Shady Side MD Real Estate & Homes for Sale

38 Properties Found

Sort Results:
26–38 of 38 properties displayed
Refine Property Search
Page 1 | 2 of 2    Prev | Next
Beds:
3
Baths:
3.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
MDAA2148394
Type:
Single Family-Detached
Subdivision:
AVALON SHORES
Lot size:
0.33 Acres
Year built:
2000
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

Welcome to this beautiful home in the highly sought-after Avalon Shores community, offered for sale by only its original builders of the home. Situated on over one-third of an acre, this well-maintained 3-bedroom, 2.5-bath residence offers the perfect blend of comfort, space, and community living. The fully fenced backyard provides an ideal setting for entertaining, family gatherings, or simply relaxing outdoors. Inside, the updated kitchen features granite countertops and stainless steel appliances, while gorgeous hardwood floors with custom inlay accents add warmth and character throughout the home. The spacious primary suite boasts vaulted ceilings and a private en-suite bath, creating a comfortable retreat. All bedrooms are generously sized and offer ample closet space. Enjoy peaceful mornings with a cup of coffee or unwind in the evenings on the charming enclosed front porch, perfect for reading or taking in the neighborhood atmosphere. Residents of Avalon Shores enjoy exceptional community amenities, including two playgrounds, baseball fields, a community boat launch, and water access. Opportunities like this are rare in such a desirable waterfront community. Don't miss your chance to make this wonderful home your own!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,915
Status:
Active
MLS#:
MDAA2148800
Type:
Single Family-Detached
Subdivision:
IDLEWILDE ACRES
Lot size:
1 Acres
Year built:
2002
Courtesy: Maryland Waterfront Properties LLC 703-628-1386
View additional info

ADDITIONAL INFORMATION

**Open House this Saturday September 12th 10am-12pm!** Rare 1-acre private lot located in sought after Idlewilde Acres backing up to Jack Creek Park! Upgrades include: 2023 enlarged rear decking, ADT Alarm system, generator hook up. 2023 full kitchen renovation - upgraded cabinetry, leathered granite counter-top, farmhouse sink, back splash upgraded stove top / microwave, and all new wood flooring on main level. Renovated half bath-2023. 2024 new water softener / well pump (relocated to garage), and 66-gallon water heater. 2025 - replaced roof, replaced HVAC, Primary bathroom renovation (cabinet, vanity, shower, upgraded flooring, replaced toilet, fogless mirror), and replaced dryer vent. Don't miss the opportunity to purchase this stunning home sitting on a 1-acre natured filled lot. Please schedule all showings via Showing Time.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,848
Status:
Active
MLS#:
MDAA2149272
Type:
Single Family-Detached
Subdivision:
AVALON SHORES
Lot size:
0.11 Acres
Year built:
2020
Courtesy: TTR Sotheby's International Realty 410-280-5600
View additional info

ADDITIONAL INFORMATION

Welcome to 4909 Olive Street, a newer construction three bedroom, two and a half bath home in the waterfront community of Avalon Shores. Offering a functional layout, contemporary finishes, open living spaces, a fully fenced in backyard, and a private driveway. Avalon Shores residents enjoy access to a community beach, fishing pier, boat ramp, kayak launch, waterfront park, playground, basketball court, and picnic areas. Conveniently located near local marinas, waterfront dining, parks, and Chesapeake Bay attractions, with easy access to Annapolis, Edgewater, Washington, D.C., and Baltimore. A great opportunity to enjoy a water oriented lifestyle in one of Southern Anne Arundel County's popular waterfront communities.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
MDAA2148420
Type:
Single Family-Detached
Subdivision:
AVALON SHORES
Lot size:
0.17 Acres
Year built:
1940
Courtesy: Redfin Corp 301-658-6186
View additional info

ADDITIONAL INFORMATION

*** OPEN HOUSE - 2-4:00PM, SUNDAY, SEPT 13, 2026! *** Coastal charm meets modern comfort in Avalon Shores! This sun-drenched, corner-lot 1940s cottage boasts beautiful water views from both floors. The inviting interior features a spacious kitchen with stainless steel appliances, while wrap-around windows flood the entire main living area with bright, natural light. Relax or entertain on the cozy screened-in front porch, or step out into the level, fully fenced backyard—a private, serene oasis overlooking lush greenery. Upstairs, a versatile bonus loft with bright skylights functions flawlessly as a third bedroom, home office, or reading nook. A convenient detached storage shed stands ready for your tools and water toys. Just a short walk away, you can take a refreshing dip, paddle a boat, enjoy the popular community playgrounds, or simply take in the panoramic water views at the serene community marina. Enjoy ultimate peace of mind with major updates already completed, including a newer roof (2020), a newer HVAC system (2021), and a recently cleared sewer line. Best of all, this home has been a successful, active Airbnb, and the seller is conveying all furnishings. Schedule your private tour today!

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 $775,000! 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:
3.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
MDAA2143174
Type:
Single Family-Detached
Subdivision:
COLUMBIA BEACH
Lot size:
0.09 Acres
Year built:
2000
Courtesy: Home Towne Real Estate 410-286-9632
View additional info

ADDITIONAL INFORMATION

Experience the best of the Chesapeake Bay in this 3-bedroom, 2.5-bathroom Colonial, in the sought-after Columbia Beach neighborhood! Nestled in a quiet, gated, water-privileged community, this home offers more than just a place to live—it offers a lifestyle complete with a private pier, boat ramp, tennis/basketball courts, and a playground. The heart of the home is the beautifully curated kitchen, boasting sleek white cabinetry, premium quartz countertops, and matte black fixtures, all set against striking herringbone plank flooring. The spacious living area features hardwood flooring and French doors that open to your back deck—perfect for indoor-outdoor entertaining. Bathed in natural light, the home leads you upstairs to a serene primary suite and two additional bedrooms. This turn-key gem is the retreat you’ve been waiting for. Schedule your tour today and start living the Bay life!

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.:
1,962
Status:
Active
MLS#:
MDAA2146464
Type:
Single Family-Detached
Subdivision:
COLUMBIA BEACH
Lot size:
0.31 Acres
Year built:
2006
Courtesy: Redfin Corp 202-759-7581
View additional info

ADDITIONAL INFORMATION

Fantastic opportunity to own your own land lighthouse-inspired round house with water views! Perfect serene retreat for the commuter and/or investment opportunity. Quiet neighborhood, blue heron sightings, and all the advantages of coastal living without the summer beach traffic. Freshly painted! This unique home features 3 bedrooms, 2 full bathrooms, an open-concept layout, and a spacious family room off the kitchen with no closed-off spaces — ideal for entertaining. Deltec home, designed with durability and efficiency in mind. Deltec homes are known for their strength, energy efficiency, and resistance to high winds and severe weather. Large windows surround the home, filling the interior with natural light and enhancing the panoramic water views. Wood floors flow throughout, adding warmth and character. Step outside to the wraparound deck, perfect for relaxing and taking in the dreamy scenery. Additional quality exterior upgrades include durable Hardi-plank siding and architectural roof shingles, both known for their superior longevity, performance, and curb appeal. Situated on a peninsula tucked between the Chesapeake Bay and 500 acres of state park, this property is currently enjoyed as a charming second-home retreat and part-time Airbnb. Come experience this one-of-a-kind home and incredible setting! Gated community offers a boat ramp, 2 private piers for fishing, crabbing, and boating, and a walking trail along the Bay.

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:
3.00
Sq.Ft.:
2,068
Status:
Active
MLS#:
MDAA2135134
Type:
Single Family-Detached
Subdivision:
WESTELEE
Lot size:
0.16 Acres
Year built:
2026
Courtesy: Schwartz Realty, Inc. 301-261-9700
View additional info

ADDITIONAL INFORMATION

LOCK IN TO 3.99% RATE FOR THE FIRST YEAR, THEN 4.99% YEAR #2 WITH PREFERRED LENDER (FHA/VA loans only) EXPECTED SEPTEMBER 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privileged community offering community beach, pier, boat ramp, playground, slips, and more. This home will come standard with plenty of upgraded features, Some of the standard features will include 9’ ceilings on the main level, luxury vinyl plank flooring, stainless steel appliances, large eat-in kitchen with island, 42” designer Craftsman cabinets, large owner’s suite with luxury bath, upper-level laundry room, and plenty more! 2 car garage!. Construction to perm financing is available. Must use builder contract - buyer responsible for 100% transfer taxes**. 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. Discounted rate with preferred lender and title company. Completed model located at mdca2024952.

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.

Refine Property Search
Page 1 | 2 of 2    Prev | Next
26–38 of 38 properties displayed
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

© 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

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

    $375,000
    10.7%
    change since last quarter
  • # Active listings

    55
    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