11,962

Kent County, MD Homes

Section Image
  • /89

    $2,150,000

    $350K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,236 Sq Ft

    31436 Sassafras River Ave, Galena, MD 21635

    Luxury deep water retreat on the Sassafras River: an exceptional custom waterfront crafted residenceOffering expansive river views, a private dep water pier, resort style amenities and distinctive natural timber architectural. The custom log construction adds warmth, character and architectural distinction throughout the home The current owners had their 70 ft boat docked there for 10 years

    Tammy Studebaker EXP Realty, LLC

    31436 Sassafras River Ave, Galena, MD 21635
  • /13

    $364,900

    Sold Feb 20, 2026

    21141 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft
    • Built 2025

    Last Sold Summary

    • $224/SF
    • 69 Days On Market

    Current Estimated Value $366,297

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    21141 Striper Run, Rock Hall, MD 21661
    • /20

      Est $386,029

      Not Listed For Sale

      508 Cannon St, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,240 Sq Ft
      • Built 1921
      508 Cannon St, Chestertown, MD 21620

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Deborah Dawkins Coldwell Banker Realty

  • /45

    $499,999

    $25K PRICE DROP Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,932 Sq Ft

    218 Camelot Dr, Chestertown, MD 21620

    Seller is motivated and can move quickly in 30 days!Welcome 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 multiple outdoor

    Dee Dee McCracken Coldwell Banker Realty

    218 Camelot Dr, Chestertown, MD 21620
  • /67

    $490,000

    Sold May 08, 2026

    100 Adela Way, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 3,799 Sq Ft
    • Built 2008

    Last Sold Summary

    • $129/SF
    • 182 Days On Market

    Current Estimated Value $509,121

    Last Listing Agent Lauren Matera LPT Realty, LLC

    100 Adela Way, Chestertown, MD 21620
    • /27

      Est $345,479

      Not Listed For Sale

      27978 Redmill St, Kennedyville, MD 21645

      • 3 Beds
      • 2 Baths
      • 1,617 Sq Ft
      • Built 2009
      27978 Redmill St, Kennedyville, MD 21645

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tara Trout Samson Properties

  • /38

    $427,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,556 Sq Ft

    22300 Frazier Rd, Rock Hall, MD 21661

    Tucked away on a peaceful 0.47-acre lot surrounded by trees, this custom-built contemporary home offers the kind of privacy and natural beauty that’s hard to find. From the moment you arrive, it feels like your own private retreat.Inside, the open floor plan is filled with warmth and character, featuring exposed beams, rich hickory flooring, and beautiful wood accents throughout. Skylights

    Chris Kendall Cross Street Realtors LLC

    22300 Frazier Rd, Rock Hall, MD 21661
  • /70

    $1,450,000

    Sold May 01, 2026

    24241 Drayton Landing Dr, Worton, MD 21678

    • 3 Beds
    • 3 Baths
    • 3,526 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Above List Price
    • $411/SF

    Current Estimated Value $1,393,744

    Last Listing Agent Brooke Penders Coldwell Banker Realty

    24241 Drayton Landing Dr, Worton, MD 21678
    • /13

      Est $239,988

      Not Listed For Sale

      21286 Maine Ave, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 1,000 Sq Ft
      • Built 2001
      21286 Maine Ave, Chestertown, MD 21620

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Kristie Midash L. C. Parker Real Estate

  • /40

    $329,900

    $19K PRICE DROP Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,089 Sq Ft

    10725 Worton Rd, Worton, MD 21678

    Situated on .97± acres in Worton, this versatile property offers plenty of space and possibilities with two utility buildings, public water, and public sewer. The main home features an open floor plan highlighted by a custom wooden kitchen bar that provides generous counter space and creates a natural gathering spot for entertaining.A separate shop building adds even more functionality and is

    Hayley Norris Select Land & Homes, LLC

    10725 Worton Rd, Worton, MD 21678
  • /19

    $249,000

    Sold Jun 12, 2026

    112 Elm St, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,356 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Below List Price
    • $184/SF
    • 14 Days On Market

    Current Estimated Value $260,184

    Last Listing Agent Brian Whitaker Coldwell Banker Waterman Realty

    112 Elm St, Chestertown, MD 21620
    • /9

      Est $195,633

      Not Listed For Sale

      619 Cannon St, Chestertown, MD 21620

      • 1 Bed
      • 1 Bath
      • 882 Sq Ft
      • Built 1983
      619 Cannon St, Chestertown, MD 21620

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Sarah King Cross Street Realtors LLC

  • /10

    $259,900

    New Construction Open Thu 6PM - 7PM
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    115 Metcalf Rd, Chestertown, MD 21620

    Brand new home in Historic Chestertown available for move-in now. This interior unit 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

