5,127

Homes in ZIP Code 21619

Section Image Section Image
    • 244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      /61

      Est $730,861 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
  • 170 Harrier Way Unit 22, Chester, MD 21619
    170 Harrier Way Unit 22, Chester, MD 21619
    170 Harrier Way Unit 22, Chester, MD 21619
    /79

    $499,000

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

    170 Harrier Way Unit 22, Chester, MD 21619

    Leaves are falling—and so is the price of this stunning condo in the fun, vibrant, and highly sought-after Four Seasons at Kent Island community. Act fast! This is the most breathtaking time of year to make this home yours. As the trees shift from summer green to the rich colors of fall, Mother Nature puts on her finest show. And once the leaves drop, the Chester River opens up before you—right

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    170 Harrier Way Unit 22, 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

    • 1,900 Sq Ft
    • $358/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    121 Wheelhouse Way Unit 32, Chester, MD 21619

    Gourmet kitchen with central island for prep & dining.Home office with double doors adds privacy & style.Dining area enhanced by a convenient dry bar.Great room centered around an electric fireplace.Balcony extends living space off the great room.Owner’s suite with private balcony access for relaxation.Spa-like owner’s bath with dual sinks & sleek

    K. Hovnanian Homes

    121 Wheelhouse Way Unit 32, Chester, MD 21619
    • 915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      /46

      Est $476,757 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
  • 170 Harrier Way Unit 34, Chester, MD 21619
    170 Harrier Way Unit 34, Chester, MD 21619
    170 Harrier Way Unit 34, Chester, MD 21619
    /81

    $710,000

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

    170 Harrier Way Unit 34, Chester, MD 21619

    Just reduced by $30,000 to $710,000 with immediate availability. This is one of only two 3-bedroom condos on the market in Four Seasons with the immediate availability. Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. No need to wait for a new condo to be built – you can move in now to 170 Harrier Way #34. This third floor Severn model

    Barry Davis Long & Foster Real Estate, Inc.

    170 Harrier Way Unit 34, 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 $35,228

    Last Listing Agent Lisa Lynch Keller Williams Realty

    9D Piney Narrows Rd, 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 $343,085 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
  • 807 Auckland Way, Chester, MD 21619
    807 Auckland Way, Chester, MD 21619
    807 Auckland Way, Chester, MD 21619
    /47

    $425,000

    • 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
  • 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 $502,074

    Last Listing Agent Kevin Waterman Coldwell Banker Waterman Realty

    115 Watermans Cove Ln, Chester, MD 21619
    • 413 Merganser Ct, Chester, MD 21619
      413 Merganser Ct, Chester, MD 21619
      413 Merganser Ct, Chester, MD 21619
      /19

      Est $285,263 Not Listed For Sale

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

      413 Merganser Ct, Chester, MD 21619

      413 Merganser Ct, Chester, MD 21619
  • 121 Wheelhouse Way Unit 2124, Chester, MD 21619
    121 Wheelhouse Way Unit 2124, Chester, MD 21619
    121 Wheelhouse Way Unit 2124, Chester, MD 21619
    /61

    $719,900 Pending

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

    121 Wheelhouse Way Unit 2124, Chester, MD 21619

    This thoughtfully designed Severn condo offers 3 bedrooms and 2.5 bathrooms—blending comfort, style, and function. The owner’s suite features a private sitting room and spacious walk-in closets, creating a true retreat. A built-in dry bar and electric fireplace add warmth and charm to the living space.The kitchen is equipped with quartz countertops, gas cooktop, range hood, tile

    Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2124, 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

    Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

    1033 Dundee Ct Unit 5, Chester, MD 21619
    • 127 Cedar Rd, Chester, MD 21619
      127 Cedar Rd, Chester, MD 21619
      127 Cedar Rd, Chester, MD 21619
      /60

      Est $773,539 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,206 Sq Ft

      127 Cedar Rd, Chester, MD 21619

      127 Cedar Rd, Chester, MD 21619
  • 206 Ringneck Ct Unit 78, Chester, MD 21619
    206 Ringneck Ct Unit 78, Chester, MD 21619
    206 Ringneck Ct Unit 78, Chester, MD 21619
    /23

