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21409, MD - single-family homes for sale
53 of 53 results displayed
- Coming Soon
$1,600,000Coming Soon3 beds 3 baths718 Whitehall Beach Rd, ANNAPOLIS, MD 21409
MLS# MDAA2148506Listed by: COLDWELL BANKER REALTY - Open Sun, 11am to 1pmNew
$925,000Active5 beds 4 baths4,170 sq. ft.909 White Marlin Way, ANNAPOLIS, MD 21409
MLS# MDAA2150344Listed by: EXP REALTY, LLC - Open Sun, 1 to 3pmNew
$550,000Active4 beds 2 baths2,500 sq. ft.1189 Highview Dr, ANNAPOLIS, MD 21409
MLS# MDAA2150576Listed by: RE/MAX EXECUTIVE - Coming Soon
$659,000Coming Soon3 beds 3 baths726 Hillcrest Dr, ANNAPOLIS, MD 21409
MLS# MDAA2144112Listed by: COLDWELL BANKER REALTY - Open Sun, 12 to 2pmNew
$625,000Active4 beds 2 baths2,480 sq. ft.935 Marine Dr, ANNAPOLIS, MD 21409
MLS# MDAA2146726Listed by: LPT REALTY, LLC - Coming SoonOpen Sat, 12 to 2pm
$675,000Coming Soon4 beds 3 baths1917 Cherry Rd, ANNAPOLIS, MD 21409
MLS# MDAA2150826Listed by: COMPASS - Open Sat, 11am to 1pmNew
$650,000Active5 beds 3 baths3,980 sq. ft.1328 Yorktown Rd, ANNAPOLIS, MD 21409
MLS# MDAA2150540Listed by: LPT REALTY, LLC - New
$499,900Active6 beds 2 baths1,936 sq. ft.1247 River Bay Rd, ANNAPOLIS, MD 21409
MLS# MDAA2149144Listed by: COLDWELL BANKER REALTY - New
$579,500Active4 beds 2 baths2,327 sq. ft.1045 Skyview Dr, ANNAPOLIS, MD 21409
MLS# MDAA2148508Listed by: SAMSON PROPERTIES 
$639,000Pending3 beds 3 baths1,634 sq. ft.1432 Bretton View Rd, ANNAPOLIS, MD 21409
MLS# MDAA2149952Listed by: COLDWELL BANKER REALTY
$1,350,000Active3 beds 3 baths4,400 sq. ft.2203 Mulberry Hill Rd, ANNAPOLIS, MD 21409
MLS# MDAA2149596Listed by: KELLER WILLIAMS PREFERRED PROPERTIES
$775,000Pending5 beds 3 baths1,932 sq. ft.1908 Dulaney Pl, ANNAPOLIS, MD 21409
MLS# MDAA2149838Listed by: COMPASS
$1,249,999Active5 beds 3 baths2,920 sq. ft.844 Harbor View Ter, ANNAPOLIS, MD 21409
MLS# MDAA2149710Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$1,295,000Pending4 beds 4 baths3,264 sq. ft.1668 Homewood Landing Rd, ANNAPOLIS, MD 21409
MLS# MDAA2149476Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY- Coming Soon
$1,300,000Coming Soon5 beds 3 baths1098 Magothy Cir, ANNAPOLIS, MD 21409
MLS# MDAA2149014Listed by: LONG & FOSTER REAL ESTATE, INC. 
$1,895,000Pending8 beds 6 baths7,389 sq. ft.234 Meadowgate Dr, ANNAPOLIS, MD 21409
MLS# MDAA2149040Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$525,000Pending4 beds 3 baths1,940 sq. ft.1248 Hilltop Dr, ANNAPOLIS, MD 21409
MLS# MDAA2142150Listed by: LONG & FOSTER REAL ESTATE, INC.
$1,075,000Active4 beds 3 baths2,072 sq. ft.700 N Holly Dr, ANNAPOLIS, MD 21409
MLS# MDAA2141328Listed by: KELLER WILLIAMS CAPITAL PROPERTIES
$775,000Pending3 beds 3 baths2,282 sq. ft.1740 Long Green Dr, ANNAPOLIS, MD 21409
MLS# MDAA2147644Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY- Open Sat, 2 to 4pm
$700,000Active3 beds 2 baths2,000 sq. ft.1000 Lakeview Ln, ANNAPOLIS, MD 21409
MLS# MDAA2148602Listed by: REAL BROKER, LLC 
$520,000Pending5 beds 3 baths1,480 sq. ft.1115 Skyway Dr, ANNAPOLIS, MD 21409
MLS# MDAA2146744Listed by: REDFIN CORP
$12,950,000Active6 beds 9 baths15,859 sq. ft.2045 Maidstone Farm Rd, ANNAPOLIS, MD 21409
MLS# MDAA2147500Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$1,800,000Active5 beds 6 baths4,648 sq. ft.1322 Windsor Ridge Ln, ANNAPOLIS, MD 21409
MLS# MDAA2146492Listed by: EXP REALTY, LLC
$1,295,000Active6 beds 6 baths5,532 sq. ft.1903 Baltimore Annapolis Blvd, ANNAPOLIS, MD 21409
MLS# MDAA2148048Listed by: COLDWELL BANKER REALTY- Open Sun, 12 to 2pm
$799,999Active4 beds 3 baths2,249 sq. ft.1518 Winchester Rd, ANNAPOLIS, MD 21409
MLS# MDAA2147986Listed by: COLDWELL BANKER REALTY 
$819,000Pending3 beds 2 baths1,765 sq. ft.1915 Dulaney Pl, ANNAPOLIS, MD 21409
MLS# MDAA2147722Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$1,199,999Active4 beds 4 baths3,100 sq. ft.1353 Yorktown Rd, ANNAPOLIS, MD 21409
MLS# MDAA2147894Listed by: THE PINNACLE REAL ESTATE CO.
