Shady Side MD Real Estate & Homes for Sale

This fully renovated 3-bedroom, 2.5-bath home offers a thoughtful blend of modern updates and comfortable living in a gated community. The main level features a completely updated kitchen with shaker-style cabinetry, quartz countertops, a tiled backsplash, and all new appliances. New flooring and fixtures run throughout the home, creating a cohesive and finished feel. A bright four-seasons room with its own mini-split provides flexible, year-round living space. Upstairs, the primary bedroom opens to a spacious private deck, offering a quiet outdoor retreat. All bathrooms have been fully renovated, and major systems including HVAC, plumbing, and water heater are new, offering peace of mind beyond the cosmetic improvements. Additional upgrades include new interior and exterior doors and numerous finishing details throughout. Located in a water-oriented community with convenient access to local marinas, dining, and commuter routes, this move-in ready home offers quality and comfort in a sought-after setting.

Non-riparian waterfront home offering sweeping, unobstructed views of the Chesapeake Bay. Wake each morning to breathtaking sunrises over the water, best enjoyed from your expansive deck with a cup of coffee in hand - an experience that never gets old. Inside, the home is filled with natural light and features an open-concept layout designed to maximize those stunning bay views. The main level boasts hardwood floors throughout, along with two comfortable bedrooms and a full bath. Upstairs, a versatile loft space with a half bath is ideal for a home office, guest accommodations, or a quiet retreat. Located just steps from the community pier, boat ramp, and additional amenities, this property offers the perfect blend of relaxation and coastal living.

Beautiful Brick-Front Cape Cod with loads of Curb Appeal. You don't want to miss this meticulously maintained home with plenty of period charm inside as well. Hardwood Floors, Built-ins, Crown Molding and Mantle give it its warm, welcoming feel. Tastefully updated throughout, the Chef's Kitchen includes Granite and Stainless as well as a formal Dining Room. Large Bonus Room for Laundry, Storage and Workshop. 2 Bedrooms and a Full Bath on the Main Level as well. Upstairs are 2 additional large Bedrooms and a 2nd Full bath. The Primary has a walkout over the garage where a rooftop deck could be added for morning Bay Views while enjoying your coffee. An oversized Lot with Fenced Rear Lot, 2 Sheds with Electric, A large Deck and a Brick Outdoor Fireplace and Grill for outdoor Family Living and Entertaining. Just Steps to the Bay in the quaint community of Columbia Beach with its Fishing Pier, Waterside Park and amazing views throughout. Just outside the community is Franklin Park with its trails and Bayside Beach. You don't want to miss this one.

Would you love to live in a water oriented community? Have you ever? Come take a look at this year 2020 constructed 3 bedroom 2.5 bathroom home located in the AVALON SHORES community surrounded by the beautiful Chesapeake Bay and tributaries. Avalon Shores has wonderful neighborhood amenities including play areas, beach and boat launch . Come see this traditional home with an open floor plan. Plenty of wonderful sunlight on a beautiful light oak laminate floor, will provide the warmth and homey feeling you look forward to coming home to. Plenty of bathroom space to share and a very large open kitchen/dining/living combination offers that openness in a home that you desire. Eateries along the waterfront, boating is a must! This home is a must see. Brand new carpet just installed, brand new kitchen cabinets with granite counter tops, freshly painted through out. Fully fenced in yard with high quality white vinyl fencing. Extra parking pad able to handle 3 or 4 cars or maybe your camper. Large driveway!! Built in 2020 so you don't have to worry! Community dock, community boat ramp, community playgrounds for the kids!! This home won't last long!!

4/6/26. Just broke ground. Late summer delivery. 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 time to personalize your selections so you can create a home that perfectly reflects your style. 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 quartz 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. $10,000 closing assistance with preferred lender & Title company. Actual features, finishes, and layouts may vary.

