Chesapeake City Real Estate, Homes and Condos for sale

All Chesapeake City homes currently listed for sale in Chesapeake City as of 12/06/2019 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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$499,900
230 GOUR RD, Chesapeake City MD 21915
3
BEDS
2
BATHS
2,500
SQFT
$200
$/SQFT
1.09
ACRES
1991
BUILT
"Boaters' Paradise & Nature Lovers Delight at the top of the Chesapeake Bay in a water oriented/access community and close to 3 Marinas...Truly a one of a kind home. Welcome to this magnificent, private, custom built, one owner home, situated on 1 ACRE +/- with water access. Would you like to have a unique house to call your home that has been lovingly cared for?! Well then this is it! A beautiful LOG house with a lot of drywall for your interior walls and the interior walls in the finished basement. This energy efficient log home is designed to help you stay warmer in winter & cooler in the summer. This Log Home is aesthetically pleasing accenting the rustic log look and the drywall interior. The gleaming wood flooring and the massive stone fireplace are impressive. The entrance walk way is the fabulous EP Henry lighted pavers leading to the covered porch with 2 ceiling fans for your comfort on warmer days sitting outside. Once you enter through the front door you will be WOWED with the wood flooring, openness and the commanding two story cathedral ceiling. The great room is accented with a gorgeous floor to ceiling stone fireplace with a real log mantel(the impressive stone construction starts in the basement and goes all the way up through the second story open loft and master suite. A great feature of the open first floor living allows you to view the nature that surrounds this super property you can call home. No..it doesn't stop there....the porch wraps around the house on three sides. Sliders in the breakfast area open to the wrap around porch as well as the pass through door in the beautiful kitchen. The kitchen has openness that allows you to be part of everything going on in the great room and the breakfast room. The kitchen features include the refrigerator, dishwasher, convectional oven, propane gas stove, silestone counters, 3/4 tongue & grove flooring, plenty of cabinets. There is a large office/den that could easily be made into a bedroom"
$495,000
240 RANDALIA RD, Chesapeake City MD 21915
4
BEDS
2
BATHS
2,040
SQFT
$243
$/SQFT
15.12
ACRES
1930
BUILT
"Welcome Home! This Is Your Opportunity To Have Your Own Picturesque Family Farm In The Beautiful Chesapeake City Suburbs! Close To Town Services And Restaurants Yet Serene And Peaceful Just Outside Of Town, The C & D Canal, Minutes From Beautiful Race Horse Breeding Farms And a Quick 20 Minute Drive To Fair Hill Natural Resource Area! Enter The Private Drive From Randalia Road Veer Left And Drive Past The Cow Pasture To Arrive At This Wonderful Home. New Well, New Water Conditioning System And New BAT Septic System. Recently New Roof, Siding & Anderson Windows. Recently Updated With All New Stainless Appliances, Recessed Lighting, 5 White Oak Flooring And Cozy Energy Efficient Pel PRO Pellet Stove With Amish Crafted Real Stone Wall Mantel And Slate Base. You'll Love The Open Kitchen And View Of The Farm From Every Window! Enjoy Beautiful Sunrises On The Back Deck, And Beautiful Sunsets From Your Covered Front Porch! Cool Off On A Hot Summer Day With A Swim In Your Sparkling Above Ground Pool. This Ranch Offers You 15.12 Wide Open Acres With Plenty Of Space For Your Horses, Cows Or Any Farm Animal Of Your Choice And A Two Story Barn For Storage Of Feed And Farm Equipment. Call Now To Schedule A Private Showing!"
$495,000
240 RANDALIA RD, Chesapeake City MD 21915
4
BEDS
2
BATHS
2,040
SQFT
$243
$/SQFT
15.12
ACRES
1930
BUILT
"Welcome Home! This Is Your Opportunity To Have Your Own Picturesque Family Farm In The Beautiful Chesapeake City Suburbs! Close To Town Services And Restaurants Yet Serene And Peaceful Just Outside Of Town, The C & D Canal, Minutes From Beautiful Race Horse Breeding Farms And a Quick 20 Minute Drive To Fair Hill Natural Resource Area! Enter The Private Drive From Randalia Road Veer Left And Drive Past The Cow Pasture To Arrive At This Wonderful Home. New Well, New Water Conditioning System And New BAT Septic System. Recently New Roof, Siding & Anderson Windows. Recently Updated With All New Stainless Appliances, Recessed Lighting, 5 White Oak Flooring And Cozy Energy Efficient Pel PRO Pellet Stove With Amish Crafted Real Stone Wall Mantel And Slate Base. You'll Love The Open Kitchen And View Of The Farm From Every Window! Enjoy Beautiful Sunrises On The Back Deck, And Beautiful Sunsets From Your Covered Front Porch! Cool Off On A Hot Summer Day With A Swim In Your Sparkling Above Ground Pool. This Ranch Offers You 15.12 Wide Open Acres With Plenty Of Space For Your Horses, Cows Or Any Farm Animal Of Your Choice And A Two Story Barn For Storage Of Feed And Farm Equipment. Call Now To Schedule A Private Showing!"
