26 Pleasant St, Annapolis, MD 21401
Local realty services provided by:Better Homes and Gardens Real Estate Community Realty
26 Pleasant St,Annapolis, MD 21401
$275,000
- 2 Beds
- 1 Baths
- 972 sq. ft.
- Townhouse
- Pending
Listed by: matthew p wyble
Office: next step realty, llc.
MLS#:MDAA2125926
Source:BRIGHTMLS
Price summary
- Price:$275,000
- Price per sq. ft.:$282.92
About this home
NEW PRICE! 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.
Contact an agent
Home facts
- Year built:1940
- Listing ID #:MDAA2125926
- Added:93 day(s) ago
- Updated:December 13, 2025 at 08:43 AM
Rooms and interior
- Bedrooms:2
- Total bathrooms:1
- Full bathrooms:1
- Living area:972 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Forced Air, Natural Gas
Structure and exterior
- Year built:1940
- Building area:972 sq. ft.
- Lot area:0.02 Acres
Schools
- High school:ANNAPOLIS
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$275,000
- Price per sq. ft.:$282.92
- Tax amount:$2,499 (2024)
New listings near 26 Pleasant St
- Coming Soon
$564,500Coming Soon3 beds 2 baths2845 Carrollton Rd, ANNAPOLIS, MD 21403
MLS# MDAA2133116Listed by: COLDWELL BANKER REALTY - Open Sat, 11am to 1pmNew
$750,000Active4 beds 3 baths2,240 sq. ft.994 Epping Forest Rd, ANNAPOLIS, MD 21401
MLS# MDAA2132632Listed by: NEXT STEP REALTY, LLC. - New
$415,000Active3 beds 1 baths1,512 sq. ft.3535 Cohasset Ave, ANNAPOLIS, MD 21403
MLS# MDAA2133094Listed by: TRIDENT CAPITAL REALTY LLC - New
$799,900Active3 beds 2 baths1,512 sq. ft.913 Ridgewood St, ANNAPOLIS, MD 21401
MLS# MDAA2132748Listed by: ACADEMY REALTY INC. - Open Sat, 11am to 4pmNew
$1,350,000Active4 beds 3 baths3,462 sq. ft.112 Melvin Ave, ANNAPOLIS, MD 21401
MLS# MDAA2132602Listed by: ENGEL & VOLKERS ANNAPOLIS - New
$799,900Active5 beds -- baths1,512 sq. ft.913 Ridgewood St, ANNAPOLIS, MD 21401
MLS# MDAA2132682Listed by: ACADEMY REALTY INC. - New
$625,000Active2 beds 4 baths2,383 sq. ft.2757 Gingerview Ln, ANNAPOLIS, MD 21401
MLS# MDAA2132392Listed by: CUMMINGS & CO. REALTORS - Coming Soon
$649,999Coming Soon3 beds 4 baths709 Skippers Ln, ANNAPOLIS, MD 21401
MLS# MDAA2132646Listed by: COLDWELL BANKER REALTY - Open Sat, 11am to 12:30pmNew
$1,695,000Active3 beds 3 baths2,016 sq. ft.1836 Burley Ln, ANNAPOLIS, MD 21409
MLS# MDAA2132644Listed by: LONG & FOSTER REAL ESTATE, INC.
$985,000Pending4 beds 4 baths3,930 sq. ft.1900 Beeches Glory Path, ANNAPOLIS, MD 21401
MLS# MDAA2132418Listed by: LONG & FOSTER REAL ESTATE, INC.