7,133

Homes in ZIP Code 21666

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  • /52

    $799,990

    New Construction $60K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 3043, Chester, MD 21619

    Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3043, Chester, MD 21619
  • /42

    $562,000

    Sold Mar 30, 2026

    644 Moorings Cir, Stevensville, MD 21666

    • 2 Beds
    • 2 Baths
    • 1,986 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $283/SF
    • 6 Days On Market

    Last Listing Agent Deborah Laggini Long & Foster Real Estate, Inc.

    644 Moorings Cir, Stevensville, MD 21666
    • /91

      Est $629,054

      Not Listed For Sale

      135 Somerset Rd, Stevensville, MD 21666

      • 4 Beds
      • 2.5 Baths
      • Built 2025
      135 Somerset Rd, Stevensville, MD 21666

      Last Sold Summary

      • 134 Days On Market

      Last Listing Agent Jim Davidson Coldwell Banker Waterman Realty

  • /44

    $574,998

    $14K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,376 Sq Ft

    729 Kimberly Way, Stevensville, MD 21666

    Welcome Home to 729 Kimberly Way, nestled in the highly sought-after waterfront community of Cloverfields on Kent Island—where thoughtful updates, exceptional outdoor living, and versatile bonus space combine to create a home you’ll be proud to call your own.This beautifully maintained 4-bedroom, 2-bath raised rancher welcomes you with mature landscaping, vibrant flower beds, a spacious

    Justin Kennedy Samson Properties

    729 Kimberly Way, Stevensville, MD 21666
  • /58

    $659,900

    Sold Feb 20, 2026

    121 Wheelhouse Way Unit 2132, Chester, MD 21619

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

    Last Sold Summary

    • 3% Below List Price
    • $347/SF
    • 26 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2132, Chester, MD 21619
    • /48

      Not Listed For Sale

      212 Switchgrass Way Unit 1632, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1632, Chester, MD 21619

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /57

    $2,200,000

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    914 Bayside Dr, Stevensville, MD 21666

    Bay City - If you are looking for a property that features beautiful sunsets on the bay, and outdoor living at the finest you found it! A builder's home with attention to detail from the custom heated pool and hot tub to the Danver stainless steel outdoor kitchen, Lynx grill, Lynx side burner, subzero ice maker, subzero refrigerator drawers and well as an outdoor living space with gas fireplace.

    Linda Austin Long & Foster Real Estate, Inc.

    914 Bayside Dr, Stevensville, MD 21666
  • /48

    $649,900

    Sold Nov 21, 2025

    480 Web Foot Ln, Stevensville, MD 21666

    • 4 Beds
    • 2.5 Baths
    • 2,636 Sq Ft
    • Built 2002

    Last Sold Summary

    • $247/SF
    • 12 Days On Market

    Current Estimated Value $647,845

    Last Listing Agent Teresa Klem Long & Foster Real Estate, Inc.

    480 Web Foot Ln, Stevensville, MD 21666
    • /20

      Est $500,350

      Not Listed For Sale

      100 Cecil Rd, Stevensville, MD 21666

      • 3 Beds
      • 2.5 Baths
      • 1,652 Sq Ft
      • Built 2024
      100 Cecil Rd, Stevensville, MD 21666

      Last Sold Summary

      • 142 Days On Market

      Last Listing Agent Suzanne Hitt Coldwell Banker Waterman Realty

  • /44

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,370 Sq Ft

    909 Petinot Place, Stevensville, MD 21666

    Welcome to this adorable, move-in-ready 4BR/2BA Rancher, nestled on a sprawling manicured lot (including an in-ground sprinkler system) in a community with fantastic amenities, including a community pool and beach and marina access. Pull into the double-wide driveway, make your way to the covered front porch, and step inside your new home. The main living area offers a spacious open-concept floor

    Lauren Matera LPT Realty, LLC

    909 Petinot Place, Stevensville, MD 21666
  • /32

    $1,950,000

    Sold May 20, 2026

    220 Old Steamship Rd, Stevensville, MD 21666

    • 4 Beds
    • 4.5 Baths
    • 6,361 Sq Ft
    • Built 1998

    Last Sold Summary

    • $307/SF
    • 181 Days On Market

    Current Estimated Value $2,200,163

    Last Listing Agent Sharon Tryon Long & Foster Real Estate, Inc.

