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Shady Side, MD - homes for sale
65 of 65 results displayed
- Open Sat, 10am to 12pmNew
$419,900Active3 beds 1 baths1,008 sq. ft.4921 Olive St, SHADY SIDE, MD 20764
MLS# MDAA2148420Listed by: REDFIN CORP - Coming Soon
$619,900Coming Soon4 beds 3 baths1582 Snug Rd, SHADY SIDE, MD 20764
MLS# MDAA2148800Listed by: MARYLAND WATERFRONT PROPERTIES LLC - Coming Soon
$535,000Coming Soon4 beds 3 baths1183 Cedar Ave, SHADY SIDE, MD 20764
MLS# MDAA2148368Listed by: SCHWARTZ REALTY, INC. - New
$325,000Active3 beds 1 baths864 sq. ft.1172 Cedar Ave, SHADY SIDE, MD 20764
MLS# MDAA2148674Listed by: WEICHERT, REALTORS - New
$365,000Active2 beds 2 baths864 sq. ft.4912 Beech St, SHADY SIDE, MD 20764
MLS# MDAA2148534Listed by: SAMSON PROPERTIES - New
$354,500Active2 beds 2 baths1,000 sq. ft.1617 Winters Ave, SHADY SIDE, MD 20764
MLS# MDAA2148500Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - Coming Soon
$475,000Coming Soon3 beds 3 baths4951 Bonniewood Dr, SHADY SIDE, MD 20764
MLS# MDAA2148394Listed by: SCHWARTZ REALTY, INC. - Open Sat, 11am to 1pmNew
$795,000Active3 beds 2 baths2,304 sq. ft.4950 Bonniewood Dr, SHADY SIDE, MD 20764
MLS# MDAA2148142Listed by: RE/MAX LEADING EDGE - New
$120,000Active0.44 Acres1186 & 1188 Poplar Ave, SHADY SIDE, MD 20764
MLS# MDAA2148256Listed by: KELLER WILLIAMS FLAGSHIP - New
$399,900Active3 beds 2 baths1,223 sq. ft.4738 Washington Ave, SHADY SIDE, MD 20764
MLS# MDAA2148040Listed by: LAZAR REAL ESTATE 
$1,160,000Active4 beds 3 baths1,868 sq. ft.4721 Oak Rd, SHADY SIDE, MD 20764
MLS# MDAA2147370Listed by: RIVERSCAPE REALTY
$399,000Pending3 beds 3 baths1,344 sq. ft.4944 Beech St, SHADY SIDE, MD 20764
MLS# MDAA2147694Listed by: TAYLOR PROPERTIES
$650,000Active4 beds 4 baths3,100 sq. ft.1430 Haile Pkwy, SHADY SIDE, MD 20764
MLS# MDAA2147250Listed by: HUBBLE BISBEE CHRISTIE'S INTERNATIONAL 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
$1,650,000Active4 beds 4 baths3,580 sq. ft.1110 Cherry Point Rd, WEST RIVER, MD 20778
MLS# MDAA2141366Listed by: REALTY ADVANTAGE OF MARYLAND LLC
$465,000Active3 beds 2 baths912 sq. ft.4725 Frederick Ave, SHADY SIDE, MD 20764
MLS# MDAA2146202Listed by: REDFIN CORP
$800,000Pending6 beds 4 baths4,026 sq. ft.645 Plantation Blvd, WEST RIVER, MD 20778
MLS# MDAA2146824Listed by: ENGEL & VOLKERS ANNAPOLIS
$745,000Active3 beds 2 baths1,962 sq. ft.5341 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2146464Listed by: REDFIN CORP
$1,495,000Pending3 beds 3 baths1,620 sq. ft.4923 E Chalk Point Rd, WEST RIVER, MD 20778
MLS# MDAA2145650Listed by: LONG & FOSTER REAL ESTATE, INC.
$850,000Active4 beds 4 baths4,204 sq. ft.5331 Sweetwater Dr, WEST RIVER, MD 20778
MLS# MDAA2145450Listed by: SCHWARTZ REALTY, INC.
$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
$569,900Active4 beds 3 baths1,949 sq. ft.1316 Juniper St, SHADY SIDE, MD 20764
MLS# MDAA2144224Listed by: LONG & FOSTER REAL ESTATE, INC.
$995,000Pending4 beds 3 baths2,200 sq. ft.4936 Lerch Dr, SHADY SIDE, MD 20764
MLS# MDAA2143214Listed by: RE/MAX ONE
$540,000Active4 beds 3 baths1,812 sq. ft.1005 Hawk Channel Ct, WEST RIVER, MD 20778
MLS# MDAA2143334Listed by: DOUGLAS REALTY LLC
$424,700Active3 beds 3 baths1,200 sq. ft.1527 Lincoln Rd, SHADY SIDE, MD 20764
MLS# MDAA2143174Listed by: HOME TOWNE REAL ESTATE
$2,425,000Pending5 beds 5 baths5,854 sq. ft.1125 Cherry Point Rd, WEST RIVER, MD 20778
MLS# MDAA2142880Listed by: SAMSON PROPERTIES
$550,000Active2 beds 2 baths1,244 sq. ft.5211 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2142146Listed by: SCHWARTZ REALTY, INC.
