Woodland Hills (WHLL) Homes with Two Levels Stories

Welcome to Woodland Hills, a charming neighborhood nestled within the vibrant city of Los Angeles, California. Known for its stunning natural beauty and family-friendly atmosphere, Woodland Hills offers an idyllic setting for those seeking a harmonious blend of suburban tranquility and urban convenience. Surrounded by the picturesque Santa Monica Mountains, residents enjoy an abundance of outdoor recreational activities, from hiking trails to lush parks, making it a perfect haven for nature lovers.

One of the standout features of Woodland Hills is its diverse array of homes, particularly those with two-level stories. These multi-story residences often provide ample living space, allowing families to spread out comfortably. With elegant designs that range from modern aesthetics to classic California architecture, homes in Woodland Hills reflect a unique blend of style and functionality. The two-level layout not only enhances the living experience but also offers the flexibility of separate spaces for work, play, and relaxation.

In addition to their spacious interiors, many of these homes boast beautiful views of the surrounding hills and valleys, creating a serene backdrop for daily life. With easy access to top-rated schools, shopping centers, and dining options, Woodland Hills is perfectly positioned for both convenience and community. Whether you're looking for a family home or a peaceful retreat, the two-level homes in Woodland Hills provide the ideal setting to create lasting memories in one of Los Angeles' most desirable neighborhoods. Discover your dream home in Woodland Hills today, where every day feels like a vacation!

Newest Woodland Hills (WHLL) Homes with Two Levels Stories

$3,495,000

11 Beds ⋅ 12 Baths ⋅ 26871303 MLS ⋅ Active Status

Discover a rare and sophisticated investment opportunity located south of the BLVD at 4942 Topanga Canyon Blvd. New built and never occupied, this stunning project features four meticulously designed units, offering the perfect blend of contemporary luxury and long-term versatility. Separately metered with excellent unit mix of Three 3 BR and one 2 BR, this property delivers unparalleled quality and style in one of the Valley's most sought-after corridors. Each residence showcases a sleek, modern aesthetic with high-end finishes and thoughtful layouts that maximize light and space. The transition between indoor comfort and the vibrant surroundings is seamless, making these units highly attractive for high-end tenancy. Plenty of on-site parking w/ EV chargers, as well as street parking. Excellent location off Topanga Canyon & Dumetz w/ cafes, shops & restaurants, as well as quick access to the beaches, 101 FWY, Westfield and Topanga Village, Rams Facilities, and future Promenade 2035. This is a premier chance to own a turnkey, income-generating asset in a prime location. Schedule a private tour today to experience the quality and potential of this exceptional new build.

4942 Topanga Canyon Boulevard, Woodland Hills

$1,359,000

4 Beds ⋅ 3 Baths ⋅ SR26176180 MLS ⋅ Active Status

Wait until you see this warm wonderful place you’ll be so proud to call home. Just completed stunning remodel allows this diamond to shine bright. Upon arrival, lush green grass, a graceful birch tree and classic dormer windows, straight from a storybook, will tug at the heart strings and make you yearn for more. Inside, the entry ceiling rises to over 15 feet to welcome you with open arms. Gorgeous flooring, fresh interior paint and smooth ceilings with recessed LED lighting set the tone. Front living room is brought to life by a magnificent window that gazes out to the front garden. Dazzling kitchen affords beautiful cabinetry, loads of quartz counters and a fine selection of quality LG stainless-steel appliances, including a refrigerator. Utilize the adjacent room with distinct fireplace as an ideal dining area or family room…the choice is all yours. Desirable downstairs bedroom, beautifully upgraded bathroom, laundry area and incredible under-stair storage completes the lower level. Upstairs, an amazing primary suite awaits. Dual closets, luxurious private bath and a magnificent oversized balcony overlooking the rear grounds provides a true haven within. Sensational hall bath and two additional bedrooms, each enhanced by those charming windows and unique architectural accents, will make the decision to stay a forgone conclusion. Outside… oh my, my…large covered dining/entertaining area, crystal blue pool and a grassy area all surrounded by lush foliage is the icing on this scrumptious cake. Superb neighborhood and sought-after award-winning Woodlake Elementary, Hale Middle and El Camino High schools too…don’t dare miss this!

