• 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
  • INTERNATIONAL PARTNERSHIP
  • investors

resources

  • WORLD OF ELLIMAN
  • elliman insider
  • magazines
  • market reports
  • research reports
  • Elliman Exclusives
  • Featured Cities
  • guides to buying & selling

brand portfolio

  • new development
  • commercial
  • relocation
  • property management
  • sports & entertainment
  • farm & ranch
  • building broker specialists
  • title services
  • master 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 new york city 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 © 2025 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 JUN 28 2025 AT 8:42 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.

POWERED BY PURLIN.AI

223 WINCHESTER BEACH Dr

annapolis, MD 21409

$4,500,000

  • 4 BR
    4 BA
    APPROX. 4,400 SF
  • contract signed

INTERESTED? LET'S CONNECT

This coastal waterfront home offers a rare combination in the Annapolis area: deep water, wide 10+ mile views, and a flat, level lot that makes enjoying the outdoors effortless. Located just minutes from downtown Annapolis by car or boat, it’s perfectly positioned for both everyday living and weekend entertaining.
Spend your days outside—whether relaxing on the deck, gathering around the stone firepit, cooking in the outdoor kitchen, or heading out from your private 75' pier with two lifts and over 10 feet of water depth. The backyard flows easily to the water, making it ideal for hosting or just enjoying a quiet sunset by the shore.
Inside, the home is filled with natural light and designed for comfort and function. The main level offers open living spaces with expansive water views, a well-equipped chef’s kitchen, and a custom bar for easy entertaining. Upstairs, the primary suite feels like a private retreat with floor-to-ceiling windows, hidden electronic shades, and a spa-style bath built for two.
With four bedroom suites, bonus spaces for work or fitness, and thoughtful details throughout, this is a home built for easy waterfront living in one of Annapolis’ most sought-after neighborhoods.

Details

4,400 Sq Ft

0.29 Private Acres Exterior Space

Other

$210 Annually Maintenance/CC

$20,429 Annual Tax

Built in 2005

MLS/Listing ID MDAA2111508

Amenities & Features

Exhaust Fan

Ice Maker

Dishwasher

Balcony

Recessed Lighting

Window Treatments

Upgraded Countertops

Dining Area

Heating - Natural Gas

Cooling - Central Air

Construction - Hardi Plank Type

Cooktop

Refrigerator

Range Hood

Listing Courtesy of LONG & FOSTER REAL ESTATE, INC., SANDRA K. LIBBY - 410-647-8305

BRIGHT

Source of Data: BRIGHT MLS

Interested in 223 WINCHESTER BEACH Dr?

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: 06/28/2025.
Source: Bright Multiple Listing Service, Inc.

© 2025 Bright Multiple Listing Service, Inc. All rights reserved.