5,228

Chester, MD Homes

Section Image Section Image Section Image
  • 4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    /70

    $560,000

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

    4000 Herons Nest Way Unit 22, Chester, MD 21619

    Four Seasons @ Kent Island - 55+ Community - Turn-key & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane gas cooktop

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 390-0346

    4000 Herons Nest Way Unit 22, Chester, MD 21619
  • 800 Abruzzi Dr, Chester, MD 21619
    800 Abruzzi Dr, Chester, MD 21619
    800 Abruzzi Dr, Chester, MD 21619
    /20

    Starting at $1,949 Per Month

    • 1 - 3 Beds

    800 Abruzzi Dr, Chester, MD 21619

    Make your new home on Kent Island at The Promenade at Red Apple Town Center, and you will have found the ideal setting that combines the best of city and beach living. With easy access to Route 50 and just a short drive from Annapolis, Easton, and Centreville, adventure is always right around the corner.When you’re not exploring the surrounding area, at home you’ll enjoy premium interior finishes

    The Promenade

    (443) 963-3568

    800 Abruzzi Dr, Chester, MD 21619
  • 203 Barren Ridge Rd, Chester, MD 21619
    203 Barren Ridge Rd, Chester, MD 21619
    203 Barren Ridge Rd, Chester, MD 21619
    /53

    $475,000

    Sold Sep 29, 2025

    203 Barren Ridge Rd, Chester, MD 21619

    • 3 Beds
    • 1.5 Baths
    • 2,072 Sq Ft
    • Built 1988

    Last Sold Summary

    • $229/SF
    • 38 Days On Market

    Current Estimated Value $514,460

    Last Listing Agent Beth Bearinger Keller Williams Gateway LLC

    203 Barren Ridge Rd, Chester, MD 21619
    • 110 Hopkins Rd, Chester, MD 21619
      110 Hopkins Rd, Chester, MD 21619
      110 Hopkins Rd, Chester, MD 21619
      /28

      Not Listed For Sale

      110 Hopkins Rd, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2024
      110 Hopkins Rd, Chester, MD 21619

      Last Sold Summary

      • 123 Days On Market

  • 2645 Cox Neck Rd, Chester, MD 21619
    2645 Cox Neck Rd, Chester, MD 21619
    2645 Cox Neck Rd, Chester, MD 21619
    /61

    $399,500

    Open Sat 9AM - 11AM
    • 3 Beds
    • 1.5 Baths
    • 1,192 Sq Ft

    2645 Cox Neck Rd, Chester, MD 21619

    Open House, Saturday, 6/27, 9:00am - 11:00am. Welcome to 2645 Cox Neck Road, a move-in ready home in the desirable Harbor View community of Chester. Offering 3 bedrooms, 1.5 baths, and situated on a spacious .34-acre lot, this well-maintained property combines comfort, convenience, and exceptional value at $399,500. Inside, you'll find a bright and inviting floor plan featuring a kitchen with a

    Agent Photo

    Gretchen Wichlinski

    Compass

    (410) 696-5042

    2645 Cox Neck Rd, Chester, MD 21619
  • 114 Golden Eye Ct, Chester, MD 21619
    114 Golden Eye Ct, Chester, MD 21619
    114 Golden Eye Ct, Chester, MD 21619
    /5

    $2,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    114 Golden Eye Ct, Chester, MD 21619

    Welcome to Bayside Condominiums in Chester! This beautiful second-floor rental condo offers water views, 2 spacious bedrooms, and 2 full bathrooms in one of Kent Island's most convenient locations.The condo is in great condition and features an updated kitchen and bathrooms, along with a Google Nest smart thermostat for added comfort and energy efficiency.Enjoy access to community

    (667) 270-7408

    114 Golden Eye Ct, Chester, MD 21619
  • 318 Old Point Rd, Chester, MD 21619
    318 Old Point Rd, Chester, MD 21619
    318 Old Point Rd, Chester, MD 21619
    /43

    $1,025,000

    Sold Nov 26, 2025

    318 Old Point Rd, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,656 Sq Ft
    • Built 2024

    Last Sold Summary

    • $619/SF
    • 6 Days On Market

    Current Estimated Value $1,053,301

    Last Listing Agent Annie Eaton Coldwell Banker Realty

    318 Old Point Rd, Chester, MD 21619
    • 170 Harrier Way Unit 32, Chester, MD 21619
      170 Harrier Way Unit 32, Chester, MD 21619
      170 Harrier Way Unit 32, Chester, MD 21619
      /73