$385,000
222 BOHEMIA AVE, Chesapeake City MD 21915
4
BEDS
3
BATHS
2,552
SQFT
$151
$/SQFT
0.11
ACRES
1900
BUILT
"Great opportunity to live where you work! This can be two apartments with a Storefront. It really is a must see property. Zoned Village Center, it allows for some great uses. Each apartment area has two bedrooms and 1 full bath along with a kitchen and laundry hook-ups. Also each has a living-room area but the upper apartment has two living-room areas. Building has a basement for utilities, three HVAC systems and two separate electric meters exist. The Storefront does have the 1/2 bath. It's really worth a look. Lots to love about Chesapeake City... Stores, Restaurants AND MORE!!"
$369,900
56 VANDERLYN DR, Chesapeake City MD 21915
3
BEDS
3
BATHS
2,452
SQFT
$151
$/SQFT
1.75
ACRES
1995
BUILT
"Don't miss this custom built rancher in Chesapeake City. Three bedrooms, three full baths and a bonus/possible 4th bedroom. The gourmet kitchen features custom, butcher block counters and a breakfast bar pass-through. Master suite offers two walk-in closets and direct access to rear deck. The open floorplan with vaulted ceilings in the family room and connection to enclosed porch/sun room make this the perfect home for entertaining. Convenient to local marinas, middletown shopping and the quaint downtown of Chespeake City. Schedule a showing today."
$350,000
824 MOUNT NEBO RD, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,972
SQFT
$177
$/SQFT
2.48
ACRES
1925
BUILT
"The owner spared no expense in this home. Gutted down to the studs. Gorgeous modern farmhouse. Beautiful hardwood flooring. Amazing staircase. Gorgeous cherry cabinets, built in window seats with butcher block cutting, featuring Corian counter tops. Featuring an awesome walk in pantry. Large laundry/mud room. Both bathrooms feature tiled flooring & tiles surrounded showers with glass doors. Imagine yourself spending hours on the wrap around porch, having bonfires. Walk to restaurants, marina & boutiques. Dreamed of living in a water front town? This could be the one!!"
* PRICE LOWERED - $359,900 TO $350,000 
$342,900
95 PORT HERMAN DR #7B, Chesapeake City MD 21915
2
BEDS
2
BATHS
1,200
SQFT
$286
$/SQFT
1987
BUILT
"This is a charming 2-bedroom, 2-bath very recently updated condo on the beautiful inter-coastal waterway! See the ships pass by as you relax on your second-floor veranda. Port Herman Condominiums, such a wonderful place to enjoy the peace and quiet of Maryland's Eastern Shore. Port Herman, with her beach and pier await you as you wander down to the sandy shore to experience all the wonder of the area. Remember, you are close to three major highways, Route 40, Route I-95 and Route US 301. Close to Delaware for tax free shopping too! The condo boasts fresh paint, carpet and numerous upgrades. As the nights get cooler, come in and enjoy the warm glow of the fireplace. When friends arrive and want to head out to dinner, you have choices! Stop out to Chesapeake City for the restaurants and the shops or head down to the Sassafras River for some enjoyable local fare, either way, this area has many destinations for your enjoyment and fulfillment. Call today to schedule your tour!"
$299,000
40 JENKINS RD, Chesapeake City MD 21915
3
BEDS
3
BATHS
1,755
SQFT
$170
$/SQFT
1.34
ACRES
1983
BUILT
"Your opportunity is here to own in Creswell Forest! This is a beautiful home in a great location. Convenient to Delaware shopping, close to several marinas off of Town Point Road and in the Bohemia Manor School District. This home is a 3 bedroom, 2.5 bath home with a full basement. Has a beautiful wood-burning fireplace with a gas insert in the living room. Nice added 4 season room on the back with a sizable deck for outdoor relaxing. The basement has a finished room and lots more can be done. Inside and outside access to the basement. Stop down and see the beach area, has lots of parking for vehicles and trailers. Also a picnic area, boat ramp and beach!"
