Spectacular Severn River Estate Brings Maryland Waterfront Living to Market at $8.75 Million
In the realm of Annapolis Real Estate, few properties can rival the grandeur and presence of 125 S Winchester Rd, a $8.75 million estate situated on the Severn River. Built in 2003 and extensively renovated, this residence represents the pinnacle of modern coastal architecture blended with timeless craftsmanship. Spanning 11,269 square feet across four levels, with five bedrooms and seven baths, it offers a rare combination of elegance, functionality, and resort-style living that positions it among the finest offerings in Maryland Real Estate today.
Resort-Style Amenities with Unmatched Water Access
The property commands 2.77 acres of manicured land, with 600 feet of water frontage that opens onto sweeping views of the Naval Academy Bridge and the shimmering Severn. A negative-edge pool with beach entry and spa overlooks the shoreline, while two private piers — including one large enough to dock a 100-foot yacht — provide direct access to sailing, fishing, and water sports. Expansive balconies and roof decks on every level frame panoramic vistas, while the interiors flow seamlessly into the outdoors.
Listing agent Brad Kappel of TTR Sotheby’s International Realty told Luxury Houses Magazine: “This residence was designed to make the water part of everyday life. Every sightline, every terrace, every glass wall is oriented toward the river. It is a home that celebrates Annapolis waterfront living at its most elevated.”
Inside, soaring ceilings and walls of glass create an airy sense of volume, while the chef’s kitchen, stone-floored sunroom, and multiple gathering spaces make entertaining effortless. The lower level expands into a wine cellar, kitchenette, and direct pool access — ensuring the home functions as both a private retreat and a social hub.
SEE MORE: Maryland Luxury at Its Finest: Stunning Contemporary Residence for $5,495,000
A Primary Suite of Rare Indulgence
The owner’s suite encompasses an entire level, with a private balcony, spa-like bath, dressing room, wet bar, and fireplace. Additional ensuite bedrooms and a guest suite with kitchenette offer refined comfort for family and guests. Hardwood, stone, and custom finishes highlight the meticulous attention to detail throughout.
Speaking with Luxury Houses Magazine, Kappel emphasized the vision behind the property: “The owners were deeply invested in craftsmanship. They wanted a space that could host family and friends, but also a sanctuary for quiet evenings. That balance is exactly what makes this estate unique.”
SEE MORE: Extraordinary Gated Waterfront Residence in Historic Annapolis Listed for $12.75 Million
History and Value Evolution
The estate’s story reflects Annapolis’ broader rise as a luxury waterfront destination. Originally sold for $450,000 in 1993, 125 S Winchester Rd changed hands again in 2000 for $1.3 million before its transformation into the architectural statement it is today. The most recent listing at $8.75 million reflects both the scale of the renovations and the escalating demand in Annapolis Real Estate for waterfront homes with private piers and expansive acreage.
“The Annapolis waterfront market has matured tremendously over the last two decades,” Kappel explained in a conversation with Luxury Houses Magazine. “Homes like this aren’t just residences; they are generational estates, meant to be cherished for decades.”
SEE MORE: This $5.5M South River Waterfront Estate Offers Timeless Charm and Contemporary Luxury
The Location Advantage
Beyond its design, the estate offers practical benefits. Located in the Blue-Ribbon Broadneck School District and just five miles from downtown Annapolis, it provides both privacy and connectivity. Restaurants, boutique shops, and the cultural energy of the historic district are minutes away, while major corridors link the home to Baltimore, BWI, Fort Meade, and Washington, D.C. For buyers seeking the best of Maryland Real Estate, this address delivers the rare mix of tranquility and access.
With its commanding presence, sweeping waterfront, and architectural artistry, 125 S Winchester Rd exemplifies what makes Annapolis one of America’s premier luxury markets. For those in pursuit of a home that blends resort-style amenities with timeless design, this estate represents not just a purchase but a legacy.
For more details, see the Zillow listing or connect with Brad Kappel at TTR Sotheby’s International Realty
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in Maryland here:
- Spectacular Severn River Estate Brings Maryland Waterfront Living to Market at $8.75 Million
- This $5.5M South River Waterfront Estate Offers Timeless Charm and Contemporary Luxury
- Extraordinary Gated Waterfront Residence in Historic Annapolis Listed for $12.75 Million
- Architectural Masterpiece by GBL Custom Homes and Battaglia Builders Offered at $6,299,000
