12,094

Kent County, MD Homes

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    • /23

      Est $406,159 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,356 Sq Ft

      101 S Kent St, Chestertown, MD 21620

      101 S Kent St, Chestertown, MD 21620
  • /38

    $499,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft

    101 Birch Run Rd, Chestertown, MD 21620

    Welcome to 101 Birch Run Rd., Chestertown, MD! 3 Bedrooms | 2 Full Baths | Oversized 2-Car Garage | .42 AcresDiscover this stunning full-brick rancher located in the heart of historic Chestertown! Every inch of this 3-bedroom, 2-bath home has been completely updated with a sophisticated modern flair while maintaining an inviting, boutique-style warmth throughout.Step inside to find a

    Julie Strickler Remax Vision

    101 Birch Run Rd, Chestertown, MD 21620
  • /19

    $145,000 Sold Oct 30, 2025

    • 840 Sq Ft
    • $173/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    5814 Locust St, Rock Hall, MD 21661

    Why rent when you can own this charming and updated 2BR/1BA mobile home just two blocks from Ferry Park Beach and the Chesapeake Bay! Tucked away on a quiet street, this home offers relaxed Eastern Shore living with a bright 3-season porch—perfect for morning coffee or unwinding after a day on the water. Move-in ready, with easy access to Rock Hall’s marinas, restaurants, and shops, it’s an ideal

    Jody Baker Cross Street Realtors LLC

    5814 Locust St, Rock Hall, MD 21661
    • /54

      Est $614,300 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,110 Sq Ft

      116 N Queen St, Chestertown, MD 21620

      116 N Queen St, Chestertown, MD 21620
  • /28

    $469,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft

    21090 W Sharp St Unit 112, Rock Hall, MD 21661

    Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals and fun Rock Hall has

    Cindy Genther Rock Hall Properties Real Estate

    21090 W Sharp St Unit 112, Rock Hall, MD 21661
  • /42

    $319,500 Sold Oct 30, 2025

    • 1,731 Sq Ft
    • $185/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    29380 Old Locust Grove Rd, Kennedyville, MD 21645

    This farmhouse-style home is nestled in the heart of Kennedyville’s rural farmland and combines original character with tasteful upgrades. The property offers 3 bedrooms and 2.5 baths, including a first-floor bedroom with French doors leading to the rear yard.Inside, you’ll find wide-plank hardwood floors throughout, detailed woodwork, built-ins, and naturally bright rooms. The main level

    Hayley Norris Select Land & Homes, LLC

    29380 Old Locust Grove Rd, Kennedyville, MD 21645
    • /31

      Est $500,324 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,406 Sq Ft

      107 Adela Way, Chestertown, MD 21620

      107 Adela Way, Chestertown, MD 21620
  • /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
  • /18

    $620,000 Sold Oct 27, 2025

    • 2,280 Sq Ft
    • $272/SF
    • 32 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    7729 Country Club Ln, Chestertown, MD 21620

    Country Club Estates - Live Where You Play – Just 1.5 Miles from Downtown Chestertown!Enjoy the ease of one-level living in a prime location near the Chester River Yacht & Country Club, where club members enjoy golf, poolside afternoons, and clubhouse dining are just a short walk away. The interior spanning 2,280 square feet offers a comfortable, continuous flow that makes everyday living

    Stacy Kendall Cross Street Realtors LLC

    7729 Country Club Ln, Chestertown, MD 21620
    • /43

      Est $466,120 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,064 Sq Ft

      105 Sutton Way, Chestertown, MD 21620

      105 Sutton Way, Chestertown, MD 21620
  • /26

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,780 Sq Ft

    186 Birchwood Ln, Galena, MD 21635

    Welcome to this charming and well-maintained 3-bedroom, 2.5-bath home offering a cozy layout and desirable amenities throughout. This home features multiple living spaces—including a bright sunroom and a separate dining area providing comfort and versatility for everyday living. The spacious primary bedroom features vaulted ceilings, an en suite bath, and a large walk-in closet. Cozy up by one of

    Heather Carrow Crown Homes Real Estate

    186 Birchwood Ln, Galena, MD 21635
  • /35

    $370,000 Sold Oct 24, 2025

    • 2,344 Sq Ft
    • $158/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    13840 Duck Hollow Dr, Galena, MD 21635

