5,168

Chester, MD Homes

Section Image Section Image
  • 2747 Cecil Dr, Chester, MD 21619
    2747 Cecil Dr, Chester, MD 21619
    2747 Cecil Dr, Chester, MD 21619
    /66

    $350,000 Sold Jun 13, 2025

    2747 Cecil Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1992

    Last Sold Summary

    • $224/SF
    • 11 Days On Market

    Current Estimated Value $360,208

    Last Listing Agent Ryan Briggs Anne Arundel Properties, Inc.

    2747 Cecil Dr, Chester, MD 21619
    • 103 Old Point Rd, Chester, MD 21619
      103 Old Point Rd, Chester, MD 21619
      103 Old Point Rd, Chester, MD 21619
      /68

      Est $543,839 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft

      103 Old Point Rd, Chester, MD 21619

      103 Old Point Rd, Chester, MD 21619
  • 360 Macum Creek Dr, Chester, MD 21619
    360 Macum Creek Dr, Chester, MD 21619
    360 Macum Creek Dr, Chester, MD 21619
    /71

    $915,000 Sold Aug 15, 2025

    360 Macum Creek Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 3,225 Sq Ft
    • Built 2012

    Last Sold Summary

    • $284/SF
    • 3 Days On Market

    Current Estimated Value $914,181

    Last Listing Agent Tara Trout Samson Properties

    360 Macum Creek Dr, Chester, MD 21619
    • 104 Barren Ridge Rd, Chester, MD 21619
      104 Barren Ridge Rd, Chester, MD 21619
      104 Barren Ridge Rd, Chester, MD 21619
      /41

      Est $470,126 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,055 Sq Ft

      104 Barren Ridge Rd, Chester, MD 21619

      104 Barren Ridge Rd, Chester, MD 21619
  • 27C Piney Narrows Rd, Chester, MD 21619
    27C Piney Narrows Rd, Chester, MD 21619
    27C Piney Narrows Rd, Chester, MD 21619
    /14

    $25,000 Sold Mar 13, 2025

    27C Piney Narrows Rd, Chester, MD 21619

    • 540 Sq Ft
    • Built 1492

    Last Sold Summary

    • $46/SF
    • 8 Days On Market

    Current Estimated Value $24,601

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    27C Piney Narrows Rd, Chester, MD 21619
    • 1830 Sherman Dr, Chester, MD 21619
      1830 Sherman Dr, Chester, MD 21619
      1830 Sherman Dr, Chester, MD 21619
      /20

      Est $415,376 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,176 Sq Ft

      1830 Sherman Dr, Chester, MD 21619

      1830 Sherman Dr, Chester, MD 21619
  • 527 Warbler Way, Chester, MD 21619
    527 Warbler Way, Chester, MD 21619
    527 Warbler Way, Chester, MD 21619
    /25

    $869,900 Sold Dec 08, 2025

    527 Warbler Way, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $314/SF
    • 17 Days On Market

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

    527 Warbler Way, Chester, MD 21619
    • 1816 Stevens Dr, Chester, MD 21619
      1816 Stevens Dr, Chester, MD 21619
      1816 Stevens Dr, Chester, MD 21619
      /40

      Est $484,879 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,930 Sq Ft

      1816 Stevens Dr, Chester, MD 21619

      1816 Stevens Dr, Chester, MD 21619
  • 7B Piney Narrows Rd, Chester, MD 21619
    7B Piney Narrows Rd, Chester, MD 21619
    7B Piney Narrows Rd, Chester, MD 21619
    /17

    $45,000 Sold Jun 06, 2025

    7B Piney Narrows Rd, Chester, MD 21619

    • 900 Sq Ft
    • Built 1985

    Last Sold Summary

    • $50/SF
    • 77 Days On Market

    Current Estimated Value $44,431

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    7B Piney Narrows Rd, Chester, MD 21619
    • 1715 Harbor Dr, Chester, MD 21619
      1715 Harbor Dr, Chester, MD 21619
      1715 Harbor Dr, Chester, MD 21619
      /80

