26 Pleasant St, Annapolis, MD 21401

$275,000
2
BD
1
BA
972
SqFt

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Sold Price
$275,000
List Price
$275,000
Closing Date
Dec 30, 2025
Days on Market
87
Status
CLOSED
MLS#
MDAA2125926
Bedrooms
2
Bathrooms
1
Full Baths
1
Living Area
972
Lot Size (Acres)
0.02
Style
Traditional
Year Built
1940
County
Anne Arundel
School District
Anne Arundel County Public Schools

Property Description

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.

Additional Information

Subdivision
Annapolis
Interior Features
Breakfast Area, Ceiling Fans, Dining Combo, Open Floor Plan, Wood Floors
School District
Anne Arundel County Public Schools
High School
Annapolis
Flooring
Carpet, Hardwood
View
Street
Heating
Forced Air
Cooling
Central Air
Water
Public
Sewer
Public Sewer

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Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: Samson Properties.