    $349,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,747 Sq Ft

    206 Ringneck Ct Unit 78, Chester, MD 21619

    Welcome to Bayside on Kent Island! This meticulously maintained 3-level townhome offers beautiful pond views and numerous updates throughout. Main level features an open floorplan with hardwood bamboo floors and upgraded lighting, Bright kitchen with white shaker cabinets, granite counters (2019), and updated fixtures. Upper level includes an oversized Primary Suite with a spa-like bath (2018),

    Jennifer Thomas RE/MAX Executive

    206 Ringneck Ct Unit 78, 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 $444,293

    Last Listing Agent Sandy Patterson Taylor Properties

    122 Dundee Ave, 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 $406,981 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
  • 1000 Herons Nest Way Unit 32, Chester, MD 21619
    1000 Herons Nest Way Unit 32, Chester, MD 21619
    1000 Herons Nest Way Unit 32, Chester, MD 21619
    /28

    $499,000

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

    1000 Herons Nest Way Unit 32, Chester, MD 21619

    Move in this May and enjoy low-maintenance living in the sought-after 55+ community of Four Seasons on Kent Island. This 2-bedroom, 2-bath home offers spacious one-level living with an open layout, freshly painted interiors, and a stylish kitchen featuring a modern glass subway tile backsplash—perfect for entertaining or relaxing. A 1-car garage with additional storage units keeps everything

    Jennifer Thomas RE/MAX Executive

    1000 Herons Nest Way Unit 32, 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
    • 5002 Bridgepointe Dr, Chester, MD 21619
      5002 Bridgepointe Dr, Chester, MD 21619
      5002 Bridgepointe Dr, Chester, MD 21619
      /48

      Est $393,189 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
  • 206 Blenny Ln, Chester, MD 21619
    206 Blenny Ln, Chester, MD 21619
    /2

    $339,900 Coming Soon

    • 3 Beds
    • 4 Baths
    • 1,899 Sq Ft

    206 Blenny Ln, Chester, MD 21619

    Positioned in the heart of Chester’s marina district and just a few blocks from Castle Marina, this 3-bedroom, 2 full/2 half bath townhome brings you close to both nature and convenience. With a 1-car garage, this home is smartly designed across 3 levels with functionality and flow in mind. The main floor opens up to a large living space anchored by a fireplace and bathed in natural light. A

    Chris Craddock EXP Realty, LLC

    206 Blenny Ln, 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 $1,654,001

    Last Listing Agent Lynn Tuozzo Berkshire Hathaway HomeServices PenFed Realty

    2921 Cox Neck Rd E, 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 $527,320 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
  • 1221 Cox Neck Rd, Chester, MD 21619
    1221 Cox Neck Rd, Chester, MD 21619
    1221 Cox Neck Rd, Chester, MD 21619
    /35

    $519,900

    • 4 Beds
    • 2.5 Baths
    • 1,482 Sq Ft

    1221 Cox Neck Rd, Chester, MD 21619

    Be the first to see this beautiful two-story house that has been tastefully renovated & upgraded. You will love open concept of living and dining area with a modern & charming electric fireplace; lots of natural lights, vaulted ceiling, beautifully refinished and stained wood floor, maintenance free deck with a lounge area and a firepit, private backyard with a spacious and comfortable lounge

    Jorge Zea Jorge A. Zea

    1221 Cox Neck Rd, Chester, MD 21619
  • 110 Richard Ingle Way, Chester, MD 21619
    110 Richard Ingle Way, Chester, MD 21619
    110 Richard Ingle Way, Chester, MD 21619
    /38

