5,168

Chester, MD Homes

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  • 110 Boatswain Way Unit 21, Chester, MD 21619
    110 Boatswain Way Unit 21, Chester, MD 21619
    110 Boatswain Way Unit 21, Chester, MD 21619
    /18

    $829,990 New Construction

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

    110 Boatswain Way Unit 21, Chester, MD 21619

    Gourmet kitchen with spacious central island. Dining area includes a convenient dry bar. Great room features an electric fireplace. Beautiful balcony extends off of the great room. Owner’s suite with dual walk-in closets. Private sitting room with balcony access. Luxurious owner’s bath with dual sinks.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 21, Chester, MD 21619
  • 201 Switchgrass Way Unit 1443, Chester, MD 21619
    201 Switchgrass Way Unit 1443, Chester, MD 21619
    201 Switchgrass Way Unit 1443, Chester, MD 21619
    /58

    $769,900 Sold Nov 25, 2025

    201 Switchgrass Way Unit 1443, 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 1443, Chester, MD 21619
    • 1518 Saint Marys Rd, Chester, MD 21619
      1518 Saint Marys Rd, Chester, MD 21619
      1518 Saint Marys Rd, Chester, MD 21619
      /38

      Est $680,453 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft

      1518 Saint Marys Rd, Chester, MD 21619

      1518 Saint Marys Rd, Chester, MD 21619
  • 176 Flagstaff Way Unit 11, Chester, MD 21619
    176 Flagstaff Way Unit 11, Chester, MD 21619
    176 Flagstaff Way Unit 11, Chester, MD 21619
    /9

    $649,990 New Construction

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

    176 Flagstaff Way Unit 11, Chester, MD 21619

    Gourmet kitchen featuring designer cabinetry & center island. Spacious great room with electric fireplace. Inviting dining area featuring lovely dry bar. Pristine owner's suite & spa bath with walk-in closet. Versatile outdoor patio, perfect for spending time with friends. Productive home office with lited double doors. Functional laundry room for added convenience.

    K. Hovnanian Homes Builder
    176 Flagstaff Way Unit 11, Chester, MD 21619
  • 2614 Ellicott Dr, Chester, MD 21619
    2614 Ellicott Dr, Chester, MD 21619
    2614 Ellicott Dr, Chester, MD 21619
    /43

    $495,000 Sold Jul 31, 2025

    2614 Ellicott Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2023

    Last Sold Summary

    • $354/SF
    • 2 Days On Market

    Current Estimated Value $498,039

    Last Listing Agent Wendy Oliver Coldwell Banker Realty

    2614 Ellicott Dr, Chester, MD 21619
    • 10A Queen Elizabeth Ct, Chester, MD 21619
      10A Queen Elizabeth Ct, Chester, MD 21619
      10A Queen Elizabeth Ct, Chester, MD 21619
      /39

      Est $412,685 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,380 Sq Ft

      10A Queen Elizabeth Ct, Chester, MD 21619

      10A Queen Elizabeth Ct, Chester, MD 21619
  • 630 Warbler Way Unit 2221, Chester, MD 21619
    630 Warbler Way Unit 2221, Chester, MD 21619
    630 Warbler Way Unit 2221, Chester, MD 21619
    /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
  • 602 Dominion Rd, Chester, MD 21619
    602 Dominion Rd, Chester, MD 21619
    602 Dominion Rd, Chester, MD 21619
    /34

    $226,000 Sold Aug 25, 2025

    602 Dominion Rd, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1900

    Last Sold Summary

    • $126/SF
    • 49 Days On Market

    Current Estimated Value $285,858

    Last Listing Agent Janice O'Donnell Chaney Homes, LLC

    602 Dominion Rd, Chester, MD 21619
    • 2801 Cox Neck Rd, Chester, MD 21619
      2801 Cox Neck Rd, Chester, MD 21619
      2801 Cox Neck Rd, Chester, MD 21619
      /73

