5,185

Chester, MD Homes

Section Image Section Image
  • 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 K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 11, Chester, MD 21619
    • 252 Sailcloth Way, Chester, MD 21619
      252 Sailcloth Way, Chester, MD 21619
      252 Sailcloth Way, Chester, MD 21619
      /45

      Est $858,572 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

      • 2% Above List Price
      • $316/SF
      • 11 Days On Market

      Last Sold Price $839,000

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

  • 201 Switchgrass Way Unit 33, Chester, MD 21619
    201 Switchgrass Way Unit 33, Chester, MD 21619
    201 Switchgrass Way Unit 33, Chester, MD 21619
    /24

    $684,900 Sold Jul 23, 2025

    201 Switchgrass Way Unit 33, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $360/SF
    • 4 Days On Market

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

    201 Switchgrass Way Unit 33, Chester, MD 21619
    • 142 Sailcloth Way, Chester, MD 21619
      142 Sailcloth Way, Chester, MD 21619
      142 Sailcloth Way, Chester, MD 21619
      /87

      Est $817,899 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

      • 2% Above List Price
      • $310/SF
      • 19 Days On Market

      Last Sold Price $799,000

      Last Listing Agent Deborah Randall Next Step Realty

  • 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 $637,757

    Last Listing Agent Jessica Busch Keller Williams Flagship

    1773 Harbor Dr, Chester, MD 21619
    • 135 Broadwater Dr, Chester, MD 21619
      135 Broadwater Dr, Chester, MD 21619
      135 Broadwater Dr, Chester, MD 21619
      /7

      Est $666,009 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

      • $350/SF
      • 12 Days On Market

      Last Sold Price $669,000

      Last Listing Agent Ralph Kennedy RE/MAX

  • 212 Switchgrass Way Unit 1641, Chester, MD 21619
    212 Switchgrass Way Unit 1641, Chester, MD 21619
    212 Switchgrass Way Unit 1641, Chester, MD 21619
    /56

    $1,014,900 Sold Apr 28, 2025

    212 Switchgrass Way Unit 1641, Chester, MD 21619

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

    Last Sold Summary

    • $390/SF
    • 1 Day On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    212 Switchgrass Way Unit 1641, Chester, MD 21619
    • 223 Mchenny Ct, Chester, MD 21619
      223 Mchenny Ct, Chester, MD 21619
      223 Mchenny Ct, Chester, MD 21619
      /52

      Est $1,037,369 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

      • 4% Above List Price
      • $294/SF
      • 1 Day On Market

      Last Sold Price $999,000

      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 $1,840,543

    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

      • $285/SF
      • 23 Days On Market

      Last Sold Price $799,900

      Last Listing Agent Mary Anne Kowalewski KOVO 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 K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 23, 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

      • $309/SF
      • 9 Days On Market

      Last Sold Price $914,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • 107 Lee Rd, Chester, MD 21619
    107 Lee Rd, Chester, MD 21619
    107 Lee Rd, Chester, MD 21619
    /11

    $259,000 Sold Jul 24, 2025

    107 Lee Rd, Chester, MD 21619

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1984

    Last Sold Summary

    • $270/SF
    • 160 Days On Market

    Current Estimated Value $272,166

    Last Listing Agent Darlene Winegardner RE/MAX Executive

    107 Lee Rd, 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 $363,373 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

      • $209/SF
      • 84 Days On Market

      Last Sold Price $364,900

      Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

  • 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 $564,948

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

    315 Cross Creek Ct, 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

      • $322/SF
      • 53 Days On Market

      Last Sold Price $642,900

      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
    • 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

      • $357/SF
      • 112 Days On Market

      Last Sold Price $604,900

      Last Listing Agent Mary Anne Kowalewski KOVO 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 $458,510

    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

      • $353/SF
      • 111 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Veronica Lawson Real Broker, LLC

  • 412 Hanna Ct, Chester, MD 21619
    412 Hanna Ct, Chester, MD 21619
    412 Hanna Ct, Chester, MD 21619
    /51

    $485,000 Sold Jul 31, 2025

    412 Hanna Ct, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 2001

    Last Sold Summary

    • $264/SF
    • 15 Days On Market

    Current Estimated Value $488,390

    Last Listing Agent Sarah Miller Hubble Bisbee Christie's International Real Estate

