Calabasas Highlands Community - Calabasas, CA
Calabasas Highlands Homes For Sale In Calabasas, CA
The Calabasas Highlands community is located in the coastal city of Calabasas, California. Calabasas Highlands offers a unique location with many of the homes offering views of the valley below. This is one of the oldest neighborhoods in Calabasas with homes dating back to the mid 1920's when the first homes were built here. There is a true sense of rustic and country living here with mature landscaping and foliage. Home prices tend to be much less than neighboring gated communities and without being under a formal homeowners association. Below is the current Calabasas Highlands homes for sale and for lease in Calabasas, California. Please contact us at 888-990-7111 with questions regarding this community and any of the properties listed for sale here.
Calabasas Highlands Homes For Sale
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Calabasas 23685 Clover Trail
Frank Gehry :: The Benson House. Before Bilbao, Disney Concert Hall and the iconic global works that would define his career, Frank Gehry quietly rewrote the rules of domestic architecture on a hillside in the Calabasas Highlands. Completed in 1981, The Benson House belongs to Gehry's pivotal early Los Angeles period, when residential work carried the same experimental force his museums would later claim. Created for law professor Robert "Bob" Benson, who told Gehry, "Whatever you want to do, we will go for," the home became one of Gehry's favorite projects and most personal residential works.Set into a slope, the architecture separates from the hillside to create a moat-like negative space, allowing two distinct vertical volumes to emerge. A vertebrae-like wooden walkway connects the bedroom wing with the living and gathering spaces, creating a daily experience of movement, sequence and spatial discovery. Gehry described the composition as "almost touching," like two stones in a Japanese sculpture. Clad in humble asphalt shingles and grounded by concrete floors, exposed rafters and raw material contrasts, the home reflects Gehry's early language of recontextualized vernacular, California modernism and architecture as sculpture. The residence offers two bedrooms, three bathrooms, a loft workspace and panoramic San Fernando Valley views. Located within the Las Virgenes Unified School District (public school system). Sited on four contiguous lots, each with its own APN, The Benson House is Calabasas Historical Landmark No. 2 and an important early Gehry residence archived at the Getty Research Institute. Early Gehry homes rarely come to market, making this a singular opportunity to own a formative work by one of the most influential architects of our time.$1,745,000
Calabasas 23665 Summit
Nestled within the scenic hills of the highly sought-after Calabasas Highlands, this beautifully designed French Contemporary residence blends timeless elegance with warm California living. Offering 4 bedrooms, 3 bathrooms, and approximately 2,765 square feet of thoughtfully curated living space, the home captures picturesque canyon and hillside views while delivering privacy, comfort, and an exceptional indoor-outdoor lifestyle. Filled with natural light, the home features soaring ceilings, expansive formal living and dining rooms, rich hardwood floors throughout, and an ideal floor plan designed for both entertaining and everyday living. A spacious family room flows seamlessly into the kitchen and surrounding gathering spaces, creating an inviting atmosphere throughout the home. Upstairs, all four bedrooms are thoughtfully positioned together on the second level, including a spacious primary suite that serves as a peaceful retreat overlooking the surrounding natural beauty. Outside, enjoy multiple fruit trees, tranquil surroundings, and close proximity to some of the area’s most beloved hiking and nature trails, offering the perfect balance of relaxation and outdoor adventure. Ideally located with convenient access to the 101 Freeway, Malibu beaches, Calabasas, and the Westside, the property is also positioned near award-winning Las Virgenes schools as well as prestigious private institutions including Viewpoint School. Blending classic French-inspired architecture with contemporary comfort, scenic views, and an unbeatable location, this Calabasas Highlands home offers a rare opportunity to experience elevated canyon living moments from the best of both Calabasas and Malibu.$1,690,000
Calabasas 23620 Clover Trail
