1,797

Chesapeake City, MD Homes

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  • /35

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    330 Cecil St, Chesapeake City, MD 21915

    On the North side of the Canal, imagine sipping your morning coffee on the expansive front and back decks of this custom-built home. Located within walking distance of the highly desirable C & D Canal waterfront trail, this home offers access to one of Maryland's most scenic and walkable spots- perfect for biking, jogging, or a leisurely stroll. Walk to dinner at the beloved Schaeffer's Canal

    Anne Peoples Patterson-Schwartz Real Estate

    330 Cecil St, Chesapeake City, MD 21915
  • /24

    $335,000 Sold Sep 25, 2025

    339 Cecil St, Chesapeake City, MD 21915

    • 3 Beds
    • 1.5 Baths
    • 1,380 Sq Ft
    • Built 1919

    Last Sold Summary

    • $243/SF
    • 19 Days On Market

    Current Estimated Value $341,518

    Last Listing Agent Terry Mulkins Patterson-Schwartz-Newark

    339 Cecil St, Chesapeake City, MD 21915
    • /44

      Est $307,714 Not Listed For Sale

      208 George St, Chesapeake City, MD 21915

      • 3 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 1896
      208 George St, Chesapeake City, MD 21915

      Last Sold Summary

      • 8% Above List Price
      • $172/SF
      • 49 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Amber Durand Patterson-Schwartz Real Estate

  • /32

    $550,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    31 Riverview Ave, Chesapeake City, MD 21915

    Ask about a boat slips. Two Decks that have unobstructed views of the water for miles. Home is situated 150 Feet from water and one block from marina and private beach-park. OPen floor plan living area 2.5 baths. First floor master has private full bath with laundry and slider going to backyard. All new appliances. This home is completely new. The lot is 100 feet deep. Newer shed. New well,

    Rodman Mullins Sterling Real Estate LLC

    31 Riverview Ave, Chesapeake City, MD 21915
  • /40

    $285,000 Sold Aug 12, 2025

    346 Cecil St, Chesapeake City, MD 21915

    • 2 Beds
    • 1 Bath
    • 1,076 Sq Ft
    • Built 1900

    Last Sold Summary

    • $265/SF
    • 4 Days On Market

    Current Estimated Value $287,631

    Last Listing Agent Wanda Jackson RE/MAX Chesapeake

    346 Cecil St, Chesapeake City, MD 21915
    • /38

      Not Listed For Sale

      2 Mallard Dr, Chesapeake City, MD 21915

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 2000
      2 Mallard Dr, Chesapeake City, MD 21915

      Last Sold Summary

      • $92/SF
      • 68 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Cassandra Peters Long & Foster

  • /52

    $934,900

    • 3 Beds
    • 2 Baths
    • 2,480 Sq Ft

    240 Randalia Rd, Chesapeake City, MD 21915

    Come home to a beautifully updated farmhouse set on more than 15 private acres in the heart of Cecil County horse country, near the end of a quiet, dead-end road, seconds from the C&D Canal. Enjoy panoramic sunsets and peaceful mornings from the wraparound porch, the perfect place to take in the surrounding views. Inside, the home features meticulous updates completed over the past five years,

    Donna Harrington Coldwell Banker Realty

    240 Randalia Rd, Chesapeake City, MD 21915
  • /9

    $136,000 Sold May 02, 2025

    203 Charles St, Chesapeake City, MD 21915

    • Land
    • 0.05 Acre
    • $2,720,000 per Acre

    Last Sold Summary

    • 144 Days On Market

    Last Listing Agent Amber Durand Patterson-Schwartz Real Estate

    203 Charles St, Chesapeake City, MD 21915
    • /9

      Not Listed For Sale

      170 Canal Rd, Chesapeake City, MD 21915

      170 Canal Rd, Chesapeake City, MD 21915

      Last Sold Summary

      • 92 Days On Market

      Last Sold Price $70,000

      Last Listing Agent Brittany Fox RE/MAX

  • /46

    $1,000,000 Under Contract

    • 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. Beautiful

    Rodman Mullins Sterling Real Estate LLC

    280 Hollywood Beach Rd, Chesapeake City, MD 21915
  • /2

    $385,000 Sold Feb 10, 2026

    22 North Rd, Chesapeake City, MD 21915

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Above List Price
    • $285/SF
    • 25 Days On Market

