With prices ranging from $175,000,000 to $13,900,000, this year’s collection of the Top 20 most exclusive ocean homes on the market in the United States have the views, the pools, the space, and most of all, the privacy that only the most luxurious oceanfront estates in the country can offer.


38 Mathews Road

Wainscott, New York 

A long, winding, gated driveway provides total privacy and security for this 25-acre estate that was built on Georgica Pond in 2000. Designed by architect Francis Fleetwood with interior architecture by Brian O’Keefe and interior design by Marjorie Shushan, the main house has sweeping water views and 18,000 square feet of living space. It also has a fully self-contained guest wing, waterside pool with spa, tennis court, and a dock. Other luxuries include: two elevators, eat-in kitchen with commercial-grade appliances, professional screening room, and wine cellar.

Bedrooms 8 • Bathrooms 12 + 3 half

Price $75,000,000

Listed by Frank Newbold and Marilyn Clark, Sotheby’s International Realty

frank.newbold@sothebyshomes.com, marilyn.clark@sothebyshomes.com



Great Island

Darien, Connecticut

This 63-acre waterfront estate located just a short distance from New Your City has it all…literally. Virtually surrounded by water at the end of a winding half-mile-long driveway, the grand main house boasts stunning ocean views from every room. Other features that you’d expect to find on a large Connecticut estate that’s been in the same family since 1902 include: several beach cottages, a caretaker’s house with greenhouse, yacht basin with docks, a gatehouse, and a cow barn. Of course, no leafy retreat is complete without an enormous stone stable, multiple riding rings, and polo field.

Bedrooms 10 • Bathrooms 8 + 2 half

Price $175,000,000

Listed by David Ogilvy, David Ogilvy & Associates




Casa Bahia

Miami, Florida

This modern masterpiece sits on a large lot and enjoys expansive views of Biscayne Bay. The property features seven bedrooms, a guesthouse, a 73-foot-long pool, and custom wine cellar. The main living area has white walls and large windows that accent the spectacular views. Other notable design elements that set this 13,483-square-foot retreat apart include a large outdoor entertaining area and eight-car garage. And its location in the Camp Biscayne area of Coconut Grove provides just the right mix of privacy and proximity to Miami’s night life.

Bedrooms 7 • Bathrooms 8 + 1 half

Price $43,000,000

Listed by Pablo Alfaro, Douglas Elliman Real Estate




33 Proctor Street

Manchester, Massachusetts

This waterfront family compound consisting of two-plus acres on Manchester Harbor is one of the most most exclusive waterfront homes in this small Massachusetts town because it has what hardly any other home in the area has: a private deep-water dock and 325 feet of water frontage on one of the most picturesque harbors in the state. It also has a beautiful Arts and Crafts-style residence with a two-bedroom guest house. While the well-proportioned main home appears to have been built in the 1900s, it was actually built in 2009 and features extraordinary interior finishes and all the other benefits that come with modern construction.

Bedrooms • 5 Bathrooms 5 • Price $14,500,000

Listed by Lanse Robb, LandVest




7505 Makena Road

Makena, Maui, Hawaii

With stunning views of the Pacific from every room, deck, pool, and lawn, this lushly landscaped island estate offers the best in Hawaiian indoor-outdoor living. The 10,000-square-foot main home features classic wood detailing, fountains, ponds, and a movie theater. The pool house provides additional bedrooms, full kitchen, and living room—and even has an outdoor theater that rises up from the 4,000-square-foot pool deck for epic private movie screening parties under the stars.

Bedrooms 8 • Bathrooms 8

Price $29,000,000

Listed by Paul and Ryan MacLaughlin, Island Sotheby’s International Realty

paul@islandsothebysrealty.com, ryan@islandsothebysrealty.com



La Capanna

Naples, Florida

Rich stained woodwork, intricate mosaics in multiple pools and fountains (including an interactive water fountain with LED lights), and stunning views of the Gulf give this 18,172-square-foot oceanfront mansion the feel of a Mediterranean seaside resort. Other elements designed to deliver unparalleled luxury include: a home theater, game room, fitness center, zero-edge pool, cabana with full outdoor kitchen, 500-bottle wine room, and five-car garage. And don’t forget the illuminated fountain!

