Shady Side MD Real Estate & Homes for Sale

13 Properties Found

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Beds:
1
Baths:
1.00
Sq.Ft.:
948
Status:
Active
MLS#:
MDAA2101548
Type:
Other
Subdivision:
Regulars
Lot size:
0.23 Acres
Year built:
1940
Courtesy: Premiere Realty LLC 703-748-0001
View additional info

ADDITIONAL INFORMATION

Welcome to 1419 Shady Rest Rd, it located on a quiet street not far from the water in one of Maryland’s Chesapeake Bay boating communities. This property has a drive way with plenty of space for parking. Being sold AS IS. Priced to sell so schedule your showing today! Please contact Torrence Hall for showings..

Beds:
2
Baths:
1.00
Sq.Ft.:
680
Status:
Active
MLS#:
MDAA2101170
Type:
Other
Subdivision:
Columbia Beach
Lot size:
0.12 Acres
Year built:
1965
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 443-372-7171
View additional info

ADDITIONAL INFORMATION

Welcome to this charming coastal cottage in the Columbia Beach neighborhood! This home offers a perfect blend of modern luxury and inviting warmth. With 2 spacious bedrooms and a full bath, this home is designed for comfort and style. Featuring elegant hardwood flooring, updated kitchen with new appliances and ample storage. Nestled on a delightful corner lot, the property boasts a level yard with lush front and side spaces, perfect for outdoor gatherings or quiet moments of relaxation. The community offers exclusive water access to the Chesapeake Bay, allowing you to indulge in fishing or simply enjoy the tranquil waters at your leisure. The property is part of a well-maintained association that includes amenities such as a boat ramp, pier, playground, basketball and tennis court enhancing your waterfront lifestyle. This home is not just a property; its a lifestyle waiting for you to embrace. Don't miss the opportunity to make this warm and inviting haven your own! Schedule a viewing today and experience the charm of Chesapeake Bay living.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,564
Status:
Active
MLS#:
MDAA2100846
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.11 Acres
Year built:
2019
Courtesy: Keller Williams Flagship of Maryland 410-729-7700
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ADDITIONAL INFORMATION

Welcome to this stunning 3-bedroom, 2.5-bath home in Shady Side! Built in just 2019 and meticulously maintained, the front door opens to a spacious main floor, featuring a cozy living room with grey-wash vinyl flooring and large windows that fill the space with an abundance of natural light. The main floor also boasts a half bath, a coat closet, and an open-concept eat-in kitchen with TWO pantries, stylish black granite countertops, white shaker cabinets with nickel hardware, and Whirlpool stainless steel appliances. You'll also find a roomy main-floor laundry area and convenient access to your private, white-vinyl fenced-in yard with a utility shed. BRAND-NEW carpets lead you upstairs to a large primary bedroom with an en-suite bath, a full guest bath, and two additional bedrooms. Located in the heart of Shady Side, you'll enjoy easy access to local marinas, dining, parks, and water activities. This home is a perfect blend of style, comfort, and convenience!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,135
Status:
Active
MLS#:
MDAA2099528
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.17 Acres
Year built:
2025
Courtesy: Coldwell Banker Realty 410-263-8686
View additional info

ADDITIONAL INFORMATION

New Construction (To-Be-Built). Meet the Monroe: this stunning home design comes with three distinct elevations to choose from, ensuring your home reflects your unique style and preferences: Traditional, Modern, or Craftsman. The spacious layout encompasses four bedrooms, Owner's suite with ensuite bathroom, and 2nd Floor laundry. Work from home effortlessly in the dedicated office space, providing a quiet sanctuary for productivity and focus. The two-car garage ensures ample parking and storage space for vehicles, outdoor gear, and more. Still time to choose your interior options...hurry this one will sell quickly!! Disclaimer: All renderings/photos provided herein are for illustrative purposes only and are intended to showcase design options.  Actual products, features, finishes, and layouts may vary.  The images may depict optional features, upgrades, or configurations that are not included as standard or available in all homes.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,598
Status:
Active
MLS#:
MDAA2098684
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.25 Acres
Year built:
1956
Courtesy: Washington Fine Properties, LLC 202-944-5000
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ADDITIONAL INFORMATION

