Malibu, CA

One of the world’s great estates, La Villa Contenta is a private sanctuary like no other. Designed on classical European lines, and perched on top of 6.7 bluff-top acres overlooking the Pacific Ocean, this exquisite residence at 26880 Pacific Coast Highway is a California masterpiece. Approached via a sweeping driveway, the main villa has a double living room and covered loggia looking out to manicured lawns, along with a dining room seating 24 guests, a library and gourmet kitchen. The lower level comprises a billiards room, wine cellar, screening room and gym, while the upper level offers spacious master suites and guestrooms. The grounds are equally striking with an infinity pool and pavilion, tennis court, kitchen garden, green house, a guest suite and staff quarters.

Bedrooms: 13 • Bathrooms: 14 • Price: $54,000,000
Listed by Chris Cortazzo, Coldwell Banker.,


Gold Beach, OR

We went in search of a home with a majestic ocean setting and found it at Elk Point Lodge, perched on a bluff overlooking Gold Beach on Oregon’s beautiful Pacific Coast. A masterpiece of design crafted from Rogue River rock, Douglas Fir, Red Cedar, Acacia and Myrtle wood, this splendid sanctuary is nestled on 28 acres of park-like land with 800 feet of oceanfront and a private helipad for when its owners want to make a quick entry or exit. The log and stone mansion features a massive Great Room with a dramatic floor-to-ceiling river rock fireplace, a gourmet kitchen, spacious master suites, a home theater and a separate caretaker’s house.

Bedrooms: 4 • Bathrooms: 5 • Price: $15,900,000
Listed by Bruce Lilleston, Cascade Sotheby’s Realty.,


Honolulu, HI

One of only 13 beachfront properties on Kahala Avenue, Honolulu’s most prestigious residential address, this sprawling contemporary estate is a rare opportunity to buy a slice of tropical Hawaiian paradise. The 1.44-acre property offers three dwellings including a main oceanfront home with six bedrooms and three staff rooms as well as two separate four-bedroom guesthouses along Kahala Avenue. Designed for family entertaining on a grand scale, the estate features resort-style amenities including a 3,000-bottle wine cellar, a gym, swimming pool, two wading pools and a Jacuzzi. The home is minutes from Waikiki’s shops and restaurants and a short stroll to the Waialae Country Club Golf Course and Kahala Hotel & Resort.

Bedrooms: 9 • Bathrooms: 10 • Price: $28,000,000

Listed by Patricia Choi, Choi International.,


Laguna Beach, CA

There’s no shortage of fabulous ocean homes on the market on California’s Pacific Coast, but this one is a standout. One of only five beachfront residences in the exclusive gated community of Irvine Cove – and with more beach frontage than any of the 19 estates in North Laguna – this unrivaled six-bedroom home takes the concept of modern luxury coastal living to a whole new level. The home’s airy open floor plan and high-beam ceilings offer 10,000 square feet of contemporary living, dining and family entertaining space with dazzling sunsets enjoyed from an antique fireplace in the main living room. The home also boasts the only beach cabana in Irvine Cove.

Bedrooms: 6 • Bathrooms: 7 + 2 half • Price: $55,000,000
Co-listed by Jeff Hyland, Hilton & Hyland., and Tim Smith, Tim Smith Group.,


Jupiter Island, FL

Celine Dion’s luxurious Bahamian inspired estate isn’t the most expensive home on the market in Florida – that honor goes to a $99 million mansion in Palm Beach – but we love the look and feel of this resort-style playground nestled oceanfront on exclusive Jupiter Island. This lush five-and-a-half acre retreat, with 415 linear feet of direct beachfront, comprises a magnificent main residence along with five individual pavilions. The grounds feature a tennis house, simulated golf range and tennis court, separate pool house, and a beach house with a massage room. The most striking feature of the property, custom-built in 2010, is a unique water park enjoyed by Dion’s family and friends.

Bedrooms: 13 • Bathrooms: 14 + 6 half • Price: $62,500,000
Listed by Cristina Condon, Sotheby’s International Realty Palm Beach.


