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Connecticut
New push for Long Island–Connecticut bridge revives decades-old debate
A proposal to build a bridge linking Long Island to Connecticut is once again sparking conversation—and controversy—nearly a century after the idea first surfaced.
The latest plan, introduced by Connecticut developer Steve Shapiro, calls for a 14-mile span stretching across Long Island Sound from Bridgeport, Connecticut, to the Sunken Meadow Parkway on Long Island’s North Shore. If completed, the project would mark the first direct roadway connection between Long Island and New England.
Supporters say the bridge could transform regional travel, easing congestion and offering an alternative route for drivers who currently must pass through New York City to reach the mainland.
“We have such an opportunity in Connecticut and on Long Island to connect our two regions,” Shapiro said in a promotional video.
The proposed crossing would cost an estimated $50 billion to construct, with tolls projected at roughly $39 each way. Plans could also include a rail component to accommodate both passenger and freight service.
The idea of a cross-sound bridge is not new. Discussions date back to the 1930s, but repeated proposals over the decades have failed to gain enough political or public support to move forward.
At Sunken Meadow State Park, where the bridge could make landfall, residents and visitors expressed mixed reactions.
“I think it’s helpful with traffic—alleviating congestion trying to get to the city,” said Gus Hueber of East Northport.
Others worry about the environmental and cultural impact on Long Island’s character.
“It would destroy this area,” said Maureen Abbatecola of Kings Park. “It might make it easier for people to get on and off Long Island, but it’s also very special that this is an island—and that might take some of that away.”
Shapiro has suggested a potential compromise to address environmental concerns, including a hybrid design that would tunnel a portion of the route beneath the shoreline near the park.
“You could tunnel it under about a mile or two offshore and then go under the park,” he said.
In Connecticut, a bill that would authorize a feasibility study for the bridge was introduced in the state assembly but has not yet advanced out of committee. Despite that, Shapiro remains optimistic, emphasizing that cooperation between New York, Connecticut, and the federal government would be key to making the project a reality.
For now, the proposal remains in its early stages—but as it has for generations, the idea of bridging Long Island Sound continues to divide opinion on both sides of the water.
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Luxury Homes
Kathie Lee Gifford and her late husband, football legend Frank Gifford, purchased the house in 1994.
Former “Today” show host Kathie Lee Gifford is selling her sprawling 13,163-square-foot Connecticut home. The asking price? $100,000,000.
Dubbed “Cedar Cliff,” the Greenwich estate at 108 Cedar Cliff in the Riverside section of town, was once owned by railroad tycoon Henry F. Shoemaker. Kathie Lee Gifford and her late husband, football legend Frank Gifford, purchased the house in 1994 for $7.8 million . The 13,163-square-foot, 29-room estate has eight bedrooms and 14 bathrooms (nine full, five half).
“They added a substantial addition to the house to make it work for their lifestyle,” listing agent Leslie McElwreath of Sotheby’s International Realty said. That addition is the east wing of the house, constructed in the early 2000s, which includes a private theater and wine cellar.
The eight bedrooms are similarly sized and have views of Greenwich Cove. The primary bedroom and two guest bedrooms have a balcony as well. The estate has a greenhouse, a screened porch, a sun room, a tennis court, and a billiards room currently containing Frank Gifford memorabilia. There are 10 fireplaces throughout the house.
Within the 2.91-acre gated peninsula is a spa, pool, and pool house.
McElwreath said “empty nester” Gifford is selling the property because “her children are grown and are married with their own children. Kathie Lee spends most of her time in Tennessee and is no longer using the house full-time.”
The house has a recently installed Ludowici terra cotta roof, sun decks that have been rebuilt, and there is access to a full-property generator as well as a private beach.
McElwreath said there are additional aspects that make this property worth the monstrous price tag.
“The setting is extraordinary. Elevated high above the water with over 1,250 feet of frontage, the property offers the rare combination of commanding panoramic views and direct waterfront access via a private pier and deep water dock,” she said.
McElwreath said the kind of buyer looking at this property is attracted to Greenwich for its high quality of life and proximity to Midtown Manhattan.