Bedrooms 7 • Bathrooms 9

Price $58,000,000

Listed by Bill Earls, Earls Lappin Realtors




3290 17 Mile Drive

Pebble Beach, California

This estate on Pescadero Point is one of 31 rarely available waterfront properties in Pebble Beach. It offers stunning views from every room of the Pebble Beach Golf Links, Carmel Bay and Beach, Carmel Valley, and Point Lobos. The main residence has four seperate suites including an expansive master suite with sitting room and office. It also has vaulted ceilings and open floorplan that integrates the kitchen, living and dining areas. And of course guests get their own detached guest house, and the view from the large deck and pool is amazing.

Bedrooms 5 • Bathrooms 5+2 • Price $44,888,000

Co-listed by Michael, Jessica, and Nicholas Canning, Carmel Rancho Sotheby’s International Realty

Michael.Canning@sothebyshomes.com, Jessica.Canning@sothebyshomes.com, Nicholas.Canning@sothebyshomes.com


945 Cormorant  Bay Road

?Eastsound, Washington

With about 12,000 square feet of living space and over
a half mile of water frontage on Cormorant Bay, this 118-acre estate on the San Juan Islands is designed for grand entertaining far away from the hustle and bustle of the city. The Frank Lloyd Wright-inspired design of the main house blends into the coastline beautifully, and the guest house is situated right on the property’s private beach. Other amenities include: a massive deep-water dock, caretaker’s home, huge storage facility, and a large Boston Whaler powerboat. According to published materials, it even has its own private golf course.

Bedrooms 7 • Bathrooms 4 + 1 half • Price $17,000,000

Listed by Peter Phillips, Realogics Sotheby’s




133 Flyway Drive

Kiawah Island, South Carolina

This private Shingle-style home has 200 feet of ocean frontage and was designed to be conducive to both entertaining and fun-filled family gatherings. In the two-story great room, the view is the star, while industrial-grade appliances in the kitchen are a foodie’s dream and the entire second floor of the east wing is dedicated to the master suite. The pool area has everything from a dressing room to a beverage center with refrigerator and icemaker, and the summer kitchen has a Sedona gas grill by Lynx.

Bedrooms 9 • Bathrooms 9 + 1 half

Price $22,000,000

Listed by Cynthia Noble

Kiawah Island Real Estate

cnoble@kiawah.com, kiawahisland.com/real-estate


709/711 1st Street

Coronado, California

There are more expensive oceanfront properties than this three-building compound overlooking San Diego harbor, but it made our list because no other property we found on the market in California combines luxurious accommodations with stunning harbor and city views quite like this one. You enter the property through a set of carriage house doors where, surprisingly, you find yourself still outdoors in a completely private courtyard with an abundance of gardens, a lawn area, and access to all three buildings. The primary residence, located at the far end of the courtyard, is right on the water. And the pool appears to pour directly into the bay.

Bedrooms 6 • Bathrooms 7 • Price $13,900,000

Listed by Clinton Selfridge and Eric Iantorno, Pacific Sotheby’s

clinton@clintonselfridge.com, eric@ericiantorno.com


72,76, and 78 Pocomo Road

Nantucket, Massachusetts

This waterfront Nantucket compound has 300 degree dramatic views, privacy, and direct access to a gorgeous sandy beach, boat moorings. The “Main House” at 72 Pocomo Rd. has 4 bedrooms  plus an attached “Studio” which serves as a pool house or additional bedroom with full bathroom and kitchenette. The “Cottage” includes two bedrooms and two bathrooms plus a gym with a full bathroom that could be set up as a bedroom. The “Garage” has storage for 6 cars and the “Pavilion” at 78 Pocomo Road has a commercial kitchen, world class 3,500 bottle wine cellar and tasting room and 1 bedroom and 1 bathroom. The “Guest House” at 76 Pocomo Road has 4 bedrooms and 3.5 bathrooms. Private beach stairs and a tennis court complete this elevated, waterfront compound with first floor water views of Nantucket Harbor, Medouie Creek, Town, Coatue, and Great Point Light House situated on almost 7 acres.

Bedrooms 7 Bathrooms 8 Price $32,750,000

Listed by Craig Hawkins, Bernadette Meyer and Gary Winn of Maury People Sotheby’s International Realty


33740 Pacific Coast Highway

Malibu, California

Newly-constructed, never lived in, gated and private bluff-top, retreat designed by renowned architect Doug Burdge AIA with panoramic ocean views and deeded beach rights to the secluded cove below. On 1.72 acres, the sun-filled main house is a superb blend of understated elegance & impeccable craftsmanship w/oak plank floors & custom French doors throughout.  The 1st floor features a large great room with fireplace and stunning built-in cabinetry. Adjacent is a beautiful stone-finished gourmet island kitchen, formal dining room, elevator, bedroom and office. The 2nd level offers a luxurious ocean view owner’s suite with fireplace, wraparound oceanfront deck, dual closets and spa-like baths.

6 Bedrooms 8 Bathrooms Price $57,500,000

Listed by Chris Cortazzo of Coldwell Banker Realty


46 Star Island Drive

Miami, Florida

This Historic masterpiece was built by Miami Beach Pioneer Carl Fisher and is available for the first time in 30 years. This 20,000 square foot home has more than 40 rooms and was completely renovated in 2016.

It also boasts soaring ceilings, a ballroom size living room, 3000 bottle wine cellar, 3 offices, staff quarters and more. Situated on the tip of Star Island, the most sought after address in Miami Beach, with over 61,000 square feet of land and 255′ of panoramic waterfront views, it’s hard to find anything better.

10 Bedrooms 10 Bathrooms Price $65,000,000

Listed by Alexa Iacovelli of ONE Sotheby’s International Realty


512 Catspaw Lane

Eastsound, Washington

This is an island sanctuary of superlatives and an architectural achievement. Built on land along the East Sound ranges from beachfront to high bank surrounded by a reserve. Gated and ultimately private. The house is built of reclaimed timbers, matchless craftsmanship and artisan features too numerous to list. Main estate, workshop plus guest house. Mooring buoy and near Rosario Resort marina and all-season amenities. If a picture is worth a thousand words, a visit will leave you breathless.

4 Bedrooms 5 Bathrooms Price $10,000,000

Listed by Jennifer Johnsen-Cameron of Realogics Sotheby’s International Realty


317 Murray Place

Southampton, New York

This renowned oceanfront estate is located on one of the most private oceanfront streets in the Hamptons. The chateau-style residence is sited on 3.6 +/- acres with over 200 feet of direct ocean frontage on one of Southampton’s most secluded beaches. The property offers stunning ocean vistas, capturing sweeping views from nearly every room. A private path leads over Rosa Rugosa covered sand dunes down to your private beach and out to the open ocean.

The residence is situated on beautiful, hedge-lined property, accessed by a long driveway. Enter through the commanding stone archway into a double- height foyer, complete with a curved plaster-walled stair and custom rod iron chandelier and iron railing. The great room boasts one of four oversized imported custom old world hearths and floor-to-ceiling windows and doors that accentuate the ocean views. The custom mahogany doors open out to a series of tiered stone terraces which gently weave down to the large, ocean side 50×20 heated swimming pool.

4 Bedrooms 5.5 Bathrooms Price $65,000,000

Listed By Zachary and Cody Vichinsky of Bespoke Real Estate


La Casa Pacifica

San Clemente, California

Originally known as the Cotton Estate, holds a prominent place in California history. Hamilton H. Cotton reserved San Clemente’s finest oceanfront parcel for his own estate. His vision was to model his home after an Andalusian-themed manor he had seen in San Sebastian, Spain.

