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Berkshire Hathaway HomeServices Homesale Realty

+18003833535

125 S Winchester Road, Annapolis, MD 21409Asking Price of: $8,750,000

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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!
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Photos for 125 S Winchester Road, Annapolis, MD 21409

+18003833535

Scannable QR Code Link for 125 S Winchester Road property details

Details for 125 S Winchester Road, Annapolis, MD 21409

+18003833535

Property Details

  • Address: 125 S Winchester Road, Annapolis, MD 21409
  • Bedrooms: 5
  • Bathrooms: 5 full2 partial
  • Size: 11,269 square feet
  • Type: Coastal,Transitional
  • Area: ANNAPOLIS
  • School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • MLS ID: MDAA2132598
  • Status: COMING SOON

Property School Information

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

Property Features

  • Garage: 3
  • Taxes: $25,288
  • Basement: Yes
  • Exterior: Combination
  • Parking Notes: 9 Total Parking Spaces
  • Special View Info: River,Panoramic,Garden/Lawn,Scenic Vista,Water
  • Lot Size: 2.77 Acres
  • Lot Dimensions: 2.77 Acre(S)
  • Heating: Forced Air,Programmable Thermostat,Zoned
  • Fuel Type: Electric,Propane - Owned
  • Cooling: Ceiling Fan(s),Central A/C,Programmable Thermostat
  • Year Built: 2003
  • Fireplaces: 3
  • Water: Well
  • Sewer: On Site Septic,Private Septic Tank
  • Stories: 4.0
  • Additional Structures: Above Grade,Below Grade
  • Lot Description: Landscaping, Level, No Thru Street, Poolside, Premium, Private, Rip-Rapped
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 9
  • Appliances: Dishwasher,Disposal,Dryer,Exhaust Fan,Extra Refrigerator/Freezer,Freezer,Icemaker,Microwave,Oven/Range - Gas,Oven - Double,Range Hood,Refrigerator,Six Burner Stove,Stainless Steel Appliances,Trash Compactor,Washer,Water Conditioner - Owned,Water Heater
  • Basement: Connecting Stairway,Daylight, Partial,Full,Fully Finished,Heated,Improved,Interior Access,Rear Entrance,Walkout Level,Windows
  • Lake Name: Severn River/Crouches Pond
  • Swimming Pool: In Ground,Negative Edge/Infinity,Pool/Spa Combo
  • SQFT Total Finished: 11269
  • SQFT Above Finished: 9699
  • SQFT Below Finished: 1570
  • Exterior: Extensive Hardscape,Exterior Lighting,Hot Tub,Private Beach,Stone Retaining Walls
  • Interior: Additional Stairway,Bar,Bathroom - Jetted Tub,Bathroom - Walk-In Shower,Breakfast Area,Ceiling Fan(s),Combination Kitchen/Dining,Combination Kitchen/Living,Dining Area,Family Room Off Kitchen,Floor Plan - Open,Formal/Separate Dining Room,Kitchen - Gourmet,Kitchen - Island,Kitchenette,Pantry,Primary Bath(s),Recessed Lighting,Sprinkler System,Upgraded Countertops,Walk-in Closet(s),Water Treat System,Wet/Dry Bar,WhirlPool/HotTub,Window Treatments,Wine Storage
  • Fireplace: Fireplace - Glass Doors,Gas/Propane,Mantel(s),Marble,Stone
  • Flooring: Hardwood,Stone,Ceramic Tile
  • Waterfront: Private Dock Site,Rip-Rap,Sandy Beach
  • Water Access: Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access,Sail,Swimming Allowed,Waterski/Wakeboard




Property information as of Saturday, April 18, 2026 at 12:45 AM America/New_York
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Contact information for 125 S Winchester Road, Annapolis, MD 21409

+18003833535

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4102805600

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535