5,127

Homes in ZIP Code 21619

Section Image Section Image
  • 1704 Bayside Dr, Chester, MD 21619
    1704 Bayside Dr, Chester, MD 21619
    1704 Bayside Dr, Chester, MD 21619
    /37

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 1,830 Sq Ft

    1704 Bayside Dr, Chester, MD 21619

    Discover a true waterfront treasure on .54 acres with 110 feet of waterfront. This beautifully renovated 3-bedroom, 2.5 bath home offers an open-concept layout design to capture breathing taking water views that stretch endless across the horizon. Each evening brings magnificent, direct sunset views-- the kind that make you stop, breathe, and take it all in. New pier in 2020! Step inside to

    Alex Hodges Cottage Street Realty LLC

    1704 Bayside Dr, 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
    • 1606 Chester Rd, Chester, MD 21619
      1606 Chester Rd, Chester, MD 21619
      1606 Chester Rd, Chester, MD 21619
      /67

      Est $571,838 Not Listed For Sale

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

      1606 Chester Rd, Chester, MD 21619

      1606 Chester Rd, Chester, MD 21619
  • 906 Auckland Way, Chester, MD 21619
    906 Auckland Way, Chester, MD 21619
    906 Auckland Way, Chester, MD 21619
    /36

    $499,900

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

    906 Auckland Way, Chester, MD 21619

    This beautifully maintained 3-bedroom, 3.5-bath marina-front townhouse with a 1-car garage offers the perfect blend of comfort, convenience, and Chesapeake lifestyle. Ideally located in the heart of Kent Island, you’ll enjoy stunning marina and Chester River views from multiple levels. The main floor features new luxury vinyl plank flooring, an open-concept kitchen, dining, and family room, and a

    Courtney Chipouras TTR Sotheby's International Realty

    906 Auckland Way, 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
    • 1852 Harbor Dr, Chester, MD 21619
      1852 Harbor Dr, Chester, MD 21619
      1852 Harbor Dr, Chester, MD 21619
      /33

      Est $486,757 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
  • 131 Flycatcher Way Unit 36464519, Chester, MD 21619
    131 Flycatcher Way Unit 36464519, Chester, MD 21619
    131 Flycatcher Way Unit 36464519, Chester, MD 21619
    /13

    $700,990 New Construction

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

    Simone Plan at K. Hovnanian’s® Four Seasons at Kent Island - 35' River Series, 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 bedrooms and full bath.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36464519, 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 $20,529

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    18J Piney Narrows Rd, 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
  • 519 Warbler Way, Chester, MD 21619
    519 Warbler Way, Chester, MD 21619
    519 Warbler Way, Chester, MD 21619
    /20

    $849,990 New Construction

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

    519 Warbler Way, Chester, MD 21619

    Convenient Extra Suite for guests to stay overnight. Functional home office off foyer for working from home. Breathtaking kitchen with Winstead Maple Flagstone cabinetry. Beautiful Calacatta Abezzo quartz countertops & island. Refined great room & equisite fireplace. Intimate dining area for hosting dinner parties. Private primary suite & spa-like bath with dual vanities. Stunning screened patio

    K. Hovnanian Homes Builder
    519 Warbler 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 $633,663

    Last Listing Agent George Bailey Keller Williams Flagship

    1770 Harbor Dr, Chester, MD 21619
    • 1905 Cecil Ct, Chester, MD 21619
      1905 Cecil Ct, Chester, MD 21619
      1905 Cecil Ct, Chester, MD 21619
      /48

      Est $315,492 Not Listed For Sale

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

      1905 Cecil Ct, Chester, MD 21619

      1905 Cecil Ct, Chester, MD 21619
  • 127 Flycatcher Way, Chester, MD 21619
    127 Flycatcher Way, Chester, MD 21619
    127 Flycatcher Way, Chester, MD 21619
    /49

    $1,100,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    127 Flycatcher Way, Chester, MD 21619

    The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a

    Mary Anne Kowalewski KOVO Realty

    127 Flycatcher Way, 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
    • 205 Newtown Rd, Chester, MD 21619
      205 Newtown Rd, Chester, MD 21619
      205 Newtown Rd, Chester, MD 21619
      /53

      Est $437,480 Not Listed For Sale

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

      205 Newtown Rd, Chester, MD 21619

      205 Newtown Rd, Chester, MD 21619
  • 200 Harrier Way Unit 21, Chester, MD 21619
    200 Harrier Way Unit 21, Chester, MD 21619
    200 Harrier Way Unit 21, Chester, MD 21619
    /44

    $679,900

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

    200 Harrier Way Unit 21, Chester, MD 21619

    Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile

    shannon Gompers Long & Foster Real Estate, Inc.

