Dolly Parton – Brentwood ($10 Million)

Country royalty deserved a proper kingdom. Dolly Parton, the Grammy-winning legend behind Jolene, 9 to 5, and I Will Always Love You, made this secluded Brentwood estate her primary home until her death in August 2026. The property spans roughly 63 acres and has been valued at about $10 million, with a swimming pool, tennis court, barns, guest structures, and acres of privacy outside Nashville.
Dolly shared the estate with her husband, Carl Dean, until he died in 2025. Beyond her timeless music, her incredible legacy includes her famous Dollywood theme park and extensive global philanthropy.
Leonardo DiCaprio – Los Angeles ($7.1 Million)

Leonardo DiCaprio added another star-studded Los Feliz address to his real-estate portfolio in 2021, paying $7.1 million for the Spanish Colonial-style home of Jesse Tyler Ferguson and Justin Mikita. Built in 1928, the nearly 5,000-square-foot residence had previously belonged to Gwen Stefani and Robert Pattinson.
There is an important detail behind the purchase: reports said Leonardo bought this particular house for his mother, Irmelin Indenbirken. The property features four bedrooms, striking period architecture, and a private pool, giving the Los Feliz home plenty of Hollywood history while serving as a high-end residence for his mother rather than Leonardo's primary home.
Cardi B – Sandy Springs, Georgia ($5.795 Million Listing)

Cardi B and Offset made a spectacular real-estate splash in 2019 with this enormous Atlanta-area estate. The European-inspired mansion spans roughly 22,000 square feet on 5.8 acres, with five bedrooms, multiple bathrooms, towering entertaining spaces, and an enormous 1,800-bottle wine cellar.
The property sits in Sandy Springs, Georgia, part of the Atlanta metropolitan area. It carried a $5.795 million listing price when Cardi and Offset acquired it, although the final purchase price was not widely disclosed. Outside, a dramatic swimming pool and sprawling landscaped grounds add even more scale to an estate already packed with over-the-top amenities.
Tom Brady – California ($40 Million)

Legendary NFL quarterback Tom Brady, universally recognized as the greatest passer in football history with seven Super Bowl victories, bought the parcel for this eco-friendly French Chateau-style estate in Brentwood, Los Angeles, in 2008 for $11.75 million.
He spent four years custom-building the 18,298-square-foot mega-mansion, which boasts a koi-filled moat, a custom outdoor infinity pool, extensive use of reclaimed materials, and solar panels. Tom sold the sprawling sanctuary in 2014 to hip-hop icon Dr. Dre for a cool $40 million.
Britney Spears – California ($7.4 Million)

Privacy came with serious acreage when Britney Spears bought this Thousand Oaks estate for $7.4 million in 2015. The Italianate villa spans 13,264 square feet on almost 21 acres, with five bedrooms, 7.5 bathrooms, and a dramatic great room capped by a 35-foot ceiling.
Outside, Britney's estate includes an infinity pool, tennis court, orchard, and three-green golf course. A pool pavilion even contains a 3,500-bottle wine cellar. Britney already owned the Thousand Oaks residence when she bought a separate Calabasas mansion in 2022, which she sold the following year. Thousand Oaks remained her longtime California base.
Robert Downey Jr. – East Hampton ($10.5 Million)

Robert Downey Jr. found a Hamptons retreat with far more personality than the average beach house. He and wife Susan bought the East Hampton property for $10.5 million in 2017. Its centerpiece is a decorative windmill structure dating to around 1885, which was never a working mill but later became part of the expanded residence.
The four-acre compound contains seven bedrooms across its buildings, along with a 50-foot swimming pool, tennis court, guest accommodations, and landscaped gardens. Movie fans may recognize the distinctive property from the 1982 thriller Deathtrap. Designer Joe Nahem later helped the Downeys give the interiors an appropriately playful makeover.
Cher – Malibu ($75 Million Asking Price)

Cher has spent decades shaping this Malibu estate into a home every bit as distinctive as its owner. She bought the blufftop site for $2.95 million in 1989 and eventually created an elaborate Italian Renaissance-inspired residence on roughly 1.7 acres, overlooking the Pacific Ocean.
The finished mansion spans about 13,126 square feet, with seven bedrooms and nine bathrooms. Imported stone, ornate architectural details, a theater, gym, and infinity-edge pool add plenty of drama, while the oceanfront setting supplies the scenery. Cher initially tested the luxury market at $85 million before cutting the asking price to $75 million, giving buyers another shot at one of Malibu's most recognizable celebrity estates.
Barack Obama – Martha’s Vineyard ($11.75 Million)

