5,221

Homes in ZIP Code 21619

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    • /67

      Not Listed For Sale

      53C Queen Caroline Ct Unit C, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 1998
      53C Queen Caroline Ct Unit C, Chester, MD 21619

      Last Sold Summary

      • 52 Days On Market

  • /46

    $599,900

    • 3 Beds
    • 3.5 Baths
    • 2,076 Sq Ft

    1012 Auckland Way, Chester, MD 21619

    Experience the best of Kent Island waterfront living in this beautifully appointed home located in the sought-after Bayside community of Chester. Designed for both everyday comfort and effortless entertaining, this residence features an open-concept floor plan with abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen serves as the heart of the home,

    Jerrise Spencer Redfin Corp

    1012 Auckland Way, 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
    • /81

      Est $823,233

      Not Listed For Sale

      136 Evelyne St, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,771 Sq Ft
      • Built 2014
      136 Evelyne St, Chester, MD 21619

      Last Sold Summary

      • 102 Days On Market

  • /27

    $858,990

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    Franklin Plan at Four Seasons at Kent Island - Single Family, Chester, MD 21619

    Formal dining room off foyer for entertaining guests. Stylish kitchen with plenty of cabinet space and large island. Open and airy great room with slider to covered patio. Luxurious primary suite with triple windows. Private primary bath with optional freestanding tub. Convenient 2-car garage with storage space.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36451844, 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
    • /79

      Est $865,403

      Not Listed For Sale

      316 Macum Creek Dr, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,901 Sq Ft
      • Built 2015
      316 Macum Creek Dr, Chester, MD 21619

      Last Sold Summary

      • 38 Days On Market

  • /12

    $886,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    Mykonos Plan at Four Seasons at Kent Island - Single Family, Chester, MD 21619

    Private home office off foyer for working from home. Formal dining room off foyer for entertaining guests. Open and airy floorplan with spacious great room. Striking kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36477689, 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
    • /46

      Est $633,009

      Not Listed For Sale

      163 Claiborne St, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,824 Sq Ft
      • Built 2012
      163 Claiborne St, Chester, MD 21619

      Last Sold Summary

      • 3 Days On Market

  • /15

    $275,000

    $25K PRICE DROP
    • Land
    • 29,620 Sq Ft
    • $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 this is

    Linda Austin Long & Foster Real Estate, Inc.

    0 Parks Rd, 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
    • /60

      Est $590,530

      Not Listed For Sale

      215 John Gibson Dr, Chester, MD 21619

      • 3 Beds
      • 4 Baths
      • 2,240 Sq Ft
      • Built 2011
      215 John Gibson Dr, Chester, MD 21619

      Last Sold Summary

      • 25 Days On Market

  • /48

    $425,500

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

    807 Auckland Way, Chester, MD 21619

    Exceptional value for this renovated 3-bedroom, 3.5-bath end-unit townhome in the premier Bayside waterfront community. Comparable properties in this Chester River community have recently sold for much more, making this an outstanding opportunity for buyers seeking turnkey condition with over $50,000 in premium upgrades.Welcome to Bayside living at its finest. This meticulously maintained

    David Moore Real Broker, LLC

    807 Auckland Way, 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
    • /70

      Est $746,970

      Not Listed For Sale

      147 Carriage Heath, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 2015
      147 Carriage Heath, Chester, MD 21619

      Last Sold Summary

      • 20 Days On Market

  • /13

    $629,990

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    102 Boatswain Way Unit 11, Chester, MD 21619

    Open home office just off the main living space.Gourmet kitchen with central island for everyday cooking & gathering.Dining area with dry bar for easy entertaining.Electric fireplace adds warmth to the great room.Patio connects seamlessly to the great room & owner’s suite.Owner’s suite with dual closets for added storage.Owner’s bath with dual sinks & glass shower

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 11, 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
    • /20

      Not Listed For Sale

      2629 Cecil Dr, Chester, MD 21619

      2629 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 114 Days On Market

  • /46

    $374,900

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

    5011 Bridgepointe Dr, Chester, MD 21619

    Nestled in the heart of Kent Island, this charming 3 Bedroom, 2 Full Bathroom townhome with Bonus Room, offers the perfect blend of comfort, convenience, and peaceful surroundings. Located in the desirable Bridgepointe community, this home features major updates including a newer roof, HVAC system, and water heater providing peace of mind for years to come. Enjoy a private backyard setting that

