$2,995,000
2055 Outpost DR
Los Angeles, CA, 90068
This gated Outpost Estates jewel blends Old Hollywood grandeur with modern luxury beneath a majestic 100-year-old sycamore tree, now enhanced with whole-house audio and unrivaled access to LA’s most iconic destinations. Located in the heart of prestigious Outpost Estates, this gated Hollywood charmer is set beneath a magnificent century-old sycamore, seamlessly pairing timeless character with elevated modern living. Originally designed by acclaimed architect Marshall P. Wilkinson, the residence embodies the romance and scale of Old Hollywood, showcasing expansive living spaces, soaring ceilings, intricate crown molding, and rich oak floors throughout. A sprawling, private front yard welcomes you beyond secure gates, setting the stage for a home designed for both grand entertaining and intimate everyday living. Multiple patios and sun-drenched courtyards create a seamless indoor-outdoor flow, offering a variety of inviting spaces to relax and gather. The four-bedroom, four-and-a-half-bathroom residence features a fully reimagined chef’s kitchen outfitted with high-end appliances, custom cabinetry, generous storage, countertop seating, and a charming breakfast nook. The kitchen opens effortlessly into the formal dining room and provides direct access to the outdoor entertaining areas, making it ideal for hosting. An expansive living room with fireplace and French doors opens to a private entertaining terrace overlooking lush, mature landscaping. A dedicated office connects to a tranquil courtyard, offering a serene and inspiring work-from-home retreat. The primary suite is a true sanctuary, complete with two walk-in closets and a beautifully updated spa-inspired bath featuring dual vanities, a soaking tub, a framed glass shower, and refined designer finishes. On the lower level, a secondary family room with French doors opens to the front yard, adding versatility and additional living space. Tucked into the hillside, a separate studio with backyard access provides the perfect setting for a creative studio, private office, or wellness space. Outdoors, multiple entertaining areas include a spacious patio, outdoor kitchen, and serene hillside views framed by mature landscaping. The home is further elevated by a whole-house audio system, allowing seamless sound throughout for effortless entertaining and everyday enjoyment. Modern conveniences such as an automated lighting system, extensive Ethernet wiring, a multi-point wireless network, and a smart-controlled sprinkler system enhance comfort and efficiency. Fully fenced and gated with remote entry, the property offers exceptional privacy, security, and peace of mind. Ideally located with easy access to Runyon Canyon Park, the iconic Hollywood Bowl, and some of the city’s most celebrated restaurants, this residence delivers the perfect blend of tranquility, prestige, and vibrant city living.
Property Details
Price:
$2,995,000
MLS #:
26649949
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
c03sunsetstriphollywoodhillswest
Listed Date:
Feb 13, 2026
Finished Sq Ft:
3,301
Total Sq Ft:
3,301
Lot Size:
9,059 sqft / 0.21 acres (approx)
Year Built:
1936
Schools
Interior
Appliances
DW, RF
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
TILE, WOOD
Heating
CF
Laundry Features
IR
Levels
U
Exterior
Architectural Style
TRD
Attached Garage YN
1
Common Walls
NCW
Garage Spaces
2
Other Structures
SH
Parking Spots
2
Parking Total
2
Spa Features
NO
View
CN, HI, TW
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Current real estate data for Single Family in Los Angeles as of Apr 06, 2026
7,324
Single Family Listed
88
Avg DOM
515
Avg $ / SqFt
$1,552,293
Avg List Price
Community
- Address2055 Outpost DR Los Angeles CA
- CityLos Angeles
- CountyLos Angeles
- Zip Code90068
Similar Listings Nearby
Property Summary
- 2055 Outpost DR Los Angeles CA is a Single Family for sale in Los Angeles, CA, 90068. It is listed for $2,995,000 and features 4 beds, 5 baths, and has approximately 3,301 square feet of living space, and was originally constructed in 1936. The current price per square foot is $907. The average price per square foot for Single Family listings in Los Angeles is $515. The average listing price for Single Family in Los Angeles is $1,552,293. To schedule a showing of MLS#26649949 at 2055 Outpost DR in Los Angeles, CA, contact your James Outland agent at 8057482262.
Courtesy of Carolwood Estates. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 2055 Outpost DR
Los Angeles, CA



































