23

Houses for Sale in 20764

Section Image Section Image
  • /38

    $699,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    1195 Cedar Ave, Shady Side, MD 20764

    This beautifully crafted home blends timeless coastal charm with modern luxury. Featuring classic board and batten siding and a welcoming front porch, the exterior makes a striking first impression. Step inside to an open-concept layout that seamlessly connects the dining and family room, ideal for both everyday living and entertaining.At the heart of the home is a spacious kitchen

    Agent Photo

    Jamie Richardson

    Coldwell Banker Realty

    (410) 724-1563

    1195 Cedar Ave, Shady Side, MD 20764
  • /31

    $545,000

    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    4949 Idlewilde Rd, Shady Side, MD 20764

    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.

    4949 Idlewilde Rd, Shady Side, MD 20764
  • /26

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    4727 Oak Rd, Shady Side, MD 20764

    Rare Chesapeake Bay waterfront property with panoramic views and endless potential! This 3-bedroom, 2-bath home sits on a prime waterfront lot with a private pier, spacious yard, and mature landscaping. Enjoy sweeping Bay views from the sunroom, living room, and multiple bedrooms, along with the soothing sounds of the water just steps away.The home features charming wood ceilings, exposed

    Frank Gamez REMAX Platinum Realty

    4727 Oak Rd, Shady Side, MD 20764
  • /29

    $554,500 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    5211 Al Jones Dr, Shady Side, MD 20764

    Great New Price ... here is your chance to own and enjoy a coastal contemporary “cottage” with panoramic views and the soothing sounds of the Chesapeake Bay year round. This Bay fronting property has an open airy interior, warm and inviting, with two story vaulted ceilings, walls of windows which showcase the Bay view. The ease of main level living, enhanced with wood floors, includes the

    Celeste Blessin Coldwell Banker Realty

    5211 Al Jones Dr, Shady Side, MD 20764
  • /89

    $998,850

    • 5 Beds
    • 5.5 Baths
    • 9,040 Sq Ft

    6561 Shady Side Rd, Shady Side, MD 20764

    Merchant Unmatched water views. Over 8,000 sq ft of curated living. A property that doesn’t just stand out—it stands alone.Tucked away in the quiet, rural charm of Shady Side, this architecturally bold residence offers year-round views of the West River and a lifestyle that feels worlds away—yet keeps you close to everything that matters. Step inside and you’re immediately immersed in

    Phil Gerdes Real Broker, LLC - Annapolis

    6561 Shady Side Rd, Shady Side, MD 20764
  • /41

    $735,000

    • 4 Beds
    • 1.5 Baths
    • 2,144 Sq Ft

    1462 Snug Harbor Rd, Shady Side, MD 20764

    4 beds/ 1 full bath and 1/2 bath with shower.2144 SQ FT. Home and income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MA2) 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 8feet, that can accommodate boats in

    George Heine Schwartz Realty, Inc.

    1462 Snug Harbor Rd, Shady Side, MD 20764
  • /11

    $699,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    4922 Lerch Dr, Shady Side, MD 20764

    RARE FIND ! WATERFRONT LIVING with a dock UNDER $1M! Welcome to 4922 Lerch Drive, a stunning 3-bedroom, 3-bath home built in 2005 that perfectly blends modern updates with serene water views. Step inside an inviting open-concept main level to find luxury vinyl flooring throughout, and a cozy fireplace that anchors the living space. The chef’s kitchen is a showstopper, featuring a spacious island,

    Joan Stansfield Samson Properties

    4922 Lerch Dr, Shady Side, MD 20764
  • /18

    $339,900

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft

    1700 Bayview Rd, Shady Side, MD 20764

    Don't miss this charming and well-maintained home! The main level features stylish LVP flooring and a bright, sunny eat-in kitchen with granite countertops. A convenient powder room includes a new pedestal sink. Sliding door from the kitchen open to a deck that overlooks a fully fenced backyard—perfect for relaxing or entertaining. Upstairs, you’ll find two spacious bedrooms and a full bath. This

    Ray Mudd Schwartz Realty, Inc.

    1700 Bayview Rd, Shady Side, MD 20764
  • /39

    $435,000

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    1330 Jordan Dr, Shady Side, MD 20764

    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, you’ll find a

    Emily Motto Investors Management, Inc.

    1330 Jordan Dr, Shady Side, MD 20764
  • /97

    $425,000

    • 4 Beds
    • 1.5 Baths
    • 1,399 Sq Ft

    1199 Oak Ave, Shady Side, MD 20764

    Welcome to Cedarhurst On The Bay — Your Bayside Retreat Awaits!Nestled in the serene, historic enclave of Cedarhurst On The Bay in Shady Side, Maryland, this beautiful single‐level home is the perfect blend of comfort, convenience, and coastal charm. Set on a generous double lot and built on a durable slab foundation, this residence offers 4 bedrooms, 1.5 bathrooms, and a thoughtfully

    Vilas Wright Wright Real Estate, LLC

    1199 Oak Ave, Shady Side, MD 20764
  • /31

    $360,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    4738 Washington Ave, Shady Side, MD 20764

    Charming Rancher Just Steps from the Bay Front!Nestled on a peaceful corner lot and surrounded by the serenity of a protected nature reserve, this inviting 3-bedroom, 1-bath single-level rancher offers the perfect blend of privacy, charm, and location. Just a short walk to the scenic bay front, you’ll enjoy the coastal lifestyle with morning strolls, sunsets, and water views just minutes

