Chesapeake City Real Estate, Homes and Condos for sale

All Chesapeake City homes currently listed for sale in Chesapeake City as of 03/23/2019 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.


Sort:
Show:
View:  
  Page 1 of 1  
 
$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, 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. All systems replaced in 2008. 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."
$1,095,000
7 BLUFF RD, Chesapeake City MD 21915
4
BEDS
2
BATHS
3,200
SQFT
$342
$/SQFT
0.86
ACRES
1962
BUILT
"This Elk River 4 bdr ranch with a 3 car garage,offers a spacious 4 season sun porch,outdoor patio, remodeled kitchen and baths, hardwood floors, 2 fireplaces and most of all a beautiful view of the Elk River with sunsets. Sloping lawn to a sandy beach plus 200' dock with 3 boat lifts, jet ski lift and new boat shed.This gem is located in a quiet community of North Bluff and only minutes to Chesapeake City by boat or car."
$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."
* LISTED OVER 120 DAYS 
$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 
$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 
$465,000
1 N BLUFF RD, Chesapeake City MD 21915
3
BEDS
2
BATHS
2,876
SQFT
$162
$/SQFT
0.39
ACRES
1989
BUILT
"For an INCREDIBLE and IMMERSIVE 3D Experience see the live VIRTUAL TOUR/3D TOUR. Sellers affectionately call their home ~The Upside Down House~ because the main living space is upstairs to utilize the beautiful water views. On this upper level, you will find an open floor plan with living room, dining space, gorgeous gourmet kitchen with granite countertops, stone backsplash, under mount sink and stainless appliances. There are beautiful hardwood floors are on most of this level, 1 gas fireplace and 1 wood burning fireplace with stone surround, large back deck, master bedroom with master bath, a 2nd bedroom, and laundry room. On the main floor level, you have the same gorgeous hardwood floors, sliders to outside patio area, living room with gas stone stacked fireplace, dining and/or bar area (currently used as a bar for entertaining), kitchenette and full bath and an additional bedroom. Lower level could be used as an in-law suite. There is also a 1 car garage on this side. Additionally, there is a 32 x 29 detached 3 garage car garage. This property is completely turn-key & furniture is available for sale. This home is a gently lived in as it has been a vacation home and not a full-time residence. This is a small water oriented community, with a community sandy beach and boat access are just feet from the property."
$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 
$339,900
45 PORT HERMAN DR #7C, Chesapeake City MD 21915
2
BEDS
2
BATHS
1,474
SQFT
$231
$/SQFT
1988
BUILT
"Pride of ownership shows in this WATERFRONT, end-unit condo with beautiful views of the Elk River! Kitchen features granite countertops, stainless steel appliances, and breakfast bar. Dining area opens to living room with contemporary fireplace & vaulted ceilings. Spacious main level bedroom with dual entry to full bath. Upstairs bedroom with water view offers a sitting area, full bath, and walk-in closet. Large wrap-around deck is perfect for summer! Boat slip with lift will transfer with sale. Large exterior storage closet could be used for bikes, beach chairs, boating accessories, etc. Community amenities include private beach, dock, picnic area, fire pit, tennis courts, boat ramp, and boat storage. Low maintenance - condo dues include all exterior building and deck maintenance, lawn care, snow removal, trash removal, and maintenance of common areas. Convenient to the town of Chesapeake City, restaurants, and the C&D Canal walking trail!"
* NEW LISTING 
$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 
$279,900
16 HARBOR RD, Chesapeake City MD 21915
4
BEDS
2
BATHS
1,764
SQFT
$159
$/SQFT
0.34
ACRES
1988
BUILT
"Renovated 4 bedroom home featuring 2 full baths, wood flooring, granite counter-tops and more! Water access community which includes a boat ramp, sandy beach and community area. Minutes from the town of Chesapeake City. USDA financing available!!!"
* NEW LISTING 
$245,000
978 TOWN POINT RD, Chesapeake City MD 21915
3
BEDS
3
BATHS
1,989
SQFT
$123
$/SQFT
0.48
ACRES
1989
BUILT
"For an INCREDIBLE and IMMERSIVE 3D Experience see the live VIRTUAL TOUR/3D TOUR. Adorable and totally move in ready 3-bedroom, 2.5 bath home with a partially finished basement. As you enter the home you will find a cute little front porch that overlooks pasture land, as you enter there is a formal living room with built-ins that leads to a large dining room with built-in shelving, kitchen with small eating space, power-room and a large family room on the back with a wood burning fireplace and built-in shelving. Family room has sliders to rear patio and large back yard. Upstairs you will find 2 bedrooms with a full bath, and master suite with private master bath. There is also a balcony and sliders off the of the master. The basement is partially finished with another family room/flex space, its adorable with wood look floors and a wood ceiling and would make a great man-cave. The unfinished ~ of the basement has a workshop area all shelved, laundry and bilco walk up. 2 car garage as well. New refrigerator 2018, New HVAC system 2015."
$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 
$96,000
2940 AUGUSTINE HERMAN HWY, Chesapeake City MD 21915
3
BEDS
1
BATHS
1,046
SQFT
$92
$/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 - $99,000 TO $96,000 
$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 
 
View:  
  Page 1 of 1  
 



One Moment Please..

Sign Up For A Free Account
We'll email you when we find properties that match your needs!
Receive notifications of New Listings & Price Changes.




Example: 801-111-2222
Search Smarter
  • New Listing Email Alerts
  • Price Change Alerts
  • All Detailed MLS Info
  • Photos, Tours & Videos
  • Save your Favorite Homes
  • Save Searches
  • Find Your Home Value
  • Agents Online to Answer Questions
  • Maps & Property Street View

Already Registered? Sign In.
By registering on our site you agree to our terms & privacy policy.