Chesapeake City, MD homes for sale & real estate

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COMING SOON

339 Cecil St, Chesapeake City, MD 21915
339 Cecil St, Chesapeake City, MD 21915
339 Cecil St, Chesapeake City, MD 21915
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Lovely, detached home in quaint North Chesapeake City just a block away from the C & D Canal. A must see this home features many modern updates while keeping its early 20th century charm. Entering this home on the main level you'll step into the spacious living area with beautiful hardwood floors, wood burning stove and an abundance of natural light. The living area is open to the dining room area flowing into the updated kitchen. Amenities in the updated kitchen include a plethora of cabinets, a unique recessed wood counter with cabinets that would make a great coffee/espresso bar. Stainless steel appliances, Jenn-Air double oven, Frigidaire premium cook-top, Fisher Paykel double dra

$350,000

3 beds1.5 baths1,380 sq ft

339 Cecil St, Chesapeake City, MD 21915

6,011 sq ft lot • Car-dependent

(302) 733-7000

111 George St, Chesapeake City, MD 21915
111 George St, Chesapeake City, MD 21915
111 George St, Chesapeake City, MD 21915
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
BACK on the MARKET! Be sure to take advantage of this unusual opportunity. Welcome to the Kinter-Metz House, Circa 1854. This charming cottage is located at the corner of George and 2nd Street in Chesapeake City Maryland, a block from the Chesapeake and Delaware Canal. In short, the Kinter‑Metz House is a fine example of Chesapeake City's mid‑19th century architecture and heritage, notable for its construction date, later ownership by the Metz family, and its place within a nationally recognized historic district. If you're strolling the waterfront or visiting local landmarks, it's a charming piece of the city's rich past. Walk to the local restaurants, enjoy the cute shops, watch the Ships

$439,000

2 beds1.5 baths1,220 sq ft

111 George St, Chesapeake City, MD 21915

2,900 sq ft lot • Somewhat walkable

(410) 398-9200

151 2nd St, Chesapeake City, MD 21915
151 2nd St, Chesapeake City, MD 21915
151 2nd St, Chesapeake City, MD 21915
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Remarkably exclusive waterfront home in Chesapeake City! 151 2nd Street is situated on 11 acres with 1600 feet of shoreline along the Elk River and features a private dock with a boat lift and jet ski lift, plus a boat ramp. At low tide, the property reveals a gorgeous, massive sandy beach just around the point. Inside, the open, expansive main level features oak hardwood flooring and neutral colors that carry throughout most of the home. The large living area with wood-burning fireplace has plenty of room to gather with family and friends. The sunroom features breathtaking panoramic water views – a great spot to sit and watch the ships as they travel through the intracoastal waterway

$1,299,900

3 beds2.5 baths2,328 sq ft

151 2nd St, Chesapeake City, MD 21915

11 acre lot • 2 garage spots • Car-dependent

(410) 398-9200

317 George St, Chesapeake City, MD 21915
317 George St, Chesapeake City, MD 21915
317 George St, Chesapeake City, MD 21915
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Historic Chesapeake City, a dream location! Nestled between homes built in the 1800's, this tremendous home was built in 2002. It fits well, having the charm of yesteryears but the conveniences of today. The covered porch is large and inviting, room for parties/ social gatherings and a rear enclosed private patio were the builders favorites. The main floor offers a unique living room with cathedral ceiling, fireplace with restored woodwork and built in shelves for displaying/storage. Kitchen/Dining/Sitting room is all open and is the HUB of the house. Loads of cabinets, corian countertops and wonderful built in computer/office area. Owners suite includes two walk in closets and private bat

$599,000

3 beds3.5 baths3,792 sq ft

317 George St, Chesapeake City, MD 21915

4,792 sq ft lot • 2 garage spots • Somewhat walkable

(302) 733-7000

314 Bohemia Ave, Chesapeake City, MD 21915
314 Bohemia Ave, Chesapeake City, MD 21915
314 Bohemia Ave, Chesapeake City, MD 21915
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
If you are looking for a beautifully designed Victorian home in a quaint waterfront small town with a marina, this is the one for you! This turn-key historical home has been thoughtfully designed with an Airbnb or vacation home use in mind, complete with custom decor and carefully selected antiques, to instantly transport you into another world. Only steps from the small town of Chesapeake City along the famous C & D Canal, you can enjoy the many town events, shops, cafe, waterfront restaurant, ice cream shop, marina, and more! This home has been carefully renovated to make it shine and have modern conveniences while maintaining its Victorian charm. The wrap-around front porch welcomes

$599,800

5 beds2 baths2,687 sq ft

314 Bohemia Ave, Chesapeake City, MD 21915

6,272 sq ft lot • Car-dependent

(717) 826-9758

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 26 Wallamsey Ln, Chesapeake City, MD 21915, 3 beds, 2.5 baths

