Shady Side MD Real Estate & Homes for Sale

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Beds:
5
Baths:
3.00
Sq.Ft.:
2,620
Status:
NEW LISTING
MLS#:
MDAA2133124
Type:
Single Family-Detached
Subdivision:
Snug Harbor
Lot size:
0.14 Acres
Year built:
1959
Courtesy: EXP Realty, LLC 888-860-7369
View additional info

ADDITIONAL INFORMATION

Welcome to a home that doesn’t just offer a place to live—it offers a lifestyle on the Chesapeake Bay. As you approach the property, the experience begins immediately. The driveway and gated entry set the tone, leading you toward a waterfront sanctuary where every detail elevates coastal living. This home sits directly on the water, complete with a slip and a finger pier, so you can tie up your boat, easily hop on and off, and begin living the Chesapeake Bay life you’ve always imagined. The exterior blends timeless stucco charm with the unexpected surprise of a third-level rooftop terrace—a rare, breathtaking feature that gifts you panoramic Bay views from sunrise to sunset. The backyard is an entertainer’s dream, anchored by an outdoor fireplace and multiple inviting spaces to gather, unwind, and savor the fresh Bay breeze all year long. Step through the front door into a dramatic double-story foyer flooded with natural light, skylights above, and wrought-iron railings overlooking the space from above. The open floor plan pulls you forward into the heart of the home—a warm, inviting living room, surrounded by large windows that let the Bay steal the spotlight. The sunken dining room features sliding doors leading to the backyard and to a composite deck framed by a pergola and string lights—perfect for dinners al fresco, morning coffee, or listening to the gentle evening tide. The open-concept kitchen is equal parts charm and function, highlighted by exposed ceiling beams, a quartz island with pendant lighting, stainless steel appliances, and a designer range hood. A dedicated laundry room sits just off the kitchen for convenience, and a beautiful fireplace ties this area together. Two generously sized bedrooms are located on this main level, served by a full bathroom. One bedroom includes sliding doors that open straight to the backyard—imagine waking up to sweeping water views from your pillow. Continue upstairs along warm wood floors and wrought-iron details to the bedroom level. The primary suite is a true retreat, wrapped in large windows that flood the space with natural light and uninterrupted Chesapeake Bay views. The spa-inspired bathroom features double vanities, an oversized walk-in shower, and a picture window perfectly framing the Bay. Two additional bedrooms on this level are beautifully bright, featuring skylights, spacious layouts, and thoughtfully updated finishes. They share a renovated full bathroom. Both the primary suite and the second bedroom open to a shared balcony—a composite deck perched above the water, complete with a spiral staircase leading up to the rooftop terrace. The rooftop terrace is where the magic happens. A 36'9" x 25'0" outdoor sanctuary sits above the home like a private observatory, offering unobstructed, cinematic views of the Chesapeake Bay in every direction. Sunrises, sunsets, fireworks, stargazing—this is a one-of-a-kind space rarely found in waterfront living. Whether you envision summer cocktail nights, sunrise yoga, or simply sitting above the world with your loved ones, this terrace will be your new favorite place. 4919 Mariners Drive is more than a home—it’s a rare opportunity, a retreat, an entertainer’s paradise, and a lifestyle destination all in one. With sunlit interiors, water views from nearly every angle, a flexible layout with 5 bedrooms, multiple outdoor living areas, a rooftop terrace, boat access, and year-round Chesapeake Bay beauty… this is a property you simply won’t find anywhere else. A must-see. A must-feel. A must-experience!!! ***Recent Updates & Improvements: Furnace replaced in 2021 - Sliding glass doors replaced in 2020 - All windows replaced in 2022 - Brand-new Roof, Skylights, and Roof Top Terrace in 2024 - Well water pump replaced in 2024.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDAA2132634
Type:
Other
Subdivision:
Shady Side
Lot size:
1.58 Acres
Year built:
1964
Courtesy: EXP Realty, LLC 888-860-7369
View additional info

