12,108

Kent County, MD Homes

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  • /28

    $549,000 Sold Jun 26, 2025

    305 Washington Ave, Chestertown, MD 21620

    • 5 Beds
    • 3 Baths
    • 2,476 Sq Ft
    • Built 1930

    Last Sold Summary

    • $222/SF
    • 0 Days On Market

    Current Estimated Value $591,801

    Last Listing Agent William Norris Select Land & Homes, LLC

    305 Washington Ave, Chestertown, MD 21620
    • /36

      Est $443,821 Not Listed For Sale

      32159 River Rd, Millington, MD 21651

      • 3 Beds
      • 2.5 Baths
      • 2,018 Sq Ft
      • Built 2006
      32159 River Rd, Millington, MD 21651

      Last Sold Summary

      • 47% Above List Price
      • $149/SF
      • 145 Days On Market

      Last Sold Price $301,000

      Last Listing Agent Amy Occorso Real Estate Professionals, Inc.

  • /17

    $136,800

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    21324 Persimmon Dr, Chestertown, MD 21620

    2 level townhome in sought after Tolchester Village! Features a terrific open kitchen with stainless steel appliances, nice living room/dining room combination with a slider to the patio. Bedrooms are good sized and have vaulted ceilings! Tolchester Village is a quaint community that underwent a complete renovation in 2021. Public water and sewer! Common areas include a playground. Affordable,

    JT Powell Coldwell Banker Realty - Washington

    21324 Persimmon Dr, Chestertown, MD 21620
  • /49

    $840,000 Sold Jun 27, 2025

    26865 Mallard Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,355 Sq Ft
    • Built 1963

    Last Sold Summary

    • $250/SF
    • 182 Days On Market

    Current Estimated Value $923,054

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    26865 Mallard Rd, Chestertown, MD 21620
    • /27

      Est $322,202 Not Listed For Sale

      600 Mill Ln, Galena, MD 21635

      • 3 Beds
      • 2 Baths
      • 1,075 Sq Ft
      • Built 1965
      600 Mill Ln, Galena, MD 21635

      Last Sold Summary

      • 32% Above List Price
      • $228/SF
      • 2 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

  • /28

    $264,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    109 Metcalfe Rd, Chestertown, MD 21620

    Brand new home in Historic Chestertown available for move-in Right Now. This home features luxury vinyl plank flooring throughout, a spacious living room, eat-in kitchen with white shaker cabinets, granite countertops, and stainless-steel appliances, plus a covered patio off the kitchen for outdoor enjoyment. Upstairs you'll find generously sized bedrooms including a large primary suite with

    David Moore Real Broker, LLC

    109 Metcalfe Rd, Chestertown, MD 21620
  • /56

    $1,270,000 Sold Dec 22, 2025

    10434 Big Stone Rd, Millington, MD 21651

    • 1,720 Sq Ft
    • Built 1920

    Last Sold Summary

    • $738/SF
    • 28 Days On Market

    Current Estimated Value $1,167,667

    Last Listing Agent Zachary Shelley Streett Hopkins Real Estate, LLC

    10434 Big Stone Rd, Millington, MD 21651
    • /53

      Est $380,270 Not Listed For Sale

      14086 E Beechwood Rd, Galena, MD 21635

      • 2 Beds
      • 2 Baths
      • 1,951 Sq Ft
      • Built 1991
      14086 E Beechwood Rd, Galena, MD 21635

      Last Sold Summary

      • 4% Above List Price
      • $187/SF
      • 19 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

  • /43

    $5,900,000

    • 6 Beds
    • 4.5 Baths
    • 4,214 Sq Ft

    5135 Crosby Rd, Rock Hall, MD 21661

    A true sportsman’s paradise and a family compound, this impressive 212 +/-acre farm offers breathtaking water views and unparalleled outdoor recreation. The solidly built, colonial style home is designed to capture the beauty of Davis Creek from nearly every room. The kitchen and dining area are perfectly positioned for waterfront entertaining, seamlessly flowing into the family room with gas

