Dolly Parton’s Brentwood Estate (Estimated $8.8 Million)

Dolly Parton has sold more than 100 million records, created the Dollywood theme park, and maintained a remarkably private personal life. Her longtime Brentwood, Tennessee property—often called Willow Lake Plantation—is a secluded 63-acre estate that reflects both her success and her down-to-earth sensibility.

The estate features a swimming pool, tennis court, private chapel, barns, and multiple outbuildings. Over the years its value has been reassessed upward, and by 2025 Realtor.com estimated it at about $8.8 million. Beyond its amenities, the property has deep personal significance for Dolly; it was the setting for much of her private life with her late husband, Carl Dean.

Bill Gates’ Washington Estate (Around $130 Million)

Bill Gates, the Microsoft co-founder, transformed a lakefront site on Lake Washington into one of America’s most extraordinary private residences. Purchased in 1988 for roughly $2 million, his home—nicknamed Xanadu 2.0—became notable for its scale and high-tech features.

The estate spans about 66,000 square feet and includes numerous living areas, 24 bathrooms, a 60-foot swimming pool with an underwater music system, a private theater, multiple kitchens, and an extensive library. The home’s design and amenities reflect a combination of personal taste and technological integration that has made it iconic.

Cher’s Malibu Estate (Listed at $85 Million)

Cher’s cliffside Malibu estate is a dramatic example of old Hollywood glamour. She acquired the land in 1989 and spent years building an Italian Renaissance-inspired home perched above the Pacific Ocean. The property became one of her signature residences for more than three decades.

In 2022 the home returned to the spotlight with an $85 million listing. The estate includes about 13,200 square feet of living space, seven bedrooms, a gatehouse, an infinity pool, a tennis court, and sweeping ocean views—an elegant and theatrical coastal retreat.

Robert Downey Jr.’s East Hampton House (About $10.5 Million)

Robert Downey Jr.’s East Hampton estate centers on a distinctive windmill structure. Purchased in 2017 for roughly $10.5 million, the property includes the Edward DeRose Windmill Cottage—a replica windmill built in 1885 originally as a playhouse—alongside more conventional living spaces.

The grounds cover about four acres and include seven bedrooms, 11 bathrooms, a guesthouse, pool, tennis court, landscaped gardens, and office and library spaces incorporated into the windmill, giving the home a memorable historic charm.

Barack Obama’s Martha’s Vineyard Estate (About $11.75 Million)

Barack and Michelle Obama purchased a waterfront property on Martha’s Vineyard in 2019 for approximately $11.75 million, creating a private summer retreat after years of visiting the island. The estate sits beside Edgartown Great Pond and emphasizes space and privacy.

The property includes seven bedrooms, 8.5 bathrooms, a pool, boathouse, barn, and a private stretch of shoreline. Its nearly 30 acres and separation from neighboring homes make it well-suited to high-profile owners seeking quiet time away from the public eye.

Britney Spears’ California Estate (Around $7.4 Million)

In 2015 Britney Spears bought a Thousand Oaks estate for about $7.4 million, gaining a gated 21-acre property with an Italianate main house and ample privacy. The home features celebrity-style amenities: a tennis court, infinity pool, pool pavilion, wine cellar, and even a small golf course.

The estate drew renewed attention in 2024 after reports of a fake listing circulated, but the property remained a private anchor for Britney’s life in Thousand Oaks rather than an active sales headline.

Clint Eastwood’s California Ranch (About $5 Million)

Mission Ranch in Carmel, purchased by Clint Eastwood in 1986 for around $5 million, represents both a home and a preservation effort. Faced with redevelopment plans for the 22-acre site, Eastwood restored the property and preserved its historic character.

The ranch overlooks the Pacific, Carmel River Beach, and Point Lobos, and today it includes guest accommodations, a restaurant, and extensive grounds that continue to attract visitors for the setting and its history.

Stephen Curry’s San Francisco-Area Estate (Approximately $31.2 Million)

Stephen Curry bought an Atherton estate in 2019 that set a Bay Area price record that year. Privacy and high-end finishes made the property notable: gated grounds on more than an acre, a main residence, guest house, poolside cabana, swimming pool, and a three-car garage.

He later sold that home for about $31.2 million and moved to a larger Atherton estate with expanded living space, continuing a trend among top athletes to invest in Silicon Valley real estate.

