Shady Side MD Real Estate & Homes for Sale

Public open house will be hosted on Sunday 2/8 from 12-2pm. ***BRAND NEW CONSTRUCTION READY FOR IMMEDIATE OCCUPANCY*** this Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with modern luxury. Spanning over 2,200 finished square feet, the beautiful property features a MAIN LEVEL OWNER'S SUITE and boasts high-end appointments throughout. From the wraparound front porch, step into the open-concept main level that includes a spacious family room with gas fireplace, a formal office with cathedral ceiling, a morning room nook, dining area, and a convenient half bath. The gourmet kitchen is a true showpiece, featuring a large center island with breakfast bar, soft-close timber and dove cabinetry, open apron farmhouse sink, quartz countertops, subway tile backsplash, and a five-piece stainless steel appliance package including a wall oven, cooktop, and range hood. The main-level owner's suite offers a walk-in closet and a luxury en-suite bath with dual vanities and an expansive 7x6 spa shower with dual shower heads. Upstairs, you will find two additional bedrooms and a second full bath. Additional highlights include LVP flooring throughout the main level, ceramic tile in all baths and the laundry room, public sewer, Pella windows, high efficiency tankless water heater, 30-year architectural shingles, a 92% efficient Carrier HVAC system, air seal package, 2x6 framing, R49 ceiling insulation, R21 wall insulation. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D.C.

Public open houses will be hosted on Sat 2/7 from 11am-1pm and Sun 2/8 from 12-2pm. ***BRAND NEW & READY FOR IMMEDIATE OCCUPANCY*** this stunning Arts & Crafts home by Laine Street Homes blends timeless design with modern luxury. Set on a premium 2.3 acre homesite surrounded by mature woodlands, this property offers both privacy and functionality. Step onto the welcoming front porch and into a thoughtfully designed main level featuring a private office, formal dining room and a spacious family room highlighted by large picture windows and a modern gas fireplace. At the heart of the home, the gourmet eat-in kitchen impresses with premium quartz countertops, herringbone tile backsplash, tasteful high end dove and pistachio cabinetry with dovetail joints and soft-close drawers, a walk-in pantry, farmhouse apron sink, and a large island with breakfast bar. Upstairs, the primary suite overlooks the private backyard and offers seasonal water views, luxury vinyl plank flooring, a walk-in closet, and a spa-inspired ensuite bath with a 7x6 walk-in shower boasting dual shower heads and floor-to-ceiling tile. Additional highlights include 7-inch LVP flooring throughout the main level, shake siding with stone column bases, public sewer, 2x6 construction, Pella windows, ceramic tile in all baths and laundry, high efficiency tankless water heater, 92% efficient HVAC system, and 30-year architectural shingles. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D.C.

THIS IS A TO BE BUILT HOME

Welcome to Cedarhurst on the Bay! Water Provilege Community Within Walking Distance to Community Marina with Slips, Beach, Playground, Boat Ramp along Chesapeake Bay. Gorgeous Colonial with Open Floorplan. Home has Front Porch for your Relaxation, which you have a Wooded Lot Across from it. Large Fenced in Backyard with Deck. Updated Kitchen with Quartz Countertops, Backsplash, Deep Sink with Ceramic Floors. Main Level Boasts Wood Plank Floors Throughout. Family Room with Gas Fireplace. Upper Level with Primary Suite, Primary Bath with Soaking Tub, Double Sinks, and Separate Shower. Laundry on Bedroom Level. Home is Hardwired for Generator. Spacious Two Car Garage. Must See to Appreciate!

HOME TO BE BUILT. EXPECTED SUMMER 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privilege community offering community beach, pier, boat ramp, playground, slips, and more. Select from 3 exterior elevations! This home will come standard with plenty of upgraded features, and there is still the opportunity to make your personal selections to suit your needs and make this home yours! Some of the standard features will include 9 ceilings on the main level, luxury vinyl plank flooring, stainless steel appliances, large eat-in kitchen with island, 42� designer Craftsman cabinets, large owners suite with luxury bath, upper-level laundry room, and plenty more! 2 car garage!. Construction to perm financing is available. Photos are illustration purposes only. Summer 2026 delivery Must use builder contract - buyer responsible for 100% transfer taxes**. 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.

