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Kennedyville, MD Homes for Sale

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  • 11989 Augustine Herman Hwy, Kennedyville, MD 21645
    11989 Augustine Herman Hwy, Kennedyville, MD 21645
    11989 Augustine Herman Hwy, Kennedyville, MD 21645
    /4

    $245,000

    Coming Soon
    • Studio
    • 2,718 Sq Ft

    11989 Augustine Herman Hwy, Kennedyville, MD 21645

    Prime duplex opportunity in Kennedyville with immediate positive cash flow potential and plenty of future potential. This versatile property offers an exceptional opportunity for a wide range of buyers, from first-time home buyers looking for added flexibility, to downsizers seeking a manageable home with supplemental income or multigenerational households in need of separate yet connected living

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 846-6502

    11989 Augustine Herman Hwy, Kennedyville, MD 21645
  • 11930 Kennedyville Rd, Kennedyville, MD 21645
    11930 Kennedyville Rd, Kennedyville, MD 21645
    /2

    $75,000

    $20K PRICE DROP
    • Land
    • 16,553 Sq Ft
    • $197,366 per Acre

    11930 Kennedyville Rd, Kennedyville, MD 21645

    Seller Says Bring All Offers! This rural 0.38-acre lot presents a unique investment opportunity in a quaint small-town atmosphere. The property is cleared and ready for your building plans, offering a blank canvas for various residential projects. With road frontage, it ensures easy access and visibility, enhancing its appeal for future buyers or renters. Notably, the lot is not currently in

    Lori Cichocki-Leonardi Remax Vision

    11930 Kennedyville Rd, Kennedyville, MD 21645
  • 14136 Kentmore Park Rd, Kennedyville, MD 21645
    14136 Kentmore Park Rd, Kennedyville, MD 21645
    14136 Kentmore Park Rd, Kennedyville, MD 21645
    /54

    $525,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,132 Sq Ft

    14136 Kentmore Park Rd, Kennedyville, MD 21645

    Kentmore Park cottage. Originally built in 1953. Major renovation in 2006 adding bedrooms, bathroom, basement, large light filled gathering room. The rear deck has space for outdoor dining and privacy. The perfect get away or primary residence. Well maintained. Four bedrooms and two baths. One bath reconfigured with stack washer and dryer. Could be returned to full bath when relocating washer and

    Patricia Kern Gunther-McClary Real Estate

    14136 Kentmore Park Rd, Kennedyville, MD 21645
  • 11942 Flour Mill St, Kennedyville, MD 21645
    11942 Flour Mill St, Kennedyville, MD 21645
    11942 Flour Mill St, Kennedyville, MD 21645
    /27

    $350,000

    • 4 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    11942 Flour Mill St, Kennedyville, MD 21645

    Colonial in Kennedyville overlooking the pond. Situated on a corner lot with a private driveway behind the house. 2 car attached garage, 4 bedrooms and 2.5 baths. Gas fireplace. Large mudroom with laundry. Partially finished basement with new carpeting. Lovely front porch for relaxing and enjoying the view.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    11942 Flour Mill St, Kennedyville, MD 21645
  • 11976 Flour Mill St, Kennedyville, MD 21645
    11976 Flour Mill St, Kennedyville, MD 21645
    11976 Flour Mill St, Kennedyville, MD 21645
    /28

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    11976 Flour Mill St, Kennedyville, MD 21645

    Welcome to 11976 Flour Mill Street in the charming Village at Kennedyville! Nestled in the heart of this small-town community, this well-maintained 3-bedroom, 2-bath rancher offers comfortable one-level living with an inviting open floor plan perfect for everyday living and entertaining alike. Enjoy relaxing mornings on the welcoming front porch or unwind on the spacious back deck overlooking the

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    11976 Flour Mill St, Kennedyville, MD 21645
  • 11901 Dairy St, Kennedyville, MD 21645
    11901 Dairy St, Kennedyville, MD 21645
    11901 Dairy St, Kennedyville, MD 21645
    /33

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,458 Sq Ft

    11901 Dairy St, Kennedyville, MD 21645

    Spacious home in Kenndyville with lots of amenities. Featuring 4 bedrooms and 2.5 baths with a large kitchen with granite countertops, living room with gas fireplace, 2-car detached garage, and a huge unfinished basement. Plenty of storage. Deck off the living room leads to a partially fenced back yard. Just a short drive to downtown Chestertown.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    11901 Dairy St, Kennedyville, MD 21645
  • 11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    11944 Augustine Herman Hwy, Kennedyville, MD 21645
    /21

    $450,000

    $30K PRICE DROP
    • 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
Maryland Kent County Kennedyville

Real Estate & Homes for Sale in Kennedyville, MD

Frequently Asked Questions

What are the most popular zip codes in Kennedyville, MD?
The most popular zip codes in Kennedyville, MD include 21645, 21667, 21620, 21678 and 21919.
What are the most popular neighborhoods near Kennedyville, MD?
The most popular neighborhoods near Kennedyville, MD are Long Bar Harbor and Hollywoods.
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