Roxbury Drive is one of the most storied residential streets in Beverly Hills. Situated in the heart of the Beverly Hills Flats, this tree-lined stretch between Sunset Boulevard and Benedict Canyon earned its reputation as the “Street of the Stars” for a reason: Jimmy Stewart, Lucille Ball, Jack Benny, Peter Falk, the Gershwin brothers, Rosemary Clooney, Diane Keaton, and Mia Farrow all called it home. Jade Mills, who has represented properties on Roxbury Drive and throughout Beverly Hills’ most prestigious neighborhoods for over four decades, considers it one of the few streets in Los Angeles where history, architecture, and enduring prestige intersect in a way that simply cannot be replicated.

According to Redfin, recent sales on Roxbury Drive have ranged from $8.3 million to over $35 million, placing it among the highest-valued residential streets in the city. But what makes Roxbury Drive extraordinary isn’t just what the homes sell for. It’s the stories they carry.

How Did Roxbury Drive Become Beverly Hills’ “Street of the Stars”?

Roxbury Drive’s rise began during Beverly Hills’ earliest development in the 1920s and 1930s. As the motion picture industry drew wealth and fame westward, the Flats became the neighborhood of choice for Hollywood’s elite. The lots were generous, the streets were flat and walkable, and the proximity to the studios made it practical. But it was the concentration of talent on one particular stretch of Roxbury that set it apart.

By the 1940s and 1950s, the two-block section north of Sunset had become the most star-filled residential block in Hollywood. Jack Benny lived at 1002, directly north of Lucille Ball and Desi Arnaz at 1000. Jimmy Stewart was just down the street at 918. The Gershwin brothers composed some of America’s greatest songs at 1019. Agnes Moorehead, Peter Falk, and Hal March rounded out a roster that read like an Academy Awards guest list.

The designation “Street of the Stars” wasn’t a marketing invention. It was a simple description of who lived there.

Which Celebrities Have Lived on Roxbury Drive?

The list of documented Roxbury Drive residents reads like a hall of fame spanning nearly a century of American entertainment. Here are some of the most notable, with verified addresses:

What Architectural Styles Define Roxbury Drive?

One of the things that gives Roxbury Drive its distinctive character is the architectural range. Unlike developments where every home follows a single blueprint, Roxbury reads like a timeline of Beverly Hills’ evolving taste in residential design.

The original homes, built primarily in the 1920s and 1930s, drew from the styles that defined the era: Spanish Colonial Revival with tile roofs and arched windows, Tudor estates with brick detailing and steep rooflines, Georgian homes with formal symmetry, and Mediterranean villas with lush courtyards. Many of these homes were designed by architects whose names carry real weight. Wallace Neff, who designed Pickfair for Douglas Fairbanks and Mary Pickford, designed the property at 1015 North Roxbury in 1926. Don Uhl designed the Gershwin home at 1019 in 1928. Ralph Flewelling, a Fellow of the American Institute of Architects, designed another of the street’s original residences.

Where original homes have been replaced, the new construction has largely maintained the street’s sense of scale and quality. Contemporary estates by architects like Richard Landry sit alongside surviving period homes, creating a layered streetscape that reflects both the heritage and the continued demand for exceptional residential architecture.

What Does Real Estate on Roxbury Drive Cost Today?

Roxbury Drive properties command some of the highest prices in the Beverly Hills Flats. According to Redfin, recent transactions paint a clear picture of the street’s market position

Current Redfin estimates for existing homes on the street range from approximately $10 million to over $26 million, depending on lot size, condition, and architectural provenance. Lucille Ball’s former home at 1000 North Roxbury carries a current estimated value above $10.5 million. To explore current and sold properties represented by Jade Mills, visit her portfolio.

What Is It Like to Live on Roxbury Drive?

Roxbury Drive sits in the Beverly Hills Flats, one of the city’s most desirable residential areas. The Flats were among the first sections of Beverly Hills to be developed, and the neighborhood’s flat, walkable terrain stands in contrast to the hillside estates of Trousdale or Bel Air. Jimmy Stewart was famously known for walking his dogs along the street each morning. That kind of pedestrian lifestyle is part of what draws buyers here.

