123 Chesapeake Avenue Annapolis, MD 21403
Listing Courtesy of: BRIGHT IDX / Listed By: Ttr Sotheby's International Realty

  123 Chesapeake Avenue Annapolis, MD 21403

Coming Soon
$1,595,000 (USD)
4
BED
5
BATH
3,020
SQFT

Description

COMING SOON - expected on the market September 30th. Enjoy the historic and neighborhood charm of Lower Eastport in this beautifully renovated, turn-key home on a peaceful, tree-lined street just blocks from the water, parks, shops, and restaurants. The property features a three-bedroom, three-and-a-half-bath main house and a one-bedroom cottage at the rear of the property, providing an additional bedroom and full bath along with the privacy and independence of a separate dwelling. The current owners have invested more than $100,000 in renovations since 2024.The main house, built in 2007, is thoughtfully designed for entertaining with an open kitchen, adjoining living room, separate dining space, front and back porches with seating areas, and a fully fenced backyard. Upstairs, the spacious ensuite primary bedroom overlooks the backyard and features a large walk-in closet and adjoining bath. A second bedroom and hallway full bath complete the upper level.The lower level is currently used as a family room and third bedroom and includes a full bath, laundry, additional storage, and a private outside entrance. Custom plantation shutters throughout enhance the aesthetic appeal of the home, offer excellent light control, and provide privacy.At the rear of the property, the cottage is a valuable addition with an upstairs bedroom, full bath, kitchen, living and dining area, and laundry. It is ideal for housing family members or guests or generating rental income. The cottage has its own electric meter and is licensed for rental; current owners have generated nearly $36,000 in rental income over the past 12 months from long-term tenants.With its prime Lower Eastport setting, quality updates, and separate cottage, this property offers exceptional flexibility for family, guests, or rental income. This combination is uncommon in Annapolis and offers a truly distinctive opportunity.Note: Finished square footage and bedroom and bathroom totals reflect the combined main house and cottage. The main house has 2,344 finished square feet plus 86 unfinished square feet; the cottage has 667 finished square feet.

MLS #:
MDAA2157850
Taxes
$19,532(2026)
Lot Size
3,526 SQFT
Type
Single-Family Home
Year Built
2007
Style
Craftsman
School District
Anne Arundel County Public Schools
County
Anne Arundel County

Listed By

Sarah Greenlee Morse, Ttr Sotheby's International Realty
Source
BRIGHT IDX
Last checked Sep 26 2026 at 7:37 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathroom: 1
Interior Features
  • Dining Area
  • Built-Ins
  • Wood Floors
  • Refrigerator
  • Oven/Range - Gas
  • Breakfast Area
  • Family Room Off Kitchen
  • Upgraded Countertops
  • Kitchen - Island
  • Floor Plan - Open
  • Combination Kitchen/Living
  • Walls/Ceilings: Tray Ceilings
  • Built-In Microwave
  • Formal/Separate Dining Room
  • Stainless Steel Appliances
  • Walls/Ceilings: 9'+ Ceilings
  • Ceiling Fan(s)
  • Primary Bath(s)
  • Bathroom - Walk-In Shower
Subdivision
  • Eastport
Lot Information
  • Landscaping
  • Rear Yard
  • Pud
Property Features
  • Above Grade
  • Below Grade
  • Fireplace: Heatilator
  • Fireplace: Corner
  • Foundation: Concrete Perimeter
Heating and Cooling
  • Heat Pump(s)
  • Forced Air
  • Central A/C
  • Ceiling Fan(s)
Basement Information
  • Outside Entrance
  • Fully Finished
  • Sump Pump
  • Partial
  • Daylight
  • Walkout Stairs
  • Interior Access
Flooring
  • Wood
Exterior Features
  • Vinyl Siding
  • Roof: Shingle
  • Roof: Composite
Utility Information
  • Sewer: Public Sewer
  • Fuel: Electric
Stories
  • 3
Living Area
  • 3,020 sqft
Location
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time

Powered by Walk Score®
Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 9/26/26 12:37