Welcome to 127 Charles Street, a rare opportunity to own a beautifully maintained home in the heart of historic Annapolis. Ideally located near Acton's Cove Waterfront Park, this charming residence offers the perfect blend of historic character, modern comfort, and Annapolis-living convenience. Enjoy easy access to City Dock, Main Street, the U.S. Naval Academy, and the Maryland State House, all just minutes from your front door. As an added bonus, this property conveys with a parking space on King Charles Place, a private road, open to the public only for foot traffic. From the moment you arrive, the home's welcoming curb appeal captures your attention. A sun-drenched front porch, accented by white wooden railings, creates the perfect setting for morning coffee or evening relaxation. Inside, timeless architectural details blend seamlessly with thoughtful updates. Soaring 9-foot ceilings reflect Annapolis' rich history, while beautiful wood floors flow throughout the main living spaces, adding warmth and character. The home features three bedrooms and one full bath on the upper level. The main level features a half-bath that doubles as the laundry room. Outdoor living is equally inviting. A private, fenced paver patio at the rear of the home is surrounded by greenery, creating a peaceful setting for entertaining, dining al fresco, or simply unwinding after a day in town. Nestled within a classic Annapolis streetscape, 127 Charles Street preserves the charm and authenticity of historic Annapolis while offering the modern conveniences today's buyers desire. Whether you're seeking a full-time residence, a weekend retreat, or an opportunity to enjoy one of the most desirable locations in Annapolis, this exceptional home is one you'll be proud to call your own.
Under contract
$750,000
127 Charles St, Annapolis, MD 21401
3beds
1,360sqft
Single Family Residence
Built in 1943
1,380 Square Feet Lot
$794,600 Zestimate®
$551/sqft
$-- HOA
What's special
Historic characterWelcoming curb appealPrivate fenced paver patioSurrounded by greeneryBeautiful wood floorsModern comfortWhite wooden railings
- 14 days |
- 396 |
- 34 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jessica Shamer 410-925-4530,
Berkshire Hathaway HomeServices PenFed Realty 443-627-2900
Source: Bright MLS,MLS#: MDAA2148438
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 680
Heating
- Radiant, Natural Gas
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Gas Water Heater
- Laundry: Main Level
Features
- Attic, Bathroom - Tub Shower, Ceiling Fan(s), Chair Railings, Dining Area, 9'+ Ceilings, Dry Wall
- Flooring: Hardwood, Wood
- Windows: Window Treatments
- Basement: Connecting Stairway,Interior Entry,Unfinished
- Number of fireplaces: 1
Interior area
- Total structure area: 2,040
- Total interior livable area: 1,360 sqft
- Finished area above ground: 1,360
- Finished area below ground: 0
Property
Parking
- Parking features: Parking Space Conveys, Private, On Street, Other
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Pool features: None
Lot
- Size: 1,380 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020600006420400
- Zoning: RESIDENTIAL
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
- Attached to another structure: Yes
Materials
- Wood Siding
- Foundation: Permanent
- Roof: Asphalt
Condition
- Excellent
- New construction: No
- Year built: 1943