    412 Hanna Ct, 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 $795,227 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

      • 10% Below List Price
      • $340/SF
      • 31 Days On Market

      Last Sold Price $885,000

      Last Listing Agent Lawrence Doyle Long & Foster

  • 300 Skyler Ave, Chester, MD 21619
    300 Skyler Ave, Chester, MD 21619
    300 Skyler Ave, Chester, MD 21619
    /36

    $507,500 Sold Jun 26, 2025

    300 Skyler Ave, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft
    • Built 1991

    Last Sold Summary

    • $226/SF
    • 26 Days On Market

    Current Estimated Value $516,177

    Last Listing Agent Mike Altobelli RE/MAX Realty Services

    300 Skyler Ave, Chester, MD 21619
    • 9H Queen Victoria Way Unit 9 - H, Chester, MD 21619
      9H Queen Victoria Way Unit 9 - H, Chester, MD 21619
      9H Queen Victoria Way Unit 9 - H, Chester, MD 21619
      /25

      Not Listed For Sale

      9H Queen Victoria Way Unit 9 - H, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1984
      9H Queen Victoria Way Unit 9 - H, Chester, MD 21619

      Last Sold Summary

      • $262/SF

      Last Sold Price $329,900

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • 218 Switchgrass Way Unit 1744, Chester, MD 21619
    218 Switchgrass Way Unit 1744, Chester, MD 21619
    218 Switchgrass Way Unit 1744, Chester, MD 21619
    /58

    $1,435,900 Sold Jul 17, 2025

    218 Switchgrass Way Unit 1744, Chester, MD 21619

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

    Last Sold Summary

    • $552/SF
    • 9 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1744, Chester, MD 21619
    • 171 Spinnaker Way, Chester, MD 21619
      171 Spinnaker Way, Chester, MD 21619
      171 Spinnaker Way, Chester, MD 21619
      /56

      Est $828,590 Not Listed For Sale

      171 Spinnaker Way, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,480 Sq Ft
      • Built 2021
      171 Spinnaker Way, Chester, MD 21619

      Last Sold Summary

      • $333/SF
      • 120 Days On Market

      Last Sold Price $825,000

      Last Listing Agent Mary Stevens Long & Foster

  • 315 Gibson Cir, Chester, MD 21619
    315 Gibson Cir, Chester, MD 21619
    315 Gibson Cir, Chester, MD 21619
    /46

    $543,000 Sold Jun 18, 2025

    315 Gibson Cir, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,032 Sq Ft
    • Built 2011

    Last Sold Summary

    • $267/SF
    • 8 Days On Market

    Current Estimated Value $546,665

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    315 Gibson Cir, Chester, MD 21619
    • 230 Switchgrass Way Unit 1343, Chester, MD 21619
      230 Switchgrass Way Unit 1343, Chester, MD 21619
      230 Switchgrass Way Unit 1343, Chester, MD 21619
      /60

      Not Listed For Sale

      230 Switchgrass Way Unit 1343, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2024
      230 Switchgrass Way Unit 1343, Chester, MD 21619

      Last Sold Summary

      • $342/SF
      • 157 Days On Market

      Last Sold Price $649,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

    • 230 Switchgrass Way Unit 1341, Chester, MD 21619
      230 Switchgrass Way Unit 1341, Chester, MD 21619
      230 Switchgrass Way Unit 1341, Chester, MD 21619
      /76

      Not Listed For Sale

      230 Switchgrass Way Unit 1341, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2024
      230 Switchgrass Way Unit 1341, Chester, MD 21619

      Last Sold Summary

      • $302/SF
      • 21 Days On Market

      Last Sold Price $784,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

    • 229 Peregrine Dr, Chester, MD 21619
      229 Peregrine Dr, Chester, MD 21619
      229 Peregrine Dr, Chester, MD 21619
      /40

      Not Listed For Sale

      229 Peregrine Dr, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,693 Sq Ft
      • Built 2024
      229 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • $340/SF
      • 133 Days On Market

      Last Sold Price $574,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

    • 233 Peregrine Dr, Chester, MD 21619
      233 Peregrine Dr, Chester, MD 21619
      233 Peregrine Dr, Chester, MD 21619
      /40