”High net-worth buyers do not compromise. They seek exceptional properties in prime locations. Cedar Cliff is a one-of-a-kind opportunity and will attract buyers looking for privacy and resort-like amenities,” McElwreath said.
The task of selling the estate was entrusted to McElwreath by Gifford after McElwreath represented the seller of Copper Beech Farm in Greenwich, which sold for just under $139,000,000 in 2023.
“[Copper Beach] is still the highest sale ever in Greenwich and the state of Connecticut. I plan to use the full resources of Sotheby’s International Realty to find the buyer for Cedar Cliff,” McElwreath said. “I also represented the seller of 100 Field Point Circle, the second highest sale in Greenwich at $50 million. My proven track record, combined with the marketing expertise of Sotheby’s, will prove to be a winning combination.”
Connecticut
Hailey Van Lith waived by Connecticut Sun after just nine games, marking second cut in under a month
Hailey Van Lith’s rocky WNBA start took another unexpected turn Thursday.
The Connecticut Sun waived Van Lith after just nine games with the team, including three starts.
CHICAGO, IL – AUGUST 25: Hailey Van Lith #2 of the Chicago Sky high five during the game against the Las Vegas Aces on August 25, 2025 at the Wintrust Arena in Chicago, IL. (Photo by Melissa Tamez/NBAE via Getty Images) ((Photo by Melissa Tamez/NBAE via Getty Images))
TCU’s Hailey Van Lith poses before the WNBA basketball draft in New York on April 14, 2025. (Pamela Smith/AP)
Van Lith was once one of college basketball’s brightest stars at Louisville, but her path has become increasingly turbulent in recent years. After a disappointing stint at LSU stalled her momentum, Van Lith revived her draft stock with a standout final season at TCU.
CHICAGO SKY WAIVE HAILEY VAN LITH ONE YEAR AFTER SELECTING HER WITH THE 11TH OVERALL PICK
The former NIL standout was selected 11th overall by the Chicago Sky in the 2024 WNBA Draft. She struggled to establish herself as a rookie, averaging 3.5 points and 1.6 assists in 12.4 minutes per game across 29 appearances before Chicago waived her on May 4.
Hailey Van Lith’s brief stint with the Connecticut Sun ended Thursday after the franchise waived the former first-round pick. (Photo by Ali Gradischer/Getty Images) ((Photo by Ali Gradischer/Getty Images))
Hailey van Lith drives past opponents during the women’s 3×3 basketball bronze medal game between the United States and Canada at the Olympic Games Paris 2024 on Aug. 5, 2024, in Paris, France. (Matthew Stockman/Getty Images)
TCU’s Hailey Van Lith jogs onto the court during introductions before the first half in the second round of the NCAA college basketball tournament game against Louisville in Fort Worth, Texas, on March 23, 2025. (Tony Gutierrez/AP)
Van Lith also helped Team USA win a bronze medal in 3×3 basketball at the 2024 Paris Olympics.
Connecticut quickly gave Van Lith a second chance, but the reunion lasted just over two weeks.
“The Connecticut Sun has activated Leïla Lacan,” the team announced on X. “In a corresponding move, Hailey Van Lith has been waived.”
EX-WNBA STAR CRITICAL OF SKY ROOKIE HAILEY VAN LITH, BELIEVES POPULARITY PLAYED ROLE IN DRAFT SELECTION
The move comes as Lacan — the No. 10 overall pick in the 2024 draft — returns after averaging 10.4 points and 3.7 assists with Connecticut last season.
Van Lith appeared in Wednesday’s 71-61 loss to Portland, finishing with seven points, no assists and two turnovers in 13 minutes.
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Van Lith averaged 8.1 points and 2.2 assists in nine appearances with Connecticut before Thursday’s move, marking her second waiver in less than a month.
The Connecticut Sun waived Hailey Van Lith on Thursday, ending the former college star’s nine-game stint with the franchise. ((Photo by Mollie Handkins/NBAE via Getty Images))
Send us your thoughts: alejandro.avila@outkick.com / Follow along on X: @alejandroaveela
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