Open House

1 of 41

Want to see this home?

144 Charles Street

Annapolis, MD 21401

Name: Open House: 12pm-2:30pm
Start: 2025-04-06T12:00:00
End: 2025-04-06T14:30:00
Location: 144 Charles Street

4 beds
4 baths
2,500 sqft
1,980 sqft lot
$540 per sqft
1900 build

Timeless Elegance in the Heart of Historic Annapolis. Tucked away on one of Annapolis’ most charming streets, this circa-1900 home blends historic character with thoughtful, high-end renovations. Painted deep navy cedar shingles with crisp white trim, this unique home sits gracefully along a brick-paved sidewalk, just steps from the waterfront, the U.S. Naval Academy, and downtown’s best restaurants, coffee shops, and boutiques. Inside, a sense of history lingers with colonial heart pine hardwood floors, original brickwork, and detailed millwork, while modern updates bring effortless style. The family room, with its bay window and plantation shutters, offers a bright, inviting space. Beyond it, the dining room, anchored by custom built-ins that discreetly house a wet bar, wine and beverage refrigerators, and an ice maker is ideal for entertaining. The gourmet kitchen, a showpiece, balancing warmth and sophistication with marble counters, brass and leather hardware, and a custom hood set into an old brick chimney—now framing a Wolf gas range. A paneled Sub-Zero refrigerator and Bosch dishwasher blend seamlessly into the cabinetry. French doors open to a large private brick patio, where lush landscaping creates a peaceful retreat with plenty of room to entertain or relax with close friends and family. The primary suite on the second floor features an en-suite bath, with a dual sink, a make up vanity and a large walk in shower. The laundry room is also conveniently located on this level, along with a second full bath and bedroom. The third floor offers two additional bedrooms connected by a Jack-and-Jill bath. Registered in both the Annapolis and National Historic Districts, this home is a rare blend of period charm and modern ease—a place where history meets everyday comfort in the most effortless way.

Listing courtesy of BRIGHT / Coldwell Banker Realty

Last checked: Checking… • Last updated Apr 4, 2025 •

MLS# MDAA2106388 —

Upcoming Open Houses

Saturday, 4/5
11am-1pm
Sunday, 4/6
12pm-2:30pm

View more open houses in Annapolis, MD

The Building

Year Built:

1900
Year Built Source:

Assessor
Year Major Reno/Remodel:

2023
New Construction:

No
Construction Materials:

Other, Wood Siding
Structure Type:

Twin/Semi-Detached
Historic:

Yes
Architectural Style:

Traditional
Levels:

3
Main Entrance:

West
Door Features:

French
Window Features:

Wood Frame
Accessibility Features:

None
Basement:

Yes
Basement Type:

Unfinished
Total SqFt Source:

Estimated
Total Below Grade SqFt:

600
Total Below Grade SqFt Source:

Estimated
Above Grade Finished Area Units:

Square Feet
Above Grade Finished SqFt:

2500
Above Grade Finished SqFt Source:

Estimated
Below Grade Finished Area Units:

Square Feet
Below Grade Unfinished Area Units:

Square Feet
Below Grade Finished SqFt Source:

Assessor
Below Grade Unfinished SqFt:

600
Below Grade Unfinished SqFt Source:

Estimated
Tax Total Finished SqFt:

2089

Interior

Interior Features:

Breakfast Area, Built-Ins, Crown Moldings, Dining Area, Kitchen - Gourmet, Primary Bath(s), Upgraded Countertops, Wood Floors
Room List:

Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Basement, Laundry, Bathroom 1, Bathroom 2, Bathroom 3, Primary Bathroom
Flooring Type:

Hardwood, Solid Hardwood, Ceramic Tile
Fireplace:

No
Living Area SqFt Source:

Estimated

Room Dimensions

Total SqFt:

3100
Living Area SqFt:

2,500 Sqft

Financial & Terms

Sale Type:

Standard
Possession:

Seller Rent Back, Negotiable, Settlement
Lease Considered:

No

Location

Directions:

use gps
Cross Street:

Duke of Gloucester
Latitude:

38.97713000
Longitude:

-76.49133000

The Property

Property Type:

Residential
Property Condition:

Excellent
Lot Size Units:

Square Feet
Lot Size Acres:

0.05
Lot Size Source:

Assessor
Lot SqFt:

1,980 Sqft
Inclusions:

Sonos sound system, wall mounted TVs, security system
Zoning:

RESIDENTIAL
In City Limits:

Yes
Outdoor Living Structures:

Deck(s), Patio(s)
Other Structures:

Above Grade, Below Grade
Waterview:

No
Waterfront:

No
Water Oriented:

No
Water Access:

No
Navigable Water:

No
Tidal Water:

No
Ground Rent Exists:

No
Riparian Rights:

No

Listing Agent

Contact info:

Taxes

Tax ID Number:

020600002422507
Tax Year:

2024
Tax Annual Amount:

$11,366
Tax Assessed Value:

$790,933
County Tax:

5529.00
City/Town Tax:

5837.00
Total Taxes Payment Frequency:

Annually

Beds

Bedrooms:

4
Upper Level Bedrooms:

4
Upper Level 1 Bedrooms:

2
Bedrooms Upper Level:

2

Baths

Total Baths:

4
Full Baths:

3
Half Baths:

1
Main Level Baths:

1.00
Main Level Half Baths:

1
Upper Level Full Baths:

3
Upper Level Total Baths:

3
Upper Level Total Baths:

2.00
Upper Level 2 Total Baths:

1.00
Upper Level Full Baths:

2
Upper Level 2 Full Baths:

1

The Listing

Virtual Tour

Heating & Cooling

Cooling Type:

Central A/C
Central Air:

Yes
Cooling Fuel:

Electric
Heating:

Yes
Heating Type:

Radiator
Heating Fuel:

Natural Gas

Utilities

Utilities:

Cable TV Available, Electric Available, Natural Gas Available, Sewer Available, Water Available
Sewer/Septic:

Public Sewer
Hot Water:

Natural Gas
Water Source:

Public

Appliances

Appliances:

Disposal, Dryer, Oven/Range - Gas, Refrigerator, Washer, Dishwasher
Laundry Type:

Upper Floor, Washer In Unit, Dryer In Unit, Has Laundry

Schools

School District Name:

Anne Arundel County Public Schools
School District Source:

Listing Agent

The Community

Subdivision Name:

Historic District
Senior Community:

No
Exterior Features:

Extensive Hardscape, Exterior Lighting
Pool:

No Pool
Spa:

No
Association Recreation Fee:

No
HOA:

No
Condo/Coop Association:

No

Parking

Garage:

No
Type of Parking:

On Street

Extra Units

Vacation Rental:

No

Monthly cost estimate

Asking price

$1,350,000

Expense	Monthly cost
Mortgage	$7,228
Taxes	$947
Insurance	$371
Utilities	$238 See report
Total	$8,784/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
4/3/25 Apr 3, 2025	Listed / Active	BRIGHT	$1,350,000

Want a closer look?

Go see 144 Charles Street

Or Call Toll Free 1-800-241-3327

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Annapolis, MD

Similar sold homes

This townhouse located in Downtown Height District, Annapolis, MD 21401 is currently for sale for $1,350,000. 144 Charles Street is a 2,500 square foot townhouse with 4 beds and 4 baths. 144 Charles Street is in the Downtown Height District neighborhood of Annapolis and has a WalkScore® of 96, making it a walker’s paradise. This townhouse is in the attendance area of Annapolis Elementary School, Annapolis High School, and Wiley H. Bates Middle School.

Listing Courtesy of: BRIGHT and Coldwell Banker Realty.

The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. BRIGHT MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.

144 Charles Street

Annapolis, MD 21401