These were the highest-priced home sales reported in the Greater New Haven Area, Connecticut for the week ending October 25, 2026, and together they came to $4.845 million.
The group included four single-family homes and one condominium, built across nearly a century and a half, from 1868 to 2007.
No. 1 — $1,215,000 · 18 Sailors Lane, Milford, Connecticut
The week’s top sale was 18 Sailors Lane, a waterfront home in Milford’s Rivercliff neighborhood that sold for $1,215,000. It sits on the Housatonic River, and from nearly every room the views reach across the river to Nells Island and out to Long Island Sound. The yard and a Trex deck both look out over the water.
The cedar-shake Colonial was built in 1999. It was a designer’s own home and has been completely renovated, with an open layout, engineered hardwood floors and a front porch. The kitchen has inset cabinetry and quartzite counters. The combined living and dining area has a fireplace with a marble surround and French doors that open to the deck, and the main level also has a private office, a mudroom with laundry and a powder room.
On the second floor, the primary suite has a vaulted ceiling and its own deck facing the water, along with a dressing area, a custom walk-in closet and a bath with a soaking tub. The home has four bedrooms, three bathrooms and 2,442 square feet on 0.41 acres, with professionally landscaped gardens and a detached one-car garage. The property last sold in 1999 for $384,300.
Andrea M. Viscuso and Kayla Giacobbe, both of Compass Connecticut, LLC, were the listing agents for the highest-priced sale of the week, and Simisola A. Aromolaran of Epique Realty LLC represented the buyer.
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No. 2 — $1,025,000 · 12 Beth Ann Circle, Milford, Connecticut
Set on a cul-de-sac north of the Post Road, 12 Beth Ann Circle is a Colonial built in 2002 with mature landscaping all around it. The Milford home sold for $1,025,000.
Inside are 3,394 square feet with four bedrooms and three bathrooms. The family room has a vaulted ceiling and a fireplace, and the kitchen is arranged around a center island with plenty of cabinetry. There are also formal dining and living rooms, plus a first-floor room behind French doors that can serve as a guest room or an office. Upstairs, the primary suite has vaulted ceilings and a private bath. Above the garage is an oversize room that could be used as a playroom, a media room or a second primary suite.
The property covers 0.47 acres, with a large yard and an above-ground pool. The home has a screened porch as well as a front porch and a rear deck. There is an attached two-car garage, and the large unfinished basement has its own garage door to the outside, with space for a boat or other oversize items. The property last sold in 2007 for $645,000.
The home went under contract 29 days after it was listed. Nea Lisboa and Elaine Amundsen of William Raveis Real Estate were the listing agents, and Lisboa also represented the buyer, so the same agent was on both sides of the sale.
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No. 3 — $950,000 · 72 Westport Place, Milford, Connecticut
Open space lies directly behind 72 Westport Place, a 2003 Colonial on a cul-de-sac in North Milford that went under contract just 10 days after it was listed and sold for $950,000.
The living room is anchored by a gas fireplace set in stone that rises from floor to ceiling, with crown molding and hardwood floors that continue across the first level. The eat-in kitchen was recently renovated, with an oversized island, granite counters, custom cabinetry and a laundry tucked out of sight. Sliding doors lead from the kitchen to a private deck above the manicured grounds. A dining room and a den complete the floor.
Upstairs, the primary suite has vaulted ceilings, a custom walk-in closet and a bath with heated floors. The home has four bedrooms, three bathrooms and 2,970 square feet on 0.46 acres. Plantation shutters, custom closets, a partially finished basement, an irrigation system, a whole-house generator and an attached two-car garage round it out.
Barbara Zink of Coldwell Banker Realty was the listing agent, and Susan Cassidy, also of Coldwell Banker Realty, represented the buyer.
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No. 4 — $835,000 · 89 Sherland Avenue, New Haven, Connecticut
The oldest and largest home in this week’s Top 5 is a Victorian Gothic built in 1868 at 89 Sherland Avenue in New Haven’s Fair Haven neighborhood. The listing identifies it as the James Babcock House, one of the original estates of Fairhaven Heights. It sold for $835,000.
Its exterior shows the style at full strength: high gables, large windows and intricate arched woodwork along the eaves, with much of the original detail intact inside as well. A wraparound porch leads into a grand foyer with 11-foot ceilings and a showpiece staircase. The formal living room opens into a great room finished in elaborate woodwork, and the main level also has a formal dining room, an updated kitchen with a butler’s pantry and a first-floor office.
With 6,200 square feet, eight bedrooms and seven bathrooms, five full and two half, it has the most living space, bedrooms and bathrooms of the five sales. There are five fireplaces. The home sits on an interior lot of 0.64 acres reached by a private driveway that runs between East Grand and Clifton Street. Its detached two-car garage has been converted into a wellness space with a sauna, a cold plunge and a workout area. The property last sold in 2017 for $420,000.
Betsy L. Purtell and Thomas Purtell of Purtell Realty LLC were the listing agents, and Dillon Fabrizio of William Raveis Real Estate represented the buyer.
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No. 5 — $820,000 · 32 Shipyard Lane #A, Milford, Connecticut
The newest home in the group, and its only condominium, is 32 Shipyard Lane #A in Milford’s Gulf Beach neighborhood. Built in 2007, it is a single-level unit in The Anchorage, a gated community with an elevator building, and an oversized deck looks out on Milford Harbor.
The open plan runs over hardwood floors from a designer kitchen with a wet bar and a beverage refrigerator to a living room with a gas fireplace. The primary suite has two double walk-in closets and a bath with a jetted tub, heated floors and a separate shower. The unit has two bedrooms, three bathrooms and 1,970 square feet, plus a one-car garage and a storage unit. The train, restaurants, shops and the harbor are all close by.
The condominium went under contract 25 days after it was listed and sold for $820,000, above its asking price of $800,000. It last sold in 2019 for $535,000. Celina Cuomo of Stacy Blake Realty LLC was the listing agent, and Davis E. Owen of Davis Owen Real Estate represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 25, 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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