MLS Listings for Sale in Chesapeake City, MD

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COMING SOON3D WALKTHROUGH

$619,000

3 beds2.5 baths1,960 sq ft

330 Cecil St, Chesapeake City, MD 21915

5,998 sq ft lot • Car-dependent

(410) 885-1606

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
needs work sold as is

$139,999

3 beds1 bath1,431 sq ft

943 Cayots Corner Rd, Chesapeake City, MD 21915

0.25 acre lot • Built 1920 • Listed 25 days

(410) 320-6785

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
Welcome to this completely renovated 4BR/3BA sprawling rancher tucked into the landscape on a spacious 3.31 acre lot in Chesapeake City! Park on your newly paved driveway, just steps from the two-car garage and the covered front porch, and open the door into your forever home. Step inside a home filled with natural light, a crisp clean interior with a soft color palette, recessed and luxury lighting, LVP flooring, crown moldings, and so much more. The main living space boasts an open concept living room with a wood burning fireplace, a dining room with sliding doors to a screened in porch and a stunning kitchen. A door from the dining room gives you access to a mudroom with laundry, the ga

$574,900

4 beds3 baths3,600 sq ft

288 Randalia Rd, Chesapeake City, MD 21915

Screened in porch • Newly paved driveway • Plenty of cabinets

(410) 220-4648

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
Welcome to 321 Cecil St, Chesapeake City, MD. Step into charm, history, and location! This beautifully updated 3-bedroom, 1.5-bath, two-story home sits just over a block from the renowned C & D Canal walking and biking trail—a scenic 14-mile path stretching from Delaware to Maryland, offering views of one of the busiest canals in the world. Watch ships and barges pass by from around the globe! Built in 1874, this nearly 2,000 sq. ft. home, blends timeless character with modern updates. The renovated kitchen and bathroom provide convenience and style, while the cozy private fenced backyard, 2-car detached garage, and additional shed add both charm and practicality. The story goes t

$325,000

3 beds1.5 baths1,896 sq ft

321 Cecil St, Chesapeake City, MD 21915

9,016 sq ft lot • 2 garage spots • Built 1874

(410) 287-3629

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
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 walking and biking trail. Other amenities include a concrete driveway, and a garden shed in a private fenced yard. The home has been insulated and has modern windows, a modern furnace and hot water heater. Lots of potential!

$330,000

2 beds1 bath1,200 sq ft

534 Biddle St, Chesapeake City, MD 21915

Large deck • Modern furnace • Modern windows

(410) 287-1260

Property at 1455 Cayots Corner Rd, Chesapeake City, MD 21915, 4 beds, 4 baths

$29,800,000

4 beds4 baths— sq ft

1455 Cayots Corner Rd, Chesapeake City, MD 21915

(302) 654-6500

Property at 19 Tower Rd, Chesapeake City, MD 21915, 4 beds, 3 baths

$920,000

4 beds3 baths2,016 sq ft

19 Tower Rd, Chesapeake City, MD 21915

(410) 275-2118

Property at 280 Hollywood Beach Rd, Chesapeake City, MD 21915, 6 beds, 5.5 baths

$1,000,000

6 beds5.5 baths3,757 sq ft

280 Hollywood Beach Rd, Chesapeake City, MD 21915

(302) 479-9600

Property at 3 Buddy Blvd, Chesapeake City, MD 21915, 3 beds, 2 baths

$99,000

3 beds2 baths1,568 sq ft

3 Buddy Blvd, Chesapeake City, MD 21915

(410) 398-3434

Property at 300 Bohemia Ave, Chesapeake City, MD 21915, 9 beds, 10 baths

$1,489,000

9 beds10 baths7,044 sq ft

300 Bohemia Ave, Chesapeake City, MD 21915

(410) 398-9200

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ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
There's no place like home! Welcome to this beautifully maintained property in the water-oriented community of Hacks Point. This home offers the perfect blend of comfort, modern style, and coastal charm. While not part of an HOA, the property includes the option to pay a voluntary annual fee for access to community amenities—enjoy sandy beaches, boat docks, and a community center, all just a short stroll or golf cart ride away. Inside the home, you'll find a bright and inviting main level. The living room flows seamlessly into the dining area and updated kitchen featuring quartz countertops, a tile backsplash, and stainless steel appliances. A sliding glass door off the dining area le