    200 Harrier Way Unit 21, 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
    • 108 Teal Ct, Chester, MD 21619
      108 Teal Ct, Chester, MD 21619
      108 Teal Ct, Chester, MD 21619
      /23

      Est $288,297 Not Listed For Sale

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

      108 Teal Ct, Chester, MD 21619

      108 Teal Ct, Chester, MD 21619
  • 527 Warbler Way, Chester, MD 21619
    527 Warbler Way, Chester, MD 21619
    527 Warbler Way, Chester, MD 21619
    /25

    $799,990 New Construction

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

    527 Warbler Way, Chester, MD 21619

    Polished kitchen featuring Brellin White cabinets & Statuary Clasique quartz countertops. Spacious great room with stylish ceiling treatment & warm fireplace. Private Extra Suite for overnight guests. Functional home office for working remotely. Lavish primary suite & bath featuring generous walk-in closet. Inviting screened patio for outdoor enjoyment. Attached 3-car garage provides ample

    K. Hovnanian Homes Builder
    527 Warbler Way, Chester, MD 21619
  • 212 Switchgrass Way Unit 1612, Chester, MD 21619
    212 Switchgrass Way Unit 1612, Chester, MD 21619
    212 Switchgrass Way Unit 1612, Chester, MD 21619
    /48

    $524,900 Sold Mar 20, 2025

    212 Switchgrass Way Unit 1612, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • $262/SF
    • 8 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    212 Switchgrass Way Unit 1612, Chester, MD 21619
    • 1811 Saint Marys Rd, Chester, MD 21619
      1811 Saint Marys Rd, Chester, MD 21619
      1811 Saint Marys Rd, Chester, MD 21619
      /56

      Est $735,715 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,892 Sq Ft

      1811 Saint Marys Rd, Chester, MD 21619

      1811 Saint Marys Rd, Chester, MD 21619
  • 630 Warbler Way Unit 32, Chester, MD 21619
    630 Warbler Way Unit 32, Chester, MD 21619
    630 Warbler Way Unit 32, Chester, MD 21619
    /30

    $644,990 New Construction

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

    630 Warbler Way Unit 32, Chester, MD 21619

    Efficient gourmet kitchen featuring designer cabinetry & center island. Spacious great room with electric fireplace. Charming dining area featuring dry bar. Lavish owner's suite & spa bath with walk-in closet. Productive home office featuring double doors. Versatile balcony for outdoor relaxation.

    K. Hovnanian Homes Builder
    630 Warbler Way Unit 32, Chester, MD 21619
  • 135 Broadwater Dr, Chester, MD 21619
    135 Broadwater Dr, Chester, MD 21619
    135 Broadwater Dr, Chester, MD 21619
    /7

    $669,000 Sold Jan 28, 2025

    135 Broadwater Dr, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,913 Sq Ft
    • Built 2023

    Last Sold Summary

    • $350/SF
    • 12 Days On Market

    Current Estimated Value $659,405

    Last Listing Agent Ralph Kennedy RE/MAX Executive

    135 Broadwater Dr, 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 $384,449 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
  • 1340 Queen Anne Dr, Chester, MD 21619
    1340 Queen Anne Dr, Chester, MD 21619
    1340 Queen Anne Dr, Chester, MD 21619
    /27

    $459,900

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

    1340 Queen Anne Dr, Chester, MD 21619

    Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish

    Darlene Winegardner RE/MAX Executive

    1340 Queen Anne Dr, Chester, MD 21619
  • 326 Hanna Ct, Chester, MD 21619
    326 Hanna Ct, Chester, MD 21619
    326 Hanna Ct, 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

    Last Listing Agent Barry Waterman Coldwell Banker Waterman Realty

    326 Hanna Ct, Chester, MD 21619
    • 1838 Sherman Dr, Chester, MD 21619
      1838 Sherman Dr, Chester, MD 21619
      1838 Sherman Dr, Chester, MD 21619
      /29

      Est $378,365 Not Listed For Sale

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

      1838 Sherman Dr, Chester, MD 21619

      1838 Sherman Dr, Chester, MD 21619
  • 1906 Harbor Dr, Chester, MD 21619
    1906 Harbor Dr, Chester, MD 21619
    1906 Harbor Dr, Chester, MD 21619
    /3

    $499,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    1906 Harbor Dr, Chester, MD 21619

    Beautifully renovated/remodeled 3 bedroom, 2 full bath home in Chester, MD. Expected date to go active on the market is January 1st, 2026.

