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Homes Under $700K in Chester, MD
44 listings

Homes Under $700K in Chester, MD

Homes Under $700K in Chester, MD

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24 of 44 Listings
Map

Homes Under $700K in Chester, MD

24 of 44 Listings

  1. 2703 Sherman Dr — photo32Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$699,000

3 bd · 3 ba · 1,560 sqft

2703 Sherman Dr, Chester, MD

Tammy D Rosendale · Rosendale Realty

  • 107 Lee Rd — photo20Active

    $330,000

    3 bd · 1 ba · 960 sqft

    107 Lee Rd, Chester, MD

    Verria Hairston · Open Door Brokerage, LLC

  • 208 Widgeon Way — photo53Active

    $599,900

    3 bd · 4 ba · 2,100 sqft

    208 Widgeon Way, Chester, MD

    Carol L Tinnin · RE/MAX Leading Edge

  • 8-E Piney Narrows Rd — photo16Active

    $40,000

    0 bd · 0 ba · 830 sqft

    8-E Piney Narrows Rd, Chester, MD

    Kaitlyn Cole Collins · Benson & Mangold, LLC

  • 231 Dominion Rd — photo44Active

    $599,000

    5 bd · 3 ba · 1,852 sqft

    231 Dominion Rd, Chester, MD

    Dane P Ways · Long & Foster Real Estate, Inc.

  • 117 Wright Rd — photo62Active

    $412,000

    3 bd · 2 ba · 1,337 sqft

    117 Wright Rd, Chester, MD

    Diane Superczynski · Douglas Realty LLC

  • 630 Warbler Way #12 — photo39Active

    $549,950

    2 bd · 3 ba · 2,000 sqft

    630 Warbler Way #12, Chester, MD

    Ralph S. Kennedy · RE/MAX Executive

  • 7-B Queen Victoria Way #B — photo39Active

    $499,000

    2 bd · 3 ba · 1,680 sqft

    7-B Queen Victoria Way #B, Chester, MD

    Christina Sousa · RE/MAX Allegiance

  • 1351 Calvert Rd — photo49Active

    $645,000

    6 bd · 3 ba · 2,700 sqft

    1351 Calvert Rd, Chester, MD

    Julie G Katcef · Engel & Volkers Annapolis

  • 1616 Postal Rd — photo45Active

    $635,000

    5 bd · 3 ba · 2,818 sqft

    1616 Postal Rd, Chester, MD

    Carol Eaton · Coldwell Banker Realty

  • 510 Auckland Way — photo31Active

    $410,000

    3 bd · 3 ba · 1,899 sqft

    510 Auckland Way, Chester, MD

    Dawn Haskins Smith · Engel & Volkers Annapolis

  • 15-E Queen Anne Way #E — photo51Active

    $539,000

    2 bd · 3 ba · 1,680 sqft

    15-E Queen Anne Way #E, Chester, MD

    Jason French · Benson & Mangold, LLC

  • 1012 Auckland Way — photo35Active

    $599,900

    3 bd · 4 ba · 2,076 sqft

    1012 Auckland Way, Chester, MD

    Jerrise Spencer · Redfin Corp

  • 512 Auckland Way — photo51Active

    $375,000

    3 bd · 4 ba · 1,899 sqft

    512 Auckland Way, Chester, MD

    Lawrence Doyle · Long & Foster Real Estate, Inc.

  • 34 Queen Anne Way #a — photo28Active

    $570,000

    2 bd · 2 ba · 1,380 sqft

    34 Queen Anne Way #a, Chester, MD

    Jennifer Anne Thomas · RE/MAX Executive

  • 1010 Auckland Way — photo55Active

    $595,000

    3 bd · 4 ba · 2,100 sqft

    1010 Auckland Way, Chester, MD

    Lori G Woods-Fortney · Berkshire Hathaway HomeServices Homesale Realty

  • 53-E Queen Caroline Ct — photo38Active

    $329,000

    2 bd · 3 ba · 1,440 sqft

    53-E Queen Caroline Ct, Chester, MD

    Tammy Studebaker · EXP Realty, LLC

  • 830 Warbler Way #2833 — photo47Active

    $689,990

    2 bd · 3 ba · 1,900 sqft

    830 Warbler Way #2833, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  • 228 Bayberry Dr — photo56Active

    $665,000

    2 bd · 3 ba · 1,993 sqft

    228 Bayberry Dr, Chester, MD

    Amy B Faust · Long & Foster Real Estate, Inc.

  • 6005 Bridgepointe Dr — photoPrice Reduced54Active

    $324,000

    3 bd · 3 ba · 1,302 sqft

    6005 Bridgepointe Dr, Chester, MD

    Megan E Rosendale · Rosendale Realty

  • 641 Warbler Way — photoPrice Reduced23Active

    $599,990

    2 bd · 2 ba · 1,690 sqft

    641 Warbler Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  • 2011 Stevens Dr — photo28Active

    $489,900

    3 bd · 2 ba · 1,663 sqft

    2011 Stevens Dr, Chester, MD

    Justin Kennedy · Samson Properties

  • 326 Castle Marina Rd — photoPrice Reduced83Active

    $525,000

    5 bd · 4 ba · 3,552 sqft

    326 Castle Marina Rd, Chester, MD

    Virginia Elizabeth Dauses · Coldwell Banker Waterman Realty

  • 108 Blenny Ln — photoPrice Reduced37Active

    $369,900

    3 bd · 3 ba · 1,899 sqft

    108 Blenny Ln, Chester, MD

    Carol L Tinnin · RE/MAX Leading Edge

  • 12
    Realty.com

    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

    Equal Housing OpportunityEqual Housing Lender

    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.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    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: 2026-10-09 17:28:03 UTC

    Chester, MD community profile

    Area
    22.5 sq. mi.

    Source: HJN community data

    Chester housing market

    September 2026 · This period is still settling

    Chester 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 15 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 18, 2026

    Median sale price
    $400,000$284,250–$656,750 typical range
    Price per sq. ft.
    $278
    Sales
    14
    Paid in cash
    57.1%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $554,500
    Homes for sale
    46
    Median days on market
    21 days

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

    Year-over-year
    -23.4%

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

    Median home size
    1,728 sq. ft.