      Not Listed For Sale

      233 Peregrine Dr, Chester, MD 21619

      • 4 Beds
      • 3 Baths
      • 2,791 Sq Ft
      • Built 2024
      233 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • $240/SF
      • 118 Days On Market

      Last Sold Price $669,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

    • 237 Peregrine Dr, Chester, MD 21619
      237 Peregrine Dr, Chester, MD 21619
      237 Peregrine Dr, Chester, MD 21619
      /46

      Not Listed For Sale

      237 Peregrine Dr, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,996 Sq Ft
      • Built 2024
      237 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • $301/SF
      • 182 Days On Market

      Last Sold Price $599,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

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

      Est $869,930 Not Listed For Sale

      256 Sailcloth Way, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,862 Sq Ft
      • Built 2022
      256 Sailcloth Way, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $300/SF
      • 3 Days On Market

      Last Sold Price $859,000

      Last Listing Agent Deborah Shiley Long & Foster

    • 241 Peregrine Dr, Chester, MD 21619
      241 Peregrine Dr, Chester, MD 21619
      241 Peregrine Dr, Chester, MD 21619
      /54

      Not Listed For Sale

      241 Peregrine Dr, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,996 Sq Ft
      • Built 2023
      241 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • $303/SF
      • 187 Days On Market

      Last Sold Price $604,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

    • 37 Queen Anne Way Unit E, Chester, MD 21619
      37 Queen Anne Way Unit E, Chester, MD 21619
      37 Queen Anne Way Unit E, Chester, MD 21619
      /79

      Not Listed For Sale

      37 Queen Anne Way Unit E, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 1994
      37 Queen Anne Way Unit E, Chester, MD 21619

      Last Sold Summary

      • $253/SF
      • 51 Days On Market

      Last Sold Price $364,459

      Last Listing Agent Julia Stevens Realty Navigator

    • 2000 Herons Nest Way Unit 42, Chester, MD 21619
      2000 Herons Nest Way Unit 42, Chester, MD 21619
      2000 Herons Nest Way Unit 42, Chester, MD 21619
      /25

      Not Listed For Sale

      2000 Herons Nest Way Unit 42, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,821 Sq Ft
      • Built 2020
      2000 Herons Nest Way Unit 42, Chester, MD 21619

      Last Sold Summary

      • $373/SF
      • 1 Day On Market

      Last Sold Price $679,000

      Last Listing Agent Veronica Lawson Real Broker, LLC

    • 119 Peregrine Dr, Chester, MD 21619
      119 Peregrine Dr, Chester, MD 21619
      119 Peregrine Dr, Chester, MD 21619
      /30

      Not Listed For Sale

      119 Peregrine Dr, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,996 Sq Ft
      • Built 2023
      119 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • $318/SF
      • 80 Days On Market

      Last Sold Price $634,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

    • 105 Warbler Way, Chester, MD 21619
      105 Warbler Way, Chester, MD 21619
      105 Warbler Way, Chester, MD 21619
      /30

      Not Listed For Sale

      105 Warbler Way, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,996 Sq Ft
      • Built 2023
      105 Warbler Way, Chester, MD 21619

      Last Sold Summary

      • $323/SF
      • 69 Days On Market

      Last Sold Price $644,900

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

    • 0 Cox Neck Rd Unit MDQA2008974, Chester, MD 21619
      0 Cox Neck Rd Unit MDQA2008974, Chester, MD 21619
      0 Cox Neck Rd Unit MDQA2008974, Chester, MD 21619
      /5

      Not Listed For Sale

      0 Cox Neck Rd Unit MDQA2008974, Chester, MD 21619

      0 Cox Neck Rd Unit MDQA2008974, Chester, MD 21619

      Last Sold Summary

      Last Sold Price $119,000

      Last Listing Agent Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    • 1000 Herons Nest Way Unit 203, Chester, MD 21619
      1000 Herons Nest Way Unit 203, Chester, MD 21619
      1000 Herons Nest Way Unit 203, Chester, MD 21619
      /29

      Not Listed For Sale

      1000 Herons Nest Way Unit 203, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2020
      1000 Herons Nest Way Unit 203, Chester, MD 21619

      Last Sold Summary

      • $289/SF
      • 11 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Ralph Kennedy RE/MAX

Showing Results 521 - 560, Page 14 of 18

Maryland Queen Annes County Chester

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