• Buy
  • Rent
  • Sell
  • Agents
New DevelopmentWorld of Elliman
The latest in luxury property, lifestyle & culture, curated just for you.

Company

  • About Us
  • Leadership
  • Offices
  • Press & News
  • Elliman Cares
  • Join as an Agent
  • Careers
  • Elliman Global
  • Investors

Resources

  • World of Elliman
  • Elliman Insider
  • Magazines
  • Market Reports
  • Research Reports
  • Elliman Private Listings
  • New Elliman Exclusives
  • Featured Cities
  • Guides to Buying & Selling

Brand Portfolio

  • New Development
  • Commercial
  • Relocation
  • Sports & Entertainment
  • Farm & Ranch
  • Building Broker Specialists
  • Title Services
  • Estate, Trust & Probate

  • California
  • Colorado
  • Connecticut
  • Florida
  • Massachusetts
  • Mid-Atlantic
  • Nevada
  • New Jersey
  • New York
  • New York City
  • Texas
  • Vermont
  • Site Map
  • Terms
  • Privacy
  • Cookie Preferences
  • Do Not Sell or Share My Personal Information
  • NYS Housing Discrimination Disclosure Notice & Form
  • NYS Standard Operating Procedure
  • NYS Tenants' Rights to Reasonable Accommodations for persons with disabilities
  • California Consumer Privacy Act Notice
  • Texas Consumer Protection Notice
  • Texas Real Estate Commission Information About Brokerage Services
  • Text of NYC Human Rights Law
  • New York City Commission on Human Rights
  • NYC Source of Income Discrimination Information
  • NYC Source of Income Discrimination Tenant FAQs

THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. FOR COLORADO VIEWERS, INFORMATION ABOUT NON-COMMERCIAL PROPERTIES IS PROVIDED EXCLUSIVELY FOR YOUR PERSONAL, NON-COMMERCIAL USE.

575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2026 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. LISTING DATA REFRESHED ON MAR 16 2026 AT 8:35 AM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

SCAMMERS ARE IMPERSONATING REAL ESTATE AGENTS AND USING ACTIVE LISTINGS TO REQUEST FAKE DEPOSITS. SHOULD YOU HAVE A QUESTION ABOUT THE LEGITIMACY OF A DOUGLAS ELLIMAN AGENT OR LISTING, PLEASE CONTACT THE AGENT DIRECTLY VIA THE “AGENTS” LINK IN THE TOP MENU. DOUGLAS ELLIMAN WILL NEVER ASK FOR ANY PAYMENT TO RESERVE, HOLD, OR VIEW A PROPERTY. THESE CHARGES ARE PROHIBITED UNDER NEW YORK LAW. IF YOU RECEIVE A SUSPICIOUS REQUEST FOR MONEY, DO NOT SEND FUNDS. REPORT IT TO THE NYS DEPARTMENT OF STATE AND NOTIFY DOUGLAS ELLIMAN. YOU CAN READ THE NEW YORK STATE DEPARTMENT OF STATE'S CONSUMER ALERT HERE.

POWERED BY PURLIN.AI

400 CHESAPEAKE Ave 2-101

annapolis, MD 21403

$2,150,000

  • 3 BR
    3 BA, 1 HALF BA
    approx. 2,566 SF

Interested? Let's Connect

Embrace the ease of true coastal living in this beautifully appointed home, ideally situated just a short stroll from the waterfront and the bustling center of Downtown Annapolis. Blending classic seaside charm with refined finishes, this meticulously curated home features stunning interiors, where every detail reflects superior craftsmanship and thoughtful design. Rich hardwood flooring, custom moldings, and plantation shutters in the living room establish a sophisticated ambiance throughout. The formal living room, anchored by a gas fireplace, offers an inviting yet polished setting for both intimate evenings and gracious entertaining. At the heart of the home, the gourmet kitchen is impeccably appointed with professional-grade Thermador appliances, an expansive Silestone center island, and a custom-designed polished nickel pot rack by Ann Morris—a striking statement of artistry and function. Step out to the covered patio overlooking the thoughtfully designed gardens, creating a seamless transition between refined interiors and serene outdoor living. The primary suite is a sanctuary of comfort and privacy, featuring two substantial walk-in closets, a spa-inspired bath and a private balcony. A separate den on the primary suite level with its own balcony provides space for a study or a quiet reading room. The third level features two additional ensuite bedrooms both with vaulted ceilings, one offers a private balcony and the other a French balcony - both bathed in natural light and architectural character. Completing this exceptional offering is a detached two-car garage with unfinished storage above and the added exclusivity of private gated parking. The large unfinished lower level is perfect for extra storage! Perfectly positioned within walking distance to Downtown Annapolis’ acclaimed restaurants, boutiques, and cultural attractions, this home presents a rare opportunity to experience coastal living with grace, sophistication, and enduring style.

Details

2,566 Sq Ft

2,252 Sq Ft Lot Size

other

$18,008 Annual Tax

Built in 2019

MLS/Listing ID MDAA2137608

Amenities & Features

Construction - Hardi Plank Type

Disposal

Refrigerator

Stainless Steel Appliance(s)

Washer/Dryer Stacked

Walk-in Closets

Recessed Lighting

Pantry

Kitchen Island

Dining Area

Ceiling Fans

Heating - Natural Gas

Block

Natural Wood

Ceramic Tile

Carpet

Cooling - Central Air

Style - Coastal

Dishwasher

Pets Allowed

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 400 CHESAPEAKE Ave 2-101?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 03/16/2026.
Source: Bright Multiple Listing Service, Inc.

© 2026 Bright Multiple Listing Service, Inc. All rights reserved.