See Home Value
$1,425,000
● House - Off Market

144 CHARLES STREET

ANNAPOLIS, MD 21401
bedrooms
4 Beds
bathrooms
3 Baths, 1 Half Bath
square feet
2,089 Ft²
$7,576
Est. Monthly
2.00%
Cap Rate

About This Property

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.
Unit Size
2,089 Ft²
Days on Market
19 days
Land Size
0.05 acres
Price per sqft
$646
Property Type
House
Property Taxes
$947
HOA Dues
-
Year Built
1900

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Last updated: 2 years ago (Bright MLS #MDAA2106388)

Price History

Date / Event Date Event Price
Apr 29, 2025 Sold
Sold
Apr 4, 2025 Listed by Coldwell Banker Realty $1,350,000
Listed by Coldwell Banker Realty
Oct 6, 2021 No longer available -
No longer available
Dec 7, 2020 Sold
Sold
May 28, 2020 In contract -
In contract
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Property Highlights

Air Conditioning

Building Info

Overview

    General

  • Year Built: 1900
  • Effective Year Built: 1900
  • Bedroom Count: 0
  • Bathroom Count: 2
  • Full Bathrooms: 2
  • Partial Bathrooms: 2
  • Building Condition: 0
  • Building Quality: 4
  • Construction Type: 6
  • Building Style: 35
  • Exterior Walls Type: 0
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 3
  • Floor Count: 300
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 9
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 7
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 1,980
  • Total Building Area: 2,080
  • Gross Building Area: 2,080
  • Building Area: 2,080
  • Building Area Measurement: T

    Heating and Cooling

  • Air Conditioning: 13
  • Heating: 1
  • Heated Square Feet: 2,080
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 5
  • Water Service: 6

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000045
  • Standard Land Use Code: 1002
  • County Land Use Code: R-C002
  • Legal Description 1: LT 144 CHARLES ST ANNAPOLIS

Neighborhood

  • School District Name: Anne Arundel County Public Schools
  • Census Tract: 706102

Geography

  • Assessors Map Reference: 52A 19 663
  • Account Number: 00002422507
  • District: 06
  • Parcel: 06-000-02422507
  • Lot: 144
  • Municipality: ANNAPOLIS
  • Latitude: 38.9771
  • Longitude: -76.4913

    Address

  • Full Address: 144 Charles St
  • Address - House Number: 144
  • Address - Street Name: Charles
  • Address - Suffix Type: St
  • State: MD
  • City Name: Annapolis
  • Carrier Code: C002
  • 4-Digit Zip Code: 2621
  • Zip Code: 21401

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $1,025,878
  • Tax Rate Code Area: 001

    Appraisal Valuation

  • Standard Deviation: 0.1657
  • Valuation Date: Mar 20, 2024
  • Confidence Score: 79
  • Final Value: 1,014,542
  • High Value: 1,182,748
  • Low Value: 846,336

    Market Valuation

  • Market Total Value: $714,400
  • Market Land Value: $557,100
  • Market Improvement Value: $157,300

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $714,400
  • Assessed Land Value: $557,100
  • Assessed Improvements Value: $157,300

    Sales

  • Current Sale Contract Date: Jun 19, 2020
  • Current Sale Recording Date: Dec 07, 2020
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Previous Sale Recording Date: Mar 25, 2015
  • Previous Sale Contract Date: Mar 16, 2015
  • Previous Sale Amount: $700,000
  • Previous Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Annapolis


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Frequently Asked Questions

When was property at 144 Charles Street built and last sold?
The property at 144 Charles Street was built in 1900 and last sold on Jun 19, 2020 for $819,093.
How much is this home worth?
The estimated value of the home located at 144 Charles Street is $1,302,464.
What are some comparable homes to 144 Charles Street?
There are currently no comparable homes to 144 Charles Street.