5,191

Homes in ZIP Code 21619

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  • /32

    $494,900

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

    1000 Herons Nest Way Unit 23, Chester, MD 21619

    Welcome to 1000 Herons Nest Way, where you can live the good life at an great price. This immaculate two bedroom condo, with two and a half baths and additional flex space, provides turn key convenience and resort style amenities. This home is a MUST SEE! This FORMER MODEL is like new and includes features that other condos won’t - including decorator upgrades, custom designed closets, plantation

    Nola Meyers EXP Realty, LLC

    1000 Herons Nest Way Unit 23, Chester, MD 21619
  • /34

    $700,000 Sold Dec 04, 2025

    245 Peregrine Dr, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft
    • Built 2024

    Last Sold Summary

    • $222/SF
    • 95 Days On Market

    Last Listing Agent Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    245 Peregrine Dr, Chester, MD 21619
    • /34

      Est $384,601 Not Listed For Sale

      117 Wright Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,337 Sq Ft
      • Built 2003
      117 Wright Rd, Chester, MD 21619

      Last Sold Summary

      • 3% Above List Price
      • $278/SF
      • 47 Days On Market

      Last Sold Price $371,750

      Last Listing Agent Barry Hess Keller Williams Flagship

  • /63

    $649,990 New Construction

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

    102 Warbler Way Unit 2911, 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 2911, Chester, MD 21619
  • /43

    $595,000 Sold Jul 28, 2025

    1614 Postal Rd, Chester, MD 21619

    • 5 Beds
    • 2.5 Baths
    • 2,656 Sq Ft
    • Built 2003

    Last Sold Summary

    • $224/SF
    • 59 Days On Market

    Current Estimated Value $594,898

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    1614 Postal Rd, Chester, MD 21619
    • /64

      Est $632,402 Not Listed For Sale

      1326 Queen Anne Dr, Chester, MD 21619

      • 5 Beds
      • 3 Baths
      • 3,103 Sq Ft
      • Built 1990
      1326 Queen Anne Dr, Chester, MD 21619

      Last Sold Summary

      • 2% Above List Price
      • $200/SF
      • 37 Days On Market

      Last Sold Price $620,000

      Last Listing Agent Darlene Winegardner RE/MAX

  • /37

    $829,990 Pending

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

    255 Redstart Dr, Chester, MD 21619

    The Simone is a beautifully designed home with a projected settlement of May 2026, offering the space and features you are looking for. With 4 bedrooms, 3 full baths, and a 2-car garage, this home balances everyday comfort with thoughtful design details. A dedicated home office provides the perfect space for remote work or study, while the great room is anchored by a striking two-story shiplap

    Mary Anne Kowalewski KOVO Realty

    255 Redstart Dr, Chester, MD 21619
  • /22

    $714,900 Sold Nov 03, 2025

    621 Warbler Way, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $359/SF
    • 9 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - 35' River Series

    621 Warbler Way, Chester, MD 21619
    • /64

      Est $538,354 Not Listed For Sale

      1014 Auckland Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,076 Sq Ft
      • Built 2002
      1014 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • 8% Below List Price
      • $283/SF
      • 3 Days On Market

      Last Sold Price $587,500

      Last Listing Agent Brandon Golueke Monument Sotheby's International Realty

  • /8

    $295,000 Coming Soon

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

    102 Merganser Ct, Chester, MD 21619

    Come see this spacious, coastal inspired condo at Bayside on Kent Island. This 2 BR/2 Bath home offers all the benefits of first floor,one level living. A welcoming entrance whispers, " stay awhile" with a sunny patio area overlooking a lush lawn and water views. Inside you will notice plenty of windows, light, and an open-concept design that creates the perfect mood for that "laid back" Kent

