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About 125 S WINCHESTER ROAD, Annapolis, Maryland, 21409
This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

Street Address: 125 S WINCHESTER ROAD
City: Annapolis
State: Maryland
Postal Code: 21409
Directions: Take RT. 450 to Boulters Way. Turn left onto S Winchester Road. Take a slight left turn at the Private property sign. Property is gated. Welcome Home!

Property Information :
Listing Status: Active
Size: 11,269 Sqft
MLS #: MDAA2132598
Bedrooms: 5 bd
Bathrooms: 6 ba
Price: $7,500,000
Tax Amount: 25288
Construction Status: Built in 2003
Last Modified : Apr 21 2026 12:00PM

Courtesy of: Bradley Kappel, TTR Sotheby's International Realty (MLS# TTRS9)
Source MLS: BRIGHT