Chesapeake City Real Estate, Homes and Condos for sale

All Chesapeake City homes currently listed for sale in Chesapeake City as of 02/18/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Chesapeake City homes for sale or other Chesapeake City real estate, please contact us and one of our knowledgeable Chesapeake City REALTORS® would be pleased to assist you.


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$1,300,000
135 DOWNING DR, Chesapeake City MD 21915
3
BEDS
3
BATHS
2,800
SQFT
$464
$/SQFT
1.60
ACRES
1984
BUILT
"Breathe taking sunset's. Contemporary home on 1.6 acres of light woods on the Elk River close to the mouth of the bay. 100' of shoreline with waterside dock with boat slips, dock shed, expansive large deck with sliders to living quarters. View of the river from most windows. Double sided wood burning fireplace from dining room and living room. Possible 4th and 5th bedrooms. 2 car detached garage with room for storage. Convenient location to Baltimore and Philadelphia plus a bit of privacy at the end of a cul de sac."
* NEW LISTING 
$899,000
333 WALNUT DR, Chesapeake City MD 21915
6
BEDS
6
BATHS
10,300
SQFT
$87
$/SQFT
14.23
ACRES
1998
BUILT
"This is a MUST SEE! 6-7 bedrooms, 5.5 baths, in-ground pool, indoor basketball court, all on 14+ acres in beautiful downtown Chesapeake City! This home is situated on a private wooded setting and is over 10,000 square feet. So many possibilities! This home even has an in-law suite with a kitchen, living area, eating area, two bedrooms lots of closet space and a full bath as well! Please call to set up a showing."
$775,000
135 PORT HERMAN RD, Chesapeake City MD 21915
4
BEDS
3
BATHS
5,263
SQFT
$147
$/SQFT
3.23
ACRES
1997
BUILT
"Spacious, water view, equine farm view, estate home located in the Port Herman area of Chesapeake City. This quality, custom home sits well back from the road down a long driveway, and is a~ very serene setting in a boating area.~ Custom woodwork and gleaming hardwood floors throughout most of the home. Spacious master bedroom with walk in closet and massive bath with large jetted tub overlooking the Elk River. Three car attached garage with finished space and hardwood floors above the garage with separate entrance. Great home for entertaining, large dining room, kitchen and breakfast room.~ The library and the living room both have fireplaces and custom woodwork. The property is being offered with 3.23 acres or with additional adjacent perked ten acre lot. The ten acre lot is priced at $200,000, which would make a great addition to the property for livestock or possibly an additional home."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $850,000 TO $775,000 
$775,000
135 PORT HERMAN RD, Chesapeake City MD 21915
4
BEDS
5
BATHS
4,442
SQFT
$174
$/SQFT
3.23
ACRES
1997
BUILT
"Spacious, water view, equine farm view, estate home located in the Port Herman area of Chesapeake City. Custom woodwork throughout the home. Spacious master bedroom with massive bath and large jetted tub overlooking the Elk River. Room for extended family entertaining. The property is being offered with 3.23 acres or with perked adjacent ten acre lot. The ten acre lot is priced at $200,000."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $850,000 TO $775,000 
$699,000
67 COURT HOUSE POINT RD, Chesapeake City MD 21915
3
BEDS
2
BATHS
2,073
SQFT
$337
$/SQFT
10.00
ACRES
1999
BUILT
"Court House Point Farm is a lovely 10 +/- acre country estate featuring a well designed, built and maintained 1.5 story, 19 year home with 3 bedrooms and 2 full baths, large Country Kitchen with spacious pantry, cathedral ceilings, gas insert brick fireplace, wood flooring, ceramic tile & wall-to-wall carpet, open floor plan, loft overlooking the Great Room and great views. Outside is a large composite deck overlooking the inground 8' deep swimming pool with diving board, 3-stall center aisle barn with attached run-in shed and tack room, fenced fields, an additional run-in shed, pond and a large 4-Bay pole barn equipment building. This is an idyllic setting for those in need of room for antique cars, tractors, horses, animals, etc. Nice gently sloping property, good for hunting with 2 deer stands in the woods, convenient to the Historic Village of S. Chesapeake City, Maryland. Wonderful Property for the most discerning of Buyers."