    Welcome to Shorewood Estates, a water privileged community on Swantown Creek just off the Sassafras River. This well maintained home offers an updated kitchen with granite counter tops, a master bedroom and bath with two other bedrooms and bath on the main level and a large family room on the lower level along with a sewing room or home office. There is a detached screened porch perfect for a

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    13840 Duck Hollow Dr, Galena, MD 21635
    • /44

      Est $524,607 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,874 Sq Ft

      335 Devon Dr, Chestertown, MD 21620

      335 Devon Dr, Chestertown, MD 21620
  • /46

    $155,000

    • Land
    • 1 Acre
    • $155,000 per Acre

    0 Lot 30 Hagy Rd, Rock Hall, MD 21661

    Welcome to Little Neck Farm - this waterfront community has 30 homesites within a 354 acre farm with 4 miles of protected shoreline and plenty of open space where getting back to nature is possible. Lot 30 is available for sale - it is a generous level one acre lot with plenty of room to build your dream or getaway home. The lot has evergreens and crape myrtle plantings outlining a portion of the

    Cindy DelZoppo Northrop Realty

    0 Lot 30 Hagy Rd, Rock Hall, MD 21661
  • /41

    $398,000 Sold Oct 24, 2025

    • 1,711 Sq Ft
    • $233/SF
    • 3 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1972

    221 Richard Dr, Chestertown, MD 21620

    With almost every inch updated since 2012 - from the roof to the floors - this adorable two bedroom, two and half bath cottage is turnkey. The luxury primary suite, added in 2014 by a sought-after custom contractor, has tall ceilings, a cozy bay window seat, walk-in closet, en-suite bath with heated tile flooring, and spa shower. The cozy family room with wood-burning fireplace opens to the

    Liddy Campbell TTR Sotheby's International Realty

    221 Richard Dr, Chestertown, MD 21620
    • /4

      Est $485,027 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft

      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661

      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661
  • /24

    $265,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    7521 Pine Ave, Chestertown, MD 21620

    The one you’ve been waiting for! This 3-bedroom, 1-bath rancher in Quaker Estates offers convenient living just minutes from downtown Chestertown. Features include an oversized pole building with cement floors and electric, plus a long blacktop driveway for plenty of parking. This home is move-in ready, with room for a buyer to add their own personal touches. It has been lovingly maintained with

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    7521 Pine Ave, Chestertown, MD 21620
  • /21

    $398,000 Sold Oct 24, 2025

    • 2,587 Sq Ft
    • $154/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    119 Cedarwood Dr, Galena, MD 21635

    Ranch Home in Dogwood Village. Welcome to this stunning move-in ready ranch home located in the heart of Galena’s desirable Dogwood Village. Offering 2,587± square feet of TOTAL living space, this property combines modern updates with small-town charm. Inside, cathedral ceilings with skylights in both the gathering room and primary bedroom create a bright, open, and airy atmosphere. The

    Tinamarie Reamy Coldwell Banker Chesapeake Real Estate

    119 Cedarwood Dr, Galena, MD 21635
    • /8

      Est $660,207 Not Listed For Sale

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

      118 Little Harbor Way Unit 102, Chestertown, MD 21620

      118 Little Harbor Way Unit 102, Chestertown, MD 21620
  • /5

    $379,500

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

    21745 Centennial Ln, Rock Hall, MD 21661

    COMING SOON!Welcome to 21745 Centennial Lane, Rock Hall, MD — a brand-new 1,415 SF coastal-style rancher perfectly situated just minutes from local marinas, waterfront dining, and unforgettable sunsets.Crafted by JAC Homes, this thoughtfully designed 3-bedroom, 2-bath home combines modern comfort with timeless coastal charm. Step inside to discover an open concept living space filled with

    Pamela Geib Long & Foster Real Estate, Inc.