$489,900

4 beds3 baths2,240 sq ft

41 Hilltop Rd, Earleville, MD 21919

0.4 acre lot • Car-dependent

(410) 287-8080

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
Experience timeless sophistication and modern luxury in this 4721 square-foot open-concept Colonial, perfectly situated in the prestigious Forest Knoll community. This exceptional residence blends classic architectural charm with contemporary design to create a home of unparalleled comfort and elegance. From the moment you enter, you’re greeted by a grand two-story foyer and a sweeping open layout bathed in natural light. The kitchen seamlessly flows into the expansive living room with a large stone fireplace—ideal for both intimate gatherings and grand entertaining. The primary suite is a private sanctuary, featuring a spacious sitting area/office, spa-inspired bath with soakin

$625,000

5 beds5 baths4,559 sq ft

41 Austins Way, Elkton, MD 21921

0.69 acre lot • $8 HOA • 2 garage spots

(410) 287-8080

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
Great building lot in the sought-after community of Pembrey! Located just off Old Field Point Road, this homesite offers 0.80 acres of level, cleared land — ideal for your future custom home. Enjoy community amenities including a private beach area, pier with boat slips, and a boat ramp for easy water access. This lot is perc-approved and ready for your builder. Potential home plans are available upon request. Conveniently situated near downtown Elkton, with quick access to Route 40 and I-95 for easy commuting to Newark, Wilmington, and Baltimore. Bring your vision to life in this established waterfront-access neighborhood — call today for more information!

$129,900

— beds— baths— sq ft

108 Lance Ct, Elkton, MD 21921

0.8 acre lot • $23 HOA • Car-dependent

(302) 234-1111

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
Hacks Point is easy access to rt 40, and 95 while allowing a boater's experience at an affordable price. This property is two lots adding up to over 19000 sq. ft. The property has a newer BAT septic system and drilled well. The house has been stripped to the studs, there is some water view, and with some ingenuity in the remodel, more view can be had. Hacks Point offers two larger beaches and some smaller beaches for residents and guests. The 65-slip pier allows for varied sizes of boats and depths up to 8 feet MLW. The community park is for everyone to enjoy. Spring through fall there are boats in the water. Across the river is a worldclass winery and restaurant as well as a state park per

$274,900

2 beds1 bath1,060 sq ft

21 Hacks Point Rd, Earleville, MD 21919

9,147 sq ft lot • 2 garage spots • Car-dependent

(302) 378-8700

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
Charm Meets Coastal Living in Hacks Point! Welcome to your adorable Cape Cod escape nestled in the highly sought-after, beautiful water community of Hacks Point! This isn't just a house; it's a lifestyle waiting for you, whether you're seeking a serene year-round residence or the perfect vacation home getaway. Featuring 3 comfortable bedrooms with the potential for a bonus room and 1 full bath, this cozy home offers flexible living perfect for families or weekend guests. The sellers have taken care of the big-ticket items, offering you peace of mind with recent significant upgrades, including a brand-new roof, a gorgeous new front porch perfect for sipping your morning coffee, and an upgrad

$299,900

3 beds1 bath1,288 sq ft

1459 Glebe Rd, Earleville, MD 21919

6,970 sq ft lot • Car-dependent

(410) 885-7105

ABOUT THIS HOME
MLS Listings for Sale in Chesapeake City, MD
Waterfront Retreat with Endless Potential! Set on 3.2 picturesque acres with direct waterfront access, this unique property blends modern updates with rustic charm. Recent renovations include new windows, flooring, plumbing in the basement, four-zone HVAC, a luxury oversized deck, and a new pool pump. Inside, you’ll find a spacious layout featuring an in-law suite, basement bar, and multiple living areas, with the lower level partially finished and awaiting your final touches. Outdoors, enjoy a private inground pool, massive pole barn, and a dock with new woodwork—ideal for boating, fishing, or simply soaking in the serene views. Whether you envision a full-time residence, multi