Presidential downtime looks spectacular here. Barack Obama, the 44th U.S. president, and Michelle Obama purchased this Edgartown estate for $11.75 million in 2019, well below its $14.85 million asking price. The nearly 6,900-square-foot residence occupies 29.3 waterfront acres overlooking Edgartown Great Pond, with seven bedrooms.
The perks are many: a private beach, swimming pool, hot tub, vaulted living room, stone fireplaces, and sweeping water views. Zillow placed its estimated value at about $18.69 million. The property continues to serve as the Obama family’s Martha’s Vineyard retreat.
Hoda Kotb – Long Island ($2 Million)

Beach-house life suits Hoda Kotb beautifully. The former Today co-anchor and Emmy-winning broadcaster owns this waterfront retreat in Point Lookout, with property records tracing her ownership to 2017. The 2,282-square-foot residence was bought at about $2.02 million.
Hoda often hosts family celebrations at her Long Island getaway, where the water views and beach-town setting make Manhattan feel worlds away. Her main residence is a $2.895 million home in Bronxville, so this glamorous coastal escape serves as a second home rather than her primary address.
Nicolas Cage – San Francisco ($10 Million)

This place has exactly the kind of gothic drama you would expect from Nicolas Cage, the Oscar-winning actor famous for Leaving Las Vegas, National Treasure, and a wonderfully unpredictable film career. Nicolas bought the 6,305-square-foot Russian Hill mansion and an adjacent lot for $9.4 million in 2006, then sold the house in 2008 for $7.7 million.
Built in 1914, the six-bedroom Tudor Revival packs in stained glass, fireplaces, a library, gym, wine cellar, and knockout views toward Alcatraz and the Golden Gate Bridge. It sold again for $8.8 million in 2021.
George Stephanopoulos – Southampton ($5.995 Million Listing)

George Stephanopoulos and Ali Wentworth paid $4.5 million for this Southampton retreat in 2013. The traditional shingle-style house spans roughly 4,800 square feet and sits on about 1.5 acres, giving the couple a private Hamptons escape within easy reach of New York City.
Amenities brought plenty of resort appeal, including a swimming pool, a sunken tennis court, a game room, and a wine cellar capable of holding around 1,000 bottles. George and Ali eventually decided to part with the property and listed it for $5.995 million in 2018 after previously testing the market at a higher price. The $5.995 million figure was the home's 2018 asking price.
Donald Trump Jr. – The Hamptons ($8.14 Million Sale)

Donald Trump Jr. and Kimberly Guilfoyle purchased this large Bridgehampton estate for about $4.4 million in 2019. The roughly 9,200-square-foot residence offered seven bedrooms and sat on several acres, complete with a heated gunite pool, spa, and access to a private pond.
Their Hamptons chapter was relatively brief. Donald Jr. and Kimberly sold the Bridgehampton property in an off-market deal for approximately $8.14 million in 2021, nearly doubling the $4.4 million purchase price before transaction costs. The couple later established themselves in Florida. As the eldest son of President Donald Trump, Donald Jr. has remained a prominent political and media figure alongside his business interests.
Bill Gates – Washington ($130 Million)

Tech visionary Bill Gates, world-famous for co-founding Microsoft and revolutionizing personal computing, bought the prime Lake Washington land for his iconic Medina, Washington mansion in 1988 for $2 million.
Nicknamed Xanadu 2.0, the estate took roughly seven years and $63 million to construct. Valued at over $130 million today, this 66,000-square-foot Pacific Lodge masterpiece boasts futuristic smart technology, a 60-foot swimming pool with an underwater music system, and a massive library housing rare historic manuscripts. His grown-up children still return to the family home, which Bill has said he has no desire to downsize.
Nicole Kidman – Nashville ($8 Million)