      Not Listed For Sale

      170 Harrier Way Unit 32, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2022
      170 Harrier Way Unit 32, Chester, MD 21619

      Last Sold Summary

      • 48 Days On Market

  • 3 D Queen Victoria Ct, Chester, MD 21619
    3 D Queen Victoria Ct, Chester, MD 21619
    3 D Queen Victoria Ct, Chester, MD 21619
    /9

    $269,000

    $6K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 724 Sq Ft

    3 D Queen Victoria Ct, Chester, MD 21619

    Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 888-0022

    3 D Queen Victoria Ct, Chester, MD 21619
  • 45 Queen Neva Ct Unit B, Chester, MD 21619
    45 Queen Neva Ct Unit B, Chester, MD 21619
    45 Queen Neva Ct Unit B, Chester, MD 21619
    /43

    $2,300 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,312 Sq Ft
    • Townhouse for Rent

    45 Queen Neva Ct Unit B, Chester, MD 21619

    Discover the charm of this exquisite 2-bedroom, 2.5-bathroom townhouse nestled in the desirable Queens Landing community. Built in 1995, this Spanish-style gem boasts an open floor plan that seamlessly connects the living and dining areas, perfect for entertaining or cozy nights in. The interior features plush carpeting and ample natural light, creating a warm and inviting atmosphere. The

    Jackie Ball Daley Northrop Realty

    45 Queen Neva Ct Unit B, Chester, MD 21619
  • 1407 Calvert Rd, Chester, MD 21619
    1407 Calvert Rd, Chester, MD 21619
    /2

    $430,000

    Sold Jan 23, 2026

    1407 Calvert Rd, Chester, MD 21619

    • 3 Beds
    • 1.5 Baths
    • 1,693 Sq Ft
    • Built 1966

    Last Sold Summary

    • $254/SF
    • 2 Days On Market

    Current Estimated Value $440,959

    Last Listing Agent Dina Baxter Rosendale Realty

    1407 Calvert Rd, Chester, MD 21619
    • 2747 Cecil Dr, Chester, MD 21619
      2747 Cecil Dr, Chester, MD 21619
      2747 Cecil Dr, Chester, MD 21619
      /66

      Est $364,208

      Not Listed For Sale

      2747 Cecil Dr, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1992
      2747 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 11 Days On Market

  • 1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    /42

    $725,000

    $45K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft

    1868 Roberta Dr, Chester, MD 21619

    Price improvement! Motivated sellers. This custom built home offers the perfect opportunity to live just minutes away from the Chesapeake Bay Bridge and Route 50, offering partial water views and a layout designed for both everyday living and effortless entertaining. The main level features 12 foot ceilings and oversized 6 foot windows that create bright, open living spaces. A vaulted morning

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 446-2477

    1868 Roberta Dr, Chester, MD 21619
  • 101 Chester Village Unit 203, Chester, MD 21619
    101 Chester Village Unit 203, Chester, MD 21619
    101 Chester Village Unit 203, Chester, MD 21619
    /4

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    101 Chester Village Unit 203, Chester, MD 21619

    Recently renovated second floor apartment located off of Main Street in Chester. Off street parking and laundry on site. Located close to shopping, restaurants and KI trail.

    Lisa Lynch Keller Williams Realty

    101 Chester Village Unit 203, Chester, MD 21619
  • 211 Switchgrass Way Unit 1524, Chester, MD 21619
    211 Switchgrass Way Unit 1524, Chester, MD 21619
    211 Switchgrass Way Unit 1524, Chester, MD 21619
    /88

    $624,900

    Sold Sep 19, 2025

    211 Switchgrass Way Unit 1524, Chester, MD 21619

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

    Last Sold Summary

    • $240/SF
    • 147 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1524, Chester, MD 21619
    • 605 Teal Ct, Chester, MD 21619
      605 Teal Ct, Chester, MD 21619
      605 Teal Ct, Chester, MD 21619
      /30

      Est $306,946

      Not Listed For Sale

      605 Teal Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,069 Sq Ft
      • Built 1997
      605 Teal Ct, Chester, MD 21619