      Est $804,239 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,288 Sq Ft

      1715 Harbor Dr, Chester, MD 21619

      1715 Harbor Dr, Chester, MD 21619
  • 26C Piney Narrows Rd, Chester, MD 21619
    26C Piney Narrows Rd, Chester, MD 21619
    26C Piney Narrows Rd, Chester, MD 21619
    /36

    $32,500 Sold Apr 16, 2025

    26C Piney Narrows Rd, Chester, MD 21619

    • 611 Sq Ft
    • Built 1981

    Last Sold Summary

    • $53/SF
    • 32 Days On Market

    Last Listing Agent Lisa Lynch Keller Williams Realty

    26C Piney Narrows Rd, Chester, MD 21619
    • 212 Kirby St, Chester, MD 21619
      212 Kirby St, Chester, MD 21619
      212 Kirby St, Chester, MD 21619
      /28

      Est $556,839 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,496 Sq Ft

      212 Kirby St, Chester, MD 21619

      212 Kirby St, Chester, MD 21619
  • 1771 Harbor Dr, Chester, MD 21619
    1771 Harbor Dr, Chester, MD 21619
    1771 Harbor Dr, Chester, MD 21619
    /51

    $735,000 Sold Sep 05, 2025

    1771 Harbor Dr, Chester, MD 21619

    • 5 Beds
    • 2.5 Baths
    • 2,564 Sq Ft
    • Built 1986

    Last Sold Summary

    • $287/SF
    • 195 Days On Market

    Current Estimated Value $735,326

    Last Listing Agent Dee Dee McCracken Coldwell Banker Realty

    1771 Harbor Dr, Chester, MD 21619
    • 118 Dundee Ave, Chester, MD 21619
      118 Dundee Ave, Chester, MD 21619
      118 Dundee Ave, Chester, MD 21619
      /56

      Est $415,779 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,174 Sq Ft

      118 Dundee Ave, Chester, MD 21619

      118 Dundee Ave, Chester, MD 21619
  • 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
    • 2015 Stevens Dr, Chester, MD 21619
      2015 Stevens Dr, Chester, MD 21619
      2015 Stevens Dr, Chester, MD 21619
      /42

      Est $490,439 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,272 Sq Ft

      2015 Stevens Dr, Chester, MD 21619

      2015 Stevens Dr, Chester, MD 21619
  • 211 Switchgrass Way Unit 1523, Chester, MD 21619
    211 Switchgrass Way Unit 1523, Chester, MD 21619
    211 Switchgrass Way Unit 1523, Chester, MD 21619
    /88

    $534,900 Sold Sep 19, 2025

    211 Switchgrass Way Unit 1523, Chester, MD 21619

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

    Last Sold Summary

    • $282/SF
    • 16 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1523, Chester, MD 21619
    • 1808 Stevens Dr, Chester, MD 21619
      1808 Stevens Dr, Chester, MD 21619
      1808 Stevens Dr, Chester, MD 21619
      /30

      Est $379,899 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,412 Sq Ft

      1808 Stevens Dr, Chester, MD 21619

      1808 Stevens Dr, Chester, MD 21619
  • 208 Merganser Ct, Chester, MD 21619
    208 Merganser Ct, Chester, MD 21619
    208 Merganser Ct, Chester, MD 21619
    /8

    $290,000 Sold Apr 11, 2025

    208 Merganser Ct, Chester, MD 21619

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

    Last Sold Summary

    • $270/SF
    • 30 Days On Market

    Current Estimated Value $290,351

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

    208 Merganser Ct, Chester, MD 21619
    • 1500 Little Creek Rd, Chester, MD 21619
      1500 Little Creek Rd, Chester, MD 21619
      1500 Little Creek Rd, Chester, MD 21619
      /33

      Est $309,834 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,324 Sq Ft

      1500 Little Creek Rd, Chester, MD 21619

      1500 Little Creek Rd, Chester, MD 21619
  • 194 Sailcloth Way, Chester, MD 21619
    194 Sailcloth Way, Chester, MD 21619
    194 Sailcloth Way, Chester, MD 21619
    /61

