175

Homes for Sale near Kent County Middle School

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  • /2

    $9,000

    • Land
    • 0.61 Acre
    • $14,754 per Acre

    0 Sandpiper Rd Unit MDKE2005542, Chestertown, MD 21620

    Wooded lot located in the waterfront community of Chesapeake Landing. There is a voluntary HOA that you can join for a fee to join to gain access to the boat ramp and Marina. Lot backs up to farm land.

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    0 Sandpiper Rd Unit MDKE2005542, Chestertown, MD 21620
  • /36

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    5708 Liberty St, Rock Hall, MD 21661

    Charming Craftsman style home in the heart of Rock Hall. Three bedrooms, two full baths, and a study, which could be additional sleeping space. Large kitchen and spacious open living space with hardwood floors, and restored original wood frame windows throughout the home. Two bedrooms and one full bathroom downstairs. Upstairs there is a large bedroom, full bath, a study, and a large storage

    Julia Hilfiker Gunther-McClary Real Estate

    5708 Liberty St, Rock Hall, MD 21661
  • /2

    $12,675

    • Land
    • 0.22 Acre
    • $57,614 per Acre

    0 Elm Rd, Chestertown, MD 21620

    0.22 acre in the water access community of Tolchester Estates. 0.3 miles to Tolchester Marina. Public sewer, buyer will need an allocation. HOA voluntary. Minutes to the community beach.

    Katie Stecklair Cross Street Realtors LLC

    0 Elm Rd, Chestertown, MD 21620
  • /22

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft

    21384 E Sharp St, Rock Hall, MD 21661

    Built in 1900 and thoughtfully renovated in recent years, this 3-bedroom, 2-bathroom colonial blends timeless character with modern updates. Situated on a 1/3 acre lot, it’s just a short walk to Rock Hall’s Main Street—perfect for enjoying local favorites like Fallfest, Pirates & Wenches Weekend, shops, and dining.Start your mornings on the screened-in front porch, sipping coffee and

    Robin Fithian Rock Hall Properties Real Estate

    21384 E Sharp St, Rock Hall, MD 21661
  • /38

    $319,500

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft

    9190 N Bayview Ave, Chestertown, MD 21620

    This 2 bedroom, 1-bath home offers a peaceful escape with views of the Chesapeake Bay. Nestled in Tolchester Estates community, the property is just a short stroll from Tolchester Marina, a boat ramp, and a sandy public beach—making it a perfect retreat for boating, beach going, or simply enjoying being close to the water. The home’s layout makes it an ideal weekend getaway or low-maintenance

    Hayley Norris Select Land & Homes, LLC

    9190 N Bayview Ave, Chestertown, MD 21620
  • /3

    $50,000

    • Land
    • 0.82 Acre
    • $60,976 per Acre

    0 Chesterville Forest Rd Unit PARCEL 73, 1, Massey, MD 21651

    Wooded, 0.8+ 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 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 73, 1, Massey, MD 21651
  • /4

    $32,000

    • Land
    • 0.41 Acre
    • $78,049 per Acre

    0 Chesterville Forest Rd Unit PARCEL 84A, 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 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 84A, 1, Massey, MD 21651
  • /4

    $32,000

    • Land
    • 0.41 Acre
    • $78,049 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
  • /16

    $175,000

    • 4 Beds
    • 1.5 Baths
    • 1,156 Sq Ft

    141 Prospect St, Chestertown, MD 21620

    INTOWN Investor Special! This 4-bedroom, 1.5-bath bungalow is full of potential and ready for your vision. Situated on a large, private lot at the end of a quiet street, the home offers solid bones and a detached garage/workshop area that is hard to find!Located just minutes from Chestertown and Washington College. Plenty of space and character, it’s a rare opportunity to create something

    Jeff Guthrie Cross Street Realtors LLC

    141 Prospect St, Chestertown, MD 21620
  • /9

    $309,000

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

    23370 Lovely Ln, Chestertown, MD 21620

    PROFESSIONAL PHOTOS COMING! Showings start 8/9Looking 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 floors and an updated kitchen all within a mile from a public ramp? You found it! Store your water toys,

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    23370 Lovely Ln, Chestertown, MD 21620
  • /23

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 2,212 Sq Ft

    205 Pine St, Chestertown, MD 21620

    Chestertown -Charming well maintained, landscaped, brick ranch home located in College Heights. Several blocks from Washington College, Hospital, Churches , restaurants, shopping, downtown, and the Chester River. Full basement with a portion used as a garage and the balance used for mechanical and laundry. There is a chair lift from the basement to the first floor, three bedrooms, living room,

    Herschell Claggett Davis Real Estate, Inc.