      Last Sold Summary

      • 2 Days On Market

  • 126 Watermans Cove Ln, Chester, MD 21619
    126 Watermans Cove Ln, Chester, MD 21619
    126 Watermans Cove Ln, Chester, MD 21619
    /44

    $559,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,536 Sq Ft

    126 Watermans Cove Ln, Chester, MD 21619

    Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home in the Waterman’s Cove community in Chester. Nestled on a quiet street along scenic Cox Creek, this charming property offers the perfect blend of comfort, style, and convenience. An inviting front porch welcomes you home, while water views greet you upon arrival and can also be enjoyed from the spacious rear composite deck, built

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 222-1760

    126 Watermans Cove Ln, Chester, MD 21619
  • 137 Warbler Way, Chester, MD 21619
    137 Warbler Way, Chester, MD 21619
    137 Warbler Way, Chester, MD 21619
    /81

    $4,300 Per Month

    • 2 Beds
    • 2 Baths
    • 2,147 Sq Ft
    • House for Rent

    137 Warbler Way, Chester, MD 21619

    AVAILABLE FOR RENT JULY 1ST-- RARE RENTAL in sought- after water-oriented Four Seasons- Ready to "try-on" coveted 'Four Seasons'? Treat yourself to this STUNNING beauty- Boasting soaring ceilings, flooded with natural light, spacious, open-floor plan nearly 2200 SF, with generously-sized primary suite & spa-like bath with walk-in-closet, double sinks & walk-in-shower. 2nd bedroom & bath across

    Jennifer Chaney Chaney Homes, LLC

    137 Warbler Way, Chester, MD 21619
  • 117 Redstart Dr, Chester, MD 21619
    117 Redstart Dr, Chester, MD 21619
    117 Redstart Dr, Chester, MD 21619
    /8

    $849,990

    Sold Dec 10, 2025

    117 Redstart Dr, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $423/SF
    • 7 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Single Family

    117 Redstart Dr, 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

      Est $573,424

      Not Listed For Sale

      32F Queen Anne Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 1983
      32F Queen Anne Way, Chester, MD 21619

      Last Sold Summary

      • 10 Days On Market

  • 108 Carriage Heath, Chester, MD 21619
    108 Carriage Heath, Chester, MD 21619
    108 Carriage Heath, Chester, MD 21619
    /81

    $1,249,000

    $101K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,334 Sq Ft

    108 Carriage Heath, Chester, MD 21619

    Price improvement. A rare opportunity to own one of the largest and most beautiful homes in Gibson's Grant! Welcome to this exceptional coastal retreat in the sought-after community of Gibson’s Grant on Kent Island, offering expansive views of the community pond and Macum Creek. Blending timeless architectural details with modern updates, this beautifully appointed home delivers luxury waterfront

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 382-9517

    108 Carriage Heath, Chester, MD 21619
  • 2006 Stevens Dr, Chester, MD 21619
    2006 Stevens Dr, Chester, MD 21619
    2006 Stevens Dr, Chester, MD 21619
    /13

    $2,500 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • House for Rent

    2006 Stevens Dr, Chester, MD 21619

    Fully renovated 3-bedroom, 1.5-bath home in a prime location just minutes from the Bay Bridge, perfect for enjoying spring and summer on the island. This home features a completely updated interior with a new kitchen, appliances, bathrooms, flooring, paint, and fixtures, offering a fresh, modern feel throughout. The open and airy layout is filled with natural light, creating a bright and inviting

    Jennifer Thomas RE/MAX Executive

    2006 Stevens Dr, Chester, MD 21619
  • 110 Boatswain Way Unit 41, Chester, MD 21619
    110 Boatswain Way Unit 41, Chester, MD 21619
    110 Boatswain Way Unit 41, Chester, MD 21619
    /18

    $949,990

    Sold Apr 22, 2026

    110 Boatswain Way Unit 41, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 9% Below List Price
    • $365/SF
    • 35 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    110 Boatswain Way Unit 41, Chester, MD 21619
    • 502 Dominion Rd, Chester, MD 21619
      502 Dominion Rd, Chester, MD 21619
      502 Dominion Rd, Chester, MD 21619
      /56

