177

Kent County MD Homes for Sale

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  • /22

    $310,000

    • 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 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, central air, and fresh paint throughout. The

    Courtney Chipouras TTR Sotheby's International Realty

    21103 Striper Run, Rock Hall, MD 21661
  • /12

    $164,000

    • Land
    • 2.15 Acres
    • $76,279 per Acre

    7224 Rock Hall Rd, Rock Hall, MD 21661

    Discover the charm of Kent County’s rural lifestyle on this fenced, 2.15-acre cleared lot. Perfectly situated along Rock Hall Road, the property features an existing two-car garage, a 6’x8’ storage shed, and mature trees framing vast pastoral views. With electric service and an existing well already in place, it’s ready for your vision—whether that’s building your dream home, creating a weekend

    Cindy Genther Rock Hall Properties Real Estate

    7224 Rock Hall Rd, Rock Hall, MD 21661
  • /40

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    301 Lincoln Dr, Chestertown, MD 21620

    Discover this beautifully renovated ranch-style home (2023), offering 1,152 square feet of thoughtfully updated living space. The open floor plan creates a seamless flow between the living, dining, and kitchen areas — ideal for both everyday living and entertaining.The spacious kitchen features a central island, stainless steel appliances, and ample cabinetry, making it as functional as it is

    Heather Dolan Chesapeake Real Estate Associates, LLC

    301 Lincoln Dr, Chestertown, MD 21620
  • /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
  • /30

    $399,900

    • 5 Beds
    • 3.5 Baths
    • 2,535 Sq Ft

    104 Flying Cloud Dr, Chestertown, MD 21620

    Welcome to The Verona, a spacious three-story, move-in ready home offering over 2,500 square feet of thoughtfully designed living space. With five bedrooms and three and a half bathrooms, this home provides the perfect balance of comfort, functionality, and flexibility for modern living.Step inside to an inviting foyer that leads to the bright and open main living area, where the family room

    David Moore Real Broker, LLC

    104 Flying Cloud Dr, Chestertown, MD 21620
  • /2

    $22,000

    • 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
  • /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

    $189,000

    • Land
    • 21,780 Sq Ft
    • $378,000 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 parcel 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 the last house on the road . Home

    Michael Kelczewski DMV Prime Properties

    26765 Dutchtown Rd, Still Pond, MD 21667
  • /4

    $67,000

    • Land
    • 11,325 Sq Ft
    • $257,692 per Acre

    0 Walnut St, Rock Hall, MD 21661

    Nice lot near Rock Hall Harbor. The property is 75 ft x 150 ft. This lot (Parcel 502) is in the 100 year flood plain and in the Intense Development Area of the Chesapeake Bay Critical Area. It is partially cleared. Public water and sewer hook ups are available. Buyer to confirm buildability. There are a total of 3 adjacent vacant land parcels available for sale in this offering, either separately

    Cindy Genther Rock Hall Properties Real Estate

    0 Walnut St, Rock Hall, MD 21661
  • /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 5/14/2026 @ 10:00 AM. Bidding ends 5/18/2026 @ 12:45 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
  • /11

    $75,000

    • Land
    • 30,056 Sq Ft
    • $108,696 per Acre

    32072 Shorewood Rd, Galena, MD 21635

    ***PRICE REDUCED***Due to job transfer, owners must sell. Their loss your Gain! Build Your Dream Home in Shorewood Estates! Choose your own builder or pick up where seller's left off. This .69-acre elevated lot backs to woods and has passed perc testLooking for peace, quiet, and a true Eastern Shore lifestyle? Welcome to Shorewood Estates, a private water-oriented community on Swantown Creek

    Tanya Luckenbill Integrity Real Estate

    32072 Shorewood Rd, Galena, MD 21635
  • /3

    $130,000

    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    234 N College Ave, Chestertown, MD 21620

    Investor Special – Charming Colonial in Prime Chestertown Location! Welcome to 234 N College Ave, an adorable colonial full of character and potential, nestled in the heart of historic Chestertown. This short sale opportunity is a rare find for savvy investors or buyers ready to bring their vision to life. With classic colonial charm, this property offers the perfect canvas for renovation or