Kiawah Island, SC

This ravishing private estate, set on almost 12 acres of land facing the Atlantic Ocean, is the essence of Carolina Lowcountry charm. Designed by the respected architectural firm Shope Reno Wharton, of Norwalk, Conn., the 15,000 square foot main home has an additional 5,000 square feet of outdoor living space comprising decks, pavilions, porches, balconies and an infinity pool. The interiors are finished to exacting standards featuring a cutting-edge media wall, butler’s pantry, gourmet kitchen, stocking room, wine cellar and a mahogany paneled study. The property also boasts a separate guesthouse, and a private boat dock extends across sun-dappled marsh grasses to the Stono Inlet and Kiawah River. This is South Carolina living at its best.

Bedrooms: 7 • Bathrooms: 9 + 3 half • Price: $18,000,000
Listed by Cynthia Noble, Kiawah Island Real Estate.,


Southampton, NY

Got a lazy $100 million? You’re in luck. Wooldon Manor, one of the most iconic oceanfront homes in the Hamptons, sold late last year but is back on the market after its new owner purchased another home. Located on coveted Gin Lane, with almost 500 feet of direct beach frontage and jaw-dropping views of the Atlantic Ocean, this classic English Tudor style manor house is set on more than five acres and is offered with another four additional buildable lots for almost 15 acres in total. The manor combines gracious interiors with modern amenities, including outdoor terraces, formal gardens, a pool and pool house, tennis court and green house.

Bedrooms: 10 • Bathrooms: 12 + 3 half • Price: $98,000,000 
Listed by Harald Grant, Sotheby’s International Realty., and Tim Davis, The Corcoran Group.,


Newport, R.I.

There are much grander mansions and estates on the market in Newport – notably the historic Fairholme on Ruggles Avenue – but we immediately fell head over heels in love with this romantic residence set on its own private gated peninsula on exclusive Ocean Avenue. Built in 1936 and resembling an elegant French chateau, the crescent- shaped Seafair was designed to complement the curve of the coastline and delivers dramatic ocean views from every living space. This nine-acre estate features the main house, beautifully landscaped grounds, an ocean-facing pool, carriage house, expansive terraces, a walled garden, tennis court, six-car garage, and a beach that’s perfect for swimming or kayaking during warmer months.

Bedrooms: 8 • Bathrooms: 11 + 3 half • Price: $19,000,000
Listed by Melanie Delman, Lila Delman Real Estate.,


Nantucket, MA

It may not be the largest residence on New England’s iconic island of Nantucket but it certainly qualifies as one of the most beautiful. Perched on coveted Squam Road, this impressive oceanfront compound enjoys panoramic water views from almost every vantage point. The spacious estate includes a main house set on three levels that masterfully wraps around outdoor living spaces featuring a pool and cabana, sun-drenched decks, a fire pit, an expansive lawn and landscaped gardens. A private boardwalk, elevated over native foliage, leads to the exclusive Squam Beach. The main home’s pièce de résistance is the first floor great room and its expansive views of the Atlantic Ocean.

Bedrooms: 8 • Bathrooms: 8 + 2 half • Price: $21,999,000
Listed by Chris Kling, J Pepper Frazier Co.,  


Penobscot Bay, ME

Maine’s wild and rugged Atlantic Coast is home to some extraordinary private residences but few boast the heritage and natural grandeur of the historic Grace Estate, occupying the end of a peninsula on Islesboro overlooking Penobscot Bay and the Camden Hills. Dating back to 1918, and fully renovated in the 1980s and 1990s, this Renaissance Revival stucco mansion offers expansive living spaces and eight gracious bedrooms with original architectural features combined with contemporary amenities. The grand estate comprises 8.8 acres of landscaped grounds, natural Maine woods, and 3,570 feet of waterfront, as well as a stone guesthouse, a separate boathouse, saltwater swimming pool, a putting green and a deepwater dock for languid summer days.

Bedrooms: 8 • Bathrooms: 8 • Price: $9,500,000
Listed by Terry Sortwell, Landvest.,


Newport, R.I.

This majestic oceanfront estate is one of the jewels of Newport’s Gilded Age mansions. Perched on 4.3 acres of landscaped gardens, with 425 feet of ocean frontage, this historic Tudor revival masterpiece was built in 1875 and bears all the hallmarks of a bygone age of luxury and refinement. With its coveted location at 237 Ruggles Avenue, the grand manor house is the centerpiece of an impressive estate that also features a pretty carriage house, working greenhouses and a private tiled outdoor swimming pool and cabana pavilion overlooking the Atlantic. The generous living spaces are classically detailed and include a showstopper ballroom designed by Horace Trumbauer, one of the era’s most prominent architects. The home has been meticulously maintained and fully updated with modern amenities and also comes with ample staff quarters.

