12,096

Kent County, MD Homes

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    • /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
  • /18

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,701 Sq Ft

    31695 Olivet Cir, Galena, MD 21635

    Welcome Home to 31695 Olivet Circle, this 3 bedroom 2 bath home is a great started home! Beautiful property with lots of possibilities! Off the beaten path & surrounded by nature with a detached garage.

    Donnie Horton RE/MAX Chesapeake

    31695 Olivet Cir, Galena, MD 21635
  • /56

    $649,000 Sold Oct 17, 2025

    • 3,549 Sq Ft
    • $183/SF
    • 5 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1910

    6134 Rock Hall Rd, Rock Hall, MD 21661

    Welcome to 6134 Rock Hall Road, a beautifully landscaped property with an expansive four bedroom historic home situated at the entrance of Rock Hall. Although the original home dates from the late 1800s, the majority of the home was designed and constructed by T. Milton Jones, a prominent Baltimore builder, who purchased the property in 1911. Named “Vemmerr” for the first initials of Mr. and

    Lynn Hilfiker Gunther-McClary Real Estate

    6134 Rock Hall Rd, Rock Hall, MD 21661
    • /14

      Est $185,017 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,165 Sq Ft

      6121 Tolchester Rd, Rock Hall, MD 21661

      6121 Tolchester Rd, Rock Hall, MD 21661
  • /21

    $269,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    318 Lincoln Dr, Chestertown, MD 21620

    Kent County welcomes you with a move-in ready home that’s full of updates! This 3-bedroom, 2-bath home sits on nearly a half-acre and is just minutes from downtown Chestertown. Enjoy peace of mind with a newer roof (approximately 5 years old), central heat and air, and a tankless water heater. The home features updated bathrooms, fresh interior paint, and a large laundry room with abundant

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    318 Lincoln Dr, Chestertown, MD 21620
  • /20

    $525,000 Sold Oct 17, 2025

    • 2,774 Sq Ft
    • $189/SF
    • 28 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    10165 John Carvill Rd, Chestertown, MD 21620

    Beautiful Brick Rancher in Great Oak Estates – Chestertown, MDNestled on 1.33 acres in the desirable Great Oak Estates community, just a short walk or golf cart drive to Safe Harbor Great Oak Landing marina, restaurant and golf course. This spacious 2,700 sq. ft. brick rancher blends timeless craftsmanship with classic Eastern Shore charm. Built with solid construction, the home features

    Daniel Hercher Chesapeake Real Estate Associates, LLC

    10165 John Carvill Rd, Chestertown, MD 21620
    • /7

      Est $353,591 Not Listed For Sale

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

      23235 Myers Rd, Chestertown, MD 21620

      23235 Myers Rd, Chestertown, MD 21620
  • /67

    $2,350,000

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

    10121 Fairlee Rd, Chestertown, MD 21620

    Gobbler Hill, circa 1858 with an addition built in 1989, sits like a jewel atop one of the highest points in Kent County. Listed on the National Historic Registry, the transitional architecture is an excellent example of late Greek Revival to early Italianate. The property consists of four parcels totaling over 65 acres. Wildlife abounds on the fields of native prairie grasses, wild flowers,

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    10121 Fairlee Rd, Chestertown, MD 21620
  • /10

    $145,000 Sold Oct 14, 2025

    • 1,176 Sq Ft
    • $123/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    23065 Old Fairlee Rd, Chestertown, MD 21620

    This home is priced to SELL! Bring your vision and bring this sweet property back to life. Nice lot - with a storage shed, mature trees ring part of the property lines in the back yard. There are three bedrooms and one bath, kitchen, utility room, a fireplace in the living room. Located in tranquil Fairlee - with easy access to public landings, Chestertown, Rock Hall and the beautiful

    Retha Arrabal Doug Ashley Realtors, LLC

    23065 Old Fairlee Rd, Chestertown, MD 21620
    • /21

      Est $279,109 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft

      4827 Piney Neck Rd, Rock Hall, MD 21661

      4827 Piney Neck Rd, Rock Hall, MD 21661
  • /27

    $329,500

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    10 Ericsson Ave Unit 31, Betterton, MD 21610

    Welcome to Rigbie Bluff where coastal charm meets modern comfort. This two-bedroom, two-bath end-unit condominium is situated on the second floor - perfectly positioned to capture southern sunlight and breathtaking views of the Chesapeake Bay and Sassafras River. Delight in views of sailboats, yachts and ships crossing the Bay from the floor to ceiling sliding windows that line the living room

    Paula Ruckelshaus Long & Foster Real Estate, Inc.

