26 Pleasant Street, Annapolis, MD 21401 - Photo 1

1/1

$275,000

Sold
Closed
Townhouse
2 Beds
1 Full Bath
972 Sq. Ft.

1/1

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.

Full Property Details

Full Property Details for 26 Pleasant St

General

Sold For: $275,000
Taxes: $2,499 (2024)
Status: Closed
Type: Townhouse
Source: BrightMLSMidAtlantic
MLS ID: MDAA2125926
Added to Site: 163 day(s) ago

Interior

Rooms/Areas: Living Room, Dining Room, Kitchen
Interior Features: Breakfast Area, Ceiling Fan(s), Combination Dining/Living, Floor Plan - Open, Wood Floors
Appliances: Refrigerator, Washer, Dryer, Built-In Microwave, Oven/Range - Gas
Flooring: Carpet, Hardwood

Rooms

Bathrooms

Total Bathrooms: 1
Full Bathrooms: 1
Upper Floor Baths: 1
Upper - Full Baths: 1

Bedrooms

Total Bedrooms: 2
Bedrooms Upper: 2

Other Rooms

Laundry: Dryer In Unit, Washer In Unit

Exterior

Porch/Patio/Deck: Deck(s)

Parking

Parking Type: On Street

Location

Municipality: Annapolis
County: ANNE ARUNDEL
Subdivision: ANNAPOLIS
Cross Streets: Clay Street
Driving Directions: GPS
City Limits: Yes

School Information

School District: Anne Arundel County Public Schools
High School: Annapolis

Community

Pets Allowed: Yes
Pets: No Pet Restrictions

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C
Cooling Fuel: Electric
Heating Type: Forced Air
Heating Fuel: Natural Gas
Water Heater: Natural Gas

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Architectural Style: Traditional
Structure Type: Interior Row/Townhouse
Construction: Frame
Foundation: Slab
Stories Description: Upper 1
Square Feet: 972
Sq. Ft. Source: Assessor
Living Area: 972 Sq. Ft.
Finished Above Grnd: 972 Sq. Ft.
Year Built: 1940
Year Built Source: Assessor

Lot Features

Property View: Street
Lot Size (Acres): 0.02
Lot Size (Sq. Ft.): 864
Lot Size Source: Assessor
Zoning: R
Lot Description: Rear Yard
Fencing (Description): Chain Link

Financial Considerations

Price Per Sq. Ft.: $282.92
Assessment Year: 2025
City/TownTax: $1,283
City/TownTax Freq: Annually
County Tax: $1,216
County Tax Freq: Annually
Tax w/Assessment: $191,700
Tax Amount: $2,499
Tax Year: 2024
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 972

Disclosures and Reports

Ownership: Fee Simple

Listed by Next Step Realty, LLC., Matthew P Wyble
Sold by Samson Properties, Robert J Chew and Samson Properties, Cathleen Papadopoulos

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Listing agent

— 26 Pleasant St —

Matthew P Wyble

Next Step Realty, LLC.

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Schools

Schools serving 26 Pleasant St

School District:Anne Arundel County Public Schools

Name	Grades	Distance
Annapolis Elementary School 180 Green Street, Annapolis, MD 21401	PK-5	0.5 mi
Wiley H. Bates Middle School 701 Chase Street, Annapolis, MD 21401	6-8	0.6 mi
Annapolis High School 2700 Riva Road, Annapolis, MD 21401	9-12	3.7 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 26 Pleasant St

Date

Details

Price

Change

Source

12/30/2025

Sold

$275,000

—

MLS

11/17/2025

Price Reduced

$275,000

-8.3%

MLS

10/18/2025

Price Reduced

$299,900

-7.69%

MLS

9/29/2025

Price Reduced

$324,900

-7.14%

MLS

9/10/2025

Listed

$349,900

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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26 Pleasant Street, Annapolis, MD 21401 (MLS# MDAA2125926) is a Townhouse property that was sold at $275,000 on December 30, 2025. Want to learn more about 26 Pleasant Street? Do you have questions about finding other Townhouse real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.

26 Pleasant St Annapolis, MD 21401