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4 Beds ⋅ 2 Baths

There is something special about life near the Chesapeake Bay—and 1221 Bast Lane captures it beautifully. Completely remodeled from top to bottom, this charming one-level Coastal Craftsman combines fresh, sophisticated interiors with incredible outdoor space and one of the most impressive detached garages you will find. Set on a beautiful lot just shy of an acre in Shady Side, the home offers four bedrooms and an easy, comfortable floor plan filled with natural light, beautiful windows, gorgeous flooring, and thoughtful finishes throughout. At the heart of the home is a stunning gourmet kitchen featuring beautiful cabinetry, warm butcher-block countertops, stainless steel appliances, a stylish backsplash, generous workspace, and a fresh coastal aesthetic that makes the entire space feel inviting. The primary suite is a wonderful retreat with an enormous walk-in closet and a sleek, spa-inspired bath featuring a beautiful walk-in shower with glass doors. Additional bathrooms carry the same clean, sophisticated design, while the incredible laundry room proves that even the most practical spaces can be beautiful. Step outside onto the spacious deck and imagine summer dinners, weekend cookouts, morning coffee, or a glass of wine as the sky changes color at sunset. The huge yard offers nearly an acre to spread out, garden, play, entertain, or simply enjoy having space around you. And then there is the garage. More than 1,500 square feet of detached garage and workspace with THREE bays and electric creates an absolute dream setup for car enthusiasts, collectors, hobbyists, contractors, or anyone who wants room for vehicles, tools, storage, and projects without sacrificing the house or yard. The home and garage roofs date to 2023, along with the home's siding. Beyond the property, Shady Side delivers the Chesapeake lifestyle people fall in love with: water views, beautiful sunsets, neighbors walking their dogs, kids playing, and the relaxed sense of community that makes evenings feel a little slower and weekends feel a little longer. Here, you can enjoy the character of a coastal community while coming home to a beautifully renovated property where the transformation has already been completed. Beautiful inside, extraordinary outside, and filled with unexpected features, 1221 Bast Lane isn't simply move-in ready—it's the kind of place that makes you excited to come home.

1221 Bast Ln, Shady Side

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

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

Buy the waterfront. Make the house your own. Rare Waterfront Opportunity on South Creek! Bring your vision and make this special waterfront property your own! Situated on a rare 0.74-acre lot, this home has been lovingly maintained by the same family for many years and is ready for its next chapter. Enjoy the waterfront lifestyle with your private pier, offering easy access for boating, fishing, kayaking, or simply relaxing by the water. The spacious home features a main-level bedroom (currently used as sitting room), generous living areas, 2 full baths, and an attached two-car garage with two driveways - providing a flexible floor plan with room to grow. Major improvements include a new roof (2023), while the home's spacious interior provides the perfect canvas for your personal updates and design ideas. Properties like this are becoming increasingly difficult to find. Whether you're looking for a year-round residence, weekend retreat, or investment in waterfront living, this is an exceptional opportunity to create something truly special. Flood Zone information to be independently verified by buyers. Sold strictly As-Is.

5078 Lerch Dr, Shady Side

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

4 Beds ⋅ 3 Baths

Enjoy water views of the community harbor with 60 boat slips and direct access to the Chesapeake Bay—a dream setting for boating and coastal living. This beautifully crafted home features classic board-and-batten siding and a welcoming front porch that creates timeless curb appeal. Inside, the open-concept layout seamlessly connects the dining area and family room, making it perfect for everyday living and entertaining. The spacious kitchen is the heart of the home, showcasing an oversized quartz island, stainless steel appliances, and abundant cabinetry for both casual meals and gatherings. A main-level home office or flexible choice room offers the ideal space for working from home or relaxing. Upstairs, the owner’s suite features a large picture window, expansive walk-in closet, and a spa-inspired bath with a luxury shower. Just a short walk to the community center and playground, residents also enjoy Cedarhurst’s rare four acres of community-owned waterfront property with panoramic bay views, open lawns, wetlands, picnic areas, playgrounds, ball fields, and opportunities to watch sunrises, sailboats, waterfowl, and local watermen working the bay.

1237 Spruce Ave, Shady Side

Listing courtesy of RE/MAX United Real Estate. Contact:

3 Beds ⋅ 3 Baths

***OPEN HOUSE SAT 9/12 11am-1pm***Welcome to the Honey Hole of the South Creek! New roof & gutters freshly installed! Welcome to your own private waterfront retreat nestled at the peaceful head of South Creek, where breathtaking views, abundant wildlife, and the ultimate Chesapeake Bay lifestyle come together. Perfectly positioned on a beautifully level lot, this exceptional property offers a private pier ideal for launching a kayak, canoe, paddleboard, or boat, while the nearby community marina provides access to deep-water slips for larger vessels. Residents also enjoy access to the community beach, making every day feel like a vacation. An added bonus is the inclusion of the adjacent Lots 17 & 18 (4907 Thomas Drive), providing additional privacy, flexibility, and future possibilities. Step inside to discover a bright, open floor plan designed to maximize both the water views and natural light. The spacious kitchen features a center island, ample cabinetry, and a sunny breakfast area highlighted by a large picture window overlooking the creek—an unforgettable place to enjoy your morning coffee. The adjoining living room offers the warmth and charm of a wood-burning stove along with sliding glass doors leading to the expansive wraparound screened porch, creating the perfect space for indoor-outdoor entertaining or simply relaxing while watching osprey, herons, and other local wildlife. Large pantry area for additional storage and separate dining room for additional room to spread out. Upstairs, all three bedrooms are thoughtfully situated, including a spacious primary suite that serves as a true waterfront sanctuary. Wake up each morning to panoramic water views from your private balcony, then unwind in the en-suite bath featuring a walk-in closet and plenty of room to recharge after a day on the water. The additional bedrooms are generously sized, with one also enjoying beautiful water views, and are served by a second full bathroom on the upper level. This home has been thoughtfully updated for peace of mind and long-term enjoyment. It may say it was built in 1941, but this home went through an extensive remodel in 1991 taking the original beach bungalow to the oversized colonial it is today. Recent improvements include a brand-new roof (2026), renovated Tigerwood deck, and a professionally encapsulated crawlspace complete with a dehumidification system. If you’ve been dreaming of a waterfront lifestyle that combines privacy, natural beauty, and everyday comfort, this is a rare opportunity to own a special piece of Southern Anne Arundel County. Whether you’re boating, crabbing, kayaking, entertaining on the screened porch, or simply enjoying the peaceful creek views, you’ll quickly understand why this location is so special.

1241 Johnson Dr, Shady Side

Listing courtesy of RE/MAX One. Contact: 4105356291

4 Beds ⋅ 3 Baths

Enjoy breathtaking views of the Chesapeake Bay from this charming home in the quaint waterfront community of Felicity Cove. The ground level features two bedrooms (one without a closet), a full bathroom, and a second kitchen, making it an ideal space for guests, extended family, or multi-generational living. The main living area is located on the second floor to take full advantage of the spectacular bay views. This level also includes the primary kitchen, a bright sunroom, and deck—perfect for relaxing or entertaining while enjoying the waterfront scenery. The upper level offers a serene primary suite with stunning Chesapeake Bay views, a private bath featuring a Jacuzzi tub, and an additional guest bedroom. Experience the feeling of year-round vacation living with community amenities that include a pier and boat ramp, providing easy access to the bay.

4734 Oak Rd, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

4 Beds ⋅ 3 Baths

Home is ready for immediate occupancy. Ask about 3.99% for FHA & VA loans or $10,000 in closing assistance. 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 LVP flooring through out (Carpet in 2 bedrooms). 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 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. Actual features, finishes, and layouts may vary. Flood insurance is approximately $650.00 year.

5314 Al Jones Dr, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

4 Beds ⋅ 3 Baths

November Delivery! Enjoy water views of the community harbor with 60 boat slips and direct access to the Chesapeake Bay—a dream setting for boating and coastal living. This beautifully crafted home features classic board-and-batten siding and a welcoming front porch that creates timeless curb appeal. Inside, the open-concept layout seamlessly connects the dining area and family room, making it perfect for everyday living and entertaining. The spacious kitchen is the heart of the home, showcasing an oversized quartz island, stainless steel appliances, and abundant cabinetry for both casual meals and gatherings. A main-level home office or flexible choice room offers the ideal space for working from home or relaxing. Upstairs, the owner’s suite features a large picture window, expansive walk-in closet, and a spa-inspired bath with a luxury shower. Just a short walk to the community center and playground, residents also enjoy Cedarhurst’s rare four acres of community-owned waterfront property with panoramic bay views, open lawns, wetlands, picnic areas, playgrounds, ball fields, and opportunities to watch sunrises, sailboats, waterfowl, and local watermen working the bay.

1235 Spruce Ave, Shady Side

Listing courtesy of RE/MAX United Real Estate. 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:

3 Beds ⋅ 2 Baths

Experience Unmatched Privacy and Tranquility from this unique non-riparian waterfront home set on over 3+ scenic acres. Fall in love with sweeping water views and the serene presence of native wildlife—waterfowl, deer, eagles, and more—all just outside your door. Enjoy panoramic vistas of a natural pond, with the stunning Chesapeake Bay visible in the distance. On clear days, the Bay Bridge is even within sight. The home features a relaxing screened porch, a spacious kitchen that flows into a cozy living area with a wood stove—perfect for chilly evenings. The main level includes a bedroom and full bath, plus an additional room ideal for an office or second living space, also with a wood stove. Upstairs, the primary bedroom offers breathtaking water views, accompanied by another bedroom and a full bath. A barn/stable on the property makes it ideal for horses or a home-based business with office space. This is truly a one-of-a-kind property—peaceful, picturesque, and full of potential. Come see it for yourself.

1650 Cedar Ln, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

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Between $600K - $700K Shady Side Real Estate

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