5,185

Chester, MD Homes

Section Image Section Image
  • 103 John Gibson Dr, Chester, MD 21619
    103 John Gibson Dr, Chester, MD 21619
    103 John Gibson Dr, Chester, MD 21619
    /62

    $789,000 Sold Aug 27, 2025

    103 John Gibson Dr, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 2,602 Sq Ft
    • Built 2012

    Last Sold Summary

    • $303/SF
    • 120 Days On Market

    Current Estimated Value $818,827

    Last Listing Agent Edward Beres RE/MAX Executive

    103 John Gibson Dr, Chester, MD 21619
    • 2709 Sherman Dr, Chester, MD 21619
      2709 Sherman Dr, Chester, MD 21619
      2709 Sherman Dr, Chester, MD 21619
      /30

      Est $436,527 Not Listed For Sale

      2709 Sherman Dr, Chester, MD 21619

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft
      • Built 1986
      2709 Sherman Dr, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $286/SF
      • 26 Days On Market

      Last Sold Price $433,000

      Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

  • 413 Dominion Rd, Chester, MD 21619
    413 Dominion Rd, Chester, MD 21619
    413 Dominion Rd, Chester, MD 21619
    /30

    $370,000 Sold Oct 07, 2025

    413 Dominion Rd, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 1896

    Last Sold Summary

    • $275/SF
    • 103 Days On Market

    Current Estimated Value $366,175

    Last Listing Agent Suzanne Hitt Coldwell Banker Waterman Realty

    413 Dominion Rd, Chester, MD 21619
    • 304 Widgeon Way, Chester, MD 21619
      304 Widgeon Way, Chester, MD 21619
      304 Widgeon Way, Chester, MD 21619
      /48

      Est $446,237 Not Listed For Sale

      304 Widgeon Way, Chester, MD 21619

      • 3 Beds
      • 4 Baths
      • 1,899 Sq Ft
      • Built 2001
      304 Widgeon Way, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $232/SF
      • 4 Days On Market

      Last Sold Price $439,900

      Last Listing Agent Carol Tinnin RE/MAX

  • 519 Warbler Way, Chester, MD 21619
    519 Warbler Way, Chester, MD 21619
    519 Warbler Way, Chester, MD 21619
    /20

    $849,990 Sold Jan 07, 2026

    519 Warbler Way, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $307/SF
    • 35 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series

    519 Warbler Way, Chester, MD 21619
    • 104 Sunset Dr, Chester, MD 21619
      104 Sunset Dr, Chester, MD 21619
      104 Sunset Dr, Chester, MD 21619
      /73

      Est $647,613 Not Listed For Sale

      104 Sunset Dr, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,096 Sq Ft
      • Built 1993
      104 Sunset Dr, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $305/SF
      • 2 Days On Market

      Last Sold Price $640,000

      Last Listing Agent Nicki Palermo RE/MAX One

  • 320 Bayberry Dr, Chester, MD 21619
    320 Bayberry Dr, Chester, MD 21619
    320 Bayberry Dr, Chester, MD 21619
    /63

    $775,000 Sold Jul 28, 2025

    320 Bayberry Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • Built 2021

    Last Sold Summary

    • $332/SF
    • 1 Day On Market

    Current Estimated Value $778,370

    Last Listing Agent Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    320 Bayberry Dr, Chester, MD 21619
    • 1617 Chester Rd, Chester, MD 21619
      1617 Chester Rd, Chester, MD 21619
      1617 Chester Rd, Chester, MD 21619
      /39

      Est $514,555 Not Listed For Sale

      1617 Chester Rd, Chester, MD 21619

      • 4 Beds
      • 2 Baths
      • 1,976 Sq Ft
      • Built 1990
      1617 Chester Rd, Chester, MD 21619

      Last Sold Summary

      • 3% Above List Price
      • $253/SF
      • 7 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Christine Schumaker Douglas Realty LLC

  • 306 Skipper Ln, Chester, MD 21619
    306 Skipper Ln, Chester, MD 21619
    306 Skipper Ln, Chester, MD 21619
    /33

    $569,000 Sold Dec 03, 2025

    306 Skipper Ln, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,610 Sq Ft
    • Built 1974

    Last Sold Summary

    • $218/SF
    • 9 Days On Market

    Current Estimated Value $569,516

    Last Listing Agent Elizabeth Arentz Coldwell Banker Realty

    306 Skipper Ln, Chester, MD 21619
    • 507 Teal Ct, Chester, MD 21619
      507 Teal Ct, Chester, MD 21619
      507 Teal Ct, Chester, MD 21619
      /20

