123 CHESAPEAKE AVE, Annapolis, MD 21403
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123 CHESAPEAKE AVE, Annapolis, MD 21403
123 CHESAPEAKE AVE, Annapolis, MD 21403
123 CHESAPEAKE AVE, Annapolis, MD 21403
123 CHESAPEAKE AVE, Annapolis, MD 21403
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Rick Sanderson Jr

Rick Sanderson Jr

+1(856) 905-0830
Listed by Sarah Greenlee Morse • TTR Sotheby's International Realty
$ 1,595,000
Est. payment /mo
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123 CHESAPEAKE AVE Annapolis, MD 21403

4 Beds

5 Baths

3,020 SqFt

UPDATED:

Key Details

Property Type Single Family Home, Townhouse

Sub Type Twin/Semi-Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 3,020 sqft

Price per Sqft $528

Subdivision Eastport

MLS Listing ID MDAA2157850

Style Craftsman

Bedrooms 4

Full Baths 4

Half Baths 1

HOA Y/N N

Abv Grd Liv Area 2,344

Year Built 2007

Available Date 2026-09-30

Annual Tax Amount $19,532

Tax Year 2026

Lot Size 3,526 Sqft

Acres 0.08

Property Sub-Type Twin/Semi-Detached

Source BRIGHT

Property Description

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.

Location

State MD

County Anne Arundel

Zoning RESIDENTIAL

Rooms

Basement Daylight, Partial, Fully Finished, Outside Entrance, Sump Pump, Walkout Stairs, Interior Access

Interior

Interior Features Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Combination Kitchen/Living, Dining Area, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Island, Primary Bath(s), Upgraded Countertops, Wood Floors

Hot Water Electric, Natural Gas

Heating Forced Air, Heat Pump(s)

Cooling Ceiling Fan(s), Central A/C

Flooring Wood

Fireplaces Number 1

Fireplaces Type Corner, Heatilator

Equipment Built-In Microwave, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances

Furnishings No

Fireplace Y

Appliance Built-In Microwave, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances

Heat Source Electric

Laundry Lower Floor

Exterior

Exterior Feature Brick, Deck(s), Patio(s)

Fence Privacy, Rear, Vinyl, Wood

Water Access N

View City

Roof Type Composite,Shingle

Street Surface Black Top

Accessibility None

Porch Brick, Deck(s), Patio(s)

Road Frontage City/County

Garage N

Private Pool No

Building

Lot Description Landscaping, PUD, Rear Yard

Story 3

Foundation Concrete Perimeter

Above Ground Finished SqFt 2344

Sewer Public Sewer

Water Public

Architectural Style Craftsman

Level or Stories 3

Additional Building Above Grade, Below Grade

Structure Type 9'+ Ceilings,Tray Ceilings

New Construction N

Schools

School District Anne Arundel County Public Schools

Others

Pets Allowed Y

Senior Community No

Tax ID 020600003976115

Ownership Fee Simple

SqFt Source 3020

Security Features Smoke Detector

Horse Property N

Special Listing Condition Standard

Pets Allowed Cats OK, Dogs OK

Virtual Tour https://download.dnmq-visuals.com/123_chesapeake_ave-6357/virtual-tour

Bright MLS (BMLS)

NEARBY SCHOOLS & PROPERTIES

Rick Sanderson Jr

Rick Sanderson Jr

Agent License ID: 0790603

+1(856) 905-0830

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123 CHESAPEAKE AVE

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