12

Kent County MD Open Houses

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  • 24204 Drayton Landing Dr, Worton, MD 21678
    24204 Drayton Landing Dr, Worton, MD 21678
    24204 Drayton Landing Dr, Worton, MD 21678
    /46

    $699,900 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft

    24204 Drayton Landing Dr, Worton, MD 21678

    Privacy meets modern updates on two private acres in the sought-after Kinnaird’s Point community. This thoughtfully renovated home offers a peaceful setting with convenient access to the water, located just minutes from both Chestertown and Rock Hall. The property includes two community waterfront access points, featuring a private swim beach and boat launch along Still Pond Creek and Churn

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (443) 594-6295

    24204 Drayton Landing Dr, Worton, MD 21678
  • 4819 Eastern Neck Rd, Rock Hall, MD 21661
    4819 Eastern Neck Rd, Rock Hall, MD 21661
    4819 Eastern Neck Rd, Rock Hall, MD 21661
    /20

    $685,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft

    4819 Eastern Neck Rd, Rock Hall, MD 21661

    Custom-built and thoughtfully designed, this stunning one-level home offers the perfect blend of privacy, quality, and Eastern Shore charm on 2.5 serene acres just across from the Chester River and only two miles from the quaint waterfront town of Rock Hall. Built to the highest of standards in 2022, this newer home showcases designer touches throughout with an open, airy layout featuring three

    Jennifer Chaney Chaney Homes, LLC

    4819 Eastern Neck Rd, Rock Hall, MD 21661
  • 407 High St, Chestertown, MD 21620
    407 High St, Chestertown, MD 21620
    407 High St, Chestertown, MD 21620
    /58

    $828,000 Open Sat 10AM - 1PM

    • 3 Beds
    • 4.5 Baths
    • 3,047 Sq Ft

    407 High St, Chestertown, MD 21620

    Built in 1780/1840, "Highcroft" is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor and a long driveway for tons of off-street parking. 3 bedrooms, 4 full baths and 1 half bath. Primary bedroom has his and hers private baths. 8.2 kw solar array on the garage. EV level 2 charger. Easy room flow from front to back

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    407 High St, Chestertown, MD 21620
  • 5807 Blue Claw Ct, Rock Hall, MD 21661
    5807 Blue Claw Ct, Rock Hall, MD 21661
    5807 Blue Claw Ct, Rock Hall, MD 21661
    /40

    $598,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,672 Sq Ft

    5807 Blue Claw Ct, Rock Hall, MD 21661

    Welcome to luxury living in Waterman’s Estates in the heart of Rock Hall! This beautifully updated 4-bedroom, 3-bath home offers over 2,600 square feet of light-filled living space with soaring vaulted ceilings and an open, inviting floor plan. Propane fireplaces in the living and family rooms create a warm and welcoming focal point, while plenty of storage throughout the home adds everyday

    Cindy Genther Rock Hall Properties Real Estate

    5807 Blue Claw Ct, Rock Hall, MD 21661
  • 7989 Quaker Neck Rd, Chestertown, MD 21620
    7989 Quaker Neck Rd, Chestertown, MD 21620
    7989 Quaker Neck Rd, Chestertown, MD 21620
    /90

    $2,400,000 Open Sat 11AM - 1PM

    • 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
  • 105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    /48

    $1,295,500 Open Sat 10AM - 12PM

    • 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
  • 22360 Great Oak Landing Rd, Chestertown, MD 21620
    22360 Great Oak Landing Rd, Chestertown, MD 21620
    22360 Great Oak Landing Rd, Chestertown, MD 21620
    /11

    $525,000 Open House 5/17

    • 5 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    22360 Great Oak Landing Rd, Chestertown, MD 21620

    Nestled in the natural serene of Great Oak Estates, this beautiful 5 bedroom, 3.5 bathroom Nanicoke Home offers a flexible floor plan, updated kitchen, spacious backyard, and brand new Florida/Sun room, designed for both relaxation and entertaining. The heart of the home feautures a gourmet kitchen with granite counter tops, SS appliances, custom built ins, and connects to the family room with an

    Michele Palmer Doug Ashley Realtors, LLC

    22360 Great Oak Landing Rd, 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

    $310,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    21103 Striper Run, Rock Hall, MD 21661

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

    Courtney Chipouras TTR Sotheby's International Realty

    21103 Striper Run, Rock Hall, MD 21661
  • 103 Metcalf Rd, Chestertown, MD 21620
    103 Metcalf Rd, Chestertown, MD 21620
    103 Metcalf Rd, Chestertown, MD 21620
    /22

    $259,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    103 Metcalf Rd, Chestertown, MD 21620

    Brand new home in Historic Chestertown available for move-in now. This home features luxury vinyl plank flooring throughout, a spacious living room, eat-in kitchen with white shaker cabinets, granite countertops, and stainless steel appliances, plus a covered patio off the kitchen for outdoor enjoyment. Upstairs you’ll find generously sized bedrooms including a large primary suite with walk-in

    David Moore Real Broker, LLC

    103 Metcalf Rd, Chestertown, MD 21620
  • 103 Trafford Dr, Chestertown, MD 21620
    103 Trafford Dr, Chestertown, MD 21620
    103 Trafford Dr, Chestertown, MD 21620
    /66

    $419,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    103 Trafford Dr, Chestertown, MD 21620

    PRICE IMPROVEMENT: exceptional value? Priced BELOW 2025 Appraisal!! Instant equity! NOTE: Zillow's property taxes are incorrect: correct annual property taxes are $4,338. Welcome to 103 Trafford Drive; an exceptionally maintained 3 bedroom home just minutes from downtown Chestertown. Nestled in family-friendly Coventry Farms Community, this Colonial-style residence has been recently updated in

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    103 Trafford Dr, Chestertown, MD 21620
  • 6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    /12

    $425,000 Open House 5/30

    • 2 Beds
    • 1.5 Baths
    • 2,368 Sq Ft

    6202 Rock Hall Rd, Rock Hall, MD 21661

    This unique mixed-use property offers exceptional flexibility and opportunity just outside the town of Rock Hall. The first floor features a versatile storefront currently operating as a bookstore, with a history of successful uses including a fabric studio, pottery studio, marine engine shop, and appliance store—showcasing its adaptability for a wide range of business ventures. The second-floor

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    6202 Rock Hall Rd, Rock Hall, MD 21661
  • 11060 Plum Dr, Worton, MD 21678
    11060 Plum Dr, Worton, MD 21678
    11060 Plum Dr, Worton, MD 21678
    /14

    $299,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    11060 Plum Dr, Worton, MD 21678

    Discover this beautiful 3-bedroom Cape Cod home in the heart of Worton, Maryland, conveniently located near local amenities and scenic Eastern Shore attractions. Thoughtfully updated with over $20,000 in upgrades, this residence effortlessly blends classic charm with modern comfort. The inviting living spaces feature abundant natural light and elegant finishes throughout. The upgraded kitchen is

    ALICE BENNETT Patterson-Schwartz Real Estate

    11060 Plum Dr, Worton, MD 21678
Maryland Kent County

Open Houses in Kent County, MD

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