      Est $407,806

      Not Listed For Sale

      502 Dominion Rd, Chester, MD 21619

      • 4 Beds
      • 3 Baths
      • 2,682 Sq Ft
      • Built 1922
      502 Dominion Rd, Chester, MD 21619

      Last Sold Summary

      • 146 Days On Market

  • 134 Mchenny Ct, Chester, MD 21619
    134 Mchenny Ct, Chester, MD 21619
    134 Mchenny Ct, Chester, MD 21619
    /31

    $579,000

    $36K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,839 Sq Ft

    134 Mchenny Ct, Chester, MD 21619

    Just Reduced! Best value in Gibsons Grant. Welcome home to this beautifully maintained three-bedroom, two-and-a-half-bath home in the sought-after waterfront community of Gibson’s Grant, where lifestyle and a prime Kent Island location come together effortlessly. A welcoming front porch sets the tone, leading into an open-concept main level designed for both everyday living and entertaining. The

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 771-2810

    134 Mchenny Ct, Chester, MD 21619
  • 132 Claiborne St, Chester, MD 21619
    132 Claiborne St, Chester, MD 21619
    132 Claiborne St, Chester, MD 21619
    /40

    $640,000

    Sold Jan 05, 2026

    132 Claiborne St, Chester, MD 21619

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 2011

    Last Sold Summary

    • $267/SF
    • 20 Days On Market

    Current Estimated Value $674,256

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    132 Claiborne St, Chester, MD 21619
    • 1360 Calvert Rd, Chester, MD 21619
      1360 Calvert Rd, Chester, MD 21619
      1360 Calvert Rd, Chester, MD 21619
      /67

      Est $1,170,468

      Not Listed For Sale

      1360 Calvert Rd, Chester, MD 21619

      • 4 Beds
      • 3 Baths
      • 2,876 Sq Ft
      • Built 1964
      1360 Calvert Rd, Chester, MD 21619

      Last Sold Summary

      • 79 Days On Market

  • 135 Nauset Ln, Chester, MD 21619
    135 Nauset Ln, Chester, MD 21619
    135 Nauset Ln, Chester, MD 21619
    /81

    $799,999

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 3 Baths
    • 2,795 Sq Ft

    135 Nauset Ln, Chester, MD 21619

    If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities.

    Agent Photo

    Riley White

    Real Broker, LLC - Annapolis

    (667) 226-9287

    135 Nauset Ln, Chester, MD 21619
  • 112 Harbour Sound Dr, Chester, MD 21619
    112 Harbour Sound Dr, Chester, MD 21619
    112 Harbour Sound Dr, Chester, MD 21619
    /40

    $540,656

    Sold Sep 19, 2025

    112 Harbour Sound Dr, Chester, MD 21619

    • 2 Beds
    • 3.5 Baths
    • 2,131 Sq Ft
    • Built 1989

    Last Sold Summary

    • $254/SF
    • 86 Days On Market

    Current Estimated Value $573,533

    Last Listing Agent Carlos Larraz Annapolis Properties LLC

    112 Harbour Sound Dr, Chester, MD 21619
    • 1770 Harbor Dr, Chester, MD 21619
      1770 Harbor Dr, Chester, MD 21619
      1770 Harbor Dr, Chester, MD 21619
      /26

      Est $667,694

      Not Listed For Sale

      1770 Harbor Dr, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • Built 2024
      1770 Harbor Dr, Chester, MD 21619

      Last Sold Summary

      • 52 Days On Market

  • 131 Flycatcher Way Unit 36476268, Chester, MD 21619
    131 Flycatcher Way Unit 36476268, Chester, MD 21619
    131 Flycatcher Way Unit 36476268, Chester, MD 21619
    /40

    $848,990

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

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

    Extra Suite with full bath for overnight guests. Private home office off foyer for working from home. Spacious great room with adjacent dining area. Beautiful kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36476268, Chester, MD 21619
  • 1337 Queen Anne Dr, Chester, MD 21619
    1337 Queen Anne Dr, Chester, MD 21619
    1337 Queen Anne Dr, Chester, MD 21619
    /77

    $488,000

    Sold Apr 17, 2026

    1337 Queen Anne Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $229/SF
    • 15 Days On Market

    Current Estimated Value $489,589

    Last Listing Agent Caitlin Prossner Long & Foster Real Estate, Inc.