Nestled in the Calabasas Highlands, a rustic mountain community with a collection of eclectic homes some dating back to the mid-1920s, this captivating neighborhood retains a magical forest-like rural setting. Set up on a gentle slope with sweeping views this charming 3 bedroom and 2.5 bath home features a welcoming living room with fireplace, balcony and high ceilings; a formal dining room that opens to the back patio. A spacious kitchen with great storage, counter space and a breakfast nook you can easily entertain from intimate gatherings to larger celebrations. A fourth bedroom on the first floor was converted to an office in 2019 and can easily be returned to its original purpose. Upstairs, a comfortable enchanting primary bedroom with warm light and a serene setting and two bedrooms with views. Enjoy breathtaking sunrises and stunning sunsets over the horizon. This is one of the most special properties in the Highlands waiting for its next Owner to bring their vision, creativity and magic to this special place and enjoy the laid-back vibe of this rural artistic enclave for years to come. Two car garage with direct entry, terraced hillside great for gardening and off street parking. Close proximity to Calabasas Klubhouse Pre-School, Chaparral Elementary, AC Stella Middle School, Calabasas Montessori, Calabasas High and Viewpoint. Easy access to Westlake Village, Malibu, Topanga Canyon and Ventura County.$1,425,000
Calabasas 23691 Aster Trail
Discover One of Calabasas' Most Scenic View Homes | Perched above sweeping mountain and valley vistas, this light-filled residence offers tranquility and privacy in one of the best-kept secret enclaves of Calabasas: The Highlands. A welcoming foyer opens to the main level of this 3-level custom home, where a formal living room with a cozy fireplace flows seamlessly into the dining room just off the kitchen. Framed by expansive windows and its own private balcony, the dining area captures breathtaking views, creating the perfect backdrop for everyday living and elevated entertaining. A guest bedroom and full bath complete the entry level, offering ideal flexibility for visitors or multigenerational living. Upstairs, a graceful, curved staircase leads to two additional bedrooms and a full bath. Skylights bathe the upper level in natural light. The expansive primary suite is a true retreat, featuring massive windows with sweeping views, a private balcony, and a serene enclave perfect for yoga, reading, or a home office. The spa-inspired primary bath showcases travertine finishes, a soaking tub, a large separate shower, dual sinks, and a generous walk-in closet. The lower level features a spacious bonus room with tiled floors and sliding glass doors that open to the patio and backyard. Complete with a wet bar and charming spiral staircase, this flexible space is ideal for a rec room, creative studio, media room, or private office with its own separate entry. Throughout the home, solid hardwood maple and bamboo flooring enhance the warmth and character, while windows in nearly every room invite in natural light and frame the stunning surroundings. Outside, enjoy a spacious front porch and a large backyard with deck designed for both relaxation and gardening, all set against a backdrop of fabulous mountain and valley views. Located just off scenic Mulholland, this tranquil sanctuary offers immediate access to multiple hiking trails in the Santa Monica Mountains, while remaining minutes from shopping, dining, and everyday conveniences. The Calabasas Highlands offer the best of both worlds, blending the laid-back, nature-filled vibe of Topanga with the everyday convenience and prestige of Calabasas. Served by the acclaimed Las Virgenes Unified School District and in close proximity to Viewpoint School and Pepperdine University, this home delivers natural beauty and an exceptional lifestyle opportunity.$1,399,000
Calabasas 23680 Summit
