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Shady Side, MD Homes for Sale

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  • 1195 Cedar Ave, Shady Side, MD 20764
    1195 Cedar Ave, Shady Side, MD 20764
    1195 Cedar Ave, Shady Side, MD 20764
    /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
  • 5840 Shady Side Rd, Churchton, MD 20733
    5840 Shady Side Rd, Churchton, MD 20733
    5840 Shady Side Rd, Churchton, MD 20733
    /49

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    5840 Shady Side Rd, Churchton, MD 20733

    Just minutes from Franklin State Park, the West River, and the Chesapeake Bay, this 4-bedroom, 2-bath Churchton home captures the essence of relaxed coastal living. Whether you're drawn to peaceful waters, community piers, bayside dining, or quaint local shops, this location offers it all. Step inside to a spacious main level with warm wood flooring and architectural columns that subtly define

    Bob Lucido Keller Williams Lucido Agency

    5840 Shady Side Rd, Churchton, MD 20733
  • 4727 Oak Rd, Shady Side, MD 20764
    4727 Oak Rd, Shady Side, MD 20764
    4727 Oak 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
  • 5122 Marx Dr, West River, MD 20778
    5122 Marx Dr, West River, MD 20778
    5122 Marx Dr, West River, MD 20778
    /52

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    5122 Marx Dr, West River, MD 20778

    Welcome to 5122 Marx Drive, nestled in the highly sought-after, water-privileged community of Cedarlea. Situated on nearly half an acre, this home features bright, open spaces with large windows and vaulted ceilings in the living room, primary bedroom, and sunroom. Arrive home to the spacious two-car garage with plenty of room for vehicles, tools, or a jet ski trailer! The main level offers a

    Tom Atwood Keller Williams Legacy

    5122 Marx Dr, West River, MD 20778
  • 5211 Al Jones Dr, Shady Side, MD 20764
    5211 Al Jones Dr, Shady Side, MD 20764
    5211 Al Jones Dr, Shady Side, MD 20764
    /29

    $554,500

    • 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
  • 5235 Chalk Point Rd, West River, MD 20778
    5235 Chalk Point Rd, West River, MD 20778
    5235 Chalk Point Rd, West River, MD 20778
    /35

    $789,000

    • 5 Beds
    • 3 Baths
    • 3,052 Sq Ft

    5235 Chalk Point Rd, West River, MD 20778

    Coastal Living Meets Timeless Elegance on the Chesapeake BayEscape the hustle and embrace the peaceful rhythm of coastal life in this beautifully updated 5-bedroom, 3-bath Colonial, perfectly situated on a private 1.37-acre lot in the sought-after West River community. With over 3,000 sq ft of thoughtfully designed living space, this home offers the ideal blend of comfort, flexibility,

    Bonnie O'Donnell RE/MAX One

    5235 Chalk Point Rd, West River, MD 20778
  • 1337 W River Rd, Shady Side, MD 20764
    1337 W River Rd, Shady Side, MD 20764
    1337 W River Rd, Shady Side, MD 20764
    /10

    $600,000

    • 2 Beds
    • 1 Bath
    • 862 Sq Ft

    1337 W River Rd, Shady Side, MD 20764

    Price Reduction!!Your Own Private Retreat, get away from the Rat Race and make this a great place for you and your family.1337 West River Road , located in Shady Side, MDis a secluded waterfront property that sits on 1.5 acres with 592 feet of waterfront on the South Creek.This property has a home with 2 beds and 1 bath that will need remodeling and/or teardown.it's located 1/4 mile off the main

    Bruce Thompson Long & Foster Real Estate, Inc.

    1337 W River Rd, Shady Side, MD 20764
  • 1462 Snug Harbor Rd, Shady Side, MD 20764
    1462 Snug Harbor Rd, Shady Side, MD 20764
    1462 Snug Harbor 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
  • 4949 Idlewilde Rd, Shady Side, MD 20764
    4949 Idlewilde Rd, Shady Side, MD 20764
    4949 Idlewilde Rd, Shady Side, MD 20764
    /3

    $545,000 Coming Soon

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

    4949 Idlewilde Rd, Shady Side, MD 20764

    Coming Soon. One level living at it's best located on 1 acre.

    Ray Mudd Schwartz Realty, Inc.

