26 Pleasant St, Annapolis, MD 21401

Local realty services provided by:ERA Central Realty Group
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.

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Home facts

  • Year built:1940
  • Listing ID #:MDAA2125926
  • Added:100 day(s) ago
  • Updated:December 20, 2025 at 08:53 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)