227

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 $491,854

    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 $1,017,997

    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 $436,549

    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
  • /30

    $465,000 Sold Jun 10, 2025

    1713 Bayside Dr, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 1,980 Sq Ft
    • Built 1972

    Last Sold Summary

    • $235/SF
    • 42 Days On Market

    Current Estimated Value $481,043

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    1713 Bayside Dr, 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 K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series

    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 K. Hovnanian’s® Four Seasons at Kent Island - Luxury 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 $658,078

    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 $515,235

    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 $487,211

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

    132 Wheelhouse Way Unit 43, 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 K. Hovnanian’s® Four Seasons at Kent Island - Luxury 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 $309,508

    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 $661,886

    Last Listing Agent Andy Schweigman Douglas Realty, LLC

    204 Skipper Ln, 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 K. Hovnanian’s® Four Seasons at Kent Island - Luxury 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 K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 33, Chester, MD 21619
  • /63

    $568,900 Sold May 20, 2025

    212 Switchgrass Way Unit 1623, Chester, MD 21619

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

    Last Sold Summary

    • $299/SF
    • 214 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    212 Switchgrass Way Unit 1623, 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 $385,159

    Last Listing Agent James Real Estate Group EXP Realty, LLC

    204 Dominion Ln, 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 $802,191

    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 $912,499

    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 $518,722

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

    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 K. Hovnanian’s® Four Seasons at Kent Island - Luxury 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 $475,156

    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 $292,936

    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 $1,120,145

    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 $928,367

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

    110 Boatswain Way Unit 34, Chester, MD 21619
  • /55

    $565,000 Sold May 19, 2025

    1602 Calvert Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 1978

    Last Sold Summary

    • $259/SF
    • 120 Days On Market

    Current Estimated Value $584,193

    Last Listing Agent Dina Baxter Rosendale Realty

    1602 Calvert Rd, 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 $825,267

    Last Listing Agent Tara Trout Samson Properties

    121 John Gibson Dr, Chester, MD 21619
  • /10

    $539,900 Sold Sep 08, 2025

    121 Wheelhouse Way Unit 11, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $270/SF
    • 40 Days On Market

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

    121 Wheelhouse Way Unit 11, 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 $668,415.
What is the average time to sell a house in Chester, MD?
The houses for sale in Chester, MD spend an average of 251 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?
215 homes have sold in Chester, MD over the last 12 months.

Home Trends in Chester, MD

Housing Trends

Median Sale Price
$640,000
Median Single Family Sale Price
$699,209
Median Townhouse Sale Price
$375,000
Median 2 Bedroom Sale Price
$557,000
Median 1 Bedroom Sale Price
$294,500
Average Price Per Sq Ft
$301
Number of Homes for Sale
75
Last 12 months Home Sales
215
Months of Supply
4.20
Median List Price
$666,208
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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