207

Kent County MD Homes for Sale

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  • /25

    $299,900

    • 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
  • /3

    $80,000

    $5K PRICE DROP
    • Land
    • 4.03 Acres
    • $19,851 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
  • /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
  • /27

    $385,000

    • 4 Beds
    • 3 Baths
    • 2,630 Sq Ft

    23043 Bay Shore Spur, Chestertown, MD 21620

    Located in the small Eastern Shore town of Fairlee, this spacious Bi-level sits on 1.65 acres of cleared land, just a short 10-minute drive to both Chestertown and Rock Hall. The home offers 3 bedrooms and 2 bathrooms, with a finished lower level for additional living space. A large sunroom with cathedral ceilings and walls of windows is the heart of the home, filling the space with natural

    Robin Fithian Rock Hall Properties Real Estate

    23043 Bay Shore Spur, Chestertown, MD 21620
  • /31

    $449,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    21120 Green Ln, Rock Hall, MD 21661

    COMING SOON - NEW ROOF!!! Your Chesapeake Bay getaway just steps from Haven Harbour South Marina. Launch your boat, dine on the waterfront, stroll to the beach, and enjoy resort-style living from this beautifully updated home. This updated 3-bedroom, 2-bath rancher situated on an expansive lot with glimpses of the water and room to relax, entertain, and enjoy the Eastern Shore lifestyle. The

    Laurie Renshaw Coldwell Banker Chesapeake Real Estate Company

    21120 Green Ln, Rock Hall, MD 21661
  • /47

    $380,000

    • 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
  • /2

    $15,000

    • Land
    • 22,651 Sq Ft
    • $28,846 per Acre

    22681 Wood Yard Ln, Chestertown, MD 21620

    Half acre+ secluded wooded lot. There used to be a house on the property but county does not have well or septic records so buyer would need to perform perc test to build. There appears to be electric run to lot and there is a 16' right of way to access. Buyer to do any due diligence. Could be a great hunting property surrounded by woods and farmland!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    22681 Wood Yard Ln, Chestertown, MD 21620
  • /62

    $549,000

    • 6 Beds
    • 6 Baths
    • 4,305 Sq Ft

    12714 Still Pond Rd, Still Pond, MD 21667

    Invest with confidence in this amazing duplex opportunity just minutes from Historic Chestertown and the pristine Betterton Beach. Get your entrepreneurial juices flowing because the income opportunity with this property makes it irresistible. You can live in one side and largely get your mortgage paid for you by renting out the other side. You can rent both and enter an easy cash flow situation

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    12714 Still Pond Rd, Still Pond, MD 21667
  • /40

    $395,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    31673 W Edge Rd, Millington, MD 21651

    Cute cottage located on the upper Chester River! Entertain on the spacious rear deck. Watch the Chester River slowly meander to more wide open waters. Follow the gently sloped backyard to the updated bulkhead at the water's edge. Launch your kayak and explore the river and allow the tide to take you as you explore the river. When done relax indoors to an updated home that offers an open floor

    Doug Ashley Doug Ashley Realtors, LLC

    31673 W Edge Rd, Millington, MD 21651
  • /2

    $9,000

    $3K PRICE DROP
    • Land
    • 14,810 Sq Ft
    • $26,471 per Acre

    0 Kinglet Rd, 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 Kinglet Rd, Chestertown, MD 21620
  • /65

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    13235 Knotts Ln, Galena, MD 21635

    DOG DAYS OF SUMMER * DEER DAYS OF FALL ** 106 Acre Property, surrounded by woods offers a unique lifestyle for Hunting, Fishing, Horses. This peaceful setting offers you a chance to forget the ever increasing congestion of modern day life. 26 ac grain farm plus acres of ponds and impoundments and deep woods. Hidden away at the end of a small country lane always a special lifestyle for the outdoor

    Phil Riordan Meredith Fine Properties

    13235 Knotts Ln, Galena, MD 21635
  • /24

    $765,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    37 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath

    Julia Hilfiker Gunther-McClary Real Estate

    37 Landing Ln, Chestertown, MD 21620
  • /22

    $299,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    21103 Striper Run, Rock Hall, MD 21661