    Anastasia Zivkovic Palmer Cummings & Co. Realtors

    234 N College Ave, Chestertown, MD 21620
  • /37

    $310,000 New Construction

    • 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
  • /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
  • /50

    $384,000

    • 5 Beds
    • 2.5 Baths
    • 3,371 Sq Ft

    6746 Quaker Neck Rd, Chestertown, MD 21620

    Michele Palmer Doug Ashley Realtors, LLC

    6746 Quaker Neck Rd, Chestertown, MD 21620
  • /34

    $295,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,000 Sq Ft

    6374 Rock Hall Rd, Rock Hall, MD 21661

    Welcome to life in Rock Hall — a charming waterfront town where the pace is slower, the people are friendlier, and the Chesapeake Bay lifestyle is part of everyday living. *SELLER ASSISTANCE AVAILABLE TOWARDS CLOSING COSTS* This lovingly renovated home was thoughtfully updated by owners who cared about the details—not a quick flip—resulting in a property full of character and quality improvements

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    6374 Rock Hall Rd, Rock Hall, MD 21661
  • /2

    $250,000

    • Land
    • 5 Acres
    • $50,000 per Acre

    5898 Williams St, Rock Hall, MD 21661

    Welcome to 5898 Williams Street, Rock Hall, MD! This 5-acre cleared parcel offers an exciting development opportunity in the heart of Rock Hall. With public water and sewer available, the property provides excellent development potential. Formerly zoned MCI, it is now zoned residential under the newly adopted Rock Hall 2040 Comprehensive Plan, opening the door for possible subdivision. Situated

    Cindy Genther Rock Hall Properties Real Estate

    5898 Williams St, 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
  • /2

    $12,000

    • Land
    • 29,185 Sq Ft
    • $17,910 per Acre

    0 Main St, Still Pond, MD 21667

    This 0.66 acre recreational lot in Still Pond, MD is just down the road from Betterton beach and boat ramp. There are some wetlands in the back end of the property and sellers do not plan to perc test so this is being sold as a recreational property and not a buildable lot. The neighboring lot is also for sale MDKE2004124 so you could buy two lots next door to each other for about 1.5 acres.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Main St, Still Pond, MD 21667
  • /9

    $85,000

    • Land
    • 1.2 Acres
    • $70,833 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

    $850,000

    • 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

    $15,000

    • Land
    • 14,810 Sq Ft
    • $44,118 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
  • /2

    $8,000

    • Land
    • 21,780 Sq Ft
    • $16,000 per Acre

    0 Blackmon Ln, Still Pond, MD 21667

    Wooded lot not far from Betterton Beach. See Documents for additional information. Has never been perked.

    Jo Ann Edwards The Hogans Agency

    0 Blackmon Ln, Still Pond, MD 21667
  • /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 6/1/2026 @ 10:00 AM. Bidding ends 6/3/2026 @ 12:45 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

    $299,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    11167 Oak Ln, Worton, MD 21678

    Affordable, updated, and close to the water! 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

    Marti McGinty Chesapeake Real Estate Associates, LLC

    11167 Oak Ln, Worton, MD 21678
  • /18

    $200,000

    • 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
  • /17

    $663,000

    • Land
    • 18.62 Acres
    • $35,607 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
  • /3

    $125,000

    • Land
    • 32,670 Sq Ft
    • $166,667 per Acre

    13 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

    13 Wilson Point Rd, Galena, MD 21635
  • /2

    $24,000

    • Land
    • 21,780 Sq Ft
    • $48,000 per Acre

    23710 L Rd, Chestertown, MD 21620

    Dee Dee Miller Paul Wesley Real Estate

    23710 L Rd, Chestertown, MD 21620
  • /46

    $230,000

    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    26670 Maple Ave, Still Pond, MD 21667

    The listing includes 26670 Maple Avenue with a 1920 dwelling of 2024 SF on .54 acre of land as well as 26680 Maple Avenue dwelling of 1680 SF on .624 acre of land and a parcel of land 100 X 160. Both homes are in need of major repair; however, one will find potential. Final perc information for sewage system will be provided by Kent County Health Department when water table is acceptable which am

