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144 Charles St
Off-Market Call for Pricing
Call for Pricing
- 4 Bedrooms
- 4 Bathrooms
- 2,089 Sq Ft
- 1,980 Sq Ft
Description
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.
Owner
Do you own or manage this property?
This is My PropertyAmenities
Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt
Property Details
| List Price | $1,350,000 |
| Property Type | Single Family Homes |
| Usable Sqft | 2,089 |
| Number of Stories | 0 stories |
| Parking Spots | 0 spots |
| Year Built | 1900 |
| Last Sold | April 28, 2025 |
| Sold Price | 1,425,000 |
| APN # | 020600002422507 |
| MLS # | MDAA2106388 |
| Property ID | 293529297 |
| Lot Sqft | 1,980 |
| Zoning | RESIDENTIAL |
| Applicances | Disposal,Dryer,Oven/Range - Gas,Refrigerator,Washer,Dishwasher% |
| Date Updated | May 06, 2025 |
| Date Created | April 03, 2025 |
| Unit # | Beds | Baths | Current Rent | Proforma Rent |
| Unit #1 | $63,000 | $0 |
Listing Provided By
Katharine J Hopkins an agent of Coldwell Banker Realty. Lic #634990
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Data last updated: December 18, 2025.
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Robert Crawford
REAL ESTATE AGENT