12,114

Kent County, MD Homes

Section Image
  • /2

    $2,500 Sold Sep 12, 2025

    0 Lots 362 and 363 Klamath Rd, Worton, MD 21678

    • Land
    • 0.34 Acre
    • $7,353 per Acre

    Last Sold Summary

    • 252 Days On Market

    Last Listing Agent Jo Ann Edwards The Hogans Agency

    0 Lots 362 and 363 Klamath Rd, Worton, MD 21678
    • /26

      Est $337,097 Not Listed For Sale

      24990 Heather Ln, Worton, MD 21678

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 2022
      24990 Heather Ln, Worton, MD 21678

      Last Sold Summary

      • 11% Above List Price
      • $237/SF
      • 43 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Jordan Larigan VYBE Realty

  • /30

    $750,000 Pending

    • 5 Beds
    • 3 Baths
    • 3,088 Sq Ft

    29030 Belchester Rd, Kennedyville, MD 21645

    Perfectly situated home in move-in condition, views of glorious Sassafras from almost every room. 1st Fl multiple options for eating, relaxing, and entertaining, and powder room. Large master bedroom with bath joins four other bedrooms, two baths and laundry room on second floor, approached by a classic staircase with upstairs wrap around landing. Irrigated landscaping t/o with amazing patio.

    Richard Keaveney Cross Street Realtors LLC

    29030 Belchester Rd, Kennedyville, MD 21645
  • /4

    $31,000 Sold Apr 09, 2025

    31703 Olivet Cir, Galena, MD 21635

    • Land
    • 0.53 Acre
    • $58,491 per Acre

    Last Sold Summary

    • 69 Days On Market

    Current Estimated Value $32,000

    Last Listing Agent Nicole Stephens Tesla Realty Group, LLC

    31703 Olivet Cir, Galena, MD 21635
    • /70

      Est $738,379 Not Listed For Sale

      147 Carriage Heath, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 2015
      147 Carriage Heath, Chester, MD 21619

      Last Sold Summary

      • 3% Above List Price
      • $333/SF
      • 20 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Yael Beckman Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /62

    $495,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,984 Sq Ft

    201 Greenwood Ave, Chestertown, MD 21620

    An amazing home located just a few blocks from Washington College! This mostly brick Cape Cod has 4 bedrooms, 3 full baths, formal dining room, living room with fireplace, first floor primary bedroom with cathedral ceiling, Florida room, full basement with fireplace and a 2 car attached garage. The primary bath and Florida room both have radiant floor heating. The 3 bedrooms on the second level

    Grace Crockett Doug Ashley Realtors, LLC

    201 Greenwood Ave, Chestertown, MD 21620
  • /60

    $1,165,000 Sold Dec 01, 2025

    119 High St, Chestertown, MD 21620

    • 5 Beds
    • 4.5 Baths
    • 4,409 Sq Ft
    • Built 1876

    Last Sold Summary

    • $264/SF
    • 5 Days On Market

    Current Estimated Value $1,175,016

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    119 High St, Chestertown, MD 21620
    • /27

      Est $495,673 Not Listed For Sale

      106 Church Aly, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,416 Sq Ft
      • Built 1880
      106 Church Aly, Chestertown, MD 21620

      Last Sold Summary

      • $350/SF
      • 7 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Cindy Genther Rock Hall Properties

  • /31

    $485,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,932 Sq Ft

    14525 John Peel Rd, Galena, MD 21635

    Welcome to 14525 John Peel Road, a beautifully maintained home offering the perfect blend of elegance, comfort, and scenic surroundings in a highly desirable location. Set on a generous one and a half-acre lot, this 3-bedroom, 2.5-bathroom residence provides both privacy and a strong sense of community, complete with access to a community pier—ideal for enjoying the surrounding views and

    Jason Hinish Corner House Realty

    14525 John Peel Rd, Galena, MD 21635
  • /54

    $380,000 Sold Feb 17, 2026

    12035 Galena Rd, Massey, MD 21650

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1993

    Last Sold Summary

    • $283/SF
    • 142 Days On Market

    Current Estimated Value $392,418

    Last Listing Agent Lona Todd Taylor Properties

    12035 Galena Rd, Massey, MD 21650
    • /56

      Est $440,176 Not Listed For Sale

      10570 Cogar Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,862 Sq Ft
      • Built 2010
      10570 Cogar Rd, Chestertown, MD 21620

      Last Sold Summary

      • 26% Above List Price
      • $122/SF
      • 118 Days On Market

      Last Sold Price $349,000

      Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

  • /40

    $580,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,504 Sq Ft

    311 Devon Dr, Chestertown, MD 21620

    311 Devon Drive is located in Coventry Farms; and being located within the Chestertown town limits offers town utilities. The front entrance welcomes you with an open two-story foyer to the second-floor balcony. To the left of the front foyer is a den and to the right is a formal dining room. The foyer hall leads into a large open area that includes a large eat-in kitchen, sunroom and family room