Gorgeous waterfront home on the West River located in the Avalon Shores community of Shady Side. Offering 5 bedrooms, 3 full baths, and 2500+ sq.ft of sun-bathed living space on two levels. This beautiful home features an open floor plan with large wall of windows overlooking the rear yard and river, private pier w/ lift, mature landscaping, workshop/storage shed, and ample parking. The main level offers a modern open kitchen with granite countertops stainless-steel appliances, dining room, generous living/sitting area, 1 bedroom, 1 full bath, laundry/utility room, and rear covered deck for dining or relaxing. Upstairs the primary suite offers a full bath, sitting area, and ample closets. Three additional bedrooms, one with balcony, the 3rd bath, and open sitting area complete the second level. Hardwood floors throughout. Major updates completed in 2021. Short distance from groceries, parks, dining, and marinas. Short boat ride to dining in Galesville. Half hour to Annapolis and under an hour to DC, Avalon Shores offers two playgrounds, private community boat ramp and fishing pier. Don't miss this opportunity to live your best Chesapeake Bay life. Dry zone installed in 2016. This is a temperature and moisture control system installed in the entire crawl space. Deed reflects ownership of lot 1 and 2 total of .25 acres. Avalon Shore- it is a special community benefit district (SCBD)

Beds:
4
Baths:
5.00
Sq.Ft.:
4,720
Status:
Active
MLS#:
MDAA2098520
Type:
Other
Subdivision:
Westelee
Lot size:
0.18 Acres
Year built:
2010
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
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ADDITIONAL INFORMATION

OPEN HOUSE CANCELLED DUE TO SNOW 1/19. Located just an hour from Washington, D.C., this custom-built waterfront estate on Chesapeake Bay offers a rare blend of modern luxury, serene views, and premier water access, making it the perfect retreat or high-potential vacation rental. At nearly 5,000 square feet, this thoughtfully designed home captures the essence of relaxation and recreation along over 100 feet of pristine shoreline. Built with gatherings in mind, this three-level residence features 4 spacious bedrooms and 4.5 refined bathrooms, making it a perfect choice for family vacations or group getaways. The main level showcases an open-concept design with soaring ceilings, rich maple hardwoods, and a striking stone-surround fireplace as the focal point of the living room—a welcoming feature for cozy evenings and gatherings. The gourmet chef’s kitchen is outfitted with premium stainless steel appliances, double ovens, a gas cooktop, and granite countertops, while an adjoining screened-in porch offers a peaceful, sheltered space to enjoy Bay views over morning coffee or evening drinks. Each level of the home presents thoughtfully designed spaces for both entertainment and relaxation. The second-floor owner’s suite is a private sanctuary, complete with a spa-like bath, sitting area, bonus room, and a private balcony overlooking the Bay’s tranquil waters. Additional guest suites and a cozy den provide ample space for unwinding, while a main-level office offers a secluded retreat for work or planning the day's adventures. The third floor is dedicated to entertainment, with a spacious family room featuring a wet bar, refrigerator, and balcony offering panoramic views—an ideal spot for sunset gatherings or lounging after a day on the water. Outside, lush lawns lead to a custom pier with dual boat lifts, making water adventures effortlessly accessible. A private waterside entrance and full bath provide a convenient transition from outdoor fun to indoor comfort. Perfectly positioned for vacation rentals, this move-in-ready property is within reach of local amenities like a marina, boat ramp, swimming beach, and popular waterfront restaurants accessible by boat. Whether as a private retreat or an income-generating rental, this property offers a luxurious Chesapeake Bay lifestyle with proximity to the city and high demand for a premium waterfront experience.

Beds:
3
Baths:
1.00
Sq.Ft.:
820
Status:
Active
MLS#:
MDAA2098630
Type:
Other
Subdivision:
Shady Side
Lot size:
0.22 Acres
Year built:
1960
Courtesy: EXP Realty, LLC 888-860-7369
View additional info

ADDITIONAL INFORMATION

Beds:
4
Baths:
4.00
Sq.Ft.:
3,613
Status:
Active
MLS#:
MDAA2098080
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.23 Acres
Year built:
2008
Courtesy: Samson Properties 301-850-0255
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ADDITIONAL INFORMATION

