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Chesapeake City Homes for Sale

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Chesapeake City Homes for Sale

Welcome to Chesapeake City, Maryland—a picturesque gem nestled in Cecil County that perfectly embodies the charm of small-town living while offering a vibrant community spirit. Known for its stunning waterfront views along the Chesapeake and Delaware Canal, this quaint town is steeped in history and brimming with natural beauty. With its quaint streets lined with unique shops, delightful eateries, and historic homes, Chesapeake City invites you to experience a lifestyle that is both relaxed and enriching.

The heart of Chesapeake City is its thriving waterfront, where you can enjoy leisurely strolls along the canal, take in breathtaking sunsets, or indulge in outdoor activities like kayaking and fishing. This tight-knit community hosts various events throughout the year, including festivals, farmers' markets, and art shows, making it easy to connect with neighbors and create lifelong memories.

For those considering a move to this enchanting town, there are a variety of homes for sale that cater to diverse tastes and lifestyles. From charming historic homes that echo the town's rich heritage to modern properties that offer contemporary comforts, Chesapeake City has something for everyone. Whether you’re looking for a cozy cottage with waterfront access or a spacious family home in a peaceful neighborhood, you’ll find a perfect fit here.

With its blend of history, natural beauty, and a warm community atmosphere, Chesapeake City is not just a place to live—it’s a place to thrive. Come explore the homes for sale and discover your dream home in this delightful corner of Maryland!

Newest Chesapeake City Homes for Sale

1400 Town Point Rd, Chesapeake City image
1400 Town Point Rd, Chesapeake City $2,300,000

Some homes offer a place to live. This one offers a place to make memories. Set on approximately 11 acres in Chesapeake City, Maryland, this distinctive retreat combines...

  • 4 Beds
  • 5 Baths
Courtesy of CENTURY 21 New Millennium

Listing courtesy of CENTURY 21 New Millennium. Contact:

82 Woodside Dr, Chesapeake City image
82 Woodside Dr, Chesapeake City $425,000 ▼

Welcome to 82 Woodside Drive, a beautifully maintained 5-year-old Colonial situated on a .34-acre lot in the desirable water-oriented community of Elk River Basin in Ches...

  • 4 Beds
  • 3 Baths
Courtesy of Coldwell Banker Chesapeake Real Estate Company

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

416 Mitton Rd, Chesapeake City image
416 Mitton Rd, Chesapeake City — None Available $6,750,000

Unicorn Farm includes two parcels, #022095 and #007967. Total acreage is 393.346. Set on a picturesque landscape, this exceptional working equestrian estate offers a r...

  • 4 Beds
  • 4 Baths
Courtesy of Patterson-Schwartz - Greenville

Listing courtesy of Patterson-Schwartz - Greenville. Contact:

2871 Augustine Herman Hwy, Chesapeake City image
2871 Augustine Herman Hwy, Chesapeake City $248,000 ▼

Purchase includes Map 48(Tax ID 0802004771), Parcels 80, 74 (Tax ID 0802004712) and 84 (Tax ID 0802013525) Total of 2.81 acres

  • 2 Beds
  • 1 Baths
Courtesy of Gunther-McClary Real Estate

Listing courtesy of Gunther-McClary Real Estate. Contact:

246 Biddle St, Chesapeake City image
246 Biddle St, Chesapeake City $699,999

There’s no place like home at 246 Biddle Street, a Victorian home full of Chesapeake City history and classic craftsmanship. Believed to have been built by master carpent...

  • 4 Beds
  • 4 Baths
Courtesy of Integrity Real Estate

Listing courtesy of Integrity Real Estate. Contact:

943 Cayots Corner Rd, Chesapeake City image
943 Cayots Corner Rd, Chesapeake City $99,999 ▼

needs work sold as is

  • 3 Beds
  • 1 Baths
Courtesy of Thurston Wyatt Real Estate, LLC

Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact:

1455 Cayots Corner Rd, Chesapeake City image
1455 Cayots Corner Rd, Chesapeake City $19,900,000 ▼

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved ...

  • 4 Beds
  • 5 Baths
Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact:

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Century 21 Gold Key Realty
600 Peoples Plaza Newark Delaware 19702
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