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      Jessica Chastain’s Musically Pedigreed N.Y.C. Apartment Is Up for Grabs

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      After roughly nine years of ownership, Jessica Chastain has decided to let go of her New York City apartment in Midtown’s flamboyant Osborne building, overlooking Carnegie Hall. As first reported by The Wall Street Journal, the veteran actress and producer is asking $7.45 million for the residence, which was once owned by legendary conductor and composer Leonard Bernstein. The listing is held by Ellen Kapit and Cathy Taub of Sotheby’s International Realty.

      Records show the Zero Dark Thirty star and her longtime husband, Italian fashion executive Gian Luca Pasi De Preposulo, paid Tony-winning composer Adam Guettel $5.1 million in 2015 for the 3,800-square-foot unit sited on the fourth floor of the 19th-century co-op, which is heralded as one of the city’s first major luxury apartment structures. Before that, the dwelling was occupied by Bernstein and his family from the 1950s to the early ’60s; a smaller rented place on a floor below is where he wrote the score for West Side Story.

      Originally designed by architect James E. Ware, the landmark 1800s building had an annex tacked on several decades later.

      Kenneth Chen/Evan Joseph Studios for Sotheby’s International Realty

      Renovated by the couple during their tenure in collaboration with the design firm Carrier and Company, the four-bedroom, four-bath condo features numerous period details paired with newer touches like ornate wall coverings customized with Ralph Lauren fabrics. Highlights include a particularly eye-catching living room bedecked with oak parquet floors, restored mahogany paneling, plaster crown molding, carved doorways and windows, a vintage chandelier, a wood-burning fireplace, and a “very special” bay window sporting leaded glass transoms crafted by Tiffany Studios.

      RELATED: Baz Luhrmann Just Relisted His Dramatic N.Y.C. Townhouse for $16 Million

      From there, pocketing doors open to reveal a fireside parlor, a formal dining room flaunts lacquered wainscoting and built-in window seats, and an eat-in kitchen is outfitted with quarter-sawn oak cabinetry, a rolling ladder, a colorful butcher block-topped island, and high-end appliances. An inviting primary bedroom displays a copper-clad soaking tub and a wall of mirrored closets, as well as a tiled bath equipped with dual vanities, a dressing area, and a walk-in shower; and elsewhere are two more bedrooms and a full bath, plus another bedroom that’s been converted into a bookshelf-lined library.

      The sage-hued living room is spotlighted by a bay window sporting leaded glass transoms crafted by Tiffany Studio.

      Kenneth Chen/Evan Joseph Studios for Sotheby’s International Realty

      The star’s unit also comes with plenty of amenities courtesy of a hefty $7,000 monthly HOA fee, including 24/7 doormen, a resident building manager, storage spaces, a newly renovated gym, and a landscaped roof terrace with city and Central Park views.

      Per WSJ, the 47-year-old California native is reportedly selling because her family, which includes two children, needs more space. Good thing she already owns a spacious brownstone on the Upper West Side that she bought for $8.8 million back in 2019, as well as a waterfront getway on New York’s Shelter Island.

      Click here for more photos of Jessica Chastain’s N.Y.C. apartment.

      Kenneth Chen/Evan Joseph Studios for Sotheby’s International Realty More

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      This $5.2 Million Illinois Mansion Starred in ‘Home Alone’

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      A little over 12 years after it last sold to its current owners Tim and Trisha Johnson for nearly $1.6 million, a recently revamped home in an affluent Chicago suburb nestled along Lake Michigan’s North Shore has once again popped up for sale. But this time you’ll need a bit more cash to pick up the keys to the lavish Georgian-style spread, which is now listed for a speck under $5.2 million.

      Tucked away behind a wrought-iron gate amid a tree-lined street in East Winnetka, the mansion was built in 1921 but underwent an extensive renovation and expansion in 2018. And if you’re thinking the place looks a tad familiar, it might be due to its starring role in Home Alone, the film that became a big hit way back in 1990 and has since morphed into a classic. On camera, the upscale estate portrayed the home of 8-year-old Kevin McCallister (Macaulay Culkin), who was accidentally left behind by his family while they traveled to Paris for the holidays and had to fend off two bumbling burglars known as the Wet Bandits.

      A fireplace serves as a centerpiece of the formal living room.

