176

Homes for Sale near Kent County High School

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  • /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
  • /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

    $525,000

    • 4 Beds
    • 3 Baths
    • 3,504 Sq Ft

    311 Devon Dr, Chestertown, MD 21620

    REDUCED! 311 Devon Drive is located in Coventry Farms; and being located within the Chestertown town limits offers town utilities. The front entrance welcomes you with an open two-story foyer to the second-floor balcony. To the left of the front foyer is a den and to the right is a formal dining room. The foyer hall leads into a large open area that includes a large eat-in kitchen, sunroom and

    Debbie Meikle Doug Ashley Realtors, LLC

    311 Devon Dr, Chestertown, MD 21620
  • /8

    $90,000

    • Land
    • 3.92 Acres
    • $22,959 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 forested shrub wetlands, though it’s been

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
  • /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
  • /18

    $275,000

    • 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
  • /48

    $1,395,500

    • 5 Beds
    • 4.5 Baths
    • 3,243 Sq Ft

    105 High St, Chestertown, MD 21620

    Rebuilt in 1863, the Tilley Residence showcases classic Second Empire architecture on one of Chestertown’s most prominent historic corners across from the Custom House, one of the first British Royal Ports of Entry to the Americas. Completely restored in 2025 by one of the Eastern Shore’s iconic builders, the home blends historic character with modern comfort through thoughtful updates, new

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    105 High St, Chestertown, MD 21620
  • /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
  • /29

    $439,999

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

    222 Mount Vernon Ave, Chestertown, MD 21620

    HIGHLY MOTIVATED SELLERS — bring us an offer! This historic 1916 home is comfortable, convenient, and move-in ready. They don’t build houses like this anymore! Featuring 4 bedrooms and 2 full baths, this home is adjacent to Washington College and walking distance from downtown Chestertown. Three finished levels and high ceilings make the home feel roomier than the square footage suggests.

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    222 Mount Vernon Ave, Chestertown, MD 21620
  • /53

    $499,900

    • 4 Beds
    • 2,524 Sq Ft

    8620 Park Dr, Chestertown, MD 21620

    Two Story Colonial on 1.37+/- acre lot, rectangular 200 x 300 ft. Approximately 2,700 sq ft. of living area in house (estimate). 4 bedrooms, 2.5 Bathrooms. 1⁄2 basement with laundry room and fix-it shop/work bench with 2 crawl spaces. Attached two-car garage with abundant built-in shelving and free-standing cabinets for lots of storage space with garage door opener on each of 2 doors. Forced Hot

    Doug Ashley Doug Ashley Realtors, LLC

    8620 Park Dr, 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; there is

    Lynn Hilfiker Gunther-McClary Real Estate

    #2 Lawton Ave, Rock Hall, MD 21661
  • /62

    $599,000

    • 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
  • /2

    $599,000

    • Land
    • 0.11 Acre
    • $5,445,455 per Acre

    0 Anglewood Rd, Kennedyville, MD 21645

    This lot is being sold with MLS listing MDKE2005748, 13983 Turners Point Road. There are deed restrictions with this lot. This lot must be maintained . No structure is allowed. Ownership of this lot provides access to the community beach and amenities and right to join the Social Organization, Kentmore Park Improvement Association (KPIA).

    Patricia Kern Gunther-McClary Real Estate

    0 Anglewood Rd, Kennedyville, MD 21645
  • /5

    $58,000

    • Land
    • 0.46 Acre
    • $126,087 per Acre

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661

    Come build your dream home. Located right off E Sharp Street on Chesapeake Villa is your .46 acre lot. Location is perfect to everything Rock Hall has to offer, from shops to restaurants to the water. Come check it out today. Lot has water/sewer hookup available, contact town of rock hall to confirm fees.

