Hidden Hills vs. The Oaks in Calabasas: A Guide for Savvy Homebuyers

If you're planning to live in Calabasas and crave a refined lifestyle, two premier gated enclaves stand out above the rest: Hidden Hills and The Oaks in Calabasas. Both neighborhoods are known for luxury, privacy, and prestige—but they cater to distinct buyer profiles and lifestyles. This in-depth comparison reveals the key features, pros and cons, and cultural essence of each community to help you make a strategic, inspired real estate decision.

Whether you’re actively searching homes in Calabasas or exploring options with top-tier realtors in Calabasas, this expert breakdown—courtesy of the Getzels Group—equips you with valuable insight and a confident next step.

🏡 The Oaks in Calabasas: Gated Glamour with a Modern Edge

A-list allure meets suburban sophistication at The Oaks in Calabasas, a double-gated, master-planned community where luxury homes and resort-style living harmonize. Just minutes from the iconic Calabasas Commons, this neighborhood is a magnet for those who seek both exclusivity and community.

Sarah Anderson, top producer at the Getzels Group at Coldwell Banker, is more than a real estate expert here—she’s also a proud resident and homeowner in The Oaks. Her insider perspective offers unparalleled access to this sought-after enclave.

🔑 Pros of The Oaks

• Modern Mediterranean and custom estates with designer finishes

• Double-gated security with 24/7 controlled access

• Resort-style clubhouse, featuring:

  • Fully equipped fitness center and luxury spa

  • Cabana-lined pool deck

  • Tennis and basketball courts

  • Private event space and outdoor lounge areas

  • Kids’ splash pad and playground

  • Access to scenic trails and greenbelts

• Close-knit, family-focused culture with curated resident events

• Conveniently located near top-ranked private schools and Calabasas shopping

• Vibrant HOA focused on beauty, safety, and lifestyle amenities

❗️ Cons

• No equestrian zoning—strictly residential and non-agricultural use

• HOA design regulations may limit exterior customization

• More compact lot sizes relative to Hidden Hills

• Some homes are closer to community boundaries or thoroughfares

👥 Resident Interests

Wellness and fitness, social events, contemporary home design, proximity to restaurants and boutiques, structured family living.

🤵🏼 Types of Residents in The Oaks

The Oaks is favored by modern families, creative professionals, entrepreneurs, and rising executives. This community also draws entertainers and business managers who want polished amenities and neighborly energy in a secure setting—without straying far from work, schools, or the city.

🏡 The Estates at The Oaks: Elevated Privacy and Prestige

For those desiring the utmost in luxury and seclusion, The Estates at The Oaks delivers. Nestled within The Oaks, this triple-gated enclave features some of the most architecturally significant homes in Calabasas, often exceeding 10,000 square feet and curated for ultra-high-net-worth lifestyles.

🏆 Features of The Estates

• Unmatched privacy with layered gate security

• Mansion-style residences with elite finishes and architectural diversity

• Common features include: home theaters, wine cellars, wellness spas, and multi-car showrooms

• Expansive lots with manicured grounds, pools, and panoramic vistas

• A-list celebrity homeowners and discreet industry leaders

Ideal For: Buyers seeking a “behind-the-gates” Beverly Hills vibe—minus the city congestion and with added tranquility.

🌳 Hidden Hills: Old-World Prestige with Equestrian Soul

Tucked into the rolling hills of western Calabasas, Hidden Hills is where generational wealth, equestrian culture, and timeless luxury converge. A city in its own right, this guard-gated community delivers unrivaled privacy, expansive lots, and a serene rural charm that remains unparalleled in Los Angeles County.

If you’ve been Googling “realtors near me” or “homes in Calabasas” and crave a retreat that blends status with soul—Hidden Hills may be exactly what you’ve envisioned.

🔑 Pros of Hidden Hills

• Large estates (1 acre+) ideal for privacy and personalization

• Zoned for horses with private barns, arenas, and riding trails

• True exclusivity—residents include celebrities, athletes, and legacy families

• Custom-built homes, often exceeding 10,000 sq ft

• Streets are privately maintained and patrolled—Hidden Hills is its own city

• A tranquil, tree-filled setting that feels worlds away from urban life

❗️ Cons

• Limited shared amenities or community facilities compared to The Oaks

• Architecture tends to skew rustic or traditional

• Building regulations and approvals can be time-intensive

• Larger properties require higher upkeep and taxes

👥 Resident Interests

Equestrian sports, estate design, organic landscaping, privacy, private security, multigenerational living, high-end vehicles.

🤵🏼 Types of Residents in Hidden Hills

Expect to meet entertainers, C-suite executives, philanthropists, and equestrian lovers—many of whom value freedom, privacy, and a non-flashy expression of wealth. Hidden Hills offers unmatched autonomy with country-style charm and white-glove discretion.

🧐 So...Which One is Right for You?

🗺️ Final Word from the Getzels Group

At the Getzels Group, we go beyond showing properties—we decode luxury lifestyles. As top-tier realtors in Calabasas, our mission is to guide savvy buyers toward homes that reflect their values, ambitions, and the way they want to live.

💬 Curious about what it's like to live in Calabasas or Hidden Hills? Schedule a private consultation with Nathaniel Pitchon-Getzels or Sarah Anderson. Your next move deserves expert insight.