Nicole Kidman and Keith Urban added this substantial Nashville residence to their property portfolio in 2008, paying $3.47 million. Set inside the gated Northumberland community, the mansion covers roughly 10,925 square feet on about two acres and has become one of the actress's best-known American homes.
The residence contains seven bedrooms and 10 bathrooms, along with the amenities expected of a major celebrity property. A swimming pool, tennis court, home theater, and expansive living spaces provide plenty of room away from Hollywood. Nicole has maintained strong ties to Nashville for years, making this Tennessee mansion far more than a temporary show-business hideaway.
Jimmie Johnson – New York ($14.25 Million)

Seven-time NASCAR Cup Series champion Jimmie Johnson purchased this breathtaking West Village condo in New York City in 2013 for $14.25 million. Valued well over $16 million today, the 3,234-square-foot Manhattan haven offers panoramic Hudson River vistas, bespoke interior finishes, and a sprawling layout crafted for world-class luxury.
Jimmie still maintains this stylish East Coast pad alongside his family's main residence down south. He and wife Chandra transformed the apartment into an art-filled family escape, mixing vintage furniture with works by Sol LeWitt, Donald Judd, and Julian Schnabel. His passion for contemporary art and architecture truly shines throughout the residence.
Vanna White – Beverly Park ($19.3 Million)

This one deserves the spotlight. Vanna White, the longtime Wheel of Fortune star, once lived in this 14,554-square-foot Italianate mansion in Beverly Park with former husband George Santo Pietro. The couple had it custom-built in 1997 on more than five acres, complete with eight bedrooms, 10 bathrooms, a home theater, a wine cellar, a gym, a mini-spa, and a four-car garage.
Outside, things get extravagant with a resort-style pool and roughly three acres of Merlot vines producing up to 150 cases of wine a year. Vanna left after the couple divorced in 2002. The estate later hit the market for $47.5 million and ultimately sold for $19.3 million in 2020.
Barron Trump – Trump Tower, New York

Barron Trump spent much of his childhood in Donald and Melania Trump's famously lavish triplex penthouse at Trump Tower in Manhattan. Property records place the residence at roughly 10,996 square feet across portions of three floors, making it one of the building's most recognizable private homes.
The interior has long been associated with marble, gold-toned details, crystal chandeliers, and ornate classical furnishings. Barron also enjoyed extensive private space while growing up there, with reports describing much of the third level as his domain. The penthouse belongs to Donald and Melania Trump, so Barron's connection to the lavish residence comes from growing up there rather than owning the property himself.
Scarlett Johansson – Los Angeles ($5 Million)

Hollywood superstar Scarlett Johansson, known for starring in Lost in Translation, Marriage Story, and playing Black Widow in the Marvel films, purchased this chic Los Feliz estate back in 2014 for $3.88 million. The property is estimated at around $5 million.
Spread across nearly an acre, the 3,500-square-foot sanctuary features four bedrooms, an eight-person spa, and a games cabana alongside a serene swimming pool. Scarlett still keeps this private hideaway. Interestingly, the master suite balcony overlooks the famous Hollywood Sign, providing a picture-perfect view straight out of a classic movie.
Clint Eastwood – Mission Ranch, Carmel

Clint Eastwood stepped in to preserve Mission Ranch in 1986, acquiring the 22-acre Carmel property when proposed development threatened the historic landscape. Contemporary reporting put the deal at roughly $5 million to $5.5 million, and Clint promised to protect the acreage from condominium construction.
Mission Ranch stands apart from the typical celebrity mansion. The property operates as an inn and restaurant, with historic buildings scattered across meadows near the Carmel River and Pacific coast. Clint restored the ranch instead of turning it into a private mega-estate, preserving its pastoral character while creating a working hospitality property. His decades-long connection to Mission Ranch has therefore centered as much on preservation as luxury.
Chris Cuomo – Southampton ($2.9 Million Listing)

Chris Cuomo and wife Cristina Greeven Cuomo bought this Southampton getaway for $1.3 million in 2005. The traditional shingle-style house spans about 3,000 square feet, with five bedrooms and four bathrooms, offering the family a comfortable Hamptons retreat away from Manhattan.
The couple completed an extensive renovation several years after buying it, adding wide-plank floors, refined millwork and updated living spaces. Outside, a heated swimming pool and landscaped grounds added to the vacation-home appeal. Chris and Cristina eventually decided to move on, putting the property on the market for $2.9 million in 2019. The 2019 listing marked the end of the family's long run at the renovated Southampton retreat.
Mel Gibson – Costa Rica ($29.75 Million Asking Price)

