5,224

Homes in ZIP Code 21619

Section Image Section Image
  • /10

    $216,000

    $24K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    108 Price Rd, Chester, MD 21619

    You wouldn't think it but the property offers 3 bedroom and 2 full baths. Patio right off kitchen for the summer cookouts! Easy yard maintenance here, not much grass to manage, leaves plenty of time for those cookouts. Close to Route 8 for easy east/west access. Property sold as is, no repairs will be made by seller. HUD CASE 244-032645, reach out for more information on this unique buying

    Dana Byrd Thurston Wyatt Real Estate, LLC

    108 Price Rd, Chester, MD 21619
  • /48

    $612,500

    Sold May 28, 2026

    630 Warbler Way Unit 2232, Chester, MD 21619

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

    Last Sold Summary

    • $322/SF
    • 78 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2232, Chester, MD 21619
    • /72

      Est $960,589

      Not Listed For Sale

      432 Macum Creek Dr, Chester, MD 21619

      • 5 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 2010
      432 Macum Creek Dr, Chester, MD 21619

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Edward Beres RE/MAX Executive

  • /56

    $998,000

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

    111 Marshgrass Way Unit 41, Chester, MD 21619

    Welcome to this stunning 4th floor penthouse Severn condominium with serene bay views! This end unit looks out over the walking trails to the water and trees. The fabulous community center /pool / pier is a short 1 mile walk from your backyard.! This unit also has the largest garage space in the the building, plenty of room for one car and storage, a refrigerator etc. There is also an additional

    Meg Moran Long & Foster Real Estate, Inc.

    111 Marshgrass Way Unit 41, 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

    Current Estimated Value $415,682

    Last Listing Agent Lois Alberti Alberti Realty, LLC

    1903 Churchhill Ln, Chester, MD 21619
    • /31

      Est $361,609

      Not Listed For Sale

      1817 Stevens Dr, Chester, MD 21619

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1976
      1817 Stevens Dr, Chester, MD 21619

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Toni McDowell Keller Williams Select Realtors of Annapolis

  • /58

    $944,900

    Open Fri 5PM - 7PM
    • 3 Beds
    • 3 Baths
    • 2,761 Sq Ft

    275 Warbler Way, Chester, MD 21619

    Welcome to 275 Warbler Way, a beautifully upgraded Kerr model by K. Hovnanian in the sought-after 55+ Four Seasons at Kent Island community. Less than two years old and already through its one-year builder punch list, this home offers the ease of newer construction without the wait—plus thoughtful upgrades and finishes already in place.Situated on a premium corner lot, this impressive home

    Justin Kennedy Samson Properties

    275 Warbler Way, 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
    • /52

      Est $374,942

      Not Listed For Sale

      6004 Bridgepointe Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,885 Sq Ft
      • Built 1992
      6004 Bridgepointe Dr, Chester, MD 21619

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Kathleen Higginbotham Samson Properties

  • /27

    $899,990

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    247 Redstart Dr, Chester, MD 21619

    Efficient kitchen featuring white cabinetry, corner pantry, & vast island.Cozy fireplace adds warmth & character to expansive great room.Serene primary suite with feature wall & stylish ceiling treatment.Refreshing primary bath featuring matte black finishes & walk-in closet.Formal home office provides a quiet space to work remotely.Versatile screened patio for relaxing with

    K. Hovnanian Homes Builder
    247 Redstart Dr, Chester, MD 21619
  • /2

    $445,000

    Sold May 14, 2026

    23F Queen Victoria Way, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Built 1983

    Last Sold Summary

    • $403/SF
    • 7 Days On Market

    Current Estimated Value $435,166

    Last Listing Agent Jennifer Thomas RE/MAX Executive

    23F Queen Victoria Way, Chester, MD 21619
    • /54

      Est $631,090

      Not Listed For Sale

      143 Carriage Heath, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,241 Sq Ft
      • Built 2009
      143 Carriage Heath, Chester, MD 21619

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Tara Trout Samson Properties

  • /38

    $299,900

    $46K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    54 D Queen Caroline Ct, Chester, MD 21619

    Motivated Seller! This home is move in ready. Discover refined waterfront community living in this beautifully updated and rarely available 3-bedroom, 2.5-bath condo in the highly desirable Queen’s Landing community. Thoughtfully designed with both comfort and style in mind, this spacious home offers fresh interior paint, an inviting open layout, and a beautifully updated kitchen featuring

