5,163

Homes in ZIP Code 21619

Section Image Section Image
    • 121 Mcguckin St, Chester, MD 21619
      121 Mcguckin St, Chester, MD 21619
      121 Mcguckin St, Chester, MD 21619
      /37

      Est $754,399 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft

      121 Mcguckin St, Chester, MD 21619

      121 Mcguckin St, Chester, MD 21619
  • 0 Parks Rd, Chester, MD 21619
    0 Parks Rd, Chester, MD 21619
    0 Parks Rd, Chester, MD 21619
    /15

    $275,000

    • Land
    • 0.68 Acre
    • $404,412 per Acre

    0 Parks Rd, Chester, MD 21619

    Kent Island Waterfront on Cox Creek!! Public Sewer available, road frontage is 45ft. This is a flag lot with opening on the waterfront of 108 ft. This property does not have a pier, so please do not go on pier. This is the perfect lot to build your dream home. The natural environment has wildlife and waterfowl and as well as good fishing and crabbing. If you want a piece of the shore-life

    Linda Austin Long & Foster Real Estate, Inc.

    0 Parks Rd, Chester, MD 21619
  • 1905 Keister Dr, Chester, MD 21619
    1905 Keister Dr, 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

    Last Listing Agent Elaina Bellas VYBE Realty

    1905 Keister Dr, Chester, MD 21619
    • 42A Queen Catherine Ct, Chester, MD 21619
      42A Queen Catherine Ct, Chester, MD 21619
      42A Queen Catherine Ct, Chester, MD 21619
      /49

      Est $438,473 Not Listed For Sale

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

      42A Queen Catherine Ct, Chester, MD 21619

      42A Queen Catherine Ct, Chester, MD 21619
  • 131 Flycatcher Way Unit 36493320, Chester, MD 21619
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
    /33

    $494,990 New Construction

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

    Chester Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619

    Open floorplan with plenty of room for your family. Wonderful gourmet kitchen and formal dining area. Private home office for your personal space. Large great room off balcony with large windows to capture the day. Luxurious owner’s suite with spa bath and access to balcony. Large secondary bedroom with access to balcony. Pricing is inclusive of an average location premium.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
  • 1602 Calvert Rd, Chester, MD 21619
    1602 Calvert Rd, Chester, MD 21619
    1602 Calvert Rd, 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 $579,910

    Last Listing Agent Dina Baxter Rosendale Realty

    1602 Calvert Rd, Chester, MD 21619
    • 244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      /61

      Est $734,944 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft

      244 Bentons Pleasure Rd, Chester, MD 21619

      244 Bentons Pleasure Rd, Chester, MD 21619
  • 205 Anchor Ln, Chester, MD 21619
    205 Anchor Ln, Chester, MD 21619
    205 Anchor Ln, Chester, MD 21619
    /29

    $535,000

    • 6 Beds
    • 3 Baths
    • 3,500 Sq Ft

    205 Anchor Ln, Chester, MD 21619

    Price Improvement! Need more room? This expansive home is ready to welcome your whole family! With 6 bedrooms, 3 full bathrooms and an over-sized, 4-car garage, there's plenty of space for everyone to spread out and enjoy their own privacy. You'll be delighted by a mix of formal and casual living spaces, including a bright formal living room, a cozy lower-level family room, and a huge screened

    Darlene Winegardner RE/MAX Executive

    205 Anchor Ln, Chester, MD 21619
  • 121 John Gibson Dr, Chester, MD 21619
    121 John Gibson Dr, Chester, MD 21619
    121 John Gibson Dr, 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 $805,960

    Last Listing Agent Tara Trout Samson Properties

    121 John Gibson Dr, Chester, MD 21619
    • 915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      /46

      Est $471,124 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,100 Sq Ft

      915 Auckland Way, Chester, MD 21619

      915 Auckland Way, Chester, MD 21619
  • 132 Wheelhouse Way Unit 43, Chester, MD 21619
    132 Wheelhouse Way Unit 43, Chester, MD 21619
    132 Wheelhouse Way Unit 43, Chester, MD 21619
    /30

    $1,350,000 New Construction

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

    132 Wheelhouse Way Unit 43, Chester, MD 21619

    Stunning kitchen with wall oven & spacious central island. Dry bar in the dining area adds a stylish touch. Great room features an electric fireplace for cozy evenings. Sliding doors open to a private balcony off the great room. Owner’s suite with direct balcony access for fresh air. Dual vanities in the spa-inspired owner’s bath. Elegant double doors lead you to private home

