5,163

Homes in ZIP Code 21619

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  • 1401 Calvert Rd, Chester, MD 21619
    1401 Calvert Rd, Chester, MD 21619
    1401 Calvert Rd, Chester, MD 21619
    /32

    $454,900

    • 2 Beds
    • 2 Baths
    • 1,444 Sq Ft

    1401 Calvert Rd, Chester, MD 21619

    MARLING FARMS -Waterviews of Crab Alley Bay - PRICE REDUCED -Brick Rancher- All on ONE LEVEL - Beautifully landscaped 3/4 acre lot that backs to trees - fenced patio area - 2 bedrooms with lots of windows and large closets - 2 full baths, one with a tub, one with a walkin shower - fabulous sunroom addition - quiet office area - updated kitchen with granite counters, newer cabinetry, beverage

    Suzanne Hitt Coldwell Banker Waterman Realty

    1401 Calvert Rd, Chester, MD 21619
  • 123 Bentons Pleasure Rd, Chester, MD 21619
    123 Bentons Pleasure Rd, Chester, MD 21619
    123 Bentons Pleasure Rd, Chester, MD 21619
    /65

    $740,000 Sold Jan 09, 2026

    123 Bentons Pleasure Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,791 Sq Ft
    • Built 2002

    Last Sold Summary

    • $265/SF
    • 23 Days On Market

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    123 Bentons Pleasure Rd, Chester, MD 21619
    • 1903 Roberta Dr, Chester, MD 21619
      1903 Roberta Dr, Chester, MD 21619
      1903 Roberta Dr, Chester, MD 21619
      /29

      Est $512,371 Not Listed For Sale

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

      1903 Roberta Dr, Chester, MD 21619

      1903 Roberta Dr, Chester, MD 21619
  • 110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    /52

    $790,990 New Construction

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

    110 Warbler Way Unit 3032, Chester, MD 21619

    The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3032, 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
    • 510 Auckland Way, Chester, MD 21619
      510 Auckland Way, Chester, MD 21619
      510 Auckland Way, Chester, MD 21619
      /43

      Est $395,844 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
  • 190 Harrier Way Unit 11, Chester, MD 21619
    190 Harrier Way Unit 11, Chester, MD 21619
    190 Harrier Way Unit 11, Chester, MD 21619
    /32

    $540,000

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

    190 Harrier Way Unit 11, Chester, MD 21619

    Luxury 55+ Living at Four Seasons on Kent Island – Move-In Ready & Priced to Sell!Welcome to the resort-style lifestyle of Four Seasons on Kent Island, an amenity-rich 55+ waterfront community where luxury, comfort, and convenience meet. Inside, you'll find open-concept layouts filled with natural light, gourmet kitchens with quartz countertops, GE Profile stainless steel

    Jennifer Thomas RE/MAX Executive

    190 Harrier Way Unit 11, 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
    • 1606 Chester Rd, Chester, MD 21619
      1606 Chester Rd, Chester, MD 21619
      1606 Chester Rd, Chester, MD 21619
      /67

      Est $578,399 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,030 Sq Ft

      1606 Chester Rd, Chester, MD 21619

      1606 Chester 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
  • 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
    • 1852 Harbor Dr, Chester, MD 21619
      1852 Harbor Dr, Chester, MD 21619
      1852 Harbor Dr, Chester, MD 21619
      /33

      Est $465,255 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,238 Sq Ft

      1852 Harbor Dr, Chester, MD 21619

      1852 Harbor Dr, 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
  • 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 Calvert Rd, Chester, MD 21619
      1303 Calvert Rd, Chester, MD 21619
      1303 Calvert Rd, Chester, MD 21619
      /12

      Est $349,420 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      1303 Calvert Rd, Chester, MD 21619

      1303 Calvert Rd, Chester, MD 21619
  • 1025 Dundee Ct, Chester, MD 21619
    1025 Dundee Ct, Chester, MD 21619
    /2

    $350,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    1025 Dundee Ct, Chester, MD 21619

    Something special is coming to the market on Kent Island! This 3-bedroom, 2.5-bath, 1400 sf. home in Dundee Harbor Condo Townhouse Association offers the perfect blend of comfort and coastal living. Enjoy water privileges with access to Piney Creek Lake, including a private community pier ideal for fishing, kayaking, paddleboarding, and more. Just minutes away, Kent Narrows delivers the full