    Current Estimated Value $373,996

    Last Listing Agent Kristin Lewis Integrity Real Estate

    22 North Rd, Chesapeake City, MD 21915
    • /24

      Est $496,034 Not Listed For Sale

      87 Forest Ln, Chesapeake City, MD 21915

      • 4 Beds
      • 3.5 Baths
      • 2,011 Sq Ft
      • Built 2017
      87 Forest Ln, Chesapeake City, MD 21915

      Last Sold Summary

      • 7% Above List Price
      • $231/SF
      • 1 Day On Market

      Last Sold Price $465,000

      Last Listing Agent Kristin Lewis Integrity Real Estate

  • /22

    $249,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,019 Sq Ft

    198 Cayots Corner Rd, Chesapeake City, MD 21915

    Don't miss out on this charming ranch/rambler style home located in the picturesque Chesapeake City, MD. This property boasts 3 cozy bedrooms and 1 full bathroom, ideal for a small family or as a rental investment opportunity. Situated on a single level, this home offers convenient living with easy access throughout. Located near international horse farms, this property presents a great rental

    Anne Peoples Patterson-Schwartz Real Estate

    198 Cayots Corner Rd, Chesapeake City, MD 21915
  • /18

    $140,000 Sold Oct 17, 2025

    329 Biddle St, Chesapeake City, MD 21915

    • 3 Beds
    • 1.5 Baths
    • 1,090 Sq Ft
    • Built 1931

    Last Sold Summary

    • $128/SF
    • 20 Days On Market

    Current Estimated Value $152,064

    Last Listing Agent Norman Wehner Real-Trust-Associates, LLC.

    329 Biddle St, Chesapeake City, MD 21915
    • /30

      Est $380,465 Not Listed For Sale

      35 Sunnyside Dr, Chesapeake City, MD 21915

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 2001
      35 Sunnyside Dr, Chesapeake City, MD 21915

      Last Sold Summary

      • 4% Above List Price
      • $256/SF
      • 1 Day On Market

      Last Sold Price $365,000

      Last Listing Agent Carol Quattrociocchi EXP Realty, LLC

  • /33

    $122,499

    • 3 Beds
    • 1 Bath
    • 1,431 Sq Ft

    943 Cayots Corner Rd, Chesapeake City, MD 21915

    needs work sold as is

    Keith Brooks Thurston Wyatt Real Estate, LLC

    943 Cayots Corner Rd, Chesapeake City, MD 21915
  • /53

    $1,400,000 Sold Nov 03, 2025

    3192 Augustine Herman Hwy, Chesapeake City, MD 21915

    • 4 Beds
    • 2 Baths
    • 2,761 Sq Ft
    • Built 1973

    Last Sold Summary

    • $507/SF
    • 25 Days On Market

    Current Estimated Value $1,422,551

    Last Listing Agent David Landon Patterson-Schwartz-Newark

    3192 Augustine Herman Hwy, Chesapeake City, MD 21915
    • /33

      Est $456,706 Not Listed For Sale

      89 Forest Ln, Chesapeake City, MD 21915

      • 4 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 2022
      89 Forest Ln, Chesapeake City, MD 21915

      Last Sold Summary

      • 9% Above List Price
      • $250/SF
      • 7 Days On Market

      Last Sold Price $419,900

      Last Listing Agent Jason Zang RE/MAX

  • /117

    $1,489,000 Under Contract

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

    300 Bohemia Ave, Chesapeake City, MD 21915

    PRICE ADJUSTMENT!!Step Back in Time at the Blue Max InnWelcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal.Operating under the

    Joseph A Zang III RE/MAX Chesapeake

    300 Bohemia Ave, Chesapeake City, MD 21915
  • /42

    $400,000 Sold Feb 02, 2026

    210 Bohemia Ave, Chesapeake City, MD 21915

    • 2 Beds
    • 1.5 Baths
    • 1,856 Sq Ft
    • Built 1856

    Last Sold Summary

    • 13% Below List Price
    • $216/SF
    • 2 Days On Market

    Current Estimated Value $450,327

    Last Listing Agent Jules Burchett Foraker Realty Co.

    210 Bohemia Ave, Chesapeake City, MD 21915
    • /50

      Est $3,130,209 Not Listed For Sale

      1360 Town Point Rd, Chesapeake City, MD 21915

      • 5 Beds
      • 7 Baths
      • 6,718 Sq Ft
      • Built 2006
      1360 Town Point Rd, Chesapeake City, MD 21915

      Last Sold Summary

      • 39% Below List Price
      • $759/SF
      • 68 Days On Market

      Last Sold Price $5,100,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /36

    $330,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    534 Biddle St, Chesapeake City, MD 21915

    Enjoy this million dollar view of the historic C&D Canal at an affordable price! Located in Historic Chesapeake City, near shopping and dining. Just down the street from the well known Schaefer's Canal House Restaurant. This 2 Bedroom, 1 bath home features a large deck, opening to a flower garden and patio, overlooking the canal. This home is 2 doors down from the entrance to the C&D Canal

    Norman Wehner Real-Trust-Associates, LLC.