ADDITIONAL INFORMATION

Rare Shady Side opportunity on 1.58 acres near the Chesapeake Bay. 1451 Shady Rest Rd offers a partially constructed home where building began pre-Covid. The property is ready for a new owner to bring their vision. It includes a permitted 3-bedroom septic system and an operational well, giving you a strong foundation for your new build. In this highly desirable South County area, buyers are transforming older and unfinished homes into custom retreats. This lot is ideal for anyone searching for a buildable property, a new construction opportunity, or acreage close to the Chesapeake Bay lifestyle. You’re just minutes from boating, fishing, and marina access, plus an easy commute: 15 minutes to Annapolis and about 40 minutes to Washington D.C. or Baltimore. Bring your builder, your plans, and your vision. This is your chance to create the home you’ve been dreaming of in a location that continues to grow in demand. This short sale is being handled by a professional short sale team. Property is sold strictly as-is. All visitors must schedule an appointment and be accompanied by a licensed agent. No unauthorized entry or walking the property at any time.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,630
Status:
NEW LISTING
MLS#:
MDAA2132492
Type:
Single Family-Detached
Subdivision:
Felicity Cove
Lot size:
0.26 Acres
Year built:
1999
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
View additional info

ADDITIONAL INFORMATION

Experience refined living in this beautifully maintained 3-bedroom, 2.5-bath Colonial, perfectly nestled on a quiet, tree-lined street. This distinguished residence offers timeless curb appeal with a welcoming front porch, a thoughtfully designed interior, and a nicely appointed kitchen ideal for both daily living and entertaining. The home features a spacious primary suite, generously sized secondary bedrooms, and a nice-sized fenced-in yard that provides privacy and room to relax or play. A private driveway ensures effortless parking. Situated just moments from the water—without the upkeep of waterfront ownership— access to a Felicity Cove boat launch, kayak launch, fishing/swimming pier, and located in a well-regarded school district, this property delivers an exceptional blend of comfort, style, and convenience. A rare opportunity to enjoy serene suburban living in a truly desirable setting.

Beds:
2
Baths:
2.00
Sq.Ft.:
984
Status:
NEW LISTING
MLS#:
MDAA2132064
Type:
Single Family-Detached
Subdivision:
Snug Harbor
Lot size:
0.23 Acres
Year built:
1950
Courtesy: RE/MAX One 410-535-6291
View additional info

ADDITIONAL INFORMATION

Welcome to 4950 W End Ave – a charming coastal bungalow just steps from the Chesapeake Bay! This beautifully renovated home perfectly blends modern updates with relaxed bay-side living. Set on a total of .242 acs (additional lot included total), this property offers serenity, space, and privacy. Step inside to an open and airy floor plan filled with natural light. Warm hardwood floors, a soft coastal palette, and stylish finishes create a space that feels both fresh and welcoming. The updated kitchen features sleek gray cabinetry, butcher block counters, a full pantry, and an easy flow into the dining and living areas – perfect for entertaining or everyday comfort. The main level bedroom and renovated bath offer convenience, while the upper-level suite provides a personal retreat with a private bath. A new mini-split system adds year-round comfort and energy efficiency. Outside, enjoy ample parking, a spacious yard, your own putting green, a large storage shed, newer deck, and your own personal boat slip – ready for your next day on the water! Whether hosting summer cookouts or relaxing after a day on the bay, you’ll love the laid-back seaside vibe this property delivers. Located in a water-privileged community offering a bayside pier, boat ramp, and entertaining areas, you’ll experience the best of Chesapeake living right at your doorstep. Ideal as a full-time residence, weekend getaway, or vacation investment.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDAA2132038
Type:
Single Family-Detached
Subdivision:
Westelee
Lot size:
0.25 Acres
Year built:
2022
Courtesy: RE/MAX Leading Edge 410-224-3200
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ADDITIONAL INFORMATION

Westelee Welcome's You Home! This 2.5 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. Sellers will be interested in renting the home out as well.Don't wait this home will not be on the market long!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,512
Status:
Active
MLS#:
MDAA2129608
Type:
Single Family-Detached
Subdivision:
Columbia Beach
Lot size:
0.09 Acres
Year built:
1992
Courtesy: CENTURY 21 New Millennium 301-609-9000
View additional info

ADDITIONAL INFORMATION

Home Sweet Home! Come tour this 2 level, 3 bedroom, 2 full bath just a couple blocks to the water. Situated in Columbia Beach, feel like you're vacationing year round! Whether your taking a walk in the gated community, or entertaining in the spacious home, you'll enjoy living here! No HOA. Please read agent remarks.

Beds:
2
Baths:
1.00
Sq.Ft.:
714
Status:
Active
MLS#:
MDAA2131916
Type:
Single Family-Detached
Subdivision:
Idlewilde On The Bay
Lot size:
0.06 Acres
Year built:
1920
Courtesy: Next Step Realty 443-901-2200
View additional info

ADDITIONAL INFORMATION

Welcome to 4717 Frederick Avenue — a charming and updated cottage just two blocks from the West River in the Idlewilde on the Bay community. This 2-bedroom, 1-bath ranch-style home offers comfortable one-level living with thoughtful improvements throughout. Step inside to a bright, open living area featuring neutral finishes and a cozy fireplace, ideal for everyday relaxation. The renovated kitchen includes stylish cabinetry, modern countertops, stainless steel appliances, and space for casual dining. An additional office/flex room provides versatility for work or hobbies. Both bedrooms offer natural light and easy access to the updated full bath. Main-floor laundry adds everyday convenience. Outside, enjoy updated landscaping, a private driveway, and multiple outdoor spaces perfect for entertaining, gardening, or simply enjoying the coastal surroundings. With vinyl siding, central air, and public sewer, this home offers low-maintenance living in a peaceful setting. Conveniently located near waterfront parks, community marinas, and local dining, this move-in-ready home is an excellent opportunity to enjoy the best of Shady Side living.

Beds:
2
Baths:
2.00
Sq.Ft.:
864
Status:
Active
MLS#:
MDAA2131776
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.17 Acres
Year built:
1989
Courtesy: Samson Properties 443-975-7555
View additional info

ADDITIONAL INFORMATION

Welcome to this charming 2-bedroom, 2-bath home in the water-oriented community of Avalon Shores. Perfect for those looking to start out, scale down, or a second home! Freshly updated with new flooring and pain- this home is truly move-in ready! Enjoy a fully renovated bathroom, a spacious deck, and a fully fenced backyard—perfect for pets, gatherings, or quiet relaxation. Step outside and experience the lifestyle this neighborhood is known for: walkable access to the water, dog-friendly streets, and nearby playgrounds that make everyday living feel easy and enjoyable. Just minutes from local restaurants and shops, and only about 20 minutes to Annapolis, this location offers the best of both worlds!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,152
Status:
Active
MLS#:
MDAA2126762
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.17 Acres
Year built:
1989
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

Don’t miss this wonderful opportunity to own a well-maintained home at an affordable price! This inviting property features a spacious living/dining room combo with soaring cathedral ceilings that create an open, airy feel. The primary bedroom includes a full en-suite bath and sliding doors that lead to your private deck—perfect for enjoying the large, fully fenced backyard. The kitchen boasts newer appliances and another set of sliders opening to a secluded patio, ideal for outdoor dining or relaxation. Two additional bedrooms and a second full bath offer plenty of space for family or guests. A convenient utility room comes equipped with a newer washer and dryer. Large shed with electricity. Oversized paved driveway. Solar panels with average electric bills of just $33/month. Roof less than 5 years old. Carpet installed less than 1 year ago. HVAC system less than 3 years old. All windows and exterior doors replaced within the last 2 years. Located just a few blocks from the community beach, boat ramp, playground, and more, this home also qualifies for 100% USDA financing—a perfect fit for first-time buyers.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,225
Status:
Active
MLS#:
MDAA2130078
Type:
Single Family-Detached
Subdivision:
Shady Side
Lot size:
1 Acres
Courtesy: HomeSource Pro Real Estate 443-454-1470
View additional info

ADDITIONAL INFORMATION

For buyers seeking a quicker move-in, the same model is currently under construction less than a mile away and will be completed in approximately 30 days, offering the perfect opportunity to preview the craftsmanship and finishes in person or purchase if a faster timeline is preferred. This to-be-built Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with modern luxury. Spanning over 2,200 square feet, the home features a main-level owner’s suite and high-end appointments throughout. Step inside to an inviting open-concept main level that includes a spacious family room with gas fireplace, a formal office with cathedral ceiling, a morning room nook, dining area, and a convenient half bath. The gourmet kitchen is a true showpiece, featuring a large center island with breakfast bar, soft-close shaker cabinetry, open apron farmhouse sink, quartz countertops, subway tile backsplash, and a five-piece stainless steel appliance package including a wall oven, cooktop, and range hood. The main-level owner’s suite offers a walk-in closet and a luxury ensuite bath with dual vanities and an expansive 7x6 spa shower with dual shower heads. Upstairs, you’ll find two additional bedrooms and a second full bath. Additional highlights include LVP flooring throughout the main level, ceramic tile in all baths and the laundry room, public sewer, 30-year architectural shingles, a 92% efficient Carrier HVAC system, 2x6 framing, R49 ceiling insulation, R21 wall insulation, and an air seal package. Outdoor spaces include a 246 square foot paver patio and a spacious wrap-around front porch. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D.C.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,485
Status:
Active
MLS#:
MDAA2128206
Type:
Single Family-Detached
Subdivision:
Shady Side
Lot size:
1.44 Acres
Courtesy: HomeSource Pro Real Estate 443-454-1470
View additional info

ADDITIONAL INFORMATION

For buyers desiring a quicker move-in, this same model is under construction less than a mile away and will be completed in approximately 30 days — a perfect opportunity to preview the craftsmanship and finishes in person. This to-be-built custom Arts & Crafts residence by local builder Laine Street Homes blends timeless design with modern luxury. Set on a premium 1.5-acre homesite, the property offers both privacy and functionality. Step onto the welcoming front porch and into a thoughtfully designed main level featuring a private office, formal dining room, and a spacious family room highlighted by large picture windows and a modern gas fireplace. At the heart of the home, the gourmet kitchen impresses with premium quartz countertops, herringbone tile backsplash, tasteful dove and pistachio cabinetry with dovetail joints and soft-close drawers, a walk-in pantry, farmhouse apron sink, and a large island with breakfast bar. Upstairs, the primary suite overlooks the private backyard and features luxury vinyl plank flooring, a walk-in closet, and a spa-inspired bath with a 7x6 walk-in shower boasting floor-to-ceiling tile. Additional highlights include 7-inch LVP flooring throughout the main level, shake siding with stone column bases, 2x6 construction, a 92% efficient HVAC system, and 30-year architectural shingles. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D. C.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,408
Status:
Active
MLS#:
MDAA2126014
Type:
Single Family-Detached
Subdivision:
Shady Side
Lot size:
0.29 Acres
Year built:
1991
Courtesy: Douglas Realty, LLC 410-255-3690
View additional info

ADDITIONAL INFORMATION

Just two doors from the water and steps from a children’s park and boat ramp, this 3-bedroom, 2-bath rancher offers 1,408 sq. ft. of potential. Renovations are underway with many improvements already complete—kitchen updates started, dishwasher included but not yet installed, and bedrooms ready for new flooring. New flooring will be installed throughout the home prior to closing, offering buyers a fresh and updated space to make their own. Enjoy a cozy fireplace, low-maintenance vinyl siding, attached garage, and a spacious 0.29-acre lot. A perfect opportunity to finish your dream home in a sought-after water-access community!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,424
Status:
Active
MLS#:
MDAA2127448
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.23 Acres
Year built:
2025
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

10/10/25 Update: Home is under roof. Estimated completion is projected for January/February 2026. Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday living and entertaining alike. Additional kitchen upgrades include 42” cabinets offering both elegance and practicality. The kitchen seamlessly connects to the dining area and expansive great room, creating an ideal space for hosting gatherings or relaxing with family. Upstairs, you’ll find a spacious primary suite with a private en suite bath, along with three additional bedrooms, a full guest bathroom, and a conveniently located laundry room. Community offer beach, playground, pier, boat ramp and more. Disclaimer: Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. Actual features, finishes, and layouts may vary.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,866
Status:
Active
MLS#:
MDAA2128848
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3.04 Acres
Year built:
1987
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

Experience Unmatched Privacy and Tranquility from this unique non-riparian waterfront home set on over 3+ scenic acres. Fall in love with sweeping water views and the serene presence of native wildlife—waterfowl, deer, eagles, and more—all just outside your door. Enjoy panoramic vistas of a natural pond, with the stunning Chesapeake Bay visible in the distance. On clear days, the Bay Bridge is even within sight. The home features a relaxing screened porch, a spacious kitchen that flows into a cozy living area with a wood stove—perfect for chilly evenings. The main level includes a bedroom and full bath, plus an additional room ideal for an office or second living space, also with a wood stove. Upstairs, the primary bedroom offers breathtaking water views, accompanied by another bedroom and a full bath. A barn/stable on the property makes it ideal for horses or a home-based business with office space. This is truly a one-of-a-kind property—peaceful, picturesque, and full of potential. Come see it for yourself.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,244
Status:
Active
MLS#:
MDAA2126408
Type:
Single Family-Detached
Subdivision:
Columbia Beach
Lot size:
0.12 Acres
Year built:
1955
Courtesy: Coldwell Banker Realty 410-515-2000
View additional info