    Rick Parreco RE/MAX Executive

    1025 Dundee 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 $789,811

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

    119 Cavalier Ct, Chester, MD 21619
    • 1905 Cecil Ct, Chester, MD 21619
      1905 Cecil Ct, Chester, MD 21619
      1905 Cecil Ct, Chester, MD 21619
      /48

      Est $301,671 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,108 Sq Ft

      1905 Cecil Ct, Chester, MD 21619

      1905 Cecil 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

    Step into the good life in the sought-after Four Seasons on Kent Island, where low-maintenance living meets waterfront vibes. This 2-bedroom, 2-bath home offers spacious one-level living with an open, airy layout, freshly painted interiors, and a stylish kitchen featuring a modern glass subway tile backsplash—perfect for entertaining or unwinding after a day on the Shore. The 1-car garage plus

    Jennifer Thomas RE/MAX Executive

    1000 Herons Nest Way Unit 32, 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
    • 205 Newtown Rd, Chester, MD 21619
      205 Newtown Rd, Chester, MD 21619
      205 Newtown Rd, Chester, MD 21619
      /53

      Est $441,395 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      205 Newtown Rd, Chester, MD 21619

      205 Newtown Rd, Chester, MD 21619
  • 206 Blenny Ln, Chester, MD 21619
    206 Blenny Ln, Chester, MD 21619
    206 Blenny Ln, Chester, MD 21619
    /30

    $339,900 Under Contract

    • 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
  • 201 Switchgrass Way Unit 1421, Chester, MD 21619
    201 Switchgrass Way Unit 1421, Chester, MD 21619
    201 Switchgrass Way Unit 1421, Chester, MD 21619
    /88

    $689,900 Sold Nov 12, 2025

    201 Switchgrass Way Unit 1421, Chester, MD 21619

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

    Last Sold Summary

    • $265/SF
    • 12 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    201 Switchgrass Way Unit 1421, Chester, MD 21619
    • 108 Teal Ct, Chester, MD 21619
      108 Teal Ct, Chester, MD 21619
      108 Teal Ct, Chester, MD 21619
      /23

      Est $287,760 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,050 Sq Ft

      108 Teal Ct, Chester, MD 21619

      108 Teal Ct, Chester, MD 21619
  • 110 Boatswain Way Unit 31, Chester, MD 21619
    110 Boatswain Way Unit 31, Chester, MD 21619
    110 Boatswain Way Unit 31, Chester, MD 21619
    /18

    $929,990 New Construction

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

    110 Boatswain Way Unit 31, Chester, MD 21619

    Home office with double doors for privacy. Great room with an electric fireplace for warmth & charm. Large central island anchors the gourmet kitchen. Dry bar in dining area creates a perfect hosting space. Owner’s suite with a serene sitting room & balcony access. Dual walk-in closets for organized living. Owner’s bath with sleek dual sinks & spacious layout.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 31, Chester, MD 21619
  • 33 F Queen Anne Way, Chester, MD 21619
    33 F Queen Anne Way, Chester, MD 21619
    33 F Queen Anne Way, Chester, MD 21619
    /28

    $389,000 Sold May 13, 2025

    33 F Queen Anne Way, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1988

    Last Sold Summary

    • $232/SF
    • 68 Days On Market

    Last Listing Agent Alex Martinez The Agency DC

    33 F Queen Anne Way, Chester, MD 21619
    • 3A Queen Victoria Ct, Chester, MD 21619
      3A Queen Victoria Ct, Chester, MD 21619
      3A Queen Victoria Ct, Chester, MD 21619
      /13

      Est $388,965 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft

      3A Queen Victoria Ct, Chester, MD 21619

      3A Queen Victoria Ct, 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
  • 18J Piney Narrows Rd, Chester, MD 21619
    18J Piney Narrows Rd, Chester, MD 21619
    18J Piney Narrows Rd, Chester, MD 21619
    /14