    Gregory Bennett Jr. Five Star Real Estate

    1906 Harbor Dr, Chester, MD 21619
  • 432 Macum Creek Dr, Chester, MD 21619
    432 Macum Creek Dr, Chester, MD 21619
    432 Macum Creek Dr, Chester, MD 21619
    /72

    $950,000 Sold Feb 28, 2025

    432 Macum Creek Dr, Chester, MD 21619

    • 5 Beds
    • 3.5 Baths
    • 3,158 Sq Ft
    • Built 2010

    Last Sold Summary

    • $301/SF
    • 3 Days On Market

    Current Estimated Value $930,281

    Last Listing Agent Edward Beres RE/MAX Executive

    432 Macum Creek 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 $346,343 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
  • 306 Teal Ct, Chester, MD 21619
    306 Teal Ct, Chester, MD 21619
    306 Teal Ct, Chester, MD 21619
    /24

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    306 Teal Ct, Chester, MD 21619

    Beautifully maintained first-floor condominium offering serene lake views and an open, inviting floor plan.This residence features two spacious bedrooms and two full bathrooms. The light-filled living and dining areas provide direct access to a private patio overlooking the lake, perfect for enjoying peaceful mornings.Located in a highly desirable community of Bayside, offering

    Cindy Jacobs Maryland Residential Management Co

    306 Teal Ct, Chester, MD 21619
  • 130 Sunrise Ct, Chester, MD 21619
    130 Sunrise Ct, Chester, MD 21619
    130 Sunrise Ct, 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

    Last Listing Agent Meg Richardson Engel & Völkers Annapolis

    130 Sunrise Ct, Chester, MD 21619
    • 511 Skipper Ct, Chester, MD 21619
      511 Skipper Ct, Chester, MD 21619
      511 Skipper Ct, Chester, MD 21619
      /35

      Est $559,798 Not Listed For Sale

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

      511 Skipper Ct, Chester, MD 21619

      511 Skipper Ct, Chester, MD 21619
  • 202 Mchenny Ct, Chester, MD 21619
    202 Mchenny Ct, Chester, MD 21619
    202 Mchenny Ct, Chester, MD 21619
    /63

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    202 Mchenny Ct, Chester, MD 21619

    Beautiful Home in Gibson’s Grant with Elevator, Open Floor Plan & Two-Car GarageWelcome to this beautifully appointed home in the sought-after waterfront community of Gibson’s Grant on Kent Island. This residence offers a perfect blend of comfort, style, and convenience — featuring a spacious open floor plan and an attached two-car garage.No need to worry about stairs — a full elevator

    Dee Dee McCracken Coldwell Banker Realty

    202 Mchenny Ct, Chester, MD 21619
  • 32F Queen Anne Way, Chester, MD 21619
    32F Queen Anne Way, Chester, MD 21619
    32F Queen Anne Way, Chester, MD 21619
    /61

    $559,000 Sold Jun 18, 2025

    32F Queen Anne Way, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 1983

    Last Sold Summary

    • $333/SF
    • 10 Days On Market

    Current Estimated Value $544,354

    Last Listing Agent The Williams Home Team Douglas Realty, LLC

    32F Queen Anne Way, Chester, MD 21619
    • 102 Ringneck Ct, Chester, MD 21619
      102 Ringneck Ct, Chester, MD 21619
      102 Ringneck Ct, Chester, MD 21619
      /53

      Est $404,603 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
  • 1757 Harbor Dr, Chester, MD 21619
    1757 Harbor Dr, Chester, MD 21619
    1757 Harbor Dr, Chester, MD 21619
    /64

    $1,125,000 New Construction

    • 4 Beds
    • 3.5 Baths

    1757 Harbor Dr, Chester, MD 21619

    *****Immediate Delivery*****WATERFRONT DEEP WATER ****Schedule showoing today! The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland lifestyle in this home built for

    George Bailey Keller Williams Flagship

    1757 Harbor Dr, Chester, MD 21619
  • 200 Harrier Way Unit 42, Chester, MD 21619
    200 Harrier Way Unit 42, Chester, MD 21619
    200 Harrier Way Unit 42, Chester, MD 21619
    /49

    $557,000 Sold Nov 10, 2025

    200 Harrier Way Unit 42, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2023

    Last Sold Summary

    • $293/SF
    • 2 Days On Market

    Last Listing Agent Ralph Kennedy RE/MAX Executive

    200 Harrier Way Unit 42, Chester, MD 21619
    • 1304 Little Creek Rd, Chester, MD 21619
      1304 Little Creek Rd, Chester, MD 21619
      1304 Little Creek Rd, Chester, MD 21619
      /27

      Est $340,268 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft

      1304 Little Creek Rd, Chester, MD 21619

      1304 Little Creek Rd, Chester, MD 21619
  • 1916 Stevens Dr, Chester, MD 21619
    1916 Stevens Dr, Chester, MD 21619
    1916 Stevens Dr, Chester, MD 21619
    /40

    $495,000 Open House 1/10

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    1916 Stevens Dr, Chester, MD 21619

    Discover this beautifully updated 3-bedroom, 2 full and 1 half bathroom home located on a scenic 0.35-acre corner lot in the highly desirable Harbor View community, just two miles east of the Chesapeake Bay Bridge. Inside, enjoy a bright, modern kitchen with new countertops and backsplash, hardwood floors on the main and upstairs evels, and cathedral ceiling with skylights. Relax in the spacious

    Kimberly O'Connor Coldwell Banker Realty

    1916 Stevens Dr, Chester, MD 21619

Showing Results 161 - 200, Page 5 of 18

Maryland Queen Annes County Chester 21619

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group