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Shady Side, MD - homes for sale
70 of 70 results displayed
- Coming Soon
$419,000Coming Soon3 beds 2 baths1,248 sq. ft.1437 Cedarhurst Rd, SHADY SIDE, MD 20764
MLS# MDAA2155576Listed by: SAMSON PROPERTIES - New
$499,000Active5 beds 4 baths2,680 sq. ft.1194 Oak Ave, SHADY SIDE, MD 20764
MLS# MDAA2155740Listed by: MARYLAND REALTY COMPANY 
$369,900Pending3 beds 2 baths1,056 sq. ft.4733 Washington Ave, SHADY SIDE, MD 20764
MLS# MDAA2155186Listed by: RE/MAX LEADING EDGE- New
$370,000Active2 beds 2 baths960 sq. ft.4911 Magnolia St, SHADY SIDE, MD 20764
MLS# MDAA2155316Listed by: RE/MAX UNITED REAL ESTATE - New
$364,000Active2 beds 2 baths1,144 sq. ft.1500 Garst Rd, SHADY SIDE, MD 20764
MLS# MDAA2155396Listed by: HOMESMART - New
$430,000Active8.5 Acres1495 Cedarhurst Rd, SHADY SIDE, MD 20764
MLS# MDAA2154952Listed by: TAYLOR PROPERTIES 
$540,000Active3 beds 3 baths1,838 sq. ft.1175 Maple Ave, SHADY SIDE, MD 20764
MLS# MDAA2154690Listed by: CUMMINGS & CO. REALTORS
$425,000Active3 beds 3 baths1,296 sq. ft.1193 Oak Ave, SHADY SIDE, MD 20764
MLS# MDAA2153912Listed by: RE/MAX ONE
$54,900Active1.53 Acres6152 Shady Side Rd, SHADY SIDE, MD 20764
MLS# MDAA2153946Listed by: RISE REAL ESTATE, LLC
$625,000Active3 beds 4 baths2,677 sq. ft.1410 Dent Rd, CHURCHTON, MD 20733
MLS# MDAA2153654Listed by: SERHANT
$349,900Pending4 beds 2 baths1,930 sq. ft.1704 Maryland Ave, SHADY SIDE, MD 20764
MLS# MDAA2153474Listed by: SELL YOUR HOME SERVICES
$475,000Active5 beds 2 baths1,812 sq. ft.1220 Grove Ave, SHADY SIDE, MD 20764
MLS# MDAA2153352Listed by: COLDWELL BANKER REALTY
$775,000Active5 beds 3 baths3,100 sq. ft.6066 Shady Side Rd, SHADY SIDE, MD 20764
MLS# MDAA2153376Listed by: CENTURY 21 DOWNTOWN
$998,000Active4 beds 3 baths1,868 sq. ft.4721 Oak Rd, SHADY SIDE, MD 20764
MLS# MDAA2153134Listed by: SCHWARTZ REALTY, INC.
$30,000Active1.32 Acres1461 Cedarhurst Rd, SHADY SIDE, MD 20764
MLS# MDAA2152828Listed by: SAMSON PROPERTIES
$1,600,000Active8 beds 7 baths6,873 sq. ft.4701 Girton Ave, SHADY SIDE, MD 20764
MLS# MDAA2152798Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$265,000Active1 beds 1 baths672 sq. ft.1737 Cedar Ave, SHADY SIDE, MD 20764
MLS# MDAA2152752Listed by: RE/MAX REALTY PLUS
$220,000Pending23 Acres1514 Columbia Beach Rd, SHADY SIDE, MD 20764
MLS# MDAA2152162Listed by: SCHWARTZ REALTY, INC.
$699,900Pending4 beds 2 baths2,060 sq. ft.5078 Lerch Dr, SHADY SIDE, MD 20764
MLS# MDAA2152608Listed by: CENTURY 21 NEW MILLENNIUM
$799,000Active3 beds 3 baths3,192 sq. ft.1211 Linton Ln, SHADY SIDE, MD 20764
MLS# MDAA2151960Listed by: KELLER WILLIAMS CAPITAL PROPERTIES
$995,000Pending3 beds 2 baths1,887 sq. ft.4958 Lerch Dr, SHADY SIDE, MD 20764
MLS# MDAA2146836Listed by: BEAM REALTY GROUP, INC.