    $829,900 Sold Jun 16, 2025

    110 Richard Ingle Way, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,380 Sq Ft
    • Built 2019

    Last Sold Summary

    • $349/SF
    • 5 Days On Market

    Current Estimated Value $828,546

    Last Listing Agent Elizabeth Arentz Coldwell Banker Realty

    110 Richard Ingle Way, Chester, MD 21619
    • 314 Merganser Ct, Chester, MD 21619
      314 Merganser Ct, Chester, MD 21619
      314 Merganser Ct, Chester, MD 21619
      /24

      Est $290,633 Not Listed For Sale

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

      314 Merganser Ct, Chester, MD 21619

      314 Merganser Ct, Chester, MD 21619
  • 141 Switchgrass Way Unit 34, Chester, MD 21619
    141 Switchgrass Way Unit 34, Chester, MD 21619
    141 Switchgrass Way Unit 34, Chester, MD 21619
    /61

    $684,950

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

    141 Switchgrass Way Unit 34, Chester, MD 21619

    **** NICE VIEWS OF THE CHESTER RIVER**** ***** LOWEST PRICED SEVERN MODEL****K Hovnanian's Four Seasons at Kent Island is an active 55+ community on Maryland's Chesapeake Bay, offering island resort-style and maintenance-free living at its finest! Shows Like a Model!!! The Severn design is a spacious and airy 3 bedroom, 2.5 bath end-unit boasting an

    Ralph Kennedy RE/MAX Executive

    141 Switchgrass Way Unit 34, Chester, MD 21619
  • 209 Harrier Way, Stevensville, MD 21666
    209 Harrier Way, Stevensville, MD 21666
    209 Harrier Way, Stevensville, MD 21666
    /48

    $705,000 Sold Mar 28, 2025

    209 Harrier Way, Stevensville, MD 21666

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft
    • Built 2024

    Last Sold Summary

    • $253/SF
    • 131 Days On Market

    Last Listing Agent Dee Dee McCracken Coldwell Banker Realty

    209 Harrier Way, Stevensville, MD 21666
    • 7003 Bridgepointe Dr, Chester, MD 21619
      7003 Bridgepointe Dr, Chester, MD 21619
      7003 Bridgepointe Dr, Chester, MD 21619
      /39

      Est $351,342 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
  • 203 Riverside Dr, Chester, MD 21619
    203 Riverside Dr, Chester, MD 21619
    203 Riverside Dr, Chester, MD 21619
    /68

    $1,099,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    203 Riverside Dr, Chester, MD 21619

    To-be-built 5BR, 3.5BA waterfront home by Laine Street Homes — now under construction and perfectly positioned to capture breathtaking sunrises over the waterfront of Crab Alley Creek. Thoughtfully designed for modern coastal living, this home will offer panoramic water views from the main level and the primary suite, filling the interior with natural light and scenic beauty. The bright layout

    Chrissy Schultz Long & Foster Real Estate, Inc.

    203 Riverside Dr, Chester, MD 21619
  • 218 Switchgrass Way Unit 1732, Chester, MD 21619
    218 Switchgrass Way Unit 1732, Chester, MD 21619
    218 Switchgrass Way Unit 1732, Chester, MD 21619
    /55

    $829,900 Sold Jul 30, 2025

    218 Switchgrass Way Unit 1732, Chester, MD 21619

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

    Last Sold Summary

    • $437/SF
    • 17 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1732, Chester, MD 21619
    • 500 Dominion Rd, Chester, MD 21619
      500 Dominion Rd, Chester, MD 21619
      500 Dominion Rd, Chester, MD 21619
      /22

      Est $396,613 Not Listed For Sale

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

      500 Dominion Rd, Chester, MD 21619

      500 Dominion Rd, Chester, MD 21619
  • 154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    /45

    $639,450

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

    154 Harrier Way, Chester, MD 21619

    *** WELCOME to 154 HARRIER WAY and FOUR SEASONS at KENT ISLAND***Price Reduced! Lowest priced single family home in Four Seasons! Better than New! Custom Window Treatments! Oversized Garage w/Broadcast Floor!Why Wait Months-and Spend Thousands More-You Can Move into This Home in 30 Days. ****** Owner is also offering a Home Warranty with acceptable offer******The Donegal model is a