    205 Pine St, Chestertown, MD 21620
  • /7

    $625,000

    • Land
    • 14 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. Being located above the bridge in Gentle Winds, is this beautifully planned small community. Scenic and tranquil area for birding watching, kayaking and short boat ride to the restaurants located by the river. With this 14 acre lot, there are open areas and woods to play with. Short drive to

    Ashton Kelley Gunther-McClary Real Estate

    14200 Metasequoia Ct, Galena, MD 21635
  • /2

    $15,000

    • Land
    • 0.34 Acre
    • $44,118 per Acre

    0 Cogar Rd Unit MDKE2005472, Chestertown, MD 21620

    Welcome to your serene retreat on Cogar Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, this delightful home offers a perfect blend of comfort and leisure. Enjoy the vibrant community atmosphere with access to a fabulous clubhouse and a picturesque marina. Whether you're looking to unwind at home or explore the great outdoors, this property is your gateway to a

    Solomon Zaldivar Compass

    0 Cogar Rd Unit MDKE2005472, Chestertown, MD 21620
  • /2

    $15,000

    • Land
    • 0.34 Acre
    • $44,118 per Acre

    0 Tonopah Rd Unit MDKE2005470, Chestertown, MD 21620

    Welcome to your serene retreat on Tonopah Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, this delightful home offers a perfect blend of comfort and leisure. Enjoy the vibrant community atmosphere with access to a fabulous clubhouse and a picturesque marina. Whether you're looking to unwind at home or explore the great outdoors, this property is your gateway to a

    Solomon Zaldivar Compass

    0 Tonopah Rd Unit MDKE2005470, Chestertown, MD 21620
  • /34

    $299,000

    • Studio
    • 1,224 Sq Ft

    866 Washington Ave, Chestertown, MD 21620

    This duplex is a prime investment located on Washington Avenue in historic Chestertown, Maryland, offering many amenities. It is within walking distance of shopping, entertainment, schools, and medical facilities. Unit A is freshly updated with a spacious living room and dining room. The kitchen offers lots of storage and a stackable washer/dryer. It is a 2-bedroom apartment with a full bath. The

    Kathleen Brenton Brenton Realty Group

    866 Washington Ave, Chestertown, MD 21620
  • /10

    $64,890

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • /10

    $128,000

    • Land
    • 1.64 Acres
    • $78,049 per Acre

    0 Crosby Rd, Rock Hall, MD 21661

    This nice wooded lot on Crosby Rd is 0.2 mile to Long Cove Marina and Long Cove County Landing. Rock Hall Yacht Club is just around the bend on McKinleyville Rd. With 142 ft of road frontage and a wooded buffer, there's lots of privacy and room to roam. The property is near navigable water, but not in the flood plain. Winter water views are possible. There's a public sewer allocation and hook up

    Cindy Genther Rock Hall Properties Real Estate

    0 Crosby Rd, Rock Hall, MD 21661
  • /34

    $309,999

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft

    10674 Kasota Rd, Chestertown, MD 21620

    Welcome to 10674 Kasota Rd – Your Tranquil Masterpiece on the Chesapeake's Edge. Nestled in the serene enclave of Chesapeake Landing near Chestertown, this charming 2-bed, 1-bath ranch-style home invites you to reimagine rural living on nearly 0.6 acres of lush landscape. With 1,350 sq ft of one–level living, the brick exterior and detached 2–car garage offers timeless appeal and solid bones with

    Andrew Kruzienski Long & Foster Real Estate, Inc.

    10674 Kasota Rd, Chestertown, MD 21620
  • /2

    $160,000

    • Land
    • 2.64 Acres
    • $60,606 per Acre

    0 Private Spry ( Lot 50) Ln, Worton, MD 21678

    Build your dream home on this 2.64-acre cul-de-sac homesite in the peaceful Montabello Hills II community of Worton, MD. This is an approved buildable lot that is ready for your vision, . Enjoy privacy, natural beauty, and a quiet setting just minutes from Chestertown and the Chesapeake Bay. Approved Site Plan SRA Approved Low HOA Fees Ideal for Custom or Vacation

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    0 Private Spry ( Lot 50) Ln, Worton, MD 21678
  • /27