    21745 Centennial Ln, Rock Hall, MD 21661
  • /30

    $315,000 Sold Oct 24, 2025

    • 1,094 Sq Ft
    • $288/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    200 Ericsson Ave, Betterton, MD 21610

    Welcome to the charming town of Betterton. Located along the Chesapeake Bay with a nice sandy Beach.Staycation! You will feel like your on vacation while you live here at 200 Ericcson Ave. This 3 Bedroom, 2 Bath has all you need to Relax and Enjoy. Located on a nice corner lot, This Turn Key Home is in Great condition with low maintenance allowing you to enjoy the percs of the area. Large

    Len Wilson Key Realty, Incorporated

    200 Ericsson Ave, Betterton, MD 21610
    • /33

      Est $476,074 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,900 Sq Ft

      118 Harlan Loop, Chestertown, MD 21620

      118 Harlan Loop, Chestertown, MD 21620
  • /31

    $370,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    204 Rolling Rd, Chestertown, MD 21620

    Live with ease in this beautifully updated and maintained one floor home in downtown Chestertown. The current owners put a large addition on the house that includes a family room with wood burning stove, sunroom, and primary suite with en suite bathroom and walk in closet. A large laundry room on the main floor and updated kitchen with tons of counter space were other valuable design updates. The

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    204 Rolling Rd, Chestertown, MD 21620
  • /32

    $700,000 Sold Oct 22, 2025

    • 1,966 Sq Ft
    • $356/SF
    • 156 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1966

    26889 Morgnec Rd, Chestertown, MD 21620

    This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof all from 2024 just to name a few have you set up for many years to come. Most of the property is cleared and grassy making it perfect for your equestrian retreat on the water. A detached 2 car garage is perfect for vehicles or

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26889 Morgnec Rd, Chestertown, MD 21620
    • /58

      Est $811,347 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,565 Sq Ft

      105 S Water St, Chestertown, MD 21620

      105 S Water St, Chestertown, MD 21620
  • /21

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    108 Flying Cloud Dr, Chestertown, MD 21620

    Beautifully done! A MUST see! UPGRADED 2023-built Smart Home, tucked into a quiet and friendly Chestertown community. Thoughtfully enhanced throughout, the kitchen shines with new quartz countertops, a stylish backsplash, upgraded sink and faucet, and added cabinetry with elegant hardware. Fresh light fixtures bring a warm glow to the living spaces, while the laundry room offers added function

    Casey Scattergood Cross Street Realtors LLC

    108 Flying Cloud Dr, Chestertown, MD 21620
  • /17

    $2,000,000 Sold Oct 22, 2025

    • 1,040 Sq Ft
    • $1,923/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1982

    12530 Dads Desire Ln, Still Pond, MD 21667

    We are in a multiple offer situation. Seller will review all offers on Monday, August 18th. Offers are due to the listing agent by 4pm.12530 Dads Desire Lane in Still Pond Md offers 158 acres of land and a three bedroom ranch house. 123 acres of the 158 are currently being farmed. The additional acreage is treed and offers amazing opportunities for hunting. The original farm house and

    Heidi Nequist Compass

    12530 Dads Desire Ln, Still Pond, MD 21667
    • /39

      Est $285,377 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,102 Sq Ft

      114 School Rd, Chestertown, MD 21620

      114 School Rd, Chestertown, MD 21620
  • /7

    $89,500

    • Land
    • 3.92 Acres
    • $22,832 per Acre

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620

    Nearly 4 Acres of Wooded Privacy!Bring your vision to life on this beautiful, almost 4-acre parcel surrounded by nature. The water and sewer allocation has already been paid—a $16,200 value! The lot is mostly level with a few natural clearings throughout, offering several great options for a home site. The rear portion of the property is designated palustrine forested shrub wetlands, though

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
  • /3

    $362,398 Sold Oct 22, 2025

    • 1,626 Sq Ft
    • $223/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    5812 Clam Cove, Rock Hall, MD 21661

    Two new duplexes are currently under construction. These new homes will feature open, airy floorplans with 9 ft ceilings on the main floor and 8 ft ceilings on the second floor. There will be luxury vinyl plank flooring throughout the main living level, accompanied by warm and cozy wall-to-wall carpeting on the stairs and second floor. Energy-efficient features will include recessed LED lighting,

    Cindy Genther Rock Hall Properties Real Estate

    5812 Clam Cove, Rock Hall, MD 21661
    • /42

      Est $320,327 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,698 Sq Ft

      5292 Skinners Neck Rd, Rock Hall, MD 21661

      5292 Skinners Neck Rd, Rock Hall, MD 21661
  • /10

    $995,000

    • Land
    • 18.62 Acres
    • $53,437 per Acre

    0 Swan Creek Rd Unit MDKE2005910, Rock Hall, MD 21661

    Discover 18.62 acres of waterfront land on Tavern Creek, offering 1,086 feet of shoreline and stunning natural surroundings. Zoned Resource Conservation and currently tilled, this property provides a rare opportunity for those seeking space, privacy, and water access. A small portion of the shoreline lies within the flood zone; buyer to confirm buildability.

