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$1,425,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,689 Sq. Ft.
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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.

Full Property Details for 144 Charles St

General

  • Sold For: $1,425,000
  • Taxes: $11,366 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDAA2106388
  • Added to Site: 356 day(s) ago

Interior

  • Rooms/Areas: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Basement, Laundry, Bathroom 1, Bathroom 2, Bathroom 3, Primary Bathroom
  • Interior Features: Breakfast Area, Built-Ins, Crown Moldings, Dining Area, Kitchen - Gourmet, Primary Bath(s), Upgraded Countertops, Wood Floors
  • Appliances: Disposal, Dryer, Oven/Range - Gas, Refrigerator, Washer, Dishwasher
  • Flooring: Hardwood, Solid Hardwood, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper 2 - Full Baths: 1
  • Upper Floor Baths: 3
  • Upper - Full Baths: 3
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1
  • Primary Bathroom: Primary Bathroom - D, Upper 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4
  • Bedrooms-Up2: 2
  • Primary Bedroom: Primary Bedroom - Flooring - HardWood, Attached Bathroom, Window Treatments, Ceiling Fan(s), Upper 1
  • Bedroom 1: Bedroom 3 - Flooring - HardWood, Window Treatments, Attached Bathroom, Upper 2
  • Bedroom 2: Bedroom 4 - Flooring - HardWood, Attached Bathroom, Window Treatments, Upper 2
  • Bedroom 3: Bedroom 2 - Flooring - HardWood, Built-Ins, Window Treatments, Upper 1

Other Rooms

  • Family Room: Family Room - Flooring - HardWood, Window Treatments, Ceiling Fan(s), Lighting - Recessed, Main
  • Kitchen: Kitchen - Attached Bathroom, Breakfast Bar, Built-Ins, Countertop(s) - Quartz, Dining Area, Flooring - HardWood, Kitchen - Eat-in, Kitchen - Gas Cooking, Lighting - Ceiling, Main
  • Dining Room: Dining Room - Flooring - HardWood, Built-Ins, Wet Bar, Window Treatments, Main
  • Laundry: Upper Floor, Washer In Unit, Dryer In Unit, Has Laundry, Upper 1

Exterior

  • Exterior Features: Extensive Hardscape, Exterior Lighting
  • Porch/Patio/Deck: Deck(s), Patio(s)

Parking

  • Parking Type: On Street

Location

  • Municipality: Annapolis
  • County: Anne Arundel
  • Development Name: Historic District
  • Subdivision: Historic District
  • Cross Streets: Duke of Gloucester
  • Driving Directions: use gps
  • Direction Faces: West
  • Historic District: Yes
  • City Limits: Yes

School Information

  • School District: Anne Arundel County Public Schools

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electric Available, Natural Gas Available, Sewer Available, Water Available

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Structure Type: Twin/Semi-Detached
  • Construction: Other, Wood Siding
  • Basement: Yes
  • Basement Desc.: Unfinished
  • Windows: Wood Frame
  • Doors: French
  • Stories/Levels: 0
  • Stories Description: Main, Upper 1, Upper 2
  • Square Feet: 2,689
  • Sq. Ft. Source: Estimated
  • Living Area: 2,089 Sq. Ft.
  • Year Built: 1900
  • Year Built Source: Assessor
  • Property Condition: Excellent

Lot Features

  • Lot Size (Acres): 0.05
  • Lot Size (Sq. Ft.): 1,980
  • Lot Size Source: Assessor
  • Zoning: RESIDENTIAL

Financial Considerations

  • Price Per Sq. Ft.: $646.24
  • City/TownTax: $5,837
  • City/TownTax Freq: Annually
  • County Tax: $5,529
  • County Tax Freq: Annually
  • Tax w/Assessment: $790,933
  • Tax Amount: $11,366
  • Tax Year: 2024
  • Terms: Standard Sale
  • Tax Total Finished Sq. Ft.: 2089

Disclosures and Reports

  • Ownership: Fee Simple
  • Inclusions: Sonos sound system, wall mounted TVs, security system

Meet the listing agent

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— 144 Charles St —

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NMLS#: 1598647

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Schools serving 144 Charles St

School District:Anne Arundel County Public Schools
NameGradesDistance
Annapolis Elementary School
180 Green Street, Annapolis, MD 21401
PK-50.2 mi
Wiley H. Bates Middle School
701 Chase Street, Annapolis, MD 21401
6-80.8 mi
Annapolis High School
2700 Riva Road, Annapolis, MD 21401
9-124 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 144 Charles St

Date
Details
Price
Change
Source
4/29/2025
Sold
$1,425,000
5.56%
MLS
4/04/2025
Listed
$1,350,000
—
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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144 Charles Street, Annapolis, MD 21401 (MLS# MDAA2106388) is a Single Family property that was sold at $1,425,000 on April 29, 2025. This property was listed by Let's Move Crew from our Annapolis Church Circle Office.Want to learn more about 144 Charles Street? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.