ridge Dr, Winchester, VA 22601

#VAWI2007832, David K Spence, Listing office: RE/MAX Roots

Winchester, VA Real Estate Market Overview

There are 70 4-bedroom homes for sale in Winchester, VA. The following market insights reflect all property types in the Winchester, VA real estate market. In June 2025 in Winchester, VA there were 47.9% more homes for sale than in May 2025. While the average time on the market in June 2025 was 68 days, the median list price was $450,000.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Winchester, VA

Overview

Winchester is located in Virginia. There are roughly 26,733 residents, living in 10,812 households. The average temperature for Winchester this time of the year is low of 63F and high of 86F. On average, Winchester gets about 3.53 inches of precipitation in July. 45% residents are home owners, have a post secondary degree (46%) and are single, no kids (50%).

Data provided by Home Junction

Housing types

Winchester, Virginia, offers a diverse housing market with a blend of architectural styles that cater to a range of preferences. The housing landscape is predominantly composed of single-family homes, which make up a significant portion of the market. These homes feature a mix of colonial, ranch, and Victorian designs, reflecting the city's rich historical backdrop. The market also includes a selection of apartments and townhouses, providing options for those seeking smaller living spaces or more urban living experiences. The homeownership rate in Winchester is robust, with a majority of residents owning their homes, while a smaller percentage are renting.

Advantages

Winchester is celebrated for its historical charm and vibrant community spirit. The city prides itself on its rich cultural heritage, with annual events like the Shenandoah Apple Blossom Festival drawing residents and visitors alike to celebrate the local traditions and seasonal beauty. The community's character is further defined by its well-preserved historic district and the active engagement of its residents in local arts, music, and culinary scenes.

Convenience

The community of Winchester is served by a comprehensive educational system, including a number of public schools that span elementary to high school levels, as well as private educational institutions that cater to various academic preferences. Healthcare services are readily available, with several hospitals and clinics offering a range of medical care, from primary to specialized treatments. The city also features a public library system that supports the educational and informational needs of its residents. Retail and dining experiences in Winchester reflect the local culture, with a mix of independent shops and restaurants that showcase the area's culinary diversity.

Transportation

Transportation in Winchester is facilitated by a network of roads and highways that connect the city to the surrounding areas, making commuting and travel convenient for residents. Public transit options are available, providing residents with alternatives to private vehicle use. The city's layout also supports a degree of walkability, particularly in the downtown area, which is more pedestrian-friendly. While specific ride-sharing services are operational in Winchester, the city encourages a variety of transportation methods to accommodate the needs of its diverse population.

Schools near Winchester, VA

Elementary Schools

John Kerr Elementary School
427 Meadow Branch Ave
Public District PK-4
Frederick Douglass Elementary School
100 W Cedarmeade Ave
Public District KG-4
Daniel Morgan Intermediate School
48 S Purcell Ave
Public District 5-6

Middle Schools

Daniel Morgan Middle School
48 S Purcell Ave
Public District 7-8
James Wood Middle School
1313 Amherst St
Public District 6-8

High Schools

John Handley High School
425 Handley Blvd
Public District 9-12

Data provided by Great Schools

4 bedroom homes for sale in Winchester, VA

Winchester, VA Real Estate Market Overview

What is it like to live in Winchester, VA

Overview

Housing types

Advantages

Convenience

Transportation

Explore popular home types in Winchester, VA

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Schools near Winchester, VA

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