    K. Hovnanian Homes Builder
    132 Wheelhouse Way Unit 43, Chester, MD 21619
  • 121 Wheelhouse Way Unit 11, Chester, MD 21619
    121 Wheelhouse Way Unit 11, Chester, MD 21619
    121 Wheelhouse Way Unit 11, 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
    • 306 Drake Tail Place, Chester, MD 21619
      306 Drake Tail Place, Chester, MD 21619
      306 Drake Tail Place, Chester, MD 21619
      /27

      Est $335,194 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,440 Sq Ft

      306 Drake Tail Place, Chester, MD 21619

      306 Drake Tail Place, Chester, MD 21619
  • 0 Harbor Dr, Chester, MD 21619
    0 Harbor Dr, Chester, MD 21619
    0 Harbor Dr, Chester, MD 21619
    /12

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    0 Harbor Dr, Chester, MD 21619

    New home being built! Act now and pick all your colors! Finished models can be seen! Call agent for details.

    DJ Dauses Coldwell Banker Waterman Realty

    0 Harbor Dr, Chester, MD 21619
  • 2 A Queen Victoria, Chester, MD 21619
    2 A Queen Victoria, Chester, MD 21619
    2 A Queen Victoria, Chester, MD 21619
    /53

    $367,500 Sold Mar 26, 2025

    2 A Queen Victoria, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,763 Sq Ft
    • Built 1984

    Last Sold Summary

    • $208/SF
    • 88 Days On Market

    Last Listing Agent Jackie Ball Daley Northrop Realty

    2 A Queen Victoria, Chester, MD 21619
    • 413 Merganser Ct, Chester, MD 21619
      413 Merganser Ct, Chester, MD 21619
      413 Merganser Ct, Chester, MD 21619
      /19

      Est $286,474 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,069 Sq Ft

      413 Merganser Ct, Chester, MD 21619

      413 Merganser Ct, Chester, MD 21619
  • 0 Newtown Rd, Chester, MD 21619
    0 Newtown Rd, Chester, MD 21619
    0 Newtown Rd, Chester, MD 21619
    /7

    $230,000

    • Land
    • 1.68 Acres
    • $136,905 per Acre

    0 Newtown Rd, Chester, MD 21619

    Looking for peace and serenity, look no further! You won't find a better opportunity on the eastern shore, total of 1.68 acres (per the tax record)! This acreage is a total of 2 tax ID numbers being sold as a package. Buyer to verify perc, well, engineering, specific lot lines and land survey. Seller will not.

    Rob Carter Douglas Realty, LLC

    0 Newtown Rd, Chester, MD 21619
  • 121 Wheelhouse Way Unit 32, Chester, MD 21619
    121 Wheelhouse Way Unit 32, Chester, MD 21619
    121 Wheelhouse Way Unit 32, Chester, MD 21619
    /26

    $679,900 Sold Sep 18, 2025

    121 Wheelhouse Way Unit 32, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $358/SF
    • 23 Days On Market

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

    121 Wheelhouse Way Unit 32, Chester, MD 21619
    • 30F Queen Mary Ct, Chester, MD 21619
      30F Queen Mary Ct, Chester, MD 21619
      30F Queen Mary Ct, Chester, MD 21619
      /47

      Est $353,697 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,440 Sq Ft

      30F Queen Mary Ct, Chester, MD 21619

      30F Queen Mary Ct, Chester, MD 21619
  • 112 Chessie Ct, Chester, MD 21619
    112 Chessie Ct, Chester, MD 21619
    112 Chessie Ct, Chester, MD 21619
    /37

    $519,900 Under Contract

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

    112 Chessie Ct, Chester, MD 21619

    Step inside and see this meticulously cared for home!This home features a first floor primary bedroom with an ensuite full bath.Just 5 minutes from the Chesapeake Bay Bridge and all the beaches, parks, boat ramps, and waterfront venues you love to visit...all within a few minutes drive.This single detached home has been thoughtfully improved throughout, with luxury vinyl plank floors,

    Carol Delayo Chaney Homes, LLC

    112 Chessie Ct, Chester, MD 21619
  • 9D Piney Narrows Rd, Chester, MD 21619
    9D Piney Narrows Rd, Chester, MD 21619
    9D Piney Narrows Rd, Chester, MD 21619
    /39

    $36,000 Sold Mar 31, 2025

    9D Piney Narrows Rd, Chester, MD 21619

    • 703 Sq Ft
    • Built 1981

    Last Sold Summary

    • $51/SF
    • 3 Days On Market

    Current Estimated Value $35,059

    Last Listing Agent Lisa Lynch Keller Williams Realty

    9D Piney Narrows Rd, Chester, MD 21619
    • 28J Queen Mary Ct, Chester, MD 21619
      28J Queen Mary Ct, Chester, MD 21619
      28J Queen Mary Ct, Chester, MD 21619
      /85

