Coldwell Banker Home Page
Local Realty Service Provided By: Coldwell Banker Realty
Property view
Listing view 2
Listing view 3

215 Chester Ave, 
Annapolis, MD 21403

$1,950,000


4

Beds


4

Baths


3,421

Sq Ft


Single Family

Active

Listed by

Janet Craig

Last updated:

October 25, 2025, 10:10 AM

MLS#

MDAA2128708

Source:

BRIGHTMLS

Company Logo

About This Home

215 Chester Ave

Embrace the Eastport lifestyle in this charming craftsman just steps from the water and downtown Annapolis. This beautifully maintained home offers 4 bedrooms, 3.5 baths, an elevator, and sitting areas on each level. The reverse floor plan features a gourmet kitchen, dining area, and living room with fireplace and wood floors. The second level primary suite has a private deck and spa-like bath. The entry level includes an en suite bedroom with deck and hot tub access, 2 additional bedrooms and hall bathroom. Enjoy seasonal Back Creek views from the upper balcony and relax in the spacious yard with pergola and hot tub. A rare driveway with 2 car detached garage and finished space above offers endless options. Walk to restaurants, pubs and parks. Perfect blend of Eastport charm and coastal sophistication!

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 2003

Price Summary

1,950,000

$570 per Sq. Ft.

MLS #:

MDAA2128708

Last Updated:

October 25, 2025, 10:10 AM

Added:

6 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

3,421 Sq. Ft.


Structure

Structure

Architectural Style:

Coastal, Craftsman

Building Area:

3,421 Sq. Ft.

Year Built:

2003


Lot

Lot Size (Sq. Ft):

6,098


Finances & Disclosures

Finances

Price:

$1,950,000

Price per Sq. Ft:

$570 per Sq. Ft.

215 Chester Ave
Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s 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 is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Bright Mls All rights reserved.
See this home in person
215 Chester Ave
Attend an upcoming open house
Sun, Oct 26
11:00 AM01:00 PM

Contact an Agent

Yes, I would like more information from Coldwell Banker. Please use and/or share my information with a Coldwell Banker agent to contact me about my real estate needs.

By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

 

Contact an Agent

Yes, I would like more information from Coldwell Banker. Please use and/or share my information with a Coldwell Banker agent to contact me about my real estate needs.

By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.