    Debbie Meikle Doug Ashley Realtors, LLC

    26670 Maple Ave, Still Pond, MD 21667
  • /3

    $150,000

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

    6 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

    6 Wilson Point Rd, Galena, MD 21635
  • /2

    $80,000

    • Land
    • 16,553 Sq Ft
    • $210,524 per Acre

    11930 Kennedyville Rd, Kennedyville, MD 21645

    Seller Says Bring All Offers! This rural 0.38-acre lot presents a unique investment opportunity in a quaint small-town atmosphere. The property is cleared and ready for your building plans, offering a blank canvas for various residential projects. With road frontage, it ensures easy access and visibility, enhancing its appeal for future buyers or renters. Notably, the lot is not currently in

    Lori Cichocki-Leonardi Remax Vision

    11930 Kennedyville Rd, Kennedyville, MD 21645
  • /4

    $89,000

    • Land
    • 14,810 Sq Ft
    • $261,765 per Acre

    0 Walnut St, Rock Hall, MD 21661

    This listing is for parcel 501 on Walnut Street, a 100 ft x 150 ft vacant lot. The property is in the 100 year flood plain and in the Intense Development Area of the Chesapeake Bay Critical Area. Public water and sewer hook ups could be available. Buyer to confirm buildability. Additional adjacent lots are available separately or as a package.

    Cindy Genther Rock Hall Properties Real Estate

    0 Walnut St, Rock Hall, MD 21661
  • /51

    $1,150,000

    • 5 Beds
    • 3 Baths
    • 2,956 Sq Ft

    231 Richard Dr, Chestertown, MD 21620

    Experience the best of waterfront living just steps outside of the heart of Downtown Chestertown. Only a few blocks from shops, restaurants, the bustling farmers market, art galleries, annual festivals, and the vibrant cultural life that defines this beloved Eastern Shore community, this exceptional property offers a rare opportunity to enjoy riverfront living with walkable in-town

    Liddy Campbell TTR Sotheby's International Realty

    231 Richard Dr, Chestertown, MD 21620
  • /21

    $349,900 Open Sat 11AM - 1PM

    • 1 Bath
    • 3,270 Sq Ft

    12733 Still Pond Rd, Still Pond, MD 21667

    Step back in time with this spacious 1920 Colonial offering over 3,200+ sq ft and room for everyone. With 6 bedrooms, 1.5 Bath, two large living rooms, and a formal dining room, this home provides incredible flexibility for large households, multi-generational living, or anyone needing extra space to spread out. The home features generously sized rooms, classic character, and plenty of natural

    Jeff Guthrie Taylor Properties

    12733 Still Pond Rd, Still Pond, MD 21667
  • /21

    $40,000

    • Land
    • 1 Acre
    • $40,000 per Acre

    0 Allens Ln Unit MDKE2005580, Rock Hall, MD 21661

    Welcome to your slice of country solitude! This wooded 1-acre lot comes with a sewer allocation already in place so no septic headaches here. You’ll just need to add a well... unless, of course, you discover one hiding on the property. (The county has no records, but there’s an old house/structure tucked in the trees, so who knows what secrets it holds.) The sewer is serviced by a grinder pump,

    Micheal Vakas EXP Realty, LLC

    0 Allens Ln Unit MDKE2005580, Rock Hall, MD 21661
  • /3

    $40,000

    • Land
    • 17,859 Sq Ft
    • $97,561 per Acre

    0 Chesterville Forest Rd Unit PARCEL 60, 1, Massey, MD 21651

    Wooded, 0.4+ acre buildable lot on Chesterville Forest Rd with sewer allocation already paid—a $11,800 value! Buyer just needs to install a grinder pump and connect. Survey and setbacks included in documents for easy due diligence. Conveniently located near Rt. 301 for quick access north to Middletown, DE, or south to the Bay Bridge.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Chesterville Forest Rd Unit PARCEL 60, 1, Massey, MD 21651

Showing Results 81 - 120, Page 3 of 5

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