Deal Island Real Estate, Homes and Condos for sale

All Deal Island homes currently listed for sale in Deal Island as of 12/18/2018 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 Deal Island homes for sale or other Deal Island real estate, please contact us and one of our knowledgeable Deal Island REALTORS® would be pleased to assist you.


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$425,000
23210 PAUL BENTON CIR, Deal Island MD 21821
4
BEDS
2
BATHS
2,450
SQFT
$173
$/SQFT
48.00
ACRES
1940
BUILT
"Extremely unique, one of a kind waterfront property! Hunt, fish, enjoy nature and everything waterfront living has to offer. 48 acre waterfront property overlooking the Manokin River in Wenona! Renovated home in excellent condition with pool and large garage.Kitchen features granite countertops and newer appliances, enjoy water front views from your large sunroom!Property also features your own working crab shanty with private area and dockage. 2 freshwater and 1 brackish water ponds. All kinds of wildlife frequently on the property, this is a must see! Within 3 hours of DC and Baltimore and within 1 hour of Ocean City, Assateague and Chincoteague."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $440,000 TO $425,000 
$399,900
23165 ROLFE LN, Deal Island MD 21821
3
BEDS
3
BATHS
2,191
SQFT
$183
$/SQFT
0.68
ACRES
1958
BUILT
"Imagine, relaxing on your deck or on your dock and see some of the most spectacular sunsets on the Chesapeake Bay. This could be your reality with this stunning home. The house has been completely remodeled throughout. The kitchen includes new cabinets,granite countertops, new stainless steel appliances and an island bar for extra seating. It opens into the living and dining area which has a wall of windows, giving a perfect view of the waterfront. A door lead s out to the deck. The large master bedroom with hardwood floors and walk in closet include a master bath that has been completely remodeled with high end finishes. There is a four season room with cathedral ceilings that opens up from the master bedroom that has impressive views of the Bay. Enjoy your morning coffee and watch the boats go by in this tranquil space. Bedroom 2 has new vinyl laminate flooring and a private bath that has been updated. Down the hall there are closets with storage that leads to the laundry area which includes a washer and dryer. A third updated bathroom is next to the family room which has a new vinyl laminate floor. It is located away from the other living areas for privacy. The oversized garage is right off the family room. The third bedroom is on the 2nd floor and the space is huge with over 375 sq. ft. of living space and has hardwood floors.The inside is amazing, but the outside is where you'll want to be. The deck overlooks the yard and the Tangier Sound. The dock which is one year old, leads out on the water to a space with a built in picnic table. Enjoy the view while crabbing, fishing or swimming. There is plenty of room to dock your boat. Don't forget the annual skip jack races, as you will have front row seats to all the action. Included in the price is an additional deeded lot. It doubles the size of the existing property to .68 acres and gives ample room to entertain and play. The owners had the lot perced and was approved pending an acceptable survey completed. The"
* LISTED OVER 120 DAYS 
$399,900
11660 KELLY LN, Deal Island MD 21821
2
BEDS
3
BATHS
2,310
SQFT
$173
$/SQFT
2.03
ACRES
1992
BUILT
"This amazing custom built home is located on the Eastern Shore of Maryland directly on the water with amazing panoramic waterfront views from inside and outside and roughly 150 feet of waterfront property, and features water access from your back yard perfect for boating, fishing, crabbing and more, a private pier, a first floor master, a second floor master with a balcony, 2.5 baths, a living room with a double sided stone fireplace, large sunroom, wood floors, pantry, mud/laundry room, huge wrap around deck, spacious yard with irrigation, garage, 48x40 pole building with electric and a woodstove, smart system lights, surveillance cameras, water treatment system, and more! Call me today for your private tour!"
