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$1,595,000
8 Days On Site

123 CHESAPEAKE AVENUE
ANNAPOLIS, MD 21403

For Sale|Townhouse|Active
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,020
SqFt
$528
/SqFt
2007
Built
Subdivision:
EASTPORT
County:
ANNE ARUNDEL
Listing courtesy of TTR Sotheby's International Realty
Call Now: (703) 898-3565
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(703) 898-3565
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123 CHESAPEAKE AVENUE123 CHESAPEAKE AVENUE123 CHESAPEAKE AVENUE123 CHESAPEAKE AVENUE
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Just Listed! Exceptional Lower Eastport property: tastefully updated, semi-detached home with a detached one-bedroom cottage with proven rental income. Enjoy the charm and walkability of Lower Eastport from this 2007-built home on a peaceful, tree-lined street just two blocks from the harbor and close to parks, restaurants, shops and the waterfront. The property offers over 3000 square feet of living space between the main house and the cottage. Two dwellings make up a unique configuration that allows an exceptional degree of flexibility and privacy. Enter the main residence through a classic Eastport front porch, perfect for rocking chairs and enjoying views of the neighborhood. The home features three bedrooms and three-and-a-half baths, a separate dining room, and an open kitchen adjoining a spacious living room. Sliding doors extend the living space to a covered porch overlooking the fenced backyard. Upstairs, the spacious primary suite features a large walk-in closet and adjoining newly renovated bath. A second bedroom with its own hall bath provides privacy for family or guests. Custom plantation shutters throughout the main and top floors add a polished finish and privacy. About 800 square feet of living space on the lower level is currently configured as a family/TV room and third bedroom. Also downstairs are a full bath, laundry, and several storage spaces. This area can be accessed from the interior as well as from its own entrance to the back yard, which allows for added privacy. At the rear of the property is the true standout: a stand-alone 670 square feet, one bedroom, one bath cottage licensed for full-time rental use. Extensively renovated in 2025, the cottage features LVP flooring, kitchen cabinetry, full-size appliances and an updated bathroom. Recently rented for $2,935 per month and garnering more than $35,000 annually, the cottage will be vacant at closing, giving the next owner the flexibility to rent it, use it for family or guests, create a private home office, or accommodate multigenerational living. The current owners have invested more than $100,000 in property upgrades over the past 18 months including new and updated baths; the cottage remodel; extensive electrical, lighting, and hardware upgrades; replacement A/C; interior and exterior painting; and landscaping. Ample street parking, with no parking fees for visitors, is available at this quiet residential end of Eastport. The property’s location between First and Second Streets is approximately two blocks from both Horn Point and Spa Creek. This offers the best of the neighborhood’s relaxed waterfront lifestyle while also remaining close to some of the best restaurants in Annapolis and just over the bridge from downtown Annapolis. This attractively updated Eastport home, complemented by a rentable cottage, presents a unique and appealing opportunity in one of Annapolis’s most popular neighborhoods.

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Listing Snapshot
Price 
$1,595,000
Days On Site 
8 Days
Bedrooms 
4
Inside Area (SqFt) 
3,020 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.08 Acres
Year Built 
2007
MLS® Number 
MDAA2157850
Status 
Active
Property Tax 
$19,532
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
5 days agoStatus changed to Active
a week agoListing first seen on site
General Features
Acres 
0.08
Cross Street 
Second Street
Foundation 
Concrete Perimeter
Levels 
Three Or More
Parking 
On Street
Pets 
Cats OKDogs OKYes
Property Sub Type 
Townhouse
Security 
Smoke Detector(s)
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
2344
SqFt Below 
676
SqFt Total 
3106
Style 
Craftsman
Water Source 
Public
Zoning 
RESIDENTIAL
Interior Features
Appliances 
Gas RangeGas OvenElectric Water HeaterGas Water HeaterRefrigeratorStainless Steel Appliance(s)Microwave
Basement 
FinishedExterior EntryWalk-Out AccessDaylightPartialSump PumpInterior Entry
Cooling 
Central AirCeiling Fan(s)Electric
Fireplace 
Yes
Fireplace Features 
Heatilator
Fireplaces 
1
Flooring 
Wood
Furnished 
Unfurnished
Heating 
ElectricForced AirHeat Pump
Interior 
Ceiling Fan(s)Kitchen IslandHigh CeilingsTray Ceiling(s)Built-in FeaturesOpen Floorplan
Laundry Features 
Lower Level
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Exterior Features
Construction Details 
Vinyl Siding
Exterior 
LightingRain Gutters
Fencing 
PrivacyVinylWood
Lot Features 
Back Yard
Other Structures 
Outbuilding
Patio And Porch 
DeckPatio
Pool Features 
None
Roof 
CompositionShingle
View 
City
Waterfront Features 
Spa Creek, Back Creek, Chesapeake Bay
Waterview 
City
Community Features
School District 
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Schools
School District
ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of TTR Sotheby's International Realty



The real estate listing information is 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 consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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