      Est $388,477 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,660 Sq Ft

      28J Queen Mary Ct, Chester, MD 21619

      28J Queen Mary Ct, Chester, MD 21619
  • 5H Piney Narrows Rd, Chester, MD 21619
    5H Piney Narrows Rd, Chester, MD 21619
    5H Piney Narrows Rd, Chester, MD 21619
    /32

    $49,000

    • 960 Sq Ft

    5H Piney Narrows Rd, Chester, MD 21619

    Don't miss this opportunity to own this boat slip at Piney Narrows Yacht Haven! One of the most desirable locations at this marina. Slip H-5 is a covered 60' with a 16' beam. It has a finger pier access and 2-50 amps service. The Narrows is just minutes to Eastern Bay south or north to the Chesapeake Bay. Fishing these waters is like no other. Numerous species of fish, crabs and marine life exist

    Lisa Lynch Keller Williams Realty

    5H Piney Narrows Rd, Chester, MD 21619
  • 115 Watermans Cove Ln, Chester, MD 21619
    115 Watermans Cove Ln, Chester, MD 21619
    115 Watermans Cove Ln, Chester, MD 21619
    /13

    $516,000 Sold Mar 14, 2025

    115 Watermans Cove Ln, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 2019

    Last Sold Summary

    • $336/SF
    • 3 Days On Market

    Current Estimated Value $501,236

    Last Listing Agent Kevin Waterman Coldwell Banker Waterman Realty

    115 Watermans Cove Ln, Chester, MD 21619
    • 5002 Bridgepointe Dr, Chester, MD 21619
      5002 Bridgepointe Dr, Chester, MD 21619
      5002 Bridgepointe Dr, Chester, MD 21619
      /48

      Est $349,055 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,302 Sq Ft

      5002 Bridgepointe Dr, Chester, MD 21619

      5002 Bridgepointe Dr, Chester, MD 21619
  • 1405 Little Creek Rd, Chester, MD 21619
    1405 Little Creek Rd, Chester, MD 21619
    /2

    $19,500

    • 2 Beds
    • 1 Bath
    • 764 Sq Ft

    1405 Little Creek Rd, Chester, MD 21619

    This property, situated on a 0.17-acre lot, offers a blank canvas for your vision. Located in Queen Anne's County, the existing structure presents endless possibilities for the right buyer. Take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details.Please note that

    Dustin Parker The Parker Group

    1405 Little Creek Rd, Chester, MD 21619
  • 1033 Dundee Ct Unit 5, Chester, MD 21619
    1033 Dundee Ct Unit 5, Chester, MD 21619
    1033 Dundee Ct Unit 5, Chester, MD 21619
    /63

    $365,000 Sold Oct 20, 2025

    1033 Dundee Ct Unit 5, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,360 Sq Ft
    • Built 2003

    Last Sold Summary

    • $268/SF
    • 14 Days On Market

    Current Estimated Value $361,077

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    1033 Dundee Ct Unit 5, Chester, MD 21619
    • 47A Queen Anne Way, Chester, MD 21619
      47A Queen Anne Way, Chester, MD 21619
      47A Queen Anne Way, Chester, MD 21619
      /78

      Est $525,212 Not Listed For Sale

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

      47A Queen Anne Way, Chester, MD 21619

      47A Queen Anne Way, Chester, MD 21619
  • 176 Flagstaff Way Unit 2424, Chester, MD 21619
    176 Flagstaff Way Unit 2424, Chester, MD 21619
    176 Flagstaff Way Unit 2424, Chester, MD 21619
    /59

    $935,990 Pending

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

    176 Flagstaff Way Unit 2424, Chester, MD 21619

    The Severn, located on Lot 2424, is scheduled for a August 2026 settlement and offers a well-designed layout with 3 bedrooms, 2.5 baths, and a 1-car garage—perfect for low-maintenance living without sacrificing style. This home features a welcoming electric fireplace, a convenient dry bar for entertaining, and a dedicated storage room to keep everything organized. The kitchen is thoughtfully

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2424, Chester, MD 21619
  • 122 Dundee Ave, Chester, MD 21619
    122 Dundee Ave, Chester, MD 21619
    122 Dundee Ave, Chester, MD 21619
    /54

    $449,900 Sold May 28, 2025

    122 Dundee Ave, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,706 Sq Ft
    • Built 2013

    Last Sold Summary

    • $264/SF
    • 39 Days On Market

    Current Estimated Value $443,333

    Last Listing Agent Sandy Patterson Taylor Properties

    122 Dundee Ave, Chester, MD 21619
    • 314 Merganser Ct, Chester, MD 21619
      314 Merganser Ct, Chester, MD 21619
      314 Merganser Ct, Chester, MD 21619
      /24