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Natural Gas Available
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Annapolis
- Municipality: Annapolis
Financial & listing details
- Price per square foot: $551/sqft
- Tax assessed value: $705,800
- Annual tax amount: $9,757
- Date on market: 6/27/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
Zestimate®
$794,600
Estimated sales range
$755,000 - $834,000
Rent Zestimate®
$3,888/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Contingent | $750,000$551/sqft |
Source: | ||
| 6/27/2026 | Listed for sale | $750,000+25.2%$551/sqft |
Source: | ||
| 8/19/2015 | Sold | $599,000-3.4%$440/sqft |
Source: Public Record Report a problem | ||
| 6/15/2015 | Pending sale | $619,900$456/sqft |
Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8601842 Report a problem | ||
| 4/13/2015 | Listed for sale | $619,900-8.2%$456/sqft |
Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8601842 Report a problem | ||
| 10/6/2014 | Listing removed | $675,000$496/sqft |
Source: Long & Foster Real Estate #AA8300630 Report a problem | ||
| 3/28/2014 | Listed for sale | $675,000+285.7%$496/sqft |
Source: Long & Foster Real Estate #AA8300630 Report a problem | ||
| 5/26/1994 | Sold | $175,000$129/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,757 +3.5% | $680,900 +3.8% |
| 2024 | $9,427 +4% | $656,000 +3.9% |
| 2023 | $9,063 +1.9% | $631,100 |
| 2022 | $8,892 | $631,100 |
| 2021 | $8,892 -0.1% | $631,100 |
| 2020 | $8,899 +7.2% | $631,100 |
| 2019 | $8,299 +9.4% | $631,100 +15.8% |
| 2018 | $7,583 +15.7% | $545,167 +8.6% |
| 2017 | $6,554 | $502,200 +1.3% |
| 2016 | -- | $495,700 +1.3% |
| 2015 | -- | $489,200 +1.3% |
| 2014 | -- | $482,700 |
| 2013 | -- | $482,700 |
| 2012 | -- | $482,700 -8.6% |
| 2011 | -- | $527,830 |
| 2010 | -- | $527,830 |
| 2009 | -- | $527,830 -2.5% |
| 2008 | -- | $541,400 +18.4% |
| 2007 | -- | $457,152 +22.6% |
| 2006 | -- | $372,906 +29.2% |
| 2005 | -- | $288,660 +14.8% |
| 2004 | -- | $251,450 +17.4% |
| 2003 | -- | $214,240 +21% |
| 2002 | -- | $177,030 +4.8% |
| 2001 | -- | $168,940 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Principal & interest
$1,547Mortgage insurance
$0Property taxes
$170Home insurance
$105HOA fees
$0Utilities
Not includedAll calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 21401
Nearby schools
GreatSchools rating
- 5/10Annapolis Elementary SchoolGrades: PK-5Distance: 0.2 mi
- 5/10Wiley H. Bates Middle SchoolGrades: 6-8Distance: 0.8 mi
- 5/10Annapolis High SchoolGrades: 9-12Distance: 4 mi
Schools provided by the listing agent
- District: Anne Arundel County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- $933,6003 bd1 ba1.3k sqft125 Charles St, Annapolis, MD 21401Off Market
Save - $1,023,2003 bd2 ba1.3k sqft123 Charles St, Annapolis, MD 21401Off Market
Save - $1,725,9004 bd2 ba2.6k sqft121 Charles St, Annapolis, MD 21401Off Market
Save 
- $1,823,900-- bd2 ba4.3k sqft131 Charles St, Annapolis, MD 21401Off Market
Save - $1,011,7003 bd3 ba1.4k sqft1 King Charles Pl, Annapolis, MD 21401Off Market
Save - $820,000-- bd1 ba1.4k sqft3 King Charles Pl, Annapolis, MD 21401Off Market
Save - $914,8003 bd2 ba1.6k sqft119 Charles St APT A, Annapolis, MD 21401Off Market
Save - $1,055,4003 bd2 ba1.6k sqft119 Charles St #B, Annapolis, MD 21401Off Market
Save
A local agent can set up tours, give advice and negotiate with sellers.