    Carol Delayo Chaney Homes, LLC

    102 Merganser Ct, Chester, MD 21619
  • /56

    $837,000 Sold Sep 30, 2025

    223 Broadwater Dr, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,745 Sq Ft
    • Built 2022

    Last Sold Summary

    • $305/SF
    • 11 Days On Market

    Current Estimated Value $842,918

    Last Listing Agent Ralph Kennedy RE/MAX Executive

    223 Broadwater Dr, Chester, MD 21619
    • /54

      Est $450,005 Not Listed For Sale

      603 Auckland Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,112 Sq Ft
      • Built 2000
      603 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • $213/SF
      • 53 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Crystal Smith RE/MAX

  • /29

    $395,000

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

    1838 Sherman Dr, Chester, MD 21619

    Nestled in the heart of Chester, Maryland on the beautiful Eastern Shore, this charming rancher offers comfort and convenience. Inside, a bright and inviting interior features neutral tones, modern finishes, and a functional layout ideal for everyday living. The light-filled dining area overlooks the backyard and flows into the galley kitchen, complete with stainless steel appliances, ample

    Bret Merson Keller Williams Realty Centre

    1838 Sherman Dr, Chester, MD 21619
  • /37

    $382,000 Sold Mar 20, 2026

    2644 Cecil Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,108 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Above List Price
    • $345/SF
    • 19 Days On Market

    Current Estimated Value $362,615

    Last Listing Agent Julia Stevens Realty Navigator

    2644 Cecil Dr, Chester, MD 21619
    • /23

      Est $284,468 Not Listed For Sale

      216 Teal Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,050 Sq Ft
      • Built 1993
      216 Teal Ct, Chester, MD 21619

      Last Sold Summary

      • 3% Above List Price
      • $262/SF
      • 0 Days On Market

      Last Sold Price $274,900

      Last Listing Agent Crystal Smith RE/MAX

  • /62

    $724,900 Pending

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

    630 Warbler Way Unit 2221, Chester, MD 21619

    Magothy || Available May 2026 This thoughtfully designed home features 3 bedrooms, 2.5 baths, and a 1-car garage. Inside, you’ll find an open layout complemented by a dry bar, electric fireplace, and an owner’s suite with a sitting room and large walk-in closets. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, and a stylish

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2221, Chester, MD 21619
  • /58

    $768,900 Sold Nov 24, 2025

    201 Switchgrass Way Unit 1442, Chester, MD 21619

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

    Last Sold Summary

    • $405/SF
    • 53 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    201 Switchgrass Way Unit 1442, Chester, MD 21619
    • /46

      Est $645,678 Not Listed For Sale

      105 Barren Ridge Rd, Chester, MD 21619

      • 4 Beds
      • 4.5 Baths
      • 3,016 Sq Ft
      • Built 1995
      105 Barren Ridge Rd, Chester, MD 21619

      Last Sold Summary

      • 1% Below List Price
      • $215/SF
      • 35 Days On Market

      Last Sold Price $649,000

      Last Listing Agent Suzanne Hitt Coldwell Banker Waterman Realty

  • /44

    $949,990 Pending

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

    110 Warbler Way Unit 3034, Chester, MD 21619

    The Severn combines an open floorplan with thoughtful design elements, with a projected settlement date of November 2026. Designed for comfortable and modern living, this home features 3 bedrooms, 2.5 baths, and a 1-car garage. The owner’s suite includes a sitting room, large walk-in closets, and a spa-inspired bath with a shower featuring a seat and handheld shower wand, double sinks, and quartz

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3034, Chester, MD 21619
  • /60

    $355,000 Sold Aug 28, 2025

    35 F Queen Anne Way, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1994

    Last Sold Summary

    • $247/SF
    • 52 Days On Market

    Last Listing Agent Lawrence Doyle Long & Foster Real Estate, Inc.