      Dawn McKenna Group/Coldwell Banker Realty

      Described in the listing held by Coldwell Banker Realty’s Dawn McKenna Group as a “rare opportunity to own one of the most iconic movie residences in American pop culture,” the stately red brick structure features five bedrooms and six baths in a little more than 9,100 square feet of multi-level living space decked out with its share of modern amenities.

      RELATED: This Chicago Home Had a Cameo in ‘The Bear.’ Now It Can Be Yours for $2.2 Million

      Among the many main-level highlights is a grand entry foyer that flows to a formal dining room on one side and a fireside living room on the other. From there, a family room rests beneath a coffered ceiling and has French doors spilling out to a screened porch warmed by a wood-burning fireplace, and an adjacent gourmet kitchen is outfitted with dual islands, top-tier Wolf and Sub-Zero appliances, a walk-in pantry, and an accompanying breakfast nook with a built-in banquette.

      The finished basement hosts an indoor sports court.

      Dawn McKenna Group/Coldwell Banker Realty

      An office space, a cozy den, and a mud room also can be found on the bottom floor, while an upstairs primary suite boasts a fireplace, a walk-in closet, and a marble-clad bath equipped with dual vanities, a freestanding soaking tub, and a separate shower. There’s also a former attic space that now holds a guest bedroom with its own bath, while the finished basement comes complete with a lounge area, a wet bar-equipped game room, a movie theater, a gym, and an indoor sports court featuring a true 3-point line.

      RELATED: Martha Stewart Just Picked Up a $12.3 Million Condo at an Iconic N.Y.C. Building

      Rounding out this over-the-top listing are the grassy grounds, which span just over a half-acre and host a hot tub, as well as a wood deck ideal for al fresco lounging and entertaining. An attached and heated three-car garage and an additional parking bay also can be found on the premises.

      Click here for more photos of the Home Alone house.

      Dawn McKenna Group/Coldwell Banker Realty More

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      Jane Seymour’s Former Country Estate in the U.K. Hits the Market for $15.9 Million

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      Back in the ’80s, when Jane Seymour was filming the British TV movie Jamaica Inn, the actress stumbled upon St. Catherine’s Court—a historic mansion in Bath dating back to the 1500s. Shortly after, the former Bond girl and her then-husband, David Flynn, purchased the palatial pad together and put the place through an extensive renovation. Later, when Seymour remarried director James Keach, the couple rented the residence out as a film set, recording studio, and wedding venue. Since coming into new ownership in 2007, the estate has recently been put up for sale with Savills for a cool £12.5 million (or about $15.9 million). 

      “Now restored to its former glory, St. Catherine’s Court not only represents a wonderfully idiosyncratic family home, but one that is equipped to entertain on a truly grand scale,” says Ed Sugden with Savills Country Department. And the home has more celeb ties than just Seymour. In the ‘90s, the abode was occupied by The Cure, and, in fact, it’s where the cult-favorite gothic rock band recorded their albums Wild Mood Swings and Bloodflowers. The studio was also a creative hub for Radiohead, who recorded most of their album OK Computer here. 

      RELATED: A Historic UK Palace That Starred in James Bond Just Listed for $93.4 Million

      St. Catherine’s Court in Bath, the former home of British actress Jane Seymour, is up for sale.

      Savills

      Originally constructed for the monks of Bath Abbey, the compound comprises a Grade II-listed manor house, a three-bedroom cottage, a five-bedroom lodge house, and a 15th-century tithe barn. Set on 14 acres, the protected grounds are listed on the Register of Historic Parks and Gardens and have even been praised by acclaimed English landscape architect Gertrude Jekyll. In addition to a 20th-century orangery, there’s a tennis court and two stabling blocks. 

      Altogether, the main house comprises 11 bedrooms and seven bathrooms in a whopping 19,000 square feet of living space. The decadent digs are decked out with ornate plasterwork ceilings, Jacobean woodwork, ancient oak floors, and stately stone fireplaces. Some of the standout spaces include a formal dining room with an impressive carved frieze and a drawing room that doubles as a movie theater, as well as a wine room and a library. 

      RELATED: A Restored U.K. Townhouse on Bath’s Most Prized Street Lists for $6.2 Million

      The centuries-old home has been restored and updated throughout the years.

