12,095

Kent County, MD Homes

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  • /32

    $419,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,676 Sq Ft

    411 Greenwood Ave, Chestertown, MD 21620

    Experience the best of in-town Chestertown living in this custom-built single-level home! The open floor plan features abundant natural light, gleaming hardwood floors and a bright, inviting layout perfect for entertaining or relaxing. The dining room is open to the kitchen which includes some updated appliances, ample cabinet storage, and a breakfast bar. The primary suite has a large walk-in

    Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    411 Greenwood Ave, Chestertown, MD 21620
  • /27

    $280,000 Sold Jun 09, 2025

    • 1,930 Sq Ft
    • $145/SF
    • 164 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    100 Acorn Dr, Chestertown, MD 21620

    Open house! This Saturday, April 19th 11am-1pm. Brand new stainless steel appliances, fresh paint and newly stained deck! Rare end unit townhome in Oak Hollow. Close to shopping and college. Spacious rooms. Open kitchen with granite counters and a kitchen island. Sliders to patio and to upper level deck. Large yard. Half bath on the main floor. 3 bedrooms and 2 full baths on the upper floor.

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    100 Acorn Dr, Chestertown, MD 21620
    • /19

      Est $1,097,073 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,372 Sq Ft

      10785 Big Stone Rd, Millington, MD 21651

      10785 Big Stone Rd, Millington, MD 21651
  • /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
  • /47

    $539,000 Sold Jun 09, 2025

    • 1,410 Sq Ft
    • $382/SF
    • 2 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1933

    5823 S Hawthorne Ave, Rock Hall, MD 21661

    Welcome to your slice of the Chesapeake Bay lifestyle! Nestled in the quaint, walkable town of Rock Hall—just steps from marinas, waterfront, dining, and shops—this 3-bedroom, 2-bath coastal cottage offers the perfect blend of charm, comfort, and flexibility. Whether you're searching for a weekend retreat, a year-round residence, or a smart investment property, this one checks all the

    Liddy Campbell TTR Sotheby's International Realty

    5823 S Hawthorne Ave, Rock Hall, MD 21661
    • /39

      Est $404,501 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,444 Sq Ft

      100 Malone Ave, Chestertown, MD 21620

      100 Malone Ave, Chestertown, MD 21620
  • /27

    $335,000 Pending

    • 3 Beds
    • 4 Baths
    • 1,628 Sq Ft

    21119 Striper Run, Rock Hall, MD 21661

    Fantastic townhouse nestled in the heart of the water-oriented community of Rock Hall. This duplex has three bedroom suites and is being sold with contents, fully furnished. Currently used as a vacation rental, this townhouse is ready to go! There is an entry level bedroom with attached half bath and access to a scenic screened porch. The first level has a one car garage, perfect for extra

    Lynn Hilfiker Gunther-McClary Real Estate

    21119 Striper Run, Rock Hall, MD 21661
  • /38

    $575,000 Sold Jun 06, 2025

    • 2,296 Sq Ft
    • $250/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    129 N Queen St, Chestertown, MD 21620

    Welcome to 129 N. Queen Street situated in one of Historic Chestertown's most desirable and sought after locations. Nestled among multiple other restored and renovated residences, this home itself has undergone a tasteful and remarkable transformation. The entire interior has been completely renovated over the past several years utilizing many new modern materials blended with some original

    William Norris Select Land & Homes, LLC

    129 N Queen St, Chestertown, MD 21620
    • /16

      Est $247,576 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 884 Sq Ft

      5804 Liberty St, Rock Hall, MD 21661

      5804 Liberty St, Rock Hall, MD 21661
  • /45

    $1,195,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 4,446 Sq Ft

    23393 Cacaway Farm Ln, Chestertown, MD 21620

    **Exclusive Waterfront Craftsman Home with Sandy Beach – A Rare Opportunity**Nestled on the serene East Fork of Langford Creek/Bay, this stunning 3-bedroom Craftsman-style home offers the perfect blend of comfort, privacy, and natural beauty. With approximately150 feet of shoreline and a sandy beach, this property is a true waterfront gem.**Key Features:**- **Spacious Great

    Ashton Kelley Gunther-McClary Real Estate

    23393 Cacaway Farm Ln, Chestertown, MD 21620
  • /20

    $150,000 Sold Jun 06, 2025

    • 2,240 Sq Ft
    • $67/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1921

    508 Cannon St, Chestertown, MD 21620

    Duplex in the Historic District of Chestertown located near the rails to trails.

