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Chesapeake City, MD Homes for Sale

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  • /31

    $525,000

    • 5 Beds
    • 1.5 Baths
    • 2,176 Sq Ft

    306 Bohemia Ave, Chesapeake City, MD 21915

    Welcome to the Johnson-Lindsey House, a rare opportunity to own a piece of Chesapeake City’s history. Located in the heart of the Historic District, this Federal-style home was built around 1850 by Joseph W. Lindsey, the town’s sawmill and lumber yard owner. Zoned Village Center (VC), the property offers incredible flexibility for residential or commercial use, making it ideal for those looking

    Agent Photo

    Tinamarie Reamy

    Coldwell Banker Chesapeake Real Estate

    (443) 219-1694

    306 Bohemia Ave, Chesapeake City, MD 21915
  • /30

    $1,198,000

    • 4 Beds
    • 3 Baths
    • 2,016 Sq Ft

    19 Tower Rd, Chesapeake City, MD 21915

    Waterfront Home on the Elk River!Experience breathtaking views as ships from around the world glide by from your own backyard. This spacious and versatile home features 4+ bedrooms and 3 full baths, offering incredible potential to customize and make it your own. The main level boasts 2 bedrooms, a welcoming great room with a cozy fireplace, a dining area, and an eat-in kitchen—perfect for

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 498-8122

    19 Tower Rd, Chesapeake City, MD 21915
  • /18

    $350,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    31 Vanderlyn Dr, Chesapeake City, MD 21915

    There’s no place like home! Welcome to your dream ranch home on over 1.3 acres in a highly sought-after location off of Town Point Road in Chesapeake City. This charming home offers effortless one-level living with 3 spacious bedrooms and 2 full bathrooms on the main floor. The finished basement provides additional space and potential for customization. Enjoy outdoor living with a welcoming front

    Kristin Lewis Integrity Real Estate

    31 Vanderlyn Dr, Chesapeake City, MD 21915
  • /16

    $115,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    3 Buddy Blvd, Chesapeake City, MD 21915

    Honey stop the car!! Affordable year round doublewide within minutes to public boat launching, dining & shops to peruse. Sit & relax in Pell Gardens & watch the boats, ships go through the C&D Canal. Enjoy the historical town of Chesapeake City. Venture across to the North side of Chesapeake City and travel along the canal on the Ben Cardin C& D Canal Trail by foot or bicycle. The trail goes

    Dottie Walker Empower Real Estate, LLC

    3 Buddy Blvd, Chesapeake City, MD 21915
  • /43

    $700,000

    • 4 Beds
    • 2.5 Baths
    • 2,830 Sq Ft

    2314 Old Telegraph Rd, Chesapeake City, MD 21915

    Rural Chesapeake City location! Off the beaten path and in the heart of horse country, recently updated, 4 bedroom, 2 1/2 bath rancher situated on 4.19 private acres, offering 2,810 sq. ft. of open and airy living space and located in the Bo Manor School District. As you enter you will be greeted with beautiful LVP flooring, neutral color palate and a spacious living room offering a cozy Harman

    Wanda Jackson RE/MAX Chesapeake

    2314 Old Telegraph Rd, Chesapeake City, MD 21915
  • /10

    $154,900

    • Land
    • 1.53 Acres
    • $101,242 per Acre

    0 Mt Nebo Rd Unit MDCC2016700, Chesapeake City, MD 21915

    Welcome to Chesapeake City! This level, easily accessed lot has been described as a "builder's dream lot." Your plans and your vision to build a custom home, that you have always wanted, is right here! It sits along a no outlet private road, only two homes beyond, offering 150 feet of road frontage. Take a stroll down Mt Nebo Road to the Chesapeake Inn and surrounding historic downtown. Quiet

    Kathy Shearon Integrity Real Estate

    0 Mt Nebo Rd Unit MDCC2016700, Chesapeake City, MD 21915
  • /26

    $1,200,000

    • 6 Beds
    • 5.5 Baths
    • 3,757 Sq Ft

    280 Hollywood Beach Rd, Chesapeake City, MD 21915

    Best of everything on the water. Build you own dock or ask about the possible deep water community boat slips. Community boat ramp. You will own a private sandy beach 100 feet wide off your deck. No better views anywhere. Total of five bedrooms and three full baths. Finished en suite above garage with separate entrance and full bath. Oversized garage with full garage doors on both ends.

    Rodman Mullins Sterling Real Estate LLC

    280 Hollywood Beach Rd, Chesapeake City, MD 21915
  • /35

    $1,900,000

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    3695 Augustine Herman Hwy, Chesapeake City, MD 21915

    Outstanding working 67 stall horse farm in the lovely expansive horse country in South Chesapeake City. A Must See property for those seeking a wonderful horse show, broodmare, lay-up or hunter jumper operation. Manager’s house included. Several lovely homesite possibilities exist for a main residence. 25 minutes to Fair Hill, 25 minutes to Delaware Park, situated within 3 miles of marinas, near

    A. John Price Patterson-Schwartz Real Estate

    3695 Augustine Herman Hwy, Chesapeake City, MD 21915
  • /32

    $209,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    340 Cayots Corner Rd, Chesapeake City, MD 21915

