Shady Side Real Estate

Shady Side Real Estate

Welcome to Shady Side, a picturesque waterfront community nestled in the heart of Anne Arundel County, Maryland. This charming subdivision offers a unique blend of serene natural beauty and vibrant local culture, making it an ideal destination for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Shady Side is situated along the scenic shores of the Chesapeake Bay, providing residents with stunning views and easy access to a plethora of outdoor activities. Whether you enjoy boating, fishing, or simply taking leisurely strolls along the water, this community has it all. The nearby parks, such as the beautiful Broadneck Park and Sandy Point State Park, offer ample opportunities for hiking, picnicking, and enjoying the great outdoors.

The neighborhood itself is characterized by its friendly atmosphere and tight-knit community. With tree-lined streets and charming homes, Shady Side exudes a warm and inviting vibe. Local shops and eateries add to the charm, offering everything from fresh seafood to cozy cafes where you can unwind and connect with neighbors.

Education is also a priority in Shady Side, with access to quality schools that cater to the diverse needs of families. The community is conveniently located, providing easy access to major highways and nearby cities like Annapolis and Washington, D.C., making it an ideal spot for commuters.

In Shady Side, you’ll find not just a place to live, but a lifestyle that embraces nature, community, and tranquility. Come discover the hidden gem of Anne Arundel County, where your dream home awaits!

Newest Listings in Shady Side

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 Side Rd, Shady Side

Listing courtesy of Rise Real Estate, LLC. Contact: 2025569721

5 Beds ⋅ 3 Baths

MAJOR PRICE IMPROVEMENT AND $5,000 SELLER CONTTRIBUTION TOWARDS BUYER'S CLOSING WITH ACCEPTABLE CONTRACT. Rare Opportunity with 2 detached homes on 4 Flat, Usable Acres in Shady Side! Welcome to 6066 Shady Side Rd, an incredible property offering endless versatility, income potential, and space to grow. Situated on 4 expansive, flat acres, this unique listing features two standalone ranch style homes, perfect for multigenerational living, live-and-rent setups, or investment portfolios. 🏡 Main Residence (3 Beds | 2 Baths) Turnkey Interior: Beautiful updated finishes, including durable luxury vinyl plank flooring and modern recessed lighting throughout. Gourmet Kitchen: Bright and updated with crisp white soft close cabinetry, granite countertops, tile backsplash, and sleek stainless-steel appliances. Thoughtful Layout: Offers a dedicated laundry room, spacious living areas, and stylishly tiled bathrooms with modern vanities. Outdoor Living: Relax or entertain on the front deck, back deck, or under the convenient 2-car attached carport. 🏡 Detached ADU / Guest House (2 Beds | 1 Bath) Private Setting: Tucked neatly at the rear of the lot with its own charming drive and mature tree-lined backdrop. Fully Equipped: Move-in ready home featuring an open-concept living area, dedicated kitchen space, and updated flooring. Income Potential: Ideal as a high-yield rental, guest house, home office, or private residence for family members. 🌳 The Land & Potential 4 Flat Acres: Massive, level lawn space ideal for gardening, outdoor recreation, or adding outbuildings/workshops. Future Investment: Flat topography provides great potential for future subdivision (buyer to verify local zoning/subdivision requirements). Whether you’re looking to offset your mortgage with rental income or searching for the ultimate multi-family retreat near the Chesapeake Bay, this property delivers unbeatable value and flexibility in Shady Side!

6066 Shady Side Rd, Shady Side

Listing courtesy of Century 21 Downtown. Contact:

4 Beds ⋅ 2 Baths

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.

1462 Snug Harbor Rd, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

4 BEDS/1FULL BATH AND1/2 BATH WITH SHOWER. 2144SQ FT. Home income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MC) heavy commercial marine zoned property totaling 1.0693 acres, with 135 feet of bulk headed waterfront, 200 foot pier, and 12 boat slips. Water depth from 4 to 8 feet that can accommodate boats in excess of 40 feet. Total income from 6 of the 12 slips in 2025 was $6900!! POTENTIAL for much more PLUS Additional rental income from DRY STORAGE AVAILABLE. Many upgrades and extras. Information sheet in the document section of the listing or may be emailed to interested parties. .

1462 Snug Harbor Rd, Shady Side

Listing courtesy of Schwartz Realty, 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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