J.D. Vance’s Alexandria Home (About $1.87 Million)

Author and politician J.D. Vance and his wife Usha purchased a home in Alexandria, Virginia, in 2023 for about $1.64 million and sold it in 2025 for roughly $1.87 million. The five-bedroom property stood out for its location, scale, and thoughtful updates.

Features included a large front porch, hardwood floors, a fireplace, outdoor kitchen, and a separate guest house with its own kitchenette and bath—amenities that suited both family life and entertaining.

Kamala Harris’ California Home (Estimated $5 Million)

The Brentwood home associated with Vice President Kamala Harris and her husband Doug Emhoff entered the family’s story in 2012 when Emhoff bought it for $2.7 million. By 2024 estimates placed its value around $5 million.

The four-bedroom, 4.5-bath property includes a pool and generous outdoor space in an upscale Los Angeles neighborhood. While the couple does not live there full time, the house remains a well-known residence tied to their family.

Scarlett Johansson’s Los Angeles Home (About $3.88 Million)

Scarlett Johansson purchased a Los Feliz hillside home in 2014 for roughly $3.88 million. The residence offers approximately 3,500 square feet of living space with four bedrooms, open interiors, a swimming pool, and private outdoor areas that create a relaxed California retreat.

The hillside location and emphasis on privacy and comfortable indoor-outdoor living fit the needs of an actress who tends to keep her personal life private.

Howie Mandel’s California Estate (Sold for $9.5 Million)

Howie Mandel bought a Hidden Hills property in 2018 through a family trust for about $2.62 million, demolished the original home, and rebuilt a custom estate. The new residence sold in 2020 for $9.5 million and includes nearly 10,000 square feet of living space.

Amenities include a home theater, glass-enclosed wine room, gym, stylish bar, pool, spa, and an outdoor pavilion—features typical of large, contemporary celebrity homes.

Sean Hannity’s Long Island Estate (Sold for About $12.7 Million)

Sean Hannity purchased a waterfront colonial on Center Island, Long Island, in 2008 and invested heavily in renovations, adding unique features like a private three-hole golf course. The nearly six-acre property offers seven bedrooms, nine bathrooms, and sweeping views of Oyster Bay.

After a competitive sale process in 2024, the estate closed for about $12.7 million, marking a significant return on the investment and underscoring the property’s appeal as a private seaside retreat.

Nicole Kidman’s Nashville Estate (About $3.47 Million)

Nicole Kidman and Keith Urban bought a Nashville-area estate in 2008 for around $3.47 million. Located in the Northumberland community, the property covers about two acres and serves as a private family retreat away from film and stage life.

The home includes a large main house with seven bedrooms, a swimming pool, a tennis court, and landscaped grounds designed to provide privacy and space for family activities.

Donald Trump Jr.’s Hamptons Estate (Sold for About $8.14 Million)

Donald Trump Jr. and Kimberly Guilfoyle purchased a Hamptons home in 2019 for about $4.4 million and sold it in 2021 for roughly $8.14 million. The property provided more than 9,000 square feet of living space, a pool, and expansive outdoor entertaining areas popular for summer gatherings.

The property’s significant appreciation highlighted the Hamptons’ enduring appeal as a high-demand seasonal market for high-profile buyers.

Nicolas Cage’s San Francisco Mansion (Around $9.4 Million)

Nicolas Cage added a Tudor-style Russian Hill mansion to his eclectic real estate portfolio in 2006 for about $9.4 million. The home offered more than 6,000 square feet, six bedrooms, a library, wine cellar, gym, and views of San Francisco Bay.

Historic architectural details and formal entertaining spaces set the house apart. Cage sold the property in 2008 for approximately $8.5 million.

Vanna White’s Former Beverly Park Estate (Sold for $19.3 Million)

Vanna White once listed a Beverly Park mansion for $38 million in 2019; the property eventually sold in 2020 for about $19.3 million. The estate spans more than five acres within a gated Beverly Hills community and includes roughly 14,500 square feet, eight bedrooms, and 10 bathrooms.

The home’s scale and location placed it among the most notable real estate transactions in one of Los Angeles’ most exclusive neighborhoods.

Chris Cuomo’s Southampton Place (Listed at $2.9 Million)

Chris Cuomo and his wife Cristina owned a Southampton home that embodied classic Hamptons living. Purchased in 2005 for about $1.3 million, the five-bedroom property was listed in 2019 for $2.9 million and offered beach access and seasonal comfort.

Highlights included a heated Gunite pool, expansive deck, outdoor shower, vegetable garden, and proximity to the shore—features that made it a popular summer escape during the family’s ownership.

