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223 Winchester Beach Dr, 
Annapolis, MD 21409

$4,500,000


4

Beds


4

Baths


4,400

Sq Ft


Single Family

Pending

Listed by

Sandra K. Libby

Long & Foster Real Estate, Inc.

Last updated:

June 16, 2025, 07:28 AM

MLS#

MDAA2111508

Source:

BRIGHTMLS

About This Home

223 Winchester Beach Dr

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.

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 2005

Price Summary

4,500,000

$1,022 per Sq. Ft.

MLS #:

MDAA2111508

Last Updated:

June 16, 2025, 07:28 AM

Added:

11 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

4

Interior

Living Area:

4,400 Sq. Ft.


Structure

Structure

Architectural Style:

Transitional

Building Area:

4,400 Sq. Ft.

Year Built:

2005


Lot

Lot Size (Sq. Ft):

12,632


Finances & Disclosures

Finances

Price:

$4,500,000

Price per Sq. Ft:

$1,022 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright MLS is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Bright MLS All rights reserved.

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