5,230

Chester, MD Homes

Section Image Section Image
  • 108 Bodys Neck Rd, Chester, MD 21619
    108 Bodys Neck Rd, Chester, MD 21619
    108 Bodys Neck Rd, Chester, MD 21619
    /49

    $499,000

    Sold Dec 23, 2025

    108 Bodys Neck Rd, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,791 Sq Ft
    • Built 1992

    Last Sold Summary

    • $279/SF
    • 91 Days On Market

    Current Estimated Value $485,415

    Last Listing Agent Bill Longest Realty Navigator

    108 Bodys Neck Rd, Chester, MD 21619
    • 1832 Saint Marys Rd, Chester, MD 21619
      1832 Saint Marys Rd, Chester, MD 21619
      1832 Saint Marys Rd, Chester, MD 21619
      /32

      Est $1,111,505

      Not Listed For Sale

      1832 Saint Marys Rd, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,140 Sq Ft
      • Built 1999
      1832 Saint Marys Rd, Chester, MD 21619

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Jamil Wright EXP Realty, LLC

  • 170 Harrier Way Unit 33, Chester, MD 21619
    170 Harrier Way Unit 33, Chester, MD 21619
    170 Harrier Way Unit 33, Chester, MD 21619
    /41

    $485,000

    Sold Oct 30, 2025

    170 Harrier Way Unit 33, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2022

    Last Sold Summary

    • $255/SF
    • 254 Days On Market

    Last Listing Agent Ralph Kennedy RE/MAX Executive

    170 Harrier Way Unit 33, Chester, MD 21619
    • 208 Merganser Ct, Chester, MD 21619
      208 Merganser Ct, Chester, MD 21619
      208 Merganser Ct, Chester, MD 21619
      /8

      Est $282,132

      Not Listed For Sale

      208 Merganser Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 1998
      208 Merganser Ct, Chester, MD 21619

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Regina Fischer Long & Foster Real Estate, Inc.

  • 259 Redstart Dr, Chester, MD 21619
    259 Redstart Dr, Chester, MD 21619
    259 Redstart Dr, Chester, MD 21619
    /11

    $799,990

    Sold Feb 26, 2026

    259 Redstart Dr, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 4% Below List Price
    • $287/SF
    • 6 Days On Market

    Current Estimated Value $813,988

    K. Hovnanian Homes Four Seasons at Kent Island - Single Family

    259 Redstart Dr, Chester, MD 21619
    • 1752 Harbor Dr, Chester, MD 21619
      1752 Harbor Dr, Chester, MD 21619
      1752 Harbor Dr, Chester, MD 21619
      /62

      Est $476,538

      Not Listed For Sale

      1752 Harbor Dr, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 2,100 Sq Ft
      • Built 1954
      1752 Harbor Dr, Chester, MD 21619

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Martin Farmer Cummings & Co. Realtors

  • 7014 Bridgepointe Dr, Chester, MD 21619
    7014 Bridgepointe Dr, Chester, MD 21619
    /2

    $363,000

    Sold Dec 09, 2025

    7014 Bridgepointe Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,635 Sq Ft
    • Built 1993

    Last Sold Summary

    • $222/SF
    • 88 Days On Market

    Current Estimated Value $359,851

    Last Listing Agent Dee Dee Miller Paul Wesley Real Estate

    7014 Bridgepointe Dr, Chester, MD 21619
    • 2655 Cox Neck Rd, Chester, MD 21619
      2655 Cox Neck Rd, Chester, MD 21619
      2655 Cox Neck Rd, Chester, MD 21619
      /32

      Est $417,990

      Not Listed For Sale

      2655 Cox Neck Rd, Chester, MD 21619

      • 3 Beds
      • 1 Bath
      • 1,770 Sq Ft
      • Built 1975
      2655 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Mark Milligan RE/Max Experience

  • 532 Cross Creek Ct, Chester, MD 21619
    532 Cross Creek Ct, Chester, MD 21619
    /2

    $560,000

    Sold Sep 03, 2026

    532 Cross Creek Ct, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,486 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $225/SF
    • 0 Days On Market

    Current Estimated Value $545,471

    Last Listing Agent Jerilynn Montgomery Long & Foster Real Estate, Inc.