Bedrooms: 15   Bathrooms: 12 + 2 half   Price: $21,000,000
Listed by Melanie Delman, Lila Delman Real Estate,,


Old Saybrook, CT

Hollywood history abounds at this exquisite waterfront property overlooking Long Island Sound, a private sanctuary which was built by the legendary actress in 1939 as her dream home and became her most prized and cherished possession for the next 65 years. The unique home is on the market again after a stunning renovation by New York builder Frank Sciame, a project that included raising the structure five feet to protect it from the Sound. The residence offers more than 8,000 square feet of light-filled living space on three floors featuring six bedrooms with en suite baths and seven fireplaces. The house is nestled on 1.47 acres of land with more than 680 feet of water frontage overlooking a pond and private dock for boating to the Hamptons less than hour away.

Bedrooms: 6   Bathrooms: 7 + 1 half   Price: $14,800,000
Listed by Colette Harron, William Pitt Sotheby’s International Realty,,


Islamorada, FL

If you’ve ever dreamed of living in your own tropical island paradise, Palm Harbor is for you. An exquisite private residence, located in Islamorada in the beautiful Florida Keys, the oceanfront property is nestled in its own yacht basin with a stunning white sand beach. Perched on 6.4 acres of land with 1,800 feet of tranquil water frontage, this unique ocean home is architect designed and a study in craftsmanship. Interior features include red oak hardwood flooring, raised ceilings with exposed beams, a light and airy open floor plan, spacious living, dining and entertaining spaces, and gourmet chef’s kitchen overlooking the ocean. Outdoor living amenities include a swimming pool, spa and summer kitchen, four separate custom ‘chickee’ huts, a private peninsula, and a fully equipped yacht basin with 500 feet of dockage.

Bedrooms: 6   Bathrooms: 7   Price: $16,000,000
Listed by Nicholas Malinosky, The Corcoran Group,,


Water Mill, NY

Exuding all the grace and elegance of “The Great Gatsby” era, Villa Maria is a magnificent waterfront estate set in expansive landscape gardens. Perched on 11 acres, with 950 feet of water frontage offering panoramic views of Mecox Bay, this breathtaking residence was purchased in 2005 by world-renowned designers who embarked on a major six-year renovation project to restore the home to its original 1920s glory and grandeur whilst adding all the modern facilities of a contemporary home. Offering 22,000 square feet of unrivaled living space, the home features 11 bedrooms – including a six-room master suite – a 60-foot living room with original frescos, and a state-of-the-art kitchen. Languid days can be enjoyed on the large stone terrace overlooking the lawn and bay, playing tennis, or relaxing at the waterside pool and cabana.

Bedrooms: 11   Bathrooms: 12 + 4 half   Price: $69,000,000
Listed by John McHugh and Harald Grant, Sotheby’s International Realty,,,


Del Mar, CA

Available for the first time in more than 30 years, this stunning oceanfront estate is located beside the powder-soft sand of Del Mar Beach, widely considered one of the most beautiful swimming beaches in America. Offering 8,000 square feet of spacious living areas, the residence features five bedrooms, six and a half baths, two gourmet kitchens, a large media room, separate guest quarters, and a four-car garage. The private gated driveway is accessible only by the owners and their guests – with room for another 20 vehicles – making the home perfect for entertaining on a grand scale. The sun-drenched outdoor living spaces include a fully equipped chef’s kitchen, a pool, Jacuzzi and oversize terrace directly on the beach, while the soft sand and warm currents make for ideal swimming for family and guests.