    10 Ericsson Ave Unit 31, Betterton, MD 21610
  • /36

    $640,000 Sold Oct 10, 2025

    • 1,765 Sq Ft
    • $363/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    20935 Bayside Ave, Rock Hall, MD 21661

    Rare unobstructed waterview home for sale on Bayside Ave in the popular town of Rock Hall, MD. Beautiful decks and porches overlook all the fun and excitement of Rock Hall Harbor. Walk to restaurants and marinas and keep your boat in front of your house at the county marina. This 2003 home features a great 3 bedroom, 2 bath layout with one 1st floor bedroom and two bedrooms on the second level.

    Cindy Genther Rock Hall Properties Real Estate

    20935 Bayside Ave, Rock Hall, MD 21661
    • /13

      Est $362,670 Not Listed For Sale

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

      23399 Cloquet Rd, Chestertown, MD 21620

      23399 Cloquet Rd, Chestertown, MD 21620
  • /39

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 1,853 Sq Ft

    27741 Lambs Meadow Rd, Kennedyville, MD 21645

    Original Primary School No. 3 | c.1840 | Near KennedyvilleFeatured in Historic Homes of Kent County Step back in time with this one-of-a-kind historic treasure — the original Primary School No. 3, circa 1840, lovingly preserved and waiting for its next chapter. Listed in Historic Homes of Kent County, this unique property sits on just under two acres, offering timeless charm, unmatched

    Grace Crockett Doug Ashley Realtors, LLC

    27741 Lambs Meadow Rd, Kennedyville, MD 21645
  • /16

    $90,000 Sold Oct 07, 2025

    • 800 Sq Ft
    • $112/SF
    • 43 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2024

    5656 Circle Park Dr Unit 5692, Rock Hall, MD 21661

    Brand new 2024 Clayton Ruby located in the Circle Park mobile home community in Rock Hall. This 2-bedroom, 2-bathroom home features a spacious open floor plan with a full bedroom and bathroom on either end, offering privacy and flexibility. The home comes complete with brand-new appliances and is ready for its first owners. Public water and sewer. Financing available through Clayton Homes,

    Sarah Ulrick Rock Hall Properties Real Estate

    5656 Circle Park Dr Unit 5692, Rock Hall, MD 21661
    • /39

      Est $304,920 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,036 Sq Ft

      101 S College Ave, Chestertown, MD 21620

      101 S College Ave, Chestertown, MD 21620
  • /30

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    8750 Georgetown Rd, Chestertown, MD 21620

    Discover the perfect blend of space, privacy, and comfort at this well-maintained 3-bed, 2-bathroom home situated on 1 acre with public water/sewer, no HOA, and a detached garage with electric. Whether you're dreaming of a workshop, a hobby space, extra storage, or room for your equipment, this property delivers flexibility that’s hard to find at this price point. Inside, you’ll love the

    Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    8750 Georgetown Rd, Chestertown, MD 21620
  • /35

    $210,000 Sold Oct 03, 2025

    • 504 Sq Ft
    • $417/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1951

    19 1st Ave, Betterton, MD 21610

    This cottage on 1st St in Betterton offers seasonal views of the water and Betterton Beach area. There is an additional lot that is on the same deed that is buildable, because the connection to public water/sewer is available for the additional lot. The existing cottage could be expanded using the lot that is included in the sale, and you would not need to pay to connect to the public water

    Retha Arrabal Doug Ashley Realtors, LLC

    19 1st Ave, Betterton, MD 21610
    • /12

      Est $356,358 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft

      203 Radcliffe Dr, Chestertown, MD 21620

      203 Radcliffe Dr, Chestertown, MD 21620
  • /22

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    11047 Bottom Rd, Worton, MD 21678

    Check out this Like New , MOVE IN READY Rancher with an Amazing view ! This beautiful 3-bedroom, 2-bathroom residence offers quality craftsmanship and tasteful upgrades throughout. From the granite countertops to the designer bathroom vanities and recessed lighting, every detail has been carefully selected for both style and function. The kitchen is a standout feature—complete with stainless

    Jeff Guthrie Cross Street Realtors LLC

    11047 Bottom Rd, Worton, MD 21678
  • /17

    $335,000 Sold Oct 03, 2025

    • 1,856 Sq Ft
    • $180/SF
    • 208 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    110 Flying Cloud Dr, Chestertown, MD 21620

