12,106

Kent County, MD Homes

Section Image
  • 0 Dutchtown Rd, Still Pond, MD 21667
    0 Dutchtown Rd, Still Pond, MD 21667
    /2

    $22,000

    • Land
    • 0.5 Acre
    • $44,000 per Acre

    0 Dutchtown Rd, Still Pond, MD 21667

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Dutchtown Rd, Still Pond, MD 21667
  • 10230 John Carvill Rd, Chestertown, MD 21620
    10230 John Carvill Rd, Chestertown, MD 21620
    10230 John Carvill Rd, Chestertown, MD 21620
    /41

    $740,000 Sold Jan 15, 2026

    10230 John Carvill Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft
    • Built 1775

    Last Sold Summary

    • $315/SF
    • 30 Days On Market

    Last Listing Agent Robert G. Shannahan Shoreline Realty

    10230 John Carvill Rd, Chestertown, MD 21620
    • 208 Byford Dr, Chestertown, MD 21620
      208 Byford Dr, Chestertown, MD 21620
      208 Byford Dr, Chestertown, MD 21620
      /44

      Est $422,826 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,045 Sq Ft

      208 Byford Dr, Chestertown, MD 21620

      208 Byford Dr, Chestertown, MD 21620
  • 11040 Kylie Ln, Chestertown, MD 21620
    11040 Kylie Ln, Chestertown, MD 21620
    11040 Kylie Ln, Chestertown, MD 21620
    /71

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 3,684 Sq Ft

    11040 Kylie Ln, Chestertown, MD 21620

    This property will be back on the market in the spring/2026. If you are interested please reach out for a private tour! The listing agreement is still in place. Rare lake front property in Kent County! Welcome to your serene getaway nestled on 2.62 acres of partially wooded land on Urieville Lake! This stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of comfort and privacy, making

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    11040 Kylie Ln, Chestertown, MD 21620
  • 1 Kent Dr, Betterton, MD 21610
    1 Kent Dr, Betterton, MD 21610
    1 Kent Dr, Betterton, MD 21610
    /78

    $186,000 Sold Sep 30, 2025

    1 Kent Dr, Betterton, MD 21610

    • 2 Beds
    • 1 Bath
    • 658 Sq Ft
    • Built 1976

    Last Sold Summary

    • $283/SF
    • 0 Days On Market

    Current Estimated Value $186,976

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    1 Kent Dr, Betterton, MD 21610
    • 30984 River Rd, Millington, MD 21651
      30984 River Rd, Millington, MD 21651
      30984 River Rd, Millington, MD 21651
      /28

      Est $338,434 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,330 Sq Ft

      30984 River Rd, Millington, MD 21651

      30984 River Rd, Millington, MD 21651
  • 5791 S Hawthorne Ave, Rock Hall, MD 21661
    5791 S Hawthorne Ave, Rock Hall, MD 21661
    5791 S Hawthorne Ave, Rock Hall, MD 21661
    /32

    $575,000 New Construction

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

    5791 S Hawthorne Ave, Rock Hall, MD 21661

    Almost new (built 12/2024) adorable arts and craft style home located on one of Rock Hall's most desirable streets! This charming home features an open living/entertainment area with 9 ft ceilings. Oversized windows with deep sills flood the rooms with natural light. Three large bedrooms and two baths offer plenty of space for family and friends. There's a full width covered front porch where

    Cindy Genther Rock Hall Properties Real Estate

    5791 S Hawthorne Ave, Rock Hall, MD 21661
  • 207 Lee Ave, Galena, MD 21635
    207 Lee Ave, Galena, MD 21635
    207 Lee Ave, Galena, MD 21635
    /65

    $505,000 Sold Jul 21, 2025

    207 Lee Ave, Galena, MD 21635

    • 3 Beds
    • 2.5 Baths
    • 2,696 Sq Ft
    • Built 1993

    Last Sold Summary

    • $187/SF
    • 5 Days On Market

    Current Estimated Value $504,698

    Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

    207 Lee Ave, Galena, MD 21635
    • 247 Devon Dr, Chestertown, MD 21620
      247 Devon Dr, Chestertown, MD 21620
      247 Devon Dr, Chestertown, MD 21620
      /24

