These are the five highest-priced home sales reported in Annapolis-Anne Arundel County, Maryland for the week ending November 1, 2026, and together they totaled $12.91 million. All five are single-family homes, spread across Cape St John, Downs On The Severn, Eastport and Bay Ridge in Annapolis and Severn Highlands in Millersville. The water runs through much of the list, from boating piers on the creeks and rivers to the community beaches of Bay Ridge, while the one sale outside the city sits on a wooded lot away from the shoreline.
No. 1 — $3,375,000 · 203 Cape Saint John Rd, Annapolis, Maryland
The week’s top sale is a coastal-style home in Cape St John with views of the South River, and its waterfront is built for boating. A private pier six feet wide and 115 feet long has a 10-by-20-foot platform and a smaller finger pier, along with a dock box, a kayak rack and a lighthouse-style power pedestal. The slips have about 10 feet of water at mean low water. There is also a 12-by-14-foot boat lift with a guide pole and a mooring slip of roughly 18 by 50 feet. A timber bulkhead and riprap protect the shoreline, which gives the property access to the Chesapeake.
The home was built in 2012 and has brick and HardiPlank siding. Inside, the floor plan is open, with hardwood and tile floors. The gourmet kitchen has a commercial-grade range, stainless steel appliances and a large island, and there is a butler’s pantry as well. A dining area opens to the living room, which has a gas fireplace. Crown molding and wainscoting finish the rooms.
At 7,230 square feet, it is the largest home in this group, with five bedrooms and seven bathrooms, six full and one half. The primary bath has a soaking tub and a walk-in shower. Downstairs, the finished daylight basement has large windows, walk-out access and a wet and dry bar. Outside, a screened porch and a patio look toward the river, and the 0.58-acre lot has extensive hardscaping, landscaping and an underground sprinkler system. The property last sold in 2021 for $2,400,000.
Liz Heinsohn of Long & Foster Real Estate, Inc. was the listing agent for the week’s highest-priced sale. The home went under contract 15 days after it was listed and sold at its full asking price, with Betty DuLaney of EXP Realty, LLC representing the buyer.
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No. 2 — $2,555,000 · 856 Saint Edmonds Pl, Annapolis, Maryland
In Downs On The Severn, a custom-built Colonial on a secluded 1.13-acre lot on a cul-de-sac sold for $2,555,000. Its water is Brewer Creek, which has quick access to the Severn River and the Chesapeake Bay. A new tram and steps give access to the pier, which has a covered slip, two new boat lifts and a lift for a jet ski.
Built in 1985, the home has 6,412 square feet, five bedrooms and five bathrooms, four full and one half, and its views take in the water and the trees. The gathering room has soaring ceilings and a stone fireplace. There is a formal dining room, and the gourmet kitchen opens to a family room on the water side of the home. On the upper level, the primary suite has floor-to-ceiling windows, a large bath and an oversized closet, and two more bedrooms share that floor with a full bath. The lower level is bright, with a second family room, a theater and two bedrooms, each with its own bath.
Outdoors there is a large low-maintenance deck and a screened porch. Along with an attached two-car garage, the property has a detached one-car garage with an updated one-bedroom, one-bath in-law or caretaker suite. The home is close to the community pool and sports courts. The property last sold in 2011 for $1,550,000.
Jim Schaecher of Keller Williams Flagship was the listing agent, one of two Keller Williams Flagship listings in this week’s Top 5, and Bob Chew of Samson Properties represented the buyer.
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No. 3 — $2,450,000 · 519 6th St, Annapolis, Maryland
Eastport’s entry is the oldest home in the group, built in 1939, and the smallest by living area, with 2,336 square feet over four stories on 0.30 acres. Its rooms are done in a light, neutral palette with wide-plank floors and crisp millwork, and accordion glass doors open the living spaces to a covered outdoor living area. The kitchen pairs Brighton cabinets with a black-and-white mosaic backsplash and has GE Cafe appliances and an island.
The home has three bedrooms and three bathrooms, two full and one half. The primary suite has its own bath and room for a sitting area, and an upper-level flex space with interesting architectural lines suits a home office or a reading room. Outdoors, there is a covered porch and a large upper deck with retractable awnings, and gardens and mature plantings surround the property. A detached two-car garage and a private driveway give the home off-street parking.
Restaurants and pubs are within walking distance, as are small parks at the ends of neighborhood streets with community water access for launching kayaks and paddleboards. Downtown Annapolis and the Naval Academy are moments away. The property last sold in 2023 for $900,000.
Under contract three days after it was listed, the home sold for $2,450,000, which was $55,000 above its asking price of $2.395 million. Brad Kappel of TTR Sotheby’s International Realty was the listing agent, and Emily Marsh of Engel & Volkers Annapolis represented the buyer.
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No. 4 — $2,425,000 · 1011 Saint Anne Ln, Millersville, Maryland
The only sale outside Annapolis this week is a Cape Cod-style home in Severn Highlands in Millersville, in a gated community on a cul-de-sac. Its private, wooded 1.13-acre lot backs to 200 acres of wooded conservation land, and it ties the Downs On The Severn property for the largest lot in the group.
The home was built in 2009 and remodeled in 2024 and 2025, and it has HardiPlank siding, substantial trim work and custom details throughout. The listing says it was the first home built in the subdivision. With 7,068 square feet, it has six bedrooms, the most in the group, including one on the main level, along with five full baths and a half bath. Inside are two-story ceilings, a gourmet eat-in kitchen with a family room off it, a butler’s pantry and a second kitchen.
The finished lower level, which has walk-out access and windows, now has a newly created bar, a gym and space that could become an in-law suite. Outside, the private in-ground pool is heated and uses salt water, and there is a volleyball court. A large screened porch, a deck and a patio add more room for outdoor living, and an attached three-car garage faces the side of the home. The property last sold in 2021 for $1,425,000.
Christina Palmer of Keller Williams Flagship was the listing agent, the brokerage’s second listing in this Top 5 after the No. 2 sale. Brent Allen of Long & Foster Real Estate, Inc. represented the buyer.
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No. 5 — $2,100,014 · 14 Hull Ave, Annapolis, Maryland
In Bay Ridge, a Craftsman home sold for $2,100,014. It is just steps from the community’s Chesapeake Bay beaches, and the Bay Ridge pool and clubhouse, which look out over the bay, are two streets away. The community also has a marina where residents can dock a boat, along with a playground, a softball field and the woods known as the Big Woods.
Built in 2016, it is the newest home in the group, and its 10,000-square-foot lot is the smallest. The home has 4,504 square feet across three finished levels, with five bedrooms and five bathrooms, four full and one half. The primary suite occupies a wing of its own, with a large walk-in closet and a bath that has a soaking tub, a separate shower and two vanities. Two more bedrooms have their own baths. A big laundry room is on the second floor, and upstairs a family and recreation room serves as a second gathering space.
The kitchen is the center of the home. It has marble countertops and room for eating in, and its GE Monogram appliances include two ovens and a six-burner gas range with a griddle. There is also a walk-in pantry with an extra refrigerator. The kitchen opens to a dining area, and the living room has a gas fireplace. A screened porch off the main living spaces overlooks the private backyard. For days at the beach and the pool, there is an outdoor shower, and a mudroom with built-in cubbies sits just off the two-car garage. Solar panels with battery backup are also part of the home. The property last sold in 2016 for $1.165 million.
The home went under contract six days after it was listed and sold $105,014 above its asking price of $1.995 million. Liz Osborn of Coldwell Banker Realty was the listing agent, and Michele Naish of Berkshire Hathaway HomeServices PenFed Realty represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 1, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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