237

Recently Sold Chester, MD Homes

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  • /53

    $475,000

    Sold Sep 29, 2025

    203 Barren Ridge Rd, Chester, MD 21619

    • 3 Beds
    • 1.5 Baths
    • 2,072 Sq Ft
    • Built 1988

    Last Sold Summary

    • $229/SF
    • 38 Days On Market

    Current Estimated Value $514,460

    Last Listing Agent Beth Bearinger Keller Williams Gateway LLC

    203 Barren Ridge Rd, Chester, MD 21619
  • /43

    $1,025,000

    Sold Nov 26, 2025

    318 Old Point Rd, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,656 Sq Ft
    • Built 2024

    Last Sold Summary

    • $619/SF
    • 6 Days On Market

    Current Estimated Value $1,053,301

    Last Listing Agent Annie Eaton Coldwell Banker Realty

    318 Old Point Rd, Chester, MD 21619
  • /2

    $430,000

    Sold Jan 23, 2026

    1407 Calvert Rd, Chester, MD 21619

    • 3 Beds
    • 1.5 Baths
    • 1,693 Sq Ft
    • Built 1966

    Last Sold Summary

    • $254/SF
    • 2 Days On Market

    Current Estimated Value $440,959

    Last Listing Agent Dina Baxter Rosendale Realty

    1407 Calvert Rd, Chester, MD 21619
  • /88

    $624,900

    Sold Sep 19, 2025

    211 Switchgrass Way Unit 1524, Chester, MD 21619

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

    Last Sold Summary

    • $240/SF
    • 147 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1524, Chester, MD 21619
  • /8

    $849,990

    Sold Dec 10, 2025

    117 Redstart Dr, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $423/SF
    • 7 Days On Market

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

    117 Redstart Dr, Chester, MD 21619
  • /18

    $949,990

    Sold Apr 22, 2026

    110 Boatswain Way Unit 41, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 9% Below List Price
    • $365/SF
    • 35 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    110 Boatswain Way Unit 41, Chester, MD 21619
  • /40

    $640,000

    Sold Jan 05, 2026

    132 Claiborne St, Chester, MD 21619

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 2011

    Last Sold Summary

    • $267/SF
    • 20 Days On Market

    Current Estimated Value $674,256

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    132 Claiborne St, Chester, MD 21619
  • /40

    $540,656

    Sold Sep 19, 2025

    112 Harbour Sound Dr, Chester, MD 21619

    • 2 Beds
    • 3.5 Baths
    • 2,131 Sq Ft
    • Built 1989

    Last Sold Summary

    • $254/SF
    • 86 Days On Market

    Current Estimated Value $573,533

    Last Listing Agent Carlos Larraz Annapolis Properties LLC

    112 Harbour Sound Dr, Chester, MD 21619
  • /77

    $488,000

    Sold Apr 17, 2026

    1337 Queen Anne Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $229/SF
    • 15 Days On Market

    Current Estimated Value $489,589

    Last Listing Agent Caitlin Prossner Long & Foster Real Estate, Inc.

    1337 Queen Anne Dr, Chester, MD 21619
  • /60

    $339,900

    Sold Jan 14, 2026

    30 C Queen Mary Ct, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1999

    Last Sold Summary

    • $236/SF
    • 81 Days On Market

    Last Listing Agent Dori Savani Douglas Realty, LLC

    30 C Queen Mary Ct, Chester, MD 21619
  • /30

    $1,350,000

    Sold Feb 24, 2026

    132 Wheelhouse Way Unit 43, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $711/SF
    • 9,551 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    132 Wheelhouse Way Unit 43, Chester, MD 21619
  • /41

    $685,000

    Sold May 11, 2026

    1700 Saint Marys Rd, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,898 Sq Ft
    • Built 1977

    Last Sold Summary

    • 1% Above List Price
    • $361/SF
    • 5 Days On Market

    Current Estimated Value $679,371

    Last Listing Agent Dee Dee McCracken Coldwell Banker Realty

    1700 Saint Marys Rd, Chester, MD 21619
  • /10

    $541,900

    Sold Jul 28, 2025

    121 Wheelhouse Way Unit 12, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $271/SF
    • 8 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    121 Wheelhouse Way Unit 12, Chester, MD 21619
  • /24

    $224,000

    Sold Sep 04, 2025

    2653 Cox Neck Rd, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1975

    Last Sold Summary

    • 52% Below List Price
    • $144/SF
    • 94 Days On Market

    Current Estimated Value $315,884

    Last Listing Agent BJ Kilby Eastern Shore Real Estate, LLC

    2653 Cox Neck Rd, Chester, MD 21619
  • /106

    $630,000

    Sold Oct 30, 2025

    204 Skipper Ln, Chester, MD 21619

    • 6 Beds
    • 3 Baths
    • 3,760 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $168/SF
    • 40 Days On Market

