The property behind that sale, 330 Serenity Ln in the Serenity Farms community, was built in 2005 and carries seven bedrooms, nine bathrooms and a reported 10,667 square feet, along with a private beach and a newly expanded L-shaped pier that runs 260 feet into the Chesapeake Bay. It previously changed hands for $4,338,000 in 2023.
The week’s five reported sales together totaled $17.50 million, spanning Serenity Farms in Chester, Caves Valley Golf Club in Owings Mills, Cape St Claire and West Annapolis in Annapolis, and the West River village of Galesville. Brad Kappel of TTR Sotheby’s International Realty was the listing agent on both the No. 1 and the No. 3 transaction.
No. 1 — $5,279,000 · 330 Serenity Ln, Chester, Maryland
The seven-bedroom house at 330 Serenity Ln sold for $5,279,000 on September 24, 2026, the highest reported price in the Baltimore metro area for the week. The 2005 residence stands on the Chesapeake Bay shoreline in Serenity Farms, with nine bathrooms across a reported 10,667 square feet.
A circular driveway centered on a fountain leads to a two-story foyer and a great room with a wall of glass and one of the home’s six fireplaces. The kitchen is fitted with Wolf and Sub-Zero appliances. The primary suite has a sitting area beneath a domed ceiling and a bath with heated floors and a jetted soaking tub, a theater seats eight in front of a 100-inch screen, and five upstairs bedrooms open to private balconies.
A pool with a cascading rock waterfall and a sun shelf sits beside a pool house with a covered summer kitchen and bar, and a firepit lounge and screened waterside porch face the Bay. The pier is engineered for a large yacht, with 24,000-pound and 10,000-pound lifts and direct Bay access. A heated four-car garage doubles as a workshop or gym.
Brad Kappel of TTR Sotheby’s International Realty, who held the listing, has two earlier Top 5 appearances in the metro and was also on the listing side of the week’s No. 3 sale. The transaction ranked No. 1 in RealtyWire’s Baltimore Metro Area Top 5 for the week. Joanna Dalton of Coldwell Banker Realty represented the buyer.
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No. 2 — $3,650,000 · 11315 John Carroll Rd, Owings Mills, Maryland
The closing put Charlie Hatter and Holly D Winfield of Monument Sotheby’s International Realty at the listing side of the second-highest reported price in the metro that week.
A custom stone-and-stucco house inside Caves Valley Golf Club and Residences took second place at $3,650,000, in a settlement dated September 24, 2026. Built in 2001 at 11315 John Carroll Rd in Owings Mills, it stands on 2.4 acres above the course’s 8th green and 9th tee, with five bedrooms, eight bathrooms and a reported 10,538 square feet. The property previously changed hands for $460,000 in 1997, before the current residence was completed in 2001.
Marble floors run from the foyer into a banquet-sized dining room, and the great room carries cherry built-ins and a fireplace wall. The kitchen pairs SubZero, Viking and Thermador appliances with cherry cabinets and granite counters. The main-level primary suite has a marble spa bath, and the lower level holds a game room and a driving range and putting green.
Patios, covered porches, a screened porch with a cooking center and a koi pond fill grounds overlooking the 8th fairway and Greenspring Valley, under a cedar shake roof, and the community offers concierge services around the clock.
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No. 3 — $3,500,000 · 1100 Magothy Cir, Annapolis, Maryland
Brad Kappel of TTR Sotheby’s International Realty, the listing agent here and on the week’s No. 1 sale, has two earlier Top 5 appearances in the metro. The house went under contract 16 days after the current listing date and closed as the metro’s third-highest reported sale of the week. Michele Sinclair of Long & Foster Real Estate, Inc. represented the buyer.
Recorded September 25, 2026, the $3,500,000 sale of 1100 Magothy Cir placed a newly finished Annapolis house at No. 3. Listing materials identify Cypress Homes as the builder. The five-bedroom, five-bath residence occupies a peninsula in Cape St Claire with water on two sides and 525 feet of waterfrontage on the Little Magothy River. It previously changed hands for $999,999 in 2024, before the current residence was completed in 2026.
Across a reported 4,822 square feet, a floor-to-ceiling glass wine cellar stands in the foyer and walls of glass frame the river and pool from an open plan linking a living room with a fireplace and wet bar, a dining area and a kitchen. An open-tread staircase climbs to four bedrooms and three baths, among them a primary suite with a private balcony above the heated saltwater pool. A private pier serves kayaks and boats on the protected river.
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No. 4 — $3,023,750 · 1052 Benning Rd, Galesville, Maryland
A 1955 waterfront house at 1052 Benning Rd, in the West River village of Galesville, closed at $3,023,750 on September 22, 2026. The property covers nearly 1.2 acres with more than 600 feet of shoreline and holds five bedrooms, five baths and a reported 3,920 square feet. The property previously changed hands for $1,750,000 in 2017.
The main-level primary suite opens through French doors to the pool and patio, with a second bedroom and two more full baths on the first floor and three bedrooms, two full baths and a bonus room with vaulted ceilings upstairs. A cedar shake roof, flagstone patios, a heated saltwater pool and a six-person spa overlook the West River.
A gated entrance opens onto grounds framed by mature oaks and Southern magnolias, with a white picket fence atop a dry-stack stone wall. Two private docks carry multiple lifts with electric and water service, and the house stands two doors from the West River Sailing Club.
Amelia Whitman of Long & Foster Real Estate, Inc., who handled the listing, has one earlier Top 5 appearance in the metro. The sale closed $28,750 above its final asking price of $2,995,000 and went under contract 2 days after the current listing date, ranking No. 4 for the week.
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No. 5 — $2,043,750 · 8 Shiley St, Annapolis, Maryland
At 8 Shiley St in West Annapolis, a Craftsman-style house built in 2005 and updated since took the fifth spot at $2,043,750, in a transaction dated September 22, 2026. The five-bedroom, three-bath home carries a reported 3,592 square feet. It previously changed hands for $899,000 in 2017.
The open floor plan runs on crown molding and recessed lighting, and the kitchen centers on a large island with quartz counters and seating for up to eight, and a wood-paneled refrigerator and freezer. The adjoining family room has built-in bookcases, a gas fireplace and direct access to a screened porch, and a wet bar, a main-level bedroom and a finished lower level complete the interior. The fenced backyard holds mature trees, a patio with a hot tub and a built-in outdoor fireplace, a few blocks from West Annapolis restaurants, shops and the community boat ramp.
The property went under contract 9 days after the current listing date and closed as the No. 5 reported sale in the Baltimore metro area for the week, with Jean Dixon of Coldwell Banker Realty on the listing side. Ryan Turner of Coldwell Banker Realty represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 27, 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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