    SINGLE FAMILY HOME built just 2 years ago at this price! This beautiful home is ready for immediate occupancy. Clean lines and neutral tones make this an easy move-in with nothing to do! Just across the Vintage Chester River Bridge, you will enter a charming little town that surrounds Washington College that has all sorts of new centers and places to go and things to do! The home offers a

    Sandy Savani Berkshire Hathaway HomeServices Homesale Realty

    110 Flying Cloud Dr, Chestertown, MD 21620
    • /93

      Est $842,995 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 5,118 Sq Ft

      30741 Duck Puddle Rd, Kennedyville, MD 21645

      30741 Duck Puddle Rd, Kennedyville, MD 21645
  • /38

    $319,000

    • 4 Beds
    • 2 Baths
    • 2,520 Sq Ft

    11969 Augustine Herman Hwy, Kennedyville, MD 21645

    Vintage home with lots of original details retained. 3 Staircases, 3 original fireplaces and a very grand front foyer and staircase give this home so much character! Current owners have updated it lovingly throughout. Enter through the spacious back yard, into a welcoming mudroom with a full bath on the main floor to your left and then into the updated and cozy kitchen with new dishwasher, LVP

    Michele Palmer Doug Ashley Realtors, LLC

    11969 Augustine Herman Hwy, Kennedyville, MD 21645
  • /8

    $60,000 Sold Oct 03, 2025

    • Land
    • 0.8 Acre
    • $75,000 per Acre
    • 255 Days On Market

    0 Adventist Church Ln Unit MDKE2004634, Rock Hall, MD 21661

    Enjoy the best of Eastern Shore living here in Rock Hall, Maryland. A Chesapeake Bay village with miles of shoreline, public docking, and many marinas. This lot offers a blank canvas to convert your dreams into reality. Secluded among mature trees while still being situated within walking distance to the shops and events on Main Street. Allocations for public water and sewer are available.

    Andrew Meikle Doug Ashley Realtors, LLC

    0 Adventist Church Ln Unit MDKE2004634, Rock Hall, MD 21661
    • /29

      Est $408,836 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,256 Sq Ft

      21053 Striper Run, Rock Hall, MD 21661

      21053 Striper Run, Rock Hall, MD 21661
  • /39

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    5697 Walnut St, Rock Hall, MD 21661

    Price improvement! Adorable rancher in a PRIME location in Rock Hall. Just steps to the marinas, restaurants, and shops. The house has been completely remodeled. Large family room with a pellet stove and plenty of space for social gatherings. Nice-sized bedrooms and 2 full bathrooms. Luxury vinyl plank flooring throughout. Detached garage and shed. Less than 1/2 mile to the public beach. The

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    5697 Walnut St, Rock Hall, MD 21661
  • /31

    $191,000 Sold Oct 03, 2025

    • 1,269 Sq Ft
    • $151/SF
    • 67 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    21317 Persimmon Dr, Chestertown, MD 21620

    Gently used 2 bedroom townhome in sought after Tolchester Village! Features a terrific open kitchen with all major 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! Thoughtfully remodeled and it shows

    Michele Palmer Doug Ashley Realtors, LLC

    21317 Persimmon Dr, Chestertown, MD 21620
    • /27

      Est $296,829 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      316 Roosevelt Dr, Chestertown, MD 21620

      316 Roosevelt Dr, Chestertown, MD 21620
  • /12

    $90,250

    • Land
    • 0.69 Acre
    • $130,797 per Acre

    32072 Shorewood Rd, Galena, MD 21635

    Build Your Dream Home in Shorewood Estates!Looking for peace, quiet, and a true Eastern Shore lifestyle? Welcome to Shorewood Estates, a private water-oriented community on Swantown Creek off the Sassafras River. This .69-acre elevated lot backs to woods and has passed perc test—perfect for your dream build. Owners had plans to build but, life took a different direction. Their loss is your

    Tanya Luckenbill Integrity Real Estate

    32072 Shorewood Rd, Galena, MD 21635
  • /44

    $680,000 Sold Sep 30, 2025

    • 3,820 Sq Ft
    • $178/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    8978 Orchard Dr, Chestertown, MD 21620

    Spacious, Stylish, and Designed for Real Life – Discover the perfect blend of comfort, flexibility, and convenience in this expansive 4-bedroom home, tucked into the sought-after Orchard Hill neighborhood in Chestertown. With thoughtful upgrades and versatile spaces, this residence is ideal for those looking to level up their lifestyle—whether you're a young professional seeking work-from-home