Mel Gibson went seriously off-grid with Hacienda Dorada, his enormous retreat on Costa Rica's Nicoya Peninsula. The actor and filmmaker acquired the roughly 500-acre property in 2007 for a reported $28.5 million. Jungle surrounds three hilltop villas, creating a secluded tropical compound overlooking the Pacific.
Combined, the residences offer 11 bedrooms and 14 bathrooms, along with private pools and extensive entertaining spaces. The estate also features a helipad and access to a secluded stretch of beach. Mel has tried to sell the property several times, at one point asking $35 million before reducing the price to $29.75 million. The later $29.75 million figure was one of the reduced asking prices attached to the tropical estate.
Sam Elliott – Oregon Ranch

Sam Elliott has maintained an especially fitting retreat in Oregon's Willamette Valley with wife Katharine Ross. The couple has owned the roughly 200-acre Linn County property since the mid-1990s, giving the Western-film favorite a genuine connection to the rural Northwest landscape seen throughout much of his screen career.
Oregon also carries personal history for Sam. He moved to Portland as a teenager, attended David Douglas High School and later studied at Clark College across the Columbia River in Vancouver, Washington. Sam has spoken publicly about his affection for the state and his hope of spending more time there. The couple has also maintained a home in Malibu, making Oregon a longtime getaway rather than his only residence.
Kamala Harris – California ($5 Million)

Former Vice President Kamala Harris, groundbreaking political trailblazer and prosecutor, holds title to a tranquil Brentwood, California residence. Her husband Doug Emhoff acquired the property in 2012 for $2.7 million before transferring it into a joint trust.
Estimated around $5 million today, the 3,500-square-foot sanctuary offers four bedrooms, five bathrooms, and a lush poolside oasis nestled in prestigious Los Angeles hills. Kamala still maintains ownership. Sharing a private neighborhood with Hollywood royalty, the serene hideaway combines sophisticated California living with star-studded prestige.
Stephen Curry – San Francisco ($10.5 Million)

NBA superstar Stephen Curry, legendary four-time champion widely regarded as the greatest shooter in basketball history, picked up an ultra-luxurious Bay Area beauty. He bought the gated Alamo estate with wife Ayesha Curry for $5.775 million in 2016. The roughly 10,000-square-foot compound offered five bedrooms, a guesthouse, six-car garage, huge pool, wine cellar, billiard room and Finnish-style sauna.
Stephen sold it for $6.3 million in 2019, and the mansion returned to the market in 2026 for $10.5 million, giving this former Curry hideaway a much richer price tag.
Sheryl Crow – Nashville ($5.2 Million)

Country-star heaven comes with horses, guitars and 50 acres of breathing room. Sheryl Crow, the nine-time Grammy winner behind All I Wanna Do and If It Makes You Happy, bought this Nashville estate for $5.2 million in 2011. The property became her family base, with a 10-stall working barn, horse stables, recording studio, saloon and even a private chapel for meditation.
Sheryl still lives on the estate and she listed an adjoining 2.2-acre parcel for $1.8 million, while retaining her main residence. That makes the sprawling compound, where music and country life collide, very much home.
Danica Patrick – Scottsdale (About $4 Million Purchase)

Danica Patrick's Scottsdale residence came with one amenity that seems almost mandatory for a racing star: a seven-car garage. Danica and then-husband Paul Hospenthal bought the North Scottsdale property in 2006 for about $4 million, creating an impressive desert base surrounded by Arizona scenery.
A detailed New Yorker profile described the house at roughly 9,000 square feet, with six bedrooms and eight bathrooms. The property also featured a wine cellar, movie theater, gym, swimming pool and separate guest cottage. Camelback Mountain rises in the distance, adding one of the area's signature views. The sprawling garage, however, remains the feature most perfectly matched to Danica's years behind the wheel.
Kathie Lee Gifford – Greenwich ($100 Million Asking Price)