Nestled among the trees in the Calabasas Highlands…Nestled among the trees in the Calabasas Highlands, this beautifully updated architectural retreat captures the essence of California canyon living with sweeping mountain and city views, exceptional privacy, and seamless indoor-outdoor flow. A welcoming formal entry introduces the home's inviting interior, where vaulted ceilings and abundant natural light create an airy atmosphere throughout the main living areas. The spacious living room, anchored by a fireplace, opens to an expansive view balcony that invites quiet moments overlooking the picturesque landscape. An elegant dining room framed by French doors provides a stunning setting for intimate dinners or family gatherings. The remodeled kitchen is appointed with crisp white cabinetry, stainless steel Bosch appliances, double ovens, a center island with 5-burner stove, and French doors leading to outdoor dining and lounging spaces. A stylish powder room conveniently serves the main living level, while a spacious laundry/utility room and adjoining mudroom enhance the home's everyday functionality. A central vacuum system extends throughout the home for added convenience. The thoughtfully designed floor plan offers ideal separation of space, with two secondary bedrooms on the main level, each with its own en-suite bath, while the entire upper floor is dedicated to the private primary retreat. Complete with a fireplace, private view balcony, generous closet space, and a spa-inspired bath featuring a freestanding soaking tub, oversized shower, and dual vanity, it offers a peaceful escape immersed in the surrounding natural beauty. Offering approximately 2,253 square feet on a 4,790-square-foot lot, the thoughtfully designed outdoor spaces are equally inviting, featuring multiple terraces, walking paths, several fruit trees, a tranquil water fountain, and multiple conversation and dining areas, all designed to embrace the home's peaceful natural setting. Ideally located just minutes from Calabasas shopping, dining, hiking trails, award-winning schools, and a neighborhood park, this exceptional residence offers the rare opportunity to experience the unique and private lifestyle of the Calabasas Highlands.$1,375,000
Calabasas 3582 Elm Drive
Tucked into the hills where Calabasas meets Topanga Canyon in the Highlands, this inviting home offers a rare blend of privacy, natural beauty, and effortless indoor-outdoor living—reminiscent of the charm and creative spirit of Laurel Canyon. Wake up to sweeping mountain views from nearly every room, where sunlight filters through the canyon and the pace of life slows just enough to breathe. The home features three bedrooms, two bathrooms, and an additional living space, thoughtfully designed to feel both comfortable and connected to its surroundings. At the heart of the home, recently added bifold doors open wide to a refreshed deck, creating a seamless flow between the interior living spaces and the outdoors—perfect for morning coffee, evening gatherings, or simply taking in the quiet beauty of the hills. The deck is also equipped with electrical outlets for future customization. Beyond the main home, a detached approximately 100 sq. ft. flex space with its own mini-split A/C offers endless versatility—ideal for a private office, creative studio, fitness room, or guest retreat. Two additional storage sheds provide practical convenience, while dual driveways offer ample parking for up to five vehicles. An exterior outlet at the front of the home is ready for EV charging. Life here is defined by connection to nature. Step outside to nearby hiking trails, enjoy the peaceful surroundings, and experience the charm of local wildlife. The neighborhood also features Calabasas Highlands Park, offering a playground, picnic area, and space for dogs. Despite its tranquil setting, the home is just minutes from everyday conveniences and some of the area’s most sought-after destinations, including The Commons at Calabasas, Old Town Calabasas, Viewpoint School, and Malibu Creek State Park, with Malibu’s iconic beaches just a short drive away. Located within the highly regarded Las Virgenes Unified School District. Additional highlights include a new tankless water heater (2026), updated fencing and decking, and newer major appliances—including a gas range/oven, microwave, refrigerator, washer, and dryer—all purchased within the past three years. The property is also zoned for horses, adding flexibility and long-term value. An enclosed catio is also included. More than just a home—it’s a lifestyle rooted in nature, privacy, and the unique character of the Calabasas Highlands.$1,179,000
Calabasas 23671 Aster Trail
