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What Are the Most Expensive Neighborhoods in Aspen? | Avant Garde Aspen Luxury Real Estate

Stephanie Kroll

Aspen, Colorado, is renowned for its stunning natural beauty, world-class skiing, and luxurious lifestyle. It’s no surprise that the real estate market here consistently ranks among the most expensive in the world, second to only Monaco in 2024 when it comes to price per square foot. From sprawling estates with panoramic mountain views to exclusive neighborhoods with unparalleled privacy, Aspen offers some of the most coveted addresses for luxury buyers. Here’s a guide to the most expensive neighborhoods in Aspen and what makes them so desirable and expensive. 

1. Red Mountain

Nicknamed “Billionaire Mountain,” Red Mountain is the crown jewel of Aspen’s luxury real estate market. Perched high above the town, this neighborhood offers breathtaking views of Aspen Mountain, Independence Pass, and the entire valley. Red Mountain’s homes are architectural masterpieces, featuring expansive floor plans, state-of-the-art amenities, and unparalleled privacy.

  • Notable Street: Willoughby Way, often called the most coveted street in Aspen, is home to some of the most expensive properties in the area. Homes here regularly sell for tens of millions of dollars.

  • Why It’s Special: The combination of jaw-dropping views, exclusivity, and proximity to Aspen’s core makes Red Mountain a top choice for ultra-high-net-worth individuals.

2. Starwood

Located just outside Aspen, Starwood is an exclusive gated community known for its serene setting and sprawling estates. Made famous by its most well-known resident, the late John Denver, Starwood offers a peaceful retreat from the hustle and bustle of downtown Aspen.

  • Notable Features: Large parcels of land, unmatched privacy, and 24/7 security make Starwood particularly appealing.

  • Why It’s Special: The expansive lots and panoramic views of all four ski areas, as well as Mount Sopris and the Elk Mountain Range, make this neighborhood a dream for those seeking space and solitude.

3. West End

Aspen’s historic West End neighborhood is a blend of charming Victorian homes and modern luxury residences. Located within walking distance of downtown Aspen, this area is perfect for those who want the convenience of being close to restaurants, shops, and cultural events while still enjoying a quieter residential feel.

  • Notable Features: Tree-lined streets, historic architecture, and proximity to the Aspen Institute and Music Festival venues.

  • Why It’s Special: The West End’s blend of history, charm, and luxury makes it one of the most desirable neighborhoods for both full-time residents and second-home owners.

4. Aspen Highlands

Aspen Highlands is not just a ski area; it’s also home to some of the most luxurious properties in Aspen. This neighborhood is ideal for ski enthusiasts who want direct access to the slopes and a more laid-back vibe compared to the bustle of downtown.

  • Notable Features: Ski-in/ski-out homes, private lifts, and breathtaking mountain views.

  • Why It’s Special: The combination of luxury living and unbeatable slope-side access makes Aspen Highlands a prime choice for winter sports lovers.

5. McLain Flats

Known for its wide-open spaces and stunning views of the Elk Mountains, McLain Flats offers a rural feel while still being a short drive from downtown Aspen. Homes here often feature extensive acreage, horse facilities, and modern designs.

  • Notable Features: Large estates, expansive views, and room for equestrian facilities.

  • Why It’s Special: McLain Flats provides a unique combination of luxury and country living, making it ideal for those seeking a more tranquil lifestyle.

6. East Aspen

East Aspen is a quieter, more residential area located just minutes from downtown. It offers a mix of contemporary homes and classic mountain chalets, many with direct access to the Roaring Fork River and surrounding trails.

  • Notable Features: Proximity to outdoor recreation, including hiking and biking trails, and a more low-key vibe.

  • Why It’s Special: East Aspen’s natural beauty and easy access to both town and wilderness make it a favorite among nature lovers.

7. Downtown Core

For those who want to be in the heart of the action, Aspen’s Downtown Core offers luxury condos and penthouses just steps away from world-class dining, shopping, and entertainment. While space is at a premium, the convenience and energy of being downtown are unmatched.

  • Notable Features: Walkability, high-end finishes, and proximity to Aspen’s vibrant social scene.

  • Why It’s Special: The Downtown Core is perfect for those who value convenience and being at the center of Aspen’s lifestyle.

Why Aspen’s Neighborhoods Are So Exclusive

Aspen’s combination of natural beauty, limited land availability, and world-class amenities makes its real estate market one of the most competitive in the world. Each neighborhood offers a unique blend of features, ensuring there’s something for everyone—whether you’re looking for serene seclusion, historic charm, or a vibrant social scene.

The most expensive neighborhoods in Aspen represent the pinnacle of luxury living. From the iconic Red Mountain to the historic West End, these areas offer not just homes but lifestyles that reflect Aspen’s unique allure. If you’re considering a move to Aspen or simply dreaming about it, these neighborhoods provide a glimpse into the extraordinary possibilities this mountain paradise has to offer.

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Contact the real estate team at Avant Garde Aspen to sell your property, buy luxury ski property, and browse resort homes for sale in Aspen, Basalt, Carbondale, and the rest of the Roaring Fork Valley.