    4949 Idlewilde Rd, Shady Side, MD 20764
  • 1719 Lake Ave, Shady Side, MD 20764
    1719 Lake Ave, Shady Side, MD 20764
    1719 Lake Ave, Shady Side, MD 20764
    /33

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    1719 Lake Ave, Shady Side, MD 20764

    Welcome to this beautifully maintained 2-story home in the desirable waterfront community of Snug Harbor. With its inviting picket fence, covered front porch, and timeless curb appeal, this property offers the perfect blend of classic charm and modern updates. New Windows, gutters, trim, AC and water heater!!Step inside to find a bright and open floor plan designed for comfortable living and

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    1719 Lake Ave, Shady Side, MD 20764
  • 5031 Chalk Point Rd, West River, MD 20778
    5031 Chalk Point Rd, West River, MD 20778
    5031 Chalk Point Rd, West River, MD 20778
    /84

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft

    5031 Chalk Point Rd, West River, MD 20778

    Escape to this charming coastal cottage, a tranquil retreat just steps from South Creek and the West River and directly across from the West River Center. Enjoy peaceful mornings and memory-making evenings in this delightful riverside haven. Let the easy coastal setting inspire your imagination. With a “perfect 10” location and plenty of square footage, this is the ideal canvas for your

    Jeanette Silor Homesource United

    5031 Chalk Point Rd, West River, MD 20778
  • 1037 Biltmore Ave, West River, MD 20778
    1037 Biltmore Ave, West River, MD 20778
    1037 Biltmore Ave, West River, MD 20778
    /35

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    1037 Biltmore Ave, West River, MD 20778

    Welcome to 1037 Biltmore Ave — A Waterfront Dream in West River!Nestled in the peaceful and picturesque community of West River, this beautifully maintained home offers the perfect blend of comfort, style, and coastal living. Just steps from the water and minutes to the Chesapeake Bay, this property is ideal for those who crave serenity without sacrificing convenience.This

    Matt Kalogeras Houwzer, LLC

    1037 Biltmore Ave, West River, MD 20778
  • 1347 W River Rd, Shady Side, MD 20764
    1347 W River Rd, Shady Side, MD 20764
    1347 W River Rd, Shady Side, MD 20764
    /42

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    1347 W River Rd, Shady Side, MD 20764

    Welcome to 1347 W River Rd. – A Private Retreat on 2.02 Acres in Shady Side, MD. This two-story colonial offers privacy, space, and the perfect blend of classic charm and a few modern updates. With approx. 2,464 sq ft of living space, this 4-bedroom, 2.5-bath home provides ample room for everyday living and entertaining. Step into the spacious foyer and take in the warmth of the shaker-style

    Elizabeth DuLaney EXP Realty, LLC

    1347 W River Rd, Shady Side, MD 20764
  • 1700 Bayview Rd, Shady Side, MD 20764
    1700 Bayview Rd, Shady Side, MD 20764
    1700 Bayview Rd, Shady Side, MD 20764
    /18

    $350,000

    • 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
  • 1330 Jordan Dr, Shady Side, MD 20764
    1330 Jordan Dr, Shady Side, MD 20764
    1330 Jordan Dr, Shady Side, MD 20764
    /39

    $449,900

    • 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
  • 1199 Oak Ave, Shady Side, MD 20764
    1199 Oak Ave, Shady Side, MD 20764
    1199 Oak Ave, Shady Side, MD 20764
    /97

    $399,500

    • 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
  • 5860 Shady Side Rd, Churchton, MD 20733
    5860 Shady Side Rd, Churchton, MD 20733
    5860 Shady Side Rd, Churchton, MD 20733
    /10

    $625,000

    • Land
    • 11 Acres
    • $58,140 per Acre

    5860 Shady Side Rd, Churchton, MD 20733

    WATERFRONT: Own your own park! 10+ Acres and 650+ Feet of water frontage along the South Creek in Churchton! *Do not walk the property without an appointment*

    Julie Knott Lofgren-Sargent Real Estate

    5860 Shady Side Rd, Churchton, MD 20733
  • 1216 Grove Ave, Shady Side, MD 20764
    1216 Grove Ave, Shady Side, MD 20764
    1216 Grove Ave, Shady Side, MD 20764
    /42

    $475,120

    • 5 Beds
    • 2.5 Baths
    • 2,051 Sq Ft

    1216 Grove Ave, Shady Side, MD 20764

    Chesapeake Bay views and close to the community dock and harbor! Feels like you are on vacation all year round! This home has 4 bedrooms 2.5 baths and a 3rd floor bonus room with balcony and Chesapeake Bay views! It can be used as a family room or a 5th bedroom! Owners suite also has a balcony with Bay views! Home has many new windows and the roof was replaced with Architectural shingles in

    Paul Lee Long & Foster Real Estate, Inc.

