Shady Side Real Estate

Shady Side Real Estate

Welcome to Shady Side, Maryland – a hidden gem nestled along the picturesque shores of the Chesapeake Bay in Anne Arundel County. This charming waterfront community offers a serene escape from the hustle and bustle of city life while still providing easy access to urban amenities. With its rich maritime heritage and stunning natural landscapes, Shady Side is the perfect place for those seeking a tranquil lifestyle infused with outdoor adventure.

As you explore the winding roads of Shady Side, you’ll discover a variety of homes that reflect the area’s unique character, from cozy cottages to modern waterfront properties. The tight-knit community is known for its friendly atmosphere, where neighbors become friends and local events foster a strong sense of belonging. Residents enjoy the best of both worlds – the peacefulness of a small town and the vibrant culture of nearby Annapolis, just a short drive away.

Outdoor enthusiasts will find plenty to love in Shady Side, with abundant opportunities for boating, fishing, and kayaking in the nearby waters. The scenic trails and parks, such as the nearby Jug Bay Wetlands Sanctuary, provide the perfect backdrop for hiking, birdwatching, and picnicking with family and friends.

In Shady Side, every day feels like a vacation. Whether you’re savoring a sunset over the bay or enjoying a weekend barbecue with neighbors, life here is all about embracing the beauty of nature and the warmth of community. Come discover your dream home in Shady Side, where tranquility meets adventure!

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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