$4,500,000

beds

baths

4,400

square ft

223 Winchester Beach Drive

Annapolis, Maryland 21409

Closed / MLS #MDAA2111508 / Single Family / Annapolis

Listing information updated 6/18/2025 at 2:41pm

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.

Full Features

Architecture Style:

Transitional

Exterior Type:

Extensive Hardscape,Outside Shower,Private Beach,BBQ Grill,Exterior Lighting

Beds Above Grade:

Cooling System:

Central A/C

Heating System:

Heat Pump(s)

Appliances:

Cooktop - Down Draft, Dishwasher, Dryer - Front Loading, Energy Efficient Appliances, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Oven - Wall, Range Hood, Refrigerator, Washer - Front Loading, Water Dispenser, Cooktop

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

20 Years

Roof Type:

Asphalt

Parking Type:

Asphalt Driveway

Parking Spaces:

Garage:

Garage

Water Front:

Yes

Water Features:

Private Dock Site

Square Feet:

4,400

Lot Size:

12844.00 Square Feet

Acreage:

0.29

Internal Features:

Kitchen - Gourmet, Breakfast Area, Dining Area, Primary Bath(s), Built-Ins, Chair Railings, Upgraded Countertops, Window Treatments, Wet/Dry Bar, Wood Floors, WhirlPool/HotTub, Recessed Lighting, Floor Plan - Open

Taxes & Assessments

Tax Amount:

$20,429

Tax Year:

2024

Assessments:

$210 / year

Location

Zip Code:

21409

City:

Annapolis

County:

Anne Arundel

Schools

School District(s):

ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Elementary School:

Arnold

Middle School:

Severn River

High School:

Broadneck

Architecture Style:

Transitional

Exterior Type:

Extensive Hardscape,Outside Shower,Private Beach,BBQ Grill,Exterior Lighting

Beds Above Grade:

Cooling System:

Central A/C

Heating System:

Heat Pump(s)

Appliances:

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

20 Years

Roof Type:

Asphalt

Parking Type:

Asphalt Driveway

Parking Spaces:

Garage:

Garage

Water Front:

Yes

Water Features:

Private Dock Site

Square Feet:

4,400

Lot Size:

12844.00 Square Feet

Acreage:

0.29

Internal Features:

Tax Amount:

$20,429

Tax Year:

2024

Assessments:

$210 / year

Zip Code:

21409

City:

Annapolis

County:

Anne Arundel

School District(s):

ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Elementary School:

Arnold

Middle School:

Severn River

High School:

Broadneck

Listing Office: Long & Foster Real Estate, Inc.

Listing Office Phone: 410.263.3400

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