217

Homes for Sale near Kent County High School

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  • 0 Beltram Rd, Chestertown, MD 21620
    0 Beltram Rd, Chestertown, MD 21620
    0 Beltram Rd, Chestertown, MD 21620
    /6

    $5,000

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

    0 Beltram Rd, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/4/2026, 10:00 AM. Bidding ends 9/8/2026, 1:30 PM. The list price is the suggested opening bid. Deposit: $5,000.This lot of land is located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property is

    Adam Shpritz Ashland Auction Group LLC

    0 Beltram Rd, Chestertown, MD 21620
  • 106 Landing Ln, Chestertown, MD 21620
    106 Landing Ln, Chestertown, MD 21620
    106 Landing Ln, Chestertown, MD 21620
    /24

    $799,900

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,092 Sq Ft

    106 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space

    Julia Hilfiker Gunther-McClary Real Estate

    106 Landing Ln, Chestertown, MD 21620
  • 12733 Still Pond Rd, Still Pond, MD 21667
    12733 Still Pond Rd, Still Pond, MD 21667
    12733 Still Pond Rd, Still Pond, MD 21667
    /25

    $289,900

    $10K PRICE DROP
    • 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
  • 8886 Georgetown Rd, Georgetown, MD 21620
    8886 Georgetown Rd, Georgetown, MD 21620
    8886 Georgetown Rd, Georgetown, MD 21620
    /3

    $69,900

    $15K PRICE DROP
    • Land
    • 4.03 Acres
    • $17,345 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
  • 23208 Buck Neck Rd, Chestertown, MD 21620
    23208 Buck Neck Rd, Chestertown, MD 21620
    23208 Buck Neck Rd, Chestertown, MD 21620
    /35

    $349,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    23208 Buck Neck Rd, Chestertown, MD 21620

    Brand new construction in Chesapeake Landing, and the primary suite is on the main level — full bath, walk-in closet, no stairs at the end of the day. That one detail is what most buyers spend months searching for and rarely find at this price.Roughly 1,600 square feet, laid out so the main floor handles everything: an open living room, a kitchen with shaker cabinets, granite counters and

    David Moore Real Broker, LLC

    23208 Buck Neck Rd, Chestertown, MD 21620
  • 14200 Metasequoia Ct, Galena, MD 21635
    14200 Metasequoia Ct, Galena, MD 21635
    14200 Metasequoia Ct, Galena, MD 21635
    /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
  • 23043 Bay Shore Spur, Chestertown, MD 21620
    23043 Bay Shore Spur, Chestertown, MD 21620
    23043 Bay Shore Spur, Chestertown, MD 21620
    /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
  • 10540 Tonopah Rd, Chestertown, MD 21620
    10540 Tonopah Rd, Chestertown, MD 21620
    10540 Tonopah Rd, Chestertown, MD 21620
    /21

    $279,000

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

    10540 Tonopah Rd, Chestertown, MD 21620

    Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here and enjoy all the Eastern Shore has to offer!

    Michele Palmer Doug Ashley Realtors, LLC

    10540 Tonopah Rd, Chestertown, MD 21620
  • 21191 W Sharp St, Rock Hall, MD 21661
    21191 W Sharp St, Rock Hall, MD 21661
    21191 W Sharp St, Rock Hall, MD 21661
    /86

    $634,999

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    21191 W Sharp St, Rock Hall, MD 21661

    Welcome to 21191 West Sharp Street - conveniently located just a few steps from downtown Main Street and the Rock Hall Marinas, this 1920s craftsman has recently undergone a remarkable renovation from top to bottom. Taken down to the framing and expanding upon the existing square footage, it was completely rebuilt by a reputable local builder. No surface was left untouched! Several interior walls

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    21191 W Sharp St, Rock Hall, MD 21661
  • 12118 Still Pond Creek Rd, Worton, MD 21678
    12118 Still Pond Creek Rd, Worton, MD 21678
    12118 Still Pond Creek Rd, Worton, MD 21678
    /35

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,322 Sq Ft

    12118 Still Pond Creek Rd, Worton, MD 21678

    Welcome to your dream home in Worton, MD! This stunning center hall Colonial-style property boasts 4 bedrooms, 2.5 bathrooms, and sits on over 6 acres of picturesque land. As you approach the home, you'll be greeted by a charming circular driveway and an oversized detached 2 car garage, perfect for storing all your vehicles and outdoor equipment. Inside, the home features beautiful hardwood

    Angela Allen Patterson-Schwartz-Hockessin

    12118 Still Pond Creek Rd, Worton, MD 21678
  • 22681 Wood Yard Ln, Chestertown, MD 21620
    22681 Wood Yard Ln, 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
  • 8630 Elm Rd, Chestertown, MD 21620
    8630 Elm Rd, Chestertown, MD 21620
    8630 Elm Rd, Chestertown, MD 21620
    /45

    $424,900

    $20K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    8630 Elm Rd, Chestertown, MD 21620

    Located in a beautiful waterfront community, this refreshed 5-bedroom, 2.5-bath home offers approximately 1,936 square feet of comfortable living space on approximately 0.38 acres. The property combines updated interiors, flexible living spaces, and the relaxed lifestyle of Maryland’s Eastern Shore.The home offers five generously sized bedrooms, providing comfortable space for family,

