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. This picturesque waterfront community offers a serene escape from the hustle and bustle of city life, while still being conveniently located just a short drive from the vibrant urban centers of Annapolis and Washington, D.C. With its charming streets lined with quaint homes and lush greenery, Shady Side is the perfect blend of natural beauty and small-town charm.

Shady Side is renowned for its stunning views of the Chesapeake Bay, making it a haven for outdoor enthusiasts and water lovers alike. Residents enjoy easy access to boating, fishing, and kayaking, with numerous marinas and parks dotting the coastline. The local community is tight-knit, with friendly neighbors and a strong sense of belonging, ensuring that newcomers feel right at home.

For those looking to invest in their future, we are excited to present fantastic land for sale in this idyllic location. Whether you envision building your dream home or creating a serene getaway, the available parcels offer ample space and stunning natural surroundings to bring your vision to life. Imagine waking up to the sound of chirping birds and the gentle lapping of waves, all while being just minutes away from local shops, eateries, and recreational activities.

Don’t miss this opportunity to be a part of Shady Side’s enchanting community. With its unique blend of tranquility and accessibility, this area truly offers the best of both worlds. Explore the possibilities and make your mark in this beautiful corner of Maryland!

Newest Shady Side Land for Sale

$220,000
Wonderful 23-acre property in Southern Anne Arundel County offering a peaceful setting with level terrain and a mix of open and wooded areas. A home formerly occupied the property but was lost to a fire decades ago; no visible foundation remains. Sewer service is available at the road, providing added convenience for your dream home. Ideally located near the Chesapeake Bay, this property is surrounded by abundant wildlife and waterfowl, making it a great opportunity for nature lovers. Enjoy easy access to the water at Franklin Point State Park, located approximately one mile away, where you can explore the shoreline and experience the area's natural beauty.

1514 Columbia Beach Rd, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$149,900
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: 4439689595
$120,000
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:

$125,000
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: 4436594454
$100,000
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: 3017602136
$100,000
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: 3017602136
$25,000
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 Pkwy, Shady Side

Listing courtesy of Samson Properties. Contact: 3017602136
$25,000
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 7/24/2026, 10:00 AM. Bidding ends 7/28/2026, 1:00 PM. The list price is the suggested opening bid. Deposit: $5,000. This +/- 4,750 ft² parcel of land is located in Shady Side, MD within Anne Arundel County. It is just minutes away to Herring Bay and offers easy access to major traffic arteries including W Shady Side Rd. The property is believed to be vacant.

1205 Poplar Ave, Shady Side

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$25,000
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 7/24/2026, 10:00 AM. Bidding ends 7/28/2026, 12:40 PM. The list price is suggested opening bid. Deposit: $5,000. This +/- 4,750 ft² parcel of land is located in located in Shady Side, MD within Anne Arundel County. Its location is just a few minutes away to Herring Bay. It also offers easy access to major traffic artery W Shady Side Rd and is believed to be vacant.

Pine Ave, Shady Side

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$50,000
Per the recorded Conservation Easement. No primary residence shall be constructed

4907 Quince St, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$349,870
Unique Waterfront Lot Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss this rare chance to own a buildable waterfront lot in the serene, gated community of Columbia Beach, offering breathtaking views of the Chesapeake Bay. This exclusive neighborhood is just 30 minutes from the I-495 Beltway and Annapolis, and only 45 minutes to Washington, D.C., and the Woodrow Wilson Bridge in Virginia. Community Highlights: Gated access for privacy and peace of mind. Stunning bayfront scenery. Boat ramp, short pier, and long pier for water access. Family-friendly playgrounds. Sports facilities including tennis, basketball, and pickleball. Pet-friendly with a commitment to preserving the peaceful environment. Columbia Beach is served by Public Sewer and is known for its quiet streets, low traffic, and tight-knit community, making it an ideal setting for a primary residence or vacation getaway. AirBNB is allowed. Lot Details: Approx 60'x100' Buildable waterfront lot with completed boundary survey (available via listing documents). 20year loan available with 25% down, local and competitive lender. Listed separately as a "House-to-Be-Built" option with flexible design options. Ideal for a custom home measuring up to 46' wide x 32' deep each level. Potential for 2 finished levels plus attic, and designed for: 5BED/4BH. Main level bedroom with full bath – wheelchair accessible. 2-car garage. Deck and/or balcony for stunning water views. "Qualified buyers can finance the entire project — including lot and building — with as little as 5% down, thanks to Construction-to-Permanent loans that may allow for 10%, 15%, or even 20% equity from the start." An experienced builder is ready to work with you to create a custom dream home, offering competitive pricing and may even absorb a portion of the lot cost. For additional Info on Columbia Beach: Visit the Columbia Beach page to learn more about the community. Lot owner reserves the right to accept or reject any offer.

5235 Al Jones Dr, Shady Side

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

$95,000
**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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