      Est $513,691 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,316 Sq Ft

      247 Devon Dr, Chestertown, MD 21620

      247 Devon Dr, Chestertown, MD 21620
  • 0 Crosby Rd, Rock Hall, MD 21661
    0 Crosby Rd, Rock Hall, MD 21661
    0 Crosby Rd, Rock Hall, MD 21661
    /10

    $128,000

    • Land
    • 1.64 Acres
    • $78,049 per Acre

    0 Crosby Rd, Rock Hall, MD 21661

    This nice wooded lot on Crosby Rd is 0.2 mile to Long Cove Marina and Long Cove County Landing. Rock Hall Yacht Club is just around the bend on McKinleyville Rd. With 142 ft of road frontage and a wooded buffer, there's lots of privacy and room to roam. The property is near navigable water, but not in the flood plain. Winter water views are possible. There's a public sewer allocation and hook up

    Cindy Genther Rock Hall Properties Real Estate

    0 Crosby Rd, Rock Hall, MD 21661
  • 389 Cypress St, Millington, MD 21651
    389 Cypress St, Millington, MD 21651
    389 Cypress St, Millington, MD 21651
    /39

    $279,900 Sold Aug 29, 2025

    389 Cypress St, Millington, MD 21651

    • 3 Beds
    • 1.5 Baths
    • 2,296 Sq Ft
    • Built 1900

    Last Sold Summary

    • $122/SF
    • 24 Days On Market

    Current Estimated Value $282,766

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    389 Cypress St, Millington, MD 21651
    • 363 Cypress St, Millington, MD 21651
      363 Cypress St, Millington, MD 21651
      363 Cypress St, Millington, MD 21651
      /47

      Est $374,475 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,052 Sq Ft

      363 Cypress St, Millington, MD 21651

      363 Cypress St, Millington, MD 21651
  • 21090 W Sharp St Unit 133, Rock Hall, MD 21661
    21090 W Sharp St Unit 133, Rock Hall, MD 21661
    21090 W Sharp St Unit 133, Rock Hall, MD 21661
    /40

    $545,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    21090 W Sharp St Unit 133, Rock Hall, MD 21661

    Experience the allure of waterfront living with this stunning condominium, perfectly situated to offer breathtaking views of the Chesapeake Bay and the Rock Hall Harbor. Inside, you are greeted by an inviting ambiance, accentuated by updated kitchen and flooring that seamlessly blend style and functionality. Whether you’re an aspiring chef or simply enjoy the art of entertaining, the modern

    Lynn Hilfiker Gunther-McClary Real Estate

    21090 W Sharp St Unit 133, Rock Hall, MD 21661
  • 7071 Pomona Rd, Chestertown, MD 21620
    7071 Pomona Rd, Chestertown, MD 21620
    7071 Pomona Rd, Chestertown, MD 21620
    /47

    $690,000 Sold Aug 25, 2025

    7071 Pomona Rd, Chestertown, MD 21620

    • 4 Beds
    • 4 Baths
    • 2,544 Sq Ft
    • Built 1991

    Last Sold Summary

    • $271/SF
    • 3 Days On Market

    Current Estimated Value $681,823

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    7071 Pomona Rd, Chestertown, MD 21620
    • 213 Devon Dr, Chestertown, MD 21620
      213 Devon Dr, Chestertown, MD 21620
      213 Devon Dr, Chestertown, MD 21620
      /24

      Est $407,244 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,472 Sq Ft

      213 Devon Dr, Chestertown, MD 21620

      213 Devon Dr, Chestertown, MD 21620
  • 25051 Smithville Rd, Worton, MD 21678
    25051 Smithville Rd, Worton, MD 21678
    25051 Smithville Rd, Worton, MD 21678
    /3

    $425,000 Pending

    • 1 Bed
    • 1 Bath
    • 1,328 Sq Ft

    25051 Smithville Rd, Worton, MD 21678

    43.6 acre Kent County hobby & hunting farm- Deer, turkey & ducks.17 acres tillable, 25 acres of woodland1 acre impoundment pond.Matapeake/mattapex soilsFree & clear of all farm & hunting leasesHouse & buildings have no contributory valueDo NOT enter the farm without the permission of the listing agent.Do NOT enter the old house or the barns. They are

