11

Kent County MD Homes under $500,000

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  • 110 Trafford Dr, Chestertown, MD 21620
    110 Trafford Dr, Chestertown, MD 21620
    110 Trafford Dr, Chestertown, MD 21620
    /26

    $465,000 Open House 4/12

    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft

    110 Trafford Dr, Chestertown, MD 21620

    Here’s the opportunity buyers wait for. A classic Colonial in sought-after Coventry Farms, priced where this neighborhood rarely plays, offering space, comfort, and the chance to build equity while you live well. Step inside and you’re welcomed by a warm, traditional layout that just feels right. Accent walls add personality, the formal dining room sets the stage for holidays and celebrations,

    Agent Photo

    Debbi Rivero

    RE/MAX Advantage Realty

    (410) 406-7422

    110 Trafford Dr, Chestertown, MD 21620
  • 20812 Mercer Ave, Rock Hall, MD 21661
    20812 Mercer Ave, Rock Hall, MD 21661
    20812 Mercer Ave, Rock Hall, MD 21661
    /41

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    20812 Mercer Ave, Rock Hall, MD 21661

    Welcome to this beautifully updated 3-bedroom, 1.5-bath rancher offering 1,344 sq ft of comfortable, energy-efficient living. Thoughtfully improved since 2018, this home blends modern upgrades with inviting indoor and outdoor spaces. Step inside to find newer laminate flooring, updated baseboards, and a fully remodeled kitchen featuring soft-close cabinetry, butcher block countertops, and

    Cindy Genther Rock Hall Properties Real Estate

    20812 Mercer Ave, Rock Hall, MD 21661
  • 201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    /24

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    201 Birch Run Rd, Chestertown, MD 21620

    *****PRICED $30,000 UNDER THE RECENT APPRAISED VALUE***** One floor living, a wood burning fireplace, and hardwood floors help this represent the cozy but elevated Eastern Shore lifestyle. The Mile Tree Village community is tucked on a quiet cul-de-sac with views of the Chester River. The home has been thoughtfully improved with major 2021 updates including joist replacement, flooring, crawl

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    201 Birch Run Rd, Chestertown, MD 21620
  • 11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    /21

    $480,000

    • 4 Beds
    • 2 Baths
    • 2,156 Sq Ft

    11944 Augustine Herman Hwy, Kennedyville, MD 21645

    Step into timeless charm with modern updates in this beautifully renovated early 1900s home located in the heart of Kennedyville. Offering 4 bedrooms, 2 full baths, and a versatile third-floor loft, this home seamlessly blends classic character with today’s conveniences. From the moment you arrive, you’ll be drawn to the inviting wraparound front porch—perfect for relaxing and enjoying small-town

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    11944 Augustine Herman Hwy, Kennedyville, MD 21645
  • 1 Idlewhile Ave Unit 4, Betterton, MD 21610
    1 Idlewhile Ave Unit 4, Betterton, MD 21610
    1 Idlewhile Ave Unit 4, Betterton, MD 21610
    /26

    $449,000

    • 3 Beds
    • 2.5 Baths

    1 Idlewhile Ave Unit 4, Betterton, MD 21610

    Crew's Landing 3 bedroom Townhouse, located in Betterton, The Jewel of the Chesapeake. This 12 unit complex has become a premier waterfront community on the upper Bay. Located on a 5 acre setting of beautiful landscape offering carefree living. It includes a community dock and a great private sandy beach. The unit has had upgrades with wood plank tile floors, kitchen with granite countertops, and

    Ashton Kelley Gunther-McClary Real Estate

    1 Idlewhile Ave Unit 4, Betterton, MD 21610
  • 109 S College Ave, Chestertown, MD 21620
    109 S College Ave, Chestertown, MD 21620
    109 S College Ave, Chestertown, MD 21620
    /24

    $419,900

    • 3 Beds
    • 2.5 Baths
    • 1,216 Sq Ft

    109 S College Ave, Chestertown, MD 21620

    Charming Move-In Ready Colonial in the Heart of Town This beautifully updated Colonial blends timeless character with modern comfort. Ideally located within walking distance of local restaurants, shops, and the scenic waterfront, it offers the perfect combination of charm and convenience. The exterior showcases classic Colonial appeal with vibrant shutters, fresh paint, new roof, gutters, doors,

    Jeff Guthrie Taylor Properties

    109 S College Ave, Chestertown, MD 21620
  • 5827 S Hawthorne Ave, Rock Hall, MD 21661
    5827 S Hawthorne Ave, Rock Hall, MD 21661
    5827 S Hawthorne Ave, Rock Hall, MD 21661
    /58

    $437,500

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    5827 S Hawthorne Ave, Rock Hall, MD 21661

    Just a block and a half from the water, this adorable Cape Cod is the retreat you’ve been dreaming of. Whether you’re looking for a peaceful primary residence, a weekend or vacation getaway, or an investment property to Airbnb, this home perfectly balances cozy character with nearby conveniences. Peace and quiet doesn’t mean being disconnected. You're just a short stroll or drive from downtown

    Amy Mullen Iron Valley Real Estate Ocean City

    5827 S Hawthorne Ave, Rock Hall, MD 21661
  • 201 Ericsson Ave, Betterton, MD 21610
    201 Ericsson Ave, Betterton, MD 21610
    201 Ericsson Ave, Betterton, MD 21610
    /45

    $489,900

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

    201 Ericsson Ave, Betterton, MD 21610

    Phenomenal 3.75 acres+- in sought after Betterton. The hidden bay front town retreat from the past.Rolling pasture like setting with specimen trees. Farmhouse style home with pinewood floors perched up high overlooking the property. Detached garage and 2 other large sheds on the property. Craftsman's dream. Deer and all other creatures abound. Short walk to town beach, gazebo and boat ramp.

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    201 Ericsson Ave, Betterton, MD 21610
  • 222 Mount Vernon Ave, Chestertown, MD 21620
    222 Mount Vernon Ave, Chestertown, MD 21620
    222 Mount Vernon Ave, Chestertown, MD 21620
    /29

    $444,999

    • 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
  • 8620 Park Dr, Chestertown, MD 21620
    8620 Park Dr, Chestertown, MD 21620
    8620 Park Dr, Chestertown, MD 21620
    /53

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 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

    Doug Ashley Doug Ashley Realtors, LLC

    8620 Park Dr, Chestertown, MD 21620
  • 21090 W Sharp St Unit 112, Rock Hall, MD 21661
    21090 W Sharp St Unit 112, Rock Hall, MD 21661
    21090 W Sharp St Unit 112, Rock Hall, MD 21661
    /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
Maryland Kent County

Real Estate & Homes in Kent County, MD under $500,000

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