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Shady Side Real Estate, Homes and Condos for sale

All Shady Side homes currently listed for sale in Shady Side as of 09/17/2019 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 Shady Side homes for sale or other Shady Side real estate, please contact us and one of our knowledgeable Shady Side REALTORS® would be pleased to assist you.


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$1,474,900
1502 COLUMBIA COVE CT, Shady Side MD 20764
5
BEDS
5
BATHS
3,948
SQFT
$374
$/SQFT
0.34
ACRES
1996
BUILT
"WATERFRONT BEAUTY BUILT FOR ENTERTAINMENT! 2017 COMPLETELY REMODELED FROM STUDS UP, this extraordinary Ches-Bay Waterfront is now offered on the market. CUSTOM-BUILT with amenities galore including but not limited to: FIRST FLOOR Master Bedroom with Water View & Master Bath, High Ceilings through-out, Elegant Entrance with winding staircase and vaulted ceiling, Ceilings Fans in almost every room, Balcony off second floor Master Bedroom, a TRUE GOURMET KITCHEN with WOLF 4-Burner Gas Cook Top, Center Grill Element, THREE (3) WOLF Wall Ovens, TWO (2) Sinks each w/garbage disposal, Stunning build-in cabinetry, recessed lighting, granite counter-tops, Kitchen Bar, 2-zoned wine cooler, 50 lb Ice Maker, Built-in Coffee Maker w/warming drawer, OUT-DOOR Entertainment area includes Tiki-Bar, 6 Seat Glider and 100' Dock w/100' Waterfront for beyond-belief Bay Living. First or Second home, it's the best, move-in ready and in perfect+ condition. A MUST SEE. Close to everything including 40 minutes to Annapolis, DC and Virginia!"
* PRICE LOWERED - $1,499,000 TO $1,474,900 
$1,375,000
1471 NIEMAN RD, Shady Side MD 20764
5
BEDS
3
BATHS
4,106
SQFT
$335
$/SQFT
0.50
ACRES
1994
BUILT
"Magnificent water views from every room in this custom-built waterfront contemporary! Panoramic views over the Chesapeake Bay all the way to the Bay Bridge from the front & even more water views of Parish Creek in the back. Fully updated & gorgeous gourmet eat-in kitchen with stainless steel appliances, palladium windows, 2 fireplaces, pine floors throughout, 10 ceilings, and all bathrooms upgraded! Immediate Chesapeake Bay access and deep-water pier. Protected water on Parish Creek side. Absolutely stunning! Less than an hour from DC and 45 minutes to Annapolis."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,459,000 TO $1,375,000 
$1,250,000
0 GIRTON, Shady Side MD 20764
0
BEDS
0
BATHS
1.30
ACRES
1900
BUILT
"Waterfront Development potential in Idlewilde. This is a city block for sale. Engineering work proposes 6 individual home sites, 2 panoramic waterfront sites and 4 interior that will most likely have water views. Total of 1.3 acres and 200'+ waterfront (bulkheaded). Parcel fronts on Girton, Winters, Frederick Ave, and the Ches.Bay/West River. 3 tear down buildings on site. Community Pier."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,500,000 TO $1,250,000 
$965,000
4703 CHESAPEAKE AVE, Shady Side MD 20764
4
BEDS
4
BATHS
4,000
SQFT
$241
$/SQFT
0.19
ACRES
1950
BUILT
"4703 Chesapeake Avenue in Shady Side is perched overlooking the West River on the left and the Chesapeake Bay ahead. This is truly one of the most spectacular views anywhere! Shady Side is a resort-like location with a low-key way of life. This 4-bedroom property takes full advantage of its location, with a two-story wall of glass in the great room. Step out to the waterside deck and stroll down to the private pier with 4 ft water depth for a day of fun on the Bay. This would make an ideal weekend retreat or it would be a calming full-time home -- waking up to these unbelievable views every single morning. As you step inside, you will immediately notice the hardwood floors throughout the main level. The great room includes casual seating around the wood-burning fireplace, a gourmet kitchen with top-of-the-line appliances, and a dining area. The kitchen has granite counters and offers water views to the chef as well as to the guests mingling at the large island. There is a pantry/laundry off the kitchen as well as a full bathroom. The main level master suite opens to the waterside deck. Just like the great room, the master bedroom also has a wall of glass facing the Bay. The bedroom also has hardwood floors and there is a walk-in closet. The master bathroom has a double sink vanity, soaking tub, and separate shower. Fun tidbit from a previous owner: the vanity was designed as a replica of President Kennedy's desk in the Oval Office!~Upstairs, there are two bedrooms which share a Jack and Jill bathroom; one of them has water views. The fourth bedroom upstairs, with water views, is currently used as a den. It has a private bathroom. The top level has been finished and offers plenty of storage space. There is also an overflow bedroom possibility on the top floor. The oversized two-car garage provides additional storage.Shady Side is an easy drive to Washington or Annapolis and makes a perfect weekend retreat. Experience the mesmerizing Bay views found here! SEE THE LIVE"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,045,000 TO $965,000 
$883,889
1705 COSTER DR, Shady Side MD 20764
4
BEDS
3
BATHS
0.49
ACRES
"Beautiful new home to be built on half acre wooded lot in quiet 3 lot waterfront enclave! Expansive views of Chesapeake Bay! Over 2,700 sq. ft. open floor plan w/wonderful interior features! Granite, stainless, lots of light! HOA fee to be established. Pro- tective covenants. Existing home is occupied and NOT the home to be built. Home to be built is to the right of that home. Show lot by appt."
