4 Bedroom Homes in Winchester, VA

Save search

3 beds New construction With a pool

Show Map

24 of 97 Listings

Map

4 Bedroom Homes in Winchester, VA

24 of 97 Listings

New62

97 listings

4 Bedroom Homes in Winchester, VA

Show Map

24 of 97 Listings

Map

4 Bedroom Homes in Winchester, VA

24 of 97 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

New62

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Active

$409,734

4 bd · 2 ba · 1,868 sqft

187 Village Ct, Winchester, VA

Robert W Caines · RE/MAX Distinctive Real Estate, Inc.

New41Active

$624,990

4 bd · 3 ba · 2,985 sqft

101 Poe Dr, Winchester, VA

Kristin Evans Crosby · Samson Properties

New44Active

$389,160

4 bd · 4 ba · 1,889 sqft

141 Sioux Loop, Winchester, VA

Victoria Jane Clark · D R Horton Realty of Virginia LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

113Active

$629,000

4 bd · 3 ba · 2,810 sqft

507 S Stewart St, Winchester, VA

Angela R. Duncan · MarketPlace REALTY

60Active

$650,000

4 bd · 4 ba · 3,528 sqft

132 Darby Dr, Winchester, VA

Paige Akins Ulevich · Dream Real Estate

47Active

$349,999

4 bd · 2 ba · 1,812 sqft

120 Comanche Trl, Winchester, VA

Michelle L Belford · NextHome Realty Select

70Active

$525,000

4 bd · 4 ba · 3,829 sqft

114 Nassau Dr, Winchester, VA

Angela Kim · RE/MAX Galaxy

99Active

$395,600

4 bd · 2 ba · 1,860 sqft

178 Payne Rd, Winchester, VA

Wanda Garris Miller · Century 21 Redwood Realty

33Active

$552,000

4 bd · 3 ba · 2,636 sqft

100 Winns Cir, Winchester, VA

Thomas S Hennerty · NetRealtyNow.com, LLC

64Active

$550,000

4 bd · 3 ba · 2,904 sqft

111 Alliance Ct, Winchester, VA

Jaskaran Singh · Pearson Smith Realty, LLC

32Active

$550,000

4 bd · 4 ba · 2,149 sqft

128 Alliance Ct, Winchester, VA

Emily Elizabeth Hink · Samson Properties

56Active

$380,000

4 bd · 3 ba · 2,243 sqft

900 Enfield Dr, Winchester, VA

Alexandra Lilian Brown · Spring Hill Real Estate, LLC.

22Active

$389,990

4 bd · 4 ba · 2,200 sqft

Homesite 42 Shuoner Ct, Winchester, VA

James Thomas · New Home Star Virginia, LLC

58Active

$549,900

4 bd · 3 ba · 2,208 sqft

127 Mountain View Rd, Winchester, VA

Josh W Feltner · Realty ONE Group Old Towne

22Active

$389,990

4 bd · 4 ba · 2,200 sqft

Homesite 41 Shuoner Ct, Winchester, VA

James Thomas · New Home Star Virginia, LLC

71Active

$635,000

4 bd · 3 ba · 3,437 sqft

104 Yarrow Ct, Winchester, VA

Cynthia K. Greenya · Keller Williams Realty

11Active

$805,000

4 bd · 4 ba · 3,050 sqft

Tumble Leaf Lane, Winchester, VA

Daniel A. Boris · Pearson Smith Realty, LLC

29Active

$409,000

4 bd · 1 ba · 1,768 sqft

322 E Piccadilly, Winchester, VA

Leslie A. Webb · Long & Foster Real Estate, Inc.

72Active

$645,000

4 bd · 4 ba · 3,582 sqft

200 Fairfield Dr, Winchester, VA

Angela R. Duncan · MarketPlace REALTY

51Active

$420,000

4 bd · 4 ba · 2,004 sqft

109 Marlow Ct, Winchester, VA

Crystal Dudurich · ERA Liberty Realty

70Active

$659,900

4 bd · 5 ba · 4,271 sqft

291 Huntersridge Rd, Winchester, VA

Laura D White · ERA Oakcrest Realty, Inc.

29Active

$385,490

4 bd · 4 ba · 1,889 sqft

648 Arden Ct, Winchester, VA

Victoria Jane Clark · D R Horton Realty of Virginia LLC

29Active

$381,690

4 bd · 4 ba · 1,889 sqft

652 Arden Ct, Winchester, VA

Victoria Jane Clark · D R Horton Realty of Virginia LLC

29Active

$385,690

4 bd · 4 ba · 1,889 sqft

660 Arden Ct, Winchester, VA

Victoria Jane Clark · D R Horton Realty of Virginia LLC

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-19 19:12:39 UTC

Winchester housing market

August 2026

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 86 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $386,495$299,750–$566,725 typical range
Price per sq. ft.: $234
Sales: 110
Paid in cash: 29.1%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $429,450
Homes for sale: 326
Median days on market: 37 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -3.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,620 sq. ft.

Winchester, VA community profile

Population: 27,805
Median income: $66,091
Housing units: 12,270
People per sq. mi.: 128.8
Area: 215.8 sq. mi.

Source: HJN community data

Explore Winchester homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-19 19:12:39 UTC

Winchester, VA community profile

Population: 27,805
Median income: $66,091
Housing units: 12,270
People per sq. mi.: 128.8
Area: 215.8 sq. mi.

Source: HJN community data

Winchester housing market

August 2026

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 86 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $386,495$299,750–$566,725 typical range
Price per sq. ft.: $234
Sales: 110
Paid in cash: 29.1%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $429,450
Homes for sale: 326
Median days on market: 37 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -3.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,620 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Winchester housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Winchester, VA community profile

Explore Winchester homes

Your local brokerage

Listing data & MLS disclosures

Winchester, VA community profile

Winchester housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026