5,185

Chester, MD Homes

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  • /88

    $734,900 Sold Sep 10, 2025

    211 Switchgrass Way Unit 1531, Chester, MD 21619

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

    Last Sold Summary

    • $282/SF
    • 27 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1531, Chester, MD 21619
    • /3

      Est $286,221 Not Listed For Sale

      202 Merganser Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 1998
      202 Merganser Ct, Chester, MD 21619

      Last Sold Summary

      • 1% Below List Price
      • $270/SF
      • 36 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Regina Fischer Long & Foster

  • /27

    $439,900

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

    1340 Queen Anne Dr, Chester, MD 21619

    PRICE Improvement...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

    Darlene Winegardner RE/MAX Executive

    1340 Queen Anne Dr, Chester, MD 21619
  • /30

    $300,000 Sold Jun 10, 2025

    605 Teal Ct, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft
    • Built 1997

    Last Sold Summary

    • $281/SF
    • 2 Days On Market

    Current Estimated Value $293,137

    Last Listing Agent Jarnell Foster Benson & Mangold, LLC

    605 Teal Ct, Chester, MD 21619
    • /20

      Est $437,660 Not Listed For Sale

      1703 Chester Rd, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,556 Sq Ft
      • Built 1991
      1703 Chester Rd, Chester, MD 21619

      Last Sold Summary

      • 4% Above List Price
      • $270/SF
      • 5 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Lona Todd Taylor Properties

  • /44

    $489,900

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

    1906 Harbor Dr, Chester, MD 21619

    Experience the epitome of luxury living in this stunning ranch-style home located in the prestigious Harbor View subdivision. This meticulously renovated residence boasts an impressive 1,750 square feet of thoughtfully designed space, perfect for those who appreciate both elegance and functionality. Step inside to discover a harmonious blend of modern sophistication and timeless charm. The

    Gregory Bennett Jr. Five Star Real Estate

    1906 Harbor Dr, Chester, MD 21619
  • /17

    $724,900 Sold Nov 10, 2025

    630 Warbler Way Unit 21, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $279/SF
    • 19 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 21, Chester, MD 21619
    • /73

      Est $378,824 Not Listed For Sale

      312 Widgeon Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,899 Sq Ft
      • Built 2001
      312 Widgeon Way, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $197/SF
      • 30 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Lauren Matera BHHS PenFed (actual)

  • /44

    $849,990 New Construction

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

    110 Warbler Way Unit 3031, Chester, MD 21619

    The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat,

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3031, Chester, MD 21619
  • /22

    $30,000 Sold Jun 20, 2025

    5C Piney Narrows Rd, Chester, MD 21619

    • 432 Sq Ft
    • Built 1985

    Last Sold Summary

    • $69/SF
    • 10 Days On Market

    Current Estimated Value $29,098

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    5C Piney Narrows Rd, Chester, MD 21619
    • /56

      Est $467,690 Not Listed For Sale

      6B Queen Victoria Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 1983
      6B Queen Victoria Way, Chester, MD 21619

      Last Sold Summary

      • 7% Above List Price
      • $261/SF
      • 31 Days On Market

      Last Sold Price $438,000

      Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

  • /100

    $539,000

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

    111 Marshgrass Way Unit 22, Chester, MD 21619

    Rare resale condo, turnkey! Your dream retreat awaits in this stunning luxury condo, where modern elegance meets breathtaking natural beauty. This exquisite residence features two spacious bedrooms, each with its own en-suite bath, and an additional half bath for guests. The thoughtfully designed office boasts custom built-in cabinets, providing both functionality and style.--Step into the heart

    Dee Dee Miller Long & Foster Real Estate, Inc.

    111 Marshgrass Way Unit 22, Chester, MD 21619
  • /30

    $332,500 Sold Feb 20, 2026

    206 Blenny Ln, Chester, MD 21619

    • 3 Beds
    • 4 Baths
    • 1,899 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $175/SF
    • 4 Days On Market

    Current Estimated Value $341,838

    Last Listing Agent Chris Craddock EXP Realty, LLC

    206 Blenny Ln, Chester, MD 21619
    • /35

      Est $308,655 Not Listed For Sale

      28G Queen Mary Ct, Chester, MD 21619

      • 2 Beds
      • 1.5 Baths
      • 1,010 Sq Ft
      • Built 1985
      28G Queen Mary Ct, Chester, MD 21619

