Shady Side Land for Sale

Shady Side Land for Sale

Welcome to Shady Side, Maryland – a hidden gem nestled in the heart of Anne Arundel County, where the tranquil charm of waterfront living meets the vibrant spirit of community. This picturesque town, located along the scenic shores of the Chesapeake Bay, offers an idyllic escape from the hustle and bustle of city life, making it a perfect place to call home.

Shady Side is renowned for its stunning natural beauty, with lush landscapes, serene waterways, and a rich tapestry of outdoor activities. Residents and visitors alike can enjoy kayaking, fishing, and hiking, all while soaking in the breathtaking views of the bay. The area boasts a close-knit community, where friendly neighbors gather for local events, farmers' markets, and seasonal festivals, fostering a warm and welcoming atmosphere.

For those looking to invest in their dream home or a serene retreat, we have exciting land for sale in Shady Side. Imagine building your custom home surrounded by nature, with easy access to the water and nearby parks. This land offers the perfect canvas to create a sanctuary tailored to your lifestyle, whether you envision a cozy cottage or a modern masterpiece.

With its proximity to major highways and the vibrant cities of Annapolis and Washington, D.C., Shady Side provides the best of both worlds – a peaceful retreat with urban conveniences just a short drive away. Don’t miss this incredible opportunity to own a piece of paradise in Shady Side, where the beauty of nature and the warmth of community await you!

Newest Shady Side Land for Sale

Beautiful corner lot located just one block from the Chesapeake Bay and the community amenities, including a marina, clubhouse, pier, beach, playground, and more. The lot is level and cleared, making it ready for your plans. Public sewer is available at the road. Boat, RV, and car currently on the property will be removed prior to settlement.

1198 Oak Ave, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Large lot ready for you to build your private compound! 8.5 acres contains wetland areas. Located in a water-privileged community and two blocks to the Chesapeake Bay. Cedarhurst on the Bay has a private marina, pier, beachfront and community house for owners use only. Located on a peninsula, Cedarhurst on the Bay has easy access to the water and amazing views of the Bay! Nearby Annapolis, Baltimore, Washington, DC, BWI and DCA airports. You're buying more than land to build on, you're buying that water-privileged lifestyle you've always dreamed of! Nearby restaurants, shopping, parks, the Capt. Salem Avery House and The Lula G. Scott Community Center (both on the historic registry) and more. Across the street from the historic "The Brick House" (formerly "The Bay View Inn"), which is undergoing renovations. More photos to come.

1495 Cedarhurst Rd, Shady Side

Listing courtesy of Taylor Properties. Contact:

SELLER FINANCING AVAILABLE! 1.53-acre residential tract in Shady Side, Maryland is an unmatched deal! Located at 6152 Shady Side Rd, this spacious property is tax-assessed at $100,300, but we are offering it to you for just $54,900. Finding premium, cheap land for sale priced at nearly 50% below tax assessment value is extremely rare in Anne Arundel County—making this an investor’s or future homeowner’s dream come true. Zoned Residential (R1), this beautifully situated acreage provides plenty of space to design and build your custom coastal retreat. Location is everything, and this property puts you just 1.84 miles from the shores of the iconic Chesapeake Bay, giving you incredibly quick access to local marinas, public boat launches, crabbing, and waterfront dining. Enjoy the ultimate relaxed, maritime lifestyle while remaining an easy commute away from Annapolis, Baltimore, and Washington, D.C. With our flexible owner financing options, securing your piece of Maryland’s beautiful coastline has never been easier or more affordable. Address: 6152 Shady Side Rd, Shady Side, MD 20764 Acreage: 1.53 Acres County: Anne Arundel County, MD Parcel ID (APN): 7000-0240-5600 Legal Description: 1.53 Acres 6152 Shady Side Rd Shady Side Zoning: Residential (R1) Annual Property Taxes: $1,098.29

6152 Shady, Shady Side

Listing courtesy of Rise Real Estate, LLC. Contact:

Escape the hustle and bustle of city life with this exceptional land opportunity in Shady Side, MD. Nestled in a tranquil community, this parcel offers the perfect setting to build your dream home surrounded by nature’s beauty. Enjoy the best of both worlds—peaceful seclusion with easy access to Route 2 and Route 4, making travel to Annapolis, Baltimore, and Washington, D.C., a breeze. Immerse yourself in the serene landscape of lush trees and open space, a blank canvas ready for your vision. Shady Side boasts a welcoming community and endless outdoor activities, from boating and fishing on the West River and Chesapeake Bay to scenic parks and nature trails. Conveniently located near shopping and dining, this property allows you to enjoy modern amenities while embracing the charm of country living. Don’t miss this rare opportunity! Please note the buyer is responsible for conducting all due diligence on lot including location, use, restrictions, and taxes.

1461 Cedarhurst Rd, Shady Side

Listing courtesy of Samson Properties. Contact:

WATERFRONT OPPORTUNITY!! Discover the perfect setting to build your dream home or weekend retreat on this waterfront lot offering breathtaking views of the Chesapeake Bay. Nestled in the quiet, secluded community of Columbia Beach, this approximately 4,450-square-foot homesite is already serviced by public sewer, making it an exceptional opportunity to bring your vision to life. Wake up to stunning sunrises, enjoy the peaceful waterfront surroundings, and embrace the laid-back Chesapeake lifestyle with boating, fishing, kayaking, and endless opportunities to relax by the water. Whether you're looking to create a full-time residence or a private coastal escape, this rare waterfront property offers the chance to own a slice of the Bay in a tranquil setting. Don't miss this unique opportunity!

5209 Al Jones Dr, Shady Side

Listing courtesy of CENTURY 21 New Millennium. Contact:

Sale includes both 1186 & 1188 Poplar Ave. Lots: 10,11,12,13 Rare opportunity to purchase two adjoining parcels totaling approximately 19,000 square feet or nearly 1/2 acre in the water-privileged community of Cedarhurst on the Bay. Build your dream home and enjoy the relaxed Chesapeake Bay lifestyle that makes Shady Side one of Anne Arundel County's hidden gems. Community amenities include Bay access, a beach, boat ramp, pier, clubhouse, and playground, providing endless opportunities for boating, fishing, kayaking, sailing, swimming, and waterfront recreation. Whether you're spending the day on the water, enjoying a sunset by the Bay, or simply embracing the slower pace of coastal living, this location offers the perfect balance of recreation and tranquility. Public sewer hookup is available, and the property is conveniently located within commuting distance of Annapolis, Baltimore, and Washington, D.C. A rare opportunity to secure an oversized homesite in an established waterfront community and create the home you've always envisioned.

1186 & 1188 Poplar Ave, Shady Side

Listing courtesy of Keller Williams Flagship. Contact:

Discover a unique investment opportunity with this expansive 4-acre parcel of land, perfect for those looking to capitalize on future development potential. Nestled in a serene setting, this property offers ample space for creative vision-whether you envision a private retreat, agricultural venture, or a residential community. The generous lot size provides flexibility for various projects, allowing for potential subdivision or custom builds that can yield significant returns. With the growing demand for housing and recreational spaces, this land is poised for appreciation in value. Imagine the possibilities: lush gardens, outdoor activities, or even eco-friendly initiatives that align with modern sustainability trends. The tranquil surroundings foster a sense of peace, making it an ideal canvas for your next investment. Seize this chance to invest in a promising future-where your vision can flourish and your investment can thrive. Don't miss out on this rare opportunity to own a piece of land with endless potential!

1495 Shady Rest Rd, Shady Side

Listing courtesy of Union Preferred Realty. Contact:

Sub-division potential for this undeveloped, 1 acre lot! May be able to reconfigure to 2 separate lots. Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility. With convenient access to Route 2, commuting to Annapolis, Baltimore, or Washington, D.C., is effortless—yet the moment you arrive, you'll feel miles away from the urban rush. Surrounded by lush trees and natural scenery, this blank canvas is ready for you to bring your vision to life. Shady Side is known for its close-knit community and outdoor recreation, from boating and fishing on the West River and Chesapeake Bay to exploring local parks and nature trails. Nearby shopping and dining ensure you have modern conveniences without compromising the charm of country living. Don’t miss this unique opportunity—contact us today to schedule a private tour and start planning your future in Shady Side, MD!

