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Shady Side MD Real Estate & Homes for Sale

45 Properties Found

The median home value in Shady Side, MD is $290,500. This is lower than the county median home value of $320,000. The national median home value is $209,892. The average price of homes sold in Shady Side, MD is $290,500. Approximately 78.5% of Shady Side homes are owned, compared to 11% rented, while 10.5% are vacant. Shady Side real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Shady Side real estate agent to arrange a tour today!
Learn more about Shady Side Real Estate.


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1–25 of 45 properties displayed
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Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
3,948
Status:
Active
MLS#:
MDAA402574
Type:
Single Family, Single Family-Detached
Subdivision:
Shady Side
Lot size:
0.34 Acres
Year built:
1996
Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

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!

Beds:
5
Baths:
3 Full
Sq.Ft.:
4,106
Status:
Active
MLS#:
MDAA373996
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.5 Acres
Year built:
1994
Courtesy: Washington Fine Properties, LLC
View additional info

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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
1002017876
Type:
Single Family, Single Family-Detached
Subdivision:
Idlewilde
Lot size:
1.3 Acres
Year built:
1900
Courtesy: Coldwell Banker Residential Brokerage
View additional info

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.

Beds:
4
Baths:
4 Full
Sq.Ft.:
4,000
Status:
Active
MLS#:
1001996164
Type:
Single Family, Single Family-Detached
Subdivision:
Idlewilde
Lot size:
0.19 Acres
Year built:
1950
Courtesy: Long & Foster Real Estate, Inc.
View additional info

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 VIDEO TOUR.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1005921807
Type:
Single Family, Single Family-Detached
Subdivision:
Idlewilde
Lot size:
0.49 Acres
Courtesy: Long & Foster Real Estate, Inc.
View additional info

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.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,838
Status:
Active
MLS#:
MDAA302334
Type:
Single Family, Single Family-Detached
Subdivision:
Shady Side
Lot size:
0.4 Acres
Year built:
1940
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Complete renovation in 2017 inside and out! Upscale chef's kitchen features quartz counter tops, farmhouse sink, gas cooktop w/ hood, double wall ovens & tile floors. Living room features cathedral ceilings, hardwood floors & gas fireplace. Oak staircase leads to low ceiling attic room, but it is in place for 2nd story expansion possibilities. Wonderful panoramic views across Chesapeake Bay and West River! Pier with 2 jet ski lifts and 1 boat lift. Two 1st floor bedrooms, one full bath and one half bath in main house. Third bedroom and additional full bath in fabulous carriage house, built in 2004, that also includes spacious shop/storage space and one car garage! Great location by water for fishing, sailing, cruising and boating to restaurants! Outdoor shower to freshen up after a day on the water!

Beds:
4
Baths:
3 Full
Sq.Ft.:
1,875
Status:
Active
MLS#:
MDAA399672
Type:
Single Family, Single Family-Detached
Subdivision:
Dennis Point
Lot size:
0.36 Acres
Year built:
2004
Courtesy: RE/MAX One
View additional info

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!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,788
Status:
NEW LISTING
MLS#:
MDAA410378
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.6 Acres
Year built:
1955
Courtesy: TTR Sotheby's International Realty
View additional info

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, septic 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.

Beds:
6
Baths:
3 Full/3 Half
Sq.Ft.:
3,110
Status:
Active
MLS#:
MDAA399492
Type:
Single Family, Single Family-Detached
Subdivision:
Snug Harbor
Lot size:
0.15 Acres
Year built:
1950
Courtesy: RE/MAX 100
View additional info