Nestled among majestic oak and pine trees, this secluded property presents a remarkable canvas for your dream home—or homes. Experience the charm of the Calabasas Highlands and envision the limitless possibilities awaiting your creative touch. Conveniently located near the city yet offering the tranquility of a countryside retreat, this property also enjoys close proximity to the ocean as well as easy access to shopping, dining, and other urban amenities. The existing home, while full of potential, is in need of love and attention—making it an ideal project for those eager to restore and customize a property to their own exacting standards. Whether you choose to remodel this residence or explore the potential of the vacant lots included in this expansive offering, the opportunities are boundless. Surrounded by an enclave of multimillion-dollar residences, the parcels feature access from both Aster Trail and Valley View Rd., ensuring a combination of convenience and privacy. Ideal for discerning builders, contractors, or anyone aspiring to craft their vision of an exclusive Calabasas abode, this rare offering beckons with breathtaking views and unparalleled potential. Take advantage of the multiple lots and, with Calabasas city approvals, transform this space into your ultimate retreat—or consider the option to develop additional homes on select parcels. Included in the sale are the following parcels: 2072-015-007, 2072-015-014, 2072-015-015, 2072-015-016, 2072-015-017, and 2072-015-022, with the primary home situated on parcel 2072-015-007. The fourth picture shows an artist’s rendering illustrating, with proper city approvals, the possibility of constructing a couple of additional homes. Don’t miss this extraordinary opportunity to reside or build in one of the most coveted areas of Los Angeles County. Seize the chance to realize your vision amidst the beauty and prestige of the Calabasas Highlands.$1,149,000
Calabasas 3514 Pansy
This peaceful 3 bedroom 2 bath VIEW home has been extensively remodeled! Almost everything has been tastefully updated and up graded. This open floor plan that is ideal for family living. Outside there is a wonderful balcony with views and wrap around deck that is quietly canopied by mature trees.$1,025,000
Calabasas Elm
Rare Opportunity in Calabasas Highlands Build your dream home in the prestigious Calabasas Highlands, a serene enclave surrounded by natural beauty. Ideally situated where Elm Drive and Elm Trail meet, this lot offers lush surroundings and is just minutes from The Commons at Calabasas, Malibu beaches, and award-winning Las Virgenes schools. Buyer to verify all aspects of development with the City. A unique chance to create a custom residence in one of Calabasas’ most desirable neighborhoods.$380,000
Calabasas Clover Trail
Located between 23667 and 23685 Clover Trail. This is your chance to own and build a beautiful piece of land in the prime location of Highlands in Calabasas. This great and undeveloped lot with the views of mountains is approximately 5028 square feet with about 61 feet of frontage on Clover Trail. You will have an opportunity to build your dream home among some of the most beautiful homes in Calabasas Highlands area. Prime and convenient location, just minutes from the 101 Freeway. The vacant lot below this property will be built soon. Buyers and Buyers' agents are to verify all aspects of this land, including but not limited to the property’s dimensions and size, having access to electricity, water access, water type, boundaries, usage and confirmation of zoning to satisfy themselves. Seller's choice of services.$246,000
Calabasas 3554 Poppy Dr
Rare Calabasas hillside lot with established residential surroundings. APN 2072-007-080. Approximately 6,155 sq ft zoned LCA11*. Ideal opportunity for builders or investors seeking to develop a custom home in a desirable Calabasas neighborhood within the Las Virgenes School District. Convenient access to Valley View Rd, the 101 Freeway, shopping, and dining. Surrounded by existing homes with utilities in the area. Buyer to verify zoning, buildability, setbacks, utilities, and development requirements with the City of Calabasas.$219,000
Calabasas 23670 Summit Drive