      Est $289,345 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,069 Sq Ft

      314 Merganser Ct, Chester, MD 21619

      314 Merganser Ct, Chester, MD 21619
  • 630 Warbler Way Unit 2223, Chester, MD 21619
    630 Warbler Way Unit 2223, Chester, MD 21619
    630 Warbler Way Unit 2223, Chester, MD 21619
    /48

    $574,900 Pending

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

    630 Warbler Way Unit 2223, Chester, MD 21619

    Introducing the Chester Lot 2223, projected to settle in May 2026. This beautiful home offers 2 bedrooms, 2.5 baths, and a 1-car garage. Interior highlights include a dry bar, electric fireplace, and a dedicated home office with lited French doors. The kitchen features a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, tile backsplash, and Quartz countertops, creating

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2223, Chester, MD 21619
  • 242 Peregrine Dr, Chester, MD 21619
    242 Peregrine Dr, Chester, MD 21619
    242 Peregrine Dr, Chester, MD 21619
    /36

    $705,000 Sold Sep 23, 2025

    242 Peregrine Dr, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft
    • Built 2024

    Last Sold Summary

    • $224/SF
    • 111 Days On Market

    Last Listing Agent Pamela Owens Anchor Group Realty, LLC

    242 Peregrine Dr, Chester, MD 21619
    • 7003 Bridgepointe Dr, Chester, MD 21619
      7003 Bridgepointe Dr, Chester, MD 21619
      7003 Bridgepointe Dr, Chester, MD 21619
      /39

      Est $351,345 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,302 Sq Ft

      7003 Bridgepointe Dr, Chester, MD 21619

      7003 Bridgepointe Dr, Chester, MD 21619
  • 630 Warbler Way Unit 2222, Chester, MD 21619
    630 Warbler Way Unit 2222, Chester, MD 21619
    630 Warbler Way Unit 2222, Chester, MD 21619
    /48

    $574,900 Pending

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

    630 Warbler Way Unit 2222, Chester, MD 21619

    Chester|| Available May 2026 This home offers 2 bedrooms, 2.5 baths, and a 1-car garage. Standout features include a dry bar, an electric fireplace, and a dedicated home office with lited French doors. The kitchen is thoughtfully designed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, and a tile backsplash, all accented by quartz countertops. The flooring

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2222, Chester, MD 21619
  • 2921 Cox Neck Rd E, Chester, MD 21619
    2921 Cox Neck Rd E, Chester, MD 21619
    2921 Cox Neck Rd E, Chester, MD 21619
    /66

    $1,700,000 Sold Jul 11, 2025

    2921 Cox Neck Rd E, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,824 Sq Ft
    • Built 1992

    Last Sold Summary

    • $602/SF
    • 2 Days On Market

    Current Estimated Value $1,685,763

    Last Listing Agent Lynn Tuozzo Berkshire Hathaway HomeServices PenFed Realty

    2921 Cox Neck Rd E, Chester, MD 21619
    • 500 Dominion Rd, Chester, MD 21619
      500 Dominion Rd, Chester, MD 21619
      500 Dominion Rd, Chester, MD 21619
      /22

      Est $376,619 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      500 Dominion Rd, Chester, MD 21619

      500 Dominion Rd, Chester, MD 21619
  • 630 Warbler Way Unit 2232, Chester, MD 21619
    630 Warbler Way Unit 2232, Chester, MD 21619
    630 Warbler Way Unit 2232, Chester, MD 21619
    /48

    $644,990 Pending

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

    630 Warbler Way Unit 2232, Chester, MD 21619

    The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2232, Chester, MD 21619
  • 1839 Harbor Dr, Chester, MD 21619
    1839 Harbor Dr, Chester, MD 21619
    1839 Harbor Dr, Chester, MD 21619
    /23

    $350,000 Sold Feb 06, 2026

    1839 Harbor Dr, Chester, MD 21619

    • 4 Beds
    • 2 Baths
    • 2,035 Sq Ft
    • Built 1975

    Last Sold Summary

    • $172/SF
    • 119 Days On Market

    Last Listing Agent Greg Koch Taylor Properties

    1839 Harbor Dr, Chester, MD 21619
    • 1303 Saint Marys Rd, Chester, MD 21619
      1303 Saint Marys Rd, Chester, MD 21619
      1303 Saint Marys Rd, Chester, MD 21619
      /43

      Est $517,836 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,970 Sq Ft

      1303 Saint Marys Rd, Chester, MD 21619

      1303 Saint Marys Rd, Chester, MD 21619

Showing Results 121 - 160, Page 4 of 18

Maryland Queen Annes County Chester 21619

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