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 to be dredged this fall). 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 original antique two-piece lavatory. There is a laundry closet w/ stackable washer/dryer off the main bath. The half bath has a new sink/vanity and toilet and can be accessed from the family room or the bedrooms. There is an outside access "mud-room"- half bath with a utility sink that can be used for cleaning fish, shucking oysters or cleaning up from being out in the yard or on the boat. Lower level has tray ceilings and ceiling fans in every rm. The lower residence is served by a gas forced-air furnace and elec central air conditioning. It has its' own 275 gal. propane gas tank and its' own electric service. 2nd/3rd floor residence is approx 1835 square feet. It has two entry locations sep from the lower level and is served by sep elec, propane gas and 3 ton heat pump. There are two lg composite decks on the second floor and a smaller composite deck from the 3rd floor Master BR. The 2nd/3rd floor levels have hardwood floors throughout. 2nd floor Great Room faces toward the Bay and has a vaulted Knotty Pine ceiling, in-direct mood lighting and wall-controlled pendulum ceiling fans & lights. An open galley Kitchen and eat-at island are in the Great room and share the Bay views. There is a living room with built-in lighted shelving and knotty pine wainscoting. This room has a closet, so it could be used as a BR. There is a second BR w/ a spacious closet and direct access to a full bath w/ jacuzzi tub & Roman bath/shower. There is a utility rm with washer/dryer & a supplemental refrigerator. Stairs lead to the 3rd floor Master BR Suite w/vaulted Knotty Pine ceilings, wall-controlled ceiling fan, a gas fireplace, walk-in closet and a patio door walk out to a 3rd floor deck looking out over the Bay (the ultimate view). There is a full bath with vaulted ceiling, dbl sinks, lg 4 head shower and sky-lite. There is also an office space w/vaulted ceiling, built-in file cabinets and closets.

Beds:
3
Baths:
2 Full
Sq.Ft.:
3,839
Status:
Active
MLS#:
MDAA378512
Type:
Single Family, Single Family-Detached
Subdivision:
Shady Side
Lot size:
8.74 Acres
Year built:
2005
Courtesy: RE/MAX Leading Edge
View additional info

Spring has sprung!!! 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.

Beds:
5
Baths:
1 Full
Sq.Ft.:
1,472
Status:
Active
MLS#:
MDAA398596
Type:
Single Family, Single Family-Detached
Subdivision:
Columbia Beach
Year built:
1945
Courtesy: Berkshire Hathaway HomeServices PenFed Realty
View additional info

Waterfront with spectacular views! This summer home is ready for a 2019 makeover. Bring some great ideas and make this your dream home. You won't find these views at this price! Tranquil cove setting with a level yard, mature trees, rip-rap, gated community and three additional lots INCLUDED that have potential for future subdivision!!! You need to take a look at this one! Square footage in tax record reflects less than actual size.

Beds:
4
Baths:
2 Full
Sq.Ft.:
1,713
Status:
Active
MLS#:
1002287464
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
10 Acres
Year built:
1940
Courtesy: RE/MAX Leading Edge
View additional info

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 !

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,560
Status:
Active
MLS#:
MDAA375996
Type:
Single Family, Single Family-Detached
Subdivision:
Aa County
Lot size:
0.3 Acres
Year built:
2005
Courtesy: Bennett Realty Solutions
View additional info

Nestled in a quiet community is this well maintained move-in ready beauty that features a sprawling master suite w/ sitting area, spa bath, and huge walk-in closets. Enjoy the open eat-in-kitchen, private tree-lined fenced yard that backs to woods, custom trim details, hardwood floors, custom blinds, bonus room, award winning school district, minutes from waterfront restaurants and shopping, and so much more!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,724
Status:
Active
MLS#:
MDAA397226
Type:
Single Family, Single Family-Detached
Subdivision:
West Shady Side
Lot size:
1.01 Acres
Year built:
1992
Courtesy: Schwartz Realty, Inc.
View additional info

Well maintained two story Colonial home on over 1 acre of beautiful treed lot. Over 2700 Square foot home with 4 Bedrooms, 2 and a half baths. Has a front porch, large L shaped side and rear deck. Includes a Kohler 20 KW in house generator system. Extra large driveway can accommodate many vehicles. Home is not in a subdivision!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,066
Status:
Active
MLS#:
MDAA406696
Type:
Single Family, Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.17 Acres
Year built:
2019
Courtesy: Schwartz Realty, Inc.
View additional info

Most affordable new construction home in the area. Immediate occupancy. Enjoy your new home in this water privilege community offering beach, boat ramp, pier, playground. Home offers hardwood floors, beautiful kitchen with granite counter tops, center island, ss appliances. Nice appointed gas fireplace. Upper level offers bright and sunny owners suite, owners bath with tile shower, upper level laundry area. Nice rear yard. Come enjoy the summer at the beach.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,051
Status:
Active
MLS#:
MDAA405478
Type:
Single Family, Single Family-Detached
Subdivision:
Cedarhurst On The Bay
Lot size:
0.11 Acres
Year built:
1965
Courtesy: Schwartz Realty, Inc.
View additional info