    $265,000

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

    146 N Main St, Galena, MD 21635

    SMALL TOWN AMERICA - come turn grandmother's cottage into your new charming home! This affordable two story center hall traditional home features hardwood floors, gorgeous old wood work and staircase, great front porch for watching parades and cozy rear screened porch with shaded deck for summer BBQ's. The home is being sold AS-IS to settle an estate, but it perfectly habitable and the right

    John Carroll Village Real Estate Company LLC

    146 N Main St, Galena, MD 21635
  • /31

    $195,000

    • 2 Beds
    • 1 Bath
    • 1,269 Sq Ft

    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
  • /29

    $355,000

    • 4 Beds
    • 2 Baths
    • 1,499 Sq Ft

    21305 Haven Rd, Rock Hall, MD 21661

    This beautiful home is updated and ideally located near marinas and downtown, offering both convenience and tranquility. Key features include:Location: Within town limits, close to marinas and downtown, with easy access to Swan Creek and public boat ramp 4 bedrooms, 2 bathroomsMain Floor: Features Three spacious bedrooms, updated kitchen with granite countertops and stainless steel

    Anthony Borleis RE/MAX Point Realty

    21305 Haven Rd, Rock Hall, MD 21661
  • /2

    $150,000

    • Land
    • 0.75 Acre
    • $200,000 per Acre

    11 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

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

    $110,000

    • Land
    • 0.75 Acre
    • $146,667 per Acre

    14 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

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

    $125,000

    • Land
    • 0.75 Acre
    • $166,667 per Acre

    13 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

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

    $125,000

    • Land
    • 0.75 Acre
    • $166,667 per Acre

    12 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

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

    $175,000

    • Land
    • 0.75 Acre
    • $233,333 per Acre

    9 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

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

    $175,000

    • Land
    • 0.75 Acre
    • $233,333 per Acre

    7 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

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

    $175,000

    • Land
    • 0.75 Acre
    • $233,333 per Acre

    8 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

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

    $150,000

    • Land
    • 0.75 Acre
    • $200,000 per Acre

    6 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

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

    $110,000

    • Land
    • 0.82 Acre
    • $134,146 per Acre

    2 Sassafras Cove 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

    2 Sassafras Cove Rd, Galena, MD 21635
  • /2

    $135,000

    • Land
    • 0.75 Acre
    • $180,000 per Acre

    5 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

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

    $125,000

    • Land
    • 0.75 Acre
    • $166,667 per Acre

    4 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

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

    $120,000

    • Land
    • 0.75 Acre
    • $160,000 per Acre

    3 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

    3 Wilson Point Rd, Galena, MD 21635
  • /31

    $314,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    26959 Branchtown Rd, Worton, MD 21678

    Fully Renovated in 2024! This charming 3-bedroom, 2-bath home offers a perfect blend of modern updates and country serenity. The main level features a convenient first-floor bedroom and full bath, ideal for aging in place. Enjoy stylish & durable vinyl plank flooring throughout and soaring cathedral ceilings upstairs that create an airy, open feel. Situated on a spacious corner lot on almost a

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    26959 Branchtown Rd, Worton, MD 21678
  • /3

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,290 Sq Ft

    624 High St, Chestertown, MD 21620

    Step into the charm of historic Chestertown with this 2BR/1BA home full of potential. Featuring a screened front porch, spacious layout, and rear alley access, this property is perfect for investors or visionary buyers. Located just blocks from Washington College, the Chester River, downtown shopping, and restaurants, this home offers the ideal setting for a full-time residence, Airbnb, or

    Nicole Stephens Tesla Realty Group, LLC

    624 High St, Chestertown, MD 21620
  • /10

    $74,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • /4

    $69,900

    • Land
    • 1.00 Acre
    • $69,900 per Acre

    0 Station Rd, 2, Kennedyville, MD 21678

    Cleared and level lot in a secluded and rural setting on the beautiful Eastern Shore. Perc approved (2015). Backs to trees. bring your plans for your dream home!

    Michele Palmer Doug Ashley Realtors, LLC

    0 Station Rd, 2, Kennedyville, MD 21678
  • /2

    $12,000

    • Land
    • 0.34 Acre
    • $35,294 per Acre

    0 Kinglet Rd, Chestertown, MD 21620

    Recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not buildable. Any reasonable offer considered!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Kinglet Rd, Chestertown, MD 21620
  • /42

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,789 Sq Ft

    26875 Mallard Rd, Chestertown, MD 21620

    Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, you’re immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom.The fully renovated chef’s kitchen features

    Lynn Hilfiker Gunther-McClary Real Estate

    26875 Mallard Rd, Chestertown, MD 21620

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