    220 Old Steamship Rd, Stevensville, MD 21666
    • /32

      Not Listed For Sale

      253 Jessica Lyn Ave, Stevensville, MD 21666

      • 4 Beds
      • 3.5 Baths
      253 Jessica Lyn Ave, Stevensville, MD 21666

      Last Sold Summary

      • 238 Days On Market

      Last Listing Agent George Bailey Keller Williams Flagship

  • /44

    $995,000

    $105K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    215 Kingfisher Ln, Stevensville, MD 21666

    Check out the Virtual Tour!Exceptional Value in Four Seasons at Kent IslandWhy wait to build? This less-than-one-year-old Tuscaloosa model on sought-after Kingfisher Lane delivers the upgrades, location, and efficiency buyers are chasing—without the timeline or added expense. Positioned just across from the Chester River, enjoy peekaboo water views from the covered front porch and

    Jennifer Thomas RE/MAX Executive

    215 Kingfisher Ln, Stevensville, MD 21666
  • /19

    $849,990

    Sold Sep 01, 2026

    830 Warbler Way Unit 31, Chester, MD 21619

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

    Move in Ready Sold Summary

    • 3% Below List Price
    • $327/SF
    • 34 Days On Market

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

    830 Warbler Way Unit 31, Chester, MD 21619
    • /38

      Est $553,224

      Not Listed For Sale

      116 Tennessee Rd, Stevensville, MD 21666

      • 3 Beds
      • 2 Baths
      • 1,654 Sq Ft
      • Built 2024
      116 Tennessee Rd, Stevensville, MD 21666

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Linda Austin Long & Foster Real Estate, Inc.

  • /46

    $399,999

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,082 Sq Ft

    624 Romancoke Rd, Stevensville, MD 21666

    Just Reduced now under $400,000... Welcome to 624 Romancoke Road on Kent Island. This beautiful 3 bedroom, 2 full bath Rancher is move in ready and awaiting it's next owner. Situated on a large lot with easy 2 minute access to the Chesapeake Bay Bridge, and easy commute to Annapolis, DC and Baltimore. No worrying about a private well or septic, this home is on public water and sewer. Fully

    Edward Beres RE/MAX Executive

    624 Romancoke Rd, Stevensville, MD 21666
  • /32

    $625,000

    Sold Jul 27, 2026

    602 Victoria Dr, Stevensville, MD 21666

    • 4 Beds
    • 2.5 Baths
    • 2,217 Sq Ft
    • Built 2001

    Last Sold Summary

    • $282/SF
    • 9 Days On Market

    Current Estimated Value $620,884

    Last Listing Agent Dana Bergman Wilson Realty & Staging LLC

    602 Victoria Dr, Stevensville, MD 21666
    • /51

      Not Listed For Sale

      218 Peregrine Dr, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,772 Sq Ft
      • Built 2024
      218 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /51

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,141 Sq Ft

    121 Eareckson Ln, Stevensville, MD 21666

    Nestled within the serene enclave of Goose Point Estates, this exquisite one level living home offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This residence boasts a modern aesthetic while retaining its timeless charm. Step inside to discover a spacious 2,141 square feet of meticulously designed living space. The interior features a warm palette

    Lawrence Doyle Long & Foster Real Estate, Inc.

