About 26 Pleasant St
Welcome to 26 Pleasant Street: a charming 2-bedroom, 1-bath home in the heart of Annapolis, just steps from West Street’s restaurants, shops, and nightlife. Whether you’re looking for a primary residence, weekend getaway, or investment, this home offers incredible flexibility. This turnkey property is not only move-in ready but also a proven licensed Airbnb performer, with nearly $40,000 in earnings in 2024 and over $22,000 already booked through August 2025. Inside, the main level features a spacious family room, dining area, and kitchen that opens to a deck and fenced backyard, perfect for entertaining. Upstairs, you’ll find two bedrooms, a full bath, and a bonus loft area for an office or guest space. Don’t miss your chance to own an Annapolis gem with walkable lifestyle perks and a track record of short-term rental success.
Features of 26 Pleasant St
| MLS® # | MDAA2125926 |
|---|---|
| Price | $299,900 |
| Bedrooms | 2 |
| Bathrooms | 1.00 |
| Full Baths | 1 |
| Square Footage | 972 |
| Acres | 0.02 |
| Year Built | 1940 |
| Type | Residential |
| Sub-Type | Interior Row/Townhouse |
| Style | Traditional |
| Status | Active |
Community Information
| Address | 26 Pleasant St |
|---|---|
| Subdivision | ANNAPOLIS |
| City | ANNAPOLIS |
| County | ANNE ARUNDEL-MD |
| State | MD |
| Municipality | Annapolis |
| Zip Code | 21401 |
Amenities
| Amenities | CeilngFan(s), Wood Floors |
|---|---|
| View | Street |
| Is Waterfront | No |
Interior
| Interior Features | Floor Plan-Open |
|---|---|
| Appliances | Refrigerator, Washer, Dryer, Built-In Microwave, Oven/Range-Gas |
| Heating | Forced Air |
| Cooling | Central A/C |
| Has Basement | No |
| Fireplace | No |
| # of Stories | 2 |
| Stories | 2 Story |
Exterior
| Exterior | Frame |
|---|---|
| Exterior Features | Deck(s), Chain Link Fence |
| Lot Description | Rear Yard |
| Foundation | Slab |
School Information
| District | ANNE ARUNDEL COUNTY PUBLIC SCHOOLS |
|---|---|
| High | ANNAPOLIS |
Additional Information
| Date Listed | September 10th, 2025 |
|---|---|
| Days on Market | 46 |
| Zoning | R |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
| Listing Ownership | Fee Simple |
Listing Details
| Office | Next Step Realty |
|---|---|
| Contact Info | 4439012200 |