In addition, acres of impeccably landscaped grounds complemented the seaside residence. Monterey cypress trees were brought in and planted in strategic locations across the oceanfront bluff in order to diffuse the late-day sun, add shade, and lend an imposing presence to the magnificent grounds that surrounded the landmark residence. The Cotton Estate gained national prominence when it was featured in Architectural Digest in 1927!

In 1970, the home would again appear in the magazine, this time featured as the cover photo and described as “The Western White House,” highlighting the importance of its second owner, then-President Richard M. Nixon.

9 bedrooms 14 bathrooms Price $63,500,000

Listed by Rob Giem Real Estate


3244 S Kihei Road

Maui, Hawaii

Known as one of Maui’s most exclusive homes, this 13,422 square-foot beachfront residence, is located on world renowned Keawakapu beach in South Maui. The nine-bedroom home is on a 0.53 acre direct beachfront lot and is located on the preferred southerly end of the beach. This private and secure environment is away from the public eye but open to stunning Pacific ocean views.

Three ocean view master suites, five guest bedrooms all en suite, two additional powder rooms, plus caretakers quarters offer an unmatched experience for all. The voluminous great room opens to both the ocean and pool courtyard. The residence has been designed for privacy, with a pool and garden in the central courtyard, penthouse level sundecks, and an oceanfront lawn protected from the view of beachgoers.

9 Bedrooms 10 Bathrooms Price $28,000,000

Listed by Josh Jerman and David W. Richardson of Hawai Life Real Estate


144 Sherman’s Point Road

Camden, Maine

This waterfront compound commands a premium location at the entrance to Camden Harbor, and has a private deep water dock sheltered by a granite breakwater as well. The 8.14± acre estate features a light-filled, five-bedroom residence that offers unobstructed views of Penobscot Bay, the Camden Hills, and outer Camden Harbor from nearly every room. In addition to the main residence, the compound also includes a two-level recreation/guest house and a boathouse.

The property is accessed via a private gravel drive that winds through woods and along the seashore, eventually revealing the waterfront compound. Natural ledges and a granite retaining wall separate the grounds from the shore, and there is a beautiful sand beach in the private harbor. This exceptional property has 4,500+ feet of accessible, attractive shore frontage, and it also includes Mouse Island, located just offshore to the east.

5 Bedrooms 5 Bathrooms Price $5,975,000

Listed by Terry Sortwell of LandVest


Romantic Villa

Santa Barbara, California

In the hills of Santa Barbara, the pure pastoral ambience of the Tuscan countryside pervades this elegant stone villa, with its gentle light, rugged stone and wood and reverence for the natural surroundings.

Perched on a crest with views of the ocean, harbor, and mountains, the secluded estate was designed and built in the 1930s by celebrated architect Wallace Frost. After living in Italy, Frost created the two-story residence for himself, emulating the classical style of 17th-century Italian villas and creating an air of Old World romance and refinement. Impeccable attention was paid to every detail: a classic barrel-tiled roof, terra-cotta surfaces, wide wood flooring planks, rustic exposed ceiling beams, 18th-century Italian tiles, vintage light fixtures, and sturdy walls of locally quarried stone.

Bedrooms 6 Bathrooms 8 Price $45,000,000

Listed by Suzanne Perkins of Sotheby’s International Realty’s original Santa Barbara office


408 and 412 First Neck Lane

Southampton, New York

This large estate on Lake Agawam is located along world renowned First Neck Lane. Drive through the impressive gates and the allée of trees to this magnificent country home sited on 8.323 acres with 400 feet of waterfrontage, which includes a single and separate buildable lot of 2.775 Acres. Now available for the first time after the completion of a 15 month renovation. The main house offers breathtaking water views from the entry foyer as do all of the principal rooms which are all styled for today’s living by renowned global designer/decorator Tony Ingrao. Grand and gorgeous living areas with beautiful and modern finishes open to gardens, the lake, and acres of manicured lawn restored by landscape architect Edmund Hollander.

Bedrooms 9 Bathrooms 8.5 Price $56,000,000

Listed by Tim Davis of Corcoran Group Real Estate