$399,000
10468 CASSANDRA DR, Deal Island MD 21821
3
BEDS
3
BATHS
1,792
SQFT
$223
$/SQFT
0.39
ACRES
2004
BUILT
"Not often does a home come along that has all this one has to offer. Navigable waterfront with stunning westerly views across the Chesapeake Bay, this 2004 Contemporary offers the perfect set-up for a primary residence or weekend retreat. Gourmet eat-in kitchen with granite. Hardwoods and tile throughout the home. Warm yourself in the winter months by the gas fireplace and enjoy heat and hot water provided by a gas Buderus system. Beautiful private dock with boat lift for your adventures on the bay. Just a few hours from DC and Baltimore metro areas and 1 hour to Ocean City Maryland. Come and get your piece of the good life!"
* PRICE LOWERED - $409,900 TO $399,000 
$385,000
10546 CASSANDRA DR, Deal Island MD 21821
3
BEDS
3
BATHS
1,792
SQFT
$215
$/SQFT
0.25
ACRES
2009
BUILT
"WATERFRONT LIVING ON THE TANGIER SOUND! This two-story home offers magnificent views of the tangier sound and the Chesapeake Bay. Features 3 bedrooms, office that could be a fourth bedroom, great room & dining room overlooking the Tangier Sound, large kitchen with all appliances and 2.5 baths. Second floor deck facing the tangier sound that extends the length of the home with front porch overlooking the marina has breathtaking views. On your dock is the perfect place to enjoy nature with fishing, boating, & crabbing. Enjoy birdwatching, kayaking, canoeing, bicycling, nature walks & experience island exploring right outside your door. You will witness the bustling of crab boats, crab picking and tending to the soft-shell crabs in the crabber's shanties. In the winter months the oyster boats and the famous skipjacks provide the best oysters around. Early morning or evening outings out on your dock or by boat or kayak are ideal for catching rockfish. At the end of the day, nothing can beat watching the sunsets over the Chesapeake Bay or early in the morning catching the sunrise over the marina. Experience Island Living at its finest!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $395,500 TO $385,000 
$270,000
10236 HOTEL RD, Deal Island MD 21821
4
BEDS
2
BATHS
1,952
SQFT
$138
$/SQFT
0.66
ACRES
1890
BUILT
"MOTIVATED SELLER...w an acceptable offer, some furniture may be included. Waterfront Living At An Affordable Price!!! Exceptional waterfront home on the Tangier Sound that has been lovingly cared for w MANY updates (see Points of Interest) Spend your evenings enjoying the million dollar sunset from the cozy 3 season room, walk the private beach for the best sea glass in the area. Invite your loved one's over for a relaxing boat ride or fishing on the Tangier, launched from the private pier. Low water mean is 3'...don't worry, this is the perfect place to crab and clam too!!! There's even history with this over 1900 sq ft home -it used to be the Deal Island Post Office!! The Flood Insurance is $6,775. Home Owner's Flood Insurance is $617."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $280,000 TO $270,000 
$199,900
8960 DEAL ISLAND RD, Deal Island MD 21821
3
BEDS
2
BATHS
2,309
SQFT
$87
$/SQFT
0.69
ACRES
1899
BUILT
"Wow what views overlooking Wenona Harbor! Looking for a weekend retreat? Boat slips available directly in front of home with boat ramps. Fishing, Crabbing and hunting all right out your front door. Deal Island Wildlife Refuge next door. Come on Sportsmen!"
* LISTED OVER 120 DAYS 
$164,900
23146 MANOKIN CT, Deal Island MD 21821
3
BEDS
2
BATHS
1,026
SQFT
$161
$/SQFT
0.55
ACRES
2005
BUILT
"Looking for Great Waterviews? Here they are! This 3 Bedroom Two Bath Coastal Style Home looks out onto the Tangier Sound. Great Second Home or Investment Property. The Open Floorplan makes it easy to Entertain , while the screened in Porch makes for a quiet place to kick back and unwind. Close by is the Wenona Harbor where you can watch the boats come in or grab the fresh catch of the day. Launch from the Public Dock and be in Prime Fishing or Crabbing grounds of the Chesapeake Bay in minutes. Priced to sell, here's your chance to get your peace of the Bay Life!"
