14

Shady Side, MD Homes for Sale under $400,000

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  • 4911 Magnolia St, Shady Side, MD 20764
    4911 Magnolia St, Shady Side, MD 20764
    4911 Magnolia St, Shady Side, MD 20764
    /41

    $370,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    4911 Magnolia St, Shady Side, MD 20764

    Welcome to this charming 2-bedroom, 2-bath rambler in the desirable water community of Westelee. This well-maintained home offers comfortable one-level living with an inviting kitchen, spacious living areas, and a large yard ideal for outdoor entertaining, gardening, or relaxing. Cellar area has lots of room for storage or a work area with insulated walls. Recent updates include a new roof,

    Agent Photo

    Zachary Wyvill

    RE/MAX United Real Estate

    4911 Magnolia St, Shady Side, MD 20764
  • 4921 Olive St, Shady Side, MD 20764
    4921 Olive St, Shady Side, MD 20764
    4921 Olive St, Shady Side, MD 20764
    /32

    $349,900

    $70K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    4921 Olive St, Shady Side, MD 20764

    *** SELLER OFFERS A $5,000 CLOSING CREDIT! ***Coastal charm meets modern comfort in Avalon Shores! This sun-drenched, corner-lot 1940s cottage boasts beautiful water views from both floors. The inviting interior features a spacious kitchen with stainless steel appliances, while wrap-around windows flood the entire main living area with bright, natural light. Relax or entertain on the cozy

    Eric Hovanky Redfin Corp

    4921 Olive St, Shady Side, MD 20764
  • 1527 Lincoln Rd, Shady Side, MD 20764
    1527 Lincoln Rd, Shady Side, MD 20764
    1527 Lincoln Rd, Shady Side, MD 20764
    /30

    $399,700

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    1527 Lincoln Rd, Shady Side, MD 20764

    Experience the best of the Chesapeake Bay in this 3-bedroom, 2.5-bathroom Colonial, in the sought-after Columbia Beach neighborhood! Nestled in a quiet, gated, water-privileged community, this home offers more than just a place to live—it offers a lifestyle complete with a private pier, boat ramp, tennis/basketball courts, and a playground. The heart of the home is the beautifully curated

    Mike Benton Home Towne Real Estate

    1527 Lincoln Rd, 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

    $249,999

    • Land
    • 33,541 Sq Ft
    • $324,674 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
  • 5209 Al Jones Dr, Shady Side, MD 20764
    5209 Al Jones Dr, Shady Side, MD 20764
    5209 Al Jones Dr, Shady Side, MD 20764
    /25

    $149,900

    • Land
    • 4,356 Sq Ft
    • $1,499,000 per Acre

    5209 Al Jones Dr, Shady Side, MD 20764

    WATERFRONT OPPORTUNITY!! Discover the perfect setting to build your dream home or weekend retreat on this waterfront lot offering breathtaking views of the Chesapeake Bay. Nestled in the quiet, secluded community of Columbia Beach, this approximately 4,450-square-foot homesite is already serviced by public sewer, making it an exceptional opportunity to bring your vision to life. Wake up to

    Mark Frisco CENTURY 21 New Millennium

    5209 Al Jones Dr, Shady Side, MD 20764
  • 6372 Shady Side Rd, Shady Side, MD 20764
    6372 Shady Side Rd, Shady Side, MD 20764
    6372 Shady Side Rd, Shady Side, MD 20764
    /34

    $380,000

    • 3 Beds
    • 3 Baths
    • 2,450 Sq Ft

    6372 Shady Side Rd, Shady Side, MD 20764

    Opportunity awaits at this charming farmhouse nestled in the waterfront community of Shady Side. Situated on a spacious lot, this home offers a peaceful setting with convenient access to local marinas, parks, dining, and commuter routes. The interior presents a functional layout with generous living spaces, abundant natural light, and endless potential for customization. Enjoy the privacy of the

    Brenda Sarver Maryland Realty Connection

    6372 Shady Side Rd, Shady Side, MD 20764
  • 4733 Washington Ave, Shady Side, MD 20764
    4733 Washington Ave, Shady Side, MD 20764
    4733 Washington Ave, Shady Side, MD 20764
    /40

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    4733 Washington Ave, Shady Side, MD 20764

    Welcome to 4733 Washington Avenue, a beautifully updated 3-bedroom, 2-bath single-level home tucked away on a private, fenced corner lot in the water-oriented community of Idlewilde!Freshly painted throughout and filled with thoughtful updates, this home is truly move-in ready. The newly renovated primary bath features heated tile floors, a beautifully tiled shower surround, new vanity and

