223 Winchester Beach Drive, Annapolis, MD 21409
- Beds
- 4
- Baths
- 4
- Sqft
- 4,400
- Garage
- Yes
View property features, location on map, relevant school information and overview from seller's agent.
- 2
- 0
Overview
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.
Location
Full feature list
Basic info
- Property type
- House
- Number of bedrooms
- 4
- Number of bathrooms
- 4
- Square feet
- 4,400
- Lot size (acres)
- 0.29
- Year built
- 2005
Interior features
- Basement
- Yes
- Fireplaces
- 1
Exterior features
- Water view
- Yes
- Waterfront
- Waterfront
Garage and parking
- Garage parking spaces
- 2
Utilities
- Heating
- Exhaust fan, Natural gas, Heat pump
- Cooling
- Central air, Electric
- Sewer
- Septic tank
- Water
- Public
Estimated monthly costs
- HOA Fees
- $18
Taxes
- Tax Annual Amount (2024)
- $20,429
Public schools
Disclaimer: Certain information displayed on this listing has been derived from parties other than Final Offer, LLC. Information provided and their sources have been deemed reliable, but accuracy of information is not guaranteed and therefore should be independently verified.
Sourced from: Bright MLS MLS®#: MDAA2111508 Last checked: …

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Long & Foster Real Estate, Inc. participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.