George Stephanopoulos’ Hamptons Estate (Listed at $5.995 Million)

George Stephanopoulos and Ali Wentworth purchased a Southampton home in 2013 for $4.5 million and later listed it for $5.995 million. The 4,800-square-foot residence includes a large pool, sunken tennis court, a wine cellar with space for 1,000 bottles, a game room, library, and a covered veranda—an ideal setup for summer entertaining.

Julia Roberts’ Malibu Properties (Approximately $9.5 Million and $6.84 Million)

Julia Roberts and Danny Moder built a Malibu compound beginning with a Point Dume bluff-top purchase in 2003 for about $9.5 million and later acquired nearby properties. A separate Malibu home Julia bought in 2016 for $6.84 million was sold in 2020 for roughly $8 million, reflecting an evolving local portfolio rather than a single transaction.

Corey Harrison’s Las Vegas Estate (Listed at $2.39 Million)

Pawn Stars personality Corey Harrison listed a Las Vegas estate in 2016 for $2.39 million after buying it in 2013 for about $1 million and extensively renovating it. The property features seven bedrooms, six bathrooms, a pool with a waterslide and waterfall, fire pit, outdoor kitchen, home theater, full bar, game area, and six-car garage space.

Danica Patrick’s Scottsdale Home (Sold for $4.9 Million)

Danica Patrick purchased a Scottsdale property in 2014 for about $3.3 million and sold it in 2023 for around $4.9 million. Located in a gated community on several acres, the home features a resort-style pool, mountain views, and generous outdoor entertaining areas tailored to desert living and privacy.

Wolf Blitzer’s Maryland Home (Estimated $1.34 Million)

Veteran CNN anchor Wolf Blitzer bought a Bethesda home in 1989 for about $710,000. A 2016 profile estimated the property’s value at around $1.34 million. Located a block from the Congressional Country Club, the house became known for its steady presence rather than flashy upgrades, reflecting a long-term residence through a major news career.

Kathie Lee Gifford’s Nashville Home (About $3.7 Million)

After leaving Today in 2019, Kathie Lee Gifford purchased a nearly 8,000-square-foot brownstone near Nashville for around $3.7 million. The home suits her creative life, offering multiple bedrooms, a large kitchen, vaulted ceilings, entertaining spaces, and a finished lower level for family and artistic pursuits.

Ice-T’s New Jersey Estate (About $1.5 Million)

Ice-T bought a large Edgewater, New Jersey estate in 1999 for about $1.5 million. The home became a family centerpiece with wife Coco Austin, featuring an indoor pool with Hudson River and Manhattan skyline views, multiple entertainment spaces, a home gym, and ample room for hosting.

Tim Allen’s Los Angeles Ranch (About $1.4 Million)

Tim Allen purchased a ranch-style Los Angeles home in 2012 for about $1.4 million. With wide-plank pine floors, a stone fireplace, open living areas, mature trees, and nearly a third of an acre, the property emphasizes relaxed, lived-in comfort over ostentation, providing three bedrooms and three bathrooms in a peaceful setting.

Betty White’s Carmel Home (Sold for $10.775 Million)

Betty White and her husband Allen Ludden built a Carmel home after buying the land in 1978. The residence, designed to capture Pacific Ocean views, includes four bedrooms, five bathrooms, expansive terraces, and sweeping coastal sightlines. After Betty’s death in 2021, the property sold in 2022 for $10.775 million.

Jimmie Johnson’s New York Condo (Sold for $7.5 Million)

Racing champion Jimmie Johnson bought a Chelsea condominium in Manhattan in 2007 for about $4.95 million. The unit’s floor-to-ceiling windows face the Hudson River, offering dramatic views, generous entertaining space, and luxury building amenities. He sold the condo in 2013 for roughly $7.5 million.

Winona Ryder’s Sunset Strip Home (Sold for $3.725 Million)

Winona Ryder purchased a Spanish-style home on the Sunset Strip in 1998 for about $2.6 million and sold it in 2011 for $3.725 million. The hillside retreat featured four bedrooms, four bathrooms, original tilework, Art Deco touches, a curved staircase, patios, and a pool—an intimate residence with character.

Brooke Shields’ New York Townhouse (About $5.5 Million)

Brooke Shields and her husband Chris Henchy bought a West Village townhouse in 2008 for approximately $5.5 million and transformed it into a warm family home. The townhouse is prized for its intimate, lived-in design and downtown character—an example of celebrity real estate that prioritizes family life and personality over display.