This 3600+ sq. ft. provides water views in a water privileged community to go along with this spacious home. This is one of the few houses of this size in the area. The main floor starts with a grand entrance that leads to the den, eat in kitchen, dining room and living room providing plenty of space for hosting and spending time with family. The half bathroom is in the middle of the action to provide your guests and your family with a main floor bathroom. The second floor is completely for living quarters with three large bedrooms and three full bathrooms. The master bedroom includes an en suite. The walk in master closet completes the oasis for the homeowners. The two guest bedrooms both have larger sized individual closets each complete with its own large, full bathroom. In the final floor, you have an extra large bedroom. It connects to a huge bonus room with water views. This room provides an excellent space to get creative for a bar, lounge, ping pong table and/ or movie room. The options are endless in this area of the home.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDAA2097800
Type:
Other
Subdivision:
Avalon Shores
Lot size:
0.25 Acres
Year built:
2022
Courtesy: RE/MAX Leading Edge 410-224-3200
View additional info

ADDITIONAL INFORMATION

Westelee Welcome's You Home! This 2 year old "Pottery Barn" Colonial home is set perfectly on a corner lot with views of the West River. This home has 4 bedrooms and 2.5 baths. Patio was just put in and a 6 foot privacy fence around the backyard in 2024. GREAT FOR HAVING A CRAB FEAST IN THE SUMMER OR BONFIRES IN THE FALL. THIS YARD IS GREAT FOR ENTERTAINING BRING YOUR FAMILY AND FRIENDS. There is NO HOA . The Westelee Community was named in 2018 as the up and coming places to live in South County. The home is located on a dead end street. THE COMMUNITIES PRIVATE BEACH, BOAT RAMP, PLAYGROUND (NEW 2020),PIER W/ ELECTRIC,10+BOAT SLIPS,GAZEBO (2020) ,SWIMMING AND WATER SPORTS JUST 2 HOMES FROM YOUR FRONT DOOR!Bring your crabbing net for day/night time crabbing at the pier, swimming at the beach , fishing off the pier or kayak over to the local waterfront restaurants across the Creek. All is voluntary for $60.00 a year you can enjoy all of these wonderful amenities Westelee has to offer you and your family.LET THE KIDS ENJOY ALL OF THE COMMUNITY ACTIVITIES THAT ARE PLANNED SUCH AS CARDBOARD BOAT RACES FOR FATHERS DAY OR EVEN A HALLOWEEN PARADE. THESE ARE JUST 2 OF MANY EVENTS THE COMMUNITY HAS THROUGHOUT THE YEAR. Chesapeake Yacht club is about 5 homes away and you can join the yacht club and their amenities as well. Westelee is a very small private community located right off the West River. You can sit out in your backyard and entertain all summer long enjoying the bands music from across the river. Don't wait this home will not be on the market long!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,476
Status:
Active
MLS#:
MDAA2095694
Type:
Other
Subdivision:
Shady Side
Lot size:
1 Acres
Year built:
1949
Courtesy: RE/MAX Realty Centre, Inc. 301-591-3920
View additional info

ADDITIONAL INFORMATION

Welcome to 1552 Dennis Rd, a beautiful home constructed from the foundation up in 2002 and fully renovated in 2024. This 3-bedroom, 2-bathroom property offers one-level living with a versatile upstairs space that can be used as an additional bedroom, rec room, or office. The home features new flooring, a stunning modern kitchen with stainless steel appliances, quartz countertops, and new cabinets, as well as updated carpet and lighting throughout. Sitting on a private 1-acre lot, just 500 feet from the Chesapeake Bay and with Columbia Beach right behind the home, this is an ideal retreat for anyone seeking serenity and privacy. With a spacious layout, room for entertaining, and plenty of parking, this property is perfect for those looking to enjoy peaceful living by the bay while still having modern comforts. Don’t miss out on this unique opportunity to live by the water!

Beds:
2
Baths:
1.00
Sq.Ft.:
862
Status:
Active
MLS#:
MDAA2092570
Type:
Single Family-Detached
Subdivision:
Shady Side
Lot size:
1.5 Acres
Year built:
1930
Courtesy: Long & Foster Real Estate, Inc. 410-260-2800
View additional info

ADDITIONAL INFORMATION

Your Own Private Retreat, get away from the Rat Race and make this a great place for you and your family. 1337 West River Road , located in Shady Side, MD is a secluded waterfront property that sits on 1.5 acres with 592 feet of waterfront on the South Creek. This property has a home with 2 beds and 1 bath that will need remodeling and/or teardown. it's located 1/4 mile off the main road (West River Road ) follow signs to property. use GPS (once on West River Road make a left turn pass the first house on the left and follow gravel road to the end.)