    35 F Queen Anne Way, Chester, MD 21619
    • /60

      Est $541,316 Not Listed For Sale

      1006 Auckland Way, Chester, MD 21619

      • 4 Beds
      • 4 Baths
      • 2,076 Sq Ft
      • Built 2001
      1006 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • 8% Below List Price
      • $284/SF

      Last Sold Price $590,000

      Last Listing Agent Deborah Savoie Long & Foster

  • /50

    $295,000

    • 1 Bed
    • 1 Bath
    • 724 Sq Ft

    6 G Queen Victoria Way, Chester, MD 21619

    Price Improvement!! Marina-front and perfectly sized for easy living or a weekend escape. This one-bedroom one-bath condo offers approximately 724 square feet with an open floor plan and a geourgous view. Walk into a bright living area that flows seemlessly into the adjacent kitchen, creating an inviting and functional space for everyday living or entertaining. The kitchen has been updated with

    Julia Stevens Realty Navigator

    6 G Queen Victoria Way, Chester, MD 21619
  • /38

    $795,000 Sold Dec 10, 2025

    104 Woods Rd, Chester, MD 21619

    • 5 Beds
    • 3.5 Baths
    • 3,065 Sq Ft
    • Built 2002

    Last Sold Summary

    • $259/SF
    • 95 Days On Market

    Current Estimated Value $789,684

    Last Listing Agent Temple Peirce Cummings & Co. Realtors

    104 Woods Rd, Chester, MD 21619
    • /39

      Est $526,696 Not Listed For Sale

      1905 Roberta Dr, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 1976
      1905 Roberta Dr, Chester, MD 21619

      Last Sold Summary

      • 11% Below List Price
      • $283/SF
      • 23 Days On Market

      Last Sold Price $594,000

      Last Listing Agent Tammi Clark Clark & Co Realty, LLC

  • /68

    $699,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 2 Baths
    • 2,025 Sq Ft

    249 Warbler Way, Chester, MD 21619

    **OPEN HOUSE SATURDAY 3/28/26! 10am to 12pm** No waiting on the Builder here! This almost brand new Jenkins II Model was built just last year and boasts soaring, coffered and vaulted ceilings in the 2,025 sf of spaciousness! The generously sized primary suite & spa like bath with a huge walk-in-closet, double vanities & walk-in-shower is sure to make you feel like Royalty! The 2nd bedroom & full

    Pamela Ackermann-Doll RE/MAX Executive

    249 Warbler Way, Chester, MD 21619
  • /68

    $1,200,000 Sold Sep 30, 2025

    1622 Bayside Dr, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • Built 2009

    Last Sold Summary

    • $400/SF
    • 112 Days On Market

    Current Estimated Value $1,195,392

    Last Listing Agent Cynthia Sullivan Sullivan Select, LLC.

    1622 Bayside Dr, Chester, MD 21619
    • /3

      Est $514,137 Not Listed For Sale

      106 Logan Ct, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,242 Sq Ft
      • Built 2001
      106 Logan Ct, Chester, MD 21619

      Last Sold Summary

      • 3% Above List Price
      • $223/SF
      • 0 Days On Market

      Last Sold Price $499,900

      Last Listing Agent Kay Gatling Long & Foster

  • /20

    $989,990 New Construction

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

    110 Boatswain Way Unit 44, Chester, MD 21619

    Open-concept kitchen, dining area, & great room designed for effortless flow. Gourmet kitchen with ample cabinetry for streamlined storage & prep. Dry bar creates a dedicated space for serving & display. Fireplace adds warmth & character to the great room. Owner’s suite with sitting room, walk-in closet & private bath. Frameless shower door delivers a sleek, spa-like touch in the owner’s bath.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 44, Chester, MD 21619
  • /27

    $340,000 Sold Jul 31, 2025

    15G Queen Anne Way, Chester, MD 21619

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

    Last Sold Summary

    • $308/SF
    • 34 Days On Market

    Current Estimated Value $346,746

    Last Listing Agent Mackenzie Hoffer CENTURY 21 New Millennium

    15G Queen Anne Way, Chester, MD 21619
    • /46

      Est $347,273 Not Listed For Sale

      604 Dominion Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1897
      604 Dominion Rd, Chester, MD 21619

      Last Sold Summary

      • 7% Above List Price
      • $226/SF
      • 37 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Barry Hess Keller Williams Flagship

  • /24

    $1,389,667 New Construction

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

    123 Flycatcher Way, Chester, MD 21619

    Well-equipped kitchen with stacked dark stained cabinetry & glass uppers. Cozy fireplace adds warmth & character to spacious great room. Tranquil primary suite with generous walk-in closet. Productive home office for studying or reading. Private Extra Suite, great for overnight guests. Inviting screened patio for outdoor entertaining. Second floor loft provide addtionial living space.

