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$1,799,000
72 Days On Site

215 CHESTER AVENUE
ANNAPOLIS, MD 21403

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,421
SqFt
$526
/SqFt
2003
Built
Subdivision:
EASTPORT
County:
ANNE ARUNDEL
Listing courtesy of Coldwell Banker Realty

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215 CHESTER AVENUE215 CHESTER AVENUE215 CHESTER AVENUE215 CHESTER AVENUE
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EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. Immerse yourself in the quintessential Eastport lifestyle with this inviting Craftsman-style residence, ideally located just moments from the water access at Davis Park and the vibrant offerings of Eastport and downtown Annapolis. This beautifully maintained home spans three thoughtfully designed levels and features four bedrooms, three and a half baths, an elevator, and comfortable sitting areas on every floor. Highlights include a gourmet kitchen, warm living spaces with a fireplace, rich wood flooring, a generous dining area, and a reverse floor plan that captures light, views, and a relaxed coastal feel—making every day feel like a getaway. The entry level is perfect for hosting family and friends, offering three bedrooms, including a private ensuite with direct access to the deck and hot tub, plus two additional bedrooms served by a hall bath. The second level is devoted to the primary retreat, featuring an open sitting area overlooking the level below, a spacious bedroom, a private deck with peaceful backyard views, and a luxurious spa-inspired bath. The top level serves as the heart of the home, complete with an expansive partially covered balcony where you can enjoy seasonal glimpses of Back Creek from an exceptionally private setting. Outdoor spaces are equally impressive, with a welcoming front porch and a large, fenced rear yard featuring a deck, hot tub, and pergola—ideal for entertaining, grilling, or simply soaking in the Eastport vibe. A detached garage with driveway provides rare and valuable off-street parking for multiple vehicles. Above the garage, a finished space with a separate entrance offers endless flexibility for guests, a home office, studio, or rental opportunity. This property also presents excellent potential as a VRBO or Airbnb, offering year-round income possibilities in one of Annapolis’s most sought-after neighborhoods. Buyer should check current licensing regulations for Annapolis. Enjoy leisurely strolls through Eastport’s artistic, maritime streets to acclaimed restaurants, pubs, and charming street-end parks, one is right next door. Downtown Annapolis and the Naval Academy are just steps away via the Spa Creek drawbridge or a quick ride on the water taxi. From here, you’re also close to premier cruising and fishing waters, with easy access to destinations like Baltimore’s Inner Harbor, St. Michaels, Oxford, and Solomon’s Island. Conveniently located approximately five miles from Routes 50 and 97, with direct access to Baltimore, BWI, Fort Meade/NSA, and Washington, DC, this home offers the perfect blend of coastal charm, walkable convenience, and sophisticated living. Welcome to Eastport living at its best.

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Listing Snapshot
Price 
$1,799,000
Days On Site 
72 Days
Bedrooms 
4
Inside Area (SqFt) 
3,421 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.14 Acres
Year Built 
2003
MLS® Number 
MDAA2128708
Status 
Active
Property Tax 
$16,857
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
5 hours agoListing updated with changes from the MLS®
2 weeks agoPrice changed to $1,799,000
2 months agoListing first seen on site
General Features
Acres 
0.14
Foundation 
Other
Garage 
Yes
Garage Spaces 
2
Levels 
Three Or More
Parking 
Garage Door OpenerConcreteGarageDrivewayDetached
Parking Spaces 
5
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)Carbon Monoxide Detector(s)Security System
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
3122
SqFt Below 
299
SqFt Total 
3720
Style 
CoastalCraftsman
Water Source 
Public
Zoning 
RESIDENTIAL
Interior Features
Appliances 
RangeGas RangeGas OvenCooktopGas Water HeaterBuilt-In RangeDishwasherDisposalDryerMicrowaveRange HoodRefrigeratorStainless Steel Appliance(s)WasherTankless Water Heater
Basement 
Other
Cooling 
Central AirCeiling Fan(s)ZonedElectric
Fireplace 
Yes
Fireplace Features 
GasStoneElectricGlass Doors
Fireplaces 
2
Flooring 
WoodHardwoodCeramic Tile
Heating 
Natural GasForced AirZoned
Interior 
Eat-in KitchenCeiling Fan(s)ElevatorRecessed LightingVaulted Ceiling(s)Beamed CeilingsBuilt-in FeaturesOpen Floorplan
Laundry Features 
Main Level
Main Level Bedrooms 
3
Spa 
Yes
Window Features 
Window CoveringsWindow Treatments
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Exterior Features
Construction Details 
Frame
Exterior 
BalconyLighting
Lot Features 
Front YardLevel
Patio And Porch 
PorchDeck
Pool Features 
None
Spa 
Yes
View 
WaterCreek/Stream
Waterfront Features 
Back Creek
Waterview 
WaterCreek/Stream
Windows/Doors 
Window CoveringsWindow Treatments
Community Features
Accessibility Features 
Accessible Elevator Installed
Community Features 
Street Lights
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 Coldwell Banker Realty



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Neighborhood & Commute
Source: Walkscore
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