Discover your dream lifestyle in this exceptional 3 bedroom 2 full bath waterfront property located at 1268 Hayes Road in the charming community of Shady Side, MD. combining the peacefulness of a secluded setting with essential modern amenities. As you step inside you'll notice the sun drenched open floor plan complete with a large cooks kitchen featuring a huge center island, cozy breakfast nook and walk-in pantry. The adjacent dining room is perfect for large holiday gatherings and flows seamlessly into a comfortable family room. A gorgeous living room with waterfront views divides 2 ample sized bedrooms for privacy and relaxation. Enjoy sweeping views of your very own cove or dine al fresco in the fully screened in porch. Upper level features the 3rd bedroom offering a private home office, abundant built-in drawers and shelving plus an elevated deck for morning coffee. The half acre lot is brimming with seasonal plantings, lush lawn, a two car garage and your very own dock. This is the perfect setting for those who love boating, fishing, or simply enjoying spectacular water views and stunning sunrises. Don't miss the opportunity to create your own waterfront haven just in time for summer! Recently renovated to include 2 brand new bathrooms, interior flooring, screened in porch, and much more! See upgrades sheet for full list of upgrades. If you are interested in learning more about this remarkable waterfront property, reach out to the exclusive listing broker Casey A. Sutherland with Maryland Waterfront Properties.

THIS IS A TO BE BUILT HOME. Act soon while you are able to still personalize this home with interior selections! 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.

Welcome home to this cozy well maintained cottage located in the gated, waterfront community in Columbia Beach. Nestled in this serene neighborhood, this home offers a perfect blend of comfort, style and relaxation. As you step inside the home you are welcomed by this quaint mudroom that was recently updated with shiplap and new flooring. A perfect place to drop your shoes before you open the door to this beautiful home. As you walk in you notice the recently refinished floors that exude warmth and character throughout the home, creating a timeless appeal and seamless flow between rooms. You will love the recently serviced pellet stove on those cooler nights that adds warmth and ambiance. Owners have freshly painted this entire home as well as updated all lighting. The two bedrooms in this home are spacious with ample closet space. The bathroom was recently renovated ( 2023) with new flooring/ vanity and lighting. The galley kitchen has been updated with stainless steel appliances and has granite countertops as well as a NEW dishwasher ( 2023), NEW stove and Microwave ( 2026) As you walk through the French doors to the dining room you begin to see the real show stopper, the four season room and the amazing backyard. The backyard is completely fenced with two freshly painted sheds and plenty of space for privacy, peace and relaxation. The owners just replaced the washer and dryer ( 2023). This home is steps away from the bay. The community offers a fishing pier, kayak drop, a playground and small boat ramp. You will feel like you are always on vacation in this adorable cozy cottage. Home is conveniently located 30 minutes from Annapolis. Welcome home! NEW hot water Heater (2026)

Investor special in the charming Columbia Beach community of Shadyside. This quaint 2-bedroom, 1-bath home offers great potential for investors, renovators, or buyers looking to create their own coastal retreat. Inside, you'll find classic panel walls, a cozy fireplace, and a bright sunroom that adds extra living space and character. Nestled in a peaceful setting near the water, this property is full of opportunity for the right buyer to restore and reimagine. Bring your vision and make this hidden gem shine.

This thoughtfully designed and 2022-built home blends modern finishes with a tranquil setting set against a backdrop of mature woods, creating a bright, open, and inviting space for both everyday living and entertaining. An open two-story foyer welcomes you inside to the main living area with vaulted ceilings, while 9' ceilings throughout the rest of the home enhance the airy, open feel. Charming cottage-style windows fill the space with natural light, and LVP flooring flows seamlessly through the living room, kitchen, and wide hallway to the bedrooms. The kitchen features oil rubbed bronze fixtures, soft-close cabinets, granite countertops, and a center island with overhang for stools, plus space for a dining table. There is also potential for a deck off the back of the home, perfect for outdoor living. The main level includes two secondary bedrooms and a spacious owner's suite. The secondary bedrooms feature custom molding, decorative wall trims, and stylish paint finishes - one accented with decorative peelable wallpaper - and share a hall bath with granite vanity and shower/tub combo. Enjoy views of the wooded landscape from the owner's suite, complete with two closets and a distinctive en-suite bath featuring dual sinks, granite countertops, a walk-in shower, custom wall trim accents, and removable wall covering. The lower level provides a versatile living space, including a spacious recreation room with sliding glass doors to the backyard, a flexible 4th bedroom ideal for guests or an in-home office, and an additional full bath with granite vanity and shower/tub combo. Raised garden beds just outside in the backyard and alongside the home are ideal for growing vegetables and flowers.