    Current Estimated Value $684,754

    Last Listing Agent Andy Schweigman Douglas Realty, LLC

    204 Skipper Ln, Chester, MD 21619
  • /71

    $965,000

    Sold May 07, 2026

    102 Carriage Heath, Chester, MD 21619

    • 4 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Above List Price
    • $328/SF
    • 1 Day On Market

    Current Estimated Value $959,408

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    102 Carriage Heath, Chester, MD 21619
  • /28

    $764,419

    Sold Jun 20, 2025

    110 Hopkins Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • $294/SF
    • 123 Days On Market

    Last Listing Agent George Bailey Keller Williams Flagship

    110 Hopkins Rd, Chester, MD 21619
  • /17

    $814,900

    Sold Jul 23, 2025

    201 Switchgrass Way Unit 34, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $313/SF
    • 4 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    201 Switchgrass Way Unit 34, Chester, MD 21619
  • /30

    $644,990

    Sold Jan 13, 2026

    630 Warbler Way Unit 33, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $339/SF
    • 39 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    630 Warbler Way Unit 33, Chester, MD 21619
  • /55

    $500,900

    Sold Sep 05, 2025

    211 Switchgrass Way Unit 1511, Chester, MD 21619

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

    Last Sold Summary

    • $250/SF
    • 12 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1511, Chester, MD 21619
  • /38

    $370,000

    Sold Oct 03, 2025

    204 Dominion Ln, Chester, MD 21619

    • 4 Beds
    • 1 Bath
    • 1,492 Sq Ft
    • Built 1965

    Last Sold Summary

    • $248/SF
    • 13 Days On Market

    Current Estimated Value $396,662

    Last Listing Agent James Real Estate Group EXP Realty, LLC

    204 Dominion Ln, Chester, MD 21619
  • /30

    $689,990

    Sold Jun 03, 2026

    110 Boatswain Way Unit 32, Chester, MD 21619

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

    Move in Ready Sold Summary

    • 13% Below List Price
    • $363/SF
    • 22 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    110 Boatswain Way Unit 32, Chester, MD 21619
  • /124

    $784,400

    Sold Nov 24, 2025

    129 Kirwans Landing Ln, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,630 Sq Ft
    • Built 1988

    Last Sold Summary

    • $298/SF
    • 23 Days On Market

    Current Estimated Value $828,347

    Last Listing Agent Noah Mumaw Monument Sotheby's International Realty

    129 Kirwans Landing Ln, Chester, MD 21619
  • /55

    $649,900

    Sold Jul 15, 2025

    218 Switchgrass Way Unit 1711, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Built 2024

    Last Sold Summary

    • $324/SF
    • 8 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1711, Chester, MD 21619
  • /71

    $895,000

    Sold Feb 26, 2026

    115 Cedar Rd, Chester, MD 21619

    • 5 Beds
    • 4 Baths
    • 4,275 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $209/SF
    • 11 Days On Market

    Current Estimated Value $926,091

    Last Listing Agent Kathleen Higginbotham Samson Properties

    115 Cedar Rd, Chester, MD 21619
  • /58

    $659,900

    Sold Feb 20, 2026

    121 Wheelhouse Way Unit 2132, Chester, MD 21619

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

    Last Sold Summary

    • 3% Below List Price
    • $347/SF
    • 26 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2132, Chester, MD 21619
  • /37

    $510,000

    Sold Mar 27, 2026

    112 Chessie Ct, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft
    • Built 2000

    Last Sold Summary

    • $247/SF
    • 85 Days On Market

    Current Estimated Value $506,501

    Last Listing Agent Carol Delayo Chaney Homes, LLC

    112 Chessie Ct, Chester, MD 21619
  • /58

    $669,900

    Sold Nov 17, 2025

    201 Switchgrass Way Unit 1433, Chester, MD 21619

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

    Last Sold Summary

    • $353/SF
    • 26 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    201 Switchgrass Way Unit 1433, Chester, MD 21619
  • /86

    $545,000

    Sold Sep 04, 2025

    24 D Queen Elizabeth Ct, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1985

    Last Sold Summary

    • $324/SF
    • 36 Days On Market

    Last Listing Agent The Williams Home Team Douglas Realty, LLC

    24 D Queen Elizabeth Ct, Chester, MD 21619
  • /24

    $320,000

    Sold Jul 30, 2025

    34B Queen Anne Way Unit B, Chester, MD 21619

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 1983

    Last Sold Summary

    • $400/SF
    • 79 Days On Market

    Last Listing Agent Mary Stevens Long & Foster Real Estate, Inc.

