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4 Beds
4 Baths
4,400 sqft

$4,500,000

223 WINCHESTER BEACH DRIVE, ANNAPOLIS MD, 21409

Price per sqft$1,022.73
Built in2005
Property size4,400 sqft
Property typeResidential

Overview

Sold

Closed-bright

Listed Jun 18, 2025

Updated 4 days ago

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.

Additional information

MLS® ID
MDAA2111508

Interior Features

Bedrooms
4
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.29 Acres

Other Property Details

Taxes
$20,429
Tax Frequency
Annually
Association Fee Frequency
Yearly
Garage
Yes
View
Yes
Waterfront
Yes
55+/Senior Community
No
MLS provider logo

Listed by Long & Foster Real Estate, Inc.
Listing Contact: 4106478305 

The IDX display contains information sourced from the Bright MLS, Inc. as of 10/20/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

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Data last updated on 10/20/2026 at 9:14 PM UTC

 

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