3 Chester Ave, Annapolis, MD 21403 | For Sale

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For Sale $1,680,000 ($596.80 per Sq Ft)

$1,680,000 ($596.80 per Sq Ft)
  • (0)
  • 3 Bedrooms
  • 3 Bathrooms
  • 2,815 Sq Ft
  • 5,850 Sq Ft

Description

Step into the heart of Eastport, where charm and convenience meet in this beautifully renovated Cape Cod. Just a short stroll from the water’s edge and downtown Annapolis, this home embodies the Eastport lifestyle — vibrant, nautical, and effortlessly welcoming.

From the moment you enter, natural light pours through every window, illuminating three levels of thoughtfully designed living space. Classic details — arched doorways, hardwood floors, custom built-ins, and rich millwork — blend seamlessly with modern updates, creating a home that feels both timeless and fresh.

The inviting floor plan offers room for every occasion. A serene primary suite with its own fireplace provides a private retreat, while the main-level office doubles as a guest room or den. Formal living room with fireplace and gorgeous dining room set the stage for elegant entertaining The family room invites casual gatherings with another fireflace and access to the screened porch. The updated kitchen is a true centerpiece, with fresh cabinetry, stylish countertops, and a backsplash that ties it all together.

Upstairs, a spiral staircase leads to a sunlit loft with a private balcony — perfect for a creative nook, playroom, or quiet reading space. Outside, the screened porch, fenced yard, and welcoming front porch create effortless indoor-outdoor living, ideal for relaxing or hosting friends.

The basement was recently waterproofed. Practical touches like a mudroom with laundry and off-street parking make everyday life easy.

Beyond the walls, Eastport beckons. Launch your kayak from Horn Point Park, wander streets lined with art and history, or cross the Spa Creek drawbridge to downtown Annapolis and the Naval Academy. From this location, the Chesapeake Bay is your playground — with cruising and fishing destinations like Baltimore’s Inner Harbor, St. Michael’s, Oxford, and Solomon’s Island all within reach.

Annapolis offers the perfect balance of small-town charm and cosmopolitan sophistication, and this Eastport jewel places you right at the center of it all. With quick access to Rt. 50 and 97, Baltimore, BWI, Ft. Meade/NSA, and Washington, DC are just a drive away.

This is more than a home — it’s a lifestyle. Welcome to Eastport.

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


The income description goes here to explain

Expenses

Property Details

List Price $1,680,000
Property Type Single Family Homes
Usable Sqft 2,815
Number of Stories 0 stories
Parking Spots 0 spots
Year Built 1952
Last Sold Unknown
Sold Price Unknown
APN # 020600004881800
MLS # MDAA2131360
Property ID 295355832
Lot Sqft 5,850
Zoning R2NC
Days on Market 55
Original List Price Unknown
Applicances Dishwasher,Disposal,Dryer,Icemaker,Microwave,Refrigerator,Washer,Oven/Range - Electric,Water Heater%
Date Updated January 06, 2026
Date Created November 21, 2025

Listing Provided By

Victor Pascoe an agent of . Lic #597300


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Data last updated: January 15, 2026.
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