    1216 Grove Ave, Shady Side, MD 20764
  • 4738 Washington Ave, Shady Side, MD 20764
    4738 Washington Ave, Shady Side, MD 20764
    4738 Washington Ave, Shady Side, MD 20764
    /25

    $370,000

    • 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
  • 4701 Girton Ave, Shady Side, MD 20764
    4701 Girton Ave, Shady Side, MD 20764
    4701 Girton Ave, Shady Side, MD 20764
    /65

    $1,950,000

    • 9 Beds
    • 6.5 Baths
    • 9,045 Sq Ft

    4701 Girton Ave, Shady Side, MD 20764

    HUGE PRICE REDUCTION !Welcome to 4701 Girton, waterfront estate boasting over 9,000 square feet sitting on an incredible point offering panoramic views to the Chesapeake Bay and West River. Views to take your breath away with over 250 ft of water frontage including rip rap, and bulkhead. There is plenty of room for your water toys with a deep-water pier, two boat lifts,12,000 lb, two jet ski

    Tammy Studebaker EXP Realty, LLC

    4701 Girton Ave, Shady Side, MD 20764
  • 4715 Oak Rd, Shady Side, MD 20764
    4715 Oak Rd, Shady Side, MD 20764
    4715 Oak Rd, 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
  • 1220 Grove Ave, Shady Side, MD 20764
    1220 Grove Ave, Shady Side, MD 20764
    1220 Grove Ave, 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
  • 1731 Columbia Beach Rd, Shady Side, MD 20764
    1731 Columbia Beach Rd, Shady Side, MD 20764
    1731 Columbia Beach Rd, Shady Side, MD 20764
    /51

    $349,500 Open Sat 1PM - 4PM

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1731 Columbia Beach Rd, Shady Side, MD 20764

    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. Winter peek-a-boo waterview

    Amy Juras Long & Foster Real Estate, Inc.

    1731 Columbia Beach Rd, Shady Side, MD 20764
  • 1045 Back Bay Beach Rd, West River, MD 20778
    1045 Back Bay Beach Rd, West River, MD 20778
    1045 Back Bay Beach Rd, West River, MD 20778
    /33

    $1,490,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,985 Sq Ft

    1045 Back Bay Beach Rd, West River, MD 20778

    You said it HAD to be perfect. That you were NOT going to compromise. Good news! THIS is the one you've been waiting for, and it’s not every day that a home like this comes along. Perfectly positioned on a peaceful peninsula where the West River meets South Creek, this elegant retreat offers panoramic water views from every single room. No, really! EVERY. SINGLE. ROOM. From the moment you step

    Theresa Kurtz EXP Realty, LLC

    1045 Back Bay Beach Rd, West River, MD 20778
  • 1216 Grove Ave, Shady Side, MD 20764
    1216 Grove Ave, Shady Side, MD 20764
    1216 Grove Ave, Shady Side, MD 20764
    /42

    $499,620

    • 5 Beds
    • 2.5 Baths
    • 2,051 Sq Ft

    1216 Grove Ave, Shady Side, MD 20764

    Recent Price reduction! Chesapeake Bay views and close to the community dock and harbor! Feels like you are on vacation all year round! This home has 4 bedrooms 2.5 baths and a 3rd floor bonus room with balcony and Chesapeake Bay views! It can be used as a family room or a 5th bedroom! Owners suite also has a balcony with Bay views! Home has many new windows and the roof was replaced with

    Paul Lee Long & Foster Real Estate, Inc.