    Nicole Hatch Samson Properties

    4738 Washington Ave, Shady Side, MD 20764
  • /67

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,244 Sq Ft

    4715 Oak Rd, Shady Side, MD 20764

    Welcome to the Chesapeake Bay! Relax while sipping your morning coffee or unwinding with a glass of wine. This waterfront cottage offers over 3000 sf of living space with panoramic views from every room! Unique features include wood beams on the first and second levels; two staircases access the second level; authentic cedar doors, closets, and drawers take you back to the 1930s; while the

    Angie Carr Riverscape Realty

    4715 Oak Rd, Shady Side, MD 20764
  • /32

    $485,500

    • 5 Beds
    • 2 Baths
    • 1,812 Sq Ft

    1220 Grove Ave, Shady Side, MD 20764

    This spacious 5 bedroom, 2 full bath split foyer is located in the highly desirable Community; Cedarhurst on the Bay. This remarkable property showcases the epitome of every day, vacation living with stunning views of The Chesapeake Bay. You will quickly be captivated by the grandeur that awaits you. The open layout seamlessly connects the living, dining and kitchen area, creating an ideal

    Jessica Gosman-Bowen Curtis Real Estate Company

    1220 Grove Ave, Shady Side, MD 20764
  • /51

    $345,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1731 Columbia Beach Rd, Shady Side, MD 20764

    Just Reduced, seller says sell! Welcome to this delightful coastal cottage nestled in the heart of the Columbia Beach community! Spacious wide beach, tot lot, tennis courts and basketball too. This beautifully updated home perfectly balances modern comfort with timeless charm. Offering two spacious bedrooms and a full bath, the layout is thoughtfully designed for easy living and effortless style.

    Amy Juras Long & Foster Real Estate, Inc.

    1731 Columbia Beach Rd, Shady Side, MD 20764
  • /28

    $275,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    4725 Idlewilde Rd, Shady Side, MD 20764

    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

    4725 Idlewilde Rd, Shady Side, MD 20764
  • /18

    $378,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    1617 Winters Ave, Shady Side, MD 20764

    Welcome to 1617 Winters Ave – Coastal Charm with Modern Updates in Idlewild on the BayBeautifully updated and move-in ready, this 3-bedroom, 2-bath gem is nestled in the water-access community of Idlewild on the Bay. Situated just one block from the Chesapeake Bay, this home boasts fresh interior updates, a fully fenced yard, and two spacious decks ideal for entertaining or relaxing by

    John Kreamer Taylor Properties

    1617 Winters Ave, Shady Side, MD 20764
  • /81

    $1,950,000

    • 4 Beds
    • 2.5 Baths
    • 3,745 Sq Ft

    1100 Steamboat Rd, Shady Side, MD 20764

    Spectacular West River waterfront! A serene lot with panoramic water views, a custom-built home that exudes coastal style, a private dock with two boat slips, a detached 3-car garage with a storage loft, a spacious yard for playing and entertaining, an exquisite vantage point for enjoying the area’s natural beauty, from waterfowl to sunsets. Welcome to 1100 Steamboat Road, offering the best of

    Kirsten Rowan Compass

    1100 Steamboat Rd, Shady Side, MD 20764
  • /69

    $2,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,151 Sq Ft

    4819 Avery Rd, Shady Side, MD 20764

    Discover unparalleled luxury in this stunning Five bedroom, four and half bath waterfront home, offering two hundred and seventy feet of private shoreline and breathtaking views. Designed for refined living and effortless entertaining, this home delivers an exceptional lifestyle both inside and out. The exterior is a private resort, featuring a heated in-ground pool, outdoor grilling area, fire

    Adam Light Monument Sotheby's International Realty

    4819 Avery Rd, Shady Side, MD 20764
  • /27

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    1711 Columbia Beach Rd, Shady Side, MD 20764

    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.

    1711 Columbia Beach Rd, Shady Side, MD 20764
  • /24

    $1,525,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    5235 Al Jones Dr, Shady Side, MD 20764

    To be built by Whitehall Building & Co., Annapolis’ largest luxury waterfront builder. Located in the desirable Columbia Beach neighborhood, this coastal-style home will offer over 3,700 square feet of finished living space and the rare combination of panoramic Chesapeake Bay views with the protection of a cove-front setting. Designed for modern waterfront living, the open-concept layout features

    Lynn Peaper Hubble Bisbee Christie's International Real Estate

    5235 Al Jones Dr, Shady Side, MD 20764
  • /61

    $1,500,000 Coming Soon

    • 5 Beds
    • 4 Baths
    • 3,064 Sq Ft

    1457 Nieman Rd, Shady Side, MD 20764

    Stunning waterfront retreat nestled along the serene shores of the Chesapeake Bay, located in the charming community of Shady Side, Maryland. Perfectly situated on Parish Creek, this spacious, move-in ready home offers a unique combination of comfort, privacy, and coastal living. The open-concept floor plan on the main level features a gourmet kitchen with sleek quartz countertops and island, a

    Doc Keane Washington Fine Properties, LLC

    1457 Nieman Rd, Shady Side, MD 20764
  • /2

    $449,950 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    1192 Oak Ave, Shady Side, MD 20764

    Ronald Watson Flag Real Estate Inc.

    1192 Oak Ave, Shady Side, MD 20764
  • /39

    $310,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    6070 Shady Side Rd, Shady Side, MD 20764

    Don't miss this wonderful opportunity to own this porch front home seated in an expansive private lot approximately 3.38 acres. Home features hardwood floors that flows from the combined living and dining rooms to the nice sized kitchen with appliances and main level bedroom and bath. There is a full bath on each level and three more bedrooms on the upper level. The sunroom with wide windows and

    Gina Gargeu Century 21 Downtown

    6070 Shady Side Rd, Shady Side, MD 20764
How to Buy a Home How to Finance a Home How to Sell a Home