    Easy, low-maintenance living in the heart of Rock Hall. New roof, heat, and central air in Spring 2026. This updated 3-bedroom, 2.5-bath townhome with garage is perfectly positioned just steps from marinas, Main Street shops, favorite restaurants, and the community beach. Recent improvements include luxury vinyl plank flooring, newer appliances, new roof, heat, central air, and fresh paint

    Courtney Chipouras TTR Sotheby's International Realty

    21103 Striper Run, Rock Hall, MD 21661
  • /32

    $415,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,975 Sq Ft

    21712 Centennial Ln, Rock Hall, MD 21661

    Brand-new construction in the Crosby Woods Subdivision! This thoughtfully designed 3-bedroom, 3-bath home offers convenient one-level living with an open floor plan, recessed lighting, granite countertops, a kitchen island, pantry, and stainless steel appliances. The home features two primary suites with private tiled bathrooms, including one with an additional sitting area for added comfort and

    Sarah Ulrick Rock Hall Properties Real Estate

    21712 Centennial Ln, Rock Hall, MD 21661
  • /62

    $549,000

    • Studio
    • 4,305 Sq Ft

    12714 Still Pond Rd, Still Pond, MD 21667

    Invest with confidence in this amazing duplex opportunity just minutes from Historic Chestertown and the pristine Betterton Beach. Get your entrepreneurial juices flowing because the income opportunity with this property makes it irresistible. You can live in one side and largely get your mortgage paid for you by renting out the other side. You can rent both and enter an easy cash flow situation

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    12714 Still Pond Rd, Still Pond, MD 21667
  • /42

    $335,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft

    10720 Foreston Rd, Chestertown, MD 21620

    Welcome to 10720 Foreston Rd, a charming and inviting home situated in the peaceful surroundings of Chesapeake Landing in Chestertown, MD. 3 bedrooms and 2 full bathrooms with a spacious eat-in kitchen and generous living room provides ample room for comfortable living. Move-in ready condition. Inside, you'll immediately notice the warmth and character of the stunning hardwood floors that flow

    Kathleen Eder Compass

    10720 Foreston Rd, Chestertown, MD 21620
  • /28

    $435,000

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    31923 River Park Rd, Millington, MD 21651

    Charming waterfront rancher on the Chester River! This move-in ready home features 3 bedrooms, 1.5 baths, and luxury viny plank flooring throughout. Recent upgrades include all-new appliances (2021), a 12' x 20' shed/workshop (2023), and new HVAC and viny siding (2024).Step outside to a spacious deck overlooking the river and your private dock--perfect for fishing, launching kayaks, or

    Wendy Wilson RE/MAX Chesapeake

    31923 River Park Rd, Millington, MD 21651
  • /23

    $350,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    117 N Water St Unit 2B, 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 2B, Chestertown, MD 21620
  • /3

    $110,000

    • Land
    • 32,670 Sq Ft
    • $146,667 per Acre

    14 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    14 Wilson Point Rd, Galena, MD 21635
  • /29

    $419,999

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft

    222 Mount Vernon Ave, Chestertown, MD 21620

    ALSO AVAILABLE FOR LEASE: Please reach out to agent for details. This charming 1916 home in Chestertown's historic district is in a quiet neighborhood next to Washington College, just a short walk from downtown and the waterfront. Three finished levels and high ceilings plus bright, natural light make the home feel airy and spacious. Historic features include original heart-pine hardwood floors

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    222 Mount Vernon Ave, Chestertown, MD 21620
  • /2

    $22,000

    $2K PRICE INCREASE
    • Land
    • 21,780 Sq Ft
    • $44,000 per Acre

    0 Dutchtown Rd, Still Pond, MD 21667

    Dee Dee Miller Paul Wesley Real Estate

    0 Dutchtown Rd, Still Pond, MD 21667
  • /35

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 2,187 Sq Ft

    25124 E Kentfield Rd, Worton, MD 21678

    Light-filled home with glowing wood floors, exposed beams, skylights, and open living space. This one-level home is nestled on just under two acres! The expansive yard offers room for many activities and provides scenic views from the home. Inside, the open living space is bright and airy, with skylights, bay windows, and vaulted ceilings with exposed beams. The large kitchen has beautiful