      Savills

      “Both charming and imposing, St. Catherine’s Court and its gardens are set within a stunningly beautiful hidden valley that leaves one spellbound,” says Ed Sugden with Savills Country Department. “Offering the chance to own a fascinating slice of history, this creative and truly exceptional manor house provides a sense of privacy, peace, and seclusion that belies its location within such easy reach of Bath.” 

      Click here to see more photos of St. Catherine’s Court.  

      Savills

      Authors

      Abby Montanez

      Abigail Montanez is a staff writer at Robb Report. She has worked in both print and digital publishing for over half a decade, covering everything from real estate, entertainment, dining, travel to…

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      Rihanna Takes a Slight Loss on Matthew Perry’s Former L.A. Penthouse

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      After first hitting the open market a little more than two months ago with a nearly $25 million price tag, Rihanna has officially offloaded her Los Angeles penthouse to an unnamed buyer for a pinch under $20.8 million. And while that’s still a large sum of money by any measure, that amount is around $85,000 less than the Barbadian superstar paid for the place a little over a year ago.

      The 36-year-old billionaire purchased the condo for a discounted $21 million in March 2023 from short-term owner Nick Molnar, co-founder of the tech company Afterpay, who originally wanted $28 million. Before that, the residence was owned for roughly four years by the late Friends actor Matthew Perry, who bought the sprawling unit for $20 million in 2017 and subsequently gave it an extensive makeover in collaboration with architect Scott Joyce and interior designer LM Pagano.

      Spanning the entire 40th floor of The Century building—a 42-story, Robert A.M. Stern Architects-designed luxury residential tower nestled along Century City’s Avenue of the Stars—the mansion-sized flat has four bedrooms and seven bathrooms across 9,300 square feet of contemporary yet classic living space. Four massive wraparound terraces offer up picturesque views stretching from Downtown L.A. across the Santa Monica Mountains to the Pacific Ocean.

      RELATED: This $50 Million Mansion-Sized Condo Is the Most Expensive in Los Angeles

      Other highlights include a lavish soundproof movie theater and a broad entrance galley perfect for showing off artwork or collectibles. There’s also a spacious living room displaying two fireplaces, a formal dining room that seats 25, and a game room/library warmed by a fireplace, as well as a gourmet kitchen outfitted with a duo of marble-topped islands, top-tier Miele, Wolf, and Sub-Zero appliances, a wine refrigerator, and a breakfast nook. An opulent primary suite comes complete with a cozy fireside seating area, dual baths and walk-in closets, and stellar vistas via a semi-circular bank of soaring windows.

      Topping it all off are plenty of building amenities, courtesy of a hefty $8,814 monthly HOA charge, which include 24-hour concierge and security guards, four deeded parking spots in an underground garage, a wine cellar, a screening room, access to an outdoor swimming pool and gardens, a gym and fitness studio, a restaurant, conference rooms, and storage facilities.

      In addition to her recently sold condo, Rihanna still owns another smaller condo at The Century. But her current main residence remains a $14 million mansion in the mountains above Beverly Hills. Per Forbes, the We Found Love hitmaker is now the world’s richest female musician, with an estimated net worth of $1.4 billion. More

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      Celebrity Real Estate Roundup: Joe Jonas Buys in Brooklyn, Sarah Silverman Scoops Up the House Next Door, and More

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      Barely two months after Joe Jonas’s longtime apartment in the Nolita neighborhood of Manhattan changed hands for about $5.3 million, the now-single pop star has reportedly added another New York City property to his portfolio. Per a trusted informant and public records filed in New York City, he’s just doled out $6.7 million for a residence in a historic Brooklyn neighborhood.

      Sited within the 33-story Olympia Dumbo building, which was created by Fortis Property Group in collaboration with Hill West Architects and the design firm Workstead, the corner unit rests on the 26th floor and has three bedrooms and four baths spread across 2,654 square feet of living space adorned throughout with blonde hardwood floors.

      Other highlights include an entry foyer that flows to a spacious great room offering views of the Manhattan Bridge. Double doors slide open to reveal a kitchen outfitted with sleek maple cabinetry, a stone-topped eat-in island, top-tier Gaggenau appliances, and an adjacent dining area sporting a wet bar and a Thermador wine cooler; and elsewhere is a bedroom that’s been converted into a den, along with a primary suite hosting a large walk-in closet, and an inviting bath spotlighted by dual vanities and a freestanding soaking tub.