Kathie Lee Gifford put Cedar Cliff, her longtime Connecticut estate, on the market for an extraordinary $100 million in 2026. Kathie Lee and late husband Frank Gifford bought the waterfront property in 1994 for $7.8 million and spent decades making it their family home.
Cedar Cliff spans 13,163 square feet on about 2.9 acres, with eight bedrooms, nine full bathrooms and five half bathrooms. A pool, tennis court, theater, recording studio and private dock add to the scale. Kathie Lee brought Cedar Cliff to market in 2026 with a staggering $100 million asking price.
Peyton Manning – Denver ($7.5 Million)

Football royalty lives well. Peyton Manning, the Hall of Fame quarterback who won two Super Bowls and five NFL MVP awards, bought this sprawling Georgian-style estate for $4.575 million in 2012 after joining the Denver Broncos. The mansion spans about 16,464 square feet on 3.37 acres, with seven bedrooms, a wine cellar, a media room, a billiards room, an elevator, and even a heated indoor-outdoor dog kennel.
Peyton still calls the Denver area home, and this Cherry Hills Village property remains his primary residence. He also bought another nearby property in 2023 for $5.3 million, reportedly for business use.
Howie Mandel – California ($9.5 Million)

This Hidden Hills showpiece was built to impress. Howie Mandel, the comedian and television personality famous for Deal or No Deal and America’s Got Talent, bought the 1.3-acre property through a family trust for $2.62 million in 2018, demolished the existing ranch house, and replaced it with a nearly 10,000-square-foot modern farmhouse.
The finished mansion contained six bedrooms, a movie theater, glass-walled wine room, a gym, a bar, a pool, and a spa. Serious toys. Howie sold it for $9.5 million in 2020, and reporting suggested it was probably an investment property rather than his personal residence.
Julia Roberts – Malibu ($8 Million)

This was Malibu with movie-star ease. Julia Roberts, the Oscar winner beloved for Pretty Woman and Erin Brockovich, bought this Point Dume ranch for $6.84 million in 2015. The roughly 1,800-square-foot home sat on more than an acre, with three bedrooms, two bathrooms, gardens, a riding ring, and a trellis-covered sitting area that gave the property serious coastal charm.
Julia no longer owns it. She sold the estate off-market for $8 million in 2020, while retaining her larger bluff-top Malibu residence across the street, purchased for $9.5 million in 2003. Interestingly, she bought multiple neighboring properties over the years to create a massive, secluded compound.
Ice-T – Hollywood Hills ($2 Million Sale)

Ice-T paid about $1.2 million for this three-level home near the Sunset Strip in 1992, creating a Hollywood base with panoramic views stretching from downtown Los Angeles toward the ocean. The house originally covered roughly 4,500 square feet, and Ice-T quickly began putting his own stamp on the place.
He later added a professional recording studio, a solarium, and a swimming pool, transforming the hillside residence into a serious entertainment setup. By the time the former celebrity home returned to the market years later, listings described it as roughly 4,448 square feet, with four bedrooms and five bathrooms. Ice-T sold the property in 2003 for approximately $2 million, ending an especially memorable chapter in his Los Angeles real-estate history.
Tim Allen – Hollywood Hills ($6 Million)

Comedic legend Tim Allen, famous for his iconic roles in Home Improvement and voicing Buzz Lightyear in Toy Story, scored this rustic Hollywood Hills sanctuary in 1999 for $2.15 million. Valued around $6 million today, the 5,808-square-foot estate oozes cozy luxury with rustic pine finishes, a stone fireplace, an open floor plan, and lush canyon views.
Tim still keeps this private hideaway as his main Los Angeles base. Interestingly, he briefly bought a second Hollywood Hills ranch-style home nearby in 2012 before flipping it.
Betty White – Carmel-by-the-Sea ($10.8 Million)

Beloved television legend Betty White, famous for her iconic Emmy-winning roles on The Golden Girls and The Mary Tyler Moore Show, bought the plot for this Carmel-by-the-Sea sanctuary in 1978 with husband Allen Ludden for $170K.
Completed in 1981, the 3,621-square-foot waterfront haven offered panoramic Pacific views. Betty cherished this retreat for decades but never got to retire here as she had hoped. Following her passing at age 99 in late 2021, the estate sold in 2022 for an astonishing $10.775 million.
Winona Ryder – Beverly Hills ($4 Million)