    Deborah Dawkins Coldwell Banker Realty

    508 Cannon St, Chestertown, MD 21620
    • /36

      Est $432,396 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,018 Sq Ft

      32159 River Rd, Millington, MD 21651

      32159 River Rd, Millington, MD 21651
  • /15

    $625,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    26933 Mallard Rd, Chestertown, MD 21620

    Stunning waterfront property with private dock site on the Chester River. The house has been gutted and needs a complete rehab, or it can be removed and rebuilt to suit your dreams. Building plans are available. The property features a brand-new BAT septic system that has yet to be connected. Beautiful location and views! Just a short drive to Chestertown. 3 ft mean low water, buyer to verify.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    26933 Mallard Rd, Chestertown, MD 21620
  • /33

    $235,000 Sold Jun 06, 2025

    • 960 Sq Ft
    • $245/SF
    • 76 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    11167 Oak Ln, Worton, MD 21678

    NEW PRICE! THIS MOVE-IN READY, DELIGHTFUL HOME IN WORTON, MD IS WAITING FOR YOU! This beautiful home offers convenient one-story living, no HOA, generously sized bedrooms, and recent updates so that you can move in with ease and peace of mind! 2025 updates include a completely brand-new roof, new storage shed, fresh driveway, water heater, luxury vinyl plank flooring, fresh carpet, fresh paint,

    Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    11167 Oak Ln, Worton, MD 21678
    • /27

      Est $294,034 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,075 Sq Ft

      600 Mill Ln, Galena, MD 21635

      600 Mill Ln, Galena, MD 21635
  • /4

    $110,000 Pending

    • Land
    • 0.91 Acre
    • $120,879 per Acre

    1 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

    1 Wilson Point Rd, Galena, MD 21635
  • /46

    $270,000 Sold Jun 04, 2025

    • 1,374 Sq Ft
    • $197/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    21314 Haven Rd, Rock Hall, MD 21661

    Welcome to this beautifully updated 3-bedroom, 2-bath rancher in the heart of Rock Hall, Maryland! Renovated in 2020, this home shines with modern updates while maintaining its cozy charm. The spacious floor plan is filled with natural light, enhanced by large windows and a lovely sunroom—perfect for enjoying your morning coffee or unwinding in the evening. The updated kitchen features

    Jeremey Weiss Keller Williams Flagship

    21314 Haven Rd, Rock Hall, MD 21661
    • /53

      Est $422,813 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,951 Sq Ft

      14086 E Beechwood Rd, Galena, MD 21635

      14086 E Beechwood Rd, Galena, MD 21635
  • /19

    $3,000,000 Pending

    • Land
    • 87.34 Acres
    • $34,349 per Acre

    0 Cromwell Clark Rd, Chestertown, MD 21620

    Potential for Residential Development!87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development. The 44± acres of farmland are surrounded by a forested buffer that may nicely serve the future layout and privacy of a residential community.