    Joe Hickman Cross Street Realtors LLC

    25051 Smithville Rd, Worton, MD 21678
  • 5616 Rock Harbor Dr Unit 8, Rock Hall, MD 21661
    5616 Rock Harbor Dr Unit 8, Rock Hall, MD 21661
    5616 Rock Harbor Dr Unit 8, Rock Hall, MD 21661
    /41

    $650,000 Sold Mar 21, 2025

    5616 Rock Harbor Dr Unit 8, Rock Hall, MD 21661

    • 2 Beds
    • 4 Baths
    • 2,400 Sq Ft
    • Built 1985

    Last Sold Summary

    • $271/SF
    • 190 Days On Market

    Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    5616 Rock Harbor Dr Unit 8, Rock Hall, MD 21661
    • 5936 N Main St, Rock Hall, MD 21661
      5936 N Main St, Rock Hall, MD 21661
      5936 N Main St, Rock Hall, MD 21661
      /34

      Est $317,680 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft

      5936 N Main St, Rock Hall, MD 21661

      5936 N Main St, Rock Hall, MD 21661
  • 234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    /3

    $164,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    234 N College Ave, Chestertown, MD 21620

    Investor Special – Charming Colonial in Prime Chestertown Location! Welcome to 234 N College Ave, an adorable colonial full of character and potential, nestled in the heart of historic Chestertown. This short sale opportunity is a rare find for savvy investors or buyers ready to bring their vision to life. With classic colonial charm, this property offers the perfect canvas for renovation or

    Anastasia Zivkovic Cummings & Co. Realtors

    234 N College Ave, Chestertown, MD 21620
  • 13893 Gregg Neck Rd, Galena, MD 21635
    13893 Gregg Neck Rd, Galena, MD 21635
    13893 Gregg Neck Rd, Galena, MD 21635
    /38

    $525,000 Sold Mar 21, 2025

    13893 Gregg Neck Rd, Galena, MD 21635

    • 4 Beds
    • 2.5 Baths
    • 2,858 Sq Ft
    • Built 1995

    Last Sold Summary

    • $184/SF
    • 98 Days On Market

    Current Estimated Value $553,586

    Last Listing Agent Tinamarie Reamy Coldwell Banker Chesapeake Real Estate

    13893 Gregg Neck Rd, Galena, MD 21635
    • 23681 Newtown Rd, Worton, MD 21678
      23681 Newtown Rd, Worton, MD 21678
      23681 Newtown Rd, Worton, MD 21678
      /33

      Est $333,832 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft

      23681 Newtown Rd, Worton, MD 21678

      23681 Newtown Rd, Worton, MD 21678
  • 0 will be 11037 Bottom Rd, Worton, MD 21678
    0 will be 11037 Bottom Rd, Worton, MD 21678
    0 will be 11037 Bottom Rd, Worton, MD 21678
    /32

    $315,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    0 will be 11037 Bottom Rd, Worton, MD 21678

    The house number is now 11037. Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single-family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances, and a trendy color palette. The quality of this new

    Andy Batch Keller Williams Select Realtors of Annapolis

    0 will be 11037 Bottom Rd, Worton, MD 21678
  • 508 Cannon St, Chestertown, MD 21620
    508 Cannon St, Chestertown, MD 21620
    508 Cannon St, Chestertown, MD 21620
    /20

    $150,000 Sold Jun 06, 2025

    508 Cannon St, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 2,240 Sq Ft
    • Built 1921

    Last Sold Summary

    • $67/SF
    • 0 Days On Market

    Current Estimated Value $248,305

    Last Listing Agent Deborah Dawkins Coldwell Banker Realty

    508 Cannon St, Chestertown, MD 21620
    • 20381 Glanville Ln, Rock Hall, MD 21661
      20381 Glanville Ln, Rock Hall, MD 21661
      20381 Glanville Ln, Rock Hall, MD 21661
      /32

