481 Properties Available
- Price-High To Low
- Newest Listings
- Default
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/49 49Active
$19,995,000
7 Beds13 Baths980,971 SqFt1604 WINCHESTER RD, Annapolis, MD 21409
Single Family Home
MLS# MDAA2102408
Listed by TTR Sotheby's International Realty
- 1/31 31Active
$18,000,000
4 Beds3 Baths68,389 SqFt27 OLD SOUTH RIVER RD, Edgewater, MD 21037
Single Family Home
MLS# MDAA2118916
Listed by Hoffman Real Estate Group, LLC
- 1/129 129New
$11,500,000
4 Beds6 Baths45,302 SqFt3182 HARNESS CREEK RD, Annapolis, MD 21403
Single Family Home
MLS# MDAA2123314
Listed by Coldwell Banker Realty
- 1/50 50Active
$8,995,000
7 Beds9 Baths99,619 SqFt1900 CARROLLTON RD, Annapolis, MD 21409
Single Family Home
MLS# MDAA2105526
Listed by TTR Sotheby's International Realty
- 1/43 43Active
$7,950,000
3 Beds5 Baths4,702 SqFt287 STATE ST #3, Annapolis, MD 21403
Condo
MLS# MDAA2122672
Listed by TTR Sotheby's International Realty
- 1/50 50Active
$6,995,000
7 Beds6 Baths180,774 SqFt1524 CEDAR LANE FARM RD, Annapolis, MD 21409
Single Family Home
MLS# MDAA2103890
Listed by TTR Sotheby's International Realty
- 1/112 112Active
$6,750,000
6 Beds9 Baths11,045 SqFt803 COACHWAY, Annapolis, MD 21401
Single Family Home
MLS# MDAA2105620
Listed by Coldwell Banker Realty
- 1/58 58Active
$6,000,000
0.22 Acres117 STILLY WAY, Annapolis, MD 21403
Vacant Land
MLS# MDAA2092632
Listed by Northrop Realty
- 1/85 85Active
$5,950,000
4 Beds7 Baths58,370 SqFt1864 MILVALE RD, Annapolis, MD 21409
Single Family Home
MLS# MDAA2117604
Listed by TTR Sotheby's International Realty
- 1/32 32Price Dropped by $400K
$5,950,000
3 Beds3 Baths2,949 SqFt287 STATE ST #2, Annapolis, MD 21403
Condo
MLS# MDAA2102850
Listed by Coldwell Banker Realty
- 1/39 39Active
$5,898,000
3 Beds4 Baths4,800 SqFt1 SHIPWRIGHT HARBOR, Annapolis, MD 21401
Single Family Home
MLS# MDAA2100630
Listed by TTR Sotheby's International Realty
- 1/121 121Active
$5,250,000
5 Beds4 Baths219,106 SqFt917 ARBUTUS RD, Annapolis, MD 21403
Single Family Home
MLS# MDAA2116896
Listed by Coldwell Banker Realty
- 1/30 30Active
$4,950,000
5 Beds5 Baths146,362 SqFt1632A WINCHESTER RD, Annapolis, MD 21409
Single Family Home
MLS# MDAA2110220
Listed by EXP Realty, LLC
- 1/43 43Under Contract
$3,995,000
4 Beds5 Baths8,715 SqFt54 RIVER DR, Annapolis, MD 21403
Single Family Home
MLS# MDAA2100338
Listed by TTR Sotheby's International Realty
- 1/50 50New
$3,890,000
6 Beds9 Baths112,820 SqFt840 CHILDS POINT RD, Annapolis, MD 21401
Single Family Home
MLS# MDAA2122334
Listed by TTR Sotheby's International Realty
- 1/36 36Price Dropped by $75K
$3,875,000
4 Beds4 Baths14,280 SqFt2512 LYON DR, Annapolis, MD 21403
Single Family Home
MLS# MDAA2113542
Listed by TTR Sotheby's International Realty
- 1/59 59Active
$3,850,000
6 Beds7 Baths12,100 SqFt2514 LYON DR, Annapolis, MD 21403
Single Family Home
MLS# MDAA2115858
Listed by TTR Sotheby's International Realty
- 1/47 47Active
$3,800,000
5 Beds6 Baths20,492 SqFt4 LITTLE HARBOR WAY, Annapolis, MD 21403
Single Family Home
MLS# MDAA2123802
Listed by TTR Sotheby's International Realty
- 1/42 42Active
$3,750,000
6 Beds6 Baths54,450 SqFt48 POPLAR POINT RD, Edgewater, MD 21037
Single Family Home
MLS# MDAA2115394
Listed by TTR Sotheby's International Realty
- 1/67 67New
$3,750,000
4 Beds2 Baths11,296 SqFt88 RIVER DR, Annapolis, MD 21403
Single Family Home
MLS# MDAA2124844
Listed by EXP Realty, LLC
- 1/40 40Pending
$3,700,000
5 Beds6 Baths6,094 SqFt917 CHILDS POINT RD, Annapolis, MD 21401
Single Family Home
MLS# MDAA2114702
Listed by TTR Sotheby's International Realty
- 1/50 50Coming Soon
$3,600,000
4 Beds3 Baths3,422 SqFt1915 TOWNE CENTRE BLVD #405 & 406, Annapolis, MD 21401
Condo
MLS# MDAA2124774
Listed by Long & Foster Real Estate, Inc.
- 1/46 46Active
$3,495,000
3 Beds3 Baths2,621 SqFt9 SHIPWRIGHT ST, Annapolis, MD 21401
Single Family Home
MLS# MDAA2109630
Listed by TTR Sotheby's International Realty
- 1/68 68Active
$3,475,000
6 Beds6 Baths43,560 SqFt1576 BAY HEAD RD, Annapolis, MD 21409
Single Family Home
MLS# MDAA2109848
Listed by Coldwell Banker Realty

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