Shady Side MD Real Estate & Homes for Sale

31 Properties Found

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,304
Status:
Active
MLS#:
MDAA2148142
Type:
Single Family-Detached
Subdivision:
AVALON SHORES
Lot size:
0.39 Acres
Year built:
1948
Courtesy: RE/MAX Leading Edge 410-224-3200
View additional info

ADDITIONAL INFORMATION

Waterfront living with a private dock—all for only $765,000! Get a lower mortgage payment! Seller willing to supplement rate discount, 2-1 Buydown: 2% lower interest rate in Year 1, and 1% lower in Year 2. Nestled in the charming Avalon Shores community, this beautifully updated coastal home perfectly blends classic elegance with modern comfort. The open-concept layout features two distinct living areas, ideal for both entertaining and daily relaxation. At the heart of the home is a premium kitchen equipped with granite countertops, stainless steel appliances, a center island with seating, and a sleek range hood. Large bay windows flood the main level with natural light. Enjoy beautifully finished bathrooms, a bedroom on the main living level, and two spacious bedrooms upstairs. Want more room? There’s extra space for an office, playroom, or a bedroom in the loft. Step outside to discover 63 feet of premier waterfront along South Creek. The spacious fully-fenced backyard and private dock with electric & water offer the perfect launchpad for kayaking, paddleboarding, or simply soaking in the tranquil scenery. The primary bedroom has a private balcony to enjoy the creek views. Enjoy peace of mind with new kitchen appliances (dishwasher, fridge - 2025; range hood - 2026), new roof (2025), new HVAC (2026), and sealing work and crawl space encapsulation (2020). Complete with an attached two-car garage with a 12kW Level 2 EV charger, offering secure inside access, and the convenience of a personal air-conditioned gym (or open the doors and enjoy the view and sounds of nature!). This turnkey property is a rare opportunity to live the ultimate waterfront lifestyle. Schedule your tour today!

Beds:
3
Baths:
1.00
Sq.Ft.:
864
Status:
Active
MLS#:
MDAA2148674
Type:
Single Family-Detached
Subdivision:
CEDARHURST ON THE BAY
Lot size:
0.11 Acres
Year built:
1984
Courtesy: Weichert, REALTORS 301-656-2500
View additional info

ADDITIONAL INFORMATION

Welcome to Cedarhurst on the Bay, a charming waterfront community on the Shady Side Peninsula, conveniently located between Annapolis and Deale Maryland. This cute, updated rancher style home offers a rare affordable opportunity to enjoy Chesapeake Bay living, just one hour from the City. So much potential! Make it your weekend retreat, an Air B&B, or perhaps a tranquil place to retire, without the extra expense of association fees! Inside, you'll find an updated kitchen featuring stainless steel appliances, granite countertops, ceramic tile flooring, and a stylish backsplash. The bathroom has been renovated with an updated vanity, toilet, and jetted tub. Modern wood flooring in the living room adds warmth that complements any décor. A new roof provides peace of mind for years to come. Outside, enjoy a semi-private, ¾ fenced in yard, a spacious storage shed, and off-street parking for up to four vehicles. Community amenities include a boat ramp, marina with boat slips, fishing pier, playground, gazebo, and a beautiful waterfront community center available for private events. Conveniently located within commuting distance of Washington, DC, Annapolis, Chesapeake Beach, and NAS Patuxent River.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,006
Status:
Active
MLS#:
MDAA2145102
Type:
Single Family-Detached
Subdivision:
CEDARHURST ON THE BAY
Lot size:
0.23 Acres
Year built:
1954
Courtesy: RE/MAX One 410-535-6291
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully maintained Colonial perfectly positioned on a desirable corner lot in the water-oriented community of Cedarhurst—where Chesapeake Bay living is part of everyday life. Just in time for summer, enjoy the opportunity to lease a boat slip for only $400 per year with direct access to the Chesapeake Bay, making weekends on the water easier than ever. Inside, you’ll find hardwood floors throughout and a spacious layout designed for both comfortable living and entertaining. The oversized 21’ x 23’ primary suite offers a true retreat with plenty of room to unwind, while the additional bedrooms are generously sized as well. The main level features a versatile gym/office space that could easily serve as a fourth bedroom, guest room, or playroom depending on your needs. The heart of the home is the large eat-in kitchen with ample space for gathering, complemented by a separate formal dining room and an expansive family room featuring a cozy wood-burning fireplace. Major updates include a new roof installed in 2020, offering peace of mind for years to come. Conveniently located in a USDA-approved area, this home also qualifies for 100% financing eligibility for qualified buyers. If you’ve been searching for spacious living paired with a sought-after water lifestyle, this Cedarhurst gem checks all the boxes.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,620
Status:
Active
MLS#:
MDAA2127456
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1 Acres
Year built:
2018
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 443-372-7171
View additional info

ADDITIONAL INFORMATION

Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over 4,600 square feet, the home blends classic Chesapeake architecture with modern scale, light, and livability. High ceilings, oversized doors, and expansive windows draw the water into nearly every room, creating a constant connection to the horizon. The layout balances open, light-filled gathering spaces with a thoughtful separation of private areas, making it equally suited for everyday living and hosting guests. The main-level primary suite is positioned to capture water views, with a fireplace, spa-like bath, and custom walk-in closet. At the center of the home, the kitchen is designed for both daily use and entertaining, anchored by professional-grade appliances and clean, functional design. Outdoor living is fully realized. A waterside saltwater pool, bluestone terraces, teak decking, and a fully equipped pool house create a seamless extension of the home—designed for both relaxed days and larger gatherings. The lawn stretches to a protected shoreline, reinforcing the home’s connection to the water. A private 70-foot pier with lift provides immediate access to the Chesapeake, ideal for day boating and spontaneous time on the water, with nearby marinas accommodating larger vessels. Additional features include mature landscaping, a smart irrigation system, multiple outdoor living areas, a detached three-car garage, and a separate storage structure. Silver Water offers a rare combination of design, setting, and livability—an intentional waterfront home where architecture and landscape come fully into alignment.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,144
Status:
Active
MLS#:
MDAA2134932
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 Bedrooms/ 1 full bath and 1 half bath with shower. 2144 SQ Ft home and income opportunity goes with this home on .57 acres of C1B commercial zoned property. Additional .375 acres and .1243 acres of MC heavy commercial zoned property for a totaling 1.0693 Acres, with 135 feet of bulkheaded waterfront, 200-foot pier, with approximately 12 boat slips. Water depth from 4 to 8 feet that can accommodate 40ft+ boats. Total income for 2025 was $6900. with only a few slips rented. Will require a commercial lender or cash to purchase.

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.

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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

    $376,000
    10.7%
    change since last quarter
  • # Active listings

    47
    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