    Courtney Chipouras TTR Sotheby's International Realty

    5135 Crosby Rd, Rock Hall, MD 21661
  • /45

    $459,000 Sold Jun 23, 2025

    811 S Meadowview Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft
    • Built 2002

    Last Sold Summary

    • $222/SF
    • 4 Days On Market

    Current Estimated Value $483,855

    Last Listing Agent Christine Leonard Redfin Corp

    811 S Meadowview Dr, Chestertown, MD 21620
    • /53

      Est $1,129,756 Not Listed For Sale

      24319 Waterview Dr, Worton, MD 21678

      • 5 Beds
      • 3.5 Baths
      • 3,795 Sq Ft
      • Built 2007
      24319 Waterview Dr, Worton, MD 21678

      Last Sold Summary

      • 6% Below List Price
      • $316/SF
      • 28 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Carly Stitz Keller Williams Real Estate - West Chester

  • /2

    $9,000

    • Land
    • 0.34 Acre
    • $26,471 per Acre

    0 Buck Neck Rd Unit MDKE2005262, Chestertown, MD 21620

    All offers considered! Investors- this lot could possibly have public utilities available in the future! Currently a recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not currently buildable.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Buck Neck Rd Unit MDKE2005262, Chestertown, MD 21620
  • /24

    $285,000 Sold Aug 08, 2025

    117 N Water St Unit 3B, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 652 Sq Ft
    • Built 1886

    Last Sold Summary

    • $437/SF
    • 457 Days On Market

    Current Estimated Value $763,277

    Last Listing Agent John Burke Gunther-McClary Real Estate

    117 N Water St Unit 3B, Chestertown, MD 21620
    • /43

      Est $559,955 Not Listed For Sale

      5718 N Main St, Rock Hall, MD 21661

      • 4 Beds
      • 3.5 Baths
      • 2,418 Sq Ft
      • Built 1920
      5718 N Main St, Rock Hall, MD 21661

      Last Sold Summary

      • 13% Above List Price
      • $205/SF
      • 50 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /3

    $7,500

    • Land
    • 0.86 Acre
    • $8,721 per Acre

    0 Medders Rd, Still Pond, MD 21667

    Priced to sell! 0.86 acres of non-buildable, recreational land in the quaint town of Still Pond, MD. Located just down the road from Betterton beach and boat ramp. The neighboring lot is also for sale MDKE2004176 so you could buy two lots next door to each other. Campers are not permitted. Lots can be used to garden, make a nature trail, bird watch etc. Buyer responsible for due diligence.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Medders Rd, Still Pond, MD 21667
  • /17

    $307,000 Sold Jan 30, 2026

    6345 Rock Hall Rd, Rock Hall, MD 21661

    • 3 Beds
    • 1.5 Baths
    • 1,622 Sq Ft
    • Built 1969

    Last Sold Summary

    • $189/SF
    • 91 Days On Market

    Current Estimated Value $303,875

    Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

    6345 Rock Hall Rd, Rock Hall, MD 21661
    • /31

      Est $354,584 Not Listed For Sale

      11110 Old Worton Rd, Worton, MD 21678

      • 3 Beds
      • 2 Baths
      • 1,461 Sq Ft
      • Built 1956
      11110 Old Worton Rd, Worton, MD 21678

      Last Sold Summary

      • 9% Above List Price
      • $222/SF
      • 187 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /32

    $39,000

    • Land
    • 1.51 Acres
    • $25,828 per Acre

    0 Cloquet Rd Unit MDKE2005966, Chestertown, MD 21620

    Largest privately held parcel in Chesapeake Landing. 8 Lots each more than 10,000 sq ft. for a total 1.51 acres. Tax map 27, lots 254-257 & 297-300 (2 contiguous lots). The site is level & wooded. Raw land near Worton's Marina. Community has a boat ramp and offers easy access to the Chesapeake Bay. Chesapeake Landing has a voluntary HOA giving you access to the boat ramp, marina and a slip for an