Estate sale handled by an attorney. This well-loved home has been in the same family since 1953 and is now ready for its next chapter. Offering generous living space and abundant potential, this property is ideal for buyers looking to build sweat equity and restore its original charm. Situated on a large lot, the sale also includes an additional 25' x 100' parcel located to the right of the home. The primary heating system is oil-fired radiator heat, complemented by a ductless mini-split system on the main level. A versatile bonus room on the main floor may serve as a third bedroom or home office. Hardwood floors run throughout the home (currently under area carpet), and newer windows. The home is being sold as is, and most contents will convey with the sale.

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 Ma2 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.

Welcome to this inviting single-family home in the heart of Shady Side! This lovely residence features 3 bedrooms, 2.5 bathrooms, and approximately 2,235 sq ft of versatile living space - thoughtfully laid out to balance comfort and function. Step inside to a warm, open floor plan where natural light enhances every room, and an efficient layout makes everyday living easy. A well-appointed kitchen with stainless appliances and abundant cabinetry flows seamlessly into living areas perfect for both relaxing evenings and entertaining guests. The home also boasts central a cozy fireplace, and an attached garage for convenience. Retreat to the spacious first floor primary suite featuring its own full bath with jetted tub and separate shower. The second floor encompasses two additional bedrooms and and full bath providing flexibility for family, guests, or a home office. Outdoor spaces include a recently built screened in porch with composite decking and a private fenced backyard - ideal for summer barbecues, gardening, or simply enjoying Marylands beautiful seasons. Situated on a well-sized 7,500+ sq ft lot in a welcoming neighborhood, youre minutes from local schools, Chesapeake Bay waterfront attractions, marinas, dining, and community amenities. Embrace serene suburban living with easy access to Annapolis and the greater Baltimore/Washington region.

This spacious and well-maintained home offers the ease of one-level living at it's best. The modern kitchen opens to a cozy family room featuring a gas fireplace and a sliding door that leads to a stunning sunroom and adjacent deck-perfect for relaxing or entertaining. Enjoy formal spaces with both a living room and dining room, along with a generous primary suite complete with a private full bath. Two additional bedrooms and a second full bath provide plenty of space for family or guests. Additional highlights include a two-car garage, a two-car carport, a large storage shed, and a handicap-accessible ramp. Situated on a level, usable one-acre lot, this home combines comfort, functionality, and outdoor space in a peaceful setting. No covenants or restrictions.

Welcome to 1330 Jordan Drive, a charming 3-bedroom, 2.5-bathroom home nestled in the highly desirable Avalon Shores community in Shady Side, Maryland. This well-maintained home strikes the perfect balance between comfort and character. The covered front porch invites you to unwind and enjoy seasonal water views, setting the tone for peaceful, waterfront living. Inside, youll find a bright, open interior with a spacious living area, an updated kitchen with stainless steel appliances, and a convenient half bath on the main level, perfect for entertaining or relaxing. Upstairs, you'll find three generously sized bedrooms, including a primary suite with its own private bath, a closet system, new carpet, and skylights that allow tons of natural light. An additional full bath is available for family or guests. Out back, the fully fenced yard and large deck, offers plenty of space for pets, play, or gardening, perfect for those who enjoy outdoor living. You will also find a large shed, great to store all of your outdoor toys. Whether you're hosting a barbecue or simply soaking in the sunshine, this yard is ready for your personal touch. Residents of Avalon Shores enjoy water access, a community beach, boat ramp, pier, two playgrounds, and more just a short walk away. Its the perfect spot for outdoor activities and enjoying the beauty of the Chesapeake Bay!

Welcome to this charming 2-bedroom home tucked away on a quiet street in the peaceful waterfront community of Shady Side. This inviting property offers a comfortable layout and a spacious yard, perfect for outdoor entertaining, gardening, or relaxing in a serene setting. Enjoy the coastal lifestyle with easy access to the Chesapeake Bay, nearby marinas, parks, and waterfront dining, all while remaining within convenient commuting distance to Annapolis and major routes. Whether youre looking for a full-time residence, weekend getaway, or investment opportunity, this home delivers charm, location, and the laid-back lifestyle Shady Side is known for. Dont miss your opportunity to own in one of Anne Arundel Countys most desirable coastal communities..