    Welcome Home to 340 Cayots Corner! This 3 Bedroom, 1 Bathroom home has the space you need to create a life you desire. Boasting an array of sleek finishes throughout this home has so much to offer! Spacious living room, fully updated kitchen with S/S appliances, white shaker cabinets, quartz counters and more! 3 spacious bedrooms and full bathroom. All new flooring throughout, freshly

    Lois Alberti Alberti Realty, LLC

    340 Cayots Corner Rd, Chesapeake City, MD 21915
  • /12

    $57,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    38 Buddy Blvd, Chesapeake City, MD 21915

    Welcome to 38 Buddy Blvd in Chesapeake City. This single wide is ready for its new owners. Current lot rent for the home is $716.00 per month this includes water sewer and trash (buyer to verify with park) Pets are welcome breed restrictions do apply. Three beds and one bath room the home has newer flooring and carpets installed over the last year. More updates include kitchen, living room

    Eric Wade Integrity Real Estate

    38 Buddy Blvd, Chesapeake City, MD 21915
  • /110

    $1,589,000

    • 9 Beds
    • 10 Baths
    • 7,044 Sq Ft

    300 Bohemia Ave, Chesapeake City, MD 21915

    Let's take a walk back into history, welcome to the Blue Max Inn. The Blue Max Inn is a charming Bed and Breakfast Inn, located in Chesapeake City, Maryland. Situated in the heart of this historic waterfront town, the inn is a favorite destination for those seeking a peaceful getaway along the Chesapeake and Delaware Canal. The Blue Max Inn is housed in a beautifully restored Victorian home,

    Joseph A Zang III RE/MAX Chesapeake

    300 Bohemia Ave, Chesapeake City, MD 21915
  • /24

    $128,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    23 Buddy Blvd, Chesapeake City, MD 21915

    Welcome Home to this 3 bedroom, 2 bath home located in Chesapeake Estates complete with a beautiful front deck and side deck . Enter into the large living room with bay window, the beautiful open floor plan flows into the kitchen and dining room with a wood burning fire place and slider to garden and shed area. The master suite offers a large master bath with a large tub, stand up shower, and

    Stacie Burris Douglas Realty, LLC

    23 Buddy Blvd, Chesapeake City, MD 21915
  • /32

    $200,000

    • Land
    • 2.30 Acres
    • $86,957 per Acre

    00 Nicolas Loop, Chesapeake City, MD 21915

    Bridgepoint Townhomes is a townhome development of 19 units with four townhome groups. Currently, one group of the five units was completed in 2010. 14 buildable townhome lots are being sold as a group to be developed. The current owner has all engineering completed, including a fully updated stormwater plan and full record plan approval. The next step would be architectural approval on the

    Amber Durand Patterson-Schwartz Real Estate

    00 Nicolas Loop, Chesapeake City, MD 21915
  • /67

    $2,799,999

    • 4 Beds
    • 5 Baths
    • 7,166 Sq Ft

    1400 Town Point Rd, Chesapeake City, MD 21915

    Bohemia Hall is aptly named for its commanding views over the expansive Bohemia River which feeds into the Chesapeake Bay at the confluence of the Elk River (intercoastal waterway). The elegant brick and frame manor house (circa 1995) boasts approximately 4400 square feet, with an additional 2,763 square feet of space including home gym, powder room and storage, on 11 acres +/- of country living

    A. John Price Patterson-Schwartz Real Estate

    1400 Town Point Rd, Chesapeake City, MD 21915
  • /3

    $675,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    31 Riverview Ave, Chesapeake City, MD 21915

    Ask about deepwater 12 foot wide boat slip. This unique home is being built with open space kitchen and living area due to wide open view of the water. Home is 150 feet from water. 1500 sq feet living space total. First floor 3 bedrooms and two full baths. Arrive at the second floor and there is a powder room, complete open kitchen with open living area. First floor master has private full bath

    Rodman Mullins Sterling Real Estate LLC

    31 Riverview Ave, Chesapeake City, MD 21915
  • /16

    $100,000

    • Land
    • 2.13 Acres
    • $46,948 per Acre

    00 Nicholas Loop, Chesapeake City, MD 21915

    ABSOLUTE ONLINE REAL ESTATE AUCTION TO THE HIGHEST BIDDER OVER $100,000!! Online Bidding Opens - Monday, May 19, 2025. Online Bidding Closes - Wednesday, May 21, 2025 at 1:00 PM. List price is opening bid only. Bridgepoint Town Homes (a/k/a Bridge Point) is a nineteen unit subdivision, located just south of the Chesapeake City C&D Canal Bridge. Five townhomes have been constructed. The auction

    Daniel Billig A.J. Billig & Company

    00 Nicholas Loop, Chesapeake City, MD 21915

Frequently Asked Questions

What are the most popular zip codes in Chesapeake City, MD?
The most popular zip codes in Chesapeake City, MD include 19709, 21921, 19977, 19805 and 19720.
What are the most popular neighborhoods near Chesapeake City, MD?
The most popular neighborhoods near Chesapeake City, MD are Kirkwood, Glasgow, Saint Georges, Southern Newark and Brookside.
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