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.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,650
Status:
Active
MLS#:
1009927976
Type:
Single Family, Single Family-Detached
Subdivision:
Cedarhurst On The Bay
Lot size:
0.11 Acres
Year built:
2018
Courtesy: Century 21 New Millennium
View additional info

Granite, hardwood floors, 3 bedrooms, 2.5 Baths, open floor plan, laundry upstairs. Waterfront Community with Boat Slips, Club House, Fishing Piers, Play Grounds

Open House:

Sunday, 8/25 12:00-2:00PM

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
1,920
Status:
Active
MLS#:
MDAA403384
Type:
Single Family, Single Family-Detached
Subdivision:
Cedarhurst On The Bay
Lot size:
0.11 Acres
Year built:
2004
Courtesy: Schwartz Realty, Inc.
View additional info
Beds:
3
Baths:
1 Full
Sq.Ft.:
1,206
Status:
Active
MLS#:
MDAA378350
Type:
Single Family, Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.15 Acres
Year built:
1938
Courtesy: Long & Foster Real Estate, Inc.
View additional info

The most affordable direct waterfront home on West River! Lovely waterfront home on South Creek off West River with 2 piers and 3ft water depth! Great kitchen with Silestone counters, updated cabinets and dining area. Bright living room with sliding doors that lead to the waterfront patio. 2nd floor addition with bedroom offering great views and a large deck! There is rough-in plumbing on the 2nd floor for a bath. Quick boat ride to dinner at one of Galesville's waterfront restaurants around the corner, join West River Sailing Club or Chesapeake Yacht Club!

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,846
Status:
Active
MLS#:
MDAA396160
Type:
Single Family, Single Family-Detached
Subdivision:
Aa County
Lot size:
1 Acres
Year built:
1955
Courtesy: Keller Williams Select Realtors
View additional info

House in Shady Side needs some minor work, great bones with this home that has 4 bedrooms and 3 full baths. Just over 1 acre on this corner lot, with solar panels to save on energy bills. Spacious rooms, large bedrooms, lots of yard (horses?), wonderful in-ground pool with abundance of shade. Detached 4-car garage has an incredible amount of space (47 x 22). The home needs fresh paint and new carpet. The seller is offering $5,000 in closing help or the seller can paint and install new carpet, if you choose with full-price offer.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,184
Status:
Active
MLS#:
MDAA408476
Type:
Single Family, Single Family-Detached
Subdivision:
Shady Side
Lot size:
0.61 Acres
Year built:
1930
Courtesy: Long & Foster Real Estate, Inc.
View additional info

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!

Beds:
2
Baths:
1 Full
Sq.Ft.:
405
Status:
Active
MLS#:
MDAA373992
Type:
Single Family, Single Family-Detached
Subdivision:
Idlewilde On The Bay
Lot size:
0.46 Acres
Year built:
1930
Courtesy: Schwartz Realty, Inc.
View additional info

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.

Open House:

Sunday, 8/25 12:00-2:00PM

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,448
Status:
Active
MLS#:
1001534482
Type:
Single Family, Single Family-Detached
Subdivision:
Shady Side
Lot size:
2.21 Acres
Year built:
1929
Courtesy: Schwartz Realty, Inc.
View additional info

Very large Farmhouse style home on 2.21 acre lot. Enough room for a horse! Home is not in a subdivision. Shows well and has recently been painted. Has two large storage sheds! Close to Marinas and recreational area with ball field and basketball courts.

Open House:

Sunday, 8/25 1:30-4:00PM

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,388
Status:
Active
MLS#:
MDAA402490
Type:
Single Family, Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.29 Acres
Year built:
1944
Courtesy: Long & Foster Real Estate, Inc.
View additional info

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!

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,884
Status:
Active
MLS#:
MDAA378630
Type:
Single Family, Single Family-Detached
Subdivision:
Idlewilde
Lot size:
0.26 Acres
Year built:
1940
Courtesy: Compass
View additional info

Sellers are ready for an offer. Major Price Reduction on this 4 bedroom home in Idlewilde. Just steps away from the Bay. This home features 4 bedrooms with 2 full baths. Main level office and updated open kitchen. Second level includes the master bedroom suite with second family room or possible 5th bedroom. Enjoy evenings on your private deck with ample yard. Welcome to bay life! Now offering $1,500 carpet allowance.

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