THIS IS A TO BE BUILT HOME

Coastal Comfort, Steps to the Beach - Tucked in the water privileged community of Cedarhurst on the Bay and just a short stroll to the beach and neighborhood amenities, this charming cottage offers relaxed coastal living with a layout full of character. The home features three bedrooms, two with beautiful coffered ceilings that add height and architectural interest. The full bath includes a tub and shower combination. The bright kitchen shines with white cabinetry and brand new, never used stainless steel appliances, giving it a clean, fresh feel. The living room opens to the fenced backyard and patio through a sliding glass door, inviting easy indoor and outdoor living. Just one step down from the living room is a private office with double doors, its own half bath, and access to the laundry and utility room, offering flexible space for working from home, hobbies, or guests. Outside, the circular driveway provides generous parking, and the backyard shed adds convenient storage for beach chairs, bikes, and lawn equipment. BOAT SLIPS AVAILABLE

HOME TO BE BUILT. EXPECTED LATE 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 owner's 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. Late 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. $5,000 closing assistance with preferred lender. Completed model located at mdca2024952.

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 Maryland's beautiful seasons. Situated on a well-sized 7,500+ sq ft lot in a welcoming neighborhood, you're 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.

4/15/26 Under roof. EXPECTED SUMMER 2026 DELIVERY. Must use builder contract - buyer responsible for 100% transfer taxes**. Schaefer Homes brings to you their latest Monroe model located in water privilege community of Westelee offering community beach, pier, playground, boat slips, boat ramp 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 in the large eat-in kitchen with island, 42 designer Craftsman cabinets, large owner's suite with luxury bath, upper-level laundry room, and plenty more! 2 car garage! 5K closing assistance with use of preferred lender and title company. Construction to perm financing is available. 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.

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.

Welcome to Silver Water, a striking architectural statement inspired by the Chesapeake Bay, where refined design meets the clarity of true waterfront living. Ideally located along the serene banks of the West River, this private gated estate offers a rare sense of seclusion with convenient access to Annapolis and Washington, DC. Spanning 4,620 square feet on a meticulously landscaped 1-acre lot, the home has 5 bedrooms and 5.5 bathrooms across two levels. The clean lines, precise proportions, and high ceilings establish an immediate sense of calm. Oversized doors and expansive windows draw the water into every room, creating a constant visual dialogue with the horizon. From morning stillness to the golden glow of sunset, the water remains a captivating focal point throughout ensuring uninterrupted views of the river and bay from nearly every space. Birch engineered flooring, Pella Proline casement windows, and thoughtfully selected finishes reflect a quiet sophistication. The main-level primary suite is highlighted by a sleek fireplace and expansive windows framing breathtaking water views. The spa-inspired ensuite bath features a dual sink vanity, oversized glass-enclosed shower, and a deep soaking tub designed for relaxation. A spacious walk-in closet with custom built-ins and a conveniently integrated washer and dryer completes this exceptional private haven. The heart of the home, the gourmet kitchen is crafted for both everyday living and elevated entertaining, featuring a professional-grade 48" refrigerator/freezer and a 48" dual-fuel range. Travel out to the show-stopping pool house, designed for effortless indoor outdoor entertaining. The interior features a kitchen and built in countertop - the ultimate hangout for hosting or relaxing. A full garage-style door extends the living space outward seamlessly to the pool patio, creating a breezy, open-air vibe. The saltwater gunite pool serves as the centerpiece of this outdoor environment - Pebble Fina finish, framed by a timeless bluestone deck and supported by a high-efficiency electric heating system for an extended season of enjoyment. Recent enhancements include a complete resurfacing in 2023 and a state-of-the-art pump installed in 2025. Complete with a pool house bath, full safety cover and comprehensive service history, it is a true turnkey luxury. Multiple bluestone patios and Teak decks lead to the manicured lawn and a fully armored shoreline with rip-rap protection. A 24-zone smart irrigation system maintains the grounds with precision, with mature landscaping ensuring privacy and tranquility. For the waterfront enthusiast, the property offers direct access to the Chesapeake lifestyle. A 70-foot pier, approximately nine years old, is equipped with power and a 10,000 lb Magnum boat lift. Additional features include dual-fuel 3-zone HVAC systems, two tankless hot water heaters, a 3-car detached garage and dedicated storage barn. This is waterfront living at its most intentional and refined, where stillness, design, and nature converge to create an extraordinary and enduring retreat - and where each sunset becomes a daily, celebrated event. Don't miss your opportunity to make this exceptional property your own. Schedule your private tour today!

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.