    $21,000 Sold Apr 18, 2025

    18J Piney Narrows Rd, Chester, MD 21619

    • 600 Sq Ft
    • Built 1980

    Last Sold Summary

    • $35/SF
    • 9 Days On Market

    Current Estimated Value $20,431

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    18J Piney Narrows Rd, Chester, MD 21619
    • 1838 Sherman Dr, Chester, MD 21619
      1838 Sherman Dr, Chester, MD 21619
      1838 Sherman Dr, Chester, MD 21619
      /29

      Est $383,543 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,204 Sq Ft

      1838 Sherman Dr, Chester, MD 21619

      1838 Sherman Dr, Chester, MD 21619
  • 154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    /45

    $639,450 Under Contract

    • 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
  • 1770 Harbor Dr, Chester, MD 21619
    1770 Harbor Dr, Chester, MD 21619
    1770 Harbor Dr, Chester, MD 21619
    /26

    $685,813 Sold Jun 12, 2025

    1770 Harbor Dr, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths

    Last Sold Summary

    • 52 Days On Market

    Current Estimated Value $626,904

    Last Listing Agent George Bailey Keller Williams Flagship

    1770 Harbor Dr, Chester, MD 21619
    • 53B Queen Caroline Ct, Chester, MD 21619
      53B Queen Caroline Ct, Chester, MD 21619
      53B Queen Caroline Ct, Chester, MD 21619
      /65

      Est $322,145 Not Listed For Sale

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

      53B Queen Caroline Ct, Chester, MD 21619

      53B Queen Caroline Ct, Chester, MD 21619
  • 204 Ringneck Ct, Chester, MD 21619
    204 Ringneck Ct, Chester, MD 21619
    204 Ringneck Ct, Chester, MD 21619
    /29

    $345,000

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

    204 Ringneck Ct, Chester, MD 21619

    Professional pictures to come soon. Just a few shots to give an idea of what is to come! Lovely 3 level townhome in the water oriented community of Bayside Marina offering 2/3 bedrooms and 3 full and one half baths. This multifunctional unit can be two bedrooms up and one down or use the downstairs room with a full bath as a tv or relaxing/entertaining area. Walk out to the patio and enjoy views

    Mary Wagner Cummings & Co. Realtors

    204 Ringneck Ct, Chester, MD 21619
  • 0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619
    0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619
    0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619
    /6

    $550,000 Sold Jul 25, 2025

    0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619

    • Land
    • 0.78 Acre
    • $705,128 per Acre

    Last Sold Summary

    • 304 Days On Market

    Last Listing Agent Scott Saunders Coldwell Banker Waterman Realty

    0 Bentons Pleasure Rd Unit MDQA2010470, Chester, MD 21619
    • 511 Skipper Ct, Chester, MD 21619
      511 Skipper Ct, Chester, MD 21619
      511 Skipper Ct, Chester, MD 21619
      /35

      Est $521,784 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,754 Sq Ft

      511 Skipper Ct, Chester, MD 21619

      511 Skipper Ct, Chester, MD 21619
  • 54H Queen Caroline Ct, Chester, MD 21619
    54H Queen Caroline Ct, Chester, MD 21619
    54H Queen Caroline Ct, Chester, MD 21619
    /40

    $349,000

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

    54H Queen Caroline Ct, Chester, MD 21619

    Nothing to do but move in! This roomy 2 bedroom, 2.5 bathroom end unit has been completely painted in a beautiful neutral shade and has new carpet throughout the living areas and new vinyl 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
  • 3 Queen Victoria Way, Chester, MD 21619
    3 Queen Victoria Way, Chester, MD 21619
    3 Queen Victoria Way, Chester, MD 21619
    /47

    $394,000 Sold Jun 05, 2025

    3 Queen Victoria Way, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1985

    Last Sold Summary

    • $313/SF
    • 32 Days On Market

    Last Listing Agent Carol Tinnin RE/MAX Leading Edge

    3 Queen Victoria Way, Chester, MD 21619
    • 102 Ringneck Ct, Chester, MD 21619
      102 Ringneck Ct, Chester, MD 21619
      102 Ringneck Ct, Chester, MD 21619
      /53

      Est $365,352 Not Listed For Sale

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

      102 Ringneck Ct, Chester, MD 21619

      102 Ringneck Ct, 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

Showing Results 161 - 200, Page 5 of 18

Maryland Queen Annes County Chester 21619

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