    Michelle DiDonato Island Realty, LLC

    54 D Queen Caroline Ct, Chester, MD 21619
  • /32

    $455,000

    Sold Apr 01, 2026

    1401 Calvert Rd, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • Built 1971

    Last Sold Summary

    • $315/SF
    • 201 Days On Market

    Current Estimated Value $457,645

    Last Listing Agent Suzanne Hitt Coldwell Banker Waterman Realty

    1401 Calvert Rd, Chester, MD 21619
    • /30

      Est $527,105

      Not Listed For Sale

      1713 Bayside Dr, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 1,980 Sq Ft
      • Built 1972
      1713 Bayside Dr, Chester, MD 21619

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Biana Arentz Coldwell Banker Realty

  • /46

    $569,900

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,332 Sq Ft

    233 Cross Creek Ct, Chester, MD 21619

    OPEN SUNDAY 11AM-1PM. Kent Island Living at Its Best! Welcome to this stunning colonial-style home nestled in the desirable Clayborne Woods community in Chester. Offering 2,332 square feet of thoughtfully designed living space, this beautifully maintained residence blends elegance with modern updates and everyday comfort. From the inviting covered front porch with newly replaced fiberglass

    Christopher Nagel Rory S. Coakley Realty, Inc.

    233 Cross Creek Ct, Chester, MD 21619
  • /32

    $520,000

    Sold Apr 30, 2026

    190 Harrier Way Unit 11, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Built 2023

    Last Sold Summary

    • 10% Below List Price
    • $260/SF
    • 262 Days On Market

    Current Estimated Value $518,686

    Last Listing Agent Jennifer Thomas RE/MAX Executive

    190 Harrier Way Unit 11, Chester, MD 21619
    • /23

      Not Listed For Sale

      1437 Cox Neck Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 2009
      1437 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Petra Quinn Realty Navigator

  • /25

    $1,200,000

    New Construction Pending
    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    111 Flycatcher Way, Chester, MD 21619

    The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication.Standout features include a dedicated home office, an inviting fireplace, and

    David Willman Berkshire Hathaway HomeServices PenFed Realty - OP

    111 Flycatcher Way, Chester, MD 21619
  • /8

    $400,000

    Sold Dec 01, 2025

    326 Hanna Ct, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 2001

    Last Sold Summary

    • $217/SF
    • 98 Days On Market

    Current Estimated Value $429,423

    Last Listing Agent Barry Waterman Coldwell Banker Waterman Realty

    326 Hanna Ct, Chester, MD 21619
    • /69

      Est $830,056

      Not Listed For Sale

      215 Mcguckin St, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft
      • Built 2008
      215 Mcguckin St, Chester, MD 21619

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Deborah Savoie Long & Foster Real Estate, Inc.

  • /13

    $701,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

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

    Private bedroom 2 located off foyer for overnight guests.Striking kitchen with large island and plenty of counter space.Open and airy great room with slider to covered patio.Convenient covered patio with screened patio option.Luxurious primary suite with oversized walk-in closet.Relaxing primary bath with split vanities.Versatile loft on second floor with 2 secondary

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36464519, Chester, MD 21619
  • /51

    $550,000

    Sold Jan 23, 2026

    224 Bayberry Dr, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,913 Sq Ft
    • Built 2019

    Last Sold Summary

    • $288/SF
    • 132 Days On Market

    Current Estimated Value $591,675

    Last Listing Agent Petra Quinn Realty Navigator

    224 Bayberry Dr, Chester, MD 21619
    • /28

      Est $370,218

      Not Listed For Sale

      206 Church St, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 1935
      206 Church St, Chester, MD 21619

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Jim Keating Keller Williams Realty Centre

  • /24

    $1,200,000

    New Construction $200K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    117 Flycatcher Way, Chester, MD 21619

    Formal dining room off the foyer for hosting celebrations. Breathtaking kitchen with stacked grey cabinetry & glass uppers. Sprawling quartz island perfect for prep & dining. Vaulted ceiling with ceiling beams connects dining area and great room. Elegant fireplace and sliding door to screened patio in great room. Private home office for working remotely. Primary suite & bath with dual vanities

    K. Hovnanian Homes Builder
    117 Flycatcher Way, Chester, MD 21619
  • /79

    $499,000

    Sold Apr 10, 2026

    170 Harrier Way Unit 22, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2022

    Last Sold Summary

    • $263/SF
    • 320 Days On Market

    Last Listing Agent Vic Pascoe Keller Williams Select Realtors of Annapolis

    170 Harrier Way Unit 22, Chester, MD 21619
    • /55

      Est $1,194,623

      Not Listed For Sale

      2802 Cox Neck Rd, Chester, MD 21619

      • 4 Beds
      • 3.5 Baths
      • 3,692 Sq Ft
      • Built 1997
      2802 Cox Neck Rd, Chester, MD 21619

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Biana Arentz Coldwell Banker Realty

  • /68

    $924,000

    • 3 Beds
    • 3 Baths
    • 2,745 Sq Ft

    214 Bayberry Dr, Chester, MD 21619

    Welcome to 214 Bayberry at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Killarney model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary

    Jim Corson Benson & Mangold, LLC

    214 Bayberry Dr, Chester, MD 21619
  • /80

    $935,000

    Sold Nov 17, 2025

    130 Sunrise Ct, Chester, MD 21619

    • 3 Beds
    • 4 Baths
    • 3,494 Sq Ft
    • Built 2022

    Last Sold Summary

    • $268/SF
    • 39 Days On Market

    Current Estimated Value $946,318

    Last Listing Agent Meg Richardson Engel & Völkers Annapolis

    130 Sunrise Ct, Chester, MD 21619
    • /45

      Est $656,515

      Not Listed For Sale

      2608 Cecil Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,336 Sq Ft
      • Built 1976
      2608 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Violeta Aguirre Long & Foster Real Estate, Inc.

  • /32

    $374,900

    $84K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,899 Sq Ft

    208 Blenny Ln Unit 100, Chester, MD 21619

    NEW AMAZING PRICE!! Just like NEW! Welcome Home to this beautifully upgraded 4BR END UNIT Townhome with 2 full and 2 half baths, thoughtfully renovated from top to bottom! Step inside to find the main level that boasts NEW carpet and new LVP flooring, a NEW half bath, NEW paint, a spacious laundry room and a large bedroom that could be used as another family room, toy/game room, den space, home

    Pamela Ackermann-Doll RE/MAX Executive

    208 Blenny Ln Unit 100, Chester, MD 21619
  • /50

    $412,000

    Sold Aug 07, 2026

    200 Newtown Rd, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,296 Sq Ft
    • Built 2017

    Last Sold Summary

    • 7% Below List Price
    • $318/SF
    • 76 Days On Market

    Current Estimated Value $423,436

    Last Listing Agent Kathleen Higginbotham Samson Properties

    200 Newtown Rd, Chester, MD 21619
    • /37

      Est $760,423

      Not Listed For Sale

      121 Mcguckin St, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft
      • Built 2008
      121 Mcguckin St, Chester, MD 21619

      Last Sold Summary

      • 125 Days On Market

      Last Listing Agent Peggy Stancavage Long & Foster Real Estate, Inc.

  • /63

    $989,800

    New Construction Pending
    • 5 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    203 Riverside Dr, Chester, MD 21619

    Construction Complete, QUICK MOVE IN! Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main

    Chrissy Schultz Long & Foster Real Estate, Inc.

    203 Riverside Dr, Chester, MD 21619
  • /71

    $499,000

    Sold Jan 15, 2026

    170 Harrier Way Unit 11, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Built 2022

    Last Sold Summary

    • $249/SF
    • 221 Days On Market

    Current Estimated Value $498,369

    Last Listing Agent Scott Swahl Redfin Corp

    170 Harrier Way Unit 11, Chester, MD 21619
    • /48

      Est $524,189

      Not Listed For Sale

      1004 Auckland Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,076 Sq Ft
      • Built 2001
      1004 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • 167 Days On Market

      Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

  • /24

    $639,990

    New Construction $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,690 Sq Ft

    641 Warbler Way, Chester, MD 21619

    Elegant kitchen featuring white cabinetry, center island, & brushed nickel finishes.Expansive great room for spending time with family & friends.Charming dining area with access to covered patio.Peaceful primary suite with stylish ceiling treatment.Polished primary bath featuring dual sinks & barn door.Formal home office provides a quiet space to work remotely.Attached

    K. Hovnanian Homes Builder
    641 Warbler Way, Chester, MD 21619
  • /47

    $465,000

    Sold Jan 07, 2026

    1701 Bayside Dr, Chester, MD 21619

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft
    • Built 1954

    Last Sold Summary

    • $235/SF
    • 1 Day On Market

    Current Estimated Value $491,854

    Last Listing Agent Charlotte Savoy The KW Collective

    1701 Bayside Dr, Chester, MD 21619
    • /61

      Est $746,443

      Not Listed For Sale

      244 Bentons Pleasure Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1948
      244 Bentons Pleasure Rd, Chester, MD 21619

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent John McGlannan Meredith Fine Properties

  • /54

    $374,900

    $13K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft

    6010 Bridgepointe Dr, Chester, MD 21619

    Welcome to this beautifully situated two-story townhome overlooking a tranquil pond in the highly desirable Bridgepointe community on Kent Island. Enjoy an exceptional location with convenient access to Route 50, and just minutes from waterfront dining, Kent Narrows, the Cross Island Trail, public boat ramps, parks, shopping, medical facilities, and more. Experience the perfect blend of comfort,

    April Heim Rosendale Realty

    6010 Bridgepointe Dr, Chester, MD 21619

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home