      Est $2,139,236 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 4,297 Sq Ft

      2801 Cox Neck Rd, Chester, MD 21619

      2801 Cox Neck Rd, Chester, MD 21619
  • 110 Warbler Way Unit 3034, Chester, MD 21619
    110 Warbler Way Unit 3034, Chester, MD 21619
    110 Warbler Way Unit 3034, Chester, MD 21619
    /44

    $979,990 New Construction

    • 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
  • 106 Woods Rd, Chester, MD 21619
    106 Woods Rd, Chester, MD 21619
    106 Woods Rd, Chester, MD 21619
    /45

    $650,000 Sold Jun 26, 2025

    106 Woods Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,551 Sq Ft
    • Built 2000

    Last Sold Summary

    • $255/SF
    • 21 Days On Market

    Current Estimated Value $645,703

    Last Listing Agent Jackie Ball Daley Northrop Realty

    106 Woods Rd, Chester, MD 21619
    • 1823 Chester Dr, Chester, MD 21619
      1823 Chester Dr, Chester, MD 21619
      1823 Chester Dr, Chester, MD 21619
      /23

      Est $291,246 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      1823 Chester Dr, Chester, MD 21619

      1823 Chester Dr, Chester, MD 21619
  • 117 Flycatcher Way, Chester, MD 21619
    117 Flycatcher Way, Chester, MD 21619
    117 Flycatcher Way, Chester, MD 21619
    /49

    $1,400,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    117 Flycatcher Way, Chester, MD 21619

    The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio

    Mary Anne Kowalewski KOVO Realty

    117 Flycatcher Way, Chester, MD 21619
  • 2707 Cox Neck Rd, Chester, MD 21619
    2707 Cox Neck Rd, Chester, MD 21619
    2707 Cox Neck Rd, Chester, MD 21619
    /47

    $435,000 Sold Aug 04, 2025

    2707 Cox Neck Rd, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Built 1995

    Last Sold Summary

    • $277/SF
    • 34 Days On Market

    Current Estimated Value $433,531

    Last Listing Agent Samantha Hernandez Douglas Realty, LLC

    2707 Cox Neck Rd, Chester, MD 21619
    • 37G Queen Anne Way, Chester, MD 21619
      37G Queen Anne Way, Chester, MD 21619
      37G Queen Anne Way, Chester, MD 21619
      /52

      Est $372,734 Not Listed For Sale

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

      37G Queen Anne Way, Chester, MD 21619

      37G Queen Anne Way, Chester, MD 21619
  • 6 G Queen Victoria Way, Chester, MD 21619
    6 G Queen Victoria Way, Chester, MD 21619
    6 G Queen Victoria Way, Chester, MD 21619
    /50

    $299,000 Pending

    • 1 Bed
    • 1 Bath
    • 724 Sq Ft

    6 G Queen Victoria Way, Chester, MD 21619

    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. Walk into a bright living area that flows directly into the adjacent kitchen, creating an inviting and functional space for everyday living or entertaining. The kitchen has been updated with granite countertops, stainless steel

    Julia Stevens Realty Navigator

    6 G Queen Victoria Way, Chester, MD 21619
  • 513 Teal Ct, Chester, MD 21619
    513 Teal Ct, Chester, MD 21619
    513 Teal Ct, Chester, MD 21619
    /44

    $295,000 Sold Jul 21, 2025

    513 Teal Ct, Chester, MD 21619

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Built 1996

    Last Sold Summary

    • $275/SF
    • 22 Days On Market

    Current Estimated Value $294,522

    Last Listing Agent April Heim Rosendale Realty

    513 Teal Ct, Chester, MD 21619
    • 518 Cross Creek Ct, Chester, MD 21619
      518 Cross Creek Ct, Chester, MD 21619
      518 Cross Creek Ct, Chester, MD 21619
      /38