$1,600,000

5 beds3.5 baths4,185 sq ft

38 Osprey Way, Elkton, MD 21921

3.12 acre lot • 6 garage spots • Pool

(717) 718-0748

Property at 56 Farmdale Rd, Earleville, MD 21919, 3 beds, 2 baths

$360,000

3 beds2 baths1,812 sq ft

56 Farmdale Rd, Earleville, MD 21919

(302) 234-1888

Property at 85 Green Haven Dr, Elkton, MD 21921, 5 beds, 2.5 baths

$1,559,000

5 beds2.5 baths2,322 sq ft

85 Green Haven Dr, Elkton, MD 21921

(717) 553-2500

Property at 67 Bay Blvd, Newark, DE 19702, 5 beds, 3 baths

$830,000

5 beds3 baths3,600 sq ft

67 Bay Blvd, Newark, DE 19702

(302) 299-1100

Property at 80 Parkside Dr, Earleville, MD 21919, 4 beds, 3.5 baths

$385,000

4 beds3.5 baths2,678 sq ft

80 Parkside Dr, Earleville, MD 21919

(410) 275-8101

Property at 230 Mckinneytown Rd, North East, MD 21901, 5 beds, 3 baths

$369,900

5 beds3 baths3,054 sq ft

230 Mckinneytown Rd, North East, MD 21901

(410) 287-0037

Property at 135 Ayshire Dr, Middletown, DE 19709, 5 beds, 4 baths

$1,079,997

5 beds4 baths5,658 sq ft

135 Ayshire Dr, Middletown, DE 19709

(888) 543-4829

Property at 85 Clearfield Ct, Elkton, MD 21921, 5 beds, 5 baths

$915,000

5 beds5 baths6,413 sq ft

85 Clearfield Ct, Elkton, MD 21921

(301) 652-0643

Property at 1343 Bohemia Mill Rd, Middletown, DE 19709, 4 beds, 4.5 baths

$5,100,000

4 beds4.5 baths4,650 sq ft

1343 Bohemia Mill Rd, Middletown, DE 19709

(302) 449-1422

Property at 9.85 ac Water Front Oldfield Point Rd, Elkton, MD 21921

$299,500

— beds— baths— sq ft

9.85 ac Water Front Oldfield Point Rd, Elkton, MD 21921

(410) 398-1247

Property at 39 Wood Chip Rd, Elkton, MD 21921

$94,000

— beds— baths— sq ft

39 Wood Chip Rd, Elkton, MD 21921

(410) 885-1606

Property at Shagbark Ln, Elkton, MD 21921

$99,000

— beds— baths— sq ft

Shagbark Ln, Elkton, MD 21921

(410) 287-3629

Property at 0 Piney Creek Ln, 5, North East, MD 21901

$949,000

— beds— baths— sq ft

0 Piney Creek Ln, 5, North East, MD 21901

(410) 885-1606

Property at 1481 Bunker Hill Rd, Middletown, DE 19709

$725,000

— beds— baths— sq ft

1481 Bunker Hill Rd, Middletown, DE 19709

(302) 533-8606

MLS Listings for Sale in Chesapeake City

There are currently 10 mls listings for sale in Chesapeake City at a median listing price of $589K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesapeake City stay on the market for 96 days. This map is refreshed with the newest listings in Chesapeake City every 15 minutes.

In the past month, 2 homes have been sold in Chesapeake City. In addition to houses in Chesapeake City, there was also 1 condo, 1 townhouse, and 1 multi-family unit for sale in Chesapeake City last month. Find your dream home in Chesapeake City using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesapeake City are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesapeake City. Our Chesapeake City real estate stats and trends will give you more information about home buying and selling trends in Chesapeake City. If you're looking to sell your home in the Chesapeake City area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesapeake City with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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