      Est $283,393 Not Listed For Sale

      507 Teal Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,071 Sq Ft
      • Built 1996
      507 Teal Ct, Chester, MD 21619

      Last Sold Summary

      • 10% Above List Price
      • $241/SF
      • 18 Days On Market

      Last Sold Price $258,000

      Last Listing Agent Elaine McNeil Tidewater Properties

  • 15J Piney Narrows Rd, Chester, MD 21619
    15J Piney Narrows Rd, Chester, MD 21619
    15J Piney Narrows Rd, Chester, MD 21619
    /13

    $21,000 Sold Apr 18, 2025

    15J Piney Narrows Rd, Chester, MD 21619

    • 600 Sq Ft
    • Built 1980

    Last Sold Summary

    • $35/SF
    • 9 Days On Market

    Current Estimated Value $20,464

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    15J Piney Narrows Rd, Chester, MD 21619
    • 6008 Bridgepointe Dr, Chester, MD 21619
      6008 Bridgepointe Dr, Chester, MD 21619
      6008 Bridgepointe Dr, Chester, MD 21619
      /41

      Est $349,848 Not Listed For Sale

      6008 Bridgepointe Dr, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,302 Sq Ft
      • Built 1992
      6008 Bridgepointe Dr, Chester, MD 21619

      Last Sold Summary

      • $269/SF
      • 6 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Dee Dee McCracken Coldwell Banker (NRT-Southeast-MidAtlantic)

  • 214 Claiborne St, Chester, MD 21619
    214 Claiborne St, Chester, MD 21619
    214 Claiborne St, Chester, MD 21619
    /94

    $570,000 Sold May 20, 2025

    214 Claiborne St, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft
    • Built 2014

    Last Sold Summary

    • $308/SF
    • 153 Days On Market

    Current Estimated Value $580,155

    Last Listing Agent Barbara McCaffrey Redfin Corp

    214 Claiborne St, Chester, MD 21619
    • 102 Skipper Ln, Chester, MD 21619
      102 Skipper Ln, Chester, MD 21619
      102 Skipper Ln, Chester, MD 21619
      /24

      Est $530,542 Not Listed For Sale

      102 Skipper Ln, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,810 Sq Ft
      • Built 2006
      102 Skipper Ln, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $290/SF
      • 6 Days On Market

      Last Sold Price $525,000

      Last Listing Agent SALLY KERCHNER Benson & Mangold, LLC

  • 157 John Gibson Dr, Chester, MD 21619
    157 John Gibson Dr, Chester, MD 21619
    157 John Gibson Dr, Chester, MD 21619
    /79

    $680,000 Sold Nov 03, 2025

    157 John Gibson Dr, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,252 Sq Ft
    • Built 2010

    Last Sold Summary

    • $302/SF
    • 26 Days On Market

    Current Estimated Value $687,668

    Last Listing Agent Ryan Briggs Anne Arundel Properties, Inc.

    157 John Gibson Dr, Chester, MD 21619
    • 206 Widgeon Way, Chester, MD 21619
      206 Widgeon Way, Chester, MD 21619
      206 Widgeon Way, Chester, MD 21619
      /40

      Est $501,673 Not Listed For Sale

      206 Widgeon Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,076 Sq Ft
      • Built 1999
      206 Widgeon Way, Chester, MD 21619

      Last Sold Summary

      • 1% Below List Price
      • $244/SF
      • 2 Days On Market

      Last Sold Price $505,900

      Last Listing Agent Carol Tinnin RE/MAX

  • 201 Switchgrass Way Unit 42, Chester, MD 21619
    201 Switchgrass Way Unit 42, Chester, MD 21619
    201 Switchgrass Way Unit 42, Chester, MD 21619
    /25

    $784,900 Sold Aug 20, 2025

    201 Switchgrass Way Unit 42, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $413/SF
    • 31 Days On Market

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

    201 Switchgrass Way Unit 42, Chester, MD 21619
    • 601 Teal Ct, Chester, MD 21619
      601 Teal Ct, Chester, MD 21619
      601 Teal Ct, Chester, MD 21619
      /35

      Est $281,806 Not Listed For Sale

      601 Teal Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,069 Sq Ft
      • Built 1997
      601 Teal Ct, Chester, MD 21619

      Last Sold Summary

      • 1% Below List Price
      • $267/SF
      • 2 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Crystal Smith RE/MAX

  • 246 Peregrine Dr, Stevensville, MD 21666
    246 Peregrine Dr, Stevensville, MD 21666
    246 Peregrine Dr, Stevensville, MD 21666
    /40