    Julia Hilfiker Gunther-McClary Real Estate

    25124 E Kentfield Rd, Worton, MD 21678
  • /7

    $225,000

    • Land
    • 37,897 Sq Ft
    • $258,621 per Acre

    3 Haacke Dr, Chestertown, MD 21620

    This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Haacke Drive, this 0.87± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic.There is also

    Hayley Norris Select Land & Homes, LLC

    3 Haacke Dr, Chestertown, MD 21620
  • /15

    $134,000

    $55K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $268,000 per Acre

    26765 Dutchtown Rd, Still Pond, MD 21667

    Situated at the end of a quiet dead-end street with only a handful of neighboring homes, this private 1/2 acre lot with a 1250 SF Rancher , 3 bedroom, 2 bath offers a serene setting backing to woods, with open farmland across the street. Enjoy the peace of rural living just minutes from the waterfront—only about 3 minutes to Betterton Beach. Location is the ultimate Pet safe environment as you're

    Michael Kelczewski DMV Prime Properties

    26765 Dutchtown Rd, Still Pond, MD 21667
  • /3

    $3,000

    • Land
    • 14,810 Sq Ft
    • $8,824 per Acre

    0 Lenapah Rd, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/17/2026, 10:00 AM. Bidding ends 8/19/2026, 12:55 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to the Chester River. The area provides easy access to the major

    Adam Shpritz Ashland Auction Group LLC

    0 Lenapah Rd, Chestertown, MD 21620
  • /40

    $545,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    21090 W Sharp St Unit 133, Rock Hall, MD 21661

    Experience the allure of waterfront living with this stunning condominium, perfectly situated to offer breathtaking views of the Chesapeake Bay and the Rock Hall Harbor. Inside, you are greeted by an inviting ambiance, accentuated by updated kitchen and flooring that seamlessly blend style and functionality. Whether you’re an aspiring chef or simply enjoy the art of entertaining, the modern

    Lynn Hilfiker Gunther-McClary Real Estate

    21090 W Sharp St Unit 133, Rock Hall, MD 21661
  • /37

    $305,000

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    0 will be 11037 Bottom Rd, Worton, MD 21678

    The house number is now 11037. Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single-family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances, and a trendy color palette. The quality of this new

    Andy Batch Keller Williams Select Realtors of Annapolis

    0 will be 11037 Bottom Rd, Worton, MD 21678
  • /68

    $799,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,857 Sq Ft

    7828 Country Club Ln, Chestertown, MD 21620

    Welcome to this spacious brick rancher located in the desirable Country Club Estates neighborhood, offering over 2,800 square feet of beautifully updated living space in a peaceful, park-like setting. Designed for both comfort and elegance, this home features expansive, light-filled interiors and timeless architectural details throughout. The heart of the home is a large, luxurious living room

    Sarah King Cross Street Realtors LLC

    7828 Country Club Ln, Chestertown, MD 21620
  • /36

    $394,900

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    21123 Striper Run, Rock Hall, MD 21661

    Incredible Buyer Incentives! Seller is offering a 3% contribution toward the buyer’s closing costs and a 3–6 month rent-back option, providing added flexibility for buyers who need additional time. Additional title incentives may be available when using the seller’s preferred title company. Contact the listing agents for details and terms. Beautiful 2,040 sq. ft. Richland Builders end-unit home

    susan taylor Chaney Homes, LLC

    21123 Striper Run, Rock Hall, MD 21661
  • /53

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 3,816 Sq Ft

    103 Sutton Way, Chestertown, MD 21620

    103 Sutton is perfectly situated just a stone’s throw from the vibrant heart of Downtown Chestertown. This exquisite 4+ bedroom residence is designed to cater to the diverse needs of today’s Buyers, offering a harmonious blend of comfort, style, and functionality. This home is ideal for those upsizing or seeking multi-generational living. * Originally built as the community model home – and

    Liddy Campbell TTR Sotheby's International Realty

    103 Sutton Way, Chestertown, MD 21620
  • /25

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    22523 Crouchs Ln, Rock Hall, MD 21661