Old Hollywood romance suited her perfectly. Winona Ryder, the two-time Oscar nominee beloved for Beetlejuice, Edward Scissorhands and Stranger Things, bought this Spanish-style Beverly Hills-area home for $2.5 million in 1998. Built in 1936, the roughly 3,765-square-foot villa offered four bedrooms, pool, original Malibu tiles, Art Deco bathrooms and a curved staircase with cinematic charm.
Winona no longer lives here. She sold the property for $3.725 million in 2011 after listing it for just under $4.1 million. The secluded setting, lush gardens and old-school detailing made it one of her most memorable Los Angeles homes.
Brooke Shields – New York ($5.5 Million)

Old New York glamour feels right at home here. Brooke Shields, the actress and model who became famous with The Blue Lagoon, Pretty Baby and decades of fashion work, bought the landmarked 1910 Greenwich Village property for $5.5 million in 2008.
Brooke spent years meticulously gut-renovating the four-storey residence alongside her producer husband, Chris Henchy. Remarkably, she salvaged a marble fireplace mantel directly from the legendary Plaza Hotel during its major restoration! She still uses the townhouse as her New York base.
Aaron Rodgers – Malibu ($28 Million)

Superstar NFL quarterback Aaron Rodgers, four-time league MVP widely celebrated as one of football's most elite passers, purchased this striking oceanfront Malibu compound in 2019 for a staggering $28 million. Valued around $40 million today, the 4,636-square-foot Italian palazzo-style sanctuary boasts floor-to-ceiling glass, a separate two-bedroom guesthouse, a subterranean spa, and direct private beach access.
Aaron originally acquired the multi-level paradise with ex-girlfriend Danica Patrick from pop star Robbie Williams. He listed the remodeled retreat for $39.5 million in August 2026, creating a potential $11.5 million jump over his purchase price.
Eva Mendes – California ($4.9 Million)

Eva Mendes, the actress known for Hitch, Training Day and The Place Beyond the Pines, bought this Los Feliz home for $3.2 million in 2008. Built in 1926, the roughly 3,900-square-foot residence offered Mediterranean romance and Hollywood privacy! The four-bedroom home, which sits on one-third of an acre, later became the family home she shared with actor Ryan Gosling and their daughters.
The couple sold the property for $4.9 million in 2018 and moved away from Los Angeles, favoring a far more private life near Santa Barbara, in their five-acre farmhouse there.
Tom Hanks – Los Angeles ($35 Million)

Two-time Academy Award winner Tom Hanks, beloved globally for legendary masterpieces like Forrest Gump and Cast Away, bought this colossal cliffside compound in Pacific Palisades in 2010 for $26 million. Valued around $35 million today, the sleek 14,513-square-foot ultra-modern sanctuary features a cliffside swimming pool, a private screening room, and beautiful views of Rustic Canyon.
Tom and his actress wife, Rita Wilson, still call this four-bedroom architectural fortress home, which miraculously survived the devastating 2025 Palisades wildfire intact. Designed originally for Hollywood royalty, the massive residence functions like a private luxury resort.
Michael Jordan – Jupiter, Florida (About $12.4 Million to Build)

Michael Jordan built his Florida retreat inside The Bear's Club, Jack Nicklaus' exclusive golf community in Jupiter. Reports indicate that Michael spent about $4.8 million acquiring the land and another $7.6 million constructing the custom residence, putting the original project cost at roughly $12.4 million.
The completed compound spans about 28,000 square feet and contains 11 bedrooms. Basketball facilities fit the six-time NBA champion perfectly, while a two-story guardhouse provides extra privacy. The home also includes substantial entertaining areas and a media room designed to accommodate Michael's fondness for cigars. Set within one of South Florida's best-known private golf communities, the estate combines his two biggest sporting passions under one very large roof.
Sean Hannity – Long Island ($12.7 Million)

This waterfront spread was pure Gold Coast swagger. Sean Hannity, best known as the longtime Fox News host of Hannity and as the host of his syndicated radio show, bought the Centre Island estate for $8.5 million in 2008.
The nearly 11,000-square-foot mansion sat on almost six acres, with roughly 500 feet of Oyster Bay frontage, a private dock, pool, tennis court, par-3 golf hole, and putting green. Sean left New York for Florida in 2024, and the estate was eventually listed for $13.75 million and sold for about $12.7 million after a bidding war, reportedly fully furnished.