      Est $525,997 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,356 Sq Ft

      518 Cross Creek Ct, Chester, MD 21619

      518 Cross Creek Ct, Chester, MD 21619
  • 123 Flycatcher Way, Chester, MD 21619
    123 Flycatcher Way, Chester, MD 21619
    123 Flycatcher Way, Chester, MD 21619
    /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
  • 121 Wheelhouse Way Unit 42, Chester, MD 21619
    121 Wheelhouse Way Unit 42, Chester, MD 21619
    121 Wheelhouse Way Unit 42, Chester, MD 21619
    /32

    $779,900 Sold Sep 11, 2025

    121 Wheelhouse Way Unit 42, Chester, MD 21619

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

    Move in Ready Sold Summary

    • $410/SF
    • 16 Days On Market

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

    121 Wheelhouse Way Unit 42, Chester, MD 21619
    • 545 Cross Creek Ct, Chester, MD 21619
      545 Cross Creek Ct, Chester, MD 21619
      545 Cross Creek Ct, Chester, MD 21619
      /44

      Est $541,112 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,486 Sq Ft

      545 Cross Creek Ct, Chester, MD 21619

      545 Cross Creek Ct, Chester, MD 21619
  • 110 Warbler Way Unit 3033, Chester, MD 21619
    110 Warbler Way Unit 3033, Chester, MD 21619
    110 Warbler Way Unit 3033, Chester, MD 21619
    /52

    $789,990 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
  • 113 Chessie Ct, Chester, MD 21619
    113 Chessie Ct, Chester, MD 21619
    /2

    $459,000 Sold Sep 30, 2025

    113 Chessie Ct, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,858 Sq Ft
    • Built 1999

    Last Sold Summary

    • $247/SF
    • 0 Days On Market

    Current Estimated Value $459,215

    Last Listing Agent Carol Delayo Chaney Homes, LLC

    113 Chessie Ct, Chester, MD 21619
    • 2702 Sherman Dr, Chester, MD 21619
      2702 Sherman Dr, Chester, MD 21619
      2702 Sherman Dr, Chester, MD 21619
      /69

      Est $915,488 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,752 Sq Ft

      2702 Sherman Dr, Chester, MD 21619

      2702 Sherman Dr, Chester, MD 21619
  • Lot 6 Norman Ct, Chester, MD 21619
    Lot 6 Norman Ct, Chester, MD 21619
    Lot 6 Norman Ct, Chester, MD 21619
    /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
  • 212 Switchgrass Way Unit 1644, Chester, MD 21619
    212 Switchgrass Way Unit 1644, Chester, MD 21619
    212 Switchgrass Way Unit 1644, Chester, MD 21619
    /56

    $714,900 Sold Apr 28, 2025

    212 Switchgrass Way Unit 1644, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2024

    Last Sold Summary

    • $275/SF
    • 74 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    212 Switchgrass Way Unit 1644, Chester, MD 21619
    • 117 Wright Rd, Chester, MD 21619
      117 Wright Rd, Chester, MD 21619
      117 Wright Rd, Chester, MD 21619
      /34

      Est $381,347 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,337 Sq Ft

      117 Wright Rd, Chester, MD 21619

      117 Wright Rd, Chester, MD 21619
  • 3000 Herons Nest Way Unit 11, Chester, MD 21619
    3000 Herons Nest Way Unit 11, Chester, MD 21619
    3000 Herons Nest Way Unit 11, Chester, MD 21619
    /66

    $555,900

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

    3000 Herons Nest Way Unit 11, Chester, MD 21619

    Love Where You Live! Experience resort-style living that blends comfort, luxury, and convenience—just steps from the waterfront. Enjoy peaceful mornings without the disruption of construction nearby. This highly sought-after first-floor condo is move-in ready and has been meticulously maintained, featuring numerous upgrades throughout. Step inside to an open, light-filled layout enhanced by crown

    John Freeman Coldwell Banker Realty

    3000 Herons Nest Way Unit 11, Chester, MD 21619
  • 245 Peregrine Dr, Chester, MD 21619
    245 Peregrine Dr, Chester, MD 21619
    245 Peregrine Dr, 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
    • 2005 Bridgepointe Dr, Chester, MD 21619
      2005 Bridgepointe Dr, Chester, MD 21619
      2005 Bridgepointe Dr, Chester, MD 21619
      /23