    532 Cross Creek Ct, Chester, MD 21619
    • 2707 Cox Neck Rd, Chester, MD 21619
      2707 Cox Neck Rd, Chester, MD 21619
      2707 Cox Neck Rd, Chester, MD 21619
      /47

      Est $438,512

      Not Listed For Sale

      2707 Cox Neck Rd, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 1995
      2707 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Samantha Hernandez Douglas Realty, LLC

  • 129 Sailcloth Way, Chester, MD 21619
    129 Sailcloth Way, Chester, MD 21619
    129 Sailcloth Way, Chester, MD 21619
    /54

    $764,900

    Sold May 22, 2026

    129 Sailcloth Way, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 2,303 Sq Ft
    • Built 2021

    Last Sold Summary

    • $332/SF
    • 3 Days On Market

    Current Estimated Value $771,918

    Last Listing Agent Catherine Watson - Bye RE/MAX Executive

    129 Sailcloth Way, Chester, MD 21619
    • 1715 Little Creek Rd, Chester, MD 21619
      1715 Little Creek Rd, Chester, MD 21619
      1715 Little Creek Rd, Chester, MD 21619
      /58

      Est $685,498

      Not Listed For Sale

      1715 Little Creek Rd, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,726 Sq Ft
      • Built 1953
      1715 Little Creek Rd, Chester, MD 21619

      Last Sold Summary

      • 103 Days On Market

      Last Listing Agent Bill Beam Beam Realty Group, Inc.

  • 235 Bayberry Dr, Chester, MD 21619
    235 Bayberry Dr, Chester, MD 21619
    235 Bayberry Dr, Chester, MD 21619
    /70

    $910,000

    Sold Oct 03, 2025

    235 Bayberry Dr, Chester, MD 21619

    • 3 Beds
    • 3.5 Baths
    • 3,514 Sq Ft
    • Built 2021

    Last Sold Summary

    • $259/SF
    • 62 Days On Market

    Current Estimated Value $967,611

    Last Listing Agent Ralph Kennedy RE/MAX Executive

    235 Bayberry Dr, Chester, MD 21619
    • 5010 Bridgepointe Dr, Chester, MD 21619
      5010 Bridgepointe Dr, Chester, MD 21619
      5010 Bridgepointe Dr, Chester, MD 21619
      /52

      Est $405,294

      Not Listed For Sale

      5010 Bridgepointe Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,635 Sq Ft
      • Built 1995
      5010 Bridgepointe Dr, Chester, MD 21619

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Lamar Braithwaite Coldwell Banker Realty - Washington

  • 255 Sailcloth Way, Chester, MD 21619
    255 Sailcloth Way, Chester, MD 21619
    255 Sailcloth Way, Chester, MD 21619
    /56

    $898,000

    Sold Oct 01, 2025

    255 Sailcloth Way, Chester, MD 21619

    • 4 Beds
    • 4 Baths
    • 3,450 Sq Ft
    • Built 2021

    Last Sold Summary

    • $260/SF
    • 36 Days On Market

    Current Estimated Value $968,951

    Last Listing Agent Kathleen Higginbotham Samson Properties

    255 Sailcloth Way, Chester, MD 21619
    • 1435 Cox Neck Rd, Chester, MD 21619
      1435 Cox Neck Rd, Chester, MD 21619
      1435 Cox Neck Rd, Chester, MD 21619
      /29

      Est $400,804

      Not Listed For Sale

      1435 Cox Neck Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1975
      1435 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Bevia Patrick Keller Williams Flagship

  • 1870 Harbor Dr, Chester, MD 21619
    1870 Harbor Dr, Chester, MD 21619
    1870 Harbor Dr, Chester, MD 21619
    /34

    $310,000

    Sold Mar 23, 2026

    1870 Harbor Dr, Chester, MD 21619

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft
    • Built 1952

    Last Sold Summary

    • $373/SF
    • 135 Days On Market

    Current Estimated Value $306,854

    Last Listing Agent Rick Parreco RE/MAX Executive

    1870 Harbor Dr, Chester, MD 21619
    • 2861 Cox Neck Rd, Chester, MD 21619
      2861 Cox Neck Rd, Chester, MD 21619
      2861 Cox Neck Rd, Chester, MD 21619
      /79

      Est $1,850,979

      Not Listed For Sale

      2861 Cox Neck Rd, Chester, MD 21619

      • 5 Beds
      • 2.5 Baths
      • 3,716 Sq Ft
      • Built 1997
      2861 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Dee Dee McCracken Coldwell Banker Realty

  • 255 Redstart Dr, Chester, MD 21619
    255 Redstart Dr, Chester, MD 21619
    255 Redstart Dr, Chester, MD 21619
    /11

    $829,990

    Sold Feb 05, 2026

    255 Redstart Dr, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Below List Price
    • $297/SF
    • 4 Days On Market

    Current Estimated Value $794,277

    K. Hovnanian Homes Four Seasons at Kent Island - Single Family

    255 Redstart Dr, Chester, MD 21619
    • 1702 Harbor Dr, Chester, MD 21619
      1702 Harbor Dr, Chester, MD 21619
      1702 Harbor Dr, Chester, MD 21619
      /36