    Ralph Kennedy RE/MAX Executive

    154 Harrier Way, Chester, MD 21619
  • 230 Switchgrass Way Unit 1343, Chester, MD 21619
    230 Switchgrass Way Unit 1343, Chester, MD 21619
    230 Switchgrass Way Unit 1343, Chester, MD 21619
    /60

    $649,900 Sold Feb 20, 2025

    230 Switchgrass Way Unit 1343, Chester, MD 21619

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

    Last Sold Summary

    • $342/SF
    • 157 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    230 Switchgrass Way Unit 1343, 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 $590,030 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
  • 54H Queen Caroline Ct, Chester, MD 21619
    54H Queen Caroline Ct, Chester, MD 21619
    54H Queen Caroline Ct, Chester, MD 21619
    /3

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    54H Queen Caroline Ct, Chester, MD 21619

    Professional pictures coming! This roomy 2 bedroom, 2.5 bathroom end unit has been completely painted in a beautiful neutral shade and has new carpet throughout, as will be getting new flooring in the kitchen. A propane fireplace highlights the great room for cozy chilly nights! On warm days, enjoy relaxing in the enclosed patio/porch or just being outside. Being an end-unit it offers lots of

    Mary Stevens Long & Foster Real Estate, Inc.

    54H Queen Caroline Ct, Chester, MD 21619
  • 119 Cavalier Ct, Chester, MD 21619
    119 Cavalier Ct, Chester, MD 21619
    119 Cavalier Ct, Chester, MD 21619
    /56

    $760,000 Sold Apr 10, 2025

    119 Cavalier Ct, Chester, MD 21619

    • 3 Beds
    • 4 Baths
    • 2,959 Sq Ft
    • Built 2019

    Last Sold Summary

    • $257/SF
    • 30 Days On Market

    Current Estimated Value $785,597

    Last Listing Agent Jimmy White Long & Foster Real Estate, Inc.

    119 Cavalier Ct, Chester, MD 21619
    • 1903 Roberta Dr, Chester, MD 21619
      1903 Roberta Dr, Chester, MD 21619
      1903 Roberta Dr, Chester, MD 21619
      /29

      Est $503,043 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,560 Sq Ft

      1903 Roberta Dr, Chester, MD 21619

      1903 Roberta Dr, Chester, MD 21619
  • 121 Wheelhouse Way Unit 2111, Chester, MD 21619
    121 Wheelhouse Way Unit 2111, Chester, MD 21619
    121 Wheelhouse Way Unit 2111, Chester, MD 21619
    /73

    $539,900 Pending

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

    121 Wheelhouse Way Unit 2111, Chester, MD 21619

    This Magothy condo offers low-maintenance luxury with a smart layout and designer features. With 2 bedrooms, 2.5 bathrooms, a 1-car garage, and a dedicated home office with French doors, it’s the perfect mix of comfort and versatility. Enjoy cozy evenings by the electric fireplace or entertaining at the built-in dry bar.The kitchen includes quartz countertops, a gas cooktop, range hood,

    Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2111, Chester, MD 21619
  • 1903 Churchhill Ln, Chester, MD 21619
    1903 Churchhill Ln, Chester, MD 21619
    1903 Churchhill Ln, Chester, MD 21619
    /41

    $405,000 Sold Nov 14, 2025

    1903 Churchhill Ln, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 1,682 Sq Ft
    • Built 1984

    Last Sold Summary

    • $241/SF
    • 52 Days On Market

    Last Listing Agent Lois Alberti Alberti Realty, LLC

    1903 Churchhill Ln, Chester, MD 21619
    • 510 Auckland Way, Chester, MD 21619
      510 Auckland Way, Chester, MD 21619
      510 Auckland Way, Chester, MD 21619
      /43

      Est $395,428 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,899 Sq Ft

      510 Auckland Way, Chester, MD 21619

      510 Auckland Way, Chester, MD 21619

Showing Results 121 - 160, Page 4 of 18

Maryland Queen Annes County Chester 21619

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