An extraordinary opportunity awaits in the coveted Calabasas Highlands - a serene, nature embraced enclave offering sweeping views across the surrounding canyon landscape inspired by the San Juan ridgelines, treetops, and the majestic Santa Monica Mountains. This upslope parcel presents the perfect setting to create a custom residence that blends modern living with the timeless beauty of its natural surroundings. Preliminary plans envision a striking 2-story single-family home featuring 4 bedrooms, 3.5 bathrooms, and a generous 2-car garage, totaling approximately 2,750 sq ft of thoughtfully designed living space. The open-concept layout is ideal for today's lifestyle, with a spacious living area, dining room, kitchen, and powder room on the first floor. The second level hosts the primary suite and additional bedrooms, all capturing treetop and mountain vistas. The property's elevation allows for incredible indoor-outdoor living potential, including decks perfect for morning coffee, outdoor dining, and year-round enjoyment. From this vantage point, the home would overlook the valley creating a truly spectacular place to unwind as the sun sets over the Santa Monica Mountains. All utilities are available in the street (buyer to verify). Plans have been created but never submitted to the city, offering flexibility to customize or modify the design to suit your vision. (Plans available upon request). (Main image shown is a rendering of the proposed project). Perched in a quiet and charming Highlands setting, the homesite lies within the highly sought-after Las Virgenes School District and is just minutes from Viewpoint School, Malibu beaches, and trailheads that lead to Calabasas Peak and multiple scenic hiking routes. Everyday conveniences, including The Calabasas Commons, Erewhon, and Bristol Farms, are just a short drive away, while quick access to Malibu and the 101 Freeway keeps the best of Southern California within easy reach. This special homesite stands out for its incredible vistas, peaceful surroundings, and deep connection to nature offering a rare chance to build a dream home in one of Calabasas' most desirable and character-filled communities. APN: 2072-017-030 Approx. 7,229 SF Lot; Zoned LCA11.$205,000
Calabasas Poppy Dr
Prime Calabasas hillside lot. APN 2072-007-078. Approximately 8,159 sq ft zoned LCA11* in established residential neighborhood within the Las Virgenes School District. Larger than adjacent Lot 12, offering expanded design flexibility for custom home construction. Surrounded by existing homes with utilities in the area. Ideal opportunity for builders, developers, or investors seeking a custom home site in desirable Calabasas. Convenient access to Valley View Rd, the 101 Freeway, shopping, and dining. Buyer to verify zoning, buildability, setbacks, utilities, and development requirements with the City of Calabasas.$139,000
Calabasas 23288 Canyon Drive
Discover an exceptional opportunity in the coveted Calabasas Highlands - one of the area's most serene and sought-after communities. Nestled on Canyon Drive just off Mulholland Highway, this expansive 22,806 sq ft lot offers the ideal canvas to build your custom single-family home, with plans and permits currently in progress to streamline your vision. The Calabasas Highlands community is celebrated for its' quiet, retreat-like atmosphere, winding scenic roads, and stunning canyon vistas. Residents enjoy the perfect blend of privacy and convenience, just minutes from Old Town Calabasas, The Commons, top-rated schools, hiking trails, and Malibu Canyon's iconic outdoor destinations. Across the street, you'll find a collection of newly constructed homes, underscoring the area's ongoing growth and desirability. This lot presents a rare chance to create your dream home in one of Calabasas' most beloved neighborhoods. With nature at your doorstep and premier dining, shopping, and coastal access just moments away - this is an opportunity you won't want to miss.$125,000
Calabasas 3121 Old Topanga Canyon
Introducing Skycrest — a newly constructed ~9,000 SF ridge estate on ~5 acres available for lease, offering unobstructed 360° city and canyon views. Privately positioned above the surrounding landscape, this residence delivers a rare combination of scale, privacy, and proximity just minutes from Calabasas and the 101. Designed by Robbin Hayne, the home features an X-shaped layout maximizing views and separation, with retractable walls of glass creating seamless indoor-outdoor living. Resort-style grounds include a pool, spa, fire features, and multiple entertaining areas. All bedrooms are en-suite with private outdoor spaces. The primary suite offers a dedicated spa terrace and lounge. Interior highlights include 24-foot ceilings, reclaimed wood accents, theater, wine cellar, butler's kitchen with private access, and smart home integration. Gated access ensures complete privacy and security. A rare opportunity to lease a newly built ridge estate with topography and views that are increasingly difficult to find in Los Angeles.$65,000
Calabasas 3528 Mesquite Drive