    534 Biddle St, Chesapeake City, MD 21915
  • /16

    $275,000 Sold Jul 10, 2025

    00 Nicholas Loop, Chesapeake City, MD 21915

    • Land
    • 2.13 Acres
    • $129,108 per Acre

    Last Sold Summary

    • 35 Days On Market

    Last Listing Agent Daniel Billig A.J. Billig & Company

    00 Nicholas Loop, Chesapeake City, MD 21915
    • /131

      Est $2,399,736 Not Listed For Sale

      960 Cayots Corner Rd, Chesapeake City, MD 21915

      • 5 Beds
      • 7.5 Baths
      • 8,436 Sq Ft
      • Built 2009
      960 Cayots Corner Rd, Chesapeake City, MD 21915

      Last Sold Summary

      • 8% Above List Price
      • $264/SF
      • 20 Days On Market

      Last Sold Price $2,230,000

      Last Listing Agent James Blackwell Blackwell Real Estate, LLC

  • /10

    $116,900

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    15 Buddy Blvd, Chesapeake City, MD 21915

    NEW home coming SOON! Located in Chesapeake Estates, take a tour on this brand NEW 3 bed 2 bath single family home! Featuring open concept floor plans, kitchen appliance packages, driveways, and spacious yards to BBQ and garden in. Our community amenities include on-site management and 24-hour emergency maintenance. *Must complete a community application and be approved for residency. Lot rent is

    Celine Geigel Arx Housing, LLC

    15 Buddy Blvd, Chesapeake City, MD 21915
  • /36

    $415,000 Sold Jun 30, 2025

    58 Woodside Dr, Chesapeake City, MD 21915

    • 3 Beds
    • 2 Baths
    • 2,308 Sq Ft
    • Built 2001

    Last Sold Summary

    • $180/SF
    • 3 Days On Market

    Current Estimated Value $424,846

    Last Listing Agent Annie Barker Integrity Real Estate

    58 Woodside Dr, Chesapeake City, MD 21915
    • /45

      Est $606,561 Not Listed For Sale

      192 Hollywood Beach Rd, Chesapeake City, MD 21915

      • 3 Beds
      • 2.5 Baths
      • 3,661 Sq Ft
      • Built 2004
      192 Hollywood Beach Rd, Chesapeake City, MD 21915

      Last Sold Summary

      • 6% Above List Price
      • $156/SF
      • 4 Days On Market

      Last Sold Price $569,900

      Last Listing Agent Annie Barker Integrity Real Estate

  • /11

    $59,900 Pending

    • Land
    • 0.34 Acre
    • $176,176 per Acre

    0 Sunnyside Dr, Chesapeake City, MD 21915

    Wonderful lot in the desirable water-oriented community of Harbour View with no builder tie-in! This lot includes deeded community water access on Herring Creek which features views of the Elk River! Just a short drive to downtown Chesapeake City where you'll find waterfront dining, boutique shops, recreation trails, and much more! Property boundaries shown in listing photos are approximate.

    Jason Zang RE/MAX Chesapeake

    0 Sunnyside Dr, Chesapeake City, MD 21915
  • /38

    $240,000 Sold May 07, 2025

    324 Cayots Corner Rd, Chesapeake City, MD 21915

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1920

    Last Sold Summary

    • $306/SF
    • 21 Days On Market

    Current Estimated Value $229,387

    Last Listing Agent Natasha Lasek Keller Williams Gateway LLC

    324 Cayots Corner Rd, Chesapeake City, MD 21915
    • /61

      Est $3,076,471 Not Listed For Sale

      1367 Randalia Rd, Chesapeake City, MD 21915

      • 3 Beds
      • 3.5 Baths
      • 4,512 Sq Ft
      • Built 2011
      1367 Randalia Rd, Chesapeake City, MD 21915