$565,000Active4 beds 3 baths2,274 sq. ft.1075 Sun Valley Dr, ANNAPOLIS, MD 21409
MLS# MDAA2147582Listed by: REALTY NAVIGATOR
$1,195,000Pending3 beds 2 baths1,680 sq. ft.615 Canal Ln, ANNAPOLIS, MD 21409
MLS# MDAA2147450Listed by: COLDWELL BANKER REALTY- Open Sun, 11am to 1pm
$949,000Active4 beds 3 baths2,542 sq. ft.1469 Pleasant Lake Rd, ANNAPOLIS, MD 21409
MLS# MDAA2145978Listed by: EXP REALTY, LLC 
$450,000Pending4 beds 3 baths1,554 sq. ft.356 Forest Beach Rd, ANNAPOLIS, MD 21409
MLS# MDAA2147322Listed by: BENNETT REALTY SOLUTIONS
$825,000Active3 beds 3 baths2,892 sq. ft.1047 Little Magothy Vw, ANNAPOLIS, MD 21409
MLS# MDAA2146800Listed by: LONG & FOSTER REAL ESTATE, INC.
$464,900Pending3 beds 2 baths1,272 sq. ft.919 Blue Ridge Dr, ANNAPOLIS, MD 21409
MLS# MDAA2145678Listed by: RE/MAX REALTY GROUP
$550,000Active3 beds 2 baths1,465 sq. ft.1470 Log Inn Rd, ANNAPOLIS, MD 21409
MLS# MDAA2145366Listed by: NORTHROP REALTY
$875,000Active6 beds 3 baths3,150 sq. ft.1848 Cherry Rd, ANNAPOLIS, MD 21409
MLS# MDAA2144280Listed by: ENGEL & VOLKERS ANNAPOLIS
$8,750,000Active5 beds 7 baths7,105 sq. ft.2035 Maidstone Farm Rd, ANNAPOLIS, MD 21409
MLS# MDAA2130456Listed by: COLDWELL BANKER REALTY
$1,400,000Pending3 beds 3 baths3,516 sq. ft.314 Kingsberry Dr, ANNAPOLIS, MD 21409
MLS# MDAA2144642Listed by: LONG & FOSTER REAL ESTATE, INC.
$550,000Pending3 beds 1 baths1,512 sq. ft.1509 Duvall Rd, ANNAPOLIS, MD 21409
MLS# MDAA2144750Listed by: COLDWELL BANKER REALTY
$889,000Pending3 beds 4 baths4,295 sq. ft.1604 Trawler Ln, ANNAPOLIS, MD 21409
MLS# MDAA2143576Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$3,599,000Pending5 beds 3 baths2,775 sq. ft.1741 Holly Beach Farm Rd, ANNAPOLIS, MD 21409
MLS# MDAA2143312Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$2,500,000Active6 beds 7 baths6,709 sq. ft.1603 Winchester Rd, ANNAPOLIS, MD 21409
MLS# MDAA2142274Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$1,550,000Pending4 beds 3 baths3,414 sq. ft.1924 Thomas Dr, ANNAPOLIS, MD 21409
MLS# MDAA2142148Listed by: COLDWELL BANKER REALTY
$809,900Active4 beds 4 baths2,252 sq. ft.1394 Rosebay Ct, ANNAPOLIS, MD 21409
MLS# MDAA2140978Listed by: CUMMINGS & CO. REALTORS
$439,900Active3 beds 2 baths916 sq. ft.1531 Hickory Wood Dr, ANNAPOLIS, MD 21409
MLS# MDAA2140770Listed by: REAL ESTATE DEPOT
$998,000Active6 beds 5 baths4,041 sq. ft.605 Lighthouse Landing Ln, ANNAPOLIS, MD 21409
MLS# MDAA2140662Listed by: NATHALIE MULLINIX REALTY UNIVERSAL, INC.
$499,900Active3 beds 3 baths2,390 sq. ft.1407 Brenwoode Rd, ANNAPOLIS, MD 21409
MLS# MDAA2140330Listed by: ENGEL & VOLKERS ANNAPOLIS
$568,000Active4 beds 3 baths2,080 sq. ft.721 Fairway Dr, ANNAPOLIS, MD 21409
MLS# MDAA2134820Listed by: KW METRO CENTER
$800,000Pending3 beds 2 baths1,936 sq. ft.16 Brice Rd, ANNAPOLIS, MD 21409
MLS# MDAA2130856Listed by: DOUGLAS REALTY LLC
$896,000Active4 beds 3 baths2,700 sq. ft.1217 Hampton Rd, ANNAPOLIS, MD 21409
MLS# MDAA2130056Listed by: COOK REAL ESTATE BROKERAGE
$7,500,000Active5 beds 7 baths11,269 sq. ft.125 S Winchester Rd, ANNAPOLIS, MD 21409
MLS# MDAA2132598Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$5,450,000Pending4 beds 7 baths7,684 sq. ft.1864 Milvale Rd, ANNAPOLIS, MD 21409
MLS# MDAA2117604Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$6,995,000Active7 beds 6 baths9,024 sq. ft.1524 Cedar Lane Farm Rd, ANNAPOLIS, MD 21409
MLS# MDAA2131054Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$1,900,000Pending1 beds 1 baths2,188 sq. ft.1632 Winchester Rd, ANNAPOLIS, MD 21409
MLS# MDAA2088132Listed by: NORTHROP 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.