    BRIAN MORRIS The Land Group

    0 Cromwell Clark Rd, Chestertown, MD 21620
  • /4

    $15,000 Sold Jun 02, 2025

    • Land
    • 0.48 Acre
    • $31,250 per Acre
    • 4 Days On Market

    22671 Wood Yard Ln, Chestertown, MD 21620

    Almost half acre of recreational property available between Chestertown and Rock Hall! Best use would be hunting since it is surrounded by woods and farms. There is an existing structure that is a tear down of no value. There appears to be electric run to the property but condition is unknown. The county does not have records of the septic and would need to be perc tested to build on. The back of

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    22671 Wood Yard Ln, Chestertown, MD 21620
    • /53

      Est $1,092,100 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,795 Sq Ft

      24319 Waterview Dr, Worton, MD 21678

      24319 Waterview Dr, 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
  • /57

    $299,900 Sold Jun 02, 2025

    • 1,176 Sq Ft
    • $255/SF
    • 9 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1981

    14112 Oxford Rd, Galena, MD 21635

    Water access on the Sassafras River with community beach and community boat ramp! This 3 bedroom 1.5 bathroom contemporary home is wonderfully tucked away in Gregg Neck, yet close to Middletown, DE and only a short drive to Chestertown, MD! The main level features a bright kitchen with plenty of counter and cabinet space and a convenient adjacent dining area. The living room is open and warm,

    Jason Zang RE/MAX Chesapeake

    14112 Oxford Rd, Galena, MD 21635
    • /31

      Est $352,652 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,461 Sq Ft

      11110 Old Worton Rd, Worton, MD 21678

      11110 Old Worton Rd, Worton, MD 21678
  • /2

    $28,000 Pending

    • Land
    • 2 Acres
    • $14,000 per Acre

    0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620
  • /39

    $1,095,000 Sold May 30, 2025

    • 2,530 Sq Ft
    • $433/SF
    • 7 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2020

    14234 Gregg Neck Rd, Galena, MD 21635

    This stunning waterfront property completely renovated in 2022 boasts an elegant design that seamlessly blends modern luxury with the serene beauty of its natural surroundings. The spacious gourmet kitchen is equipped with top-of-the-line appliances, perfect for culinary enthusiasts who enjoy cooking while admiring picturesque river views. The thoughtfully designed waterside

    John Burke Gunther-McClary Real Estate

    14234 Gregg Neck Rd, Galena, MD 21635
    • /51

      Est $601,729 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,871 Sq Ft

      24386 Waterview Dr, Worton, MD 21678

      24386 Waterview Dr, Worton, MD 21678
  • /2

    $4,200,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 3,968 Sq Ft

    29048 Belchester Rd, Kennedyville, MD 21645

    Richard Keaveney Cross Street Realtors LLC

    29048 Belchester Rd, Kennedyville, MD 21645
  • /50

    $950,000 Sold May 30, 2025

    • 838 Sq Ft
    • $1,134/SF
    • 141 Days On Market
    • 1 Bed
    • 2.5 Baths
    • Built 1981

    5092 Edwards Ln, Rock Hall, MD 21661

    Exceptional 5 acres on Davis Creek with elevated and panoramic views throughout the property! The dock offers two boat lifts, great water depth and fantastic access to the Chester River and Chesapeake Bay. The very beautiful, rustic cabin has been updated with a ductless mini split for comfortability. Additionally, there is a large fireplace and cookstove. Open living space with great views,

    Julia Hilfiker Gunther-McClary Real Estate

    5092 Edwards Ln, Rock Hall, MD 21661
    • /49

      Est $1,756,672 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,033 Sq Ft

      22600 Fairgale Farm Ln, Chestertown, MD 21620

      22600 Fairgale Farm Ln, Chestertown, MD 21620
  • /16

    $370,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    21111 Texas Ave, Chestertown, MD 21620

    COMING SOON in Tolchester Estates!Discover this well-maintained 2004 rancher located in a water-privileged community with access to the Chesapeake Bay. This charming home offers 3 bedrooms, 2 full baths, and beautiful wood floors throughout. The full unfinished basement is already roughed in for a future bathroom, giving you outstanding potential for added living space. A floored walk-up

    Glory Bee Costa Keller Williams Select Realtors of Easton

    21111 Texas Ave, Chestertown, MD 21620
  • /5

    $11,000 Sold May 29, 2025

    • Land
    • 0.34 Acre
    • $32,353 per Acre
    • 371 Days On Market

    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620

    POST AUCTION: MAKE AN OFFER! Deposit: $5,000. Lot of land located in the Chestertown area of Kent County, MD.JUST MINUTES to the many attractions of the downtown Chestertown area. Easy access to major traffic artery Fairlee Rd. +/- 15,000 SF. Vacant lot of land.