    115 Metcalf Rd, Chestertown, MD 21620
  • /19

    $270,000

    Sold Aug 07, 2026

    423 Cypress St, Millington, MD 21651

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft
    • Built 1996

    Last Sold Summary

    • 17% Below List Price
    • $284/SF
    • 170 Days On Market

    Current Estimated Value $274,134

    Last Listing Agent Jenyne Ward Patterson-Schwartz-Middletown

    423 Cypress St, Millington, MD 21651
    • /69

      Est $2,151,937

      Not Listed For Sale

      6299 Burris Rd, Rock Hall, MD 21661

      • 4 Beds
      • 3.5 Baths
      • 3,718 Sq Ft
      • Built 1989
      6299 Burris Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Richard Keaveney Cross Street Realtors LLC

  • /8

    $12,500

    • Land
    • 36,590 Sq Ft
    • $14,881 per Acre

    25619 W Hill Rd, Worton, MD 21678

    Explore this unique opportunity to own a versatile piece of land in a prime location. This piece of land offers endless possibilities, so don't miss the opportunity to make it your own! Buyer to conduct their own due diligence to verify all listing information.

    Dustin Parker The Parker Group

    25619 W Hill Rd, Worton, MD 21678
  • /3

    $64,000

    Sold Jan 26, 2026

    212 Crane St, Millington, MD 21651

    • 3 Beds
    • 1 Bath
    • 1,220 Sq Ft
    • Built 1920

    Last Sold Summary

    • $52/SF

    Current Estimated Value $114,000

    Last Listing Agent Jordan Larigan LPT Realty, LLC

    212 Crane St, Millington, MD 21651
    • /24

      Est $676,722

      Not Listed For Sale

      25789 Lambs Meadow Rd, Worton, MD 21678

      • 3 Beds
      • 4 Baths
      • 3,018 Sq Ft
      • Built 1800
      25789 Lambs Meadow Rd, Worton, MD 21678

      Last Sold Summary

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /21

    $385,000

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    21718 Centennial Ln, Rock Hall, MD 21661

    Brand-new construction in the Crosby Woods Subdivision! This beautifully designed 3-bedroom, 2-bathroom home offers comfortable one-level living on a private 0.835-acre lot. The open-concept floor plan features granite countertops, a center kitchen island, pantry, stainless steel appliances, recessed lighting, and a dedicated laundry/utility room.The spacious primary suite includes a

    Sarah Ulrick Rock Hall Properties Real Estate

    21718 Centennial Ln, Rock Hall, MD 21661
  • /12

    $1,100,000

    Sold Jan 23, 2026

    24028 Cliff Drive Extension, Worton, MD 21678

    • 3 Beds
    • 2.5 Baths
    • 2,415 Sq Ft
    • Built 1992

    Last Sold Summary

    • 21% Below List Price
    • $455/SF
    • 0 Days On Market

    Current Estimated Value $1,125,549

    Last Listing Agent John Burke Gunther-McClary Real Estate

    24028 Cliff Drive Extension, Worton, MD 21678
    • /65

      Est $519,938

      Not Listed For Sale

      207 Lee Ave, Galena, MD 21635

      • 3 Beds
      • 2.5 Baths
      • 2,696 Sq Ft
      • Built 1993
      207 Lee Ave, Galena, MD 21635

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

  • /3

    $1,250,000

    • Land
    • 49.83 Acres
    • $25,085 per Acre

    0 Rock Hall Rd, Rock Hall, MD 21661

    50 acres of mixed use development property within Rock Hall town limits. Great location with access via state highway/MD Rt. 20, and 3 town roads; almost 1000 ft of road frontage. The property is partially cleared and includes a small area of wetlands that would make a nice pocket park within the development. Public water and sewer service hook ups are available. Fiber optic cables are buried

    Robin Fithian Rock Hall Properties Real Estate

    0 Rock Hall Rd, Rock Hall, MD 21661
  • /27

    $290,000

    Sold Jan 16, 2026

    107 Malone Ave, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1962

    Last Sold Summary

    • $242/SF
    • 69 Days On Market

    Current Estimated Value $291,904

    Last Listing Agent Barbara McPhail Douglas Realty LLC

    107 Malone Ave, Chestertown, MD 21620
    • /28

      Est $295,100

      Not Listed For Sale

      545 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 929 Sq Ft
      • Built 1900
      545 High St, Chestertown, MD 21620

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Hayley Norris Select Land & Homes, LLC

  • /6

    $5,000

    • Land
    • 14,810 Sq Ft
    • $14,706 per Acre

    0 Beltram Rd, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:00 AM. The list price is the suggested opening bid. Deposit: $5,000.This lot of land is located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property

    Adam Shpritz Ashland Auction Group LLC

    0 Beltram Rd, Chestertown, MD 21620
  • /36

    $270,000

    Sold Feb 19, 2026

    24339 Chestertown Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1964

    Last Sold Summary

    • $281/SF
    • 4 Days On Market

    Current Estimated Value $266,107

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    24339 Chestertown Rd, Chestertown, MD 21620
    • /47

      Est $325,580

      Not Listed For Sale

      9041 S Bayview Dr, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,360 Sq Ft
      • Built 2009
      9041 S Bayview Dr, Chestertown, MD 21620

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Gregory Osborn Long & Foster Real Estate, Inc.