Beds:
3
Baths:
3.00
Sq.Ft.:
3,142
Status:
Active
MLS#:
MDAA2080416
Type:
Single Family-Detached
Subdivision:
Felicity Cove
Lot size:
2.76 Acres
Year built:
1977
Courtesy: Monument Sotheby's International Realty 443-746-2090
View additional info

ADDITIONAL INFORMATION

Gorgeous 2.76 acre waterfront estate with a beautiful Victorian style home on the Chesapeake Bay. Unique 3 bedroom 3 bath open flowing floor plan exudes casual elegance with quality design and workmanship, perfect for coastal living. This lovely home provides great entertaining spaces inside and out. Equipped with Anderson windows and french doors, multiple Trex decks and porches, hardwood and ceramic floors, cathedral ceilings, lofts, a two story wood-burning stone fireplace, turret room, gazebo, 110 foot rebuilt pier, an in-ground pool and so much more! Additionally, the estate provides the ability to build one additional home. The property is served by private well, public sewer, propane gas heat and cooking, and 400 AMP electric service.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,144
Status:
Active
MLS#:
MDAA2011224
Type:
Single Family-Detached
Subdivision:
Shady Side
Lot size:
0.57 Acres
Year built:
1940
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

4 beds/ 1 full bath and 1/2 bath with shower.2144 SQ FT. Home and income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MA2) marine zoned property, totaling 1.0693 acres, with 135 feet of bulk headed waterfront, 200 foot pier, and 12 boat slips. Water depth from 4 to 8feet, that can accommodate boats in excess of 40 feet. Total income from 7 of the 12 slips in 2021 was $11,300. POTENTIAL $20,000 PLUS RENTAL INCOME IN ADDITION TO DRY STORAGE AVAILABLE. Many upgrades and extras. Information sheet in the document section of the listing or may be emailed to interested parties. Cold box has been removed.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Shady Side Real Estate

Shady Side is located in Maryland. Shady Side, Maryland has a population of 4,813. Shady Side is less family-centric than the surrounding county with 26.32% of the households containing married families with children. The county average for households married with children is 33.77%.

The median household income in Shady Side, Maryland is $118,125. The median household income for the surrounding county is $108,048 compared to the national median of $69,021. The median age of people living in Shady Side is 49 years.

Shady Side Weather

The average high temperature in July is 87.3 degrees, with an average low temperature in January of 28.2 degrees. The average rainfall is approximately 44.8 inches per year, with 12.7 inches of snow per year.

Shady Side Map

Shady Side Real Estate Market Conditions

  • Median sales price

    $390,000
    10.7%
    change since last quarter
  • # Active listings

    22
    30-day change

Shady Side Schools and Demographics

Education near Shady Side, MD

City County
High School Graduates 98.49 93.4
College Degree - 2 year 5.81 7.6
College Degree - 4 year 36.58 42.9
Graduate Degree 8.28 14.03
Expenditures per Student 17,686 17,686
Students per Teacher 13.8 13.8

Elementary Schools near Shady Side, MD

Grades Students P/T Ratio ZIP
Central Elementary School KG - 05 656 14.4 21037
Deale Elementary School KG - 05 283 13.9 20751
Edgewater Elementary School KG - 05 525 16.4 21037
Mayo Elementary School KG - 05 317 15.2 21037
Shady Side Elementary School PK - 05 484 15.7 20764
Traceys Elementary School KG - 05 382 15.7 20779

Middle Schools near Shady Side, MD

Grades Students P/T Ratio ZIP
Central Middle School 06 - 08 1,056 16.4 21037

High Schools near Shady Side, MD

Grades Students P/T Ratio ZIP
South River High School 09 - 12 2,210 17 21037
Southern High School 09 - 12 1,071 16.5 20776

Ungraded Schools near Shady Side, MD

Grades Students P/T Ratio ZIP
Center of Applied Technology-South UG - UG 0 0 21037
Central Special School PK - 12 130 6.1 21037

Demographics near Shady Side, MD

City County
Neighborhood Type Small town
Population 4,813 584,064
Population Density 724 1,408
Median Age 49 38.5
People per Household 2.4 2.6
Median Household Income 118,125 108,048
Average Income per Capita 62,685 51,113

Real estate near Shady Side