    Adam Shpritz Ashland Auction Group LLC

    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    • /54

      Est $474,719 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft

      204 Richard Dr, Chestertown, MD 21620

      204 Richard Dr, Chestertown, MD 21620
  • /15

    $1,100,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    5980 Lawton Ave, Rock Hall, MD 21661

    Welcome to Silly Manor, a Chesapeake Bay-front property with an abundance of coastal charm and panoramic views. This home is perfectly situated on the coveted Lawton Avenue, one of Kent County's most sought-after neighborhoods. Enjoy stunning sunsets all year-round and direct access to the dynamic waters of the Chesapeake Bay. The open living and dining space offer spectacular views of the

    Julia Hilfiker Gunther-McClary Real Estate

    5980 Lawton Ave, Rock Hall, MD 21661
  • /37

    $295,000 Sold May 29, 2025

    • 1,272 Sq Ft
    • $232/SF
    • 120 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    23315 Sandpiper Rd, Chestertown, MD 21620

    Discover serenity in this charming 2-bedroom, 2-bath oasis with 1,272 sq ft of living space. Nestled in the Chesapeake Landing community, enjoy proximity to Worton Creek's stunning views and easy access to the Chesapeake Bay. This home boasts enchanting features, including a captivating spiral staircase and elegant galvanized tray ceilings that enhance the vibrant, light-filled living area. Relax

    Andrew Meikle Doug Ashley Realtors, LLC

    23315 Sandpiper Rd, Chestertown, MD 21620
    • /62

      Est $684,813 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,496 Sq Ft

      115 N Queen St, Chestertown, MD 21620

      115 N Queen St, Chestertown, MD 21620
  • /19

    $695,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    118 Little Harbor Way Unit 202, Chestertown, MD 21620

    Welcome to 118 Little Harbor Way #202 — a place that instantly feels like a breath of fresh air. Set inside the sought-after Chester River Landing community, this completely reimagined 3-bedroom, 2-bath waterfront condo offers the rare mix of modern comfort and true Eastern Shore charm. From the moment you walk in, the views of the Chester River pull you in. The entire condo was taken down to the

    Kaitlyn Collins Benson & Mangold, LLC

    118 Little Harbor Way Unit 202, Chestertown, MD 21620
  • /50

    $335,000 Sold May 27, 2025

    • 1,680 Sq Ft
    • $199/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2009

    220 School St, Millington, MD 21651

    Get ready to instantly love this Charming 3 Bedroom, 2.5 Bathroom Colonial perfectly nestled on a spacious corner lot that backs to wide open farmland—offering the best of both privacy and community. Enjoy morning coffee on the inviting front porch and summer evenings on the large back patio. Plenty of yard space to kick a soccer ball, take shots in a lacrosse net, swing on the playset or let the

    Crystal Smith RE/MAX Executive

    220 School St, Millington, MD 21651
    • /40

      Est $308,291 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,380 Sq Ft

      6013 Rock Hall Rd, Rock Hall, MD 21661

      6013 Rock Hall Rd, Rock Hall, MD 21661
  • /2

    $270,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,508 Sq Ft

    356 Cypress St, Millington, MD 21651

    Coming soon! Looking for a 3 bed farmhouse in Millington with classic charm and modern updates? This warm and friendly 1920 single family home offers 1508 square feet on a 0.17 acre lot with a 2021 roof, vinyl siding, three second floor bedrooms, one full bath, and a half bath off the kitchen. A wrapped front and side porch sets the tone, while a rear wooden deck opens to the yard for easy

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    356 Cypress St, Millington, MD 21651

Showing Results 521 - 560, Page 14 of 18

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