Homes Under $300K in Winchester, VA

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3 beds New construction With a pool

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6 Listings

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Homes Under $300K in Winchester, VA

6 Listings

32Active
$249,900

6 listings

Homes Under $300K in Winchester, VA

Hide Map

6 Listings

Map

Homes Under $300K in Winchester, VA

6 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

32Active
$249,900

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

2 bd · 2 ba · 1,173 sqft

136-9 Brookland Ct #9, Winchester, VA

Daniel J Whitacre · Colony Realty

Price Reduced18Active

$250,000

1 bd · 1 ba · 740 sqft

135 S Kent St #202, Winchester, VA

Sharon Farinholt · Realty ONE Group Old Towne

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Price Reduced25Active

$177,000

2 bd · 2 ba · 896 sqft

313 Avon Ct, Winchester, VA

Sophia Alam · AMN Realty, LLC.

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 Reduced51Active

$224,900

2 bd · 2 ba · 1,173 sqft

121-8 Brookland Ct #8, Winchester, VA

Vicki B Broy · Re/Max Roots

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: 2026-09-27 17:25:07 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: $382,500$283,750–$562,175 typical range
Price per sq. ft.: $234
Sales: 112
Paid in cash: 30.4%

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

Median list price: $429,450

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: 2026-09-27 17:25:07 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: $382,500$283,750–$562,175 typical range
Price per sq. ft.: $234
Sales: 112
Paid in cash: 30.4%

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: -3.8%

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.

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

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