Chesapeake City Real Estate, Homes and Condos for sale

All Chesapeake City homes currently listed for sale in Chesapeake City as of 12/17/2018 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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$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
5
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 
$699,900
27 N BLUFF RD, Chesapeake City MD 21915
5
BEDS
4
BATHS
4,661
SQFT
$150
$/SQFT
0.70
ACRES
1986
BUILT
"5 Bedroom 3 1/2 bath waterfront ranch on 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."
$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 
$379,900
10 BOHEMIA AVE, Chesapeake City MD 21915
1
BEDS
1
BATHS
0.12
ACRES
1900
BUILT
"Unique waterfront property in south Chesapeake City on the bank of the C&D Canal. Two buildings on one property. Zoned VC. This property offers lots of options! Second building is currently an ice cream shop. The ice cream shop currently has a tenant with a month to month lease. You could make the cottage your home and lease the shop. Or continue to lease both buildings or open your own shop."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $399,900 TO $379,900 
$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
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 
$269,900
335 BIDDLE ST, Chesapeake City MD 21915
3
BEDS
3
BATHS
0.21
ACRES
1900
BUILT
"*Charming Historic Colonial 1 Block from C&D Canal & Mouth of Chesapeake. Steps to enjoy Fine Dining and Music on the Deck while Ships from around the world cruise by. Updated Kitchen & Baths & lots of Old World Charm on Double Lot w/ Deck, Patio, w/ 18 x18 Screened Rm, Detached Garage with huge Workshop & 1/2 Bath. 17 mi walking/biking trail along the Canal"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $279,900 TO $269,900 
$259,000
214 LOCK ST, Chesapeake City MD 21915
3
BEDS
3
BATHS
1,440
SQFT
$180
$/SQFT
0.13
ACRES
1930
BUILT
"Residential/Commercial Use In North Chesapeake City - 3 Bedroom, 1 Full Bath & 2-Half Baths Residence With Adjoining Shop And Office /Reception. Many Possibilities For This Property; Bed & Breakfast, Bike Shop, Sandwich Shop, Day Care, Repair Shop, Studio - Great For Home Occupation, Close To; Restaurants, Shops Canal, And Chesapeake City Charm Also The New Bike Trail Into Delaware City! CALL FOR A SHOWING! 443-553-2256"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $275,000 TO $259,000 
$249,999
529 BIDDLE ST, Chesapeake City MD 21915
6
BEDS
2
BATHS
4,068
SQFT
$61
$/SQFT
0.31
ACRES
1900
BUILT
"6 BEDROOM, 2.5 BATH 3 LEVEL HOME BUILT IN 1900'S. 4068 SQ. FT. OF LIVING SPACE. WOOD FLOORS, LARGE ROOMS AND LOADS OF CHARACTER. A LITTLE TLC WOULD MAKE THIS AN AMAZING HOME. WATER VIEWS FROM FROM OF HOUSE OF THE C&D CANAL."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $269,900 TO $249,999 
$249,999
3 NORTH RD, Chesapeake City MD 21915
5
BEDS
2
BATHS
2,028
SQFT
$123
$/SQFT
0.46
ACRES
1990
BUILT
"WATER-ORIENTED COMMUNITY! Eat-in kitchen with gas range, built-in microwave, and slider to rear yard. Fully finished basement offers 2 bedrooms, family room/playroom, and updated full bath. Rear deck overlooks large, fully fenced yard with above-ground pool, 2 storage sheds, and fire pit - perfect for entertaining! Located on a corner lot in a water-oriented community - private community beach and boat ramp! Seller is offering a one-year home warranty!"
* NEW LISTING 
$225,000
64 BAYVIEW RD, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,660
SQFT
$136
$/SQFT
0.34
ACRES
1989
BUILT
"Move in ready home with 3 bedrooms, 2 full baths and large above ground pool. Finished lower level with bedroom, family room, full bath, and separate laundry area with a side walkout. Large rear deck off Kitchen on a semi private lot with storage shed that backs to trees. Water access community which includes a boat ramp, sandy beach and community area. Updates include: new roof, new rear deck, new appliances and counter tops, shed, new pool with pool deck, new hot water heater and sump pump. Just minutes from the town of Chesapeake City. USDA financing available!!! Seller is offering $5,000 in settlement help!"
* PRICE LOWERED - $229,000 TO $225,000 
$198,900
52 FRONT ST, Chesapeake City MD 21915
3
BEDS
3
BATHS
0.17
ACRES
1935
BUILT
"Yesterday meets today in this lovely home filled with historic charm & architectural interest. Nestled in quiet, rural Port Herman in S.Chesapeake City w/views of the Elk River featuring an ample, airy great room w/large windows, refinished original HW floors, formal dining, den/keeping room, efficient galley kitchen w/breakfast room, sunny front porch, all appliances shed & back-up generator."
$189,900
401 CECIL ST, Chesapeake City MD 21915
4
BEDS
2
BATHS
1,944
SQFT
$98
$/SQFT
0.11
ACRES
1861
BUILT
"Home is move in ready, just needs some cosmetic updates, come make it beautiful again! Large, cozy 4 BR, 2 BA home in Bo Manor school district, NS of Chesapeake City, walk to Schaefer's waterfront restaurant and the Ben Cardin Recreation Trail, Also a sm. park for children at end of Cecil St. Lg. 3rd Floor BR has winter water view. Corner lot w/garage, some off-street parking. Outdoor deck, cozy back yard."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $199,999 TO $189,900 
$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)."
* PRICE LOWERED - $195,500 TO $185,500 
$164,982
220 HEMPHILL ST, Chesapeake City MD 21915
3
BEDS
2
BATHS
0.14
ACRES
1850
BUILT
"Location, location, location! Here's your opportunity to own a piece of Chesapeake City history. This 3 bedroom, 2 full bath home offers an eat-in kitchen with a separate dining room. It's located on a quaint corner lot with an out building for additional parking. Schedule an appointment today!"
$115,000
321 CECIL ST, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,896
SQFT
$61
$/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."
$89,200
2970 AUGUSTINE HERMAN HWY, Chesapeake City MD 21915
3
BEDS
1
BATHS
1,351
SQFT
$66
$/SQFT
0.29
ACRES
1935
BUILT
"Built in 1935, this single family home offers approximately 1351 finished squarefeet, three bedrooms, one full bath, hardwood floors, unfinished basement andcovered front porch."
* PRICE LOWERED - $95,700 TO $89,200 
 
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