5655 Ramara Avenue, Woodland Hills

$2,549,000

6 Beds ⋅ 7 Baths ⋅ IG26175993 MLS ⋅ Coming Soon Status

*First Time on the Market Ever!* Experience elevated living in this Italian-French villa-inspired estate, where timeless architecture, impressive scale, and resort-style amenities come together to create an exceptional Southern California lifestyle. Designed to embrace its surroundings, the residence offers beautiful views from multiple sides, soaring ceilings, elegant Italian columns, crown molding, rich African Cherry hardwood flooring, and an abundance of natural light. The home features 6 bedrooms and 6.5 bathrooms, with en-suite accommodations and private balconies, offering comfort and privacy for family and guests alike. The luxurious primary retreat provides its own fireplace and spa-inspired bath with a Jacuzzi tub, creating a peaceful sanctuary at the end of the day. Three fireplaces throughout the residence add warmth and ambiance, while a spacious bonus room offers flexibility for a home office, gym, media room, or additional living space. At the heart of the home, the kitchen is appointed with Thermador appliances, granite surfaces, and a generous pantry, creating an inviting setting for both everyday living and sophisticated entertaining. A surround-sound system further enhances the home's entertainment experience. Step outdoors and discover your own private resort-style escape. Spend sun-filled afternoons beside the gas-heated pool and spa, wander through mature landscaping filled with an extraordinary collection of fruit trees, including pear, guava, fig, lemon, pomegranate, peach, apricot, plum, olive, cherry, jujube, and more bringing the charm of a private Mediterranean garden to your backyard. Thoughtful amenities include a 4-car garage with tandem parking, two EV chargers, dual-zone HVAC, a new tankless water heater, water softener and filtration system, dual-pane windows, security cameras and system, abundant storage, and upstairs laundry. A new 2026 roof with a 10-year warranty adds another meaningful upgrade. Grand yet inviting, private yet designed for entertaining, this distinctive estate offers more than a beautiful home; it delivers a lifestyle of comfort, elegance, and resort-inspired living.

5369 Medina Road, Woodland Hills

$2,799,000

5 Beds ⋅ 6 Baths ⋅ 26870583 MLS ⋅ Coming Soon Status

Elevate your lifestyle in this meticulously reimagined South of the Boulevard retreat, where the effortless coastal sophistication of Malibu meets the refined tranquility of Woodland Hills. Spanning over 4,500 square feet, the residence is a masterclass in organic modernism, defined by artisanal Roman Clay finishes that bathe the interiors in a soft, tactile warmth.The heart of the home centers on a chef's kitchen equipped with professional-grade Thermador appliances, flowing seamlessly into airy living spaces designed for high-end entertaining. Five generous ensuite bedrooms offer ultimate privacy, including a primary sanctuary featuring a spa-inspired bath and a private balcony for morning coffee.Outside, the grounds transform into a private resort. A designer pool and spa with an expansive baja shelf are framed by sculptural olive trees and manicured landscaping.

22269 Avenue San Luis, Woodland Hills

$1,950,000

4 Beds ⋅ 5 Baths ⋅ SR26175458 MLS ⋅ Active Status

Completely remodeled Mid-Century modern pool home desirably located on an approx. 13,000 SF lot West of Valley Circle on a quiet street adjacent to Hidden Hills. The property is set back with expansive frontage including new sprawling synthetic lawns, olives, & full growth trees that provide a serene & private feel. A newly paved driveway leads to the 2-car garage with epoxy flooring & direct access. Newly added cement steps with accent lighting ascend to a grand covered entry with newly tiled front porch. Step through a double door entry to find completely remodeled interiors flooded with natural light. Oversized living room features plaster finished fireplace & sliding glass door that opens to the yard. Separate formal dining room has second glass slider that opens to the yard & direct kitchen access. Remodeled kitchen boasts quartz counters, soft close cabinetry, new stainless appliances, double ovens, large peninsula with bar top seating, walk-in pantry, & another glass slider. The kitchen opens to a separate family room/den with fully remodeled bathroom providing ideal flex space for office or potential downstairs bedroom suite. Upstairs you will find four generous sized bedrooms each with custom closets & access to their own en-suite bathrooms. Luxurious primary features wall-to-wall windows overlooking lush grounds, large walk-in closet with custom built-ins, & gorgeous remodeled bathroom with fluted vanity, dual sinks, & walk-in shower with designer tiling, raindrop shower head, & bench seat. Second bedroom suite has walk-in closet & private bathroom with dual sinks & bath tub with shower. Two additional secondary rooms each have spacious closets & share en-suite new bathroom with walk-in shower. There’s also a convenient indoor laundry room with built-in cabinetry. Entertainer’s backyard is highlighted by remodeled pebble finished swimming pool with Baja ledge, newly built spa with spillover waterfall, large cement patio for outdoor dining, newly added synthetic lawns for play with putting green, outdoor pool bathroom with walk-in shower, new vinyl fencing, lush landscaping & accent lighting. Additional system upgrades per seller: new roof, HVAC system, electrical panel, & all new pool equipment with smart app controls. Adjacent to fine dining/shopping, Westfield Mall/Village, Calabasas Commons, Warner Center with the new Rams Village in development, local parks/hiking trails, & zoned for award-winning El Camino & Hale charter schools.