    $790,000 Sold Aug 13, 2025

    194 Sailcloth Way, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,453 Sq Ft
    • Built 2021

    Last Sold Summary

    • $322/SF
    • 72 Days On Market

    Current Estimated Value $789,234

    Last Listing Agent Ross Hunsberger Coldwell Banker Realty

    194 Sailcloth Way, Chester, MD 21619
    • 1308 Saint Marys Rd, Chester, MD 21619
      1308 Saint Marys Rd, Chester, MD 21619
      1308 Saint Marys Rd, Chester, MD 21619
      /34

      Est $732,101 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,971 Sq Ft

      1308 Saint Marys Rd, Chester, MD 21619

      1308 Saint Marys Rd, Chester, MD 21619
  • 327 Cross Creek Ct, Chester, MD 21619
    327 Cross Creek Ct, Chester, MD 21619
    327 Cross Creek Ct, Chester, MD 21619
    /37

    $520,000 Sold Jun 24, 2025

    327 Cross Creek Ct, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,106 Sq Ft
    • Built 2001

    Last Sold Summary

    • $247/SF
    • 16 Days On Market

    Current Estimated Value $521,053

    Last Listing Agent Violeta Aguirre Long & Foster Real Estate, Inc.

    327 Cross Creek Ct, Chester, MD 21619
    • 1127 Little Creek Rd, Chester, MD 21619
      1127 Little Creek Rd, Chester, MD 21619
      1127 Little Creek Rd, Chester, MD 21619
      /7

      Est $297,296 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft

      1127 Little Creek Rd, Chester, MD 21619

      1127 Little Creek Rd, Chester, MD 21619
  • 121 Wheelhouse Way Unit 21, Chester, MD 21619
    121 Wheelhouse Way Unit 21, Chester, MD 21619
    121 Wheelhouse Way Unit 21, Chester, MD 21619
    /18

    $719,900 Sold Aug 20, 2025

    121 Wheelhouse Way Unit 21, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $277/SF
    • 31 Days On Market

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

    121 Wheelhouse Way Unit 21, Chester, MD 21619
    • 1624 Seward Rd, Chester, MD 21619
      1624 Seward Rd, Chester, MD 21619
      1624 Seward Rd, Chester, MD 21619
      /48

      Est $477,354 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft

      1624 Seward Rd, Chester, MD 21619

      1624 Seward Rd, Chester, MD 21619
  • 212 Switchgrass Way Unit 1632, Chester, MD 21619
    212 Switchgrass Way Unit 1632, Chester, MD 21619
    212 Switchgrass Way Unit 1632, Chester, MD 21619
    /48

    $684,900 Sold Apr 16, 2025

    212 Switchgrass Way Unit 1632, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2024

    Last Sold Summary

    • $360/SF
    • 15 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    212 Switchgrass Way Unit 1632, Chester, MD 21619
    • 121 Dundee Ave, Chester, MD 21619
      121 Dundee Ave, Chester, MD 21619
      121 Dundee Ave, Chester, MD 21619
      /47

      Est $504,206 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,604 Sq Ft

      121 Dundee Ave, Chester, MD 21619

      121 Dundee Ave, Chester, MD 21619
  • 416 Warbler Way, Chester, MD 21619
    416 Warbler Way, Chester, MD 21619
    416 Warbler Way, Chester, MD 21619
    /17

    $669,900 Sold Jul 23, 2025

    416 Warbler Way, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $336/SF
    • 4 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - 35' River Series

    416 Warbler Way, Chester, MD 21619
    • 1903 Chester Dr, Chester, MD 21619
      1903 Chester Dr, Chester, MD 21619
      1903 Chester Dr, Chester, MD 21619
      /33