    121 Eareckson Ln, Stevensville, MD 21666
  • /74

    $473,000

    Sold Oct 17, 2025

    603 Broadcreek Dr, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,731 Sq Ft
    • Built 1990

    Last Sold Summary

    • $273/SF
    • 110 Days On Market

    Current Estimated Value $500,825

    Last Listing Agent Jennifer Chaney Chaney Homes, LLC

    603 Broadcreek Dr, Stevensville, MD 21666
    • /42

      Not Listed For Sale

      228 Warbler Way, Chester, MD 21619

      • 4 Beds
      • 3 Baths
      • 2,791 Sq Ft
      • Built 2024
      228 Warbler Way, Chester, MD 21619

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /26

    $1,900,000

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    1130 Old Love Point Rd, Stevensville, MD 21666

    Steeped in history and surrounded by the timeless beauty of Maryland’s Eastern Shore, 1130 Old Love Point Road presents a once-in-a-generation opportunity to own an extraordinary family farm in the heart of Kent Island. Spanning approximately 36.73 acres, this remarkable property blends agricultural heritage, historic character, and exceptional future potential in one of the Shore’s most storied

    Kimberly Kepnes Monument Sotheby's International Realty

    1130 Old Love Point Rd, Stevensville, MD 21666
  • /76

    $551,000

    Sold Jul 10, 2026

    412 Bay City Rd, Stevensville, MD 21666

    • 4 Beds
    • 3 Baths
    • 2,216 Sq Ft
    • Built 1985

    Last Sold Summary

    • $249/SF
    • 1 Day On Market

    Current Estimated Value $547,500

    Last Listing Agent Kathleen Higginbotham Samson Properties

    412 Bay City Rd, Stevensville, MD 21666
    • /51

      Not Listed For Sale

      111 Peregrine Dr, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,772 Sq Ft
      • Built 2024
      111 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /47

    $919,990

    New Construction $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    102 Boatswain Way Unit 2943, Chester, MD 21619

    Welcome to the Chester, 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

    David Willman Berkshire Hathaway HomeServices PenFed Realty - OP

    102 Boatswain Way Unit 2943, Chester, MD 21619
  • /16

    $2,350,000

    Sold Mar 26, 2026

    103 Irene Way, Stevensville, MD 21666

    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft
    • Built 2026

    Last Sold Summary

    • $716/SF
    • 0 Days On Market

    Current Estimated Value $422,135

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    103 Irene Way, Stevensville, MD 21666
    • /51

      Not Listed For Sale

      211 Warbler Way, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,772 Sq Ft
      • Built 2024
      211 Warbler Way, Chester, MD 21619

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /50

    $599,900

    $15K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,850 Sq Ft

    222 Jessica Lyn Ave Unit G5, Stevensville, MD 21666

    Welcome to this like-new, impeccably maintained stone front end-unit townhome offering four finished levels of thoughtfully designed living space, 4/5 bedrooms, 4.5 bathrooms, and numerous custom upgrades throughout. Perfectly located just one mile from the Chesapeake Bay Bridge, this stunning home combines modern luxury with the convenience of Eastern Shore living.You are welcomed to the

    Jill Rudiger Berkshire Hathaway HomeServices PenFed Realty

    222 Jessica Lyn Ave Unit G5, Stevensville, MD 21666
  • /50

    $685,000

    Sold Aug 21, 2026

    132 Cecil Rd, Stevensville, MD 21666

    • 3 Beds
    • 2.5 Baths
    • 2,154 Sq Ft
    • Built 1979

    Last Sold Summary

    • $318/SF
    • 12 Days On Market

    Current Estimated Value $612,402

    Last Listing Agent Elizabeth Arentz Coldwell Banker Realty

    132 Cecil Rd, Stevensville, MD 21666
    • /76

      Not Listed For Sale

      129 Wheelhouse Way Unit 2032, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2024
      129 Wheelhouse Way Unit 2032, Chester, MD 21619

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Creig Northrop Northrop Realty

  • /29

    $774,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,445 Sq Ft

    101 Placek's Ln, Stevensville, MD 21666

    This two-story, two-car garage center hall design is a great multi-generational home option for families looking to accommodate lots of varying needs under one roof! The Congressional features a formal dining room, breakfast area, main level owner’s suite and laundry room, 4 bedrooms, 2.5 baths, mud room access from the garage, and much more. This plan offers numerous customization opportunities

