5,228

Chester, MD Homes

Section Image Section Image
    • 2612 Cecil Dr, Chester, MD 21619
      2612 Cecil Dr, Chester, MD 21619
      2612 Cecil Dr, Chester, MD 21619
      /46

      Est $577,870

      Not Listed For Sale

      2612 Cecil Dr, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,392 Sq Ft
      • Built 2017
      2612 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent April Heim Rosendale Realty

  • 190 Harrier Way Unit 21, Chester, MD 21619
    190 Harrier Way Unit 21, Chester, MD 21619
    190 Harrier Way Unit 21, Chester, MD 21619
    /73

    $640,000

    Sold Jul 24, 2026

    190 Harrier Way Unit 21, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,639 Sq Ft
    • Built 2023

    Last Sold Summary

    • 2% Below List Price
    • $243/SF
    • 24 Days On Market

    Current Estimated Value $652,647

    Last Listing Agent Timothy McIntyre The KW Collective

    190 Harrier Way Unit 21, Chester, MD 21619
    • 4000 Herons Nest Way Unit 44, Chester, MD 21619
      4000 Herons Nest Way Unit 44, Chester, MD 21619
      4000 Herons Nest Way Unit 44, Chester, MD 21619
      /66

      Not Listed For Sale

      4000 Herons Nest Way Unit 44, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2021
      4000 Herons Nest Way Unit 44, Chester, MD 21619

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Ralph Kennedy RE/MAX Executive

  • 630 Warbler Way Unit 22, Chester, MD 21619
    630 Warbler Way Unit 22, Chester, MD 21619
    630 Warbler Way Unit 22, Chester, MD 21619
    /21

    $565,990

    Sold Dec 31, 2025

    630 Warbler Way Unit 22, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $298/SF
    • 13 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 22, Chester, MD 21619
    • 52 C Queen Caroline Ct, Chester, MD 21619
      52 C Queen Caroline Ct, Chester, MD 21619
      52 C Queen Caroline Ct, Chester, MD 21619
      /46

      Not Listed For Sale

      52 C Queen Caroline Ct, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 1995
      52 C Queen Caroline Ct, Chester, MD 21619

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

  • 176 Flagstaff Way Unit 11, Chester, MD 21619
    176 Flagstaff Way Unit 11, Chester, MD 21619
    176 Flagstaff Way Unit 11, Chester, MD 21619
    /10

    $599,990

    Sold Mar 05, 2026

    176 Flagstaff Way Unit 11, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 14% Below List Price
    • $300/SF
    • 14 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Luxury Condos

    176 Flagstaff Way Unit 11, Chester, MD 21619
    • 34 F Queen Anne Way, Chester, MD 21619
      34 F Queen Anne Way, Chester, MD 21619
      34 F Queen Anne Way, Chester, MD 21619
      /30

      Not Listed For Sale

      34 F Queen Anne Way, Chester, MD 21619

      • 1 Bed
      • 1 Bath
      • 724 Sq Ft
      • Built 1983
      34 F Queen Anne Way, Chester, MD 21619

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Kimberly McGrath Compass

  • 630 Warbler Way Unit 11, Chester, MD 21619
    630 Warbler Way Unit 11, Chester, MD 21619
    630 Warbler Way Unit 11, Chester, MD 21619
    /10

    $549,900

    Sold Sep 22, 2025

    630 Warbler Way Unit 11, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $275/SF
    • 6 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 11, Chester, MD 21619
    • 2614 Ellicott Dr, Chester, MD 21619
      2614 Ellicott Dr, Chester, MD 21619
      2614 Ellicott Dr, Chester, MD 21619
      /43

      Est $494,583

      Not Listed For Sale

      2614 Ellicott Dr, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 2023
      2614 Ellicott Dr, Chester, MD 21619

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Wendy Oliver Coldwell Banker Realty

  • 102 Merganser Ct, Chester, MD 21619
    102 Merganser Ct, Chester, MD 21619
    102 Merganser Ct, Chester, MD 21619
    /30

    $297,000

    Sold Jul 21, 2026

    102 Merganser Ct, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Above List Price
    • $278/SF
    • 2 Days On Market

    Current Estimated Value $297,967

    Last Listing Agent Carol Delayo Chaney Homes, LLC

    102 Merganser Ct, Chester, MD 21619
    • 252 Sailcloth Way, Chester, MD 21619
      252 Sailcloth Way, Chester, MD 21619
      252 Sailcloth Way, Chester, MD 21619
      /45