* LISTED OVER 120 DAYS 
$699,000
67 COURT HOUSE POINT RD, Chesapeake City MD 21915
3
BEDS
2
BATHS
10.00
ACRES
1999
BUILT
"Court House Point Farm is a lovely 10 +/- acre country estate featuring a well designed, build & maintained 1.5 story, 19 year old home with 3 BR, 2 full baths, large Country Kitchen, spacious pantry, cathedral ceilings, gas insert brick fireplace, wood flooring, ceramic tile & wall-to wall carpet, open floor plan, loft. Large composite deck, 8' inground pool, convenient to Chesapeake City MD."
* LISTED OVER 120 DAYS 
$699,000
67 COURT HOUSE POINT RD, Chesapeake City MD 21915
3
BEDS
2
BATHS
10.00
ACRES
1999
BUILT
"Court House Point Farm is a lovely 10 +/- acre country estate featuring a well designed, built and maintained 1.5 story, 19 year old home with 3 bedrooms and 2 full baths, large Country Kitchen with spacious pantry, cathedral ceilings, gas insert brick fireplace, wood flooring, ceramic tile & wall-to-wall carpet, open floor plan, loft overlooking the Great Room and great views. Outside is a large Trex style deck overlooking the inground 8' deep swimming pool with diving board, 3-stall center aisle barn with attached run-in shed and tack room, fenced fields, an additional run-in shed, pond and a large 4-Bay pole barn equipment building. This is an idyllic setting for those in need of room for antique cars, tractors, horses, animals, etc. Nice gently sloping property, good for hunting with 2 deer stands in the woods, convenient to the Historic Village of S. Chesapeake City, Maryland, A Must See Property for the most discerning of Buyers."
* LISTED OVER 120 DAYS 
$624,900
27 N BLUFF RD, Chesapeake City MD 21915
5
BEDS
4
BATHS
4,661
SQFT
$134
$/SQFT
0.70
ACRES
1986
BUILT
"5 bedroom 3 1/2 bath waterfront ranch overlooking the Elk River. Large windows bring in plenty of sunlight and spectacular views. Full eat in kitchen. Huge game room on lower level. Separate building on the beach for small boat storage, jet skis or kayaks. Sits in a Cul De Sac. Bo Manor school district."
* PRICE LOWERED - $649,900 TO $624,900 
$495,000
2 SHADY DR, Chesapeake City MD 21915
3
BEDS
3
BATHS
2,073
SQFT
$239
$/SQFT
32.56
ACRES
1980
BUILT
"Cute Cape Cod Water Front Home On Herring Creek, Great For Kayaks And Fishing ~ Sale Includes The House With Over 36 Acres Of Beautiful Wildlife Sanctuary! Oversized Garage And Shop Has 2 Front Facing Garage Doors And A Machine Bay In The Rear. Older Home In Need Of Updates, Make It Your Own Paradise. CALL FOR A SHOWING! 443-553-2256"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $519,000 TO $495,000 
$425,000
52 JENKINS RD, Chesapeake City MD 21915
5
BEDS
3
BATHS
2,553
SQFT
$166
$/SQFT
1.23
ACRES
1985
BUILT
"Spacious, open, bright contemporary home offers so much. Addition perfect for the in laws, teens, etc. with 2 bedrooms, 1 bath and sitting area. Main house offers 3 bedrooms 2 full baths. Master on main with large walk-in closet. Kitchen offers solid oak cabinets, Pergo flooring, built in quartz table top, recently upgraded appliances. Garage with workshop. Lots of storage throughout. Generator w/electric start and transfer box. Amish built screen house, outdoor shower. Private setting in water oriented community offering beach, boat ramp, and beautiful sunsets. Main house has new septic system."
$350,000
95 PORT HERMAN DR #7B, Chesapeake City MD 21915
2
BEDS
2
BATHS
1,200
SQFT
$292
$/SQFT
1987
BUILT
"Direct waterfront condo, recently updated , Expansive water view 2 level, 2 bedroom 2 bath with abundant closet and storage Newer lightly used HVAC, water heater, carpet, sliders, awning, light fixtures Granite kitchen counter, fire place, ceiling fans First floor bed room and full bath, upstairs master suite Large balcony with direct second floor view of inner coastal waterway Meticulously kept."