      Est $398,796 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,470 Sq Ft

      1903 Chester Dr, Chester, MD 21619

      1903 Chester Dr, Chester, MD 21619
  • 1605 Midway Rd, Chester, MD 21619
    1605 Midway Rd, Chester, MD 21619
    1605 Midway Rd, Chester, MD 21619
    /4

    $795,000 Sold May 29, 2025

    1605 Midway Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,658 Sq Ft
    • Built 2018

    Last Sold Summary

    • $299/SF

    Current Estimated Value $788,282

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    1605 Midway Rd, Chester, MD 21619
    • 1818 Main St, Chester, MD 21619
      1818 Main St, Chester, MD 21619
      1818 Main St, Chester, MD 21619
      /48

      Est $427,858 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,400 Sq Ft

      1818 Main St, Chester, MD 21619

      1818 Main St, Chester, MD 21619
  • 211 Switchgrass Way Unit 1512, Chester, MD 21619
    211 Switchgrass Way Unit 1512, Chester, MD 21619
    211 Switchgrass Way Unit 1512, Chester, MD 21619
    /49

    $484,900 Sold Sep 05, 2025

    211 Switchgrass Way Unit 1512, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • $242/SF
    • 30 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1512, Chester, MD 21619
    • 1409 Queen Anne Dr, Chester, MD 21619
      1409 Queen Anne Dr, Chester, MD 21619
      1409 Queen Anne Dr, Chester, MD 21619
      /62

      Est $611,002 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,800 Sq Ft

      1409 Queen Anne Dr, Chester, MD 21619

      1409 Queen Anne Dr, Chester, MD 21619
  • 212 Switchgrass Way Unit 1624, Chester, MD 21619
    212 Switchgrass Way Unit 1624, Chester, MD 21619
    212 Switchgrass Way Unit 1624, Chester, MD 21619
    /76

    $664,900 Sold Apr 15, 2025

    212 Switchgrass Way Unit 1624, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2023

    Last Sold Summary

    • $256/SF
    • 64 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    212 Switchgrass Way Unit 1624, Chester, MD 21619
    • 1342 Calvert Rd, Chester, MD 21619
      1342 Calvert Rd, Chester, MD 21619
      1342 Calvert Rd, Chester, MD 21619
      /29

      Est $488,806 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,008 Sq Ft

      1342 Calvert Rd, Chester, MD 21619

      1342 Calvert Rd, Chester, MD 21619
  • 33 H Queen Anne Way, Chester, MD 21619
    33 H Queen Anne Way, Chester, MD 21619
    33 H Queen Anne Way, Chester, MD 21619
    /39

    $329,900 Sold May 14, 2025

    33 H Queen Anne Way, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,104 Sq Ft
    • Built 1983

    Last Sold Summary

    • $299/SF
    • 9 Days On Market

    Last Listing Agent Peter Ayerle Cummings & Co. Realtors

    33 H Queen Anne Way, Chester, MD 21619
    • 306 Dominion Ln, Chester, MD 21619
      306 Dominion Ln, Chester, MD 21619
      306 Dominion Ln, Chester, MD 21619
      /38

      Est $1,033,833 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,717 Sq Ft

      306 Dominion Ln, Chester, MD 21619

      306 Dominion Ln, Chester, MD 21619
  • 202 Evelyne St, Chester, MD 21619
    202 Evelyne St, Chester, MD 21619
    /2

    $715,000 Sold Oct 24, 2025

    202 Evelyne St, Chester, MD 21619

    • 4 Beds
    • 3.5 Baths
    • 2,503 Sq Ft
    • Built 2012

    Last Sold Summary

    • $286/SF

    Current Estimated Value $723,562

    Last Listing Agent Tara Trout Samson Properties

    202 Evelyne St, Chester, MD 21619
    • 1815 Stevens Dr, Chester, MD 21619
      1815 Stevens Dr, Chester, MD 21619
      1815 Stevens Dr, Chester, MD 21619
      /51

      Est $562,596 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,248 Sq Ft

      1815 Stevens Dr, Chester, MD 21619

      1815 Stevens Dr, Chester, MD 21619

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Maryland Queen Annes County Chester

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