215 Chester Ave

Annapolis, MD 21403
  • $1,799,000

    Price
  • 4

    Bed
  • 3.5

    Bath
  • 3,421

    SqFt

About the Listing CBRB43 - 3015534

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.

Listing Highlights

Status Pending
Days on Site 107
Property Type Residential
MLS ® MDAA2128708
Year Built 2003
Total Square Footage 3,421
Lot/Acreage 0.14
County Anne Arundel
Neighborhood Eastport

Interior Details

  • Bedrooms: 4
  • Bathrooms: 3 Full / 1 Half
  • Appliances: Built-In Range, Commercial Range, Dishwasher, Disposal, Dryer, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Washer, Water Heater - Tankless
  • Air Cond: Ceiling Fan(s),Central A/C,Programmable Thermostat,Zoned
  • Heating: Forced Air,Programmable Thermostat,Zoned
  • Fireplaces: 2, Fireplace - Glass Doors,Gas/Propane,Stone,Electric,2 Fireplaces
  • Floor: Hardwood,Ceramic Tile
  • Above Ground Sq Ft: 3122
  • Below Ground Sq Ft: 299
  • Basement:
  • Other: Breakfast Area,Built-Ins,Ceiling Fan(s),Combination Dining/Living,Combination Kitchen/Dining,Combination Kitchen/Living,Dining Area,Elevator,Entry Level Bedroom,Exposed Beams,Family Room Off Kitchen,Floor Plan - Open,Kitchen - Eat-In,Kitchen - Gourmet,Primary Bath(s),Recessed Lighting,Sprinkler System,Upgraded Countertops,Window Treatments,Wood Floors,Main Floor Bedrooms: 3
  • Water: Public

Exterior Details

  • Lot Description: Front Yard,Landscaping,Level,Premium,Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: 2 car
  • Parking Spaces: 5
  • Zoning: RESIDENTIAL
  • Roof:
  • Others: Extensive Hardscape,Exterior Lighting,Hot Tub,Street Lights
  • Sewer: Public Sewer
  • Parking Features: Concrete Driveway,Additional Storage Area,Garage - Front Entry,Garage Door Opener,Detached Garage,Driveway,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $16,857
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2024

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215 Chester Ave Annapolis, MD 21403

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Originating MLS: BRIGHT_MAIN

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