* LISTED OVER 120 DAYS 
$699,000
4917 HINE DR, Shady Side MD 20764
4
BEDS
3
BATHS
1,974
SQFT
$354
$/SQFT
0.26
ACRES
1989
BUILT
"Light filled Waterfront Home on 90 feet of stone lined shore. Freshly painted, three decks, glassed in porch, level yard and open concept makes them home perfect for entertaining. Boating, fishing crabbing your thing. You have found your own little oasis. Hardwood floors, first floor den or fourth bedroom. Oversized garage, separate storage shed along with crawl space for storage. Bedroom level laundry room. Beautiful views up the river. Community playground one door down, Around the corner join the Chesapeake Yacht Club for more fun and entertainment."
$649,900
1741 FELLNER DR, Shady Side MD 20764
6
BEDS
6
BATHS
3,110
SQFT
$209
$/SQFT
0.15
ACRES
1950
BUILT
"WATERFRONT / CHESAPEAKE BAY PANORAMIC VIEW: Three Floor, 6BR, 6Bath home located on the Chesapeake Bay in the private community of Snug Harbor in Shady Side, MD. Boat slip transfers with the property (Community Marina and channel is currently being dredged). A Community Boat ramp, Pier, Picnic Area, Swimming & Fishing activities are also available in this relaxing waterfront community. See spectacular sunrises over the Bay from your windows or sitting on your decks/patio. A different breath-taking sunrise every morning. A short commute, 28 miles to DC, 20 miles to Andrews AFB, 22 miles to the US Naval Academy (12 mi. by water) and 30 miles to Ft. Meade and Baltimore. Come home from a hard day at work and feel instant relief of your tension as you see your first glimpse of the water. The original single floor house was constructed in 1956. The 2nd & 3rd floor, separate living space from the 1st floor, was added in 2002. The first floor was completely renovated in 2004. Real knotty pine wood accent finishes are lavishly present throughout all levels. As of 2004, the home has all new electrical, generator hook-up, plumbing, HVAC, thermal pane, double-hung vinyl windows, flooring and finishes throughout. There is also complete wired phone, internet Cat5 LAN and RG6 TV cable distribution systems throughout all floors. The entire home exterior was renovated with vinyl siding and guttering in 2002. Roofing shingle in 2012. The totally renovated lower residence is approximately 1275 square feet, consisting of a large master bedroom with water view, brick fireplace and a heat-a-later. There are two additional bedrooms w/ ample closet space, a water view family room & dining room and a pass-thru, sit-down breakfast bar to a spacious country kitchen which has the original custom-made knotty pine cabinets w/ an old farm house-type porcelain/cast iron sink. The kitchen includes an electric wall oven and a cooktop island. The main bath has a lg shower, pedestal sink and the origi"
$625,000
1580 COLUMBIA BEACH RD, Shady Side MD 20764
4
BEDS
3
BATHS
1,875
SQFT
$333
$/SQFT
0.36
ACRES
2004
BUILT
"Motivated Sellers! Enjoy the beautiful views of the Chesapeake Bay nestled in Dennis Point in between Columbia Beach & Cedarhurst. This custom built colonial has so much to offer! Open floor plan with spectacular views of the Chesapeake all along the front of the house. Hardwood flooring throughout. Master bedroom includes a large master ensuite with jet tub and standing shower, and double closets. Enjoy your first cup of coffee on the master balcony while watching the sun rise. Second master is perfect and private for guest's or children. Both fireplaces have the gas lines ready for an easy conversion from the warm wood stoves. Hardy board siding on the home runs through the ceiling of car port and under the home for a low maintenance exterior. Pella windows and doors help keep the home very energy efficient and fire and wind resistant. Detached garage helps add to the ample parking! Floating dock pilings are currently present. A private pier can be added with HOA approval! Come see all this stunning home has to offer!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $639,900 TO $625,000 
