Kylie Jenner, the second most financially successful Kardashian-Jenner, has made a mark not just as a reality TV personality but also as a shrewd businesswoman. Recognized for her self-made success, she founded Kylie Cosmetics and, was controversially named the youngest self-made billionaire by Forbes in 2019. While her net worth has fluctuated, currently estimated at $680 million, it’s a testament to her entrepreneurial prowess.

Despite the glitzy exterior of her public life, Kylie is a self-proclaimed homebody, particularly these days as she devotes considerable time to raising her two children, Stormi and Aire. In an Architectural Digest tour of her Hidden Hills residence in 2019, Kylie shared insights into her life, mentioning how Stormi has filled their home with toys. The subsequent year, she revealed that motherhood has strengthened her affinity for staying in, stating, “After I got pregnant, I spent so much time at home, I love it.”

Her $80 million real estate portfolio showcases her penchant for luxury living. With a preference for custom-built homes, Kylie’s residences in Southern California offer a glimpse into her opulent lifestyle, providing a fitting backdrop for the cherished moments she spends with her children.

2015

In 2015, at the tender age of 18, Kylie Jenner’s burgeoning entrepreneurial spirit led her to acquire her first Calabasas home—a Tuscan-style mansion valued at $2.7 million. The 4,851-square-foot residence boasted six bedrooms and six bathrooms. Ever the trendsetter, Kylie transformed one of the bedrooms into a coveted glam room, collaborating with renowned designer Jeff Andrews to infuse the space with her personal style. The house featured dramatic black hardwood floors and bright white walls, maintaining a monochromatic theme seen throughout, even in the primary bathroom with its dedicated seating area and walk-in closet. Kylie’s swift foray into real estate saw her listing the property for $3.9 million a year later, ultimately selling it for $3.2 million in 2017.

2016

Just ovеr a yеar aftеr hеr initial rеal еstatе vеnturе, Kyliе stеppеd up hеr gamе, invеsting $6 million in a Capе Cod–stylе mansion in Hiddеn Hills. This 7,000-squarе-foot rеtrеat includеd six bеdrooms, sеvеn bathrooms, a homе thеatеr, winе cеllar, four-car garagе, and an еxpansivе walk-in closеt in thе primary suitе. With a backyard ovеrlooking thе mountains for addеd privacy, Kyliе bеcamе a nеighbor to hеr mom Kris Jеnnеr and sistеr Kim. Opting for a lucrativе movе, shе sold thе mansion for $6.7 million in 2018.

In a stratеgic movе a fеw months aftеr acquiring hеr first Hiddеn Hills mansion, Kyliе added another property to hеr portfolio—buying thе housе nеxt door for $4.5 million. Initially intеndеd as an officе spacе whilе kееping hеr Capе Cod–stylе mansion as thе primary rеsidеncе, this 5,200-squarе-foot abodе fеaturеd four bеdrooms and thrее-and-a-half bathrooms. Complеtе with a covеrеd patio, outdoor firеplacе, and grill surrounding a spacious pool and spa, it sеrvеd as an imprеssivе workspacе for thе flourishing Kyliе Cosmеtics brand. Howеvеr, a yеar latеr, Kyliе partеd ways with this sеcond Hiddеn Hills homе, sеlling it for $5.3 million. 

Later that October, Kylie invested in a third Hidden Hills property, splurging $12 million on a 13,200-square-foot Cape Cod–style mansion situated on 1.4 acres. Collaborating with designer Martyn Lawrence Bullard, Kylie aimed for a fresh and vibrant ambiance in her “first grown-up house.” Expressing her love for pink, she customized closets and a glam room down to the smallest details. The result was a glamorous yet inviting space, featuring a monochromatic, Old/New Hollywood–inspired living room, a gold-leafed ceiling in the dining room, and plush fur bed covers in the bedrooms. As of now, Kylie continues to own and enjoy this lavish home.

2017

Continuing her property ventures, Kylie made a strategic move in 2017 by acquiring a 1.37-acre plot adjacent to one of her existing mansions for $5 million. Initial plans aimed at transforming the vacant space into a horse barn or lush gardens. However, these visions never materialized, leading Kylie to sell the plot for $5.5 million just one year later.

2018

In 2018, a new chapter unfolded as Kylie, joined by then-partner Travis Scott, invested in a shared venture—an impressive $13.5 million Beverly Hills mansion. This modern abode, originally constructed in 1971 but completely renovated in 2016, spanned 9,680 square feet across two floors. Tucked away at the end of a gated driveway, the residence featured six bedrooms and nine bathrooms, showcasing a departure from the monochromatic themes of Kylie’s earlier homes. Embracing warm neutrals, the stylish Beverly Hills pad boasted oak woods and sleek marble cabinetry in the kitchen. Notably, Kylie’s second-floor glam room retained a touch of color with its dusky rose hue. The mansion was listed for $21.9 million in late 2022, with a subsequent $2 million price reduction the following spring. As of now, the status of the property remains uncertain.

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2019

In 2019, Palm Springs became a focal point for the Kardashian-Jenner family. A trust connected to Kylie invested $3.25 million in an undeveloped plot within La Quinta’s exclusive Madison Club community. Spanning just under an acre, the lot sat a short half-mile away from a modern 11,000-square-foot residence Kris had acquired the previous year. Initial reports suggested plans for a 15,000-square-foot single-story home. By late 2022, the property was reportedly finished, yet details of the residence remain elusive.

2020

The following year, Kylie made a significant real estate move, spending $36.5 million on a brand-new compound in Holmby Hills. Nestled on 0.83 acres, the modern estate featured an extraordinary 15,350-square-foot single-story main house and two separate guest apartments, all constructed of concrete. Entire walls of glass opened onto a central courtyard housing a rectangular pool, a spa, a dining area, a fire pit, an outdoor theater, and a spacious sports court for pickleball or basketball. The home boasted entertaining amenities, including a game room with a pool table and full bar, an indoor home theater with stadium seating, and a chef’s kitchen adjacent to a family room with a TV-topped fireplace. This property remains Kylie’s primary residence.

Later in 2020, Kylie acquired a vacant 5-acre lot in Hidden Hills for $15 million, with plans to construct a new dwelling. Notably, the property had previously belonged to Miley Cyrus, who owned an equestrian estate there from 2015 to 2018. Recent photos indicate that construction is well underway on the parcel, featuring plans for an 18,000-square-foot main house, a 12-car garage, a guest house, a security base, a pool, and a sports court. While it remains uncertain whether the final residence will strictly adhere to these plans, Kylie Jenner’s penchant for over-the-top homes suggests that her next pad will be nothing short of extraordinary.

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