      Jonas also will have access to plenty of amenities courtesy of $2,833 in monthly common charges, including a 24-hour doorman and concierge, a private garden lounge, a club providing everything from a two-lane bowling alley to a fitness center, a bridge level offering indoor and outdoor swimming pools and a tennis court, and a private parking spot.

      RELATED: Judge Judy’s Stylish N.Y.C. Penthouse Is Up for Grabs at $9.5 Million

      Byron Allen Lists Side-by-Side Homes in Beverly Hills

      Kevork Djansezian/Getty Images1

      Barely two years after Byron Allen simultaneously scooped up a couple of multimillion-dollar homes in one of the most desirable neighborhood pockets of Beverly Hills, the comedian-turned-media mogul is already flipping them back up for sale. The ask? A smidge under $40 million, which is a whopping $8 million more than he originally forked over for the two homes.

      Records show the CEO of Entertainment Studios paid Canadian tech titan and former eBay president Jeff Skoll a total of $32 million for the two properties in spring 2022; that was shortly after he had secured more than $80 million in financing to demolish an existing house just down the street and replace it with a 24,000-square-foot mega-mansion worth $150 million. Slated for completion this year and expected to include a bowling alley and a subterranean gym, the new spread adds to Byron’s personal property portfolio that contains luxe residences in locales such as New York, Aspen, Maui, and Malibu.

      As for the side-by-side homes now up for sale, Allen first plunked down $22.5 million for a sleek modern estate resting atop a promontory and then paid another $9.5 million for a more humble and decidedly dated Tudor abode right next door. The two separate but contiguous parcels create a 1.5-acre compound with combined living space topping 10,000 square feet.

      The pricier of the two homes was built in 1999 and features five bedrooms and seven baths in 7,500 square feet of open-plan living space offering picturesque views spanning from the downtown Los Angeles skyline to the Pacific Ocean. Notable amenities include a wet bar-equipped great room, a gourmet kitchen outfitted with top-tier appliances, and a sumptuous primary suite boasting dual closets and baths, along with a wood-paneled study, a gym, and a wine cellar. The almost 1-acre grounds also host an infinity-edge pool.

      The more modest house was built in the early 1950s and sits on over a half-acre of land fronted by a motorcourt and an attached two-car garage. Inside, there are three bedrooms and an equal number of baths in just over 3,000 square feet. Standing out is a loft space that’s accessible via a wooden ladder and a mostly paved backyard with a pool.

      RELATED: Two Days After Selling for $17 Million, a Sleek Beverly Hills Mansion Pops Up for Rent

      LL Cool J’s Encino Mansion Hits the Market for $6 Million

      Karen Neal/CBS via Getty Images1

      A little over six years ago, LL Cool J doled out $4.3 million for an architectural-style home in the affluent Royal Oaks enclave of Encino. Now the Grammy-winning rapper—who’s also widely known for his work as a songwriter, record producer, and actor—has decided to part ways with the place he and his wife Simone Smith have owned since spring 2018, asking a speck under $6 million.

      Described in the listing as a “masterpiece,” the 2017-built dwelling has four bedrooms and six baths in a little more than 6,000 square feet of modern living space boasting vaulted ceilings and walls of glass. Secluded by gates and high hedges, the boxy stucco structure’s main level is highlighted by a great room sporting living and dining areas that flow to a gourmet kitchen, as well as an opulent primary suite.

      Elsewhere are four additional guest bedrooms, along with a secondary living room that has floor-to-ceiling Fleetwood doors spilling out to a resort-like backyard holding a pool house, pool and spa, and built-in barbecue. There’s also an attached two-car garage on the premises.

      In addition to his for-sale house, LL Cool J also owns a New York home that he paid $1.5 million for way back in 1999.

      RELATED: Meghan Trainor Snags Zedd’s Rockstar-Worthy L.A. Manse for $17 Million

      ‘Vampire Diaries’ Star Paul Wesley’s Secluded Topanga Retreat Is Up for Sale

      GVictoria Sirakova/Getty Imagesetty Images

      It’s been five years since Paul Wesley doled out $1.9 million for a secluded log cabin-style home in the remote area of Topanga Canyon. Now the actor—probably best known as Stefan Salvatore on the “Vampire Diaries”—is tossing the place back on the market, asking $3.6 million.