$299,000
96 TOWER POINT RD, Chesapeake City MD 21915
3
BEDS
1
BATHS
1,260
SQFT
$237
$/SQFT
0.98
ACRES
1969
BUILT
"*** Please call Broker to Make Appt., Office Computers being worked on this weekend 11-15-19. PRICE REDUCED! Seller wants you to enjoy all this property has to offer, and get ahead of the Season, by large price reduction ~ don~t miss this opportunity in this WATER ACCESS on Elk River with newer POOL AND HOT TUB~! Great Eastern Shore bungalow style. In private Community! Lots of natural light and skylights in 3 BR, 1 BA, hardwood floors throughout upstairs, granite counters in kitchen, having so many possibilities! This home a current ~Seasonal Haven~, with a 11 x 30 fiberglass salt water pool, with hot tub and water features! Concrete area around pool, with hardscaping, pool shed, backyard fenced with access gates, with more room yet, in this Private Community ~ all this on almost an acre of land! Full unfinished concrete walk out basement to add to space, newer water treatment system, covered Carport Area to park or store your Summer toys in protected space! Built slightly into a gentle slope, you can access the walk out basement and choose to head to the River, Pool, or simply relax in this treed setting, watching for the osprey, eagles, or deer passing through! Easy access for commuting if you choose to make this the place to enjoy full time! HOA fees currently under $300 a year! Don't miss the opportunity!"
* PRICE LOWERED - $325,000 TO $299,000 
$295,000
203 BOHEMIA AVE, Chesapeake City MD 21915
2
BEDS
3
BATHS
1,488
SQFT
$198
$/SQFT
0.05
ACRES
1900
BUILT
"Beautiful, light-filled home just steps from the water in the charming village of Chesapeake City offers you everything: walk to shops and restaurants overlooking the water, or cook at home in your own gourmet kitchen which opens to a private brick patio for grilling and entertaining. How many ways can you play? Boating is a just a block away, and you can bicycle leisurely back roads or the neww bike trail along the C & D Canal. Kayak the local creek or the sparkling Bohemia River,explore the Eastern Shore, discover history, fishing, crabbing, birdwatching,walking, sketching or paiting...it's all here. The home is completely updated with a total WOW factor: granite countertops, farmhouse sink, gourmet gas stove, gleaming hardwood, expansive master bath with Jacuzzi soaking tub and architectural glass brick master shower, guest room with private bath, and an attic tht's begging to become an art studio, home office, playroom, extra guest space, or soothing place for yoga practice. Central air with state-of-the-art programmable NEST thermostats. Plenty of storage , too, in a laundry room, large pantry,basement, attic, and a walk-in closet in master bedroom. Perfect for a small boutique, art gallery, gourmet shop, tea room, or bridal services business in immaculate location in this charming destination town, Fabulous Ari Bnb potential! Explore this property in virtual reality - see our 3-D Tour!"
* NEW LISTING  * PRICE INCREASED - $285,000 TO $295,000 
$289,000
208 GEORGE ST, Chesapeake City MD 21915
3
BEDS
2
BATHS
1,656
SQFT
$175
$/SQFT
0.03
ACRES
1896
BUILT
"*** Please call Broker to Make Appt., Office Computers being worked on this weekend 11-15-19! Business and Home! Storefront/Office w/spacious rental / residence 2BR, 1BA, w/ W/D on 2nd FL. Partial Waterview of C & D upstairs! Approx. 16' x 61' Bldg, open floor plan, back entrance for 2nd FL Rental, with History! Don't miss! Call for your showing today!"
$199,900
317-319 BIDDLE ST, Chesapeake City MD 21915
4
BEDS
2
BATHS
1,352
SQFT
$148
$/SQFT
0.07
ACRES
1900
BUILT
"HUGE reduction !!!Sale includes both sides of the duplex..317 & 319. Each unit has two bedrooms, and one bath. Roof is only 2 years old, and there are some new windows. Hardwood flooring throughout. breakfast bar in the kitchen. Both sides have a screened in porch. Walk to the canal or have dinner at Schaefers canal house. Sit on the front porch and relax in picturesque Chesapeake City. Good rentals ...or live in one side and rent out the other. Easy to show."
* PRICE LOWERED - $239,900 TO $199,900 
$160,000
2902 AUGUSTINE HERMAN HWY, Chesapeake City MD 21915
3
BEDS
3
BATHS
1,624
SQFT
$99
$/SQFT
0.51
ACRES
1950
BUILT
"Chesapeake City home with inlaw suite. Amenities include 2 car attached garage, 2 decks, covered porch, and an outbuiding with carport. Close to Chesapeake City shops and restaurants. HUD Case # 241-963715 sold as is. This home is approved for purchase with an FHA mortgage (IE). Submit all offers on HUDHomestore site. Managed by Olympus AMS ."
$156,000
100 BIDDLE ST, Chesapeake City MD 21915
4
BEDS
1
BATHS
1,470
SQFT
$106
$/SQFT
0.01
ACRES
1900
BUILT
"Now offered individually. This 4 BR, canal view home is also offered as a bundle with 106 Biddle plus a vacant lot. Great location & views. Walk to the Canal House."
 
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