    34B Queen Anne Way Unit B, Chester, MD 21619
  • /35

    $519,900

    Sold May 21, 2026

    1921 Harbor Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2026

    Last Sold Summary

    • $260/SF
    • 3 Days On Market

    Current Estimated Value $405,000

    Last Listing Agent DJ Dauses Coldwell Banker Waterman Realty

    1921 Harbor Dr, Chester, MD 21619
  • /87

    $989,000

    Sold Aug 18, 2025

    132 Wheelhouse Way Unit 21, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2023

    Last Sold Summary

    • $380/SF
    • 27 Days On Market

    Last Listing Agent Kathleen Higginbotham Samson Properties

    132 Wheelhouse Way Unit 21, Chester, MD 21619
  • /22

    $699,900

    Sold Aug 28, 2025

    509 Warbler Way, Chester, MD 21666

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

    Move in Ready Sold Summary

    • $351/SF
    • 5 Days On Market

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

    509 Warbler Way, Chester, MD 21666
  • /19

    $739,900

    Sold Jul 24, 2025

    211 Switchgrass Way Unit 31, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $284/SF
    • 5 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    211 Switchgrass Way Unit 31, Chester, MD 21619
  • /2

    $475,000

    Sold Aug 08, 2025

    1017 Dominion Rd, Chester, MD 21619

    • 3 Beds
    • 1 Bath
    • 1,428 Sq Ft
    • Built 1952

    Last Sold Summary

    • $333/SF
    • 14 Days On Market

    Current Estimated Value $471,772

    Last Listing Agent Lisa Lynch Keller Williams Realty

    1017 Dominion Rd, Chester, MD 21619
  • /2

    $205,000

    Sold Dec 26, 2025

    1905 Keister Dr, Chester, MD 21619

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • Built 1968

    Last Sold Summary

    • $128/SF

    Current Estimated Value $307,035

    Last Listing Agent Elaina Bellas LPT Realty, LLC

    1905 Keister Dr, Chester, MD 21619
  • /50

    $915,000

    Sold Apr 10, 2026

    635 Dominion Rd, Chester, MD 21619

    • 3 Beds
    • 5 Baths
    • 2,818 Sq Ft
    • Built 2011

    Last Sold Summary

    • $325/SF
    • 27 Days On Market

    Current Estimated Value $920,932

    Last Listing Agent Constance Golihew Coldwell Banker Realty

    635 Dominion Rd, Chester, MD 21619
  • /41

    $853,000

    Sold Mar 10, 2026

    162 Kirwans Landing Ln, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft
    • Built 1988

    Last Sold Summary

    • $355/SF
    • 104 Days On Market

    Current Estimated Value $848,371

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    162 Kirwans Landing Ln, Chester, MD 21619
  • /19

    $949,990

    Sold Mar 02, 2026

    110 Boatswain Way Unit 34, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 3% Below List Price
    • $365/SF
    • 11 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    110 Boatswain Way Unit 34, Chester, MD 21619
  • /50

    $812,500

    Sold Sep 15, 2025

    121 John Gibson Dr, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,760 Sq Ft
    • Built 2010

    Last Sold Summary

    • $294/SF
    • 7 Days On Market

    Current Estimated Value $845,578

    Last Listing Agent Tara Trout Samson Properties

    121 John Gibson Dr, Chester, MD 21619

Showing Results 1 - 40, Page 1 of 6

Frequently Asked Questions

What is the average home price in Chester, MD?
Homes for sale in Chester, MD have an average home price of $677,855.
What is the average time to sell a house in Chester, MD?
The houses for sale in Chester, MD spend an average of 292 days on the market.
What is the number of active homes for sale in Chester, MD?
There are 75 active homes for sale in Chester, MD.
How many homes have sold over the last 12 months in Chester, MD?
228 homes have sold in Chester, MD over the last 12 months.

Home Prices in Chester, MD

Home Price Trends

Median Sale Price
$652,450
Median Single Family Sale Price
$700,000
Median Townhouse Sale Price
$374,900
Median 2 Bedroom Sale Price
$599,900
Median 1 Bedroom Sale Price
$269,000
Average Price Per Sq Ft
$300
Number of Homes for Sale
75
Last 12 months Home Sales
228
Months of Supply
3.90
Median List Price
$679,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
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