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.

Peaceful Living by the Bay - Perfect for Downsizing! Looking to simplify without sacrificing charm or location? This move-in ready 3-bedroom, 1-bath rancher is the ideal opportunity for anyone craving a slower pace, less maintenance, and more time to enjoy the good life. Tucked on a quiet corner lot next to a protected nature reserve, this single-level home offers peace, privacy, and natural beauty-with low maintenance. Just a short walk to the bay front, youll love starting your mornings with coastal breezes and winding down with sunset walks to the community pier. Inside, enjoy a warm and inviting open layout, complete with a cozy wood stove and a splash of personality from the bright red front door. Major updates-roof, HVAC, water softener, and well pump-all done within the last 3 years-mean you can move in and relax from day one. The manageable yard has 2 sheds for extra storage and a roomy driveway (with space for a boat or guests), and surrounding greenery make outdoor living simple and serene. Plus, the neighboring nature reserve means no new development next door-ever. If youre ready to downsize to comfort, convenience, and coastal charm, this is the home for you.

To be built by Whitehall Building & Co., Annapolis leading luxury waterfront builder. Set within the sought-after Columbia Beach community, this coastal-style home captures the best of Chesapeake Bay living with panoramic views and the rare protection of a cove-front setting. With Whitehall, the path to building is refreshingly simple. Their step-by-step process begins with a complimentary consultation and clear timeline that removes the guesswork so you can enjoy the creative side of designing your dream home. Every stage is transparent and organized, from selections to finishes, with a dedicated team guiding you the entire way. Visit their website for more info about Whitehall! Building a custom home may take time, but with Whitehall it never feels complicated. You can relax knowing the details are handled and the outcome will be worth the journey. Enjoy the lifestyle that follows: a thoughtfully designed waterfront home built around how you truly live, with access to community amenities including a boat launch, pier, tennis and basketball courts, and playgrounds, all just a short drive from Annapolis, DC, and Baltimore.

SHORT SALE APPROVED AT LIST PRICE! This charming three-bedroom, one-bathroom house presents an exceptional investor opportunity in peaceful Shady Side. The property offers excellent renovation potential, allowing you to customize and add value while creating possible rental income streams. Enjoy convenient parking and generous outdoor space perfect for relaxation or entertainment. The spacious lot provides room for expansion or landscaping creativity. Located in a desirable neighborhood just minutes from scenic Snug Harbor Park, you'll appreciate the tranquil residential setting with easy access to recreational activities.

Perfect time to buy this updated home with a detached garage in the beautiful Chesapeake Bay front communnity of Idlewilde! Main level bedroom and full bathroom, waterview from front second level bedroom, and off street parking. This home has been completely updated with the main level having luxury vinyl flooring and fresh paint. The spacious kitchen has granite countertops, wood cabinets, and stainless steel appliances. Both bathrooms have beautiful ceramic tile and luxury vinyl flooring. The yard is fully fenced and includes a detached garage with off street parking. The community pier, which is a 2-minute walk, is on the Chesapeake Bay and has amazing views of the Bay Bridge. The Idlewilde community is a peaceful retreat location that is close to many shops and restaurants.

Nestled between serene waters, this home offers stunning, unobstructed views of Flag Pond from the rear and views of the Chesapeake Bay from the front. Enjoy watching local waterfowl and soaking in the natural beauty from every angle. Inside, the spacious kitchen opens to the family room, perfect for gathering, along with a formal living room and a main-level office or potential 5th bedroom. Upstairs features four bedrooms, including a primary suite with views of both the Bay and Flag Pond, plus an en-suite bath, three additional bedrooms, and a full hall bath. A two-car garage includes an extra storage room. Brand new a/c. While the home could use some updating and TLC, it presents a fantastic opportunity to make it your own. Located in a vibrant waterfront community with amenities such as a boat ramp, pier, tennis courts, and more. Come experience the Chesapeake Bay lifestyle.