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661
  • /15

    $59,999

    • Land
    • 1.09 Acres
    • $55,045 per Acre

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678

    Set on just over 1 acre in the Village zoning district, this partially wooded property offers a rare mix of flexibility and possibility. This zoning permits a wide range of uses from single-family, multi-family, and/or townhouses, to short-term vacation rentals, and even certain commercial spaces like restaurants (without drive-thru capabilities), you have room to bring your vision to life. The

    Micheal Vakas EXP Realty, LLC

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
  • /90

    $2,400,000 Open House 5/09

    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    7989 Quaker Neck Rd, Chestertown, MD 21620

    Price Improvement! Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but high end modern upgrades, you will be living the life of luxury. Spacious rooms, magnificent views of the Chester River and your private dock with new boat lift, sandy beach, and stunning new saltwater pool. Exposed beams, scalamandre

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    7989 Quaker Neck Rd, Chestertown, MD 21620
  • /24

    $80,000

    • Land
    • 0.17 Acre
    • $470,588 per Acre

    0 1st Ave, Betterton, MD 21610

    PRICE REDUCTION!!Wonderful lot in Betterton, only 2 blocks from the beach, and your chance to make wonderful memories in this community known as the "Jewel of the Chesapeake". Betterton sits right on the upper Chesapeake Bay at the mouth of the Sassafras River, an extremely popular boating area. The beach is beautiful with calm waters and amenities for a perfect day at the beach. This

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    0 1st Ave, Betterton, MD 21610
  • /70

    $519,999 Open Sat 10AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    103 Landing Ln, Chestertown, MD 21620

    Welcome to 103 Landing Lane: a meticulously maintained 2-bedroom townhome in the desirable waterfront community of Chester River Landing. Just a short walk or bike ride into downtown Chestertown, this elegant, turn-key home offers maintenance-free living, great amenities, and easy water access to the Chester River. The welcoming foyer seamlessly flows into the rear den or office which could be

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    103 Landing Ln, Chestertown, MD 21620
  • /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
  • /2

    $10,000

    • Land
    • 0.55 Acre
    • $18,182 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Lot 60, 61, 62. No perc on file at this time. Property was tested years ago and did not perc.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually, community members have access to both Worton Wharf and Mill Creek Marinas. Ramps provide small craft access to Worton Creek.

    Michelle Abplanalp Rosendale Realty

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • /28

    $469,000

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

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

    Back on the market. 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

    Cindy Genther Rock Hall Properties Real Estate

    21090 W Sharp St Unit 112, Rock Hall, MD 21661
  • /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
  • /16

    $35,000

    • Land
    • 0.9 Acre
    • $38,889 per Acre

    0 Johnsontown Rd, Chestertown, MD 21620

    Vacant land along the Johnsontown Rd, Chestertown, MD and is conveniently located at the corner of Johnsontown Rd and Willow Oak Lane.

    David Amenyah Berkshire Hathaway HomeServices PenFed Realty

    0 Johnsontown Rd, Chestertown, MD 21620
  • /3

    $40,000

    • Land
    • 0.41 Acre
    • $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
  • /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
  • /3

    $150,000

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

    11 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

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

    $125,000

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

    12 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

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

    $110,000

    • Land
    • 0.75 Acre
    • $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
  • /3

    $175,000

    • Land
    • 0.75 Acre
    • $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

    $150,000

    • Land
    • 0.75 Acre
    • $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
  • /3

    $125,000

    • Land
    • 0.75 Acre
    • $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
  • /3

    $175,000

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

    8 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

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

    $150,000

    • Land
    • 0.75 Acre
    • $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
  • /3

    $175,000

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

    7 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

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

    $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
  • /3

    $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
  • /3

    $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

    $9,000

    • Land
    • 0.34 Acre
    • $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
  • /19

    $3,000,000

    • Land
    • 87.34 Acres
    • $34,349 per Acre

    0 Cromwell Clark Rd, Chestertown, MD 21620

    Potential for Residential Development!87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development. The 44± acres of farmland are surrounded by a forested buffer that may nicely serve the future layout and privacy of a residential community.

    BRIAN MORRIS The Land Group

    0 Cromwell Clark Rd, Chestertown, MD 21620
  • /2

    $19,900

    • Land
    • 0.11 Acre
    • $180,909 per Acre

    25034 Lambs Meadow Rd, Worton, MD 21678

    This property, situated on a 0.11-acre lot, offers a blank canvas for your vision. Located in Kent County, the existing structure presents endless possibilities for the right buyer. Take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details.

    Dustin Parker The Parker Group

    25034 Lambs Meadow Rd, Worton, MD 21678

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