* PRICE LOWERED - $169,900 TO $164,900 
$159,000
8962 DEAL ISLAND RD, Deal Island MD 21821
3
BEDS
1
BATHS
1,519
SQFT
$105
$/SQFT
0.57
ACRES
1900
BUILT
"Updated three bedroom farmhouse only 300 feet from the water! and the harbor. This beautiful up dated kitchen with recessed lighting and appliances for the discerning chef. First floor master bedroom with en suite tiled bathand soaking tub. Upstairs are the other two bedrooms both providing views of the harbor and bay. You will also views of the wildlife and flowering shrubs from the windows of the sun room. Don't miss this opportunity to own your slice of paradise! The seller is now offering the lot next to the property with the home for a full price offer. Lot previously listed for $29,000.Time to make this property yours."
* LISTED OVER 120 DAYS 
$154,900
10095 DEAL ISLAND RD, Deal Island MD 21821
3
BEDS
2
BATHS
2,138
SQFT
$72
$/SQFT
0.67
ACRES
1954
BUILT
"Great Opportunity on Deal Island. Well Maintained 3 Bedroom 2 Bath home will make a Spacious Full Time Residence or Seasonal Home for Outdoorsmen of all types. Open Living Area gives elbow room for entertaining. The Country Kitchen has plenty of Cabinet and Counter Space. The Screened in back porch makes for a nice space to unwind from the days activities. This Property has a number of Outbuildings which include a Walk in Freezer and Cooler as well as 3 phase Electric. Perfect for hunters or watermen. 1 mile away from Deal Island Harbor and the Public Beach this home is close to loads of Water Related Fun. Grab your Peace of the Bay Life"
$139,900
23355 OSBURN WEBSTER RD, Deal Island MD 21821
2
BEDS
1
BATHS
1,300
SQFT
$108
$/SQFT
0.32
ACRES
1976
BUILT
"Well maintained two bedroom(possible three) one bath home with a very nice all season sun room attached to the home. If your looking for a permanent or vacation home or a place to go fishing and crabbing this is the place to be. Many upgrades to numerous to mention. Come and take a look you will be pleasantly surprised. Property in the community of Deal Island that sits on the Tangier Sound of the Chesapeake Bay. Schedule your showing now!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $149,500 TO $139,900 
$139,000
9326 DEAL ISLAND RD, Deal Island MD 21821
2
BEDS
2
BATHS
1,174
SQFT
$118
$/SQFT
0.50
ACRES
1900
BUILT
"UPDATED HOME WITH GREAT OUTBUILDING ON TWO LOTS WITH OPEN WATER ACCESS! The exterior of this home has been updated with Vinyl Siding, an Architectural Shingle Roof, 8 Vinyl Tilt-In Windows and a new Well Pump. The interior has been updated with Engineered Wood Floors, a New Full Bathroom downstairs, a Renovated Bathroom upstairs, and an Open Cathedral Ceiling in the spacious upstairs Bedroom. Property offers a Unique Outbuilding that the sellers call the Crab Shack because this is where they steam crabs and have Family Seafood Feasts in the 16'x12' Dining Area. The Crab Shack also has a 12'6x12'6 area that is used as an Office/Gathering area and an additional 12'6x12'6 area that is used as an Entertainment area with a queen size sleeper sofa that is used for guests and family members. Two parcels are being offered making the total lot size .73 acres. Lot is adjacent to a creek that empties into the Tangier Sound. Creek is 1 foot at low tide and 3 feet at high tide and is used by sellers for kayaking. Seller also has a shallow bottom boat that is launched in the creek. Home is less than a mile to the Wenona Public Boat Ramp and Open Waters of the Tangier Sound. Home is less than 1/2 hour to the Restaurants, Boutiques and Food Shopping of the Colonial Town of Princess Anne."