$619,000
1330 W RIVER RD, Shady Side MD 20764
3
BEDS
3
BATHS
1,788
SQFT
$346
$/SQFT
0.60
ACRES
1955
BUILT
"This home is a contemporary waterfront one story living in the Chesapeake Bay country. The beautiful open floor plan features a large gourmet kitchen with granite counter tops flows to great living space. The family room has the classic fireplace and the Florida room make you want to relax and enjoy the day. Major renovations have been completed that include a new roof, state-of-the-art crawl space management system, driveway, pier, master bathroom, landscaping and shed. The pier has 4 MLW and is great for a power boat and has kayak launch dock. You are minutes from the Chesapeake Bay and restaurants using your power boat. This pier is shared with the home next door. You own the right side of the pier. The water debt is to be confirmed by the buyer. Owner is willing to sell this home furnished."
$585,000
6551 SHADY SIDE RD, Shady Side MD 20764
4
BEDS
3
BATHS
2,806
SQFT
$208
$/SQFT
1.19
ACRES
1904
BUILT
"Old World Charm! This 4 bedroom, 2.5 bath Colonial Farm Style home is beautifully appointed throughout. Wrap around front porch. Enter in to the large living room with hardwood floors and brick fireplace. Main level office. Porch leads to a mud porch off of the detached 2-car garage. Cook kitchen with gas cook top, breakfast bar and eating area. A vaulted ceiling enhances the open bright feel of the sunroom with walls of windows. The main level master suite offers a private bath and leads to a deck. 3 upper level bedrooms and one full bath are on the second level. A walk-up attic adds extra storage. A fenced inground pool will provide hours of summer fun! Situated on over 1 acre of privacy."
* NEW LISTING 
$500,000
6361 SHADY SIDE RD, Shady Side MD 20764
3
BEDS
2
BATHS
3,839
SQFT
$130
$/SQFT
8.74
ACRES
2005
BUILT
"Fall is fast approaching!!! Don't miss out on this custom built home featuring over 8 acres of privacy and enough garage space to park over 8 vehicles. This property is bank owned and being sold in as-is condition."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $575,000 TO $500,000 
$482,000
6213 SHADY SIDE RD, Shady Side MD 20764
4
BEDS
2
BATHS
1,713
SQFT
$281
$/SQFT
10.00
ACRES
1940
BUILT
"A Must See Beautiful Well Maintained 10+ Acre Property, Close to water ways, with plenty of space to store your boat. Great for small farm, including stocked privet pond. Fully Renovated Home, Wood Floors, on City Sewer. Numerus Out Buildings, Updated Central Air And Heating System, Water Treatment System 4 bed, 2 Full Baths. Priced To Sell !"
* LISTED OVER 120 DAYS 
$425,000
1385 E WEST SHADY SIDE RD, Shady Side MD 20764
4
BEDS
3
BATHS
2,088
SQFT
$204
$/SQFT
3.35
ACRES
1996
BUILT
"Rare, large secluded lot in the heart of Shady Side. This custom-built, post and beam home is nestled in the woods on 3.35 acres, just steps from Parish Creek and the West River. The best of both worlds ~ enjoy small-town life with an easy commute to DC, Annapolis and Baltimore.A unique and open floor plan offers flexible space to fit your lifestyle. Grand staircases filled with light connect three fully-finished levels. Tastefully renovated kitchen is a cook's dream with multiple work stations, large pantry, gas downdraft cooktop, and neutral granite. Vaulted ceilings on the main level add to the light and airy feel. The owner's suite oozes warmth and charm with its own brick-hearth fireplace, walk-in closet, and en suite bathroom. Beautifully appointed, solid wood cabinetry throughout. Third-level with walls of windows truly feels like your very own tree house and would make the perfect treetop bedroom, fitness studio or inspiring office space. Multi-level, wrap-around decks provide a wonderful vantage point for bird watching and a quiet setting for relaxing in privacy. Walking distance to Shady Side Park, Captain Salem Avery Museum, local marinas. HVAC recently replaced."