    George Bailey Keller Williams Flagship

    101 Placek's Ln, Stevensville, MD 21666
  • /33

    $510,000

    Sold Jul 31, 2026

    101 Birch Rd, Stevensville, MD 21666

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Above List Price
    • $207/SF
    • 2 Days On Market

    Current Estimated Value $499,208

    Last Listing Agent Darlene Winegardner RE/MAX Executive

    101 Birch Rd, Stevensville, MD 21666
    • /16

      Est $574,922

      Not Listed For Sale

      358 Allison Jane Dr Unit H-11, Stevensville, MD 21666

      • 4 Beds
      • 4 Baths
      • 2,630 Sq Ft
      • Built 2024
      358 Allison Jane Dr Unit H-11, Stevensville, MD 21666

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Violeta Aguirre Long & Foster Real Estate, Inc.

  • /27

    $575,000

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,906 Sq Ft

    324 Moorings Cir Unit 108, Stevensville, MD 21666

    *BIG PRICE IMPROVEMENT ON THIS BEAUTY* SELLER IS ALSO OFFERING CLOSING ASSISTANCE!Welcome to Bay Bridge Cove, an active adult 55+ community designed for comfort, convenience, and low-maintenance living. Residents enjoy exceptional amenities including a clubhouse with outdoor pool, fitness center, lounge, library, meeting space, and game room, along with walking trails, scenic ponds, pickleball

    Verna Downey Clark & Co Realty, LLC

    324 Moorings Cir Unit 108, Stevensville, MD 21666
  • /2

    $444,000

    Sold Dec 30, 2025

    213 Pennick Dr, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 1975

    Last Sold Summary

    • $304/SF
    • 15 Days On Market

    Current Estimated Value $441,772

    Last Listing Agent Petra Quinn Realty Navigator

    213 Pennick Dr, Stevensville, MD 21666
    • /3

      Est $511,920

      Not Listed For Sale

      235 Wicomico Rd, Stevensville, MD 21666

      • 3 Beds
      • 2.5 Baths
      • 1,700 Sq Ft
      • Built 2024
      235 Wicomico Rd, Stevensville, MD 21666

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent DJ Dauses Coldwell Banker Waterman Realty

  • /47

    $699,990

    New Construction $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 3042, Chester, MD 21619

    Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home combines modern comfort with functional living spaces.The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and

    David Willman Berkshire Hathaway HomeServices PenFed Realty - OP

    110 Boatswain Way Unit 3042, Chester, MD 21619
  • /48

    $601,000

    Sold Dec 03, 2025

    402 Web Foot Ln, Stevensville, MD 21666

    • 4 Beds
    • 3.5 Baths
    • 3,276 Sq Ft
    • Built 2002

    Last Sold Summary

    • $183/SF
    • 168 Days On Market

    Current Estimated Value $626,436

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    402 Web Foot Ln, Stevensville, MD 21666
    • /59

      Est $935,590

      Not Listed For Sale

      148 Bridgeview Ln, Stevensville, MD 21666

      • 4 Beds
      • 2.5 Baths
      • 2,675 Sq Ft
      • Built 2004
      148 Bridgeview Ln, Stevensville, MD 21666

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tracy Marshall Engel & Völkers Annapolis

  • /12

    $237,000

    $2K PRICE DROP
    • Land
    • 4,791 Sq Ft
    • $2,154,545 per Acre

    0 Allen Ave, Stevensville, MD 21666

    4 LOTS IN KENTMORR. THIS IS NOT A MISTAKE. LOTS 17,18,20 AND 22. FOR A TOTAL OF 20,000 SQUARE FEET. CORNER OF ALLEN AVE AND ORCHID AVE. WALKING DISTANCE TO MARINA AND RESTAURANT. HERE IS YOUR CHANCE TO HAVE IT ALL. SELL THE CAR AND GET A BIGGER BOAT. BUYER TO VERIFY WITH THE COUNTY ANY BUILDING QUESTIONS. SEWER ASSESSMENT IS TO TRANSFER TO BUYER.

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    0 Allen Ave, Stevensville, MD 21666

Showing Results 121 - 160, Page 4 of 18

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