Maryland
Annapolis
313 CHESAPEAKE AVENUE

$1,500,000

313 CHESAPEAKE AVENUE, Annapolis, MD 21403

3 beds |
2 baths |
2,576 sqft

Single-Family Home
Built in 1925
4,356sqft lot
1 car garage
$582/sqft
Listed 9 days ago

Property Description

Step into timeless charm and refined living in the heart of Eastport. This beautifully maintained 3-bedroom, 2-bathroom Craftsman-style home offers over 3,400 square feet of versatile living space and an unbeatable location just three blocks from the water. Originally built in 1925 and thoughtfully updated, this residence effortlessly blends classic architectural detail with modern luxury. Inside, you'll find gleaming hardwood floors, 9-foot ceilings, and natural light pouring through large windows. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, a commercial-grade stove, and generous prep space—perfect for entertaining or crafting everyday meals. Both full bathrooms have been stylishly updated, reflecting a blend of historic charm and contemporary design. The converted garage offers a flexible space ideal for a gym, studio, or home office—adaptable to fit your lifestyle needs. Outside, enjoy a landscaped, fenced yard and a welcoming front porch that invites quiet mornings and evening gatherings. Located in one of Annapolis’s most sought-after waterfront communities, this Eastport gem is just moments from marinas, local restaurants, and community beach access. Whether you’re kayaking on Spa Creek or walking to downtown Annapolis, the Eastport lifestyle is unmatched. This home is perfect as a primary residence for those who value walkability, character, and coastal living. Don’t miss the opportunity to own a slice of historic Eastport with all the conveniences of modern luxury.

Listing Status:: Active
Date Added:: May 30, 2025 at 05:00AM
Listing Office:: Keller Williams Flagship : 4107297700
Listing Agent:: Christopher Sidoriak : 4435385743
MLS ID:: MDAA2109252

General: Combination Dining/LivingCrown MoldingsEntry Level BedroomFamily Room Off KitchenKitchen - GourmetPrimary Bath(s)Walk-in Closet(s)Wet/Dry BarWood FloorsWine StorageBathroom - Soaking TubBathroom - Stall ShowerCeiling Fan(s)Floor Plan - TraditionalRecessed Lighting
Appliances: Built-In MicrowaveBuilt-In RangeDishwasherDisposalDryerRefrigeratorWasherExhaust FanOven/Range - GasStainless Steel AppliancesStoveWater Heater
Laundry: Upper FloorHas LaundryDryer In UnitWasher In Unit
Basement: Connecting StairwayDaylightPartialFullInterior AccessPoured ConcreteWindows
Flooring: Hardwood
A/C: Central A/CZoned
Heating: YRadiantHeat Pump(s)Natural GasElectric
Fireplace: WoodMantel(s)FireplaceFireplaces: 1
Disability Feature: None

This listing courtesy of Christopher Sidoriak, Keller Williams Flagship

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Eastport Elementary School

420 Fifth St, Annapolis, MD, 21403

Grades PK-5

0.15 miles away

Annapolis Middle School

1399 Forest Dr, Annapolis, MD, 21403

Grades 6-8

1.87 miles away

Annapolis High School

2700 Riva Rd, Annapolis, MD, 21401

Grades 9-12

4.57 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.