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3 beds New construction

357 listings

Homes for Sale in Winchester, VA

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24 of 357 Listings

Map

24 of 357 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Price Reduced42

Active

$275,000

3 bd · 2 ba · 1,170 sqft

126 Marple Rd, Winchester, VA

Roxanna D Grimes · RE/MAX Roots

Price Reduced52Active

$369,000

2 bd · 2 ba · 1,799 sqft

437 Beechcroft Rd, Winchester, VA

Teresa L Strohmeyer · ERA Oakcrest Realty, Inc.

Price Reduced29Active

$265,000

2 bd · 1 ba · 1,734 sqft

11 W Germain St, Winchester, VA

Magnolia L Halkowitz · ERA Oakcrest Realty, Inc.

Price Reduced37Active

$389,000

3 bd · 2 ba · 1,176 sqft

163 Margaret Ln, Winchester, VA

Michael Lee Sprague · Samson Properties

Price Reduced37Active

$349,900

2 bd · 2 ba · 1,219 sqft

1856 Melvor Ln, Winchester, VA

Natasha Roberts · Realty ONE Group Old Towne

Price Reduced27Active

$244,900

2 bd · 2 ba · 1,173 sqft

136-8 Brookland Ct #8, Winchester, VA

Amy A Longerbeam · Re/Max Roots

Price Reduced32Active

$399,900

2 bd · 2 ba · 1,419 sqft

118 1/2 E Cork St, Winchester, VA

Janet M. Flaherty · Keller Williams Realty

Price Reduced58Active

$519,900

5 bd · 4 ba · 3,300 sqft

660 Beehive Way, Winchester, VA

Traci J. Shoberg · Samson Properties

23Active

$542,990

4 bd · 4 ba · 2,476 sqft

2465 Saffron Crest Dr, Winchester, VA

Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

23Active

$424,990

4 bd · 4 ba · 2,094 sqft

126 Swansong Pl, Winchester, VA

Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

Price Reduced46Active

$329,000

3 bd · 2 ba · 1,600 sqft

307-1/2 E Piccadilly St, Winchester, VA

Nathan Crandell · HoneyWay

Price Reduced30Active

$374,900

2 bd · 2 ba · 1,186 sqft

711 E Cork St, Winchester, VA

Marco Novillo · Spring Hill Real Estate, LLC.

87Active

$674,900

4 bd · 4 ba · 3,924 sqft

146 Darby Dr, Winchester, VA

Traci J. Shoberg · Samson Properties

24Active

$674,900

4 bd · 3 ba · 2,967 sqft

1611 Apple Pie Ridge Road, Winchester, VA

Leo J Smith · CENTURY 21 New Millennium

Price Reduced18Active

$499,990

3 bd · 3 ba · 2,050 sqft

108 Zinnia Ln, Winchester, VA

Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

Price Reduced33Active

$679,900

4 bd · 3 ba · 4,050 sqft

405 Spring Valley Dr, Winchester, VA

Ralph Marion Harvey III · ListWithFreedom.com

Price Reduced23Active

$374,990

3 bd · 3 ba · 1,752 sqft

105 Heirloom Way, Winchester, VA

Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

Price Reduced22Active

$599,950

5 bd · 2 ba · 1,948 sqft

446 N Loudoun St, Winchester, VA

Lawrence M. Lessin · Homes By Owner, Inc.

Price Reduced31Active

$295,000

3 bd · 1 ba · 1,008 sqft

608 Dunlap St, Winchester, VA

Richard Butcher · Coldwell Banker Premier

83Active

$2,200,000

5 bd · 5 ba · 5,884 sqft

2230 Jones Rd, Winchester, VA

Jennifer Sacco · RE/MAX Roots

Price Reduced33Active

$280,000

3 bd · 3 ba · 1,281 sqft

115 S Purcell Ave, Winchester, VA

Matthew Berry · MarketPlace REALTY

Price Reduced31Active

$824,900

4 bd · 3 ba · 3,943 sqft

230 Conifer Ln, Winchester, VA

Traci J. Shoberg · Samson Properties

Price Reduced58Active

$585,000

6 bd · 4 ba · 2,672 sqft

220 Snappy Ln, Winchester, VA

Pedro M Argandona · Fairfax Realty Select

29Active

$420,000

3 bd · 2 ba · 1,188 sqft

775 Pack Horse Rd, Winchester, VA

Amanda Slate · Keller Williams Realty

1…12 13 14 15

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: 2026-10-02 07:43:33 UTC

Winchester housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 77 sales · as of Sep 28, 2026

Homes that sold · County records, as of Sep 11, 2026

Median sale price: $386,773$287,500–$523,750 typical range
Price per sq. ft.: $255
Sales: 34
Paid in cash: 29.4%

Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

Median list price: $422,495

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

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Nearby areas

ZIP codes

22602 (193)
22630 (169)
22601 (96)
22655 (62)
22603 (61)
22642 (42)
22657 (42)
22664 (42)

Cities

Front Royal (146)
Stephens City (62)
Linden (42)
Strasburg (42)
Woodstock (42)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Nearby areas

ZIP codes

22602 (193)
22630 (169)
22601 (96)
22655 (62)
22603 (61)
22642 (42)
22657 (42)
22664 (42)

Cities

Front Royal (146)
Stephens City (62)
Linden (42)
Strasburg (42)
Woodstock (42)

Berryville (33)

Cross Junction (31)

Stephenson (27)

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: 2026-10-02 07:43:33 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

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 77 sales · as of Sep 28, 2026

Homes that sold · County records, as of Sep 11, 2026

Median sale price: $386,773$287,500–$523,750 typical range
Price per sq. ft.: $255
Sales: 34
Paid in cash: 29.4%

Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

Median list price: $422,495

Homes for sale

334

Median days on market

28 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -12.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 1,620 sq. ft.

Winchester, VA Homes for Sale — Page 13 | Realty.com