    1337 Queen Anne Dr, Chester, MD 21619
    • 315 Gibson Cir, Chester, MD 21619
      315 Gibson Cir, Chester, MD 21619
      315 Gibson Cir, Chester, MD 21619
      /46

      Est $581,882

      Not Listed For Sale

      315 Gibson Cir, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 2,032 Sq Ft
      • Built 2011
      315 Gibson Cir, Chester, MD 21619

      Last Sold Summary

      • 8 Days On Market

  • 1012 Auckland Way, Chester, MD 21619
    1012 Auckland Way, Chester, MD 21619
    1012 Auckland Way, Chester, MD 21619
    /46

    $599,900

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

    1012 Auckland Way, Chester, MD 21619

    Experience the best of Kent Island waterfront living in this beautifully appointed home located in the sought-after Bayside community of Chester. Designed for both everyday comfort and effortless entertaining, this residence features an open-concept floor plan with abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen serves as the heart of the home,

    Jerrise Spencer Redfin Corp

    1012 Auckland Way, Chester, MD 21619
  • 30 C Queen Mary Ct, Chester, MD 21619
    30 C Queen Mary Ct, Chester, MD 21619
    30 C Queen Mary Ct, Chester, MD 21619
    /60

    $339,900

    Sold Jan 14, 2026

    30 C Queen Mary Ct, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1999

    Last Sold Summary

    • $236/SF
    • 81 Days On Market

    Last Listing Agent Dori Savani Douglas Realty, LLC

    30 C Queen Mary Ct, Chester, MD 21619
    • 7B Piney Narrows Rd, Chester, MD 21619
      7B Piney Narrows Rd, Chester, MD 21619
      7B Piney Narrows Rd, Chester, MD 21619
      /17

      Est $43,107

      Not Listed For Sale

      7B Piney Narrows Rd, Chester, MD 21619

      • Studio
      • 900 Sq Ft
      • Built 1985
      7B Piney Narrows Rd, Chester, MD 21619

      Last Sold Summary

      • 77 Days On Market

  • 131 Flycatcher Way Unit 36451844, Chester, MD 21619
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
    /27

    $858,990

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

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

    Formal dining room off foyer for entertaining guests. Stylish kitchen with plenty of cabinet space and large island. Open and airy great room with slider to covered patio. Luxurious primary suite with triple windows. Private primary bath with optional freestanding tub. Convenient 2-car garage with storage space.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
  • 132 Wheelhouse Way Unit 43, Chester, MD 21619
    132 Wheelhouse Way Unit 43, Chester, MD 21619
    132 Wheelhouse Way Unit 43, Chester, MD 21619
    /30

    $1,350,000

    Sold Feb 24, 2026

    132 Wheelhouse Way Unit 43, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $711/SF
    • 9,551 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island Condos

    132 Wheelhouse Way Unit 43, Chester, MD 21619
    • 5C Piney Narrows Rd, Chester, MD 21619
      5C Piney Narrows Rd, Chester, MD 21619
      5C Piney Narrows Rd, Chester, MD 21619
      /22

      Est $28,766

      Not Listed For Sale

      5C Piney Narrows Rd, Chester, MD 21619

      • Studio
      • 432 Sq Ft
      • Built 1985
      5C Piney Narrows Rd, Chester, MD 21619

      Last Sold Summary

      • 10 Days On Market

  • 131 Flycatcher Way Unit 36477689, Chester, MD 21619
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
    /12

    $886,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

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

    Private home office off foyer for working from home. Formal dining room off foyer for entertaining guests. Open and airy floorplan with spacious great room. Striking kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36477689, Chester, MD 21619

Showing Results 1 - 40, Page 1 of 18

Maryland Queen Anne's County Chester

Real Estate & Homes

Home Prices in Chester, MD

The median home sale price in Chester, MD is $654,900, up 15% year-over-year. Homes in Chester sell in 292 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$654,900
Median Single Family Sale Price
$705,000
Median Townhouse Sale Price
$374,900
Median 2 Bedroom Sale Price
$599,990
Median 1 Bedroom Sale Price
$294,500
Average Price Per Sq Ft
$300
Number of Homes for Sale
82
Last 12 months Home Sales
225
Months of Supply
4.40
Median List Price
$679,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
15%
How to Buy a Home How to Finance a Home How to Sell a Home

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 © 2026 CoStar Group