      Est $876,155

      Not Listed For Sale

      252 Sailcloth Way, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,653 Sq Ft
      • Built 2022
      252 Sailcloth Way, Chester, MD 21619

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Peggy Lyn Speicher Real Broker, LLC - Gaithersburg

  • 1773 Harbor Dr, Chester, MD 21619
    1773 Harbor Dr, Chester, MD 21619
    1773 Harbor Dr, Chester, MD 21619
    /44

    $610,000

    Sold Aug 29, 2025

    1773 Harbor Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft
    • Built 1987

    Last Sold Summary

    • $285/SF
    • 8 Days On Market

    Current Estimated Value $670,595

    Last Listing Agent Jessica Busch Keller Williams Flagship

    1773 Harbor Dr, Chester, MD 21619
    • 142 Sailcloth Way, Chester, MD 21619
      142 Sailcloth Way, Chester, MD 21619
      142 Sailcloth Way, Chester, MD 21619
      /87

      Est $825,167

      Not Listed For Sale

      142 Sailcloth Way, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 2,574 Sq Ft
      • Built 2021
      142 Sailcloth Way, Chester, MD 21619

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Deborah Randall Next Step Realty

  • 1838 Sherman Dr, Chester, MD 21619
    1838 Sherman Dr, Chester, MD 21619
    1838 Sherman Dr, Chester, MD 21619
    /29

    $379,000

    Sold Jun 18, 2026

    1838 Sherman Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $315/SF
    • 53 Days On Market

    Current Estimated Value $379,914

    Last Listing Agent Bret Merson Keller Williams Realty Centre

    1838 Sherman Dr, Chester, MD 21619
    • 214 Claiborne St, Chester, MD 21619
      214 Claiborne St, Chester, MD 21619
      214 Claiborne St, Chester, MD 21619
      /94

      Est $596,582

      Not Listed For Sale

      214 Claiborne St, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,852 Sq Ft
      • Built 2014
      214 Claiborne St, Chester, MD 21619

      Last Sold Summary

      • 153 Days On Market

      Last Listing Agent Barbara McCaffrey Redfin Corp

  • 29 Queen Mary Ct, Chester, MD 21619
    29 Queen Mary Ct, Chester, MD 21619
    29 Queen Mary Ct, Chester, MD 21619
    /66

    $363,000

    Sold Aug 05, 2026

    29 Queen Mary Ct, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Above List Price
    • $252/SF
    • 4 Days On Market

    Current Estimated Value $524,461

    Last Listing Agent April Heim Rosendale Realty

    29 Queen Mary Ct, Chester, MD 21619
    • 135 Broadwater Dr, Chester, MD 21619
      135 Broadwater Dr, Chester, MD 21619
      135 Broadwater Dr, Chester, MD 21619
      /7

      Est $681,773

      Not Listed For Sale

      135 Broadwater Dr, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,913 Sq Ft
      • Built 2023
      135 Broadwater Dr, Chester, MD 21619

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Ralph Kennedy RE/MAX Executive

  • 630 Warbler Way Unit 2221, Chester, MD 21619
    630 Warbler Way Unit 2221, Chester, MD 21619
    630 Warbler Way Unit 2221, Chester, MD 21619
    /62

    $706,900

    Sold May 18, 2026

    630 Warbler Way Unit 2221, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2025

    Last Sold Summary

    • $272/SF
    • 57 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2221, Chester, MD 21619
    • 110 Richard Ingle Way, Chester, MD 21619
      110 Richard Ingle Way, Chester, MD 21619
      110 Richard Ingle Way, Chester, MD 21619
      /38

      Est $807,590

      Not Listed For Sale

      110 Richard Ingle Way, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,380 Sq Ft
      • Built 2019
      110 Richard Ingle Way, Chester, MD 21619

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Elizabeth Arentz Coldwell Banker Realty

  • 630 Warbler Way Unit 23, Chester, MD 21619
    630 Warbler Way Unit 23, Chester, MD 21619
    630 Warbler Way Unit 23, Chester, MD 21619
    /20

    $574,900

    Sold Oct 24, 2025

    630 Warbler Way Unit 23, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $303/SF
    • 36 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 23, Chester, MD 21619
    • 223 Mchenny Ct, Chester, MD 21619
      223 Mchenny Ct, Chester, MD 21619
      223 Mchenny Ct, Chester, MD 21619
      /52

