Diving Into Luxury: Five Of The World’s Top Homes For Sale With Swimming Pools

Hilltop Estate
Spectacular view surrounding the valley and the Coast Mountains

Though it’s the middle of winter in much of the northern part of the world, warm weather will arrive before we know it. These properties can help prepare for the dog days of summer with spectacular pools.

aerial view of the westwind residence in portland, oregon, a midcentury home built using japanese construction techniques.

The Westwind Residence features multiple structures set around a central pool pavilion, all surrounded by the best scenery in the Pacific Northwest. (LUXE)

Hilltop modern in the Pacific Northwest

Location: Portland, Oregon

Price: $8 million

exterior of the architectural westwind residence in portland, oregon

The 40-acre property features an incredible view and architectural pedigree. (LUXE)

This 40-acre property, called Westwind Farm, comes with both a spectacular view and architectural pedigree. The four-bedroom, six-bathroom home was designed by Modernist Italian-born American architect Pietro Belluschi, known for his glass office towers, including the Pan Am building in Manhattan.

swimming pool residence in portland oregon

For generations, this was a large if humble sheep farm, with fenced pastures going right up to the house and a full operation of shearing and weaving the wool onsite. (LUXE)

The timeless residence features walls of windows that take in the surrounding valley and the Coast Mountains in the distance from its hillside perch and is filled with wood and stone. Preserved by its current owner of 20 years, it has an updated kitchen, floors and lighting. The pool is surrounded by a new deck and sits next to a cedar pool house, built using traditional Japanese timber-framing techniques that forgo nails.

midcentury kitchen in the westwind midcentury residence in portland, oregon

From its 1978 completion until 2002, this house had a single owner. After purchase by a local family, including an esteemed local architect inducted into the American Institute of Architects’ College of Fellows, the original design has been lovingly preserved. (LUXE)

Terry Sprague of LUXE holds the exclusive listing.

Casa tres cervezas in san miguel de allende

Casa Tres Cervezas is a special blend of Mexican artistry and comfortable luxury. (CDR SAN MIGUEL)

Turn-key traditional in Mexico

Location: San Miguel de Allende, Mexico

Price: $6.25 million

Known as Casa Tres Cervezas, this traditional home, only two blocks from this Mexican city’s main plaza on a cobblestone street, is a space to relax with a beverage or two.

pool courtyard at casa tres cervezas

The pool courtyard contains a heated swimming pool, a large Jacuzzi, a walk-out Yoga Studio, and a full bath with a changing room. (CDR SAN MIGUEL)

Offered fully furnished, the colorful nine-bedroom, nine-bathroom home comes with two separate courtyards, including one with a heated swimming pool, a hot tub, a walk-out yoga studio and a full bathroom with a changing room, all surrounded by hand-carved Cantera stone walls. The additional courtyard features an in-ground fire pit. The outdoor space includes a rooftop deck with an outdoor kitchen and views of the Parroquia and surrounding church spires.

alternative entry way with old world details in a san miguel de allende home

Natural light floods the living room from the expansive skylight. An alternative entryway creates a sense of old-world mystery and charm. (CDR SAN MIGUEL)

It is listed with Joseph Lown and Eduardo Mora of CDR San Miguel.

medieval castle with lake views in the paudex town of vaud, switzerland

The medieval castle for sale in the town of Paudex in Vaud, Switzerland, evokes images of nobles and the region’s romantic past. (FGP SWISS & ALPS)


Historic heritage in a medieval Swiss castle

Location: Paudex, Switzerland

Price: Upon request

rooftop of chateau de bochat in switzerland looking out on the waters

Called Château de Bochat, the storied castle estate dates back to the beginning of the 15th century. (FGP SWISS & ALPS)

Called Château de Bochat, this castle dates back to the beginning of the 15th century. The period home is in need of updating, but the property comes with a dramatic perch above Lake Geneva, as well as a heated pool with a stone patio that takes in the surrounding views. There are also two building plots with similar views.

living room and reception area inside a medieval castle in the paudex area of switzerland

Composed of three floors ithis exceptional building evokes rest and relaxation, with the backdrop of the lake, its passing boats and the mountains. (FGP SWISS & ALPS)

It is listed with Aurore Lucido of FGP Swiss & Alps.

industrial style semi detached house for sale in singapore's greenbak park region

This industrial-vibe home in the Greenbank Park area of Singapore gives occupiers the feeling of a bungalow with lush greenery at the back and without any adjoining neighbors. (BRILLIANCE CAPITAL0

Modern bungalow in Southeast Asia

Location: Singapore

Price: $7.399 million (SGD 9.98 million)

private swimming pool at a detached house for sale at 29 greenbank park, singapore.

Tall hedges private a natural privacy barrier around the home’s swimming pool. (BRILLIANCE CAPITAL)

Tucked away in the private Greenbank Park area, this property comes with a six-bedroom modern home. The residence’s industrial style, with a concrete exterior, is softened by an outdoor area with lush greenery and the nearby Bukit Timah Nature Reserve. The pool is screened by trees and connected to the home by a wooden deck.

industrial-vibe living room with concrete floors in a modern singapore luxury home

Selected furniture and carpentry were commissioned from Italian brand Molteni & C Dada and premium furniture brands such as Living Divani, Ligne Roset and Lago. (BRILLIANCE CAPITAL)

Sammi Lim of Brilliance Capital holds the exclusive listing.

exterior pool area and decking at villa bella vista in montecito, california

Sweeping ocean views define the horizon at Villa Bella Vista, one of Montecito’s finest-built estates. (VILLAGE PROPERTIES)

Ocean views in SoCal

Location: Montecito, California

Price: $19.5 million

Aptly named Villa Bella Vista, this property and its spectacular swimming pool comes with sweeping ocean views. The estate was built by renowned architect Peter Becker, international designer Rosie Feinberg and builders Giffin and Crane.

villa bella vista living room with ornate coffered ceilings and palladian windows

The mainly one-level floor plan of Villa Bella Vista features gracious formal rooms, including an ocean-view living room. (VILLAGE PROPERTIES0

The home’s magnificent design echoes old-world Mediterranean stylings, with large formal rooms with detailed moldings and tall arched windows. The showstopper outside the four-bedroom home is a south-facing loggia with a pool terrace and guest house that overlook the Pacific.

patio area looking out on an ocean view at villa bella vista in montecito, california.

Walls of glass and steel doors open to a south-facing loggia, pool terrace and guest house, all of which take in views of the ocean and Channel Islands. (VILLAGE PROPERTIES)

It is listed with the Riskin Partners Estate Group of Village Properties.


I’ve been working as a journalist in the New York metro area for more than a decade and have developed a specialization in luxury real estate, writing about everything from the post-recession housing market in Fairfield County, Connecticut, to the third-home market in the Hamptons. I’m currently also a regular contributor to Newsday and Hamptons Cottages & Gardens. If you spot me in my Brooklyn neighborhood and I’m not knitting, I’m probably admiring the beautiful Victorians that surround my apartment building (and trying to figure out what they would sell for).