      Est $336,879

      Not Listed For Sale

      1702 Harbor Dr, Chester, MD 21619

      • 3 Beds
      • 1 Bath
      • 980 Sq Ft
      • Built 1949
      1702 Harbor Dr, Chester, MD 21619

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Michael Roenigk Chaney Homes, LLC

  • 302 Merganser Ct Unit A, Chester, MD 21619
    302 Merganser Ct Unit A, Chester, MD 21619
    302 Merganser Ct Unit A, Chester, MD 21619
    /21

    $300,000

    Sold Sep 15, 2026

    302 Merganser Ct Unit A, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $280/SF
    • 21 Days On Market

    Current Estimated Value $292,338

    Last Listing Agent Jen Kenney Keller Williams Flagship

    302 Merganser Ct Unit A, Chester, MD 21619
    • 2601 Ellicott Dr, Chester, MD 21619
      2601 Ellicott Dr, Chester, MD 21619
      2601 Ellicott Dr, Chester, MD 21619
      /26

      Est $381,897

      Not Listed For Sale

      2601 Ellicott Dr, Chester, MD 21619

      • 3 Beds
      • 1.5 Baths
      • 1,360 Sq Ft
      • Built 1974
      2601 Ellicott Dr, Chester, MD 21619

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Jarnell Foster Samson Properties

  • 630 Warbler Way Unit 2211, Chester, MD 21619
    630 Warbler Way Unit 2211, Chester, MD 21619
    630 Warbler Way Unit 2211, Chester, MD 21619
    /73

    $524,900

    Sold May 14, 2026

    630 Warbler Way Unit 2211, Chester, MD 21619

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

    Last Sold Summary

    • $262/SF
    • 28 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2211, Chester, MD 21619
    • 1712 Bayside Dr, Chester, MD 21619
      1712 Bayside Dr, Chester, MD 21619
      1712 Bayside Dr, Chester, MD 21619
      /73

      Est $1,111,259

      Not Listed For Sale

      1712 Bayside Dr, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,616 Sq Ft
      • Built 1977
      1712 Bayside Dr, Chester, MD 21619

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

  • 8 Queen Victoria Way, Chester, MD 21619
    8 Queen Victoria Way, Chester, MD 21619
    8 Queen Victoria Way, Chester, MD 21619
    /46

    $382,000

    Sold Mar 20, 2026

    8 Queen Victoria Way, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Above List Price
    • $227/SF
    • 18 Days On Market

    Current Estimated Value $347,736

    Last Listing Agent Julia Stevens Realty Navigator

    8 Queen Victoria Way, Chester, MD 21619
    • 212 Ringneck Ct, Chester, MD 21619
      212 Ringneck Ct, Chester, MD 21619
      212 Ringneck Ct, Chester, MD 21619
      /44

      Est $376,605

      Not Listed For Sale

      212 Ringneck Ct, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,747 Sq Ft
      • Built 1995
      212 Ringneck Ct, Chester, MD 21619

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Michael Rosendale Rosendale Realty

  • Lot 53 Woods Rd, Chester, MD 21619
    Lot 53 Woods Rd, Chester, MD 21619
    Lot 53 Woods Rd, Chester, MD 21619
    /17

    $675,976

    Sold Oct 02, 2025

    Lot 53 Woods Rd, Chester, MD 21619

    • 4 Beds
    • 3 Baths

    Last Sold Summary

    • 7% Above List Price
    • 459 Days On Market

    Last Listing Agent George Bailey Keller Williams Flagship

    Lot 53 Woods Rd, Chester, MD 21619
    • 29H Queen Mary Ct, Chester, MD 21619
      29H Queen Mary Ct, Chester, MD 21619
      29H Queen Mary Ct, Chester, MD 21619
      /28

      Est $383,298

      Not Listed For Sale

      29H Queen Mary Ct, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,280 Sq Ft
      • Built 1999
      29H Queen Mary Ct, Chester, MD 21619

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Anita Snyder Star Realty

  • 201 Golden Eye Ct, Chester, MD 21619
    201 Golden Eye Ct, Chester, MD 21619
    201 Golden Eye Ct, Chester, MD 21619
    /50

    $276,000

    Sold Mar 13, 2026

    201 Golden Eye Ct, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Built 2000

    Last Sold Summary

    • $257/SF
    • 130 Days On Market

    Current Estimated Value $272,955

    Last Listing Agent Melissa Tippett TTR Sotheby's International Realty

    201 Golden Eye Ct, Chester, MD 21619
    • 45H Queen Neva Ct, Chester, MD 21619
      45H Queen Neva Ct, Chester, MD 21619
      45H Queen Neva Ct, Chester, MD 21619
      /31

      Est $454,781

      Not Listed For Sale

      45H Queen Neva Ct, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,842 Sq Ft
      • Built 1995
      45H Queen Neva Ct, Chester, MD 21619