    1216 Grove Ave, Shady Side, MD 20764
  • 4725 Idlewilde Rd, Shady Side, MD 20764
    4725 Idlewilde Rd, Shady Side, MD 20764
    4725 Idlewilde 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
  • 1617 Winters Ave, Shady Side, MD 20764
    1617 Winters Ave, Shady Side, MD 20764
    1617 Winters Ave, 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
  • 1100 Steamboat Rd, Shady Side, MD 20764
    1100 Steamboat Rd, Shady Side, MD 20764
    1100 Steamboat Rd, Shady Side, MD 20764
    /83

    $2,250,000

    • 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
  • 4819 Avery Rd, Shady Side, MD 20764
    4819 Avery Rd, Shady Side, MD 20764
    4819 Avery 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
  • 1711 Columbia Beach Rd, Shady Side, MD 20764
    1711 Columbia Beach Rd, Shady Side, MD 20764
    1711 Columbia Beach 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
  • 6561 Shady Side Rd, Shady Side, MD 20764
    6561 Shady Side Rd, Shady Side, MD 20764
    6561 Shady Side Rd, 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
  • 1445 & 1447 Haile Pkwy, Shady Side, MD 20764
    1445 & 1447 Haile Pkwy, Shady Side, MD 20764
    /2

    $100,000

    • Land
    • 0.68 Acre
    • $147,059 per Acre

    1445 & 1447 Haile Pkwy, Shady Side, MD 20764

    Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With convenient access to Route 2, commuting to Annapolis, Baltimore, or Washington, D.C., is effortless—yet

    Joan Stansfield Samson Properties

    1445 & 1447 Haile Pkwy, Shady Side, MD 20764
  • 1408 & 1410 Haile Pkwy, Shady Side, MD 20764
    1408 & 1410 Haile Pkwy, Shady Side, MD 20764
    /2

    $65,000

    • Land
    • 0.30 Acre
    • $216,667 per Acre

    1408 & 1410 Haile Pkwy, Shady Side, MD 20764

    Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With convenient access to Route 2 & Route 4, commuting to Annapolis, Baltimore, or Washington, D.C., is

    Joan Stansfield Samson Properties

    1408 & 1410 Haile Pkwy, Shady Side, MD 20764
  • 5250 Al Jones Dr, Shady Side, MD 20764
    5250 Al Jones Dr, Shady Side, MD 20764
    5250 Al Jones Dr, Shady Side, MD 20764
    /11

    $177,900

    • Land
    • 0.14 Acre
    • $1,270,714 per Acre

    5250 Al Jones Dr, Shady Side, MD 20764

    LAND LAND in a gated private community! The lot is 3 small lots in total all adjacent to each other. The county has approved building on the lots as ONE dwelling. The home will need to adhere to the building envelope but can be as high as needed (county approved height change)...building a car garage on bottom and build up in SF from there!! A well is needed and there is public septic. I

    Jennifer Koenig Long & Foster Real Estate, Inc.

    5250 Al Jones Dr, Shady Side, MD 20764
  • 4846 Woods Wharf Rd, Shady Side, MD 20764
    4846 Woods Wharf Rd, Shady Side, MD 20764
    4846 Woods Wharf Rd, Shady Side, MD 20764
    /6

    $259,999

    • Land
    • 0.77 Acre
    • $337,661 per Acre

    4846 Woods Wharf Rd, Shady Side, MD 20764

    Vacant Lot Ideal for Expansion or New Venture. Perfect for Boat Storage or New Building. Leverage its proximity to high-demand recreational areas for profitable boat and trailer storage, or business vehicles, or develop the lot into a commercial building for your business, or to lease the space to a business who is looking to serve the local community.

    Scott Cleary RE/MAX One

    4846 Woods Wharf Rd, Shady Side, MD 20764
  • 1639 Columbia Beach Rd, Shady Side, MD 20764
    1639 Columbia Beach Rd, Shady Side, MD 20764
    /2

    $48,900

    • Land
    • 0.08 Acre
    • $611,250 per Acre

    1639 Columbia Beach Rd, Shady Side, MD 20764

    Nice, level lot ready for your dream home! Located right by Flag Pond, this property has a sewer hookup available, and the suggested building footprint is 30 ft x 40 ft. Bring your own builder and make it your own.