Similar homes
- $750,0003 bd2 ba1.7k sqft1100 Bay Ridge Ave, Annapolis, MD 21403For Sale
Save 
MLS ID #MDAA2150422, Michele Deckman, TTR Sotheby's International Realty. Bright MLS - $799,0003 bd3 ba1.4k sqft307 Glen Ave, Annapolis, MD 21401For Sale
Save 
MLS ID #MDAA2149470, Danielle Hendon, Corner House Realty. Bright MLS - $824,9952 bd1 ba864 sqft45 Fleet St, Annapolis, MD 21401For Sale
Save 
MLS ID #MDAA2150298, Kevin Stodd, EXP Realty, LLC. Bright MLS - $750,0003 bd2 ba1.7k sqft110 Lake View Dr, Annapolis, MD 21403For Sale
Save 
MLS ID #MDAA2150070, Danielle Franz, EXP Realty, LLC. Bright MLS - $819,0003 bd2 ba1.5k sqft21 Woodlawn Ave, Annapolis, MD 21401For Sale
Save
MLS ID #MDAA2144864, Elizabeth Leighty, Real Broker, LLC - Annapolis. Bright MLS - $774,9002 bd2 ba1k sqft32 Cornhill St, Annapolis, MD 21401For Sale
Save
MLS ID #MDAA2146252, Mark Feen, Coldwell Banker Realty. Bright MLS - $1,099,0003 bd3 ba1.5k sqft20 Shaw St, Annapolis, MD 21401For Sale
Save
MLS ID #MDAA2148526, Kate Hopkins, Coldwell Banker Realty. Bright MLS - $685,0002 bd2 ba1k sqft34 Pinkney St, Annapolis, MD 21401For Sale
Save
MLS ID #MDAA2145798, Alex Tower Sears, TTR Sotheby's International Realty. Bright MLS - $850,0002 bd2 ba1.1k sqft418 Chesapeake Ave, Annapolis, MD 21403For Sale
Save
MLS ID #MDAA2147534, Steve Knopf, Engel & Volkers Annapolis. Bright MLS - $790,0002 bd2 ba1k sqft422 1st St, Annapolis, MD 21403For Sale
Save
MLS ID #MDAA2144296, Cindy Nairn, Coldwell Banker Realty. Bright MLS - $899,0002 bd2 ba1.1k sqft607 Melvin Ave, Annapolis, MD 21401For Sale
Save
MLS ID #MDAA2136076, Joanna Dalton, Coldwell Banker Realty. Bright MLS - $739,9003 bd3 ba1.4k sqft1518 Ridgely Dr, Edgewater, MD 21037For Sale
Save
MLS ID #MDAA2146044, Christin Blunk, Engel & Volkers Annapolis. Bright MLS - $499,9993 bd2 ba1.2k sqft76 Summerfield Dr, Annapolis, MD 21403For Sale
Save
MLS ID #MDAA2142186, Vincent Principe, Keller Williams Flagship. Bright MLS - $795,0002 bd2 ba1.1k sqft1448 West Way, Arnold, MD 21012For Sale
Save
MLS ID #MDAA2146468, Georgia Sears, TTR Sotheby's International Realty. Bright MLS - $589,9004 bd2 ba1.6k sqft3680 1st Ave, Edgewater, MD 21037For Sale
Save
MLS ID #MDAA2148692, Phyllis Elsner, Redfin Corp. Bright MLS - $630,0003 bd2 ba1.7k sqft121 Severn Way, Arnold, MD 21012For Sale
Save
MLS ID #MDAA2148072, Craig Marcum, Long & Foster Real Estate, Inc.. Bright MLS - $549,9953 bd2 ba1.2k sqftSevern House Condo, Annapolis, MD 21403For Sale
Save
MLS ID #MDAA2149778, Carey Laycock, RE/MAX Leading Edge. Bright MLS - $389,0002 bd2 ba902 sqft198 Clay St, Annapolis, MD 21401For Sale
Save
MLS ID #MDAA2139810, Kerry O'Hara, Engel & Volkers Annapolis. Bright MLS - $629,5004 bd3 ba1.8k sqft1240 Viking Dr N, Arnold, MD 21012For Sale
Save
MLS ID #MDAA2149662, Jen Schaub, EXP Realty, LLC. Bright MLS - $875,0002 bd2 ba1.9k sqft328 Oakdale Rd, Pasadena, MD 21122For Sale
Save
MLS ID #MDAA2149472, Laura Merson, Douglas Realty, LLC. Bright MLS
Contact agent
- Maryland
- Anne Arundel County
- Annapolis
- 21401
- 127 Charles St