ADDITIONAL INFORMATION

Coastal Living in a Gated Waterfront Community a Short Distance from Annapolis and Washington, D.C. Awaits You! Discover the perfect blend of charm and comfort in this 2-bedroom, 1.5-bath Cottage by the Bay, located in the desirable gated waterfront community of Columbia Beach. With stunning bay views, this home offers a peaceful escape just steps from the water. Inside, enjoy an open-concept living space featuring vaulted ceilings, hardwood floors, and a gas stand-alone fireplace that adds warmth and character. The loft area provides flexible space for guests, a home office, or a quiet reading retreat—and includes its own powder room for added convenience. Step outside to a spacious deck where you can relax and listen to the water lap against the bulkhead, or take a short stroll to enjoy the community’s private waterfront access. Whether you're seeking a weekend getaway or a full-time coastal lifestyle, this Cottage by the Bay is a rare opportunity to own in one of the area's most desirable waterfront neighborhoods. Schedule your private tour today and experience the magic of Columbia Beach!

Beds:
2
Baths:
1.00
Sq.Ft.:
704
Status:
Active
MLS#:
MDAA2131428
Type:
Single Family-Detached
Subdivision:
Cedarhurst On The Bay
Lot size:
0.11 Acres
Year built:
1944
Courtesy: Long & Foster Real Estate, Inc. 410-721-1500
View additional info

ADDITIONAL INFORMATION

A Charming Cedarhurst Cottage Near the Water - This charming 1944 cottage in Cedarhurst on the Bay offers easy coastal living and only a few houses from the Bay and the community amenities. Recent improvements within the last year include a new roof, new windows, a new hot water tank and a new water pressure tank. The kitchen has white cabinetry and there is a small laundry room with a washer and dryer combination machine. Both bedrooms are comfortable in size and the bathroom includes a walk in white shower stall with built in shelves for storage. The fenced backyard features a shed and a pleasant deck. Enjoy community amenities such as a pier and gazebo overlooking the Chesapeake, a small beach area, open green space and a marina with boat slips. A relaxed bayside setting makes this a great full time home or weekend getaway.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
MDAA2114056
Type:
Single Family-Detached
Subdivision:
Idlewilde On The Bay
Lot size:
0.18 Acres
Year built:
1945
Courtesy: Samson Properties 443-542-2251
View additional info

ADDITIONAL INFORMATION

Perfect time to buy this updated home with a detached garage in the beautiful Chesapeake Bay front communnity of Idlewilde! Main level bedroom and full bathroom, waterview from front second level bedroom, and off street parking. This home has been completely updated with the main level having luxury vinyl flooring and fresh paint. The spacious kitchen has granite countertops, wood cabinets, and stainless steel appliances. Both bathrooms have beautiful ceramic tile and luxury vinyl flooring. The yard is fully fenced and includes a detached garage with off street parking. The community pier, which is a 2-minute walk, is on the Chesapeake Bay and has amazing views of the Bay Bridge. The Idlewilde community is a peaceful retreat location that is close to many shops and restaurants.

Beds:
2
Baths:
1.00
Sq.Ft.:
900
Status:
Active
MLS#:
MDAA2130472
Type:
Single Family-Detached
Subdivision:
Columbia Beach
Lot size:
0.12 Acres
Year built:
1982
Courtesy: RE/MAX Excellence Realty 301-445-5900
View additional info

ADDITIONAL INFORMATION

Beautiful updated coastal cottage in the heart of Columbia Beach! *New roof 2023* This move-in ready 2-bedroom home features hardwood floors, a brand-new kitchen with stainless steel appliances, quartz countertops, and updated cabinets. Amazing loft area inside. Enjoy skylights and beautiful views. Beautifully landscaped level lot with a spacious back deck ideal for relaxing or entertaining. Enjoy exclusive community access to the Chesapeake Bay with a private boat ramp, pier, and beach. Close to Franklin Point State Park for even more outdoor fun. Fresh, bright, and full of charm this is coastal living at its best! Lot 28/29/30. All included for the sale.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
MDAA2128520
Type:
Single Family-Detached
Subdivision:
Idlewilde On The Bay
Lot size:
0.22 Acres
Year built:
1983
Courtesy: Samson Properties 304-930-5128
View additional info

