Winchester On The Severn Homes for Sale

Winchester On The Severn Homes for Sale

Welcome to Winchester On The Severn, a picturesque subdivision nestled in the heart of Annapolis, Maryland. This charming community offers a perfect blend of serene waterfront living and vibrant suburban life, making it an ideal place for families, retirees, and everyone in between. Located in Anne Arundel County, Winchester On The Severn boasts stunning views of the Severn River, providing residents with a tranquil backdrop for their daily lives.

The homes for sale in Winchester On The Severn are as diverse as the community itself. From elegant waterfront estates to cozy single-family homes, there’s something to suit every taste and lifestyle. Many properties feature spacious layouts, modern amenities, and beautifully landscaped yards, perfect for outdoor gatherings or quiet evenings under the stars. Whether you're looking for a charming starter home or a luxurious retreat, this subdivision has it all.

In addition to the stunning homes, residents of Winchester On The Severn enjoy easy access to a variety of recreational activities. Spend your weekends boating on the Severn River, exploring the local parks, or simply strolling through the scenic streets of Annapolis. With its rich history, vibrant culture, and top-rated schools, this community is not just a place to live; it's a place to thrive.

Don’t miss your chance to become part of this welcoming neighborhood. Explore the homes for sale in Winchester On The Severn today and discover the perfect place to call home in Annapolis!

Newest Winchester On The Severn Homes for Sale

$2,500,000
6 Beds 7 Baths
READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6 bedrooms, 6 full baths, and 1 half bath, along with a 3-car garage, blending timeless craftsmanship with modern luxury and functionality. The main level is designed with both comfort and entertainment in mind, showcasing an open-concept floor plan anchored by a gourmet kitchen featuring high-end appliances, an expansive workspace, and seamless flow into gathering spaces. A beautifully appointed butler’s pantry includes a built-in ice maker and is complemented by a walk-in pantry, demonstrating the careful attention to detail found throughout the home. A rare main-level bedroom with en suite bath, along with a dedicated private office, provides exceptional flexibility for guests, multi-generational living, or work-from-home convenience. Upstairs, you’ll find four generously sized bedrooms, each offering its own walk-in closet and own en suite bathroom —a rare and highly desirable feature. The primary suite serves as a luxurious retreat, complete with separate his-and-hers walk-in closets and a spa-inspired bathroom featuring a soaking tub and oversized walk-in shower. The finished lower level is designed for entertainment and relaxation, featuring a spacious recreation room, a dedicated theater room, and an optional bar area with its own pantry and possible wine storage room. An additional en suite bedroom on this level makes the space ideal for extended guests, in-laws, or a live-in nanny. Set on an exceptionally rare 2.19-acre homesite, the property offers endless possibilities for outdoor living, including space approved for a future pool, pickleball court, or custom outdoor entertainment retreat of your choice —creating the ultimate private backyard oasis. Life in Winchester on the Severn offers an unmatched lifestyle. Simply hop on your golf cart and head to one of the finest community beaches on the Severn River, where residents enjoy a playground, pavilion, sandy beach, swimming pier, kayak and paddleboard storage and launch, boat ramp, and breathtaking sunsets over the water. This is an extremely rare opportunity to create a custom residence in one of the area’s most desirable water-privileged communities—where luxury, space, and lifestyle come together seamlessly.

1603 Winchester Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

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