Surrounded by trees and lush greenery, this home is flooded with natural light. Situated in the picturesque Calabasas Highlands, this home includes stainless steel appliances, brand-new flooring, a large front yard, and an attached 2-car garage. Here, you are surrounded by nature, scenic views, and nearby trails, all while remaining close to shopping, schools, and other conveniences. Requirements: Minimum 700 credit score, gross monthly income of 2.5 - 3x the monthly rent, and pets considered with approval. Renter's Insurance required.$6,800
Calabasas 23749 B Canyon Drive
Welcome to this brand-new, modern detached ADU nestled in the scenic Calabasas Highlands! Built to perfection in 2026, this luxury multi-level home features 2 spacious bedrooms and 2 custom bathrooms across a beautifully utilized 798 square feet. The light-filled, open-concept layout boasts dramatic high ceilings, sleek recessed lighting, and contemporary quartz countertops. Enjoy breathtaking panoramic canyon, mountain, and tree-top views from a private and spacious balcony deck. Equipped with modern ductless mini-split multi-zone climate control, energy-efficient double-pane windows, and a space-saving laundry unit. Tucked away on a peaceful hillside corner lot with abundant natural light, this pristine property offers exceptional privacy while remaining just minutes from top-rated schools, fine dining, and local hiking trails. Move right into Calabasas luxury living!$3,950
Calabasas 3543 Poppy
Nestled in the scenic Santa Monica Mountains above Mulholland Highway, this private 2-bedroom, 1-bath ADU offers a rare canyon retreat with breathtaking views and exceptional privacy. Surrounded by majestic oak trees and natural beauty, the home features warm wood flooring, an open-concept living area, butcher block countertops, and a large glass slider leading to an expansive view deck—perfect for enjoying spectacular sunsets and star-filled skies. Additional amenities include a washer and dryer, private entrance, dedicated parking, and a pet-friendly setting. Enjoy the peaceful canyon lifestyle with no streetlights, abundant wildlife, and a serene country atmosphere, all while being just minutes from Malibu beaches, hiking and horseback riding trails, wineries, and the shopping and dining destinations of Calabasas, Topanga Canyon, The Commons, Trader Joe’s, Sprouts, and more. A unique opportunity to enjoy nature, privacy, and convenience in one of Southern California’s most desirable canyon locations.$3,895
Areas of Service
- Aliso Viejo
- Beverly Hills
- Cardiff By The Sea
- Calabasas
- Carlsbad
- Carmel
- Corona del Mar
- Coronado
- Costa Mesa
- Coto de Caza
- Dana Point
- Del Mar
- Encinitas
- Honolulu
- Hermosa Beach
- Huntington Beach
- Irvine
- La Jolla
- Ladera Ranch
- Laguna Beach
- Laguna Niguel
- Long Beach
- Marina Del Rey
- Malibu
- Manhattan Beach
- Monarch Beach
- Newport Beach
- Newport Coast
- Oceanside
- Pacific Palisades
- Rancho Palos Verdes
- Rancho Santa Fe
- Redondo Beach
- San Clemente
- San Diego
- San Francisco
- San Juan Capistrano
- Santa Barbara
- Solana Beach
Calabasas MLS
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Calabasas Lake Homes
Calabasas Golf Course
Calabasas Condos
Calabasas Rentals
Calabasas Neighborhoods
- Avanti Community - Calabasas
- Bellagio Community - Calabasas
- Bird Streets Community - Calabasas
- Calabasas Colony - Calabasas
- Calabasas Highlands - Calabasas
- Calabasas Hills - Calabasas
- Calabasas Hills Estates - Calabasas
- Calabasas Park Estates - Calabasas
- Calabasas Ridge - Calabasas
- Clairidge - Calabasas
- County Creek Lane - Calabasas
- Creekside Community - Calabasas
- Deer Springs Community - Calabasas
- El Encanto Community - Calabasas
- Las Verges Village Community - Calabasas
- Las Virgenes Park Community - Calabasas
- Malibu Canyon Community - Calabasas
- Mira Monte Community - Calabasas
- Mont Calabasas Community - Calabasas
- Mountain View Estates - Calabasas
- Mulholland Heights Community - Calabasas
- Mulwood Community - Calabasas
- Mureau Estates Community - Calabasas
- Oak Creek Estates - Calabasas
- Saratoga Hills Community - Calabasas
- Saratoga Ranch Community - Calabasas
- Stone Creek Community - Calabasas
- Steeplechase Community - Calabasas
- Tanderra Community - Calabasas
- The Colony at Calabasas - Calabasas
- The Oaks Community - Calabasas
- Vista Pointe Community - Calabasas
- Westridge Community - Calabasas
Based on information from California Regional Multiple Listing Service, Inc. as of August 10th, 2026 at 7:45pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.