ADDITIONAL INFORMATION

Peaceful Living by the Bay – Perfect for Downsizing! Looking to simplify without sacrificing charm or location? This move-in ready 3-bedroom, 1-bath rancher is the ideal retreat for anyone craving a slower pace, less maintenance, and more time to enjoy the good life. Tucked on a quiet corner lot next to a protected nature reserve, this single-level home offers peace, privacy, and natural beauty—with low maintenance. Just a short walk to the bay front, you’ll love starting your mornings with coastal breezes and winding down with sunset walks to the community pier. Inside, enjoy a warm and inviting open layout, complete with a cozy wood stove and a splash of personality from the bright red front door. Major updates—roof, HVAC, water softener, and well pump—all done within the last 3 years—mean you can move in and relax from day one. The manageable yard has 2 sheds for extra storage and a roomy driveway (with space for a boat or guests), and surrounding greenery make outdoor living simple and serene. Plus, the neighboring nature reserve means no new development next door—ever. If you’re ready to downsize to comfort, convenience, and coastal charm, this is the home for you.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
MDAA2127962
Type:
Single Family-Detached
Subdivision:
Idlewilde On The Bay
Lot size:
0.17 Acres
Year built:
1983
Courtesy: Realinvestors Real Estate Services, LLC 301-850-3012
View additional info

ADDITIONAL INFORMATION

Generous Closing Help Available! Amazing opportunity to own an affordable beautifully remodeled home in the waterfront community of Idlewilde on the Bay in Shady Side — Just steps from the Chesapeake Bay, this 4-bedroom, 2-bath home offers approx. 1,300 sq ft of modern living, including a brand-new signature designer kitchen with an eat-in island....it's worth the drive to see! New appliances, and high-end finishes throughout. Updated roof, new HVAC (central AC and Heat), new water heater, new washer and dryer, all new appliances, remodeled bathrooms, new well treatment equipment and new windows throughout. The property includes a large backyard with a shed for extra storage or convert it for extra space like a shop, craft room, or hangout area. The spacious primary suite provides a relaxing retreat, while three additional bedrooms offer flexibility for guests, a home office, or hobbies. Every detail has been thoughtfully updated, making this single level home completely move-in ready. Located just steps from the water, Idlewilde on the Bay offers a true sense of community and just a few miles from Annapolis, DC or Baltimore including military locations like the Navy Academy, Fort Meade, NSA and Fort Andrews. Whether you’re searching for a year-round residence or a weekend getaway, this property is ready to welcome you home. Welcome home to Shady Side! ** Please contact the co-listing agent for details **

Beds:
3
Baths:
2.00
Sq.Ft.:
1,062
Status:
Active
MLS#:
MDAA2130044
Type:
Single Family-Detached
Subdivision:
Cedarhurst On The Bay
Lot size:
0.11 Acres
Year built:
1981
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

This beautiful home is steps from the Chesapeake Bay and the community marina, beach, playground, and more—making it the perfect blend of comfort and location. Step inside to discover an open floor plan featuring a spacious kitchen with quartz countertops, stainless steel appliances, and a clear view of the living room—ideal for entertaining or everyday living. Stylish LVP flooring runs throughout. The primary bedroom includes an ensuite bath with a walk-in shower, while a second full bath in the hallway offers a tub for guests. Outside, enjoy a large deck that flows to a paver patio and a private, fenced backyard. The front porch provides a peaceful spot to relax and enjoy gentle bay breezes and a peek of the water. Home qualifies for 100% USDA financing. Current flood insurance cost is $734 year.

Beds:
2
Baths:
2.00
Sq.Ft.:
984
Status:
Active
MLS#:
MDAA2127796
Type:
Single Family-Detached
Subdivision:
Snug Harbor
Lot size:
0.23 Acres
Year built:
1950
Courtesy: RE/MAX One 410-535-6291
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ADDITIONAL INFORMATION