    K. Hovnanian Homes Builder
    123 Flycatcher Way, Chester, MD 21619
  • /36

    $490,000 Sold Feb 19, 2026

    906 Auckland Way, Chester, MD 21619

    • 3 Beds
    • 3.5 Baths
    • 2,076 Sq Ft
    • Built 2001

    Last Sold Summary

    • $236/SF
    • 74 Days On Market

    Current Estimated Value $503,341

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    906 Auckland Way, Chester, MD 21619
    • /21

      Est $405,746 Not Listed For Sale

      1926 Sherman Dr, Chester, MD 21619

      • 4 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1991
      1926 Sherman Dr, Chester, MD 21619

      Last Sold Summary

      • 2% Below List Price
      • $266/SF
      • 97 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Michael Rosendale Rosendale Realty

  • /52

    $699,990 New Construction

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

    110 Warbler Way Unit 3033, 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 3033, Chester, MD 21619
  • /45

    $825,000 Sold Dec 09, 2025

    124 Nauset Ln, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,583 Sq Ft
    • Built 2021

    Last Sold Summary

    • $319/SF
    • 87 Days On Market

    Current Estimated Value $817,840

    Last Listing Agent Jennifer Thomas RE/MAX Executive

    124 Nauset Ln, Chester, MD 21619
    • /67

      Est $529,707 Not Listed For Sale

      910 Auckland Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,100 Sq Ft
      • Built 2001
      910 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • 5% Below List Price
      • $267/SF
      • 2 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Ryan Lancaster Long & Foster

  • /6

    $159,900

    • Land
    • 0.29 Acre
    • $551,379 per Acre

    0 Lot #1 Harley Ln, Chester, MD 21619

    2 Great Building Lots - Sewer Approved on Kent Island , Sewer fee is paid for - Harley Lane Lot #1 Parcel 63 comes with working Well $159,900. An Adjacent Lot #2 Parcel 64 is available. Sewer is also approved with fee paid. $149,900. These approved Lots are registered with Queen Annes County. *****The Harley Lane 2 lot sub division was created by adding 2 lots on land owned on Good hand creek

    Thomas Hennerty NetRealtyNow.com, LLC

    0 Lot #1 Harley Ln, Chester, MD 21619
  • /51

    $884,900 Sold May 23, 2025

    148 Nighthawk Dr, Stevensville, MD 21666

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft
    • Built 2024

    Last Sold Summary

    • $319/SF
    • 5 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    148 Nighthawk Dr, Stevensville, MD 21666
    • /45

      Est $498,027 Not Listed For Sale

      204 Schooner Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,076 Sq Ft
      • Built 1996
      204 Schooner Way, Chester, MD 21619

      Last Sold Summary

      • 8% Above List Price
      • $222/SF
      • 81 Days On Market

      Last Sold Price $460,000

      Last Listing Agent Branden Schroeder GybeSet Homes

  • /26

    $674,900 Pending

    • 4 Beds
    • 2.5 Baths

    Lot 6 Norman Ct, Chester, MD 21619

    The Windermere combines all of the home design elements our purchasers love the most. On the main level is an open plan design with a huge kitchen, breakfast/sunroom and family room! Formal living and dining rooms, and two-story foyer complete the space. Upstairs you will find 4 spacious bedrooms to include an owner's suite with spacious walk-in closet or choose the optional super bath and get

    George Bailey Keller Williams Flagship

    Lot 6 Norman Ct, Chester, MD 21619

Showing Results 321 - 360, Page 9 of 18

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