* LISTED OVER 120 DAYS 
$320,000
108 GEORGE ST, Chesapeake City MD 21915
2
BEDS
2
BATHS
1,692
SQFT
$189
$/SQFT
0.04
ACRES
2007
BUILT
"NEW PRICING $320,000. Beautiful canal views. So many potential uses for this property. Property includes 2nd floor apt. w/separate entrance. Apt. rental history has remained consistent yearly. Hardwood floors in great condition. 2 kitchens with 2 stainless steel refrigerators, 2 stoves, 2 microwaves, 2 dishwashers, 2 washer/dryers. BRING ALL OFFERS"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $350,000 TO $320,000 
$299,999
208 GEORGE ST, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,656
SQFT
$181
$/SQFT
0.03
ACRES
1896
BUILT
"PRICE REDUCED!!! Opportunity & Possibilities for you! Continue use as Storefront / Office, with spacious 2 BR, 1BA with W/D, rental above, or make one YOUR new Home, and the other your new Business! Wonderful Town location, with waterview of C & D Canal from upstairs! Approx. 16' x 61' building, lightfilled windows, both open floor plan, 1/2 BA, back entrance 2nd floor Rental, with history."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $315,000 TO $299,999 
$269,900
335 BIDDLE ST, Chesapeake City MD 21915
4
BEDS
3
BATHS
0.21
ACRES
1900
BUILT
"Charming Historic Colonial one Block from the C&D Canal and the mouth of the Chesapeake Bay in Water Oriented, Chesapeake City. Wonderful Water Views along the Canal's 17 Mile Biking, Running, Walking Trail extending all the way to Delaware City. Enjoy Schaefer's Canal House's laid-back seafood restaurant featuring nautical decor, a waterfront patio & live bands while viewing Ships from across the world Cruising through the Canal. In season, ride the Ferry to the South Side of the town to enjoy more Restaurants and Shops. This beautiful Home is on a Double lot with a detached 18 x 18 screened Room with 2 Ceiling Fans and built-in Barbecue. Detached Garage & Huge Workshop w/wood stove & half bath with entry from alley behind the property. Updated Kitchen and Baths and lots of Old World Charm. Living Rm features gorgeous Wood floors, Handcraft Wooden staircase, Brick Decorative Fireplace, Wood mantel. Hardwoods/Trim in spacious DR and decorative Fireplace adjoining Foyer to side Entrance. Hurry to see this Special Property in a Special location!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $279,900 TO $269,900 
$185,500
209 GEORGE ST, Chesapeake City MD 21915
2
BEDS
2
BATHS
0.06
ACRES
1854
BUILT
"The Boulden House (circa 1854) is located in the heart of historic Chesapeake City. Walking distance to restaurants, shops, Pell Gardens, and the C&D Canal. Village Center zoning allows commercial use of this residence. Wood floors throughout this 2 bedroom, 1.5 bath freshly painted home. The town of Chesapeake City has boat slips for rent at the town dock for the season (subject to availability)."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $195,500 TO $185,500 
$99,000
2940 AUGUSTINE HERMAN HWY, Chesapeake City MD 21915
3
BEDS
1
BATHS
1,046
SQFT
$95
$/SQFT
0.24
ACRES
1950
BUILT
"Tenant Occupied Rental until. Currently has a year lease and tenant pays 1,200 per month. Great Tenant! House has new furnace, new carpet, new kitchen cabinets and a few other updates. SOLD AS IS!"
* PRICE LOWERED - $105,000 TO $99,000 
$90,250
321 CECIL ST, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,896
SQFT
$48
$/SQFT
0.21
ACRES
1874
BUILT
"Buyers come take a look at this HUGE colonial right in the heart of Chesapeake City! This spacious home features 3 bedrooms, a large kitchen and dining room. Only 2 blocks from the water. Bring your paint brush and finishing touches. Lots of potential and a great price."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $95,000 TO $90,250 
 
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