      Last Sold Summary

      • 77 Days On Market

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

  • 2812 Harvest Ct, Chester, MD 21619
    2812 Harvest Ct, Chester, MD 21619
    2812 Harvest Ct, Chester, MD 21619
    /94

    $1,125,000

    Sold Aug 03, 2026

    2812 Harvest Ct, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 3,017 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Above List Price
    • $373/SF
    • 4 Days On Market

    Current Estimated Value $1,111,407

    Last Listing Agent Darlene Winegardner RE/MAX Executive

    2812 Harvest Ct, Chester, MD 21619
    • 51D Queen Caroline Ct, Chester, MD 21619
      51D Queen Caroline Ct, Chester, MD 21619
      51D Queen Caroline Ct, Chester, MD 21619
      /76

      Est $461,237

      Not Listed For Sale

      51D Queen Caroline Ct, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 1995
      51D Queen Caroline Ct, Chester, MD 21619

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Kathleen Higginbotham Samson Properties

  • 206 Anchor Ln, Chester, MD 21619
    206 Anchor Ln, Chester, MD 21619
    206 Anchor Ln, Chester, MD 21619
    /40

    $555,000

    Sold Jul 17, 2026

    206 Anchor Ln, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $285/SF
    • 14 Days On Market

    Current Estimated Value $566,093

    Last Listing Agent Suzanne Hitt Coldwell Banker Waterman Realty

    206 Anchor Ln, Chester, MD 21619
    • 35F Queen Anne Way, Chester, MD 21619
      35F Queen Anne Way, Chester, MD 21619
      35F Queen Anne Way, Chester, MD 21619
      /60

      Est $373,348

      Not Listed For Sale

      35F Queen Anne Way, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 1994
      35F Queen Anne Way, Chester, MD 21619

      Last Sold Summary

      • 52 Days On Market

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

  • 501 Teal Ct, Chester, MD 21619
    501 Teal Ct, Chester, MD 21619
    501 Teal Ct, Chester, MD 21619
    /37

    $310,000

    Sold May 05, 2026

    501 Teal Ct, Chester, MD 21619

    • 5 Beds
    • 3.5 Baths
    • 1,073 Sq Ft
    • Built 1996

    Last Sold Summary

    • $289/SF
    • 10 Days On Market

    Current Estimated Value $309,586

    Last Listing Agent Kathleen Higginbotham Samson Properties

    501 Teal Ct, Chester, MD 21619
    • 6011 Bridgepointe Dr, Chester, MD 21619
      6011 Bridgepointe Dr, Chester, MD 21619
      6011 Bridgepointe Dr, Chester, MD 21619
      /29

      Est $376,191

      Not Listed For Sale

      6011 Bridgepointe Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,635 Sq Ft
      • Built 1992
      6011 Bridgepointe Dr, Chester, MD 21619

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Jennifer Angel-Fuhlman Coldwell Banker Realty

  • 509 Warbler Way, Chester, MD 21666
    509 Warbler Way, Chester, MD 21666
    509 Warbler Way, Chester, MD 21666
    /50

    $698,518

    Sold Nov 13, 2025

    509 Warbler Way, Chester, MD 21666

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft
    • Built 2025

    Last Sold Summary

    • $350/SF
    • 33 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    509 Warbler Way, Chester, MD 21666
    • 1921 Stevens Dr, Chester, MD 21619
      1921 Stevens Dr, Chester, MD 21619
      1921 Stevens Dr, Chester, MD 21619
      /27

      Est $380,793

      Not Listed For Sale

      1921 Stevens Dr, Chester, MD 21619

      • 3 Beds
      • 1 Bath
      • 1,484 Sq Ft
      • Built 1990
      1921 Stevens Dr, Chester, MD 21619

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Justin Disborough Samson Properties

  • 114 Cedar Rd, Chester, MD 21619
    114 Cedar Rd, Chester, MD 21619
    114 Cedar Rd, Chester, MD 21619
    /97

    $491,023

    Sold Aug 25, 2026

    114 Cedar Rd, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 3,128 Sq Ft
    • Built 1977

    Last Sold Summary

    • 31% Above List Price
    • $157/SF
    • 15 Days On Market

    Current Estimated Value $525,480

    Last Listing Agent Tom Atwood Keller Williams Legacy

    114 Cedar Rd, Chester, MD 21619
    • 32F Queen Anne Way, Chester, MD 21619
      32F Queen Anne Way, Chester, MD 21619
      32F Queen Anne Way, Chester, MD 21619
      /61

      Est $565,849

      Not Listed For Sale

      32F Queen Anne Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 1983
      32F Queen Anne Way, Chester, MD 21619

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent The Williams Home Team Douglas Realty, LLC

Showing Results 481 - 520, Page 13 of 18

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