View 4936 Lerch Drive Shady Side, MD MLS# MDAA2143214
    1 of 4
    OPEN HOUSE: Sunday 5/3 11:00 AM - 1:00 PM
    $995,000
    4

    Beds

    3.0

    Baths

    2,200

    Sq.Ft.

    4936 Lerch Drive

    Shady Side, MD

    Bright
    Courtesy of RE/MAX ONE
    View 4912 Mariners Drive Shady Side, MD MLS# MDAA2143122
    • Recently Listed with Virtual Tour
    1 of 42
    $429,900
    3

    Beds

    1.1

    Baths

    1,386

    Sq.Ft.

    4912 Mariners Drive

    Shady Side, MD

    Bright
    Courtesy of RE/MAX UNITED REAL ESTATE
    View 1527 Lincoln Road Shady Side, MD MLS# MDAA2143174
    $424,700
    3

    Beds

    2.1

    Baths

    1,200

    Sq.Ft.

    1527 Lincoln Road

    Shady Side, MD

    Bright
    Courtesy of HOME TOWNE REAL ESTATE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 6285 Shady Side Road Shady Side, MD MLS# MDAA2143304
    $750,000
    2,340

    Sq.Ft.

    6285 Shady Side Road

    Shady Side, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 5211 Al Jones Drive Shady Side, MD MLS# MDAA2142146
    $550,000
    2

    Beds

    1.1

    Baths

    1,244

    Sq.Ft.

    5211 Al Jones Drive

    Shady Side, MD

    Bright
    Courtesy of SCHWARTZ REALTY, INC.
    View 5063 Lerch Drive Shady Side, MD MLS# MDAA2134896
    $370,000
    3

    Beds

    2.1

    Baths

    768

    Sq.Ft.

    5063 Lerch Drive

    Shady Side, MD

    Bright
    Courtesy of RE/MAX UNITED REAL ESTATE
    View 1512 Lincoln Road Shady Side, MD MLS# MDAA2142218
    • Recently Listed
    1 of 42
    $499,900
    3

    Beds

    2.1

    Baths

    1,512

    Sq.Ft.

    1512 Lincoln Road

    Shady Side, MD

    Bright
    Courtesy of COLDWELL BANKER REALTY
    View 1510 Callaway Drive Shady Side, MD MLS# MDAA2141806
    $480,000
    4

    Beds

    2.0

    Baths

    2,074

    Sq.Ft.

    1510 Callaway Drive

    Shady Side, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 1509 Callaway Drive Shady Side, MD MLS# MDAA2140586
    $349,000
    2

    Beds

    1.0

    Baths

    1,111

    Sq.Ft.

    1509 Callaway Drive

    Shady Side, MD

    Bright
    Courtesy of COMPASS
    View Haile Parkway Shady Side, MD MLS# MDAA2141624
    $25,000
    Studio

    Beds

    0.0

    Baths

    Haile Parkway

    Shady Side, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 1445 & 1447 Haile Parkway Shady Side, MD MLS# MDAA2141796
    $100,000
    Studio

    Beds

    0.0

    Baths

    1445 & 1447 Haile Parkway

    Shady Side, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View Haile Parkway 1436 Shady Side, MD MLS# MDAA2141798
    $100,000
    Studio

    Beds

    0.0

    Baths

    Haile Parkway 1436

    Shady Side, MD

    Bright
    Courtesy of SAMSON PROPERTIES
    View 1222 Juniper Street Shady Side, MD MLS# MDAA2141620
    $474,990
    3

    Beds

    2.1

    Baths

    1,598

    Sq.Ft.

    1222 Juniper Street

    Shady Side, MD

    Bright
    Courtesy of HOMESMART
    View 5314 Al Jones Drive Shady Side, MD MLS# MDAA2141320
    $659,990
    4

    Beds

    2.1

    Baths

    2,710

    Sq.Ft.

    5314 Al Jones Drive

    Shady Side, MD

    Bright
    Courtesy of SCHWARTZ REALTY, INC.
    View 1469 Cedarhurst Road Shady Side, MD MLS# MDAA2141392
    $389,000
    3

    Beds

    2.0

    Baths

    1,040

    Sq.Ft.

    1469 Cedarhurst Road

    Shady Side, MD

    Bright
    Courtesy of LONG & FOSTER REAL ESTATE, INC.
    View 5229 Al Jones Drive Shady Side, MD MLS# MDAA2140158
    $799,500
    3

    Beds

    3.0

    Baths

    2,200

    Sq.Ft.

    5229 Al Jones Drive

    Shady Side, MD

    Bright
    Courtesy of DOUGLAS REALTY LLC
    View 1237A Juniper Street Shady Side, MD MLS# MDAA2140416
    $475,000
    3

    Beds

    2.1

    Baths

    1,664

    Sq.Ft.

    1237A Juniper Street

    Shady Side, MD

    Bright
    Courtesy of ANNE ARUNDEL PROPERTIES, INC.
    View 1191 Spruce Avenue Shady Side, MD MLS# MDAA2140286
    $412,000
    3

    Beds

    1.1

    Baths

    1,296

    Sq.Ft.

    1191 Spruce Avenue

    Shady Side, MD

    Bright
    Courtesy of CUMMINGS & CO. REALTORS
    View 1235 Spruce Avenue Shady Side, MD MLS# MDAA2137940
    • New Construction
    1 of 52
    $649,990
    4

    Beds

    2.1

    Baths

    2,710

    Sq.Ft.

    1235 Spruce Avenue

    Shady Side, MD

    Bright
    Courtesy of RE/MAX UNITED REAL ESTATE
    View 4715 Girton Avenue Shady Side, MD MLS# MDAA2139256
    $239,000
    2

    Beds

    2.0

    Baths

    1,028

    Sq.Ft.

    4715 Girton Avenue

    Shady Side, MD

    Bright
    Courtesy of DOUGLAS REALTY, LLC

    About Shady Side

    South of Annapolis is the picturesque small town of Shady Side, where working boats still return with the day’s bounty from the sea.  Nearly every home site enjoys waterfront views and many provide water access.  Ranch-style homes blend with Cape Cods, bungalows, and colonials in charming neighborhoods.  Many residential areas have amenities like a fishing pier, a waterfront playground, and their own swimming beach.  Throughout the area, former fishing villages are transforming into bedroom communities in close proximity to one of the Chesapeake Bay’s largest marinas, Herrington Harbour North.  Local festivities draw South County residents together, from parades to tree-lighting ceremonies.

    Listings in Shady Side, MD

    49

    Estimated median home price

    $439,900
    Shady Side MD Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Shady Side, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Shady Side, MD.

    Homes for Sale by Price in Shady Side, MD

    PriceCount
    $0 - 100K8
    $100K - 200K3
    $200K - 300K2
    $300K - 400K7
    $400K - 500K11
    $500K - 600K7
    $600K - 700K2
    $700K - 800K5
    $800K - 900K0
    $900K - 1M1
    $1M - Max3

    Homes for Sale by Type in Shady Side, MD

    Property TypeCount
    Single Family35
    Townhouse0
    Condo0
    Commercial2
    Rental6
    Lots and Land12
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 4/26/2026)

    Information deemed reliable but not guaranteed.

    Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

    Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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