$369,900
1216 GROVE AVE, Shady Side MD 20764
4
BEDS
3
BATHS
2,051
SQFT
$180
$/SQFT
0.11
ACRES
1965
BUILT
"Stunning views of the bay! This home 4 bedroom 2.5 bathroom is in highly sought after Cedarhurst on the Bay. Master bedroom has a private balcony with water views. Large family room with a balcony with amazing views of the bay. Oversized garage with workshop. Clear views of Bloody Point. Community offers a community center , pier, marina with wet slips, boat ramp with direct access to the bay, and park."
$369,000
5190 SPRING AVE, Shady Side MD 20764
3
BEDS
3
BATHS
1,650
SQFT
$224
$/SQFT
0.11
ACRES
2018
BUILT
"Granite, hardwood floors, 3 bedrooms, 2.5 Baths, open floor plan, laundry upstairs. Waterfront Community with Boat Slips, Club House, Fishing Piers, Play Grounds***Buyer to choose carpet colors***"
* NEW LISTING 
$359,500
1203 BAY VIEW AVE, Shady Side MD 20764
4
BEDS
4
BATHS
1,920
SQFT
$187
$/SQFT
0.11
ACRES
2004
BUILT
$359,000
1710 BAYVIEW RD, Shady Side MD 20764
4
BEDS
3
BATHS
1,904
SQFT
$189
$/SQFT
0.17
ACRES
1994
BUILT
"This home certainly lives up to the name of the street it sits on. 3 houses down from the water on a private street this beautiful home is just waiting for someone to move in a make memories of a lifetime. 3 bedrooms upstairs with views of the water and first floor master with its own bath make this a 4 bedroom 2 1/2 bath home with a one car plus garage with a driveway big enough to park an 18 wheeler. The yard is fully fenced so its perfect for kids or dogs and with a short walk out of the driveway you will be at the private community pier on the Chesapeake Bay. Come out see the brand new kitchen, fresh flooring newer carpet, paint and a home set up to take a generator if the power goes out with a pellet stove for those cold nights. This is a must see home."
$349,999
1422 SNUG HARBOR RD, Shady Side MD 20764
4
BEDS
2
BATHS
2,184
SQFT
$160
$/SQFT
0.61
ACRES
1930
BUILT
"Travel back in time in this quaint, cedar-shingled home that perfectly combines modern amenities and farmhouse charm. Step into the sunroom and view the beautiful landscape and luscious gardens that complement over half an acre of land. See if you can find the secret room, perfect for a play space, office, den, or potentially a 4th bedroom. Originally built in the 1800's, this 3/4BR, 2BA home is a unique contribution to history and craftsmanship. This home is located less than a mile from Shady Side Elementary School and is within walking distance to local marinas. This treasure is a must-see home in South County!"
$344,979
1273 STEAMBOAT RD, Shady Side MD 20764
3
BEDS
2
BATHS
1,388
SQFT
$249
$/SQFT
0.29
ACRES
1944
BUILT
"All the character and charm of an old home with all the modern conveniences of a new one. You don't find this much charm in this condition! Freshly painted interior, Beautiful hardwood floors, Pellet stove to warm yourself on a cold winter night! An extra large lot with detached garage and additional covered parking or storage area! The Garage is a mechanics dream with lots of storage and a Heat Pump of its own. Imagine working on projects this Summer while being cool! Garage site could actually be an additional building site. Come feel the breeze on the decks or swim at the community beach! Flood insurance is not required! You will want to see this one! This is ready to go, current passing well test, Termite, Home inspection and VA Appraisal. Call for more information."