    Enjoy your own private waterfront access with a dock perfect for launching a canoe, kayak, or paddleboard. While the water at the dock is not deep enough for larger boats, deep-water access is just minutes away at Long Cove Marina or the nearby Long Cove public landing.The property consists of two deeded parcels, offering the potential to obtain a second sewer allocation for the adjoining 1+

    William Norris Select Land & Homes, LLC

    22523 Crouchs Ln, Rock Hall, MD 21661
  • /16

    $147,000

    • Land
    • 1 Acre
    • $147,000 per Acre

    Lot 30 Hagy Rd, Rock Hall, MD 21661

    Build your dream home in Little Neck Farm! Lot #30 is a spacious residential property on Hagy Road with a deeded deep-water boat slip. The future home site offers beautiful pastoral views and is nicely edged with crape myrtles and evergreens. The deeded boat slip, located in the Little Neck community waterfront, is just a short stroll or drive away. The community docks were recently replaced! The

    Julia Hilfiker Gunther-McClary Real Estate

    Lot 30 Hagy Rd, Rock Hall, MD 21661
  • /3

    $175,000

    • Land
    • 32,670 Sq Ft
    • $233,333 per Acre

    9 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    9 Wilson Point Rd, Galena, MD 21635
  • /9

    $80,000

    $15K PRICE DROP
    • Land
    • 1.2 Acres
    • $66,667 per Acre

    0 Still Pond Creek Rd Unit MDKE2005888, Worton, MD 21678

    The last buildable lot in the Cheerful Echoes neighborhood is perc approved and ready for improvement. NO HOA! With a gentle slope and plenty of room for the backyard of your dreams, a walkout lower level can open to a patio, gardens, etc... you name it! Just a few miles from the Worton Community Center and the walking trails at Worton Park, and a convenient drive to Chestertown, Middletown, and

    Liddy Campbell TTR Sotheby's International Realty

    0 Still Pond Creek Rd Unit MDKE2005888, Worton, MD 21678
  • /2

    $40,000

    • Land
    • 4,791 Sq Ft
    • $363,636 per Acre

    0 Montgomery Unit MDKE2003418, Chestertown, MD 21620

    Vaughn Hogans The Hogans Agency

    0 Montgomery Unit MDKE2003418, Chestertown, MD 21620
  • /26

    $799,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,300 Sq Ft

    4020 Eastern Neck Rd, Rock Hall, MD 21661

    This charming traditional home, originally built in 1957 was renovated around 2000. It offers a blend of classic appeal and modern comfort. Spanning about 3,300 square feet, the spacious layout invites you to create lasting memories. Wood and ceramic tile flooring throughout provide a cozy atmosphere. The expansive outdoor space offers endless possibilities. Currently in ag use, the 25 acres at

    Cindy Genther Rock Hall Properties Real Estate

    4020 Eastern Neck Rd, Rock Hall, MD 21661
  • /2

    $10,000

    $5K PRICE DROP
    • Land
    • 14,810 Sq Ft
    • $29,412 per Acre

    0 Sheldrake Dr, Chestertown, MD 21620

    Great opportunity to own a lot in Chesapeake Landing! Currently does not have a valid perc. Water access to Worton Creek if you join the voluntary civic association! Close to Worton Marina and Chestertown.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    0 Sheldrake Dr, Chestertown, MD 21620
  • /2

    $150,000

    • Land
    • 32,670 Sq Ft
    • $200,000 per Acre

    10 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    10 Wilson Point Rd, Galena, MD 21635
  • /4

    $5,000

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

    0 Towhee Rd 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/17/2026, 10:00 AM. Bidding ends 8/19/2026, 12:40 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to all the attractions in Chestertown, Maryland. It offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Towhee Rd 21620
  • /17

    $288,500

    $11K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    11167 Oak Ln, Worton, MD 21678

    Welcome to easy Eastern Shore living in this beautifully updated 3-bedroom, 1-bath home that truly feels like new. Recently updated with a new roof, water heater, HVAC system, stainless steel appliances, luxury vinyl plank flooring, carpet, fresh paint, recessed lighting, and a vapor barrier and insulation in the crawlspace. This home brings modern comfort and a bright, inviting feel to every

    Marti McGinty Chesapeake Real Estate Associates, LLC

    11167 Oak Ln, Worton, MD 21678

Showing Results 81 - 120, Page 3 of 6

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