Shady Side MD Homes for Sale

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Type:
Other
Sq.Ft.:
1,540
Status:
NEW LISTING
Beds:
2
Lot size:
0.42 Acres
Year built:
1965
Baths:
2.00
MLS#:
MDAA2101544
Subdivision:
Regulars

ADDITIONAL INFORMATION

An adorable cottage with almost 200' of waterfront facing Hopkins Cove with views of the Chesapeake Bay Bridge. This could be your weekend getaway cottage, or go all in and remodel to make it your own! The possibilities are endless..... The property is being sold "as is". Please contact AACO and the Critical Area Division regarding remodeling permit requirements.

Type:
Other
Sq.Ft.:
1,500
Status:
NEW LISTING
Beds:
3
Lot size:
0.16 Acres
Year built:
1992
Baths:
3.00
MLS#:
MDAA2102364
Subdivision:
Avalon Shores

ADDITIONAL INFORMATION

Welcome to this 2-story home nestled in the serene Avalon Shores community. This home features 3 bedrooms, 2 full baths, and 1 half bath. Eat in kitchen with additional room for table space. The exterior boasts multi-level decks ideal for outdoor entertaining, a shady yard offering privacy, and spacious 2 car garage. Located in the peaceful Avalon Shores subdivision, this home is close to Anne Arundel County Public Schools and offers easy access to local amenities and recreational activities. Additionally, you’ll find shopping centers, restaurants, and parks just a short drive away. Check out the virtual tour !

Type:
Other
Sq.Ft.:
1,992
Status:
Active
Beds:
5
Lot size:
0.17 Acres
Year built:
1992
Baths:
3.00
MLS#:
MDAA2102232
Subdivision:
Avalon Shores

ADDITIONAL INFORMATION

Welcome to 1305 Maple St, an impeccably updated home nestled in the coveted waterfront community of Avalon Shores. With a thoughtful blend of modern elegance and functional design, this property offers a truly elevated living experience. Luxury vinyl plank flooring flows seamlessly throughout, setting the stage for a home that exudes both warmth and sophistication. At the heart of the home lies the gourmet kitchen, a culinary masterpiece featuring two-tone cabinetry, lustrous quartz countertops, brand-new stainless steel appliances, and an abundance of prep space. The expansive living room invites natural light and offers direct access to an oversized deck and a fully fenced backyard, ideal for hosting gatherings or enjoying quiet outdoor moments. A spacious main-level bedroom provides convenience and versatility, while the formal dining area, a dedicated office or bonus room, and a separate laundry/storage space complete the first floor. Upstairs, you’ll find a luxurious primary suite that serves as a private sanctuary, complete with a beautifully renovated spa-like bathroom, an expansive walk-in closet, and a cozy sitting area. Two additional bedrooms, each generously proportioned, and a fully upgraded hall bathroom provide ample space for family or guests. A covered front porch adds timeless curb appeal, while the extended driveway offers plenty of parking, including space for a boat. Avalon Shores provides residents with exclusive access to the serene West River, a community playground, and open recreational fields. Perfectly situated for commuters and minutes from local shops, dining, and entertainment, this home combines the tranquility of coastal living with everyday convenience. Welcome Home!

Type:
Other
Sq.Ft.:
1,320
Status:
Active
Beds:
4
Lot size:
1.48 Acres
Year built:
1996
Baths:
2.00
MLS#:
MDAA2101686
Subdivision:
None Available

ADDITIONAL INFORMATION

Charming single-story home on 1 acre in Shady Side! This move-in ready property features 4 bedrooms, 2 bathrooms, and hardwood floors . The kitchen shines with white cabinetry, a subway tile backsplash, and stainless steel appliances, all set in an open-concept layout perfect for gatherings. Modern bathrooms, spacious bedrooms with natural light, and built-in storage add to its practicality. Enjoy outdoor living with a deck and fenced backyard. This home has it all. It won't last long!

Type:
Other
Sq.Ft.:
2,240
Status:
Active
Beds:
4
Lot size:
0.15 Acres
Year built:
2021
Baths:
3.00
MLS#:
MDAA2101350
Subdivision:
Avalon Shores

