215 Chester Ave, Annapolis, MD 21403
Local realty services provided by:CENTURY 21 Downtown
215 Chester Ave,Annapolis, MD 21403
$1,730,000
- 4 Beds
- 4 Baths
- - sq. ft.
- Single family
- Sold
Listed by: janet l craig
Office: coldwell banker realty
MLS#:MDAA2128708
Source:BRIGHTMLS
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Price summary
- Price:$1,730,000
About this home
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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Home facts
- Year built:2003
- Listing ID #:MDAA2128708
- Added:145 day(s) ago
- Updated:March 01, 2026 at 03:41 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Flooring:Ceramic Tile, Hardwood
- Dining Description:Combination Dining/Living, Combination Kitchen/Dining, Dining Area
- Bathrooms Description:Primary Bath(s)
- Kitchen Description:Breakfast Area, Built-In Range, Built-Ins, Combination Kitchen/Living, Commercial Range, Dishwasher, Disposal, Kitchen - Eat-In, Kitchen - Gourmet, Microwave, Oven/Range - Gas, Range Hood, Recessed Lighting, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Upgraded Countertops, Water Heater - Tankless
- Bedroom Description:Entry Level Bedroom
- Basement:Yes
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C, Programmable Thermostat, Zoned
- Heating:Forced Air, Natural Gas, Programmable Thermostat, Zoned
Structure and exterior
- Year built:2003
- Lot Features:Front Yard, Landscaping, Level, Premium
- Architectural Style:Coastal, Craftsman
- Construction Materials:Frame
- Exterior Features:Balconies- Multiple, Deck(s), Extensive Hardscape, Exterior Lighting, Porch(es), Street Lights
- Levels:3 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,730,000
- Tax amount:$16,857 (2024)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Built-Ins, Carbon Monoxide Detector(s), Ceiling Fan(s), Elevator, Exposed Beams, Recessed Lighting, Security System, Smoke Detector, Sprinkler System, Sprinkler System - Indoor, Window Treatments
Parking
- Parking description:Additional Storage Area, Concrete Driveway, Detached Garage, Garage - Front Entry, Garage Door Opener
- Garage:Yes
- Garage spaces:2
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