| Winchester Winchester | - | 0.5 km 0.3 mi | show |
| Sturbridge Sturbridge | - | 0.6 km 0.4 mi | show |
| Forest Meadows Forest Meadows | - | 0.6 km 0.4 mi | show |
| The Meadows The Meadows | - | 0.6 km 0.4 mi | show |
| Manresa Manresa | - | 0.9 km 0.5 mi | show |
| Indian Hills Indian Hills | - | 0.9 km 0.6 mi | show |
| Brice Manor Brice Manor | - | 1.0 km 0.6 mi | show |
| Great Meadows Great Meadows | - | 1.0 km 0.6 mi | show |
| Severnside Severnside | - | 1.4 km 0.8 mi | show |
| Pines-on-Severn Pines-on-Severn | - | 1.4 km 0.9 mi | show |
| Browns Woods Villa Browns Woods Villa | - | 1.5 km 0.9 mi | show |
| Hidden Hills Hidden Hills | - | 1.6 km 1.0 mi | show |
| Hickory Hills Hickory Hills | - | 1.6 km 1.0 mi | show |
| Dulls Corner Dulls Corner | - | 1.6 km 1.0 mi | show |
| Sillman Estates Sillman Estates | - | 1.7 km 1.0 mi | show |
| Ashcroft Ashcroft | - | 1.7 km 1.1 mi | show |
| Saint Margarets Farm Saint Margarets Farm | - | 1.8 km 1.1 mi | show |
| Martins Cove Farm Martins Cove Farm | - | 1.8 km 1.1 mi | show |
| Browns Woods Browns Woods | - | 1.9 km 1.2 mi | show |
| Bancroft Bancroft | - | 1.9 km 1.2 mi | show |
| Pendennis Mount Pendennis Mount | - | 2.0 km 1.2 mi | show |
| Whispering Woods Whispering Woods | - | 2.0 km 1.3 mi | show |
| Winchester-on-the-Severn Winchester-on-the-Severn | - | 2.0 km 1.3 mi | show |
| Asberry (historical) Asberry (historical) | - | 2.1 km 1.3 mi | show |
| Capetowne Capetowne | - | 2.2 km 1.3 mi | show |
| Landhaven Landhaven | - | 2.2 km 1.4 mi | show |
| Wardour Bluffs Wardour Bluffs | - | 2.2 km 1.4 mi | show |
| Pine Bluff Pine Bluff | - | 2.2 km 1.4 mi | show |
| Saint Margarets Saint Margarets | - | 2.3 km 1.4 mi | show |
| Old Mill Bottom Estates Old Mill Bottom Estates | - | 2.3 km 1.4 mi | show |
| Ferry Farms Ferry Farms | - | 2.3 km 1.4 mi | show |
| Dreams Landing Dreams Landing | - | 2.4 km 1.5 mi | show |
| Shirleyville Shirleyville | - | 2.4 km 1.5 mi | show |
| Wardour Wardour | - | 2.4 km 1.5 mi | show |
| Arnold Arnold | 23,106 | 2.4 km 1.5 mi | show |
| Henekes Corner Henekes Corner | - | 2.5 km 1.6 mi | show |
| Riverview Manor Riverview Manor | - | 2.6 km 1.6 mi | show |
| Lindamoor on the Severn Lindamoor on the Severn | - | 2.6 km 1.6 mi | show |
| Cedarwood Cove Cedarwood Cove | - | 2.6 km 1.6 mi | show |
| Holly Anna Acres Holly Anna Acres | - | 2.6 km 1.6 mi | show |
| Round View Round View | - | 2.7 km 1.7 mi | show |
| Briar Lea Briar Lea | - | 2.7 km 1.7 mi | show |
| Severn Forest Severn Forest | - | 2.7 km 1.7 mi | show |
| West Annapolis West Annapolis | - | 2.8 km 1.7 mi | show |
| Briar Cliff on the Severn Briar Cliff on the Severn | - | 2.8 km 1.7 mi | show |
| Colonial Manor Trailer Park Colonial Manor Trailer Park | - | 2.8 km 1.8 mi | show |
| Providence (historical) Providence (historical) | - | 2.8 km 1.8 mi | show |
| Providence Cove Providence Cove | - | 2.8 km 1.8 mi | show |
| Oakmont Oakmont | - | 2.9 km 1.8 mi | show |
| Mariners Cove Mariners Cove | - | 2.9 km 1.8 mi | show |
| Point-O-Woods Point-O-Woods | - | 3.0 km 1.8 mi | show |
| Lark Hill Lark Hill | - | 3.0 km 1.9 mi | show |
| Harbour Glen Harbour Glen | - | 3.1 km 1.9 mi | show |
| Joyce Acres Joyce Acres | - | 3.1 km 1.9 mi | show |
| Joyce Joyce | - | 3.1 km 1.9 mi | show |
| Briarwood Briarwood | - | 3.1 km 1.9 mi | show |
| Tanglewood Tanglewood | - | 3.1 km 1.9 mi | show |
| Naval Academy Naval Academy | 4,802 | 3.2 km 2.0 mi | show |
| Luce Creek Luce Creek | - | 3.2 km 2.0 mi | show |
| Northport Northport | - | 3.2 km 2.0 mi | show |
| Foxmoor Foxmoor | - | 3.3 km 2.0 mi | show |
| Weems Creek Weems Creek | - | 3.3 km 2.0 mi | show |
| Dorado Hills Dorado Hills | - | 3.3 km 2.1 mi | show |