    Lawrence Lessin Save 6, Incorporated

    8630 Elm Rd, Chestertown, MD 21620
  • 31673 W Edge Rd, Millington, MD 21651
    31673 W Edge Rd, Millington, MD 21651
    31673 W Edge Rd, Millington, MD 21651
    /40

    $379,900

    $15K PRICE DROP
    • 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
  • 115 Chester Arms Dr, Chestertown, MD 21620
    115 Chester Arms Dr, Chestertown, MD 21620
    /2

    $263,000

    Coming Soon Sep 4
    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft

    115 Chester Arms Dr, Chestertown, MD 21620

    Welcome to 115 Chester Arms in Chestertown, MD! This 3-bedroom, 2-bath home offers a comfortable and functional layout with plenty of potential to make it your own.The home provides a nice combination of living space, comfortable bedrooms, and the convenience of two full bathrooms. Whether you're a first-time buyer, looking to downsize, or simply searching for a home in the Chestertown

    Jarnell Foster Samson Properties

    115 Chester Arms Dr, Chestertown, MD 21620
  • 0 Kinglet Rd, Chestertown, MD 21620
    0 Kinglet Rd, Chestertown, MD 21620
    /2

    $5,000

    $7K PRICE DROP
    • Land
    • 14,810 Sq Ft
    • $14,706 per Acre

    0 Kinglet Rd, Chestertown, MD 21620

    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
  • 13235 Knotts Ln, Galena, MD 21635
    13235 Knotts Ln, Galena, MD 21635
    13235 Knotts Ln, Galena, MD 21635
    /74

    $1,495,000

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

    13235 Knotts Ln, Galena, MD 21635

    HIDDEN PARADISE AWAITS AS DEER DAYS OF FALL ALMOST HERE Set your appointment for this 106 Acre Recreational Farm surrounded by woods offers a unique lifestyle for Hunting, Fishing, Horses. Privacy awaits away from the ever increasing congestion of modern day life. 26 ac grain farm plus acres of ponds, impoundments & woods. Hidden away at the end of a small country lane always a special lifestyle

    Phil Riordan Meredith Fine Properties

    13235 Knotts Ln, Galena, MD 21635
  • 37 Landing Ln, Chestertown, MD 21620
    37 Landing Ln, Chestertown, MD 21620
    37 Landing Ln, Chestertown, MD 21620
    /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
  • 21103 Striper Run, Rock Hall, MD 21661
    21103 Striper Run, Rock Hall, MD 21661
    21103 Striper Run, Rock Hall, MD 21661
    /22

    $299,900

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

    21103 Striper Run, Rock Hall, MD 21661

    Sellers are offering $5,000 in closing cost help for an acceptable offer! 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

    Courtney Chipouras TTR Sotheby's International Realty

    21103 Striper Run, Rock Hall, MD 21661
  • 21712 Centennial Ln, Rock Hall, MD 21661
    21712 Centennial Ln, Rock Hall, MD 21661
    21712 Centennial Ln, 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
  • 1003 Twin Ct, Chestertown, MD 21620
    1003 Twin Ct, Chestertown, MD 21620
    1003 Twin Ct, Chestertown, MD 21620
    /43

    $524,900

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    1003 Twin Ct, Chestertown, MD 21620

    Welcome home to this beautifully maintained and thoughtfully updated residence nestled at the end of a peaceful cul-de-sac! Originally built in 2002 and extensively renovated in 2020, this home offers the perfect combination of timeless design, modern updates, and comfortable living. Hickory flooring flows throughout the main living areas and bedrooms, while LVP flooring provides durability and

    Jody Baker Cross Street Realtors LLC

    1003 Twin Ct, Chestertown, MD 21620
  • 12714 Still Pond Rd, Still Pond, MD 21667
    12714 Still Pond Rd, Still Pond, MD 21667
    12714 Still Pond Rd, Still Pond, MD 21667
    /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
  • 31923 River Park Rd, Millington, MD 21651
    31923 River Park Rd, Millington, MD 21651
    31923 River Park Rd, Millington, MD 21651
    /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
  • 302 S Mill St, Chestertown, MD 21620
    302 S Mill St, Chestertown, MD 21620
    302 S Mill St, Chestertown, MD 21620
    /17

    $1,195,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    302 S Mill St, Chestertown, MD 21620

    Remarkable downtown Chestertown development opportunity outside the Historic District. Incredible potential for a builder or a unique property for a private homesite. Directly adjacent to the Chestertown walking rail trail and just steps from downtown Chestertown while overlooking the Lawrence Wetland Preserve, rolling meadows and Radcliffe Creek behind. Sale includes two parcels - 302 S Mill

