Chesapeake City Real Estate

Welcome to Chesapeake City, Maryland, a quaint and picturesque town nestled in the heart of Cecil County. This charming community, with its rich history and scenic waterfront views, offers a unique blend of small-town charm and modern amenities that makes it an ideal place to call home.

Founded in the early 19th century, Chesapeake City is steeped in history, with beautifully preserved architecture that tells the story of its past. Stroll down the tree-lined streets and admire the stunning Victorian homes, many of which have been lovingly restored. The town's historic district is a treasure trove of quaint shops, delightful eateries, and local art galleries, providing a perfect backdrop for leisurely afternoons.

One of the highlights of Chesapeake City is its stunning location along the Chesapeake and Delaware Canal. The waterfront offers a range of outdoor activities, from boating and fishing to scenic walking trails that showcase the area’s natural beauty. The town's parks provide ample space for picnics, playdates, and community events, fostering a strong sense of belonging among residents.

Chesapeake City is also known for its vibrant community spirit, hosting numerous events throughout the year, including the popular annual Canal Day Festival. With a friendly atmosphere and a close-knit community, this town is perfect for families, retirees, and anyone seeking a peaceful lifestyle.

If you're looking for a place where history meets modern living, Chesapeake City is the perfect choice. Discover your dream home in this enchanting town and experience the warmth and charm that make Chesapeake City a true gem in Maryland.

Newest Listings in Chesapeake City

Augustine Herman Highway, Chesapeake City image

Augustine Herman Highway, Chesapeake City $549,000

Situated on Augustine Herman Highway (also known as MD Route 213), this property offers 2.81 acres of commercial land in one of Cecil County’s most distinctive communitie...

Courtesy of SVN/Miller Commercial Real Estate

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

Augustine Herman Hwy, Chesapeake City image

Augustine Herman Hwy, Chesapeake City $549,000

Situated on Augustine Herman Highway (also known as MD Route 213), this property offers 2.81 acres of commercial land in one of Cecil County’s most distinctive communitie...

Courtesy of SVN/Miller Commercial Real Estate

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

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 $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 — 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:

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:

966 Biddle St, Chesapeake City $399,999

Take advantage of this opportunity to build your dream home on the breath taking 1.6 acre lot. This property features views of the canal and is just minutes from the his...

Courtesy of Patterson-Schwartz-Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Chestnut Springs Road, Chesapeake City image

Chestnut Springs Road, Chesapeake City $399,000

OVER 10.5 ACRES FOR SALE OFF CHESTNUT SPRINGS RD, LAKE ON THE PROPERTY, LAND IS UNDEVELOPED, HAS LOTS OF DIFFERENT POTENTIALS

Courtesy of RE/MAX Distinctive Real Estate, Inc.

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact:

34 Buddy Blvd, Chesapeake City $80,000 ▼

Wonderfully landscaped and spacious 3 bedroom 2 bathroom handicap-accessible custom-built manufactured home in Chesapeake Estates! Upon entry up the front ramp, you'll no...

3 Beds
2 Baths

Courtesy of RE/MAX Chesapeake

Listing courtesy of RE/MAX Chesapeake. Contact:

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: