Chesapeake City Real Estate, Homes and Condos for sale

All Chesapeake City homes currently listed for sale in Chesapeake City as of 05/24/2019 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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$980,000
7 BLUFF RD, Chesapeake City MD 21915
4
BEDS
2
BATHS
3,200
SQFT
$306
$/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."
* PRICE LOWERED - $1,070,000 TO $980,000 
$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 
$847,900
64 SHIPWATCH LN, Chesapeake City MD 21915
3
BEDS
4
BATHS
2,768
SQFT
$306
$/SQFT
3.60
ACRES
1994
BUILT
"STUNNING ELK RIVER WATERFRONT VILLA AT PORT HERMAN- Offering an open custom floor plan that is perfect to enjoy the water views from all three levels. The interior features neutral rich colors, upgrades through out and custom shelves/cabinets/features. spectacular updated granite kitchen, dining with three sided fireplace, main floor office, bedrooms with custom California Closets and a WOW master suite like no other. Just when life couldn't get any better you find the River Room that includes a summer kitchen, full bar, theatre seating and french doors to the Waterfront patio. Just steps to the beach and boat dock that includes a 15,000 Lb. boat lift. See photos for a full look into this Paradise Package!! Terrific Lifestyle since monthly maintenance fee takes care of grounds, beach and dock. List of Property details available to include room descriptions, recent improvements and inclusions. Call now to schedule your private tour!!"
* NEW LISTING 
$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 
$459,000
2 SHADY DR, Chesapeake City MD 21915
3
BEDS
3
BATHS
2,073
SQFT
$221
$/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 - $495,000 TO $459,000 
$299,000
108 GEORGE ST, Chesapeake City MD 21915
2
BEDS
2
BATHS
1,692
SQFT
$177
$/SQFT
0.04
ACRES
2007
BUILT
"NEW PRICING $299,000.00. 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 - $320,000 TO $299,000 
$269,000
16 HARBOR RD, Chesapeake City MD 21915
4
BEDS
2
BATHS
1,764
SQFT
$152
$/SQFT
0.34
ACRES
1988
BUILT
"Ready for summer? Bring your boat, kayak or paddle boards! Come see this 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 a community area. Bar and Restaurant in community. Minutes from the town of Chesapeake City. USDA financing available, buy with $0 down!"
* PRICE LOWERED - $273,900 TO $269,000 
$265,000
67 WOODSIDE DR, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,608
SQFT
$165
$/SQFT
0.45
ACRES
1996
BUILT
"This updated, immaculate home is priced to sell! It is in the water oriented community of Elk River Basin which boasts a private community beach, boat ramp and a playground. There are 3 spacious bedrooms with room for a possible fourth in the lower level which also has a plumbed in area for a third bath. The owners have made many improvements including an incredible screened in porch, dormers added and fresh paint to name a few.Roof and gutters approx 5 yrs old. It is in move in condition. Hurry and enjoy the summer in Chesapeake City and the surrounding area with all that it has to offer!"
* NEW LISTING 
$250,000
2640 AUGUSTINE HERMAN HWY, Chesapeake City MD 21915
2
BEDS
1
BATHS
954
SQFT
$262
$/SQFT
0.58
ACRES
1952
BUILT
"Total of approximately 16+/- Acres Chesapeake City. This property includes Parcels: 164; 163; 207; 223 & 225 for a total of approximately 17.4+/- Acres. This brick ranch is situated on .5790+/- acres. Cyclone fenced area behind house. Living room features wood burning fireplace with mantle. Wood floors throughout except kitchen has tile flooring. All appliances included. Full unfinished basement with walk out door. Tenant occupied. You can generate instant income by keeping the tenant in place."
$244,900
26 BOAT YARD RD, Chesapeake City MD 21915
2
BEDS
2
BATHS
1,497
SQFT
$164
$/SQFT
0.10
ACRES
1984
BUILT
"This end-unit townhome in historic Chesapeake City is waiting for you! Enjoy watching ships from your screened porch overlooking the beautiful unobstructed view of the canal. Walk to Schaefers Restaurant, ride bikes or walk along the canal. Take the water taxi across to south chesapeake to enjoy shopping and additional restaurants. A main level bedroom, full bath, kitchen, laundry, dining and living area make this spacious townhome offer great one-floor living, with the versatility of another bedroom, full bath and possible third bedroom on the second floor, as room to grow. The home features wood floors, granite counters, screened in back porch, a wood burning and an available propane fireplace. Second floor loft provides versatile space for living area, office area, or even a future third bedroom. Detached carport for additional storage and the HOA includes grass cutting."
$225,000
51 PORT HERMAN DR #9A, Chesapeake City MD 21915
1
BEDS
1
BATHS
860
SQFT
$262
$/SQFT
1988
BUILT
"Meticulously maintained first floor WATERFRONT CONDO overlooking the Elk River in Chesapeake City! Kitchen features Italian marble counter tops, custom cabinets, stainless steel appliances, farmhouse sink, built in microwave, and under-cabinet lighting. Master bath features stunning complete tile surround shower. Open concept living and dining areas, featuring a gas fireplace, can be arranged to your liking. Recessed lighting throughout most of the home! Deck views are second to none, be it a beautiful summer sunset or a cargo ship heading to or from the C&D Canal! Common area, beach, dock, and more included with condo dues! Whether a permanent residence or vacation getaway, this space is all you'll ever need!"
* NEW LISTING 
$205,000
314 MOSS ST, Chesapeake City MD 21915
3
BEDS
1
BATHS
1,100
SQFT
$186
$/SQFT
0.17
ACRES
1983
BUILT
"NORTH SIDE OF CHESAPEAKE CITY!!! 3 Bedroom, 1 full bath ranch. Open floor plan, updated 2 years ago. Screened rear porch and fenced rear yard. Stainless appliances. 100% financing available!!!!"
* PRICE LOWERED - $209,000 TO $205,000 
$199,900
427 BIDDLE ST, Chesapeake City MD 21915
3
BEDS
2
BATHS
2,128
SQFT
$94
$/SQFT
0.15
ACRES
1835
BUILT
"Chesapeake City Colonial on a corner lot, with front porch, 2 car attached garage and fenced yard. Amenities include large master bedroom, fireplace, wood floors, updated kitchen, formal dining and living room and more!. Located across the street from the Canal, you are close to Schaeffers Canal House for water front dining, the 17 mile canal side recreational trail, and a short drive to Delaware. This historic town offers restaurants and shopping, and marinas. This is a Fannie Mae home, submit all offers on Homepath site."
* NEW LISTING 
$131,900
356 CAYOTS CORNER RD, Chesapeake City MD 21915
3
BEDS
1
BATHS
819
SQFT
$161
$/SQFT
0.25
ACRES
1971
BUILT
"Offered AS IS and is eligible under the Freddie Mac First initiative through 5/23/2019- owner occupant buyers and qualified non-profits. Investor offers are eligible for review after 20 days of the listing date."
$95,000
2940 AUGUSTINE HERMAN HWY, Chesapeake City MD 21915
3
BEDS
1
BATHS
1,046
SQFT
$91
$/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!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $96,000 TO $95,000 
$79,900
321 CECIL ST, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,896
SQFT
$42
$/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 - $90,250 TO $79,900 
 
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