    Debbie Meikle Doug Ashley Realtors, LLC

    311 Devon Dr, Chestertown, MD 21620
  • /20

    $136,500 Sold Sep 19, 2025

    0 Hagy Rd Unit MDKE2004986, Rock Hall, MD 21661

    • Land
    • 1 Acre
    • $136,500 per Acre

    Last Sold Summary

    • 137 Days On Market

    Last Listing Agent Tammy Studebaker EXP Realty, LLC

    0 Hagy Rd Unit MDKE2004986, Rock Hall, MD 21661
    • /25

      Not Listed For Sale

      10 School House Rd, Millington, MD 21651

      10 School House Rd, Millington, MD 21651

      Last Sold Summary

      • 204 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Cat Bond Brokers Realty Group, LLC

  • /45

    $525,000

    • 5 Beds
    • 3.5 Baths
    • 3,932 Sq Ft

    218 Camelot Dr, Chestertown, MD 21620

    Picture Perfect Colonial in Coventry Farms – Chestertown, MarylandWelcome to 218 Camelot Drive, stunning colonial 3,932 total square feet of maintained living Situated on a beautifully landscaped corner lot in the established Coventry Farms community, this home features a fenced backyard with vinyl fencing—ideal for privacy, pets, and play. A brick paver patio with pergola and a creates

    Dee Dee McCracken Coldwell Banker Realty

    218 Camelot Dr, Chestertown, MD 21620
  • /16

    $240,000 Sold Jan 16, 2026

    100 Metcalf Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 2023

    Last Sold Summary

    • $211/SF
    • 109 Days On Market

    Current Estimated Value $244,871

    Last Listing Agent Dale Hunter Bayside Realty

    100 Metcalf Rd, Chestertown, MD 21620
    • /34

      Est $620,026 Not Listed For Sale

      7675 Quaker Neck Rd, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 1,800 Sq Ft
      • Built 2017
      7675 Quaker Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 1% Above List Price
      • $340/SF
      • 13 Days On Market

      Last Sold Price $612,500

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /67

    $498,500

    • 4 Beds
    • 3.5 Baths
    • 3,799 Sq Ft

    100 Adela Way, Chestertown, MD 21620

    *Days on Market Reporting Incorrectly- Property listed Oct 30, 2025* Nestled just outside of historic Chestertown, minutes from farmers market, waterfront park and local shops and eateries. This home offers the best of small-town living with modern updates at every turn.Step inside to discover wood floors, a private home office, and an inviting open-concept kitchen featuring luxury

    Lauren Matera Berkshire Hathaway HomeServices PenFed Realty

    100 Adela Way, Chestertown, MD 21620
  • /57

    $282,000 Sold Apr 23, 2025

    12 3rd Ave, Betterton, MD 21610

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft
    • Built 2005

    Last Sold Summary

    • $113/SF
    • 10 Days On Market

    Current Estimated Value $311,134

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    12 3rd Ave, Betterton, MD 21610
    • /27

      Est $403,635 Not Listed For Sale

      5837 Clam Cove, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,707 Sq Ft
      • Built 2020
      5837 Clam Cove, Rock Hall, MD 21661

      Last Sold Summary

      • 5% Above List Price
      • $226/SF
      • 1 Day On Market

      Last Sold Price $385,000

      Last Listing Agent Cindy Genther Rock Hall Properties

  • /24

    $799,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,092 Sq Ft

    106 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space

    Julia Hilfiker Gunther-McClary Real Estate

    106 Landing Ln, Chestertown, MD 21620
  • /29

    $200,000 Sold Mar 21, 2025

    10736 Worton Rd, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Built 1920

    Last Sold Summary

    • $144/SF
    • 14 Days On Market

    Current Estimated Value $210,749

    Last Listing Agent Jordan Larigan LPT Realty, LLC

    10736 Worton Rd, Worton, MD 21678
    • /7

      Est $61,369 Not Listed For Sale

      5246 Eastern Neck Rd, Rock Hall, MD 21661

      5246 Eastern Neck Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 33% Above List Price
      • 243 Days On Market

      Last Sold Price $46,000

      Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

  • /29

    $449,999

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft

    222 Mount Vernon Ave, Chestertown, MD 21620

    HIGHLY MOTIVATED SELLERS- DON'T MISS THIS OPPORTUNITY! This historic 1916 home is charming inside and out. They don’t build houses like this anymore! Featuring 4 bedrooms and 2 full baths, this home is adjacent to Washington College and a short stroll to downtown Chestertown. Three finished levels and high ceilings make the home feel roomier than the square footage suggests. Gorgeous original

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    222 Mount Vernon Ave, Chestertown, MD 21620
  • /32

    $266,500 Sold Jul 18, 2025

    9 Belmont Place, Betterton, MD 21610

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1900

    Last Sold Summary

    • $183/SF
    • 21 Days On Market

    Current Estimated Value $284,715

    Last Listing Agent Paula Ruckelshaus Long & Foster Real Estate, Inc.