ADDITIONAL INFORMATION

Stunning 2021-Built Home with Modern Elegance in Shady Side, MD Discover your dream home in the charming Bayside community of Avalon Shores in Shady Side! Built in 2021, this 4-bedroom, 2.5-bathroom beauty showcases an impeccable, modern design, thoughtful upgrades like crown moldings, high ceilings, and other luxurious details throughout. The heart of the home is a bright, open-concept living space featuring an on-trend kitchen with a large island/breakfast bar, quartz counter tops, stainless steel appliances, and sleek cabinetry—a perfect setting for entertaining and everyday living. The large great room offers a cozy fireplace, dining space, wide plank, on trend flooring, and loads of natural light. Sliding glass doors lead to the back yard. Upstairs, the spacious primary suite offers a serene retreat with his and her closets, a spa-inspired en suite bathroom with dual vanities, and a large walk-in shower. Three other nice-sized bedrooms await you on the upper level, with large closets, along with a hall bath w/ dual vanity and a dedicated laundry room with mud sink, cabinets, shelving, folding table & hanging racks! The smart garage is equipped for level 1 electric vehicle charging, offers organization storage system & shelving. and the expanded driveway provides additional parking, making this home as functional as it is beautiful. Don't miss the 4 ft "shallow basement" on concrete slab and climate controlled, providing an ideal area for additional storage! Home has tankless water heater! Avalon Shores offers residents access to the West River with a Community dock, private beach, boat launch & two parks with playgrounds just a few blocks from this home. The West River leads you into the Chesapeake Bay, as well as to other local rivers, coves, & tributaries to the Bay! (Rhode River, Severn River, South River, to name a few!) Watch the Blue Herons hunt, the Eagles soar, the river otters play and the Ospreys fish! We even get Dolphins in the West River! All this and quiet streets, lots of neighbors on bikes, golf carts, walking dogs, and only 1 mile to the Chesapeake Yacht Club! Walkable distance to the Shady Side Market & The Driftwood Diner! Short drive for amazing ice cream cones! 20-minute drive to Annapolis and only 45 minutes to downtown DC! Enjoy proximity to local favorites such as Jesse Jay's (latin), and Skipper’s Pier, Dockside, and Pirates Cove Restaurant (for crabs & more!). This residence offers the perfect blend of modern comfort and coastal charm. Don’t miss the opportunity to make this exceptional home your very own!

Type:
Other
Sq.Ft.:
948
Status:
Active
Beds:
1
Lot size:
0.23 Acres
Year built:
1940
Baths:
1.00
MLS#:
MDAA2101548
Subdivision:
Regulars

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..

Type:
Other
Sq.Ft.:
680
Status:
Active
Beds:
2
Lot size:
0.12 Acres
Year built:
1965
Baths:
1.00
MLS#:
MDAA2101170
Subdivision:
Columbia Beach

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.

Type:
Other
Sq.Ft.:
1,564
Status:
Active
Beds:
3
Lot size:
0.11 Acres
Year built:
2019
Baths:
3.00
MLS#:
MDAA2100846
Subdivision:
Avalon Shores

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!

Type:
Single Family-Detached
Sq.Ft.:
2,135
Status:
Active
Beds:
4
Lot size:
0.17 Acres
Year built:
2025
Baths:
3.00
MLS#:
MDAA2099528
Subdivision:
Avalon Shores

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.

Type:
Other
Sq.Ft.:
2,598
Status:
Active
Beds:
5
Lot size:
0.25 Acres
Year built:
1956
Baths:
3.00
MLS#:
MDAA2098684
Subdivision:
Avalon Shores

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)

Type:
Other
Sq.Ft.:
4,720
Status:
Active
Beds:
4
Lot size:
0.18 Acres
Year built:
2010
Baths:
5.00
MLS#:
MDAA2098520
Subdivision:
Westelee

ADDITIONAL INFORMATION

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.

Type:
Other
Sq.Ft.:
820
Status:
Active
Beds:
3
Lot size:
0.22 Acres
Year built:
1960
Baths:
1.00
MLS#:
MDAA2098630
Subdivision:
Shady Side

ADDITIONAL INFORMATION

Type:
Other
Sq.Ft.:
3,613
Status:
Active
Beds:
4
Lot size:
0.23 Acres
Year built:
2008
Baths:
4.00
MLS#:
MDAA2098080
Subdivision:
Avalon Shores

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.

Type:
Other
Sq.Ft.:
2,200
Status:
Active
Beds:
4
Lot size:
0.25 Acres
Year built:
2022
Baths:
3.00
MLS#:
MDAA2097800
Subdivision:
Avalon Shores

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!

Type:
Single Family-Detached
Sq.Ft.:
862
Status:
Active
Beds:
2
Lot size:
1.5 Acres
Year built:
1930
Baths:
1.00
MLS#:
MDAA2092570
Subdivision:
Shady Side

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.)

Type:
Other
Sq.Ft.:
3,142
Status:
Active
Beds:
3
Lot size:
2.76 Acres
Year built:
1977
Baths:
3.00
MLS#:
MDAA2080416
Subdivision:
Felicity Cove

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.

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

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Shady Side Real Estate

The median home value in Shady Side, MD is $394,950. This is lower than the county median home value of $458,200. The national median home value is $338,100. The average price of homes sold in Shady Side, MD is $394,950. Approximately 78.9% of Shady Side homes are owned, compared to 8.3% rented, while 12.8% are vacant. Shady Side real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Shady Side real estate agent to arrange a tour today!

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 Real Estate Market Conditions

  • Median sales price

    $394,950
    10.7% change since last quarter
  • # Active listings

    23
    30-day change

Shady Side Schools and Demographics

Education near Shady Side, MD

Metric 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

School 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

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

High Schools near Shady Side, MD

School 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

School 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