5789 Fairhaven Avenue, Woodland Hills

$545,000

2 Beds ⋅ 2 Baths ⋅ SR26173068 MLS ⋅ Active Status

Welcome to this desirable and rare 2 bedroom plus loft and 2 bath condo in the exclusive, gated community of The Met! Beautifully updated top floor unit enjoys a loft that is perfect for an office, for an extra guest or a play room! The open floor plan has abundant natural light in every room. The spacious kitchen features stainless steel appliances, refrigerator and granite countertops. Enjoy updated floorings, lighting and an in-unit washer and dryer. Living room opens to a balcony with a storage closet and view of tree tops. The fireplace is perfect addition for those cooler evening. The Met offers a resort-style living with landscaped grounds and a host of amenities: including 4 sparkling pools, spas, saunas, a steam room, underground racquetball and basketball courts, fitness center, 6 tennis courts, and a children's playground and pool table in clubhouse. There are 2 subterranean garage parking spaces. With 24-hour gated security, this community provides peace of mind and an exceptional lifestyle.

21500 Burbank Unit 328, Woodland Hills

$1,360,000

4 Beds ⋅ 3 Baths ⋅ 26869603 MLS ⋅ Active Status

This beautifully updated 4-bedroom, 2.5-bath Cape Cod was made for entertaining. The living, dining and kitchen spaces come together around a show-stopping 9-foot Calacatta quartz island. The open floor plan is big enough for a house full of friends, yet intimate enough for just the family. The main living spaces open to the private backyard, creating a great indoor-outdoor flow. Major updates include new HVAC and ducting, a 2-year-old roof, updated plumbing and electrical panel. Incredibly inviting and ready to enjoy, in a quiet Woodland Hills neighborhood near Westfield Topanga, The Village and the new Rams development.

6460 Penfield Avenue, Los Angeles

$1,899,000

4 Beds ⋅ 4 Baths ⋅ SR26171213 MLS ⋅ Active Status

Perched high above the San Fernando Valley on a quiet cul-de-sac in one of Woodland Hills-South's most coveted hillside neighborhoods, this exceptional 4-bedroom, 4-bathroom family home offers approximately 2,862 square feet of meticulously remodeled living space on an expansive 17,403-square-foot lot, showcasing breathtaking, irreplaceable panoramic views that steal the show. From virtually every room and nearly every corner of the property, enjoy sweeping vistas across the San Fernando Valley, spectacular daily cotton candy sunsets, and a mesmerizing display of twinkling city lights that create an unforgettable backdrop from sunrise to nightfall. Thoughtfully reimagined from top to bottom with designer-quality finishes, the light-filled floor plan is designed to maximize the incredible views while offering multiple living areas, formal dining, and a beautifully remodeled chef’s kitchen featuring quartz countertops, custom cabinetry, stainless steel appliances, an oversized serving peninsula, and a sunny breakfast area. The luxurious primary suite is a private retreat with its own view balcony, walk-in closet, and spa-inspired bathroom, while a remodeled downstairs bedroom and full bath provide ideal accommodations for guests or multigenerational living. Completing this remarkable offering is a resort-inspired backyard with a stunning rock waterfall swimmer’s pool and spa, expansive entertaining patios, lush mature landscaping, and an exceptional sense of privacy and exclusivity, creating the ultimate setting for luxurious California indoor-outdoor living.

4525 Tenango Drive, Woodland Hills

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 26862529 MLS ⋅ Active Status

20727 Dolorosa Street is a 4 bedroom, 3.5 bath home where high ceilings and a striking architectural staircase define the main living space. Just off the main living area, a versatile bonus room offers the flexibility to serve as a home office, gym, media room, playroom, or guest space. Open living areas create a natural flow for everyday living and entertaining. The kitchen features built-in appliances, custom cabinetry, and quality finishes throughout. New flooring, a new roof, and carefully selected upgrades complete the home. Outside, the covered patio and peaceful green views create the perfect setting for entertaining, relaxing, or watching the sunset. Ideally located just minutes from Ventura Boulevard, Westfield Topanga, The Village, restaurants, shopping, and the 101 Freeway, this home puts the best of Woodland Hills within easy reach.