The location puts residents within easy reach of Rodeo Drive, Beverly Gardens Park, the Beverly Wilshire Hotel, the Beverly Hills Hotel, and some of the city’s best restaurants. Nearby, the famous Spadena House, known as the Witch’s House, sits at the corner of Walden Drive and Carmelita Avenue, a Beverly Hills Landmark that adds to the broader neighborhood’s cultural character.

For buyers who value privacy without isolation, the Flats offer a rare combination: substantial properties with mature landscaping and serious setbacks, but within a walkable neighborhood where everyday life feels grounded and connected.

How Is Roxbury Drive Balancing History and Development?

One of the ongoing tensions on Roxbury Drive is the balance between preservation and redevelopment. Several of the street’s most historically significant homes have been demolished over the past two decades, including Jimmy Stewart’s Tudor (demolished 1998), the Gershwin residence (demolished 2005), and a 1942 Regency Revival home at 1001 North Roxbury whose non-historic status was affirmed by the Beverly Hills City Council in 2022 after a preservation debate reported by the Beverly Hills Courier.

The result is a street in transition. Original-era homes designed by notable architects coexist with contemporary estates that range from 15,000 to over 25,000 square feet. For buyers, this creates a choice: a property with genuine architectural heritage, or a modern estate built on land that carries decades of provenance. Either way, the address speaks for itself.

Why Does Roxbury Drive Still Matter?

Beyond real estate, Roxbury Drive holds a place in American cultural history. George and Ira Gershwin composed “They Can’t Take That Away From Me,” “Shall We Dance,” and “Our Love Is Here To Stay” while living at 1019 North Roxbury. According to the Historical Marker Database, the address is formally recognized for its contribution to American music. Lucille Ball’s home at 1000 North Roxbury appeared in a 1955 episode of I Love Lucy. Peter Falk’s home at 1004 served as a filming location for later episodes of Columbo.

The Beverly Hills Historical Society includes Roxbury Drive as a featured stop on its official walking tours, recognizing the street’s role in shaping both the city’s identity and its enduring appeal. 

What Should Buyers Know About Roxbury Drive?

Roxbury Drive is not just a prestigious address. It is a street where the architecture, the history, and the people who lived there created something that appreciates in ways that go beyond square footage and lot size. Properties here carry stories that no new construction can manufacture, and that intangible value is reflected in pricing that consistently places Roxbury among the most expensive residential streets in Beverly Hills.

As Mills often says, knowledge is king in this business. For buyers considering Roxbury Drive, that means understanding not just the market data, but the history behind every gate and every front door. The more you know, the better positioned you are to recognize the rare opportunity when it comes along.

Frequently Asked Questions About Roxbury Drive

How much do homes on Roxbury Drive cost?

According to Redfin, recent sales on Roxbury Drive have ranged from $8.3 million to $35.2 million. Current estimated home values on the street range from approximately $10 million to over $26 million, depending on the property’s size, condition, and architectural significance. Browse available properties to see what’s currently on the market.

Which celebrities have lived on Roxbury Drive?

Documented residents include Jimmy Stewart (918 N. Roxbury), Lucille Ball and Desi Arnaz (1000 N. Roxbury), Jack Benny (1002 N. Roxbury), George and Ira Gershwin (1019 N. Roxbury), Peter Falk (1004 N. Roxbury), Agnes Moorehead (1023 N. Roxbury), Rosemary Clooney (1019 N. Roxbury), Diane Keaton (1015 and 820 N. Roxbury), and Mia Farrow (809 N. Roxbury), among others.

Where is Roxbury Drive in Beverly Hills?

Roxbury Drive is located in the Beverly Hills Flats, the flat, walkable residential area south of Sunset Boulevard. It runs north-south and is within easy reach of Rodeo Drive, Beverly Gardens Park, and the city’s best dining and shopping.

Are the original celebrity homes on Roxbury Drive still standing?

Some are, and some aren’t. Lucille Ball’s home at 1000 North Roxbury still stands, as does Peter Falk’s Mediterranean residence at 1004. However, Jimmy Stewart’s Tudor at 918 was demolished in 1998, and the Gershwin home at 1019 was demolished in 2005. Several properties have been rebuilt as contemporary estates while retaining the prestige of the original address.

Interested in Roxbury Drive or other legendary Beverly Hills addresses? Jade Mills has represented buyers and sellers in Beverly Hills for over four decades, with more than $9 billion in career sales. Reach out to start the conversation.

Blog was updated April 2026