Bedrooms: 5  Bathrooms: 6 + 1 half   Price: $39,500,000
Listed by Eric Iantorno, Sotheby’s International Realty,


Palm Beach, FL

Located on the second highest point of Palm Beach, this palatial private residence enjoys the best of both worlds – breathtaking views of the Atlantic Ocean from one sun-drenched aspect and direct access to Florida’s beautiful Intracoastal Waterway from the other. Set on 1.86 acres of land and offering 23,512 square feet of refined luxury, the mansion is a masterpiece of architecture and interior design that sets new benchmarks in Palm Beach living. Featuring seven bedrooms, nine baths and five half baths, this custom estate has been designed and finished to the highest levels. Its extensive list of highlights includes a 200-foot dock extending into the Intracoastal Waterway, a tennis court, glass tiled pool, a commercial-grade pizza kitchen, and direct access to the beach. This is oceanfront luxury living at its absolute best.

Bedrooms: 7   Bathrooms: 14   Price: $99,000,000
Listed by Paulette Koch and Dana Koch, The Corcoran Group,,,


Shelter Island, NY

Built in 2007 to exacting specifications, this ravishing waterfront home is designed both for entertaining on a grand scale and relaxing in private, intimate and peaceful surroundings. Nestled on 7.5 acres of land with panoramic views of Coecles Harbor, the home’s Shingle-style architecture and landscaped gardens take their cues from the island’s history and elegant country estates in Europe. With more than 23,000 square feet of living space, the residence features 10 bedrooms, 12 bathrooms, a gracious living room with dual stone hearths, a formal dining room, chef’s kitchen, and a library. A lower level offers a gym, sauna, eat-in wine cellar, a nightclub with surround sound and 3-car garage. Relax outdoors in a heated waterfront pool, spa with deck, tennis, squash court and lawns cascading to a beach and 100-foot dock.

Bedrooms: 10   Bathrooms: 9 + 3 half   Price: $28,500,000
Listed by Beate Moore, Sotheby’s International Realty,,


Kapalua, Maui

A vacation retreat to several A-List celebrities, and the most valuable beachfront estate listed for sale in Maui, this is a Hawaiian paradise like no other. One of only four oceanfront estates in a privately gated community on Oneloa Bay, this beautiful home offers 7,475 square feet of living space with four suites, five and half baths, an office and a soundproof theater. The residence is adjacent to the almost finished and five-star Montage Kapalua Bay and The Ritz-Carlton Kapalua and is an easy walk to “America’s Best Beach” as chosen by “Conde Nast Traveler” via rare private access directly to the sand from the home’s backyard. The interiors are by world-renowned designer Mary Philpotts, with floor to ceiling mahogany doors gracing private lanais and a sun-splashed infinity pool overlooking the ocean.

Suites: 4   Bathrooms: 5 + 1 half   Price: $26,000,000
Listed by Damien Zanolini, Coldwell Banker,,


Bainbridge Island, WA

Just 35 minutes by ferry from downtown Seattle and one of the crown jewels of the Puget Sound, Bainbridge Island was named the second best place to live in America by “CNN Money Magazine” and is home to breathtaking waterfront retreats. Seabold is one of those homes, nestled on 13 acres with stunning views of Olympic Mountain and the tranquil waters of Puget Sound. Designed by acclaimed architect Miller Hull, the home offers 10,500 square feet of contemporary living spaces where no expense has been spared. Featuring four spacious bedrooms, including a unique outdoor hot tub suspended in a forest off the master suite, eight baths, an art studio, and a 4,000-bottle wine cellar, this eye-catching residence has a western exposure capturing all the colors of the Sound’s magnificent sunsets.

Bedrooms: 4   Bathrooms: 4 + 1 half   Price: $9,800,000
Listed by Vesna Somers, Windermere Real Estate,,


Montecito, CA

Life is indeed serene at Villa di Serenita, an exquisite coastal estate that blends authentic Italian spirit with California’s breezy ocean lifestyle. Nestled on more than 21 ridge-top acres, and set in landscaped gardens with views to the Pacific Ocean, this enchanting home is a private retreat par excellence. Built in 2007 by renowned architect Michael de Rose, the primary residence features four bedrooms and four and a half baths, while a separate pool house offers another living space with one guest bedroom and two baths. Italian marble, American timber and Santa Barbara stone create dramatic architectural elements while the home’s landscaped gardens, stone terraces, and romantic vignettes are complemented by a pool and managed 2,000-tree Hass Avocado orchard. Wine connoisseurs will also appreciate the 800-bottle temperature and humidity controlled wine cellar.

Bedrooms: 4   Bathrooms: 5 + 1 half   Price: $17,750,000
Listed by Riskin Associates,,