    $749,900 Sold May 16, 2025

    246 Peregrine Dr, Stevensville, MD 21666

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft
    • Built 2025

    Last Sold Summary

    • $269/SF
    • 44 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    246 Peregrine Dr, Stevensville, MD 21666
    • 302 Merganser Ct Unit A, Chester, MD 21619
      302 Merganser Ct Unit A, Chester, MD 21619
      302 Merganser Ct Unit A, Chester, MD 21619
      /4

      Est $289,915 Not Listed For Sale

      302 Merganser Ct Unit A, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,069 Sq Ft
      • Built 1998
      302 Merganser Ct Unit A, Chester, MD 21619

      Last Sold Summary

      • 4% Above List Price
      • $262/SF
      • 1 Day On Market

      Last Sold Price $280,000

      Last Listing Agent Regina Fischer Long & Foster

  • 211 Switchgrass Way Unit 42, Chester, MD 21619
    211 Switchgrass Way Unit 42, Chester, MD 21619
    211 Switchgrass Way Unit 42, Chester, MD 21619
    /26

    $679,900 Sold Jul 23, 2025

    211 Switchgrass Way Unit 42, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $358/SF
    • 4 Days On Market

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

    211 Switchgrass Way Unit 42, Chester, MD 21619
    • 308 Blenny Ln, Chester, MD 21619
      308 Blenny Ln, Chester, MD 21619
      308 Blenny Ln, Chester, MD 21619
      /34

      Est $388,456 Not Listed For Sale

      308 Blenny Ln, Chester, MD 21619

      • 3 Beds
      • 4 Baths
      • 1,899 Sq Ft
      • Built 1998
      308 Blenny Ln, Chester, MD 21619

      Last Sold Summary

      • 6% Above List Price
      • $192/SF
      • 13 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Pamela Ackermann-Doll RE/MAX

  • 630 Warbler Way Unit 32, Chester, MD 21619
    630 Warbler Way Unit 32, Chester, MD 21619
    630 Warbler Way Unit 32, Chester, MD 21619
    /30

    $644,990 Sold Jan 14, 2026

    630 Warbler Way Unit 32, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $339/SF
    • 49 Days On Market

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

    630 Warbler Way Unit 32, Chester, MD 21619
    • 607 Teal Ct, Chester, MD 21619
      607 Teal Ct, Chester, MD 21619
      607 Teal Ct, Chester, MD 21619
      /55

      Est $281,785 Not Listed For Sale

      607 Teal Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,069 Sq Ft
      • Built 1997
      607 Teal Ct, Chester, MD 21619

      Last Sold Summary

      • 3% Below List Price
      • $273/SF
      • 0 Days On Market

      Last Sold Price $292,000

      Last Listing Agent Kathleen Higginbotham Samson Properties

  • 211 Switchgrass Way Unit 1534, Chester, MD 21619
    211 Switchgrass Way Unit 1534, Chester, MD 21619
    211 Switchgrass Way Unit 1534, Chester, MD 21619
    /88

    $705,250 Sold Sep 16, 2025

    211 Switchgrass Way Unit 1534, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2024

    Last Sold Summary

    • $271/SF
    • 56 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1534, Chester, MD 21619
    • 1708 Bayside Dr, Chester, MD 21619
      1708 Bayside Dr, Chester, MD 21619
      1708 Bayside Dr, Chester, MD 21619
      /62

      Est $1,069,286 Not Listed For Sale

      1708 Bayside Dr, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,340 Sq Ft
      • Built 1989
      1708 Bayside Dr, Chester, MD 21619

      Last Sold Summary

      • 10% Above List Price
      • $417/SF
      • 13 Days On Market

      Last Sold Price $975,000

      Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

  • 211 Golden Eye Ct, Chester, MD 21619
    211 Golden Eye Ct, Chester, MD 21619
    211 Golden Eye Ct, Chester, MD 21619
    /34

    $285,000 Sold Aug 08, 2025

    211 Golden Eye Ct, Chester, MD 21619

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

    Last Sold Summary

    • $266/SF
    • 10 Days On Market

    Current Estimated Value $287,701

    Last Listing Agent Brendan Noone Coldwell Banker Realty

    211 Golden Eye Ct, 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 $1,119,563 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

      • 2% Above List Price
      • $514/SF
      • 3 Days On Market

      Last Sold Price $1,099,000

      Last Listing Agent Jamil Wright EXP Realty, LLC

  • 104 Golden Eye Ct, Chester, MD 21619
    104 Golden Eye Ct, Chester, MD 21619
    104 Golden Eye Ct, Chester, MD 21619
    /30

    $300,000 Sold Dec 11, 2025

    104 Golden Eye Ct, Chester, MD 21619

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

    Last Sold Summary

    • $280/SF
    • 19 Days On Market

    Current Estimated Value $296,384

    Last Listing Agent Terri Murray RE/MAX Executive

    104 Golden Eye Ct, Chester, MD 21619
    • 406 Schooner Way, Chester, MD 21619
      406 Schooner Way, Chester, MD 21619
      406 Schooner Way, Chester, MD 21619
      /47

      Est $347,568 Not Listed For Sale

      406 Schooner Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,747 Sq Ft
      • Built 1997
      406 Schooner Way, Chester, MD 21619

      Last Sold Summary

      • 6% Above List Price
      • $187/SF
      • 19 Days On Market

      Last Sold Price $326,770

      Last Listing Agent Deborah Savoie Long & Foster

  • 164 Redstart Dr, Chester, MD 21619
    164 Redstart Dr, Chester, MD 21619
    164 Redstart Dr, Chester, MD 21619
    /25

    $879,900 Sold Sep 09, 2025

    164 Redstart Dr, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $317/SF
    • 6 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series

    164 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 $475,125 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

      • 4% Below List Price
      • $236/SF
      • 19 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Martin Farmer Cummings & Co Realtors

  • 308 Dominion Rd, Chester, MD 21619
    308 Dominion Rd, Chester, MD 21619
    308 Dominion Rd, Chester, MD 21619
    /35

    $325,000 Sold Sep 17, 2025

    308 Dominion Rd, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 1955

    Last Sold Summary

    • $254/SF
    • 193 Days On Market

    Current Estimated Value $332,334

    Last Listing Agent Tyler Burch Burch Real Estate Group, LLC

    308 Dominion Rd, 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 $412,563 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

      • 5% Above List Price
      • $223/SF
      • 61 Days On Market

      Last Sold Price $394,000

      Last Listing Agent Mark Milligan RE/MAX

  • 133 Henry Stoupe Way, Chester, MD 21619
    133 Henry Stoupe Way, Chester, MD 21619
    133 Henry Stoupe Way, Chester, MD 21619
    /72

    $960,000 Sold Aug 08, 2025

    133 Henry Stoupe Way, Chester, MD 21619

    • 6 Beds
    • 4.5 Baths
    • 3,541 Sq Ft
    • Built 2011

    Last Sold Summary

    • $271/SF
    • 4 Days On Market

    Current Estimated Value $985,643

    Last Listing Agent Tara Trout Samson Properties

    133 Henry Stoupe 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 $676,487 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

      • 1% Above List Price
      • $388/SF
      • 103 Days On Market

      Last Sold Price $670,000

      Last Listing Agent Bill Beam Beam Realty Group, Inc.

  • 330 Macum Creek Dr, Chester, MD 21619
    330 Macum Creek Dr, Chester, MD 21619
    330 Macum Creek Dr, Chester, MD 21619
    /55

    $989,000 Sold Sep 11, 2025

    330 Macum Creek Dr, Chester, MD 21619

    • 4 Beds
    • 3.5 Baths
    • 3,949 Sq Ft
    • Built 2015

    Last Sold Summary

    • $250/SF
    • 27 Days On Market

    Current Estimated Value $992,498

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    330 Macum Creek Dr, Chester, MD 21619
    • 402 Schooner Way, Chester, MD 21619
      402 Schooner Way, Chester, MD 21619
      402 Schooner Way, Chester, MD 21619
      /53

      Est $372,979 Not Listed For Sale

      402 Schooner Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,747 Sq Ft
      • Built 1997
      402 Schooner Way, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $212/SF
      • 3 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Deborah Savoie Long & Foster

  • 194 Evelyne St, Chester, MD 21619
    194 Evelyne St, Chester, MD 21619
    194 Evelyne St, Chester, MD 21619
    /42

    $679,000 Sold Jul 15, 2025

    194 Evelyne St, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft
    • Built 2013

    Last Sold Summary

    • $318/SF
    • 33 Days On Market

    Current Estimated Value $701,102

    Last Listing Agent Tara Trout Samson Properties

    194 Evelyne St, Chester, MD 21619
    • 1815 Saint Marys Rd, Chester, MD 21619
      1815 Saint Marys Rd, Chester, MD 21619
      1815 Saint Marys Rd, Chester, MD 21619
      /48

      Est $433,971 Not Listed For Sale

      1815 Saint Marys Rd, Chester, MD 21619

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1975
      1815 Saint Marys Rd, Chester, MD 21619

      Last Sold Summary

      • 14% Above List Price
      • $304/SF
      • 2 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Jennifer Wittmer Wilson Realty & Staging LLC

Showing Results 361 - 400, Page 10 of 18

Maryland Queen Annes County Chester

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