$589,900

3 beds2.5 baths3,145 sq ft

26 Wallamsey Ln, Chesapeake City, MD 21915

(302) 999-9999

Property at 53 Pleasure Shores Cir, Chesapeake City, MD 21915, 4 beds, 2 baths

$799,900

4 beds2 baths1,600 sq ft

53 Pleasure Shores Cir, Chesapeake City, MD 21915

(855) 456-4945

Property at 306 Bohemia Ave, Chesapeake City, MD 21915, 4 beds, 1.5 baths

$515,000

4 beds1.5 baths2,176 sq ft

306 Bohemia Ave, Chesapeake City, MD 21915

(410) 885-2200

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

$99,900

3 beds2 baths1,568 sq ft

3 Buddy Blvd, Chesapeake City, MD 21915

(410) 398-3434

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

$1,200,000

6 beds5.5 baths3,757 sq ft

280 Hollywood Beach Rd, Chesapeake City, MD 21915

(302) 479-9600

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

Property at 23 Buddy Blvd, Chesapeake City, MD 21915, 3 beds, 2 baths

$105,000

3 beds2 baths1,680 sq ft

23 Buddy Blvd, Chesapeake City, MD 21915

(410) 255-3690

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Nearby homes that match your criteria

COMING SOON

11 Autumn Woods, Elkton, MD 21921
11 Autumn Woods, Elkton, MD 21921
11 Autumn Woods, Elkton, MD 21921
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Coming soon! Showings to start Friday, August 1.

$550,000

5 beds3.5 baths3,089 sq ft

11 Autumn Woods, Elkton, MD 21921

1.1 acre lot • $42 HOA • 2 garage spots

(410) 287-8080

137 Elk Ranch Park Rd, Elkton, MD 21921
137 Elk Ranch Park Rd, Elkton, MD 21921
137 Elk Ranch Park Rd, Elkton, MD 21921
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Equestrian Estate with Elk River Views and Access 14 Acres - Chesapeake Bay Lifestyle Meets Horse Country This custom colonial home sits prominently on 14 acres overlooking the Elk River and the mouth of the C & D Canal. The property offers a unique combination of equestrian facilities with the water-oriented living that defines the Chesapeake Bay lifestyle. Horse enthusiasts will appreciate the south-facing four-stall shed row barn that includes a tack room and generous equipment storage areas. The property features two lighted riding rings, one with a grass surface and the other with sand and rubber footing for year-round training. Rolling organic pastures provide excellent grazing fo

$1,230,000

4 beds3 baths3,174 sq ft

137 Elk Ranch Park Rd, Elkton, MD 21921

14 acre lot • $8 HOA • 3 garage spots

(703) 242-0005

OPEN SAT, 12PM TO 2PM

209 Casparus Way, Elkton, MD 21921
209 Casparus Way, Elkton, MD 21921
209 Casparus Way, Elkton, MD 21921
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Location, Location, Location! Welcome to your waterfront paradise—2.5 stunning acres on the Elk River with unmatched views and endless potential! Start your mornings with breathtaking sunrises from the deck, relax on your private beach at low tide, or head out on the water from your private dock—perfect for boating, jet skis, and exploring the Chesapeake Bay. This 5-bedroom, 2-bath home offers a spacious open floor plan centered around a massive great room with floor-to-ceiling brick fireplace and panoramic river views. The primary suite features an en-suite bath and walk-in closet, while four additional bedrooms provide plenty of space for family or guests. The lower level is u

$1,599,000

5 beds2 baths2,916 sq ft

209 Casparus Way, Elkton, MD 21921

2.48 acre lot • $17 HOA • 4 garage spots

(302) 453-3200

OPEN TODAY, 10AM TO 6PM

437 Crownleaf Dr, Middletown, DE 19709
437 Crownleaf Dr, Middletown, DE 19709
437 Crownleaf Dr, Middletown, DE 19709
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
* SUMMER SAVINGS HAPPENING NOW! * Say hello to 437 Crownleaf Drive, our stunning Emerson Farmhouse! Step in off your front porch and be greeted by a grand double story entry way with your formal dining room off to one side, and home office on the other. Moving inward, an open layout seamlessly connects the double story family room with cozy fireplace, gourmet kitchen (complete w/ quartz counters, tile backsplash, and upgraded cabinetry), and included morning room, creating an ideal setting for gatherings. Additionally, on the first level you will find a spacious flex room and laundry room with included Whirlpool washer and dryer! The upper-level features 3 guest bedrooms, a hall bath, and

$768,457

4 beds3.5 baths4,202 sq ft

437 Crownleaf Dr, Middletown, DE 19709

0.5 acre lot • $50 HOA • 2 garage spots

(856) 424-3339

34 Bay Blvd, Newark, DE 19702
34 Bay Blvd, Newark, DE 19702
34 Bay Blvd, Newark, DE 19702
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Beautiful home located in desirable Bay Point community in the Appoquinimink school district. You will know this is the one from the moment you walk through the door. As you enter the Grand Foyer you are greeted by hard wood flooring which spans through the foyer, office, kitchen, dining room, sunroom living room and sitting room. Located to your left is a private office with French style doors. To the right is a living room that flows into the dining room. From the dining room, or the living room, you can enter the sunroom with 2 sets of French style doors and could also be used as a second office. You'll enjoy cooking in the open kitchen with double wall oven, lots of cabinets, beautiful

