Name: Open House - 11AM-1PM
Start: 2026-04-25T11:00:00.000Z
End: 2026-04-25T13:00:00.000Z
Location: 1106 MAINSAIL DR, Annapolis, MD 21403

125 S WINCHESTER RD, Annapolis, MD 21409

1/47

Price Dropped by $1.2M

$7,500,000

5 Beds7 Baths11,269 SqFt

125 S WINCHESTER RD, Annapolis, MD 21409

MLS# MDAA2132598

Listed by TTR Sotheby's International Realty

1/50

Price Dropped by $155K

$3,695,000

6 Beds5 Baths3,818 SqFt

2 RIVER DR, Annapolis, MD 21403

MLS# MDAA2139110

Listed by TTR Sotheby's International Realty

1/13

Price Dropped by $190K

$3,095,000

5 Beds6 Baths5,312 SqFt

4 SHILEY ST, Annapolis, MD 21401

MLS# MDAA2135638

Listed by TTR Sotheby's International Realty

1915 TOWNE CENTRE BLVD #406, Annapolis, MD 21401

1/74

Price Dropped by $300K

$2,999,000

4 Beds3 Baths3,364 SqFt

1915 TOWNE CENTRE BLVD #406, Annapolis, MD 21401

MLS# MDAA2136232

Listed by Compass

1/56

Under Contract

$2,995,000

5 Beds4 Baths6,789 SqFt

39 SOUTHGATE AVE, Annapolis, MD 21401

MLS# MDAA2130800

Listed by TTR Sotheby's International Realty

1/114

Price Dropped by $106K

$2,989,000

5 Beds6 Baths5,100 SqFt

313 WASHINGTON ST, Annapolis, MD 21403

MLS# MDAA2141288

Listed by Coldwell Banker Realty

1/61

Under Contract

$1,799,000

4 Beds5 Baths3,828 SqFt

116 ACADEMY ST, Annapolis, MD 21401

MLS# MDAA2136136

Listed by Coldwell Banker Realty

1/14

Price Dropped by $175K

$1,700,000

0.61 Acres

4 SHILEY ST, Annapolis, MD 21401

MLS# MDAA2136908

Listed by TTR Sotheby's International Realty

1/42

Price Dropped by $70K

$1,125,000

4 Beds4 Baths4,043 SqFt

819 JANICE DR, Annapolis, MD 21403

MLS# MDAA2136882

Listed by TTR Sotheby's International Realty

1/49

Under Contract

$1,050,000

4 Beds2 Baths1,809 SqFt

2762 BON HAVEN LN, Annapolis, MD 21401

MLS# MDAA2134402

Listed by RE/MAX Executive

553 CHOPTANK COVE CT, Annapolis, MD 21401

1/47

Price Dropped by $50K

$999,997

5 Beds4 Baths3,759 SqFt

553 CHOPTANK COVE CT, Annapolis, MD 21401

MLS# MDAA2117832

Listed by Long & Foster Real Estate, Inc.

1/24

Price Dropped by $3K

$972,000

4 Beds2 Baths1,800 SqFt

509 CHESAPEAKE AVE, Annapolis, MD 21403

MLS# MDAA2140184

Listed by LPT Realty, LLC

1/47

Price Dropped by $35K

$899,900

3 Beds3 Baths2,942 SqFt

200 CHESAPEAKE AVE, Annapolis, MD 21403

MLS# MDAA2131796

Listed by Compass

1/57

Open Sat 11AM-1PM

$875,000

5 Beds3 Baths2,059 SqFt

1106 MAINSAIL DR, Annapolis, MD 21403

MLS# MDAA2139090

Listed by Long & Foster Real Estate, Inc.

1/44

Price Dropped by $50K

$799,900

4 Beds4 Baths1,936 SqFt

2977 SOUTHAVEN DR, Annapolis, MD 21401

MLS# MDAA2138068

Listed by Real Broker, LLC

1915 TOWNE CENTRE BLVD #309, Annapolis, MD 21401

1/39

Price Dropped by $15K

$755,000

2 Beds3 Baths1,681 SqFt

1915 TOWNE CENTRE BLVD #309, Annapolis, MD 21401

MLS# MDAA2135756

Listed by Long & Foster Real Estate, Inc.