      Last Sold Summary

      • 9% Above List Price
      • $280/SF
      • 102 Days On Market

      Last Sold Price $282,400

      Last Listing Agent Bev Langley Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /63

    $825,000 Pending

    • 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
  • /73

    $760,000 Sold Oct 30, 2025

    314 Thomas White Blvd, Chester, MD 21619

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 2013

    Last Sold Summary

    • $317/SF
    • 47 Days On Market

    Current Estimated Value $769,838

    Last Listing Agent Kathleen Higginbotham Samson Properties

    314 Thomas White Blvd, Chester, MD 21619
    • /34

      Est $407,471 Not Listed For Sale

      306 Blenny Ln, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,899 Sq Ft
      • Built 1998
      306 Blenny Ln, Chester, MD 21619

      Last Sold Summary

      • 2% Above List Price
      • $211/SF
      • 2 Days On Market

      Last Sold Price $399,900

      Last Listing Agent Pamela Ackermann-Doll RE/MAX

  • /64

    $1,167,890 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
  • /51

    $500,000 Sold Aug 22, 2025

    2008 Palm Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft
    • Built 1997

    Last Sold Summary

    • $219/SF
    • 64 Days On Market

    Current Estimated Value $542,371

    Last Listing Agent Marilyn Hendley EXP Realty, LLC

    2008 Palm Dr, Chester, MD 21619
    • /43

      Est $399,046 Not Listed For Sale

      1808 Chester Dr, Chester, MD 21619

      • 3 Beds
      • 1.5 Baths
      • 1,700 Sq Ft
      • Built 1978
      1808 Chester Dr, Chester, MD 21619

      Last Sold Summary

      • 4% Above List Price
      • $225/SF
      • 29 Days On Market

      Last Sold Price $383,000

      Last Listing Agent Kathleen Higginbotham Samson Properties

  • /40

    $489,000 Open Sat 12PM - 2PM

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

    1916 Stevens Dr, Chester, MD 21619

    OPEN HOUSE - Sat. March 28th- 12:00 - 2:00. Come see 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

    Kimberly O'Connor Coldwell Banker Realty

    1916 Stevens Dr, Chester, MD 21619
  • /56

    $370,000 Sold Jun 23, 2025

    502 Dominion Rd, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 2,682 Sq Ft
    • Built 1922

    Last Sold Summary

    • $138/SF
    • 146 Days On Market

    Current Estimated Value $429,000

    Last Listing Agent Jim Davidson Coldwell Banker Waterman Realty

    502 Dominion Rd, Chester, MD 21619
    • /137

      Est $821,568 Not Listed For Sale

      117 Kirwans Landing Ln, Chester, MD 21619

      • 4 Beds
      • 3.5 Baths
      • 3,288 Sq Ft
      • Built 1986
      117 Kirwans Landing Ln, Chester, MD 21619

      Last Sold Summary

      • 7% Above List Price
      • $233/SF
      • 69 Days On Market

      Last Sold Price $765,000

      Last Listing Agent Jim Davidson Coldwell Banker Waterman Realty

  • /48

    $644,990 Pending

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

    630 Warbler Way Unit 2233, Chester, MD 21619

    The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2233, Chester, MD 21619
  • /35

    $500,000 Sold Feb 02, 2026

    1221 Cox Neck Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 1,482 Sq Ft
    • Built 2012

    Last Sold Summary

    • $337/SF
    • 77 Days On Market

    Current Estimated Value $517,654

    Last Listing Agent Jorge Zea Jorge A. Zea

    1221 Cox Neck Rd, Chester, MD 21619
    • /63

      Est $501,522 Not Listed For Sale

      23D Queen Victoria Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 1985
      23D Queen Victoria Way, Chester, MD 21619

      Last Sold Summary

      • 10% Below List Price
      • $333/SF
      • 106 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Crystal Smith RE/MAX

  • /56

    $324,900 Pending

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

    54B Queen Caroline Ct, Chester, MD 21619

    Tucked inside the sought-after Queens Landing community, this beautifully maintained townhome delivers the space, layout, and low-maintenance lifestyle everyone loves, plus a rare private setting with no traffic behind the home. Step inside to an open, airy main level featuring luxury vinyl plank flooring throughout the living area and an easy flow that is perfect for everyday living and