$619,990Active4 beds 3 baths1237 Spruce Ave, SHADY SIDE, MD 20764
MLS# MDAA2151366Listed by: RE/MAX UNITED REAL ESTATE
$380,000Active3 beds 3 baths2,450 sq. ft.6372 Shady Side Rd W, SHADY SIDE, MD 20764
MLS# MDAA2150942Listed by: MARYLAND REALTY CONNECTION
$375,000Pending3 beds 1 baths1,148 sq. ft.5649 Shady Side Rd, CHURCHTON, MD 20733
MLS# MDAA2150114Listed by: TAYLOR PROPERTIES
$719,000Active3 beds 3 baths2,176 sq. ft.1241 Johnson Dr, SHADY SIDE, MD 20764
MLS# MDAA2151144Listed by: RE/MAX ONE
$609,900Active4 beds 3 baths1,915 sq. ft.1582 Snug Harbor Rd, SHADY SIDE, MD 20764
MLS# MDAA2148800Listed by: MARYLAND WATERFRONT PROPERTIES LLC
$149,900Active0.1 Acres5209 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2150192Listed by: CENTURY 21 NEW MILLENNIUM
$625,000Active4 beds 3 baths2,511 sq. ft.4734 Oak Rd, SHADY SIDE, MD 20764
MLS# MDAA2150294Listed by: SCHWARTZ REALTY, INC.
$429,900Active3 beds 3 baths2,235 sq. ft.1161 Steamboat Rd, SHADY SIDE, MD 20764
MLS# MDAA2150326Listed by: SCHWARTZ REALTY, INC.
$375,000Pending3 beds 2 baths1,248 sq. ft.1311 Avalon Blvd, SHADY SIDE, MD 20764
MLS# MDAA2149810Listed by: HOME SWEET HOME REAL ESTATE LLC
$364,000Pending2 beds 2 baths1,144 sq. ft.1500 Garst Rd, SHADY SIDE, MD 20764
MLS# MDAA2149594Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$490,000Active3 beds 3 baths1,848 sq. ft.4909 Olive St, SHADY SIDE, MD 20764
MLS# MDAA2149272Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$349,900Active3 beds 1 baths1,008 sq. ft.4921 Olive St, SHADY SIDE, MD 20764
MLS# MDAA2148420Listed by: REDFIN CORP
$525,000Active4 beds 3 baths1,964 sq. ft.1183 Cedar Ave, SHADY SIDE, MD 20764
MLS# MDAA2148368Listed by: SCHWARTZ REALTY, INC.
$325,000Active3 beds 1 baths864 sq. ft.1172 Cedar Ave, SHADY SIDE, MD 20764
MLS# MDAA2148674Listed by: WEICHERT, REALTORS
$470,000Active3 beds 3 baths1,456 sq. ft.4951 Bonniewood Dr, SHADY SIDE, MD 20764
MLS# MDAA2148394Listed by: SCHWARTZ REALTY, INC.
$775,000Active3 beds 2 baths2,304 sq. ft.4950 Bonniewood Dr, SHADY SIDE, MD 20764
MLS# MDAA2148142Listed by: RE/MAX LEADING EDGE
$120,000Active0.44 Acres1186 & 1188 Poplar Ave, SHADY SIDE, MD 20764
MLS# MDAA2148256Listed by: KELLER WILLIAMS FLAGSHIP
$349,900Pending3 beds 2 baths1,223 sq. ft.4738 Washington Ave, SHADY SIDE, MD 20764
MLS# MDAA2148040Listed by: LAZAR REAL ESTATE
$599,990Active4 beds 3 baths1,946 sq. ft.1003 Henry Ave, WEST RIVER, MD 20778
MLS# MDAA2147504Listed by: RE/MAX UNITED REAL ESTATE
$1,550,000Active4 beds 4 baths3,580 sq. ft.1110 Cherry Point Rd, WEST RIVER, MD 20778
MLS# MDAA2141366Listed by: REALTY ADVANTAGE OF MARYLAND LLC
$725,000Active3 beds 2 baths1,962 sq. ft.5341 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2146464Listed by: REDFIN CORP
$450,000Active3 beds 2 baths2,006 sq. ft.1217 Pine Ave, SHADY SIDE, MD 20764
MLS# MDAA2145102Listed by: RE/MAX ONE
$125,000Active4 Acres1495 Shady Rest Rd, SHADY SIDE, MD 20764
MLS# MDAA2144758Listed by: UNION PREFERRED REALTY
$520,000Pending4 beds 3 baths1,812 sq. ft.1005 Hawk Channel Ct, WEST RIVER, MD 20778
MLS# MDAA2143334Listed by: DOUGLAS REALTY LLC
$394,700Active3 beds 3 baths1,200 sq. ft.1527 Lincoln Rd, SHADY SIDE, MD 20764
MLS# MDAA2143174Listed by: HOME TOWNE REAL ESTATE
$3,500,000Pending5 beds 6 baths4,620 sq. ft.4750 Frederick Ave, SHADY SIDE, MD 20764
MLS# MDAA2127456Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$100,000Active0.68 Acres1445 & 1447 Haile Pkwy, SHADY SIDE, MD 20764
MLS# MDAA2141796Listed by: SAMSON PROPERTIES
$100,000Active1 Acres-1436 Haile Parkway, SHADY SIDE, MD 20764
MLS# MDAA2141798Listed by: SAMSON PROPERTIES
$25,000Active0.57 AcresHaile Pkwy, SHADY SIDE, MD 20764
MLS# MDAA2141624Listed by: SAMSON PROPERTIES- Open Sat, 11am to 1pm
$649,990Active4 beds 3 baths2,710 sq. ft.5314 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2141320Listed by: SCHWARTZ REALTY, INC. 
