The five highest-priced home sales reported in the Greater New Haven Area, Connecticut for the week ending November 1, 2026, were all in Milford and came to a combined $4.58 million. Prices ran from $801,000 to $1,175,000, and the sales were spread across neighborhoods including Duck Pond, Fort Trumbull Beach and Silver Sands Beach.
No. 1 — $1,175,000 · 97 North Street, Milford, Connecticut
A Colonial Revival home built in 1918, with views of Milford’s upper duck pond, sold for $1,175,000, the highest price of the week. The home stands in a historic district and is itself registered as historic, and its owners have updated it while keeping the look of its era: the hardwood floors are new, but the front door is original and nine lead windows have been restored.
Behind the clapboard exterior, the home now runs on a new geothermal heating and cooling system and a solar panel array that the owners own outright.
It is also the largest home on this week’s list, with 4,434 square feet, seven bedrooms, four full baths and a half bath, and five fireplaces. Two sunrooms bring plenty of light onto the main floor, and the living room has a new wood-burning insert. There is a formal dining room and an office or den, and the kitchen has granite counters, stainless steel appliances, a pantry and a butler’s pantry. The bedrooms are upstairs, along with a laundry room and two full baths, and the finished, heated lower level has space for play or recreation, plus a kitchen and a full bath.
The 0.43-acre lot is level, on a corner and on a cul-de-sac. Outside are a heated in-ground pool, a patio and a deck, and the home also has an enclosed porch. The downtown train station, restaurants and the Milford Green are close by. The property last sold for $540,000 in 2018.
Erika Portanova Songer and George O’Connell of William Pitt Sotheby’s Int’l were the listing agents for the week’s top sale, and Renee Barreira of Higgins Group Real Estate represented the buyer.
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No. 2 — $975,000 · 16 Millwood Street, Milford, Connecticut
Porches with water views wrap around this 1910 Colonial in Fort Trumbull Beach, a few steps from a quiet neighborhood beach and boardwalk and a short walk from downtown Milford and the Metro-North train. It sold for $975,000.
The living room opens onto a screened porch. The kitchen has a large center island with a breakfast bar, a walk-in pantry and a door straight out to a deck that looks over the private backyard, and a powder room and more covered porch space round out the main level. Upstairs are three bedrooms, among them a primary suite with an updated full bath. In all, the home has three bedrooms, two full baths and a half bath in 1,584 square feet, on a landscaped 6,098-square-foot lot. A detached two-car garage has stairs up to a loft, and a solar system on the home is fully paid off. The property last sold for $450,000 in 2017.
The home went under contract seven days after it was listed and sold for $50,000 above its $925,000 asking price. Stephanie Ellison of Ellison Homes Real Estate was the listing agent, and Melissa B. Lawson of Dow Della Valle represented the buyer.
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No. 3 — $828,000 · 32 Shipyard Lane #C, Milford, Connecticut
The only condominium on the list is a third-floor residence at The Anchorage, a gated community overlooking Milford Harbor. From a private balcony, the owners can watch the boats moving along the harbor.
Everything is on one level: 1,970 square feet with two bedrooms, two full baths and a half bath. Ceilings rise to nine feet, hardwood covers the main living areas, and the rooms are finished with millwork, shadowboxing and chair rails. Andersen windows with transoms let in the light. The living room has a gas fireplace with a marble surround and a cherry wet bar, and the open kitchen pairs cherry cabinets with granite counters that have a waterfall edge, a breakfast bar and a 48-inch Viking gas range with a pot filler.
The primary suite has a tray ceiling, window seats and two walk-in closets, and its bath has radiant heated floors, a glass-enclosed shower and a jetted tub. The building, completed in 2007 and the newest on this week’s list, has elevator access, and the unit comes with an attached one-car garage. Milford Green, Metro-North and the restaurants and shops downtown are minutes away. The property last sold for $535,000 in 2016.
Listed by Dan Burgio and Erik Sousa of William Raveis Real Estate, the condominium was under contract a day later and sold for $828,000, above its $799,000 asking price. Michael A. Julian of eXp Realty represented the buyer.
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No. 4 — $802,197 · 29 James Street, Milford, Connecticut
A one-minute walk from the sand in Silver Sands Beach, this 1925 Colonial sold for $802,197. It last sold for $690,000 in 2023.
A bright three-season sunroom with full-view screens leads out to a private yard with vinyl fencing, an outdoor shower and two patios, and the professional landscaping brings roses, lilacs and a long run of perennials that draw pollinators. Inside are a living room, a multipurpose room, a formal dining room with a pantry and a kitchen that looks out over the marsh. On the top floor, the primary suite has a tray ceiling, a walk-in closet and a sitting room or den with a cathedral ceiling, a gas fireplace and a wet bar with a refrigerator, plus an extra room that could serve as an office.
The home has four bedrooms, two full baths and a half bath in 2,040 square feet, on a 7,405-square-foot lot with a detached two-car garage and a paver driveway. Solar panels on the home are paid in full. The train station, restaurants, shopping and a state park are all nearby.
Scott F. Martin of Showcase Realty, Inc. was the listing agent, and Philip Maguire of Keller Williams Realty represented the buyer.
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No. 5 — $801,000 · 36 Shell Avenue, Milford, Connecticut
Across from Long Island Sound in Fort Trumbull Beach, this 1910 Colonial has some views of the water and access to the beach. The home has three bedrooms, two full baths and a half bath in 1,656 square feet. It also has a bright three-season sunroom and a second-floor den that can work as a home office or extra living space. The 4,356-square-foot lot has a landscaped backyard and a detached two-car garage.
Susan W. McNulty of Berkshire Hathaway NE Prop. listed the home, which went under contract 15 days later and sold for $801,000, above its $775,000 asking price. Sarah T. Lebov of True North Real Estate LLC 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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