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    302 S Mill St, Chestertown, MD 21620
  • 117 N Water St Unit 2B, Chestertown, MD 21620
    117 N Water St Unit 2B, Chestertown, MD 21620
    117 N Water St Unit 2B, 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
  • 14 Wilson Point Rd, Galena, MD 21635
    14 Wilson Point Rd, Galena, MD 21635
    14 Wilson Point Rd, Galena, MD 21635
    /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
  • 0 Dutchtown Rd, Still Pond, MD 21667
    0 Dutchtown Rd, Still Pond, MD 21667
    /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
  • 25124 E Kentfield Rd, Worton, MD 21678
    25124 E Kentfield Rd, Worton, MD 21678
    25124 E Kentfield Rd, Worton, MD 21678
    /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
  • 3 Haacke Dr, Chestertown, MD 21620
    3 Haacke Dr, Chestertown, MD 21620
    3 Haacke Dr, Chestertown, MD 21620
    /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
  • 26765 Dutchtown Rd, Still Pond, MD 21667
    26765 Dutchtown Rd, Still Pond, MD 21667
    26765 Dutchtown Rd, Still Pond, MD 21667
    /15

    $125,000

    $64K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $250,000 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
  • 8184 Rock Hall Rd, Chestertown, MD 21620
    8184 Rock Hall Rd, Chestertown, MD 21620
    8184 Rock Hall Rd, Chestertown, MD 21620
    /36

    $38,200,000

    • 4 Beds
    • 2 Baths
    • 2,330 Sq Ft

    8184 Rock Hall Rd, Chestertown, MD 21620

    Tulip Forest, a farm defined by scale, stewardship, and long-term value. Recognized as a premier sporting estate, this legacy holding property is the kind of asset that seldom comes to market on Maryland's Upper Eastern Shore. 1,054 +/- acres held intact under one ownership: 680 tillable acres, 272 acres of timber, 5 ponds, 3 impoundments, 26.75-acre wetlands restoration project, 45 acres CRP, a

    Joe Hickman Cross Street Realtors LLC

    8184 Rock Hall Rd, Chestertown, MD 21620
  • 0 Lenapah Rd, Chestertown, MD 21620
    0 Lenapah Rd, Chestertown, MD 21620
    0 Lenapah Rd, Chestertown, MD 21620
    /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 9/4/2026, 10:00 AM. Bidding ends 9/8/2026, 2:00 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
  • 21090 W Sharp St Unit 133, Rock Hall, MD 21661
    21090 W Sharp St Unit 133, Rock Hall, MD 21661
    21090 W Sharp St Unit 133, Rock Hall, MD 21661
    /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
  • 7828 Country Club Ln, Chestertown, MD 21620
    7828 Country Club Ln, Chestertown, MD 21620
    7828 Country Club Ln, Chestertown, MD 21620
    /68

    $799,000

    • 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
  • 21123 Striper Run, Rock Hall, MD 21661
    21123 Striper Run, Rock Hall, MD 21661
    21123 Striper Run, Rock Hall, MD 21661
    /36

    $389,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    21123 Striper Run, Rock Hall, MD 21661

    Rent Now. Buy Later. Qualified buyers have the opportunity to Rent with the Option to Buy, making homeownership possible while allowing additional time to prepare for closing. Contact the listing agents for details and qualification requirements. Beautiful 2,040 sq. ft. Richland Builders end-unit townhome situated on a premium oversized lot in the heart of Rock Hall. This spacious coastal home

    susan taylor Chaney Homes, LLC

    21123 Striper Run, Rock Hall, MD 21661
  • 22400 Great Oak Landing Rd, Chestertown, MD 21620
    22400 Great Oak Landing Rd, Chestertown, MD 21620
    22400 Great Oak Landing Rd, Chestertown, MD 21620
    /61

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,864 Sq Ft

    22400 Great Oak Landing Rd, Chestertown, MD 21620

    Welcome to this beautifully crafted home in the water-oriented community of Great Oak Estates, just outside of Chestertown on Maryland’s Eastern Shore. Nestled in a peaceful setting that backs to woods alive with songbirds and butterflies, this high-quality residence offers an easy-flow floor plan designed for both lively gatherings and quiet private moments. A soaring two-story foyer greets

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    22400 Great Oak Landing Rd, Chestertown, MD 21620
  • 103 Sutton Way, Chestertown, MD 21620
    103 Sutton Way, Chestertown, MD 21620
    103 Sutton Way, Chestertown, MD 21620
    /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
  • 6746 Quaker Neck Rd, Chestertown, MD 21620
    6746 Quaker Neck Rd, Chestertown, MD 21620
    6746 Quaker Neck Rd, Chestertown, MD 21620
    /50

    $349,000

    $96K PRICE DROP
    • 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
  • Lot 30 Hagy Rd, Rock Hall, MD 21661
    Lot 30 Hagy Rd, Rock Hall, MD 21661
    Lot 30 Hagy Rd, 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 updated and

    Julia Hilfiker Gunther-McClary Real Estate

    Lot 30 Hagy Rd, Rock Hall, MD 21661
  • 9 Wilson Point Rd, Galena, MD 21635
    9 Wilson Point Rd, Galena, MD 21635
    9 Wilson Point Rd, Galena, MD 21635
    /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
  • 0 Montgomery Unit MDKE2003418, Chestertown, MD 21620
    0 Montgomery Unit MDKE2003418, Chestertown, MD 21620
    /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

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