Newest Homes for Sale in Shady Side, MD

Move-in ready and recently updated, this bright rancher is located in a sought-after water-oriented community. Recent upgrades create a modern feel throughout, including new luxury vinyl plank flooring, an updated kitchen, two renovated full bathrooms, fresh interior paint, and new interior doors. The home offers a spacious primary bedroom with a private renovated full bath and dual closets. Two

Lynne Ferrante Berkshire Hathaway HomeServices PenFed Realty

Welcome to effortless coastal living in Shady Side. This thoughtfully reimagined home delivers a clean, modern lifestyle designed for low maintenance and easy enjoyment—just minutes from the water. Nearly every inch has been updated, creating a move-in-ready space where your time is spent relaxing, not renovating. New architectural shingles, a brand-new wood deck, and durable Trex steps at both

Pedro Paz Coldwell Banker Realty

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

Matthew Dubbaneh Samson Properties

HAPPY NEW YAR!! Westelee Welcome's You Home TO this 2.5 year old "Pottery Barn" Colonial home is set perfectly on a corner lot with views of the West River. This home has 4 bedrooms and 2.5 baths. Patio was just put in and a 6 foot privacy fence around the backyard in 2024. GREAT FOR HAVING A CRAB FEAST IN THE SUMMER OR BONFIRES IN THE FALL. THIS YARD IS GREAT FOR ENTERTAINING BRING YOUR FAMILY

Carey Laycock RE/MAX Leading Edge

HOME TO BE BUILT. EXISTING HOME TO BE TORN DOWN. EXPECTED SPRING/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

Ray Mudd Schwartz Realty, Inc.

Rare opportunity in Shady Side on 1.58 acres, just minutes from the Chesapeake Bay.1451 Shady Rest Rd features a partially built home.. The groundwork is in place, and the next owner can bring their own vision to life. The property includes a permitted 3-bedroom septic system and a working well, giving you a strong starting point for a new build. This desirable South County area is seeing

Teal Clise EXP Realty, LLC

Home Sweet Home! Come tour this 2 level, 3 bedroom, 2 full bath just a couple blocks to the water. Situated in Columbia Beach, feel like you're vacationing year round! Whether your taking a walk in the gated community, or entertaining in the spacious home, you'll enjoy living here! No HOA. Please read agent remarks.

Cheryl Bare CENTURY 21 New Millennium

Welcome to 4717 Frederick Avenue — a charming and updated cottage just two blocks from the West River in the Idlewilde on the Bay community. This 2-bedroom, 1-bath ranch-style home offers comfortable one-level living with thoughtful improvements throughout. Step inside to a bright, open living area featuring neutral finishes and a cozy fireplace, ideal for everyday relaxation. The renovated

James Weiskerger Next Step Realty

** PLEASE NOTE THE TIME CHANGE FOR THE OPEN HOUSE TO SUNDAY 2 - 4pm ** Welcome to this charming 2-bedroom, 2-bath home in the water-oriented community of Avalon Shores. Perfect for those looking to start out, scale down, or a second home! Freshly updated with new flooring and pain- this home is truly move-in ready! Enjoy a fully renovated bathroom, a spacious deck, and a fully fenced

Juliet Patterson Samson Properties

For buyers seeking a quicker move-in, the same model is currently under construction less than a mile away and will be completed in approximately 30 days, offering the perfect opportunity to preview the craftsmanship and finishes in person or purchase if a faster timeline is preferred.This to-be-built Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with

Joshua Mast HomeSource Pro Real Estate

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

Ray Mudd Schwartz Realty, Inc.

Peaceful Living by the Bay – Perfect for Downsizers! Looking to simplify without sacrificing charm or location? This move-in ready 3-bedroom, 1-bath rancher is the ideal retreat 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

Nicole Hatch Samson Properties

For buyers desiring a quicker move-in, this same model is under construction less than a mile away and will be completed in approximately 30 days — a perfect opportunity to preview the craftsmanship and finishes in person. This to-be-built custom Arts & Crafts residence by local builder Laine Street Homes blends timeless design with modern luxury. Set on a premium 1.5-acre homesite, the property

Joshua Mast HomeSource Pro Real Estate

JANUARY 2026 DELIVERY. Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday living and entertaining alike. Additional kitchen upgrades include 42”

Ray Mudd Schwartz Realty, Inc.

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

Ray Mudd Schwartz Realty, Inc.

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

Lynn Peaper Hubble Bisbee Christie's International Real Estate

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

Cindy Martin Samson Properties

Calling all investors, second-home seekers, and visionaries—this is the project you’ve been waiting for! AND it just got better with a price improvement!! Located just steps from the water in the charming community of Idlewilde, this 2-bedroom cottage-style home sits on a rare double lot with Chesapeake Bay views from the backyard and access to fantastic community amenities.While the

Clinton Auman EXP Realty, LLC

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

Sheri Stevens Samson Properties

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.

Ray Mudd Schwartz Realty, Inc.