    Rob Schou EXP Realty, LLC

    1639 Columbia Beach Rd, Shady Side, MD 20764
  • 6152 Shady Side Rd, Shady Side, MD 20764
    6152 Shady Side Rd, Shady Side, MD 20764
    /2

    $54,900

    • Land
    • 1.53 Acres
    • $35,882 per Acre

    6152 Shady Side Rd, Shady Side, MD 20764

    DISCOVER THIS 1.53 ACRE LOT AVAILABLE IN SHADY SIDE , MD WITHIN ANNE ARUNDEL COUNTY. ZONING R1. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS!

    Jennifer Drennan Taylor Properties

    6152 Shady Side Rd, Shady Side, MD 20764
  • 1133 Steamboat Rd, Shady Side, MD 20764
    1133 Steamboat Rd, Shady Side, MD 20764
    1133 Steamboat Rd, Shady Side, MD 20764
    /15

    $997,000

    • Land
    • 1.60 Acres
    • $623,125 per Acre

    1133 Steamboat Rd, Shady Side, MD 20764

    BRING ON THE RIVER BOATS... Unparalleled access to the Chesapeake Bay, ideal for boating, sailing, fishing and crabbing enthusiasts!!! Discover the perfect canvas for your waterfront dream home on this stunning undeveloped lot in the prestigious Shady Side community offering ample space for building a custom waterfront estate. With 80 feet of prime waterfront frontage on the Chesapeake Bay,

    John Halpin RE/MAX Premiere Selections

    1133 Steamboat Rd, Shady Side, MD 20764
  • 1461 Cedarhurst Rd, Shady Side, MD 20764
    1461 Cedarhurst Rd, Shady Side, MD 20764
    /2

    $54,000

    • Land
    • 1.32 Acres
    • $40,909 per Acre

    1461 Cedarhurst Rd, Shady Side, MD 20764

    Escape the hustle and bustle of city life with this exceptional land opportunity in Shady Side, MD. Nestled in a tranquil community, this parcel offers the perfect setting to build your dream home surrounded by nature’s beauty. Enjoy the best of both worlds—peaceful seclusion with easy access to Route 2 and Route 4, making travel to Annapolis, Baltimore, and Washington, D.C., a breeze. Immerse

    Joan Stansfield Samson Properties

    1461 Cedarhurst Rd, Shady Side, MD 20764
  • 1436 Haile Pkwy, Shady Side, MD 20764
    1436 Haile Pkwy, Shady Side, MD 20764
    /2

    $100,000

    • Land
    • 1.00 Acre
    • $100,000 per Acre

    1436 Haile Pkwy, Shady Side, MD 20764

    Sub-division potential for this undeveloped, 1 acre lot! May be able to reconfigure to 2 separate lots. Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With

    Joan Stansfield Samson Properties

    1436 Haile Pkwy, Shady Side, MD 20764

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County Shady Side

Real Estate & Homes for Sale in Shady Side, MD

Frequently Asked Questions Why Live in Shady Side

What is the average home price in Shady Side, MD?
Homes for sale in Shady Side, MD have an average home price of $694,332.
How many homes have sold over the last 12 months in Shady Side, MD?
16 homes have sold in Shady Side, MD over the last 12 months.
What are the most popular zip codes in Shady Side, MD?
The most popular zip codes in Shady Side, MD include 20764, 20733, 20778, 20776 and 20751.
How much do you need to make to afford a house in Shady Side?
The median home price in Shady Side is $440,000. If you put a 20% down payment of $88,000 and had a 30-year fixed mortgage with an interest rate of 6.63%, your estimated principal and interest payment would be $2,260 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $97K a year to afford the median home price in Shady Side.
How are the schools in Shady Side, MD?
Shady Side, MD has highly rated public and private schools. Some of the best schools in Shady Side based on Niche Grades are Deale Elementary School, Shady Side Elementary School and Southern High School. Browse all the schools in Shady Side, MD to learn more.
Learn more about living in Shady Side

Home Trends in Shady Side, MD

On average, homes in Shady Side, MD sell after 26 days on the market compared to the national average of 70 days. The median sale price for homes in Shady Side, MD over the last 12 months is $407,500, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$407,500
Median Single Family Sale Price
$719,935
Average Price Per Sq Ft
$301
Number of Homes for Sale
1
Last 12 months Home Sales
16
Months of Supply
0.80
Median List Price
$440,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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