125 S Winchester Rd, ANNAPOLIS, MD

$8,750,000

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5

Beds

6

Baths

11,269

Square feet

2.77

Acres

About 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!

Features of 125 S Winchester Rd

MLS® # MDAA2125880
Price $8,750,000
Bedrooms 5
Bathrooms 6.00
Full Baths 5
Half Baths 2
Square Footage 11,269
Acres 2.77
Year Built 2003
Type Residential
Sub-Type Detached
Style Coastal, Transitional
Status Active

Community Information

Address 125 S Winchester Rd
Subdivision NONE AVAILABLE
City ANNAPOLIS
County ANNE ARUNDEL-MD
State MD
Zip Code 21409
Senior Community N

Amenities

Amenities Bathroom - Jetted Tub, Bathroom - Walk-In Shower, CeilngFan(s), Formal/Separate Dining Room, Pantry, Master Bath(s), Recessed Lighting, Sprinkler System, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wet Bar/Bar, Wpool Jets, Shades/Blinds, Wine Storage, Additional Stairway, Bar
Parking Type Attached Garage, Driveway
# of Garages 3
Garages Additional Storage Area, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
View River, Panoramic, Garden/Lawn, Scenic Vista, Water
Is Waterfront Yes
Waterfront River
Pool Type Yes - Personal
Pool Pool (In-Ground), Pool/Spa Combo, Negative Edge/Infinity

Interior

Interior Features Floor Plan-Open
Appliances Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrg/Frz, Freezer, Icemaker, Microwave, Oven/Range-Gas, Oven-Double, Range hood, Refrigerator, Six burner stove, Stainless Steel Appliances, Washer, Water Conditioner, Water Heater, Trash Compactor
Heating Forced Air, Programmable Thermostat, Zoned
Cooling Ceiling Fan(s), Central A/C, Programmable Thermostat, Zoned
Fireplace Yes
# of Fireplaces 3
Fireplaces Fireplace - Glass Doors, Gas/Propane, Mantel(s), Marble, Stone
# of Stories 4
Stories 4
Has Basement Yes
Basement Connecting Stairway, Daylight, Partial, Full, Fully Finished, Heated, Improved, Interior Access, Rear Entrance, Walkout Level, Windows
Central Air Y

Exterior

Exterior Combination
Exterior Features Extensive Hardscape, Exterior Lighting, Private Beach, Stone Retaining Walls, Balconies-Multiple, Patio, Roof Deck, Deck(s), Hot Tub, Pool (In-Ground), Pool/Spa Combo
Style Coastal, Transitional
Lot Description Landscaping, Level, No thru street, Lot Premium, Private, Rip-Rapped, Poolside
New Construction N
Foundation Other

School Information

District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary ARNOLD
Middle SEVERN RIVER
High BROADNECK

Additional Information

Date Listed September 30th, 2025
Days on Market 14
Zoning R1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeTTR Sotheby's International Realty
Contact Info(410) 280-5600

Listing Map

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