The 1860 house at 39 Flying Point Road in Branford went under contract 5 days after the current listing date and closed $405,000 above its final asking price of $2,995,000. It was the highest of five reported home sales across the New Haven, Connecticut metro area for the week ending September 20, 2026, a group that combined for $8.83 million.
Branford accounted for three closings on this week’s list, two of them in the Stony Creek village and one on Belden Island in the Thimble Islands, with the remaining sales in Milford and Woodbridge. Water shapes much of the group: a shorefront house with a private beach, an island cottage reached by boat, and a hillside residence overlooking tidal marsh. Coldwell Banker Realty and William Raveis Real Estate each appear twice among the week’s listing credits.
No. 1 — $3,400,000 · 39 Flying Point Road, Branford, Connecticut
A four-bedroom house built in 1860 on Flying Point, an elevated peninsula in Branford’s Stony Creek village, sold for $3,400,000 and closed on September 17, 2026. The property carries a reported 2,902 square feet, three full baths and a private beach, with views over Long Island Sound and Tuttle’s Hole Cove.
High ceilings and oversized windows carry light through the interior, and nearly every room takes in a view of the Thimble Islands, the archipelago offshore from Stony Creek. Wraparound outdoor space frames the water on several sides and steps down to a lower lawn used for entertaining.
A private dock serves kayaking, sailing and larger powerboats. Branford lies a short drive from New Haven, is served by rail from New York City and sits about 15 minutes from regional air service at Tweed-New Haven Airport. The property previously changed hands for $2,250,000 in 2019.
Margaret Muir of William Pitt Sotheby’s Int’l was the listing agent. The $3.40 million closing placed Muir on the listing side of the highest-priced reported sale in RealtyWire’s New Haven Metro Area Top 5 for the week, and she has appeared in five earlier RealtyWire Top 5 roundups for the metro.
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No. 2 — $1,675,000 · 80 Platt Lane, Milford, Connecticut
A custom-built colonial on a private lot in north Milford sold for $1,675,000, with the closing recorded September 18, 2026. Completed in 2007, the house has four bedrooms, four bathrooms and a reported 6,337 square feet.
An open floor plan runs beneath soaring ceilings, with hardwood flooring, interior pillars and a formal dining room lit by floor-to-ceiling windows that open outdoors. The kitchen is fitted with granite counters, a center island, a breakfast bar, a pantry, a wine cooler and stainless steel appliances. A primary suite with two walk-in closets sits on the main level beside a family room, and three more bedrooms, two full baths and a second laundry area are upstairs.
The walk-out lower level holds a recreation area, a second full kitchen with an induction cooktop and double oven, a full bath and a flexible room fitted out as a gym. Outdoors, a kitchen equipped with an EVO grill, a pizza oven, a fryer, a refrigerator and sinks stands beside an in-ground pool and a wood-burning fireplace. The house is minutes from downtown Milford, the train station and commuter routes, and it previously changed hands for $800,000 in 2016.
Barbara Zink and Linda Wilson of Coldwell Banker Realty were the listing agents. The house went under contract 19 days after the current listing date, and the sale ranked No. 2 in RealtyWire’s New Haven Metro Area Top 5 for the week.
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No. 3 — $1,330,000 · 84 Sawmill Road, Branford, Connecticut
Walls of glass and soaring ceilings define a modern house set on nearly two acres in Stony Creek, which sold for $1,330,000 and closed September 14, 2026. Built in 1996, the residence has three bedrooms, four baths and a reported 4,644 square feet.
Light fills an expansive living room at the open-plan core of the house, anchored by a fireplace; the kitchen pairs custom cabinetry and stone surfaces with high-end appliances. Two bedrooms sit on the main level, and the primary suite upstairs has a private balcony, a spa-style bath and a generous walk-in closet, with a sitting area on the upper level open to the rooms below. A game room and a theater occupy the lower level, and an office and workout room add flexible space.
Outdoors, a salt-water pool fed by a waterfall sits among a pool house, lounge areas and landscaped grounds, with a gazebo, a fire pit and several balconies taking in marsh views from the property’s elevated position. Stony Creek Village and the Thimble Islands are close by.
Vicky Welch and Steve Sinapis of William Raveis Real Estate were the listing agents. John L. Guarino of Coldwell Banker Realty represented the buyer. The sale Welch and Sinapis listed was the week’s third-highest reported in the New Haven area.
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No. 4 — $1,250,000 · Belden Island, Branford, Connecticut
A 1912 cottage on Belden Island, a 1.04-acre property in the Thimble Islands off Branford, sold for $1,250,000, the closing dated September 17, 2026. The four-bedroom house carries a reported 2,038 square feet and two full baths, one on each floor.
The seven-room cottage changed hands fully furnished and retains vintage hardwood floors and wainscoted walls and ceilings. A combined dining and living room is anchored by a stone fireplace, with a second stone fireplace in the south-facing living room. The country kitchen holds a four-burner gas stove with a griddle, a coal stove and a butler’s pantry. Two staircases lead to four bedrooms above, and covered porches wrap the house for views in every direction.
The sale included two acres of deeded adjacent shellfish beds. A private dock and a sandy beach front the property, above which sit pink granite stone walls, an irrigated lawn and shade trees. Work completed before the sale included a new roof, a new seawall with an expanded grassy yard, new irrigation, a new granite wall and a repainted exterior; the house has a solar system, is generator-ready and is connected to city water. The island is reached from the Stony Creek dock by private boat, water taxi or ferry, about ten minutes’ drive from Interstate 95.
Kiara C. Rusconi of William Raveis Real Estate was the listing agent. The sale placed fourth in RealtyWire’s New Haven Metro Area Top 5 for the week.
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No. 5 — $1,179,000 · 25 Milan Road, Woodbridge, Connecticut
A 1987 house on two wooded acres in Woodbridge sold for $1,179,000 and closed on September 16, 2026. Listing materials identify Igor Zak as its designer and builder. The house has four bedrooms and a reported 6,019 square feet.
A dramatic foyer opens to a grand room with soaring ceilings, a two-story marble fireplace and tall windows framing the wooded grounds. The eat-in kitchen has Corian and granite counters and a new Sub-Zero refrigerator, and flows to a formal dining room and wet bar; two sitting areas and a bedroom suite also sit on the main level. Upstairs, an office with built-ins opens into a gallery lit by skylights, and the primary suite has vaulted ceilings, a private deck, multiple closets and a bath with dual marble sinks.
The lower level, more than 1,400 square feet, centers on a recreation room built around a large stone fireplace, with a full bath alongside. Sliders lead to a deck above a heated in-ground pool fed by a cascading waterfall, and an automatic whole-house generator is included. A two-car garage is attached, with a one-car garage at the lower level. The property previously changed hands for $535,000 in 1992.
Carol H. Agin and Marcia Rosenblum of Coldwell Banker Realty were the listing agents. Evan L. Berman of William Raveis Real Estate represented the buyer. The house went under contract 24 days after the current listing date and closed at its full asking price, fifth on RealtyWire’s New Haven Metro Area Top 5 for the week.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 20, 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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