$845,000

4 beds3.5 baths4,675 sq ft

34 Bay Blvd, Newark, DE 19702

0.75 acre lot • $38 HOA • 3 garage spots

(302) 285-5100

3D WALKTHROUGH

104 Dungarvan Dr, Middletown, DE 19709
104 Dungarvan Dr, Middletown, DE 19709
104 Dungarvan Dr, Middletown, DE 19709
ABOUT THIS HOME
Chesapeake City, MD Homes for Sale
Welcome to 104 Dungarvan Dr, a true gem of a home with charm and beauty, located in one of the most exclusive and sought-after communities in Middletown, DE. The curb appeal, accented by mature trees and a stunning brick exterior with classic shutters flanking the windows, makes for a glowing first impression. The one-acre lot offers privacy and sprawling usable space while still maintaining a community feel in the premier and coveted Chesterfield neighborhood, where homes are rarely available. Upon entering through the front door, you will immediately be captivated by the charm of the cased openings and ornate crown molding. To the left of the foyer, a formal living space features the same

$620,000

4 beds2.5 baths2,725 sq ft

104 Dungarvan Dr, Middletown, DE 19709

1 acre lot • 2 garage spots • Car-dependent

(302) 688-7653

Property at 79 Riverview Ave, Earleville, MD 21919, 3 beds, 1 bath

$299,900

3 beds1 bath994 sq ft

79 Riverview Ave, Earleville, MD 21919

(302) 426-2211

Property at 28 S Shore Rd, Elkton, MD 21921, 3 beds, 2 baths

$1,250,000

3 beds2 baths4,285 sq ft

28 S Shore Rd, Elkton, MD 21921

(410) 885-1606

Property at 733 Mckinneytown Rd, North East, MD 21901, 4 beds, 2.5 baths

$599,888

4 beds2.5 baths2,404 sq ft

733 Mckinneytown Rd, North East, MD 21901

(410) 705-2565

Property at 114 Saint Augustine Ct, Middletown, DE 19709, 5 beds, 3.5 baths

$749,995

5 beds3.5 baths3,775 sq ft

114 Saint Augustine Ct, Middletown, DE 19709

(888) 543-4829

Property at 24 Ferry Point Ln, Earleville, MD 21919, 4 beds, 3 baths

$649,000

4 beds3 baths2,558 sq ft

24 Ferry Point Ln, Earleville, MD 21919

(410) 398-9200

Property at 113 Anna Ct, Middletown, DE 19709, 4 beds, 4.5 baths

$799,990

4 beds4.5 baths5,925 sq ft

113 Anna Ct, Middletown, DE 19709

(302) 285-5100

Property at 329 Bronzeleaf Dr W, Middletown, DE 19709, 4 beds, 2.5 baths

$669,900

4 beds2.5 baths2,955 sq ft

329 Bronzeleaf Dr W, Middletown, DE 19709

(856) 424-3339

Property at 64 S Shore Rd, Elkton, MD 21921, 3 beds, 2.5 baths

$714,999

3 beds2.5 baths1,712 sq ft

64 S Shore Rd, Elkton, MD 21921

(302) 368-1621

Property at 1487 Bunker Hill Rd, Middletown, DE 19709, 3 beds, 2.5 baths

$858,242

3 beds2.5 baths2,426 sq ft

1487 Bunker Hill Rd, Middletown, DE 19709

(302) 533-8606

Property at 1481 Bunker Hill Rd, Middletown, DE 19709, 4 beds, 3.5 baths

$1,188,918

4 beds3.5 baths3,345 sq ft

1481 Bunker Hill Rd, Middletown, DE 19709

(302) 533-8606

Property at TBD Mckinneytown Rd, North East, MD 21901, 4 beds, 2.5 baths

$621,990

4 beds2.5 baths2,879 sq ft

TBD Mckinneytown Rd, North East, MD 21901

(410) 705-2565

Property at Shagbark Ln, Elkton, MD 21921

$99,000

— beds— baths— sq ft

Shagbark Ln, Elkton, MD 21921

(410) 287-3629

Property at Glebe Rd, Earleville, MD 21919

$105,000

— beds— baths— sq ft

Glebe Rd, Earleville, MD 21919

(410) 287-8080

Property at 3 Willie Ct, Middletown, DE 19709

$275,000

— beds— baths— sq ft

3 Willie Ct, Middletown, DE 19709

(302) 285-5100

Average home prices near Chesapeake City, MD

Cities

Zip Codes

21915 homes for sale
$614,400

Chesapeake City, MD real estate trends

$603K

Sale price

+22.7%
since last year

$226

Sale $/sq ft

-19.4%
since last year

Under list price

3.3%

Days on market

Down payment

—

Total homes sold

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