      Est $898,473 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,298 Sq Ft

      20381 Glanville Ln, Rock Hall, MD 21661

      20381 Glanville Ln, Rock Hall, MD 21661
  • 6746 Quaker Neck Rd, Chestertown, MD 21620
    6746 Quaker Neck Rd, Chestertown, MD 21620
    6746 Quaker Neck Rd, Chestertown, MD 21620
    /50

    $445,000

    • 5 Beds
    • 2.5 Baths
    • 3,371 Sq Ft

    6746 Quaker Neck Rd, Chestertown, MD 21620

    Michele Palmer Doug Ashley Realtors, LLC

    6746 Quaker Neck Rd, Chestertown, MD 21620
  • 0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    /5

    $11,000 Sold May 29, 2025

    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620

    • Land
    • 0.34 Acre
    • $32,353 per Acre

    Last Sold Summary

    • 371 Days On Market

    Last Listing Agent Adam Shpritz Ashland Auction Group LLC

    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    • 20670 Wilkins Ave, Rock Hall, MD 21661
      20670 Wilkins Ave, Rock Hall, MD 21661
      20670 Wilkins Ave, Rock Hall, MD 21661
      /4

      Est $509,232 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,080 Sq Ft

      20670 Wilkins Ave, Rock Hall, MD 21661

      20670 Wilkins Ave, Rock Hall, MD 21661
  • 4938 Huntingfield Rd, Rock Hall, MD 21661
    4938 Huntingfield Rd, Rock Hall, MD 21661
    4938 Huntingfield Rd, Rock Hall, MD 21661
    /36

    $850,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,174 Sq Ft

    4938 Huntingfield Rd, Rock Hall, MD 21661

    Motivated sellers!! Nestled on .83 acres, this captivating Chesapeake Bay waterfront home offers the perfect blend of comfort and coastal charm just outside of Rock Hall. The property includes a 3-bedroom plus bonus room, 2 1/2-bath main house and a detached garage with a 1-bedroom, 1-bath efficiency apartment, ideal for guests or potential rental use. Step inside to be welcomed by a stunning

    Courtney Chipouras TTR Sotheby's International Realty

    4938 Huntingfield Rd, Rock Hall, MD 21661
  • 26994 Branchtown Rd, Worton, MD 21678
    26994 Branchtown Rd, Worton, MD 21678
    26994 Branchtown Rd, Worton, MD 21678
    /24

    $349,900 Sold Dec 05, 2025

    26994 Branchtown Rd, Worton, MD 21678

    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 2025

    Last Sold Summary

    • $243/SF
    • 4 Days On Market

    Last Listing Agent Jason Dey Kevin Dey Realty

    26994 Branchtown Rd, Worton, MD 21678
    • 11975 Homestead View Ct, Worton, MD 21678
      11975 Homestead View Ct, Worton, MD 21678
      11975 Homestead View Ct, Worton, MD 21678
      /19

      Est $434,081 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,740 Sq Ft

      11975 Homestead View Ct, Worton, MD 21678

      11975 Homestead View Ct, Worton, MD 21678
  • 5898 Williams St, Rock Hall, MD 21661
    5898 Williams St, Rock Hall, MD 21661
    /2

    $250,000

    • Land
    • 5 Acres
    • $50,000 per Acre

    5898 Williams St, Rock Hall, MD 21661

    Welcome to 5898 Williams Street, Rock Hall, MD! This 5-acre cleared parcel offers an exciting development opportunity in the heart of Rock Hall. With public water and sewer available, the property provides excellent development potential. Formerly zoned MCI, it is now zoned residential under the newly adopted Rock Hall 2040 Comprehensive Plan, opening the door for possible subdivision. Situated

    Cindy Genther Rock Hall Properties Real Estate

    5898 Williams St, Rock Hall, MD 21661
  • 10575 Hyala Ct, Chestertown, MD 21620
    10575 Hyala Ct, Chestertown, MD 21620
    10575 Hyala Ct, Chestertown, MD 21620
    /22