    Becky Schor Berkshire Hathaway HomeServices Homesale Realty

    0 Cloquet Rd Unit MDKE2005966, Chestertown, MD 21620
  • /39

    $295,000 Sold Mar 31, 2026

    107 Oak Leaf Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,947 Sq Ft
    • Built 2004

    Last Sold Summary

    • $152/SF
    • 8 Days On Market

    Current Estimated Value $297,709

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    107 Oak Leaf Dr, Chestertown, MD 21620
    • /51

      Est $613,216 Not Listed For Sale

      24386 Waterview Dr, Worton, MD 21678

      • 3 Beds
      • 2.5 Baths
      • 2,871 Sq Ft
      • Built 1987
      24386 Waterview Dr, Worton, MD 21678

      Last Sold Summary

      • 30% Above List Price
      • $164/SF
      • 285 Days On Market

      Last Sold Price $470,777

      Last Listing Agent James Slattery Coldwell Banker Chesapeake Real Estate Company

  • /24

    $375,000

    • 2 Beds
    • 1 Bath
    • 787 Sq Ft

    117 N Water St Unit 2A, Chestertown, MD 21620

    117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 2A, Chestertown, MD 21620
  • /67

    $2,100,000 Sold Feb 02, 2026

    10121 Fairlee Rd, Chestertown, MD 21620

    • 6 Beds
    • 5 Baths
    • 4,954 Sq Ft
    • Built 1858

    Last Sold Summary

    • $424/SF
    • 58 Days On Market

    Current Estimated Value $2,317,658

    Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    10121 Fairlee Rd, Chestertown, MD 21620
    • /54

      Est $417,364 Not Listed For Sale

      204 Richard Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1972
      204 Richard Dr, Chestertown, MD 21620

      Last Sold Summary

      • 1% Below List Price
      • $273/SF
      • 7 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /3

    $150,000

    • Land
    • 2 Acres
    • $75,000 per Acre

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620

    Beautiful 2-Acre Lot – Build Your Dream Home! Come and experience the charm of this picturesque 2-acre lot, perfectly priced and ready for your dream home. Nestled among scenic farms and mature trees, this serene setting offers the perfect blend of privacy and natural beauty.Located just minutes from the water, you'll enjoy easy access to nearby Tolchester Beach—only about 2 miles west—and

    Sebrin Adem RE/MAX Allegiance

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
  • /25

    $205,000 Sold Aug 29, 2025

    25126 Lambs Meadow Rd, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 2007

    Last Sold Summary

    • $194/SF
    • 8 Days On Market

    Last Listing Agent Julie Strickler Remax Vision

    25126 Lambs Meadow Rd, Worton, MD 21678
    • /62

      Est $712,628 Not Listed For Sale

      115 N Queen St, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 2,496 Sq Ft
      • Built 1900
      115 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 6% Below List Price
      • $304/SF
      • 4 Days On Market

      Last Sold Price $760,000

      Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

  • /25

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,404 Sq Ft

    217 Philosophers Terrace, Chestertown, MD 21620

    Charming and full of potential, this 3-bedroom, 1.5-bath Cape Cod home offers a prime in-town Chestertown location with thoughtful updates already in place. New roof (December 2025), heat pump (2022), and new carpet upstairs provide peace of mind, while classic features like hardwood floors, abundant natural light, and a wood-burning fireplace add warmth and character. The flexible layout

    Courtney Chipouras TTR Sotheby's International Realty

    217 Philosophers Terrace, Chestertown, MD 21620
  • /2

    $539,000 Sold Jun 16, 2025

    107 N Queen St, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 3,050 Sq Ft
    • Built 1879

    Last Sold Summary

    • $177/SF
    • 1 Day On Market

    Current Estimated Value $585,202

    Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    107 N Queen St, Chestertown, MD 21620
    • /40

      Est $300,102 Not Listed For Sale

      6013 Rock Hall Rd, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,380 Sq Ft
      • Built 1951
      6013 Rock Hall Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 11% Above List Price
      • $196/SF

      Last Sold Price $270,000

      Last Listing Agent Phyllis Endrich Long & Foster

  • /46

    $685,000

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

    117 N Water St Unit 1A, Chestertown, MD 21620

    117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 1A, Chestertown, MD 21620
  • /24

