5,227

Chester, MD Homes

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  • /20

    $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 Condos

    110 Boatswain Way Unit 44, 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

  • /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
    • /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

  • /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 $471,019

    Last Listing Agent Greg Koch Taylor Properties

    1809 Stevens Dr, Chester, MD 21619
    • /48

      Est $374,291

      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

  • /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 $430,498

    Last Listing Agent Joseph Driver Century 21 Downtown

    1914 Anchorage Dr, Chester, MD 21619
    • /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

  • /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 $500,312

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

    412 Hanna Ct, Chester, MD 21619
    • /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

  • /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 $533,437

    Last Listing Agent Mike Altobelli RE/MAX Realty Services

    300 Skyler Ave, Chester, MD 21619
    • /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

  • /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
    • /70

      Est $846,488

      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

  • /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
    • /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

    • /56

      Est $834,649

      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

      • 120 Days On Market

    • /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

      • 157 Days On Market

    • /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

      • 21 Days On Market

    • /63

      Not Listed For Sale

      212 Switchgrass Way Unit 1623, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1623, Chester, MD 21619

      Last Sold Summary

      • 214 Days On Market

    • /76

      Not Listed For Sale

      212 Switchgrass Way Unit 1624, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2023
      212 Switchgrass Way Unit 1624, Chester, MD 21619

      Last Sold Summary

      • 64 Days On Market

    • /48

      Not Listed For Sale

      212 Switchgrass Way Unit 1612, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1612, Chester, MD 21619

      Last Sold Summary

      • 8 Days On Market

    • /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

      • 133 Days On Market

    • /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

      • 118 Days On Market

    • /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

      • 182 Days On Market

    • /54

      Est $879,562

      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

      • 3 Days On Market

    • /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

      • 187 Days On Market

    • /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

      • 51 Days On Market

    • /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

      • 1 Day On Market

    • /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

      • 80 Days On Market

    • /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

      • 69 Days On Market

    • /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

    • /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

      • 11 Days On Market

    • /73

      Not Listed For Sale

      224 Switchgrass Way Unit 1843, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2023
      224 Switchgrass Way Unit 1843, Chester, MD 21619

      Last Sold Summary

      • 157 Days On Market

    • /73

      Not Listed For Sale

      224 Switchgrass Way Unit 1842, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2023
      224 Switchgrass Way Unit 1842, Chester, MD 21619

      Last Sold Summary

      • 179 Days On Market

    • /72

      Not Listed For Sale

      224 Switchgrass Way Unit 1834, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2023
      224 Switchgrass Way Unit 1834, Chester, MD 21619

      Last Sold Summary

      • 53 Days On Market

    • /63

      Not Listed For Sale

      224 Switchgrass Way Unit 1833, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2024
      224 Switchgrass Way Unit 1833, Chester, MD 21619

      Last Sold Summary

      • 217 Days On Market

    • /69

      Not Listed For Sale

      224 Switchgrass Way Unit 1831, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2024
      224 Switchgrass Way Unit 1831, Chester, MD 21619

      Last Sold Summary

      • 96 Days On Market

    • /22

      Not Listed For Sale

      224 Switchgrass Way Unit 1812, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2023
      224 Switchgrass Way Unit 1812, Chester, MD 21619

      Last Sold Summary

      • 6 Days On Market

    • /22

      Not Listed For Sale

      224 Switchgrass Way Unit 1811, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2023
      224 Switchgrass Way Unit 1811, Chester, MD 21619

      Last Sold Summary

      • 7 Days On Market

Showing Results 561 - 600, Page 15 of 18

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