Holly & Chris Luxury Homes

The Estates at The Oaks: Luxury Living in Calabasas’ Exclusive Enclave


The Estates at The Oaks in Calabasas stands as one of Southern California’s most prestigious and exclusive gated communities. Located in the affluent city of Calabasas, renowned for its celebrity residents and upscale lifestyle, The Estates at The Oaks provides an unmatched blend of luxury and privacy

The community is nestled within the broader Oaks of Calabasas development, with The Estates offering an even higher level of exclusivity. Known for its opulent homes, The Estates features custom-built residences showcasing a range of architectural styles, including Mediterranean, Tuscan, modern, and contemporary designs. These expansive properties typically range from 5,000 to over 15,000 square feet, set on large lots, and often include luxurious amenities such as guest houses, home theaters, gyms, wine cellars, and sports courts.

The Location

Calabasas is a highly sought-after area located in the western San Fernando Valley. The Estates at The Oaks is conveniently close to some of the best shopping and dining in the region, including The Commons at Calabasas, an upscale outdoor shopping center with boutique stores, restaurants, and entertainment options. The community is also near top-rated schools, such as the private Viewpoint School and the public Calabasas High School.

For outdoor enthusiasts, the nearby Santa Monica Mountains provide ample opportunities for hiking, biking, and horseback riding. Additionally, The Estates is just a short drive from Malibu’s beaches, offering easy access to the Pacific Coast for weekend escapes.

Amenities and Lifestyle

The Estates at The Oaks is renowned for its resort-style amenities and emphasis on privacy. With 24-hour guard-gated security, the community offers residents peace of mind in a tranquil setting. The beautifully landscaped grounds feature parks, walking trails, and breathtaking views of the surrounding Santa Monica Mountains.

Residents enjoy access to exclusive amenities such as a private clubhouse, tennis courts, and a swimming pool. For those focused on fitness, a state-of-the-art fitness center is available. The Oaks also caters to families, offering several parks and outdoor spaces designed for both children and adults to enjoy.

Food and Shopping

The Estates at The Oaks enjoys a prime location near some of the finest dining and shopping options in the area. Just minutes away, The Commons at Calabasas is an upscale open-air shopping center featuring a range of high-end boutiques, cafés, and fine dining options. Notable restaurants include King’s Fish House, Sugarfish, and Mastro’s Steakhouse, all renowned for their excellent cuisine and inviting ambiance. For more casual dining, residents can visit Marmalade Café or Pedalers Fork in nearby Old Town Calabasas.

For grocery shopping, Erewhon Market and Gelson’s Market offer organic and gourmet selections, while Trader Joe’s provides affordable everyday essentials. Boutique shopping is also nearby, with stores like Ron Herman, Lululemon, and Sandro just a short drive away.

For a more extensive shopping experience, residents are close to Westfield Topanga & The Village, a premier destination offering luxury brands such as Neiman Marcus, Louis Vuitton, and Gucci, along with trendy options like Zara and Apple. The area also features a variety of entertainment choices, including movie theaters and live music at The Canyon Club in Agoura Hills.

Schools and Education

The Estates at The Oaks is part of the highly-rated Las Virgenes Unified School District (LVUSD), recognized for its academic excellence, diverse programs, and supportive community—making it a popular choice for families. Some of the district’s top schools include:

  • Bay Laurel Elementary School – A public elementary school known for its strong academics and nurturing environment.
  • A.C. Stelle Middle School – Offers a well-rounded curriculum, focusing on preparing students for success in high school and beyond.
  • Calabasas High School – Renowned for its academic achievements, award-winning arts programs, and competitive athletics.

In addition to the public schools, several esteemed private schools are located near The Estates. Viewpoint School in nearby Calabasas is highly regarded for its K-12 education, offering academic rigor and extensive extracurricular opportunities. Other respected private institutions, such as The Oaks School and Harvard-Westlake, provide top-tier educational experiences for families seeking personalized options.

Sports and Recreation

The Estates at The Oaks offers residents a wealth of recreational opportunities, blending luxury living with active, outdoor lifestyles. With its resort-like amenities and proximity to natural beauty, the community is ideal for sports enthusiasts and those who enjoy staying active.

  • Private Clubhouse and Fitness Center: Residents have access to a state-of-the-art fitness center, equipped with the latest in workout technology, perfect for both casual exercisers and fitness devotees.
  • Tennis Courts: The community features private tennis courts, allowing residents to enjoy a friendly match or sharpen their skills in a serene, beautifully maintained setting.
  • Swimming Pool: A luxurious swimming pool provides the perfect place for residents to relax, swim laps, or cool off during warm Southern California days.
  • Parks and Walking Trails: The Estates at The Oaks is surrounded by scenic parks and walking trails, offering plenty of opportunities for outdoor exercise, jogging, and leisurely walks amidst the natural beauty of the area.
  • Nearby Golf Courses: Golf enthusiasts will appreciate the proximity to premier golf courses, including the Calabasas Golf & Country Club, which is just a short drive away.
  • Santa Monica Mountains: Outdoor lovers can explore the nearby Santa Monica Mountains, which offer extensive hiking, biking, and horseback riding trails, providing breathtaking views and a peaceful escape from the city.
  • Close to Malibu Beaches: Just a short drive from Malibu’s famous beaches, residents can easily enjoy surfing, paddleboarding, and beach activities for a weekend getaway.

The Estates at The Oaks seamlessly combines upscale living with a range of sports and recreational activities, creating a perfect balance of relaxation and active lifestyle for its residents.

Real Estate Market

Homes in The Estates at The Oaks generally range from the multi-million-dollar mark, with prices starting around $5 million and exceeding $20 million, depending on factors such as size, location, and amenities. The real estate market in this community is highly competitive, given its exclusivity and limited inventory. Properties in this area tend to appreciate significantly, making it not only a luxurious living choice but also a strong investment opportunity for those interested in high-end real estate.

Overall, The Estates at The Oaks offers a unique combination of luxury, privacy, and community in one of Southern California’s most desirable locations. With its exclusive amenities, beautiful homes, and celebrity appeal, it’s a standout destination for those seeking an upscale, tranquil lifestyle away from the hustle and bustle of Los Angeles while remaining close enough to enjoy everything the city has to offer.

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