      Hidden away behind gates and dense foliage on three-quarters of an acre and previously listed for rent at $16,000 per month, the wood-clad structure provides sweeping views of the Santa Monica Mountains. Originally built in the early 1970s but upgraded through the years, the place boasts four bedrooms and three baths in just over 2,600 square feet of open-concept living space punctuated throughout with rustic hardwood floors, vaulted ceilings, oversized windows, and floor-to-ceiling sliding glass doors flowing out to expansive decks ideal for al fresco lounging and entertaining.

      Standout features include a sunken living room flaunting a wood-burning fireplace etched into a white-painted brick wall and a dining area that connects to an updated kitchen, which is outfitted with an eat-in island, Sub-Zero and Wolf appliances, and a breakfast nook. There’s also an office space that doubles as a screening room, complete with surround sound, as well as a sauna-equipped gym; and outdoors, the grassy grounds are laced with mature oaks and redwoods and come complete with a cedar tub, a shower, a bocce court, and a vegetable garden.

      Sarah Silverman Buys Another Los Feliz House

      Kevin Mazur/Getty Images

      Emmy-winning actress and stand-up comedian Sarah Silverman has shelled out $2.1 million for a residential property that abuts an ultra-contemporary Los Feliz residence she bought nearly four years ago for $3.5 million.

      Built in the late 1940s and on the market for the first time in over 50 years, the post-and-beam spread was designed by Frank Lloyd Wright associate Alfred Gilman and last sold in June 1972 for $63,500. The 53-year-old Los Angeles native won the property in an apparent bidding war—paying around $563,000 over the asking price—with the purchase giving her almost half of a contiguous acre in a celeb-studded neighborhood, where nearby neighbors include Scarlett Johansson and Kate Mara.

      Described in the listing as “ready for a major restoration or a possible rebuild due to condition,” Silverman’s newly acquired home features three bedrooms and two baths in a little more than 2,300 square feet of split-level living space boasting a wealth of wood details and picture windows throughout. There’s also a detached two-car garage on the premises.

      Among the highlights are a fireside living room and a double-height dining room that opens directly to a large back patio and garden area. Secluded down a short hallway is the primary suite, while the lower level hosts a large family room with a stone fireplace, two additional bedrooms, and a full bath.

      RELATED: A Well-Preserved 1920s Spanish Colonial Revival Manor Is Up for Grabs in L.A. More

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      Judge Judy’s Stylish N.Y.C. Penthouse Is Up for Grabs at $9.5 Million

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      Judy Sheindlin is officially slamming the gavel on her New York City penthouse. Per The New York Times, which first reported the listing, the reality TV personality best known as Judge Judy has hoisted her elegant Manhattan pied-à-terre on the market for $9.5 million. The listing is held by Tom Postilio and Mickey Conlon of Compass.

      Records show she and her husband Jerry, a former New York Supreme Court judge, acquired the duplex unit for $8.5 million back in 2013, shortly after selling a residence at The Sherry-Netherland hotel. Sheindlin, who also has owned homes in Rhode Island, Connecticut, Florida, and California, told the Times in an email, “We’ve enjoyed this jewel of an apartment. Time to simplify.”

      Sited within the 14-story, pre-war co-op apartment house at 14 Sutton Place South, which was designed by gifted architect Rosario Candela in the late 1920s, the couple’s city digs rest on the top two floors of the building, with four bedrooms and six baths spread across largely original yet modernized interiors outfitted with hardwood floors, high ceilings, classic moldings, and a curved wrought-iron and wood staircase. There’s also central air-conditioning, plus an integrated sound system, and an expansive wraparound terrace that’s ideal for al fresco lounging and dining.

      The penthouse’s expansive wraparound terrace is the perfect spot for relaxing and enjoying a meal outdoors.

      Eytan Stern Weber/Evan Joseph Images

      Other highlights include a semi-private elevator landing that opens into an upper-level entrance gallery bathed in inlaid marble. From there, the spacious living room boasts a wood-burning fireplace and large casement windows offering views of the East River; a blush-hued formal dining room has floor-to-ceiling French doors; and an eat-in kitchen is equipped with green marble countertops, a wood-topped island and high-end stainless appliances.