* PRICE LOWERED - $150,900 TO $139,000 
$124,900
11069 LEE AVE, Deal Island MD 21821
2
BEDS
1
BATHS
750
SQFT
$167
$/SQFT
0.76
ACRES
1980
BUILT
"This delightful 2 bedroom, 1 bath waterfront bungalow is the ideal weekend getaway. Very private with water views on three sides. Property has two piers for your outdoor enjoyment. Feast on the day's crab catch on the large porch or open deck. Roof, windows, siding and BAT septic system are 10 years old. Water pump replaced in 2015. The home needs some TLC, comes furnished and is being sold AS-IS."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $139,900 TO $124,900 
$109,500
10195 DEAL ISLAND RD, Deal Island MD 21821
3
BEDS
1
BATHS
1,580
SQFT
$69
$/SQFT
0.15
ACRES
1910
BUILT
"This beautiful farmhouse is located in the quiet bay front town of Deal Island, located on 4 lots, and backing up to federal land! You will be living in nature's backyard, deer, eagles, and crabs, will be you neighbors! A brand new poly slate roof rated for 50 years has been installed, ensuring many more years of protection from the elements. Heating options include a gas fireplace, electric baseboard, and an oil furnace that is not currently hooked up. Windows have been replaced with double hung insulated windows to hold all that heat in the home. Updates include a Culligan water system, pump system, gas hot water heater. over sized gas stove, and washer and dryer. Within walking distance to Deal Island boat ramp, and beach . Come see this home today to make your dream of living in a fantastic historic bay community a reality! Seasonal partial water view."
* LISTED OVER 120 DAYS 
$98,500
23124 SOUNDSIDE ESTATES RD, Deal Island MD 21821
3
BEDS
2
BATHS
1,344
SQFT
$73
$/SQFT
0.69
ACRES
1975
BUILT
"Priced to Sell! Fabulous water views of the Tangier Sound. 3 bedroom, 2 bath home waiting for your sweat and inspiration. Being sold as-is. Great opportunity to create the perfect week-end getaway!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $109,500 TO $98,500 
$89,000
23054 PARKINSON RD, Deal Island MD 21821
2
BEDS
1
BATHS
1,584
SQFT
$56
$/SQFT
0.23
ACRES
1945
BUILT
* LISTED OVER 120 DAYS 
$75,000
23285 HURSHEL MILBORNE RD, Deal Island MD 21821
2
BEDS
1
BATHS
1,108
SQFT
$68
$/SQFT
0.57
ACRES
1910
BUILT
"Looking for that perfect home near the water that is perfect for a weekend getaway for crabbing, fishing, boating, or birdwatching? Look no further than this awesome 2 bedroom / 1 full bathroom two-story house situated on a little over a half acre in the crabbing town of Deal Island, MD. This house features brand new laminate flooring, remodeled first floor bathroom, appliances, wood flooring upstairs, new carpeting downstairs, two storage sheds, tankless water heater, and views of Tangier Sound. Near the evening, relax in the front screened porch, while watching the fireflies illuminate your spacious front yard, and welcoming you to quiet piece of paradise. Boundary survey on file and home comes fully furnished for a turn-key sale. Call today for your private showing."
* LISTED OVER 120 DAYS 
$49,900
23815 DEAL ISLAND RD, Deal Island MD 21821
2
BEDS
1
BATHS
864
SQFT
$58
$/SQFT
0.25
ACRES
1940
BUILT
$27,400
9703 MELVIN WHITE RD, Deal Island MD 21821
2
BEDS
2
BATHS
1,152
SQFT
$24
$/SQFT
0.50
ACRES
1974
BUILT
"Own your slice of paradise. .50 acres of country living. Near boatramp and marina. Don't miss out on this unique opportunity."
* LISTED OVER 120 DAYS 
 
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