    Julia Stevens Realty Navigator

    54B Queen Caroline Ct, Chester, MD 21619
  • /2

    $295,000 Sold Jul 18, 2025

    204 Teal Ct Unit B, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Built 1993

    Last Sold Summary

    • $275/SF
    • 5 Days On Market

    Last Listing Agent Thomas Hennerty NetRealtyNow.com, LLC

    204 Teal Ct Unit B, Chester, MD 21619
    • /39

      Est $488,372 Not Listed For Sale

      405 Widgeon Way, Chester, MD 21619

      • 2 Beds
      • 3.5 Baths
      • 2,112 Sq Ft
      • Built 2000
      405 Widgeon Way, Chester, MD 21619

      Last Sold Summary

      • 3% Above List Price
      • $225/SF
      • 14 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Carol Tinnin RE/MAX

  • /44

    $989,990 New Construction

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

    110 Boatswain Way Unit 3044, Chester, MD 21619

    Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3044, Chester, MD 21619
  • /2

    $540,000 Sold Mar 12, 2026

    114 Addison Ct, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,342 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $231/SF
    • 12 Days On Market

    Current Estimated Value $543,369

    Last Listing Agent Jonathan Olsavsky Coldwell Banker Waterman Realty

    114 Addison Ct, Chester, MD 21619
    • /55

      Est $455,658 Not Listed For Sale

      905 Auckland Way, Chester, MD 21619

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

      Last Sold Summary

      • 7% Above List Price
      • $205/SF
      • 54 Days On Market

      Last Sold Price $426,500

      Last Listing Agent Jeanne Kent Creig Northrop Team of Long & Foster

  • /11

    $774,990 New Construction

    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    Kelly Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619

    Private home office for working from home. Spacious great room with slider to covered patio. Beautiful kitchen with large island and roomy pantry. Luxurious primary suite with triple windows. Relaxing primary bath with spacious shower and walk-in closet. Convenient covered patio with screen patio option.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36471203, Chester, MD 21619
  • /66

    $330,000 Sold Sep 16, 2025

    208 Ringneck Ct, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,747 Sq Ft
    • Built 1995

    Last Sold Summary

    • $189/SF
    • 98 Days On Market

    Current Estimated Value $344,877

    Last Listing Agent Phyllis Endrich Long & Foster Real Estate, Inc.

    208 Ringneck Ct, Chester, MD 21619
    • /35

      Est $352,119 Not Listed For Sale

      44B Queen Neva Ct, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,312 Sq Ft
      • Built 1996
      44B Queen Neva Ct, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $265/SF
      • 19 Days On Market

      Last Sold Price $348,000

      Last Listing Agent Raymond Johnson Berkshire Hathaway HomeServices Homesale Realty

  • /52

    $979,900 Pending

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

    176 Flagstaff Way Unit 2443, Chester, MD 21619

    The Chester at Lot 2443 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it a great opportunity for buyers planning ahead. This home includes 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Highlighted features include a dedicated home office with lighted French doors, a stylish dry

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2443, Chester, MD 21619
  • /38

    $875,000 Sold May 20, 2025

    200 Harrier Way Unit 44, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • Built 2023

    Last Sold Summary

    • 23 Days On Market

    Last Listing Agent Ralph Kennedy RE/MAX Executive

    200 Harrier Way Unit 44, Chester, MD 21619
    • /22

      Est $282,962 Not Listed For Sale

      509 Teal Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 1996
      509 Teal Ct, Chester, MD 21619

      Last Sold Summary

      • 5% Above List Price
      • $252/SF
      • 52 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Norma Coursey Benson & Mangold, LLC

  • /79

    $519,499 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    49 Queen Guinivere Way, Chester, MD 21619

    Under contract with a home sale contingency and kick-out clause; seller is actively accepting showings and backup offers!! Welcome to Queens Landing, where resort-style living meets the comfort of home. This beautifully updated townhome offers 1,440 square feet of thoughtfully designed living space plus an open sunroom, adding approximately 160 additional square feet, creating a seamless and

    Julia Stevens Realty Navigator

    49 Queen Guinivere Way, Chester, MD 21619
  • /2

    $542,500 Sold Nov 13, 2025

    558 Cross Creek Ct, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,558 Sq Ft
    • Built 2002

    Last Sold Summary

    • $212/SF
    • 121 Days On Market

    Current Estimated Value $539,024

    Last Listing Agent Thomas Hennerty NetRealtyNow.com, LLC

    558 Cross Creek Ct, Chester, MD 21619

Showing Results 241 - 280, Page 7 of 18

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