* PRICE LOWERED - $349,979 TO $344,979 
$329,900
4748 FREDERICK AVE, Shady Side MD 20764
2
BEDS
1
BATHS
405
SQFT
$815
$/SQFT
0.46
ACRES
1930
BUILT
"Waterfront cottage with gorgeous views of the West River. Several lots with their own tx id & address are included. Total .46ac.. Cottage is lot #249 (4748 Frederick Ave.), lots #272 & 273 (4743 Chesapeake Ave.), and lots #296 & 297(4754 Chesapeake Ave.). Home sold as is and is in need of renovations, or tear down to build your dream home on this beautiful level waterfront oasis."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $349,900 TO $329,900 
$294,999
1210 OAK AVE, Shady Side MD 20764
3
BEDS
2
BATHS
1,062
SQFT
$278
$/SQFT
0.11
ACRES
1981
BUILT
"SELLER SAYS SELL!!!! HUGE PRICE REDUCTION!!!! Not often does an updated home only steps to the beach come on the market. Wake up and enjoy coffee on your deck with great views of the Chesapeake Bay. Boating, fishing, community events, swimming, crabbing, and more are right outside your front door. Come home in the evenings and enjoy an adult beverage while wathcing the glistening waters of the bay. The home has a large family room that boasts natural light. While sitting in your family room make sure and enjoy your water views. The kitchen is updated with wooden cabinets, new appliances, and beautiful tile. The bathrooms display the attention to detail with custom stone and lighting. Your wrap-around porch exits to a backyard with more views of the water. Park your boat in the marina and enjoy the short boat rides to local restaurants with live music. Whether you are fishing with friends, hosting a crab feast, or strollingthe beach to collect driftwood, you truly will be vacationing where you live. If you're looking for a second home with potential AirBnB rental income... look no more!"
* PRICE LOWERED - $309,900 TO $294,999 
$279,900
1196 SPRUCE AVE, Shady Side MD 20764
3
BEDS
3
BATHS
1,344
SQFT
$208
$/SQFT
0.11
ACRES
1991
BUILT
"NEW PRICE OF $279900! Move Right Into Your 3 BR, 2.5BA, 1344 SF Home on Very Pretty Lot in Cedarhurst on the Bay. Spacious Rooms, Updated Flooring, Fresh Paint, Renovated Kitchen and Bathrooms are Just a Couple of Items You will LOVE. Your Very Pretty Private Fenced Yard will Be Enjoyed Friends and Pets too. Community Offers Gorgeous Green Space on the Chesapeake Bay. Enjoy Community Boat Ramp, Slips, Fishing Pier, Beach, Playground, Picnic Areas and Clubhouse. No Restrictive Covenants. Special Tax"
* PRICE LOWERED - $299,000 TO $279,900 
$275,000
1701 SNUG HARBOR RD, Shady Side MD 20764
3
BEDS
3
BATHS
1,400
SQFT
$196
$/SQFT
0.14
ACRES
1986
BUILT
"Surrounded by multiple parks and local marinas off of Chesapeake Bay, this charming Colonial boasts endless updates inside and out! From the 2016 roof to the renovated kitchen and bathrooms, this home aims to please. Enjoy quiet mornings on your covered, front porch or relish the changing seasons in your privately fenced backyard. Outdoor amenities include a newly built patio with an electric hook-up for a hot tub, a play set, and a secure storage shed with electricity and a built-in work bench. Inside, a sun-bathed living room offers entertaining space, while hardwoods guide you through the foyer and into the open kitchen and dining room. Appointed with granite countertops, tile backsplash, maple wood cabinetry, and stainless steel appliances, your kitchen is sure to be the heart of the home. Upstairs, the sweeping master is equipped with easy access to the attic for effortless storage, ample closet space with an upgraded modular closet system, and a private and updated half bath. Down the hall, two additional bedrooms and a fully remodeled bath complete the upper level. Convenient commuter routes MD-2, MD-468 and MD-4 allow quick access to Edgewater, Annapolis, and Washington D.C. This low maintenance, water privileged property is ideal for a primary residence, vacation home, or rental property!"
* NEW LISTING 
$269,900
1206 SPRUCE AVE, Shady Side MD 20764
3
BEDS
2
BATHS
1,320
SQFT
$204
$/SQFT
0.11
ACRES
1992
BUILT
"Affordable home in water privilege community. New ss appliances, new carpet, large eatin kitchen, sliders to rear deck overlooking yard with shed. Upper level offers 3 bedrooms and full bath. Home is located on corner lot allowing privacy, large driveway for boat or RV. Walk to community beach, pier, boat ramp & marina. 40 minutes to D.C., 25 minutes to Annapolis."
 
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