    Katherine Grimley RE/MAX Leading Edge

    4733 Washington Ave, Shady Side, MD 20764
  • 1436 Haile Pkwy, Shady Side, MD 20764
    1436 Haile Pkwy, Shady Side, MD 20764
    /2

    $100,000

    • Land
    • 1 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
  • 1172 Cedar Ave, Shady Side, MD 20764
    1172 Cedar Ave, Shady Side, MD 20764
    1172 Cedar Ave, Shady Side, MD 20764
    /45

    $325,000

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    1172 Cedar Ave, Shady Side, MD 20764

    Welcome to Cedarhurst on the Bay, a charming waterfront community on the Shady Side Peninsula, conveniently located between Annapolis and Deale Maryland. This cute, updated rancher style home offers a rare affordable opportunity to enjoy Chesapeake Bay living, just one hour from the City. So much potential! Make it your weekend retreat, an Air B&B, or perhaps a tranquil place to retire, without

    James Basuel Weichert, REALTORS

    1172 Cedar Ave, Shady Side, MD 20764
  • 1445 & 1447 Haile Pkwy, Shady Side, MD 20764
    1445 & 1447 Haile Pkwy, Shady Side, MD 20764
    /2

    $100,000

    • Land
    • 29,620 Sq Ft
    • $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
  • 1495 Shady Rest Rd, Shady Side, MD 20764
    1495 Shady Rest Rd, Shady Side, MD 20764
    /2

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    1495 Shady Rest Rd, Shady Side, MD 20764

    Discover a unique investment opportunity with this expansive 4-acre parcel of land, perfect for those looking to capitalize on future development potential. Nestled in a serene setting, this property offers ample space for creative vision-whether you envision a private retreat, agricultural venture, or a residential community. The generous lot size provides flexibility for various projects,

    Shawn Kerr Union Preferred Realty

    1495 Shady Rest Rd, Shady Side, MD 20764
  • 1186 & 1188 Poplar Ave, Shady Side, MD 20764
    1186 & 1188 Poplar Ave, Shady Side, MD 20764
    /2

    $120,000

    • Land
    • 19,166 Sq Ft
    • $272,727 per Acre

    1186 & 1188 Poplar Ave, Shady Side, MD 20764

    Sale includes both 1186 & 1188 Poplar Ave. Lots: 10,11,12,13 Rare opportunity to purchase two adjoining parcels totaling approximately 19,000 square feet or nearly 1/2 acre in the water-privileged community of Cedarhurst on the Bay. Build your dream home and enjoy the relaxed Chesapeake Bay lifestyle that makes Shady Side one of Anne Arundel County's hidden gems. Community amenities include Bay

    Adam Carpenter Keller Williams Flagship

    1186 & 1188 Poplar Ave, Shady Side, MD 20764
  • 1737 Cedar Ave, Shady Side, MD 20764
    1737 Cedar Ave, Shady Side, MD 20764
    1737 Cedar Ave, Shady Side, MD 20764
    /30

    $265,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    1737 Cedar Ave, Shady Side, MD 20764

    This is an estate sale. Buyer to verify all information. Cute 1 BR 1BA cottage located a few hundred yard from the bay. Needs some TLC but livable. Roof is less than 7 years old. Solar panels are owned and not leased. Includes boat slip number 7. Would make a great getaway home or investment property. Sold strictly "as is". Seller will make no repairs.

    Raymond Miller RE/MAX Realty Plus

    1737 Cedar Ave, Shady Side, MD 20764
  • 1500 Garst Rd, Shady Side, MD 20764
    1500 Garst Rd, Shady Side, MD 20764
    1500 Garst Rd, Shady Side, MD 20764
    /47

    $364,000

    • 2 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    1500 Garst Rd, Shady Side, MD 20764

    Welcome to 1500 Garst Road in the water oriented Columbia Beach community of Shady Side. Enjoy private community access to Herring Bay and the Chesapeake Bay lifestyle, with a sandy beach, fishing pier, boat ramp, and playground just moments away. This 2-bedroom, 1.5-bath home offers a unique layout with both bedrooms and a full bath on the main level, and an upstairs living area and kitchen plus

    Bradley West HomeSmart

    1500 Garst Rd, Shady Side, MD 20764
Maryland Anne Arundel County

Real Estate & Homes in Shady Side, MD under $400,000

Home Prices in Shady Side, MD

The median home sale price in Shady Side, MD is $439,450, up 10% year-over-year. Homes in Shady Side sell in 37 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$439,450
Median Single Family Sale Price
$450,000
Median 2 Bedroom Sale Price
$330,000
Median 1 Bedroom Sale Price
$290,000
Average Price Per Sq Ft
$316
Number of Homes for Sale
34
Last 12 months Home Sales
90
Months of Supply
4.50
Median List Price
$449,975
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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