$3,500,000Active5 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
$479,990Pending3 beds 3 baths1,598 sq. ft.1222 Juniper St, SHADY SIDE, MD 20764
MLS# MDAA2141620Listed by: HOMESMART
$659,990Active4 beds 3 baths2,710 sq. ft.5314 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2141320Listed by: SCHWARTZ REALTY, INC.
$1,099,000Pending3 beds 2 baths1,964 sq. ft.1268 Hayes Rd, SHADY SIDE, MD 20764
MLS# MDAA2140056Listed by: MARYLAND WATERFRONT PROPERTIES LLC
$674,990Active4 beds 3 baths2,710 sq. ft.1235 Spruce Ave, SHADY SIDE, MD 20764
MLS# MDAA2137940Listed by: RE/MAX UNITED REAL ESTATE
$25,000Active0.11 Acres1205 Poplar Ave, SHADY SIDE, MD 20764
MLS# MDAA2139470Listed by: ASHLAND AUCTION GROUP LLC
$25,000Active0.11 AcresPine Ave, SHADY SIDE, MD 20764
MLS# MDAA2139458Listed by: ASHLAND AUCTION GROUP LLC
$239,000Pending2 beds 2 baths1,028 sq. ft.4715 Girton Ave, SHADY SIDE, MD 20764
MLS# MDAA2139256Listed by: DOUGLAS REALTY, LLC
$199,900Pending2 beds 1 baths736 sq. ft.1502 Garst Rd, SHADY SIDE, MD 20764
MLS# MDAA2139218Listed by: FUSION ELITE REALTY
$550,000Active4 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
$600,000Pending4 beds 4 baths2,071 sq. ft.1205 Hawthorne St, SHADY SIDE, MD 20764
MLS# MDAA2138372Listed by: KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS
$399,900Active4 beds 2 baths1,399 sq. ft.1199 Oak Ave, SHADY SIDE, MD 20764
MLS# MDAA2136056Listed by: LONG & FOSTER REAL ESTATE, INC.
$595,990Active4 beds 3 baths2,091 sq. ft.1225 Juniper St, SHADY SIDE, MD 20764
MLS# MDAA2135558Listed by: RE/MAX UNITED REAL ESTATE
$609,990Active4 beds 3 baths2,068 sq. ft.1209 Johnson Dr, SHADY SIDE, MD 20764
MLS# MDAA2135134Listed by: SCHWARTZ REALTY, INC.
$750,000Active4 beds 2 baths2,144 sq. ft.1462 Snug Harbor Rd, SHADY SIDE, MD 20764
MLS# MDAA2134932Listed by: SCHWARTZ REALTY, INC.
$444,000Active3 beds 3 baths2,235 sq. ft.1161 Steamboat Rd, SHADY SIDE, MD 20764
MLS# MDAA2134836Listed by: COMPASS
$540,000Active4 beds 3 baths2,272 sq. ft.1191 Poplar Ave, SHADY SIDE, MD 20764
MLS# MDAA2134218Listed by: CENTURY 21 NEW MILLENNIUM
$599,990Pending4 beds 3 baths2,091 sq. ft.4908 Olive St, SHADY SIDE, MD 20764
MLS# MDAA2133482Listed 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
$99,000Pending3 beds 1 baths1451 Shady Rest Rd, SHADY SIDE, MD 20764
MLS# MDAA2132634Listed by: EXP REALTY, LLC
$350,000Pending2 beds 2 baths864 sq. ft.4912 Beech St, SHADY SIDE, MD 20764
MLS# MDAA2131776Listed by: SAMSON PROPERTIES
$40,000Active0.34 Acres5771 Shady Side Rd, CHURCHTON, MD 20733
MLS# MDAA2131078Listed by: LONG & FOSTER REAL ESTATE, INC.
$729,900Active3 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.
$349,870Pending0.15 Acres5235 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2116310Listed by: LONG & FOSTER REAL ESTATE, INC.
$149,999Active0.14 Acres5250 Al Jones Dr, SHADY SIDE, MD 20764
MLS# MDAA2106410Listed by: LONG & FOSTER REAL ESTATE, INC.
$249,999Pending0.77 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 
$185,000Pending1 Acres6508 Shady Side Rd, SHADY SIDE, MD 20764
MLS# 1000130885Listed by: SCHWARTZ REALTY, INC.
$198,000Pending1.44 Acres6512 Shady Side Rd, SHADY SIDE, MD 20764
MLS# 1000130897Listed by: SCHWARTZ REALTY, INC.
Local realty services provided by:Better Homes and Gardens Real Estate Cassidon Realty
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
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 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.