      Elsewhere is a handsome wood-paneled library displaying a fireplace flanked by built-in bookshelves, along with a wine-storage alcove that’s been converted into a powder room. A downstairs primary suite hosts a seating area, lots of closet space, and built-in storage, as well as a spa-inspired bath equipped with dual vanities and a shower, and three additional guest bedrooms include two with their own baths and one with access to a hallway bath.

      The new owner also will be privy to plenty of amenities, courtesy of a hefty $10,130 monthly maintenance fee, including a 24/7 doorman, a resident manager, a common roof deck, a gym, a bike room, and a deeded private storage space.

      A former Manhattan prosecutor and family court judge, the 81-year-old Brooklyn native starred as the no-nonsense courtroom arbitrator in the Judge Judy TV series for 25 seasons, from 1996 to 2021, and currently appears in the Judy Justice show on Amazon Freevee. Her longtime husband, a former New York Supreme Court judge, also made his mark as a TV personality, having presided over The People’s Court for two seasons.

      Other Manhattan properties up for sale nearby include a newly relisted $16 million townhouse owned by Elvis director Baz Luhrmann and a five-story residence in the Lenox Hill neighborhood offered for $16.4 million. Don’t quite feel like making a commitment to buy? Check out this Fifth Avenue aerie overlooking the Met that just popped up on the rental market for $90,000 per month, complete with three landscaped terraces and a trio of outdoor showers.

      Click here for more photos of Judge Judy’s Manhattan penthouse.

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      Harry Connick Jr. Is Asking $12.5 Million for His Coastal New England Retreat

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      You’ll need more than a wink and a smile to pick up this Massachusetts estate! As first reported by The Wall Street Journal, the coastal 1.3-acre spread long owned by award-winning singer, pianist, and actor Harry Connick Jr. has just popped up for sale in the Lower Cape Cod enclave of Chatham, asking $12.5 million. The listing is held by Paul Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties.

      Records show the New Orleans-born crooner and his wife, former Victoria’s Secret model Jill Goodacre, paid $5.3 million back in early 2006 for the Oyster Pond Lane property. Tucked away behind tall hedges and a lengthy tree-lined driveway, the charming wood-shingled structure boasts five bedrooms and six bathrooms in a tad over 5,300 square feet of two-level living space, all of it accented throughout with the original pine floors, reclaimed wood, and numerous fireplaces.

      The backyard has an inviting freeform pool, an expansive terrace, and a fire-pit conversation area.

      Jack Vatcher Photography

      Built back in the 1960s but extensively renovated during the couple’s tenure, the blufftop structure overlooks Chatham Village and Oyster Pond, a saltwater basin that flows to Nantucket Sound and the Atlantic Ocean. There’s also a staircase and a raised walkway leading down to a boathouse and a private dock, plus an attached two-car garage.

      Other highlights include an entrance hallway displaying a traditional staircase, along with a cozy family room sporting built-in bookcases flanking a wood-burning fireplace. A gourmet kitchen is outfitted with a built-in buffet, an eat-in island, top-tier stainless appliances, and a dining area flaunting two sets of French doors spilling out to the backyard.

      A private balcony in the primary bedroom overlooks picturesque water vistas.

      Jack Vatcher Photography

      Accessed via a private staircase is an upstairs primary suite, which comes complete with a water-view balcony, a walk-in closet, and a luxe bath equipped with dual vanities, a soaking tub, and a glass-encased shower, as well as a study where Connick worked on his tunes. Outdoors, the park-like grounds are dotted with manicured gardens and mature trees and host a fire pit and a freeform swimming pool surrounded by a brick-clad terrace.

      According to WSJ, Connick and Goodacre have decided to let go of the house, which is being sold fully furnished, because they are spending less time on the Cape now that their children are grown.

      In other musician-related real estate news, Kendrick Lamar reportedly just dropped $40 million on a nine-bedroom estate in the Los Angeles neighborhood of Brentwood, while his current arch nemesis Drake wrangled a sprawling Texas ranch for $15 million. Meghan Trainor also scooped up DJ Zedd’s rockstar-worthy mansion in L.A. for $17 million.

      Click here for more photos of Harry Connick Jr.’s Cape Cod house.

      Jack Vatcher Photography More