Welcome to 4950 W End Ave – a charming coastal bungalow just steps from the Chesapeake Bay! This beautifully renovated home perfectly blends modern updates with relaxed bay-side living. Set on a total of .242 acs (additional lot included total), this property offers serenity, space, and privacy. Step inside to an open and airy floor plan filled with natural light. Warm hardwood floors, a soft coastal palette, and stylish finishes create a space that feels both fresh and welcoming. The updated kitchen features sleek gray cabinetry, butcher block counters, a full pantry, and an easy flow into the dining and living areas – perfect for entertaining or everyday comfort. The main level bedroom and renovated bath offer convenience, while the upper-level suite provides a personal retreat with a private bath. A new mini-split system adds year-round comfort and energy efficiency. Outside, enjoy ample parking, a spacious yard, your own putting green, a large storage shed, newer deck, and your own personal boat slip – ready for your next day on the water! Whether hosting summer cookouts or relaxing after a day on the bay, you’ll love the laid-back seaside vibe this property delivers. Located in a water-privileged community offering a bayside pier, boat ramp, and entertaining areas, you’ll experience the best of Chesapeake living right at your doorstep. Ideal as a full-time residence, weekend getaway, or vacation investment.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,024
Status:
Active
MLS#:
MDAA2122792
Type:
Single Family-Detached
Subdivision:
Idlewilde Acres
Lot size:
1 Acres
Year built:
1989
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

This spacious and well-maintained home offers the ease of one-level living at it's best. The modern kitchen opens to a cozy family room featuring a gas fireplace and a sliding door that leads to a stunning sunroom and adjacent deck—perfect for relaxing or entertaining. Enjoy formal spaces with both a living room and dining room, along with a generous primary suite complete with a private full bath. Two additional bedrooms and a second full bath provide plenty of space for family or guests. Additional highlights include a two-car garage, a two-car carport, a large storage shed, and a handicap-accessible ramp. Situated on a level, usable one-acre lot, this home combines comfort, functionality, and outdoor space in a peaceful setting.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,399
Status:
Active
MLS#:
MDAA2121744
Type:
Single Family-Detached
Subdivision:
Cedarhurst On The Bay
Lot size:
0.17 Acres
Year built:
1960
Courtesy: Wright Real Estate, LLC 301-213-6910
View additional info

ADDITIONAL INFORMATION

Welcome to Cedarhurst On The Bay — Your Bayside Retreat Awaits! Nestled in the serene, historic enclave of Cedarhurst On The Bay in Shady Side, Maryland, this beautiful single-level home is the perfect blend of comfort, convenience, and coastal charm. Set on a generous double lot and built on a durable slab foundation, this residence offers 4 bedrooms, 1.5 bathrooms, and a thoughtfully laid-out floor plan that’s move-in ready—with energy-saving solar panels already in place. Enjoy all that the sought-after Cedarhurst On The Bay community has to offer, including a waterfront pier, boat slips, community center, playground, and open green spaces with stunning bay views. A rare find offering coastal living and neighborhood charm. With modern updates, waterfront access, stellar neighborhood amenities, and solar energy features, this is more than a property—it’s a lifestyle. Ready to embrace a serene yet spirited coastal community? Let’s bring you home.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,440
Status:
Active
MLS#:
MDAA2121052
Type:
Single Family-Detached
Subdivision:
Avalon Shores
Lot size:
0.13 Acres
Year built:
1991
Courtesy: Investors Management, Inc. 202-462-1874
View additional info

ADDITIONAL INFORMATION

Welcome to 1330 Jordan Drive, a charming 3-bedroom, 2.5-bathroom home nestled in the highly desirable Avalon Shores community in Shady Side, Maryland. This well-maintained home strikes the perfect balance between comfort and character. The covered front porch invites you to unwind and enjoy seasonal water views, setting the tone for peaceful, waterfront living. Inside, you’ll find a bright, open interior with a spacious living area, an updated kitchen with stainless steel appliances, and a convenient half bath on the main level, perfect for entertaining or relaxing. Upstairs, you'll find three generously sized bedrooms, including a primary suite with its own private bath, a closet system, new carpet, and skylights that allow tons of natural light. An additional full bath is available for family or guests. Out back, the fully fenced yard and large deck, offers plenty of space for pets, play, or gardening, perfect for those who enjoy outdoor living. You will also find a large shed, great to store all of your outdoor toys. Whether you're hosting a barbecue or simply soaking in the sunshine, this yard is ready for your personal touch. Residents of Avalon Shores enjoy water access, a community beach, boat ramp, pier, two playgrounds, and more just a short walk away. It’s the perfect spot for outdoor activities and enjoying the beauty of the Chesapeake Bay!

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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

    $449,950
    10.7%
    change since last quarter
  • # Active listings

    68
    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