    $435,000 Sold Sep 26, 2025

    21055 Bayside Ave, Rock Hall, MD 21661

    • 4 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Built 1934

    Last Sold Summary

    • $287/SF
    • 21 Days On Market

    Current Estimated Value $425,148

    Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

    21055 Bayside Ave, Rock Hall, MD 21661
    • /56

      Est $844,946 Not Listed For Sale

      307 Washington Ave, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 3,355 Sq Ft
      • Built 1936
      307 Washington Ave, Chestertown, MD 21620

      Last Sold Summary

      • 2% Below List Price
      • $258/SF
      • 130 Days On Market

      Last Sold Price $866,395

      Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

  • /24

    $369,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    21745 Centennial Ln, Rock Hall, MD 21661

    “PRICE IMPROVEMENT! Move-in Ready New ConstructionRancher in Rock Hall - Perfect for Retirees or Weekend Getaways at 21745 Centennial Lane, Rock Hall, MD, a brand-new 1,415 sq ft home offering single-story living just minutes from marinas, waterfront dining, and all that Rock Hall has to offer. Built by JAC Homes, this 3-bedroom, 2-bath home features an open-concept layout with abundant

    Pamela Geib Long & Foster Real Estate, Inc.

    21745 Centennial Ln, Rock Hall, MD 21661
  • /2

    $64,000 Sold Oct 13, 2025

    210 Crane St, Millington, MD 21651

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1920

    Last Sold Summary

    • $53/SF

    Current Estimated Value $124,000

    Last Listing Agent Jordan Larigan LPT Realty, LLC

    210 Crane St, Millington, MD 21651
    • /49

      Est $742,358 Not Listed For Sale

      111 S Mill St, Chestertown, MD 21620

      • 5 Beds
      • 5 Baths
      • 2,776 Sq Ft
      • Built 1890
      111 S Mill St, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $249/SF
      • 7 Days On Market

      Last Sold Price $690,000

      Last Listing Agent Richard Budden Coldwell Banker Chesapeake Real Estate Company

  • /15

    $59,999

    • Land
    • 1.09 Acres
    • $55,045 per Acre

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678

    Set on just over 1 acre in the Village zoning district, this partially wooded property offers a rare mix of flexibility and possibility. This zoning permits a wide range of uses from single-family, multi-family, and/or townhouses, to short-term vacation rentals, and even certain commercial spaces like restaurants (without drive-thru capabilities), you have room to bring your vision to life. The

    Micheal Vakas EXP Realty, LLC

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
  • /16

    $270,000 Sold Aug 15, 2025

    21114 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • Built 1996

    Last Sold Summary

    • $166/SF
    • 28 Days On Market

    Current Estimated Value $271,866

    Last Listing Agent Alyson Anderson Allfirst Realty, Inc.

    21114 Striper Run, Rock Hall, MD 21661
    • /84

      Est $947,094 Not Listed For Sale

      24320 Waterview Dr, Worton, MD 21678

      • 4 Beds
      • 4.5 Baths
      • 5,752 Sq Ft
      • Built 2002
      24320 Waterview Dr, Worton, MD 21678

      Last Sold Summary

      • 19% Above List Price
      • $139/SF
      • 15 Days On Market

      Last Sold Price $799,000

      Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

  • /20

    $159,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Beautifully Remodeled Two-Level Colonial Offering Timeless Charm and Modern Comfort. This home features a Brand New Kitchen with New Cabinets (2026), Quartz Counters, Stainless Steel Appliances (2026), and a Stylish Tile Backsplash. Enjoy Fully Updated Bathrooms, New Flooring Throughout, and Spacious Bedrooms Filled With Natural Light. New Modern Lighting (2026) and Fresh Custom Paint enhance the

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • /9

    $190,500 Sold Jul 22, 2025

    619 Cannon St, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 882 Sq Ft
    • Built 1983

    Last Sold Summary

    • $216/SF
    • 50 Days On Market

    Current Estimated Value $204,209

    Last Listing Agent Sarah King Cross Street Realtors LLC

    619 Cannon St, Chestertown, MD 21620

Showing Results 521 - 560, Page 14 of 18

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