      Est $384,983 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,804 Sq Ft

      2005 Bridgepointe Dr, Chester, MD 21619

      2005 Bridgepointe Dr, Chester, MD 21619
  • 15 Queen Anne Way Unit E, Chester, MD 21619
    15 Queen Anne Way Unit E, Chester, MD 21619
    15 Queen Anne Way Unit E, Chester, MD 21619
    /18

    $465,000

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

    15 Queen Anne Way Unit E, Chester, MD 21619

    PRICE DROP! Motivated Seller! Escape to the water — without the waterfront price. This Chester River–front townhome in Queens Landing is the perfect second home or low-maintenance retreat, all for under $500K. Enjoy sunrise water views from your private patio and balcony, and lock-and-leave peace of mind when you head back home. Inside, the layout is easy and functional with luxury vinyl plank

    Jennifer Thomas RE/MAX Executive

    15 Queen Anne Way Unit E, Chester, MD 21619
  • 1614 Postal Rd, Chester, MD 21619
    1614 Postal Rd, Chester, MD 21619
    1614 Postal Rd, 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 $593,039

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    1614 Postal Rd, Chester, MD 21619
    • 907 Auckland Way, Chester, MD 21619
      907 Auckland Way, Chester, MD 21619
      907 Auckland Way, Chester, MD 21619
      /60

      Est $510,810 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,100 Sq Ft

      907 Auckland Way, Chester, MD 21619

      907 Auckland Way, Chester, MD 21619
  • 131 Flycatcher Way Unit 36455262, Chester, MD 21619
    131 Flycatcher Way Unit 36455262, Chester, MD 21619
    131 Flycatcher Way Unit 36455262, Chester, MD 21619
    /16

    $883,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,601 Sq Ft

    Munich ESP Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619

    Extra Suite Plus for multi-generational living. Striking kitchen with large center island and corner pantry. Spacious great room with tons of windows for natural sun light. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with split vanities and optional freestanding tub. Private home office off foyer for working from home. Large covered patio for enjoying the outdoors.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36455262, Chester, MD 21619
  • 621 Warbler Way, Chester, MD 21619
    621 Warbler Way, Chester, MD 21619
    621 Warbler Way, 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
    • 1326 Queen Anne Dr, Chester, MD 21619
      1326 Queen Anne Dr, Chester, MD 21619
      1326 Queen Anne Dr, Chester, MD 21619
      /64

      Est $633,528 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,103 Sq Ft

      1326 Queen Anne Dr, Chester, MD 21619

      1326 Queen Anne Dr, Chester, MD 21619
  • 223 Broadwater Dr, Chester, MD 21619
    223 Broadwater Dr, Chester, MD 21619
    223 Broadwater Dr, 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 $833,156

    Last Listing Agent Ralph Kennedy RE/MAX Executive

    223 Broadwater Dr, Chester, MD 21619
    • 1014 Auckland Way, Chester, MD 21619
      1014 Auckland Way, Chester, MD 21619
      1014 Auckland Way, Chester, MD 21619
      /64

      Est $543,447 Not Listed For Sale

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

      1014 Auckland Way, Chester, MD 21619

      1014 Auckland Way, Chester, MD 21619
  • 201 Switchgrass Way Unit 1442, Chester, MD 21619
    201 Switchgrass Way Unit 1442, Chester, MD 21619
    201 Switchgrass Way Unit 1442, 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
    • 603 Auckland Way, Chester, MD 21619
      603 Auckland Way, Chester, MD 21619
      603 Auckland Way, Chester, MD 21619
      /54

      Est $451,108 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,112 Sq Ft

      603 Auckland Way, Chester, MD 21619

      603 Auckland Way, Chester, MD 21619

Showing Results 281 - 320, Page 8 of 18

Maryland Queen Annes County Chester

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