    Liddy Campbell TTR Sotheby's International Realty

    8978 Orchard Dr, Chestertown, MD 21620
    • /30

      Est $461,776 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,304 Sq Ft

      105 S Kent St, Chestertown, MD 21620

      105 S Kent St, Chestertown, MD 21620
  • /17

    $1,125,000

    • Land
    • 0.51 Acre
    • $2,205,882 per Acre

    #2 Lawton Ave, Rock Hall, MD 21661

    Over half an acre of prime bayfront property! Build a beautiful home on popular Lawton Avenue, the Gratitude neighborhood in Rock Hall. Enjoy sunsets, spectacular views of the bay, and additional views of Swan Creek in back. Spend idyllic afternoons watching the boats sail by! Lawton Ave offers privacy, but is only a short stroll to multiple restaurants, the town beach, and many marinas;

    Lynn Hilfiker Gunther-McClary Real Estate

    #2 Lawton Ave, Rock Hall, MD 21661
  • /31

    $310,000 Sold Sep 30, 2025

    • 1,680 Sq Ft
    • $185/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2009

    23370 Lovely Ln, Chestertown, MD 21620

    Looking for a home that has an oversized two car garage with electric, heated floors, water, toilet hookup bonus room above and a heated Florida room? Or are you looking for a one story home with hard wood floors, a huge bonus room with heated floor option and an updated kitchen all within a mile from a public ramp? You found it! Store your water toys, camper or hunting gear here! The large drive

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    23370 Lovely Ln, Chestertown, MD 21620
    • /36

      Est $259,529 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,304 Sq Ft

      21010 Rock Hall Ave, Rock Hall, MD 21661

      21010 Rock Hall Ave, Rock Hall, MD 21661
  • /62

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 4,054 Sq Ft

    13983 Turners Point Rd, Kennedyville, MD 21645

    Impeccably kept Kentmore Park home with a white picket fence. Over two acres with private rear yard for relaxation. Adorable brick outbuilding for storage, home office, man cave or she shed. Gazebo for al fresco dining, afternoon card games or just enjoying nature. Two additional sheds for storing just about anything. Habitat for many bird species in season. Owl, Heron and Eagle territory year

    Patricia Kern Gunther-McClary Real Estate

    13983 Turners Point Rd, Kennedyville, MD 21645
  • /78

    $186,000 Sold Sep 30, 2025

    • 658 Sq Ft
    • $283/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1976

    1 Kent Dr, Betterton, MD 21610

    Charming Bungalow by the Bay!Discover the perfect coastal retreat in this delightful 2-bedroom bungalow, just one block from the beach! Nestled in a quaint town of only 283 residents, this home boasts beautiful hardwood ceilings, a screened front porch for relaxing evenings, and spacious back and side decks ideal for outdoor entertaining. The lower-level laundry and ample storage provide

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    1 Kent Dr, Betterton, MD 21610
    • /33

      Est $428,848 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft

      13037 Augustine Herman Hwy, Kennedyville, MD 21645

      13037 Augustine Herman Hwy, Kennedyville, MD 21645
  • /47

    $364,000

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

    8833 Georgetown Rd, Chestertown, MD 21620

    Move-in ready and freshly updated in 2025! This 3-bedroom, 2-bath home offers approx. 1,600 sq. ft. of stylish living on an 2.66 acre corner lot with public water and sewer. Every detail has been thoughtfully upgraded—appliances and systems are brand new, complemented by luxury vinyl plank flooring throughout. The spacious layout includes a large mudroom and plenty of modern finishes. Located

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    8833 Georgetown Rd, Chestertown, MD 21620
  • /73

    $435,000 Sold Sep 30, 2025

    • 1,788 Sq Ft
    • $243/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    22570 Bay Shore Rd, Chestertown, MD 21620

    Lovely countryside Cape Cod on over 3 private acres. Sit on the front porch and enjoy the summer breeze or grill off the back deck and watch the deer in the woods. This home has been meticulously cared for and features a first floor primary bedroom with walk-in closet and ensuite bath with a massive ceramic tile shower. Large formal living room with brick fireplace flows into the kitchen /

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    22570 Bay Shore Rd, Chestertown, MD 21620
    • /44

      Est $630,597 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,536 Sq Ft

      225 Washington Ave, Chestertown, MD 21620

      225 Washington Ave, Chestertown, MD 21620

Showing Results 161 - 200, Page 5 of 18

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