      Est $1,093,821

      Not Listed For Sale

      223 Mchenny Ct, Chester, MD 21619

      • 4 Beds
      • 3.5 Baths
      • 3,400 Sq Ft
      • Built 2014
      223 Mchenny Ct, Chester, MD 21619

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

  • 2907 Cox Neck Rd E, Chester, MD 21619
    2907 Cox Neck Rd E, Chester, MD 21619
    2907 Cox Neck Rd E, Chester, MD 21619
    /43

    $1,825,000

    Sold Mar 02, 2026

    2907 Cox Neck Rd E, Chester, MD 21619

    • 4 Beds
    • 6 Baths
    • 3,460 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $527/SF
    • 98 Days On Market

    Current Estimated Value $1,788,483

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    2907 Cox Neck Rd E, Chester, MD 21619
    • 207 Warbler Way, Chester, MD 21619
      207 Warbler Way, Chester, MD 21619
      207 Warbler Way, Chester, MD 21619
      /52

      Not Listed For Sale

      207 Warbler Way, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,809 Sq Ft
      • Built 2024
      207 Warbler Way, Chester, MD 21619

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • 315 Cross Creek Ct, Chester, MD 21619
    315 Cross Creek Ct, Chester, MD 21619
    315 Cross Creek Ct, Chester, MD 21619
    /42

    $569,900

    Sold Nov 07, 2025

    315 Cross Creek Ct, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft
    • Built 1999

    Last Sold Summary

    • $240/SF
    • 65 Days On Market

    Current Estimated Value $569,279

    Last Listing Agent Jimmy White Long & Foster Real Estate, Inc.

    315 Cross Creek Ct, Chester, MD 21619
    • 243 King Fisher Dr, Chester, MD 21619
      243 King Fisher Dr, Chester, MD 21619
      243 King Fisher Dr, Chester, MD 21619
      /10

      Not Listed For Sale

      243 King Fisher Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,963 Sq Ft
      • Built 2024
      243 King Fisher Dr, Chester, MD 21619

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • 6 G Queen Victoria Way, Chester, MD 21619
    6 G Queen Victoria Way, Chester, MD 21619
    6 G Queen Victoria Way, Chester, MD 21619
    /50

    $275,000

    Sold Apr 30, 2026

    6 G Queen Victoria Way, Chester, MD 21619

    • 1 Bed
    • 1 Bath
    • 724 Sq Ft
    • Built 1983

    Last Sold Summary

    • 8% Below List Price
    • $380/SF
    • 75 Days On Market

    Last Listing Agent Julia Stevens Realty Navigator

    6 G Queen Victoria Way, Chester, MD 21619
    • 212 Switchgrass Way Unit 1644, Chester, MD 21619
      212 Switchgrass Way Unit 1644, Chester, MD 21619
      212 Switchgrass Way Unit 1644, Chester, MD 21619
      /56

      Not Listed For Sale

      212 Switchgrass Way Unit 1644, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1644, Chester, MD 21619

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • 117 Dundee Ave, Chester, MD 21619
    117 Dundee Ave, Chester, MD 21619
    117 Dundee Ave, Chester, MD 21619
    /35

    $390,000

    Sold Jun 25, 2026

    117 Dundee Ave, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Above List Price
    • $312/SF
    • 0 Days On Market

    Last Listing Agent Walter Liang Coldwell Banker Realty

    117 Dundee Ave, Chester, MD 21619
    • 307 Schooner Way Unit 42, Chester, MD 21619
      307 Schooner Way Unit 42, Chester, MD 21619
      307 Schooner Way Unit 42, Chester, MD 21619
      /48

      Est $383,751

      Not Listed For Sale

      307 Schooner Way Unit 42, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,747 Sq Ft
      • Built 1996
      307 Schooner Way Unit 42, Chester, MD 21619

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

  • 249 Warbler Way, Chester, MD 21619
    249 Warbler Way, Chester, MD 21619
    249 Warbler Way, Chester, MD 21619
    /68

    $625,000

    Sold Jul 17, 2026

    249 Warbler Way, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 2,025 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $309/SF
    • 98 Days On Market

    Current Estimated Value $673,353

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    249 Warbler Way, Chester, MD 21619
    • 118 Peregrine Dr, Stevensville, MD 21666
      118 Peregrine Dr, Stevensville, MD 21666
      118 Peregrine Dr, Stevensville, MD 21666
      /54

