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125 S Winchester Rd, 
Annapolis, MD 21409

$8,750,000


5

Beds


7

Baths


11,269

Sq Ft


Single Family

Active

Listed by

Bradley R Kappel

Ttr Sotheby'S International Realty

Last updated:

October 3, 2025, 01:40 PM

MLS#

MDAA2125880

Source:

BRIGHTMLS

About This Home

125 S Winchester Rd

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!

Home Facts

Single Family

7 Baths

5 Bedrooms

Built in 2003

Price Summary

8,750,000

$776 per Sq. Ft.

MLS #:

MDAA2125880

Last Updated:

October 3, 2025, 01:40 PM

Added:

4 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

7

Full Bathrooms:

5

Interior

Living Area:

11,269 Sq. Ft.


Structure

Structure

Architectural Style:

Coastal, Transitional

Building Area:

11,269 Sq. Ft.

Year Built:

2003


Lot

Lot Size (Sq. Ft):

120,661


Finances & Disclosures

Finances

Price:

$8,750,000

Price per Sq. Ft:

$776 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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