20727 Dolorosa Street, Woodland Hills

$1,350,000

2 Beds ⋅ 1 Baths ⋅ SR26171134 MLS ⋅ Active Status

Nestled within the coveted Girard Tract, this enchanting storybook-inspired vintage residence is surrounded by lush, park-like grounds and showcases breathtaking, panoramic Valley views. Set on an expansive approximately 12,000-square-foot property with nearly 175 feet of street frontage, this exceptional offering includes two additional separate lots, presenting a rare opportunity for investors, builders, or owner-users seeking to create a truly extraordinary estate. Towering mature trees, manicured gardens, and picturesque landscaping provide a private, tranquil setting that feels worlds away from the city, while remaining just minutes from Woodland Hills' premier shopping, dining, and entertainment. The charming existing home exudes warmth and character, offering timeless appeal with remarkable potential to expand or reimagine, following the example of the larger luxury residences that define this highly sought-after neighborhood. Whether you're looking to preserve its vintage charm, renovate, or build your dream home, this is a rare chance to own one of the most unique view properties in one of Woodland Hills' most desirable enclaves.

4924 Drive Alatar, Woodland Hills

$5,600,000

7 Beds ⋅ 7 Baths ⋅ SR26157820 MLS ⋅ Active Status

Set on a quiet street south of Ventura Boulevard, 4744 Vista De Oro is a thoughtfully designed modern organic estate where timeless architecture meets exceptional craftsmanship. Framed by mature olive trees, smooth white stucco, natural stone, and dramatic gabled rooflines, this newly constructed residence offers refined luxury with effortless California living. A circular driveway and attached two-car garage create an impressive arrival. Inside, soaring ceilings, wide-plank white oak floors, hand-applied Venetian plaster, custom decorative plaster finishes, and seamlessly integrated mudded recessed lighting create a warm, gallery-inspired aesthetic throughout. The expansive great room is anchored by a statement fireplace and opens through walls of sliding glass to the backyard. At the heart of the home, the designer kitchen features an oversized Taj Mahal quartzite island and Taj Mahal countertops, premium Graff faucets, professional-grade appliances, custom cabinetry, and a fully equipped butler's pantry with prep kitchen. The formal dining room is highlighted by a custom glass wine display and artisan plaster feature wall, while the main level also offers a private theater, dedicated office, designer powder room, and an ensuite guest bedroom. Upstairs, a light-filled loft opens to a covered terrace, while the luxurious primary suite offers vaulted ceilings with exposed beams, a fireplace, sitting area, wet bar, private balcony, spa-inspired bath, and an expansive boutique-style dressing room. Three additional ensuite bedrooms complete the upper level. Designed for year-round entertaining, the private backyard features a sparkling pool and spa, expansive grassy lawn, built-in outdoor kitchen, covered patio, custom firepit lounge, and multiple gathering spaces. A detached ADU with its own bedroom, bath, kitchen, and living area provides exceptional flexibility for guests, extended family, or a private office. Additional highlights include a fully integrated Control4 smart home system and premium designer finishes throughout. Conveniently located just minutes from the newly reimagined Westfield Topanga, Calabasas Commons, and a short drive to the world-famous beaches of Malibu.

4744 Vista De Oro Avenue, Woodland Hills

$675,000

2 Beds ⋅ 2 Baths ⋅ 26868075 MLS ⋅ Active Status

Step into this stunning Woodland Hills townhome that truly defines modern Southern California living. This exquisite two-bedroom, two-bathroom residence welcomes you through a charming private patio before unveiling a beautifully remodeled interior that blends every day sophistication and comfort. From the moment you enter, you'll be greeted by beautiful high ceilings and an abundance of natural light, creating an inviting, sun-drenched ambiance throughout every room. The thoughtfully designed open floor plan ensures effortless flow between the main family room, dining area, and upgraded kitchen. Upstairs, discover two generously sized bedrooms, each hosting its own dedicated bathroom. The convenience continues with your own attached two-car garage. Step outside to enjoy the lush, meticulously landscaped community grounds, where a sparkling pool and rejuvenating spa can be found. Set in a sought-after Woodland Hills neighborhood, this exceptional townhome offers a harmonious blend of style and functionality.

6241 Nita Avenue, Woodland Hills

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Based on information from California Regional Multiple Listing Service, Inc. as of . 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.