26 Pleasant St Annapolis, MD 21401
Downtown Annapolis NeighborhoodEstimated payment $2,072/month
Highlights
- Open Floorplan
- Traditional Architecture
- No HOA
- Deck
- Wood Flooring
- Breakfast Area or Nook
About This Home
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.
Townhouse Details
Home Type
- Townhome
Est. Annual Taxes
- $2,499
Year Built
- Built in 1940
Lot Details
- 864 Sq Ft Lot
- Chain Link Fence
- Back Yard
Parking
- On-Street Parking
Home Design
- Traditional Architecture
- Slab Foundation
- Frame Construction
Interior Spaces
- 972 Sq Ft Home
- Property has 2 Levels
- Open Floorplan
- Ceiling Fan
- Combination Dining and Living Room
Kitchen
- Breakfast Area or Nook
- Gas Oven or Range
- Built-In Microwave
Flooring
- Wood
- Carpet
Bedrooms and Bathrooms
- 2 Bedrooms
- 1 Full Bathroom
Laundry
- Laundry in unit
- Dryer
- Washer
Outdoor Features
- Deck
Schools
- Annapolis High School
Utilities
- Forced Air Heating and Cooling System
- Natural Gas Water Heater
Listing and Financial Details
- Assessor Parcel Number 020600003713100
Community Details
Overview
- No Home Owners Association
- Annapolis Subdivision
Pet Policy
- Pets Allowed
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,499 | $191,700 | -- | -- |
| 2024 | $2,499 | $173,900 | $0 | $0 |
| 2023 | $2,242 | $156,100 | $95,000 | $61,100 |
| 2022 | $1,895 | $134,467 | $0 | $0 |
| 2021 | $2,727 | $112,833 | $0 | $0 |
| 2020 | $1,277 | $91,200 | $35,000 | $56,200 |
| 2019 | $2,527 | $90,700 | $0 | $0 |
| 2018 | $1,255 | $90,200 | $0 | $0 |
| 2017 | $1,136 | $89,700 | $0 | $0 |
| 2016 | -- | $89,700 | $0 | $0 |
| 2015 | -- | $89,700 | $0 | $0 |
| 2014 | -- | $93,000 | $0 | $0 |
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/10/2025 09/10/25 | For Sale | $349,900 | +84.2% | $360 / Sq Ft |
| 03/29/2022 03/29/22 | Sold | $190,000 | +2.7% | $195 / Sq Ft |
| 02/09/2022 02/09/22 | Pending | -- | -- | -- |
| 02/05/2022 02/05/22 | For Sale | $185,000 | -- | $190 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $98,500 | -- | |
| Deed | $60,000 | -- | |
| Deed | $65,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $52,400 | Credit Line Revolving | |
| Open | $78,800 | New Conventional | |
| Closed | $19,700 | Stand Alone Second | |
| Closed | -- | No Value Available |
Source: Bright MLS
MLS Number: MDAA2125926
APN: 06-000-03713100
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