    9 Belmont Place, Betterton, MD 21610
    • /9

      Est $353,230 Not Listed For Sale

      10578 Chesterville Forest Rd, Millington, MD 21651

      • Built 2024
      10578 Chesterville Forest Rd, Millington, MD 21651

      Last Sold Summary

      • 371% Above List Price
      • $39/SF
      • 3 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Jason Dey Kevin Dey Realty

  • /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
  • /40

    $350,000 Sold Jul 31, 2025

    113 Cedarwood Dr, Galena, MD 21635

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 1994

    Last Sold Summary

    • $247/SF
    • 2 Days On Market

    Current Estimated Value $351,873

    Last Listing Agent Mrs. Brittany Fox RE/MAX Chesapeake

    113 Cedarwood Dr, Galena, MD 21635
    • /35

      Not Listed For Sale

      11430 Lynch Rd, Worton, MD 21678

      • 2 Beds
      • Built 1979
      11430 Lynch Rd, Worton, MD 21678

      Last Sold Summary

      • 27 Days On Market

      Last Sold Price $35,000

      Last Listing Agent Joe Howerton Taylor Properties

  • /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 leases House & buildings have no contributory value Do NOT enter the farm without the permission of the listing agent. Do NOT enter the old house or the barns. They are unsafe.

    Joe Hickman Cross Street Realtors LLC

    25051 Smithville Rd, Worton, MD 21678
  • /40

    $600,000 Sold May 16, 2025

    108 N Queen St, Chestertown, MD 21620

    • 5 Beds
    • 2.5 Baths
    • 2,536 Sq Ft
    • Built 1920

    Last Sold Summary

    • $237/SF

    Current Estimated Value $629,898

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    108 N Queen St, Chestertown, MD 21620
    • /52

      Est $386,750 Not Listed For Sale

      5785 Liberty St, Rock Hall, MD 21661

      • 3 Beds
      • 2.5 Baths
      • 1,520 Sq Ft
      • Built 1920
      5785 Liberty St, Rock Hall, MD 21661

      Last Sold Summary

      • 9% Above List Price
      • $234/SF
      • 2 Days On Market

      Last Sold Price $356,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /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
  • /16

    $120,000 Sold Feb 27, 2026

    141 Prospect St, Chestertown, MD 21620

    • 4 Beds
    • 1.5 Baths
    • 1,156 Sq Ft
    • Built 1900

    Last Sold Summary

    • 27% Below List Price
    • $104/SF
    • 33 Days On Market

    Current Estimated Value $165,814

    Last Listing Agent Jeff Guthrie Taylor Properties

    141 Prospect St, Chestertown, MD 21620
    • /24

      Est $285,061 Not Listed For Sale

      5788 Liberty St, Rock Hall, MD 21661

      • 2 Beds
      • 1 Bath
      • 1,220 Sq Ft
      • Built 1958
      5788 Liberty St, Rock Hall, MD 21661

      Last Sold Summary

      • 8% Above List Price
      • $217/SF
      • 7 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

  • /63

    $525,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 4 Baths
    • 2,186 Sq Ft

    206 Camelot Dr, Chestertown, MD 21620

    Enjoy three bedrooms on the main floor, including a spacious primary suite with its own private bath. The open-concept main living area seamlessly connects the kitchen, family room, and bright breakfast/sunroom — making everyday living and entertaining effortless. Hosting something more formal? A separate dining room is ready for the occasion. The second level features a generous living/rec room,

    Amy Larrauri Chesapeake Real Estate Associates, LLC

    206 Camelot Dr, Chestertown, MD 21620
  • /27

    $280,000 Sold Jun 09, 2025

    100 Acorn Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,930 Sq Ft
    • Built 2004

    Last Sold Summary

    • $145/SF
    • 164 Days On Market

    Current Estimated Value $304,579

    Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    100 Acorn Dr, Chestertown, MD 21620
    • /27

      Est $269,827 Not Listed For Sale

      117 Chester Arms Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft
      • Built 2022
      117 Chester Arms Dr, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $196/SF
      • 30 Days On Market

      Last Sold Price $247,500

      Last Listing Agent David Moore Real Broker, LLC

  • /58

    $437,500 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    5827 S Hawthorne Ave, Rock Hall, MD 21661

    Just a block and a half from the water, this adorable Cape Cod is the retreat you’ve been dreaming of. Whether you’re looking for a peaceful primary residence, a weekend or vacation getaway, or an investment property to Airbnb, this home perfectly balances cozy character with nearby conveniences. Peace and quiet doesn’t mean being disconnected. You're just a short stroll or drive from downtown

    Amy Mullen Iron Valley Real Estate Ocean City

    5827 S Hawthorne Ave, Rock Hall, MD 21661
  • /15

    $155,000 Sold Oct 17, 2025

    8992 S Bayview Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1966

    Last Sold Summary

    • $117/SF
    • 3 Days On Market

    Current Estimated Value $166,934

    Last Listing Agent William Norris Select Land & Homes, LLC

    8992 S Bayview Dr, Chestertown, MD 21620

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home