2 Bedroom Homes in Winchester, VA

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3 beds New construction With a pool

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24 of 35 Listings

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2 Bedroom Homes in Winchester, VA

24 of 35 Listings

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35 listings

2 Bedroom Homes in Winchester, VA

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24 of 35 Listings

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2 Bedroom Homes in Winchester, VA

24 of 35 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

New54

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Active

$295,000

2 bd · 3 ba · 2,148 sqft

159 Aspen Trl, Winchester, VA

Kimberly C Baggett · EXP Realty, LLC

25Active

$379,900

2 bd · 2 ba · 1,578 sqft

1414 S Braddock St, Winchester, VA

Richard A. Kozlowski · Long & Foster Real Estate, Inc.

25Active

$250,000

2 bd · 1 ba · 870 sqft

1125 Conway St, Winchester, VA

Curtis W Siever · NextHome Realty Select

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

28Active

$399,000

2 bd · 2 ba · 2,094 sqft

101 Delaware Trl, Winchester, VA

Katherine Landi Jordan · Samson Properties

17Active

$240,000

2 bd · 1 ba · 997 sqft

187 Valley Mill Rd, Winchester, VA

Heloisa P Amar · Samson Properties

78Active

$260,000

2 bd · 2 ba · 1,068 sqft

103 E Germain St, Winchester, VA

Roxanna D Grimes · RE/MAX Roots

8Active

$289,900

2 bd · 2 ba · 1,024 sqft

2640 Limestone Ct, Winchester, VA

Meridee A Powars · Link Realty Services LLC

9Active

$308,000

2 bd · 2 ba · 800 sqft

2519 Hockman Ave, Winchester, VA

Meridee A Powars · Link Realty Services LLC

31Active

$249,900

2 bd · 1 ba · 833 sqft

221 Opequon Ave, Winchester, VA

Bradley Comstock · ERA Oakcrest Realty, Inc.

Price Reduced36Active

$319,900

2 bd · 2 ba · 1,156 sqft

151 McCormick #203, Winchester, VA

Roxanna D Grimes · RE/MAX Roots

28Active

$301,000

2 bd · 3 ba · 920 sqft

711 Fawn Dr, Winchester, VA

Steve A DuBrueler · Coldwell Banker Premier

27Active

$239,000

2 bd · 1 ba · 1,014 sqft

1024 Front Royal Pike, Winchester, VA

Daniel J Whitacre · Colony Realty

25Active

$324,900

2 bd · 3 ba · 1,152 sqft

212 Falcon Trl, Winchester, VA

Jim Thomson · Realty ONE Group Old Towne

22Active

$349,900

2 bd · 1 ba · 1,140 sqft

101 Tonto Trl, Winchester, VA

Jim Thomson · Realty ONE Group Old Towne

24Active

$400,000

2 bd · 2 ba · 1,186 sqft

1853 Rosser Ln, Winchester, VA

Sarena Baker · Realty FC

Price Reduced81Active

$345,000

2 bd · 2 ba · 1,824 sqft

120 Scirocco Ln, Winchester, VA

Nicole Leigh Mongold · Mountains Edge Realty LLC

Price Reduced45Active

$399,900

2 bd · 2 ba · 1,200 sqft

211 Marple Rd, Winchester, VA

Scott Wachtel · Century 21 Redwood Realty

Price Reduced24Active

$285,000

2 bd · 2 ba · 1,200 sqft

207 Banbury Ter, Winchester, VA

Kristen Kerns · Roberts Realty Group, LLC

Price Reduced19Active

$224,000

2 bd · 2 ba · 1,566 sqft

114 Inca Trl, Winchester, VA

Marisa L Varley · ERA Oakcrest Realty, Inc.

Price Reduced47Active

$459,990

2 bd · 2 ba · 1,564 sqft

107 Lawford Way, Winchester, VA

Elizabeth Ellis · Brookfield Mid-Atlantic Brokerage, LLC

38Active

$420,000

2 bd · 2 ba · 1,431 sqft

1826 Kershaw Ln, Winchester, VA

Roxanna D Grimes · RE/MAX Roots

Price Reduced28Active

$244,900

2 bd · 2 ba · 1,173 sqft

136-6 Brookland Ct #6, Winchester, VA

Jeffrey W Konrady · Realty ONE Group Old Towne

Price Reduced32Active

$239,000

2 bd · 2 ba · 1,257 sqft

157-6 Brookland Ter #6, Winchester, VA

Kimberly D Hurst · MarketPlace REALTY

Price Reduced25Active

$182,000

2 bd · 2 ba · 896 sqft

313 Avon Ct, Winchester, VA

Sophia Alam · AMN Realty, 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: 2026-09-02 17:12:54 UTC

Winchester housing market

August 2026 · This period is still settling

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 78 sales · as of Aug 28, 2026

Homes that sold · County records, as of Aug 12, 2026

Median sale price: $436,660$322,000–$559,900 typical range
Price per sq. ft.: $237
Sales: 33
Paid in cash: 30.3%

Homes on the market · MLS, as of Aug 28, 2026–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: 3.8%

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: 2026-09-02 17:12:54 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 · This period is still settling

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 78 sales · as of Aug 28, 2026

Homes that sold · County records, as of Aug 12, 2026

Median sale price: $436,660$322,000–$559,900 typical range
Price per sq. ft.: $237
Sales: 33
Paid in cash: 30.3%

Homes on the market · MLS, as of Aug 28, 2026–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: 3.8%

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.

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Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Winchester housing market

Homes that sold · County records, as of Aug 12, 2026

Homes on the market · MLS, as of Aug 28, 2026–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 12, 2026

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