    $359,000 Sold Jul 31, 2025

    10575 Hyala Ct, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 2003

    Last Sold Summary

    • $181/SF
    • 5 Days On Market

    Current Estimated Value $356,641

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    10575 Hyala Ct, Chestertown, MD 21620
    • 27001 Big Woods Rd, Worton, MD 21678
      27001 Big Woods Rd, Worton, MD 21678
      27001 Big Woods Rd, Worton, MD 21678
      /27

      Est $318,469 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,104 Sq Ft

      27001 Big Woods Rd, Worton, MD 21678

      27001 Big Woods Rd, Worton, MD 21678
  • 9 Wilson Point Rd, Galena, MD 21635
    9 Wilson Point Rd, Galena, MD 21635
    /2

    $175,000

    • Land
    • 0.75 Acre
    • $233,333 per Acre

    9 Wilson Point Rd, Galena, MD 21635

    Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style

    Aaron Clark Patterson-Schwartz-Middletown

    9 Wilson Point Rd, Galena, MD 21635
  • 304 Hilltop Ln, Chestertown, MD 21620
    304 Hilltop Ln, Chestertown, MD 21620
    304 Hilltop Ln, Chestertown, MD 21620
    /31

    $215,000 Sold Sep 26, 2025

    304 Hilltop Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,199 Sq Ft
    • Built 2005

    Last Sold Summary

    • $179/SF
    • 34 Days On Market

    Current Estimated Value $217,005

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    304 Hilltop Ln, Chestertown, MD 21620
    • 21790 Sunnyside Ave, Rock Hall, MD 21661
      21790 Sunnyside Ave, Rock Hall, MD 21661
      21790 Sunnyside Ave, Rock Hall, MD 21661
      /37

      Est $235,450 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 608 Sq Ft

      21790 Sunnyside Ave, Rock Hall, MD 21661

      21790 Sunnyside Ave, Rock Hall, MD 21661
  • 0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    /7

    $75,000

    • Land
    • 2.2 Acres
    • $34,091 per Acre

    0 Fairlee Rd, Chestertown, MD 21620

    Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed by Health Department Officer in 1994. Lots of wildlife in the area. Perfect location to build your new home back off the road in a convenient location. Maybe even have your own deer stand! Plat is filed in Kent County Land

    Lori Sample EXIT Preferred Realty

    0 Fairlee Rd, Chestertown, MD 21620
  • 14234 Gregg Neck Rd, Galena, MD 21635
    14234 Gregg Neck Rd, Galena, MD 21635
    14234 Gregg Neck Rd, Galena, MD 21635
    /39

    $1,095,000 Sold May 30, 2025

    14234 Gregg Neck Rd, Galena, MD 21635

    • 2 Beds
    • 3.5 Baths
    • 2,530 Sq Ft
    • Built 2020

    Last Sold Summary

    • $433/SF
    • 7 Days On Market

    Current Estimated Value $1,124,493

    Last Listing Agent John Burke Gunther-McClary Real Estate

    14234 Gregg Neck Rd, Galena, MD 21635
    • 614 High St, Chestertown, MD 21620
      614 High St, Chestertown, MD 21620
      614 High St, Chestertown, MD 21620
      /22

      Est $210,584 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft

      614 High St, Chestertown, MD 21620

      614 High St, Chestertown, MD 21620
  • 13699 Still Pond Rd, Still Pond, MD 21667
    13699 Still Pond Rd, Still Pond, MD 21667
    13699 Still Pond Rd, Still Pond, MD 21667
    /55

    $1,000,000

    • 4 Beds
    • 2.5 Baths
    • 4,504 Sq Ft

    13699 Still Pond Rd, Still Pond, MD 21667

    Endless Possibilities on 20 Rolling Acres at Dawnwood Farm — Discover the magic of Maryland’s Eastern Shore at this captivating 20-acre farmstead, where heritage charm meets modern comfort. Whether you're a dreamer, a doer, or a little of both, this property offers something extraordinary for every kind of buyer—from adventure-seeking families and aspiring homesteaders to seasoned growers and

    Liddy Campbell TTR Sotheby's International Realty

    13699 Still Pond Rd, Still Pond, MD 21667

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