  • /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
  • /2

    $3,000,000

    Sold Aug 14, 2026

    25440 Learman Rd, Chestertown, MD 21620

    • 3 Beds
    • 4 Baths
    • 3,142 Sq Ft
    • Built 1955

    Last Sold Summary

    • $955/SF
    • 14 Days On Market

    Current Estimated Value $2,334,923

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    25440 Learman Rd, Chestertown, MD 21620
    • /31

      Est $302,872

      Not Listed For Sale

      10640 Watonga Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,196 Sq Ft
      • Built 1995
      10640 Watonga Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /25

    $289,900

    $10K PRICE DROP
    • 6 Beds
    • 1.5 Baths
    • 3,270 Sq Ft

    12733 Still Pond Rd, Still Pond, MD 21667

    Charming historic home offers 6 bedrooms and plenty of space to make your own. Located in the quaint village of Still Pond, it combines timeless character with modern updates and is just a short drive from the Chesapeake Bay and Betterton Beach. A wonderful opportunity to enjoy small-town living in Kent County.

    Daniel Demers Sell Your Home Services

    12733 Still Pond Rd, Still Pond, MD 21667
  • /2

    $332,000

    Sold Apr 10, 2026

    23055 Old Fairlee Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 1948

    Last Sold Summary

    • 1% Above List Price
    • $204/SF
    • 5 Days On Market

    Current Estimated Value $326,724

    Last Listing Agent Deborah Callahan Benson & Mangold, LLC

    23055 Old Fairlee Rd, Chestertown, MD 21620
    • /18

      Est $238,585

      Not Listed For Sale

      6166 Dorlon Dr, Rock Hall, MD 21661

      • 3 Beds
      • 1.5 Baths
      • 1,104 Sq Ft
      • Built 1995
      6166 Dorlon Dr, Rock Hall, MD 21661

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Frederick Golding RE/MAX Advantage Realty

  • /3

    $69,900

    $15K PRICE DROP
    • Land
    • 4.03 Acres
    • $17,345 per Acre

    8886 Georgetown Rd, Georgetown, MD 21620

    Discover the possibilities on this beautiful 4+ acre parcel. Recently surveyed, with water and sewer allocations paid, a value exceeding $16,000! This property offers a rare combination of privacy, recreation, and convenience. Whether you're seeking a peaceful retreat, hunting property, or camping getaway, this versatile parcel offers endless opportunities. Enjoy the tranquility of nature,

    TAMMY GREEN Samson Properties

    8886 Georgetown Rd, Georgetown, MD 21620
  • /47

    $380,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 3,292 Sq Ft

    8312 Broad Neck Rd, Chestertown, MD 21620

    Bring your vision and transform this unique property into the home of your dreams. Situated on 3.79 picturesque acres, the property features a beautiful one-acre stocked pond, offering a peaceful setting with endless possibilities for outdoor enjoyment.A spacious 40' x 60' outbuilding equipped with three-phase electric provides exceptional flexibility for a workshop, home-based business,

    Darrel Reel Pearson Smith Realty, LLC

    8312 Broad Neck Rd, Chestertown, MD 21620
    • /37

      Est $568,633

      Not Listed For Sale

      217 Radcliffe Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,467 Sq Ft
      • Built 2003
      217 Radcliffe Dr, Chestertown, MD 21620

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /35

    $349,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    23208 Buck Neck Rd, Chestertown, MD 21620

    Brand new construction in Chesapeake Landing, and the primary suite is on the main level — full bath, walk-in closet, no stairs at the end of the day. That one detail is what most buyers spend months searching for and rarely find at this price.Roughly 1,600 square feet, laid out so the main floor handles everything: an open living room, a kitchen with shaker cabinets, granite counters and

    David Moore Real Broker, LLC

    23208 Buck Neck Rd, Chestertown, MD 21620
  • /2

    $370,000

    Sold Apr 29, 2026

    21235 Rock Hall Ave, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 1921

    Last Sold Summary

    • 1% Below List Price
    • $271/SF
    • 4 Days On Market

    Current Estimated Value $365,964

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    21235 Rock Hall Ave, Rock Hall, MD 21661
    • /44

      Est $431,134

      Not Listed For Sale

      111 Manor Ave, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 2007
      111 Manor Ave, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /7

    $625,000

    $50K PRICE DROP
    • Land
    • 14.11 Acres
    • $44,295 per Acre

    14200 Metasequoia Ct, Galena, MD 21635

    It is a rare opportunity for a private waterfront lot off the Sassafras River to come available. This 14 acre parcel of land is located above the bridge in a well established small community of Gentle Winds. Scenic and tranquil area for birding watching, kayaking or taking a short boat ride to restaurants located down the river. With this 14 acre lot, there are open areas and woods to play with.

    Ashton Kelley Gunther-McClary Real Estate

    14200 Metasequoia Ct, Galena, MD 21635

Showing Results 281 - 320, Page 8 of 18

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