Shady Side Homes with Ranch/Rambler Style

Shady Side Homes with Ranch/Rambler Style

Welcome to Shady Side, Maryland—an enchanting waterfront community nestled in the heart of Anne Arundel County. Known for its picturesque views and friendly atmosphere, Shady Side offers the perfect blend of tranquility and convenience. Just a short drive from the bustling city life of Annapolis and Washington, D.C., this charming town is a hidden gem for those seeking a serene lifestyle without sacrificing accessibility to urban amenities.

Shady Side is renowned for its stunning natural beauty, with the Chesapeake Bay and various creeks providing ample opportunities for outdoor recreation. Residents enjoy fishing, kayaking, and sailing, making it an ideal location for water enthusiasts. The community is also rich in history, featuring quaint local shops, delightful eateries, and a warm, welcoming spirit that makes newcomers feel right at home.

When it comes to housing, Shady Side is particularly noted for its charming ranch and rambler-style homes. These single-story residences are perfect for families and retirees alike, offering spacious layouts and easy access to the outdoors. With their open floor plans and large yards, ranch-style homes provide a comfortable and inviting atmosphere, ideal for entertaining or simply enjoying quiet evenings with loved ones.

Whether you’re looking for a cozy retreat or a vibrant community to call home, Shady Side’s ranch-style properties offer the perfect canvas for your dream lifestyle. Embrace the charm of this beautiful Maryland town and discover the many possibilities that await you in Shady Side!

Newest Shady Side Homes with Ranch/Rambler Style

$839,000
5 Beds 3 Baths
Rare Multi-Home Homestead Opportunity 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 / Cottage (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 cottage 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 water, this property delivers unbeatable value and flexibility in Shady Side!

6066 Shady Side Rd, Shady Side

Listing courtesy of Century 21 Downtown. Contact:

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