Haile Parkway, Shady Side

Listing courtesy of Samson Properties. Contact:

Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility. With convenient access to Route 2, commuting to Annapolis, Baltimore, or Washington, D.C., is effortless—yet the moment you arrive, you'll feel miles away from the urban rush. Surrounded by lush trees and natural scenery, this blank canvas is ready for you to bring your vision to life. Shady Side is known for its close-knit community and outdoor recreation, from boating and fishing on the West River and Chesapeake Bay to exploring local parks and nature trails. Nearby shopping and dining ensure you have modern conveniences without compromising the charm of country living. Don’t miss this unique opportunity— start planning your future in Shady Side, MD!

1445 & 1447 Haile Pkwy, Shady Side

Listing courtesy of Samson Properties. Contact:

No address assigned for Lots 6 & 7. Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility. With convenient access to Route 2, commuting to Annapolis, Baltimore, or Washington, D.C., is effortless—yet the moment you arrive, you'll feel miles away from the urban rush. Surrounded by lush trees and natural scenery, this blank canvas is ready for you to bring your vision to life. Shady Side is known for its close-knit community and outdoor recreation, from boating and fishing on the West River and Chesapeake Bay to exploring local parks and nature trails. Nearby shopping and dining ensure you have modern conveniences without compromising the charm of country living. Don’t miss this unique opportunity— and start planning your future in Shady Side, MD!

Haile Parkway, Shady Side

Listing courtesy of Samson Properties. Contact:

Per the recorded Conservation Easement. No primary residence shall be constructed

4907 Quince St, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

**REDUCED** LAND LAND in a gated private community! The lot is 3 small lots in total; all adjacent to each other. The county has approved building on the lots as ONE dwelling. County allowed neighbor to put well on this parcel by mistake many years ago. The county will allow for setback forgiveness for their mistake. Back corner @ 10ft is where the well for neighbor is. So it percs! Sold As Is. No study periods. Beautiful community. Builders in area already working on a new 3 story home. Private boat ramp to the Chesapeake Bay and community playgrounds and courts. Gate code in showing time!

5250 Al Jones Dr, Shady Side

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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Kathleen McMahan

For Kathleen McMahan, real estate has always been about more than buying and selling homes. It’s about people, relationships, and helping clients feel confident during some of the biggest transitions of their lives. With more than a decade of experience in Maryland and Washington, D.C. real estate, Kathleen has built her business around a simple philosophy: stay positive, work hard, communicate honestly, and treat every client’s move as if it were her own. Positivity has long been Kathleen’s “north star,” both personally and professionally. When her oldest son spent time in the NICU, she focused on learning everything she could from his nurses so she would feel prepared when it was finally time to bring him home. That experience reinforced something she carries into her work today: even during stressful and uncertain moments, knowledge, preparation, and the right perspective can make all the difference. That mindset has helped Kathleen build a successful real estate career based largely on relationships, referrals, and clients who return to her as their lives and real estate needs evolve. Now, as the agent behind McMahan Homes at Real Broker, she brings the experience of more than a decade in the industry together with the personal attention and flexibility of an independent real estate business. Originally from New Jersey, Kathleen came to Maryland to attend Salisbury University. Her studies in sociology and marketing helped spark a lasting curiosity about people—what motivates them, what matters to them, and what makes a place truly feel like home. Today, that curiosity is one of her greatest strengths as an agent. Kathleen takes the time to understand not just what her clients are looking for on paper, but what they want their lives to look like. Whether she’s preparing a home for the market, negotiating on behalf of a seller, helping a buyer find the right community, or simply answering the questions that come up along the way, her goal is to make the process feel informed, personal, and manageable. Kathleen lives in Maryland with her husband and two sons. When she isn’t working, you’ll most likely find her spending time with her family, dreaming about her next trip to the Florida Keys, or planning her next home project.

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