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$535,000
2 Beds ⋅ 2 Baths
Non-riparian waterfront home offering sweeping, unobstructed views of the Chesapeake Bay. Wake each morning to breathtaking sunrises over the water, best enjoyed from your expansive deck with a cup of coffee in hand—an experience that never gets old. Inside, the home is filled with natural light and features an open-concept layout designed to maximize those stunning bay views. The main level boasts hardwood floors throughout, along with two comfortable bedrooms and a full bath. Upstairs, a versatile loft space with a half bath is ideal for a home office, guest accommodations, or a quiet retreat. Located just steps from the community pier, boat ramp, and additional amenities, this property offers the perfect blend of relaxation and coastal living. Flood insurance is not required.

5211 Al Jones Dr, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$745,000
3 Beds ⋅ 2 Baths
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.

5341 Al Jones Dr, Shady Side

Listing courtesy of Redfin Corp. Contact:

$410,000
3 Beds ⋅ 3 Baths
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!

1527 Lincoln Rd, Shady Side

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$649,990
4 Beds ⋅ 3 Baths
6/26/26. Home is under roof ready for drywall. August delivery. Coastal Living Just Steps from the Chesapeake Bay! Schaefer Homes invites you to make this beautifully designed coastal-style residence your own located across the street from the bay offering nice water views. Offering over 3 stories of wide open living with time to personalize your selections so you can create a home that perfectly reflects your style. From the classic board-and-batten siding to the welcoming front porch, the exterior sets a striking first impression. Upper level offers water views and an open-concept layout that seamlessly connects the dining and family rooms, offering the perfect setting for everyday living or entertaining. At the heart of the home is an upgraded kitchen with oversized island, upgraded quartz countertops, stainless steel appliances, and abundant cabinetry—ideal for casual meals or gatherings with friends. A private home office (or flexible choice room) on the main level adds convenience, while upstairs the serene owner’s suite boasts a large picture window with Bay views, a spacious walk-in closet, and a spa-inspired bath with a luxury shower. Walk to community pier, boat ramp, playground, tennis courts and more. Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. $5,000 closing assistance with preferred lender & Title company. Actual features, finishes, and layouts may vary.

5314 Al Jones Dr, 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: