Woodland Hills (WHLL) Homes with Two Levels Stories

Welcome to Woodland Hills, a charming enclave nestled in the heart of Los Angeles County, California. Known for its lush landscapes, vibrant community, and serene suburban feel, Woodland Hills is a hidden gem that perfectly balances the hustle and bustle of city life with the tranquility of nature. With the majestic Santa Monica Mountains as a backdrop, residents enjoy a plethora of outdoor activities, from hiking scenic trails to picnicking in local parks.

One of the standout features of Woodland Hills is its diverse real estate market, particularly its stunning two-story homes. These properties are designed to maximize space and offer a sense of grandeur, making them ideal for families and individuals alike. With spacious layouts, these homes often boast open-concept living areas, gourmet kitchens, and luxurious master suites, providing both comfort and style. The two-level design not only enhances the aesthetic appeal but also offers functional living spaces that cater to modern lifestyles.

Living in Woodland Hills means being part of a vibrant community with access to top-rated schools, shopping centers, and dining options. The neighborhood is known for its friendly atmosphere and strong sense of community, making it a wonderful place to call home. Whether you’re enjoying a leisurely stroll through tree-lined streets or hosting a gathering in your beautifully designed two-story home, Woodland Hills offers an unparalleled quality of life. Discover your dream home in this idyllic region and experience all that Woodland Hills has to offer!

Newest Woodland Hills (WHLL) Homes with Two Levels Stories

$1,485,000

4 Beds ⋅ 3 Baths ⋅ 26999333 MLS ⋅ Active Status

Hidden at the end of a long, private driveway lies this picturesque hillside residence, located in a sought-after South of Ventura Blvd neighborhood in beautiful Woodland Hills. As you enter, you are greeted by sweeping, panoramic views that cascade through large-format windows, flooding the living spaces with an abundance of radiant natural light. The first floor's open-concept layout delivers a seamless blend of sophistication and comfort, perfect for lively entertaining or functional everyday living. The custom kitchen is a culinary haven, boasting an oversized central island, custom range hood, upgraded premium appliances, and effortless connection to both the elegant dining area and the inviting family room. Descend to the second level, where three bedrooms await, including a stunning primary suite with a Mediterranean-inspired spa bathroom, private balcony, and an expansive walk-in closet. The fourth bedroom has been stunningly converted into a boutique-style dressing room, offering direct access from the primary suite for an added touch of luxury. Outside, discover the crown jewel of the property: a sprawling backyard oasis, meticulously crafted for unforgettable gatherings and peaceful relaxation. The lush turf lawn flows to a custom-built, covered BBQ and cabana, featuring multiple seating areas, dual outdoor TVs, and a glowing fire pit that invites starlit celebrations. The seemingly endless lines of the property extend downward, where you will find a lovely rose garden, gazebo, and shuffleboard set up below. Towering, mature trees envelop the grounds, ensuring unparalleled privacy and shade, while endless vistas frame this idyllic retreat. Experience your own private haven in the vibrant heart of Woodland Hills.

4920 Llano Drive, Woodland Hills

$1,499,000

4 Beds ⋅ 4 Baths ⋅ 26998353 MLS ⋅ Active Status

Behind a fenced and gated front yard, a magnificent 100+ year-old California Pepper tree provides shade, character, and a remarkable sense of privacy for this beautifully maintained two-story traditional home, built in 1991. Inside, a center hall entry introduces an inviting floor plan featuring a spacious living room, formal dining room, and an expansive step-down family room that opens seamlessly to the kitchen. Large windows and the home's sunny western exposure fills the interiors with natural light while overlooking the lush backyard. The level rear yard is a private, park-like setting with an expansive lawn offering abundant space for entertaining, outdoor dining, children's play, pets, or the addition of a future swimming pool. The home offers four bedrooms and three-and-one-half bathrooms, including one bedroom on the main level with its own private exterior entrance, providing exceptional flexibility as a guest suite, home office, or space for extended family. Upstairs, the generous primary suite features a sitting area, walk-in closets, balcony access, and a spacious spa-inspired bathroom with a soaking tub and dual vanities. Two additional upstairs bedrooms complete the second floor. Thoughtfully updated throughout, the home features gleaming wood floors, elegant moldings, custom finishes, an impressive living room with an arched picture window and custom fireplace, and a chef's kitchen appointed with a recently reconditioned 48" Sub Zero refrigerator, center island, bar and breakfast area. The dramatic family room offers soaring ceilings, custom built-ins, and French doors opening to the private backyard, creating an effortless indoor-outdoor lifestyle. Additional amenities include a main-level powder room, indoor laundry room, and an attached two-car garage with direct access. Located south of Ventura Boulevard within the sought-after Woodland Hills Charter Elementary attendance area, this exceptionally well-maintained home combines timeless traditional architecture with tasteful modern updates in one of Woodland Hills' most desirable residential neighborhoods.

4555 Don Pio Drive, Los Angeles

$2,195,000

4 Beds ⋅ 3 Baths ⋅ SR26220094 MLS ⋅ Active Status

Stunning panoramic views take center stage at this completely reimagined modern residence, ideally located in the highly desirable Walnut Acres. Perched high above the San Fernando Valley on a quiet street, this 4-bedroom, 3-bathroom home features wide plank European oak floors, elegant light fixtures, imported stones, and custom cabinetry throughout. The living spaces flow seamlessly outdoors through floor-to-ceiling glass to a sparkling pool and expansive entertaining areas, all set against a spectacular panoramic backdrop and lush privacy landscaping. Just upstairs, four generous sized bedrooms including a luxurious primary suite that boasts a walk-in closet and spa-like bathroom with a soaking tub. Incredible location zoned within top-rated school district El Camino and Hale Charter schools and just minutes from all of the shopping and restaurants at The Village, Topanga Mall, Calabasas Commons, and much more.

23310 Aetna Street, Woodland Hills

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 26998133 MLS ⋅ Active Status

Set behind a gated entry in a desirable South of the Boulevard location, this approximately 2,320 sq. ft., 5-bedroom, 4-bath residence combines a versatile two-story floor plan with an exceptionally deep 50' x 292' lot creating a private outdoor setting that unfolds across multiple levels. Inside, the home features Travertine floors, vaulted ceilings, two fireplaces and generous living spaces filled with natural light. The kitchen is appointed with granite countertops and stainless steel appliances, with views overlooking the pool and rear grounds. The thoughtfully designed floor plan offers 4 bedrooms and 3 baths upstairs, plus a bedroom and adjacent bath on the main level, an ideal arrangement for In-Law quarters, extended family, overnight guests or a private home office. Upstairs, the spacious primary suite features vaulted ceilings, a walk-in closet, luxurious bath and balcony overlooking the front yard. A second en-suite bedroom enjoys its own private bath and shared balcony, while two additional bedrooms, another bath and conveniently located upstairs laundry complete the second level. The extraordinary rear grounds are one of the property's defining features. Extending approximately 292 feet deep, the multi-level backyard offers a succession of distinct outdoor spaces. The first level centers around the swimming pool and entertaining area. Beyond the pool, the property continues to a second level with a vegetable garden, followed by another usable level featuring a gazebo and additional space for relaxing, entertaining or enjoying the outdoors. The property extends even farther to a naturally sloping rear portion, enhancing the sense of privacy and separation from neighboring homes. A rare opportunity to enjoy a gated pool home with 5 bedrooms, 4 baths and an expansive, multi-level lot offering exceptional space, privacy and versatility in a sought-after South of the Boulevard setting.

21824 San Miguel Street, Woodland Hills

$2,595,000

5 Beds ⋅ 6 Baths ⋅ SR26217960 MLS ⋅ Active Status

Welcome to 22518 & 22516 Burbank Blvd, Woodland Hills, an exceptional newly constructed custom residence combining modern architecture, luxury finishes and resort-style living. The main residence features 4 bedrooms and 4.5 bathrooms, including a downstairs en-suite bedroom and three en-suite bedrooms upstairs, each with generous closet space and private balconies. The impressive primary suite offers a massive balcony overlooking the pool, oversized illuminated walk-in closet, electric fireplace, wet bar with sink and wine refrigerator, and a spa-inspired bath with soaking tub, oversized double shower and floating double vanity with integrated stone sinks. Floating natural-stone vanities, including silver travertine in the powder room, and Kohler fixtures continue throughout. The open-concept interior features approx. 10-ft ceilings, engineered hardwood floors, solid wood doors, linear HVAC diffusers, modern square lighting, glass staircase railings, a statement pivot entry door and black-framed Milgard windows and sliders. The showpiece kitchen features high-end Chino cabinetry, an oversized Taj Mahal quartzite island and countertops, and premium Thermador appliances, including built-in refrigerator/freezer, range, hood, microwave and coffee maker. A separate butler’s kitchen/pantry offers additional cabinetry, refrigerator, sink and matching Taj Mahal quartzite. The laundry area includes an installed washer and dryer. Outside, enjoy a contemporary saltwater pool with waterfall and LED lighting, custom gazebo, natural-gas fire feature and outdoor kitchen with Coyote appliances, refrigerator and sink. Concrete hardscape, artificial turf, landscaping, modern black fencing, smart irrigation and storm drainage create a beautiful low-maintenance setting. Additional features include dual Carrier HVAC systems with smart thermostats, mini-split climate control, tankless water heater, fire sprinklers, low-voltage lighting and an installed wired security camera system. The attached JADU at 22516 Burbank Blvd offers approx. 371 sq ft, 1 bedroom, 1 bath and a private side entrance, with 10-ft ceilings, engineered hardwood floors, Taj Mahal quartzite, LG appliances, Kohler fixtures, mini-split climate control and its own washer and dryer. A truly unique Woodland Hills property showcasing exceptional craftsmanship, thoughtful design and indoor-outdoor California living.

22518 Burbank, Woodland Hills

$2,895,000

5 Beds ⋅ 3 Baths ⋅ BB26178665 MLS ⋅ Active Status

SOUTH OF THE BOULEVARD. 15,000+ SQ. FT. LOT. POOL & SPA. HOME THEATER. BASKETBALL COURT. VIEWS. Welcome to 4830 Winnetka Ave, an exceptional 5-bedroom, 3-bath retreat offering approximately 3,529 sq. ft. of beautifully reimagined living space and an incredible resort-style setting. Step inside to soaring vaulted ceilings, wide-plank oak flooring and a dramatic designer fireplace finished in Italian plaster and rift-cut white oak. The stunning custom white-oak kitchen features abundant cabinetry, premium JennAir appliances and an open layout flowing seamlessly into the living and dining spaces. Expansive sliding glass doors fill the home with natural light and create effortless indoor-outdoor living. Five spacious bedrooms include a serene primary suite overlooking the grounds with a beautifully designed spa-inspired bath. A dedicated home theater with surround sound provides the perfect space for movies, sports and entertaining. And then there's the backyard. Set on more than 15,000 sq. ft., this private outdoor oasis features a sparkling pool, oversized 12-person wet-edge spa, cabana and BBQ area, firepit, outdoor sound system and Mamba basketball court, with multiple spaces to lounge, dine and entertain. Additional highlights include dual-zone HVAC, upgraded electrical and plumbing, smart-home features, custom wood detailing and extensive stone and concrete work. The entire property was extensively redesigned and remodeled in 2022-2023. Nearly 3,529 sq. ft. of living space. Over 15,000 sq. ft. of land. Incredible amenities. South of the Boulevard. This is the one you've been waiting for.

4830 Winnetka Avenue, Woodland Hills

$2,399,000

4 Beds ⋅ 4 Baths ⋅ SR26216931 MLS ⋅ Active Status

Absolutely stunning Mid-Century modern designer showpiece located on a quiet cul-de-sac West of Valley Circle on a sprawling flat lot, one of the largest usable backyards in the neighborhood. Wide frontage is adorned with mature trees and driveway that leads to 3-car attached garage. Covered front porch has planter with olive tree, glass pivot door, & gorgeous stone cladded exterior that continues seamlessly into the grand entry foyer. Living room has vaulted wood beamed tongue & groove ceilings, brick fireplace with stone hearth, clerestory windows, & two sets of French doors that open to the backyard for perfect indoor/outdoor flow. Formal dining room has French doors that open to the covered patio and direct access to the custom chef’s center island kitchen featuring natural stone honed countertops, Thermador paneled appliance suite including 48" range with 6-burners, double ovens, dual 30” fridge/freezer columns, pantry, and built-in breakfast nook + table with matching stone tabletop. Separate spacious den features stellar walk-in wet bar with backlit stone counters & wine storage. A convenient guest powder bathroom is located off the entry with floating vanity. The oversized primary suite is located on the first floor featuring sunlit picture windows, large walk-in closet with custom built-ins, & private bathroom with moody tile drenching, vaulted ceiling with skylights, natural stone counters, dual sinks, seamless walk-in shower, and lavish Roman tub. There are 3 additional secondary bedrooms each with custom closets, one with en-suite bathroom with tub & shower, while the other two share a spacious hall bath with dual sinks & walk-in shower. A separate loft provides ideal flex space for office/gym/play room. Laundry room has sink, built-in cabinetry, & direct access to the finished 3-car garage with new doors & epoxy flooring. The entertainer’s backyard boasts freeform remodeled pool & spa, expansive grass lawn with privacy hedging, covered paver stone patio for outdoor dining, & lush landscaping that includes a spectacular full growth olive tree, towering mature palms, & fruiting fig tree. Additional features: surround sound speakers & camera system, high-end fixtures & faucets, 2 HVAC systems, & tankless water heater. Adjacent to dining/shopping at the 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.

23921 Berdon Street, Woodland Hills

$2,650,000

5 Beds ⋅ 6 Baths ⋅ 26997207 MLS ⋅ Active 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

$1,050,000

4 Beds ⋅ 3 Baths ⋅ SR26216510 MLS ⋅ Active Status

This Cape Cod inspired home with great bones and plenty of possibilities offers an exciting opportunity to update and personalize a property with great potential. A spacious two-story floorplan featuring 4 bedrooms and 2.5 baths, with two bedrooms upstairs and two downstairs. The oversized bedrooms provide excellent flexibility, an exceptionally large primary suite features a vaulted ceiling, attached bath, and abundant closet space. The large open kitchen has granite countertops, stainless-steel appliances and flows naturally into the dining area. Featuring a family room offering a comfortable gathering space centered around the classic brick fireplace. French doors and windows add character and natural light throughout the home. The rear yard features a pool and spa, surrounded by an apricot, orange and lemon tree, creating an ideal setting for relaxing and entertaining. A convenient two-car attached garage provides secure parking and additional storage. Enjoy easy access to Ventura Boulevard's shops and restaurants, Warner Center, world-class shopping and dining, the beach, and the 101 Freeway. Don’t miss this incredible opportunity!

21235 Dumetz Road, Woodland Hills

4348 Topanga Canyon Boulevard, Woodland Hills

$1,999,000

5 Beds ⋅ 5 Baths ⋅ SR26216120 MLS ⋅ Active Status

This is certainly not the busy Topanga Canyon you may be thinking of. Nope, this sensational showplace is set back and separated from the main thoroughfare on a quiet frontage road. Kids want to ride bikes, roller skate or more, no problem…this is a street where lasting childhood memories are made. This amazing home of nearly 4,000 sq. ft. has just emerged from a stellar rejuvenation and shines like a diamond. Smooth stucco finish, new roof, new windows, light- guided stairs, distinct wood accented eves and an incredible custom glass entry door create a lasting first impression. When that door glides open, the dazzling interior will take your breath away. Gorgeous hardwood flooring and smooth ceilings with recessed LED lighting set the tone. Spacious and bright living room affords large windows and a beautiful fireplace. Massive family room and dining with adjoining bonus room flows into this gorgeous state of the art kitchen. Enjoy vast amounts of stunning custom cabinetry, sizeable walk-in pantry and a quality selection of Thor appliances. In addition, a large center-island and loads of counter space are enhanced by stunning Taj-Mahal quartz to solidify this is the true heart of the home. Lower-level bedroom/office with adjoining bath are ideal. Wrought-iron rails and a dramatic cascading pendant chandelier impress as you ascend the stairs to your spacious double-door entry primary suite offering sumptuous views of the lush surroundings and majestic mountains beyond. A-framed ceilings, large custom walk-in closet plus a mirrored wardrobe further enhance. In addition, an ultra-luxurious bathroom affords a dazzling wet-room with soothing soaking tub and tranquil rain-head shower. Jack and Jill bedrooms with a beautifully updated bath and a front corner ensuite complete the inside of this incredible floorplan. Outside, enjoy large covered dining/entertaining, grassy grounds and a huge gated just replastered refreshing pool. Additional improvements include new heat/air (two units), fresh paint and all new doors including the garage door. Mere moments to the Blvd and all it and Warner Center has to offer in one direction and a serene canyon drive to the magical blue Pacific in another. All this and sought-after schools too….don’t dare miss this!

4348 Topanga Canyon Boulevard, Woodland Hills

$1,100,000

3 Beds ⋅ 3 Baths ⋅ GD26214795 MLS ⋅ Active Status

Fully remodeled 3 bedroom 2.5 bath house in the greatest area of Woodland Hills. Down stairs den area can be the greatest entertainment area for your family. Large bedrooms and walking closet. Nice and open kitchen with granite counter-top, refrigerator, stove and dish washer. Laminated flooring, Central A/C, recessed lighting through the house. Nice backyard with a BBQ area. two-car garage and brand new washer and dryer.

22762 Avenue San Luis, Woodland Hills

$999,000

4 Beds ⋅ 2 Baths ⋅ SR26213184 MLS ⋅ Active Status

Tucked away South of the Boulevard in Woodland Hills, this inviting 4-bedroom, 2-bathroom pool home blends timeless character, bright interiors, and relaxed Southern California living. Offering approximately 2,138 square feet of living space on a 7,765-square-foot lot, the home features generous gathering areas designed for everyday comfort and effortless entertaining. Natural light highlights vaulted ceilings, recessed lighting, and wood-style flooring, while a striking stone fireplace serves as an architectural centerpiece connecting the spacious living areas. Large windows and sliding glass doors frame the outdoor surroundings and create an easy flow between indoor and outdoor living. The kitchen features warm wood cabinetry, stainless steel appliances, a decorative tile backsplash, and ample storage, complemented by an adjacent dining area ideal for intimate meals or larger gatherings. Four well-proportioned bedrooms offer comfortable accommodations and flexibility for guests, a home office, or creative space. The bathrooms feature generous vanity areas, glass-enclosed showers, and a separate soaking tub. Outside, the sparkling pool and surrounding patio create an inviting retreat for summer afternoons, outdoor dining, and evenings under the stars. Mature trees and hillside greenery provide a scenic backdrop, enhancing the backyard’s peaceful atmosphere. With distinctive architectural details, spacious interiors, and inviting outdoor spaces, this charming Woodland Hills residence offers a wonderful opportunity to enjoy the Southern California lifestyle.

4300 Pampas Road, 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.