Craftsman
123 CHESAPEAKE AVENUE
ANNAPOLIS, MD 21403
MLS#: MDAA2157850
$1,595,000
Property
Beds
4
Full Baths
4
1/2 Baths
1
Year Built
2007
Sq.Footage
3,020
COMING SOON - expected on the market September 30th. Attractive Lower Eastport opportunity: beautifully updated, semi-detached home with a fully fenced backyard and detached cottage with proven rental income. Enjoy the charm and walkability of Lower Eastport from this thoughtfully updated 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 tree-lined street. 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 overlooks the backyard and 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 well as from its own door 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 a property refresh 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.
Features & Amenities
Interior
-
Other Interior Features
Ceiling Fan(s), Kitchen Island, High Ceilings, Tray Ceiling(s), Built-in Features, Open Floorplan
-
Total Bedrooms
4
-
Bathrooms
4
-
1/2 Bathrooms
1
-
Above Grade Finished Area
2344.0
-
Basement YN
YES
-
Cooling YN
YES
-
Cooling
Central Air, Ceiling Fan(s), Electric
-
Fireplace YN
YES
-
Heating YN
YES
-
Heating
Electric, Forced Air, Heat Pump
-
Pet friendly
Cats OK, Dogs OK, Yes
Exterior
-
Garage
No
-
Construction Materials
Vinyl Siding
-
Other Exterior Features
Lighting, Rain Gutters
-
Parking
On Street
-
Patio and Porch Features
Deck, Patio
-
Pool
No
-
Waterfront YN
NO
-
View
City
Area & Lot
-
Lot Features
Back Yard
-
Lot Size(acres)
0.08
-
Lot Size(square feet)
3,526
-
Property Type
Residential
-
Property Sub Type
Townhouse
-
Architectural Style
Craftsman
Price
-
Sales Price
$1,595,000
-
Tax Amount
$19,532
-
Sq. Footage
3,020
-
Price/SqFt
$528
HOA
-
Association
No
Property Resources
-
Horse Property
NO
School District
-
Elementary School
N/A
-
Middle School
N/A
-
High School
N/A
Property Features
-
New Construction
NO
-
Foundation Details
Concrete Perimeter
-
Senior Community YN
NO
-
Sewer
Public Sewer
-
Water Source
Public
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Location
County
ANNE ARUNDEL
Elementary School
Middle School
High School
Listing Courtesy of Sarah Greenlee Morse, TTR Sotheby's International Realty
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Salesperson, Realtor
Phil Herbert
Call Phil today to schedule a private showing.
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