      Not Listed For Sale

      118 Peregrine Dr, Stevensville, MD 21666

      • 2 Beds
      • 2 Baths
      • 1,996 Sq Ft
      • Built 2024
      118 Peregrine Dr, Stevensville, MD 21666

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • 110 Boatswain Way Unit 44, Chester, MD 21619
    110 Boatswain Way Unit 44, Chester, MD 21619
    110 Boatswain Way Unit 44, Chester, MD 21619
    /23

    $989,990

    Sold Apr 27, 2026

    110 Boatswain Way Unit 44, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 13% Below List Price
    • $380/SF
    • 40 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Luxury Condos

    110 Boatswain Way Unit 44, Chester, MD 21619
    • 136 Peregrine Dr, Stevensville, MD 21666
      136 Peregrine Dr, Stevensville, MD 21666
      136 Peregrine Dr, Stevensville, MD 21666
      /40

      Not Listed For Sale

      136 Peregrine Dr, Stevensville, MD 21666

      • 2 Beds
      • 2 Baths
      • 1,693 Sq Ft
      • Built 2024
      136 Peregrine Dr, Stevensville, MD 21666

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • 2723 Cox Neck Rd, Chester, MD 21619
    2723 Cox Neck Rd, Chester, MD 21619
    2723 Cox Neck Rd, Chester, MD 21619
    /41

    $447,500

    Sold Oct 17, 2025

    2723 Cox Neck Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 2025

    Last Sold Summary

    • $280/SF
    • 83 Days On Market

    Last Listing Agent Linda Austin Long & Foster Real Estate, Inc.

    2723 Cox Neck Rd, Chester, MD 21619
    • 0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619
      0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619
      0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619
      /6

      Not Listed For Sale

      0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619

      0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619

      Last Sold Summary

      • 304 Days On Market

      Last Listing Agent Scott Saunders Coldwell Banker Waterman Realty

  • 1809 Stevens Dr, Chester, MD 21619
    1809 Stevens Dr, Chester, MD 21619
    1809 Stevens Dr, Chester, MD 21619
    /33

    $445,000

    Sold Aug 14, 2025

    1809 Stevens Dr, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 1,896 Sq Ft
    • Built 1975

    Last Sold Summary

    • $235/SF
    • 41 Days On Market

    Current Estimated Value $459,730

    Last Listing Agent Greg Koch Taylor Properties

    1809 Stevens Dr, Chester, MD 21619
    • 102 Peregrine Dr, Stevensville, MD 21666
      102 Peregrine Dr, Stevensville, MD 21666
      102 Peregrine Dr, Stevensville, MD 21666
      /55

      Not Listed For Sale

      102 Peregrine Dr, Stevensville, MD 21666

      • 2 Beds
      • 2 Baths
      • 2,126 Sq Ft
      • Built 2024
      102 Peregrine Dr, Stevensville, MD 21666

      Last Sold Summary

      • 111 Days On Market

      Last Listing Agent Veronica Lawson Real Broker, LLC

  • 1914 Anchorage Dr, Chester, MD 21619
    1914 Anchorage Dr, Chester, MD 21619
    1914 Anchorage Dr, Chester, MD 21619
    /38

    $299,900

    Sold Jun 08, 2026

    1914 Anchorage Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1977

    Last Sold Summary

    • $167/SF
    • 14 Days On Market

    Current Estimated Value $304,089

    Last Listing Agent Joseph Driver Century 21 Downtown

    1914 Anchorage Dr, Chester, MD 21619
    • 190 Harrier Way Unit 44, Chester, MD 21619
      190 Harrier Way Unit 44, Chester, MD 21619
      190 Harrier Way Unit 44, Chester, MD 21619
      /70

      Est $783,872

      Not Listed For Sale

      190 Harrier Way Unit 44, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2023
      190 Harrier Way Unit 44, Chester, MD 21619

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Lawrence Doyle Long & Foster Real Estate, Inc.

  • 15 Queen Anne Way Unit E, Chester, MD 21619
    15 Queen Anne Way Unit E, Chester, MD 21619
    /2

    $442,500

    Sold Apr 17, 2026

    15 Queen Anne Way Unit E, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $263/SF
    • 69 Days On Market

    Last Listing Agent Jennifer Thomas RE/MAX Executive

    15 Queen Anne Way Unit E, Chester, MD 21619

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