      Last Sold Summary

      • 2% Below List Price
      • $698/SF
      • 138 Days On Market

      Last Sold Price $3,150,000

      Last Listing Agent Tonya Keener Iron Valley Real Estate of Central PA

  • /19

    $1,100,000 Pending

    • Land
    • 15.3 Acres
    • $71,895 per Acre

    00 Maryland 342, Chesapeake City, MD 21915

    Chesapeake Village is a potential residential development situated off of St Augustine Road in Chesapeake City. The Land has 15 acres with two potential access points off of Saint Augustine Road. Concept plans have included 60 Villas with rear-loading garages or 52 Units with 28 Townhomes & 24 Single-family Homes. This prime development site is adjacent to the historic District of Chesapeake City

    Amber Durand Patterson-Schwartz Real Estate

    00 Maryland 342, Chesapeake City, MD 21915
  • /32

    $200,000 Sold Jun 13, 2025

    340 Cayots Corner Rd, Chesapeake City, MD 21915

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1960

    Last Sold Summary

    • $208/SF
    • 60 Days On Market

    Current Estimated Value $215,137

    Last Listing Agent Lois Alberti Alberti Realty, LLC

    340 Cayots Corner Rd, Chesapeake City, MD 21915
    • /58

      Est $785,650 Not Listed For Sale

      142 Two Rivers Rd, Chesapeake City, MD 21915

      • 5 Beds
      • 3 Baths
      • 3,305 Sq Ft
      • Built 1974
      142 Two Rivers Rd, Chesapeake City, MD 21915

      Last Sold Summary

      • 21% Above List Price
      • $197/SF
      • 0 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Kristin Lewis Integrity Real Estate

  • /44

    $274,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    409 Biddle St, Chesapeake City, MD 21915

    Charming Chesapeake City home with beautiful canal views directly across the street, offering front-row scenery of passing boats, water activity, and seasonal waterfront charm. Located just steps from the historic canal corridor, this property delivers the quintessential small-town waterfront lifestyle Chesapeake City is known for. Inside, the home offers comfortable living spaces filled with

    John Rowland Long & Foster Real Estate, Inc.

    409 Biddle St, Chesapeake City, MD 21915
  • /31

    $448,900 Sold Feb 27, 2026

    420 Biddle St, Chesapeake City, MD 21915

    • 2 Beds
    • 2.5 Baths
    • 1,973 Sq Ft
    • Built 1900

    Last Sold Summary

    • $228/SF
    • 13 Days On Market

    Current Estimated Value $442,596

    Last Listing Agent Michele Burch Patterson-Schwartz-Middletown

    420 Biddle St, Chesapeake City, MD 21915
    • /24

      Est $310,183 Not Listed For Sale

      324 Hemphill St, Chesapeake City, MD 21915

      • 2 Beds
      • 1.5 Baths
      • 1,217 Sq Ft
      • Built 1937
      324 Hemphill St, Chesapeake City, MD 21915

      Last Sold Summary

      • 9% Above List Price
      • $234/SF
      • 23 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Morgan Eason RE/MAX

  • /141

    $19,900,000

    • 4 Beds
    • 5 Baths

    1455 Cayots Corner Rd, Chesapeake City, MD 21915

    Rarely... does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is

    George Hobbs Monument Sotheby's International Realty

    1455 Cayots Corner Rd, Chesapeake City, MD 21915
  • /28

    $303,000 Sold Feb 26, 2026

    321 Cecil St, Chesapeake City, MD 21915

    • 3 Beds
    • 1.5 Baths
    • 3,792 Sq Ft
    • Built 1874

    Last Sold Summary

    • 7% Below List Price
    • $80/SF
    • 54 Days On Market

    Current Estimated Value $326,856

    Last Listing Agent Peggy Sheehan Patterson-Schwartz-Middletown

    321 Cecil St, Chesapeake City, MD 21915
    • /45

      Est $513,535 Not Listed For Sale

      107 George St, Chesapeake City, MD 21915

      • 2 Beds
      • 1.5 Baths
      • 1,500 Sq Ft
      • Built 1836
      107 George St, Chesapeake City, MD 21915

      Last Sold Summary

      • 7% Below List Price
      • $367/SF
      • 23 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Amber Durand Patterson-Schwartz Real Estate

  • /2

    $139,900

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    42 Buddy Blvd, Chesapeake City, MD 21915

    NEW home coming SOON! Located in Chesapeake Estates, take a tour on this brand NEW 3 bed 2 bath single family home! Featuring open concept floor plans, kitchen appliance packages, driveways, and spacious yards to BBQ and garden in. Our community amenities include on-site management and 24-hour emergency maintenance. *Must complete a community application and be approved for residency. Lot rent is

    Celine Geigel Arx Housing, LLC

    42 Buddy Blvd, Chesapeake City, MD 21915

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