    Nick Waldner Keller Williams Realty Centre

    5011 Bridgepointe Dr, 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
    • /56

      Not Listed For Sale

      212 Switchgrass Way Unit 1641, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1641, Chester, MD 21619

      Last Sold Summary

      • 1 Day On Market

  • /23

    $455,000

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,486 Sq Ft

    1872 Harbor Dr, Chester, MD 21619

    Harbor View Community | Corner Lot | Renovated Rancher with Room to GrowIf you’ve been searching for a home where the work is already done and you can move in without worrying about repairs or updates, this one deserves your attention. This fully renovated home in Harbor View offers exactly what so many first-time buyers are looking for—low maintenance living now, with room to grow later. One

    Joelle Dolch Cross Street Realtors LLC

    1872 Harbor Dr, 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
    • /33

      Not Listed For Sale

      24 C Queen Elizabeth Ct, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,760 Sq Ft
      • Built 1985
      24 C Queen Elizabeth Ct, Chester, MD 21619

      Last Sold Summary

      • 13 Days On Market

  • /63

    $599,990

    New Construction $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    102 Warbler Way Unit 2912, Chester, MD 21619

    Welcome to the Magothy, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office

    Mary Anne Kowalewski KOVO Realty

    102 Warbler Way Unit 2912, 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
    • /39

      Not Listed For Sale

      33 H Queen Anne Way, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,104 Sq Ft
      • Built 1983
      33 H Queen Anne Way, Chester, MD 21619

      Last Sold Summary

      • 9 Days On Market

  • /33

    $504,990

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

    Chester Plan at Four Seasons at Kent Island 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
  • /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
    • /47

      Not Listed For Sale

      3 Queen Victoria Way, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1985
      3 Queen Victoria Way, Chester, MD 21619

      Last Sold Summary

      • 32 Days On Market

  • /39

    $380,000

    • 2 Beds
    • 2 Baths
    • 1,804 Sq Ft

    2008 Bridgepointe Dr, Chester, MD 21619

    Welcome to this gorgeous end unit townhouse offering low-maintenance living in a highly convenient Kent Island location. Thoughtfully designed with both comfort and flexibility in mind, this home features 2 spacious bedrooms and 2 full bathrooms, along with a versatile converted garage space that can easily function as a 3rd bedroom, home office, den or be returned to a traditional garage. The

    Crystal Smith RE/MAX Executive

    2008 Bridgepointe Dr, 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
    • /38

      Not Listed For Sale

      200 Harrier Way Unit 44, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • Built 2023
      200 Harrier Way Unit 44, Chester, MD 21619

      Last Sold Summary

      • 23 Days On Market

  • /78

    $1,250,000

    • 4 Beds
    • 4.5 Baths
    • 4,413 Sq Ft

    2855 Cox Neck Rd, Chester, MD 21619

    Located in the prestigious Southwind community, a penisula between Crab Alley Bay & Cox Creek, this elegant contemporary ranch-style home offers an unparalleled lifestyle of luxury and comfort. Spanning over 4,400 sq. ft. of finished space, the interior boasts elegant marble flooring, complemented by crown moldings and built-ins that enhance its sophisticated charm. The gourmet kitchen, featuring

    Tricia Wilson Wilson Realty & Staging LLC

    2855 Cox Neck Rd, 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
    • /51

      Not Listed For Sale

      148 Nighthawk Dr, Stevensville, MD 21666

      • 3 Beds
      • 3 Baths
      • 2,772 Sq Ft
      • Built 2024
      148 Nighthawk Dr, Stevensville, MD 21666

      Last Sold Summary

      • 5 Days On Market

  • /32

    $749,990

    New Construction $110K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 42, Chester, MD 21619

    Gourmet kitchen with designer cabinetry & vast center island.Inviting great room featuring a cozy electric fireplace.Dry bar creates a polished space for serving & entertaining.Peaceful owner's suite with stylish tray ceiling & private bath.Home office with double doors offers a quiet, flexible workspace.Balcony extends the living space outdoors for relaxing or unwinding.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 42, Chester, MD 21619
  • /2

    $338,000

    Sold Jun 18, 2026

    34 Queen Anne Way Unit F, Chester, MD 21619

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

    Last Sold Summary

    • 3% Below List Price
    • $467/SF
    • 52 Days On Market

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    34 Queen Anne Way Unit F, Chester, MD 21619
    • /36

      Not Listed For Sale

      26C Piney Narrows Rd, Chester, MD 21619

      • 611 Sq Ft
      • Built 1981
      26C Piney Narrows Rd, Chester, MD 21619

      Last Sold Summary

      • 32 Days On Market

Showing Results 41 - 80, Page 2 of 18

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