| Bellerive Village Bellerive Village | - | 3.4 km 2.1 mi | show |
| The Village The Village | - | 3.5 km 2.1 mi | show |
| Hidden Point Hidden Point | - | 3.5 km 2.2 mi | show |
| Dellwood Dellwood | - | 3.5 km 2.2 mi | show |
| Dorado Village Dorado Village | - | 3.5 km 2.2 mi | show |
| Raintree Raintree | - | 3.5 km 2.2 mi | show |
| Kimberly Woods Village Kimberly Woods Village | - | 3.6 km 2.2 mi | show |
| Terrace Gardens Terrace Gardens | - | 3.6 km 2.2 mi | show |
| Beechwood on the Burley Beechwood on the Burley | - | 3.7 km 2.3 mi | show |
| Bloomsbury Square Bloomsbury Square | - | 3.7 km 2.3 mi | show |
| The Timbers The Timbers | - | 3.8 km 2.3 mi | show |
| Pleasant Plains Pleasant Plains | - | 3.8 km 2.4 mi | show |
| Deer Creek Deer Creek | - | 3.8 km 2.4 mi | show |
| Epping Forest Epping Forest | - | 3.8 km 2.4 mi | show |
| Oakland Hill Oakland Hill | - | 3.9 km 2.4 mi | show |
| Hollyberry Woods Hollyberry Woods | - | 3.9 km 2.4 mi | show |
| Glen Oban Glen Oban | - | 3.9 km 2.4 mi | show |
| Bay Hills Bay Hills | - | 3.9 km 2.4 mi | show |
| Annapolis Annapolis | 39,474 | 4.0 km 2.5 mi | show |
| Amberly Amberly | - | 4.0 km 2.5 mi | show |
| Rubert Manor Rubert Manor | - | 4.0 km 2.5 mi | show |
| College Manor College Manor | - | 4.0 km 2.5 mi | show |
| Lincoln Heights Lincoln Heights | - | 4.0 km 2.5 mi | show |
| Severn Grove Severn Grove | - | 4.1 km 2.5 mi | show |
| Epping Farms Epping Farms | - | 4.1 km 2.5 mi | show |
| Admirals Walk Admirals Walk | - | 4.1 km 2.6 mi | show |
| Hidden Ridge Hidden Ridge | - | 4.2 km 2.6 mi | show |
| Dogwood Trailer Park Dogwood Trailer Park | - | 4.2 km 2.6 mi | show |
| Bay Ridge Junction Bay Ridge Junction | - | 4.2 km 2.6 mi | show |
| Market Quay Market Quay | - | 4.2 km 2.6 mi | show |
| Admiral Heights Admiral Heights | - | 4.2 km 2.6 mi | show |
| Colonial Manor Estates Colonial Manor Estates | - | 4.3 km 2.7 mi | show |
| Whitehall Beach Whitehall Beach | - | 4.3 km 2.7 mi | show |
| Walnut Ridge Walnut Ridge | - | 4.3 km 2.7 mi | show |
| Ulmstead Gardens Ulmstead Gardens | - | 4.3 km 2.7 mi | show |
| Severnview Severnview | - | 4.3 km 2.7 mi | show |
| Greenholly Greenholly | - | 4.3 km 2.7 mi | show |
| Homewood Homewood | - | 4.4 km 2.7 mi | show |
| Revell Revell | - | 4.4 km 2.7 mi | show |
| Bay View Heights Bay View Heights | - | 4.4 km 2.7 mi | show |
| Little John Little John | - | 4.5 km 2.8 mi | show |
| Robin Hood Hill Robin Hood Hill | - | 4.5 km 2.8 mi | show |
| Ulmstead Estates Ulmstead Estates | - | 4.5 km 2.8 mi | show |
| Atlantis Atlantis | - | 4.6 km 2.8 mi | show |
| Revell Downs Revell Downs | - | 4.6 km 2.9 mi | show |
| Tanglewood Tanglewood | - | 4.6 km 2.9 mi | show |
| College Hills College Hills | - | 4.7 km 2.9 mi | show |
| Rugby Hall Estates Rugby Hall Estates | - | 4.7 km 2.9 mi | show |
| Ulmstead Cove Ulmstead Cove | - | 4.7 km 2.9 mi | show |
| Downs on the Severn Downs on the Severn | - | 4.8 km 3.0 mi | show |
| Eastport Eastport | - | 4.8 km 3.0 mi | show |
| Whitehall Estates Whitehall Estates | - | 4.8 km 3.0 mi | show |
| Stonington Stonington | - | 4.8 km 3.0 mi | show |
| Belvedere Heights Belvedere Heights | - | 4.8 km 3.0 mi | show |
| Rugby Hall Rugby Hall | - | 4.9 km 3.0 mi | show |
| Cape Saint Claire Cape Saint Claire | 8,747 | 4.9 km 3.0 mi | show |
| Woods Landing Woods Landing | - | 4.9 km 3.1 mi | show |
| Wexford Wexford | - | 4.9 km 3.1 mi | show |
| Maid Marion Maid Marion | - | 4.9 km 3.1 mi | show |
| New Point New Point | - | 4.9 km 3.1 mi | show |
| Bestgate Terrace Bestgate Terrace | - | 5.0 km 3.1 mi | show |
| Whitehall Manor Whitehall Manor | - | 5.0 km 3.1 mi | show |