1/71

Under Contract

$725,000

3 Beds4 Baths3,208 SqFt

2771 GINGERVIEW LN, Annapolis, MD 21401

MLS# MDAA2137876

Listed by Coldwell Banker Realty

1/90

Pending

$700,000

5 Beds3 Baths3,110 SqFt

326 CEDAR LN, Annapolis, MD 21403

MLS# MDAA2136450

Listed by Anne Arundel Properties, Inc.

1/43

Price Dropped by $45K

$699,900

2,928 SqFt

3 ELLIOTT RD, Annapolis, MD 21403

MLS# MDAA2139286

Listed by Innovative Properties, Inc.

1036 MOUNTAIN TOP DR, Annapolis, MD 21409

1/78

Price Dropped by $26K

$699,000

3 Beds3 Baths2,692 SqFt

1036 MOUNTAIN TOP DR, Annapolis, MD 21409

MLS# MDAA2139474

Listed by Keller Williams Flagship

76 OLD MILL BOTTOM RD N #301, Annapolis, MD 21409

1/37

Price Dropped by $10K

$699,000

2 Beds2 Baths1,723 SqFt

76 OLD MILL BOTTOM RD N #301, Annapolis, MD 21409

MLS# MDAA2134658

Listed by McWilliams/Ballard, Inc.

78 OLD MILL BOTTOM RD N #211, Annapolis, MD 21409

1/37

Price Dropped by $6K

$699,000

2 Beds2 Baths1,723 SqFt

78 OLD MILL BOTTOM RD N #211, Annapolis, MD 21409

MLS# MDAA2138456

Listed by Douglas Realty LLC

1/45

Open Sun 12PM-2PM

$689,000

4 Beds5 Baths3,432 SqFt

701 SHELTON AVE, Annapolis, MD 21401

MLS# MDAA2140952

Listed by TTR Sotheby's International Realty

869 CLUBHOUSE VILLAGE VW, Annapolis, MD 21401

1/35

Price Dropped by $30K

$679,900

2 Beds2 Baths1,529 SqFt

869 CLUBHOUSE VILLAGE VW, Annapolis, MD 21401

MLS# MDAA2139610

Listed by Samson Properties

50 Properties Available In Annapolis

125 S WINCHESTER RD, Annapolis, MD 21409

2 RIVER DR, Annapolis, MD 21403

4 SHILEY ST, Annapolis, MD 21401

1915 TOWNE CENTRE BLVD #406, Annapolis, MD 21401

39 SOUTHGATE AVE, Annapolis, MD 21401

313 WASHINGTON ST, Annapolis, MD 21403

116 ACADEMY ST, Annapolis, MD 21401

4 SHILEY ST, Annapolis, MD 21401

819 JANICE DR, Annapolis, MD 21403

2762 BON HAVEN LN, Annapolis, MD 21401

553 CHOPTANK COVE CT, Annapolis, MD 21401

509 CHESAPEAKE AVE, Annapolis, MD 21403

200 CHESAPEAKE AVE, Annapolis, MD 21403

1106 MAINSAIL DR, Annapolis, MD 21403

2977 SOUTHAVEN DR, Annapolis, MD 21401

1915 TOWNE CENTRE BLVD #309, Annapolis, MD 21401

2771 GINGERVIEW LN, Annapolis, MD 21401

326 CEDAR LN, Annapolis, MD 21403

3 ELLIOTT RD, Annapolis, MD 21403

1036 MOUNTAIN TOP DR, Annapolis, MD 21409

76 OLD MILL BOTTOM RD N #301, Annapolis, MD 21409

78 OLD MILL BOTTOM RD N #211, Annapolis, MD 21409

701 SHELTON AVE, Annapolis, MD 21401

869 CLUBHOUSE VILLAGE VW, Annapolis, MD 21401

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