$650,990Active4 beds 3 baths2,710 sq. ft.1235 Spruce Ave, SHADY SIDE, MD 20764
MLS# MDAA2137940Listed by: RE/MAX UNITED REAL ESTATE
$239,000Pending2 beds 2 baths1,028 sq. ft.4715 Girton Ave, SHADY SIDE, MD 20764
MLS# MDAA2139256Listed by: DOUGLAS REALTY, LLC
$525,000Active4 beds 3 baths1,905 sq. ft.1411 Haile Pkwy, SHADY SIDE, MD 20764
MLS# MDAA2138676Listed by: REDFIN CORP
$69,999Active1.04 Acres5280 Cedar St, WEST RIVER, MD 20778
MLS# MDAA2138082Listed by: ENGEL & VOLKERS ANNAPOLIS
$399,900Pending4 beds 2 baths1,399 sq. ft.1199 Oak Ave, SHADY SIDE, MD 20764
MLS# MDAA2136056Listed by: LONG & FOSTER REAL ESTATE, INC.- Open Sat, 10am to 12pm
$574,990Active4 beds 3 baths2,091 sq. ft.1225 Juniper St, SHADY SIDE, MD 20764
MLS# MDAA2135558Listed by: RE/MAX UNITED REAL ESTATE 
$599,990Pending4 beds 3 baths2,068 sq. ft.1209 Johnson Dr, SHADY SIDE, MD 20764
MLS# MDAA2135134Listed by: SCHWARTZ REALTY, INC.
$699,000Active4 beds 2 baths2,144 sq. ft.1462 Snug Harbor Rd, SHADY SIDE, MD 20764
MLS# MDAA2134932Listed by: SCHWARTZ REALTY, INC.
$425,000Pending4 beds 2 baths2,500 sq. ft.5840 Shady Side Rd, CHURCHTON, MD 20733
MLS# MDAA2133194Listed by: KELLER WILLIAMS LUCIDO AGENCY
$350,000Pending2 beds 2 baths864 sq. ft.4912 Beech St, SHADY SIDE, MD 20764
MLS# MDAA2131776Listed by: SAMSON PROPERTIES
$699,900Active3 beds 2 baths1,866 sq. ft.1650 Cedar Ln, SHADY SIDE, MD 20764
MLS# MDAA2128848Listed by: SCHWARTZ REALTY, INC.
$90,000Pending1.02 Acres5277 Cedar St, WEST RIVER, MD 20778
MLS# MDAA2125448Listed by: EXP REALTY, LLC
$50,000Active0.17 Acres4907 Quince St, SHADY SIDE, MD 20764
MLS# MDAA2123462Listed by: SCHWARTZ REALTY, INC.
$429,000Pending3 beds 3 baths1,440 sq. ft.1330 Jordan Dr, SHADY SIDE, MD 20764
MLS# MDAA2121052Listed by: INVESTORS MANAGEMENT, INC.
$90,000Active0.14 Acres5250 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2106410Listed by: LONG & FOSTER REAL ESTATE, INC.
$249,999Active0.77 Acres4846 Woods Wharf Rd, SHADY SIDE, MD 20764
MLS# MDAA2104390Listed by: RE/MAX ONE
$304,000Pending3 beds 3 baths1,500 sq. ft.4908 Aspen St, SHADY SIDE, MD 20764
MLS# MDAA2102364Listed by: MARYLAND REALTY CONNECTION- $39,000Pending0.21 Acres
1428 Haile Pkwy, SHADY SIDE, MD 20764
MLS# MDAA2029724Listed by: CENTURY 21 NEW MILLENNIUM 
$198,000Pending1.44 Acres6512 Shady Side Rd, SHADY SIDE, MD 20764
MLS# 1000130897Listed by: SCHWARTZ REALTY, INC.
Local realty services provided by:CENTURY 21 New Millennium
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.