    Sarah Ulrick Rock Hall Properties Real Estate

    0 Swan Creek Rd Unit MDKE2005910, Rock Hall, MD 21661
  • /24

    $455,000 Sold Oct 21, 2025

    • 1,886 Sq Ft
    • $241/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    224 Valley Rd, Chestertown, MD 21620

    Impeccably maintained! One-level home offers easy living on a quiet street. Thoughtful updates and meticulous care are evident throughout, including a new vapor barrier in the crawl space, new attic fans, the list goes on and on! The spacious primary bedroom features a full en-suite bath, while the exterior boasts a beautifully landscaped yard and a new concrete patio surrounding the in-ground

    Casey Scattergood Cross Street Realtors LLC

    224 Valley Rd, Chestertown, MD 21620
    • /36

      Est $404,559 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft

      23118 Raleigh Rd, Chestertown, MD 21620

      23118 Raleigh Rd, Chestertown, MD 21620
  • /18

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 920 Sq Ft

    611 Cannon St, Chestertown, MD 21620

    This 2-bedroom, 1.5-bath bungalow offers a bright, open layout with updates throughout. The home features a sun-filled front room, an eat-in kitchen with new butcher block seating and updated appliances, and a fully renovated bathroom with new tile and a modern vanity. A rear utility room with laundry provides extra storage and access to a small backyard—perfect for gardening or relaxing

    Hayley Norris Select Land & Homes, LLC

    611 Cannon St, Chestertown, MD 21620
  • /15

    $155,000 Sold Oct 17, 2025

    • 1,320 Sq Ft
    • $117/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1966

    8992 S Bayview Dr, Chestertown, MD 21620

    This property needs a complete rehab. Some work has been done previously. Property is sold AS IS- WHERE IS. Public sewer to house. Property is located in a water privileged community with access to the Chesapeake Bay. Just a short distance to a major bayfront marina with beach bar. Only several miles to Rock Hall restaurants, grocery store, and festivities.

    William Norris Select Land & Homes, LLC

    8992 S Bayview Dr, Chestertown, MD 21620
    • /33

      Est $331,828 Not Listed For Sale

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

      10550 Klamath Rd, Chestertown, MD 21620

      10550 Klamath Rd, Chestertown, MD 21620
  • /44

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,325 Sq Ft

    304 Hadaway Dr, Chestertown, MD 21620

    Welcome to 304 Hadaway Dr. This classic home has been completely reimagined and is ready for it's next chapter. Entering the home you will immediately notice the beautifully refinished original hardwood floors. As you make your way down the hallway past the newly renovated hall bath with custom tile and designer fixtures, you will find 3 spacious bedrooms. The large family room transitions into a

    Gregory Morris Cummings & Co. Realtors

    304 Hadaway Dr, Chestertown, MD 21620
  • /2

    $360,000 Sold Oct 17, 2025

    • 1,626 Sq Ft
    • $221/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths

    5810 Clam Cove, Rock Hall, MD 21661

    Two new duplexes are currently under construction. These new homes will feature open, airy floorplans with 9 ft ceilings on the main floor and 8 ft ceilings on the second floor. There will be luxury vinyl plank flooring throughout the main living level, accompanied by warm and cozy wall-to-wall carpeting on the stairs and second floor. Energy-efficient features will include recessed LED lighting,

    Cindy Genther Rock Hall Properties Real Estate

    5810 Clam Cove, Rock Hall, MD 21661
    • /35

      Est $457,234 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,804 Sq Ft

      107 Dogwood Dr, Galena, MD 21635

      107 Dogwood Dr, Galena, MD 21635

Showing Results 121 - 160, Page 4 of 18

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