Woodland Hills (WHLL) Homes with Two Levels Stories

Welcome to Woodland Hills, a vibrant neighborhood nestled in the heart of Los Angeles County, California. Known for its picturesque landscapes and welcoming community, Woodland Hills offers a unique blend of suburban charm and urban convenience. With its lush parks, scenic hiking trails, and proximity to the bustling San Fernando Valley, this area is a haven for outdoor enthusiasts and families alike. The nearby Topanga State Park provides endless opportunities for exploration, while the local shopping centers and dining options cater to every taste.

When it comes to real estate, Woodland Hills boasts a stunning array of homes, particularly those with two levels that perfectly capture the essence of California living. These multi-story residences often feature spacious layouts, allowing for both privacy and togetherness. Imagine waking up in a sunlit master suite on the upper level, with sweeping views of the San Fernando Valley, while the main floor serves as a hub for family gatherings and entertaining friends.

Many of these two-story homes are designed with modern amenities and stylish finishes, creating a perfect blend of comfort and elegance. Outdoor spaces often include beautifully landscaped yards and patios, ideal for enjoying the sunny California weather. Whether you’re looking for a family home or a serene retreat, Woodland Hills offers a diverse selection of properties to suit your lifestyle.

With its ideal location, vibrant community, and stunning homes, Woodland Hills is not just a place to live—it's a place to thrive. Discover your dream home in this enchanting neighborhood today!

Newest Woodland Hills (WHLL) Homes with Two Levels Stories

$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

$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, 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

$688,000

2 Beds ⋅ 3 Baths ⋅ SR26213806 MLS ⋅ Active Status

Motivated Seller! New Price!!! Exceptional Opportunity- Prime WARNER CENTER Location. Now offered at $688,000- Seller is offering a $10,000 credit towards a rate buy-down, closing costs, or other allowable buyer expenses, creating an exceptional opportunity to purchase in this beautiful neighborhood. Tucked away on a quiet cul-de-sac, this light and bright specious townhouse offers privacy, peace, and a wonderful sense of home, an open and functional floor plan with soaring ceilings, numerous upgrades throughout & Fresh Paint. The spacious living room features a gas fireplace, custom lucite staircase railings, and sliding glass door that open to a private front patio, creating an ideal indoor-outdoor living experience.The dining area flows seamlessly into the well-appointed kitchen, offering comfortable space for everyday living and entertaining. Upstairs, you’ll find two spacious bedrooms and two bathrooms, providing comfort and privacy. The home also offers a private attached two-car garage with direct access and extensive storage. Additional highlights include a wet bar, in-unit laundry, a newer electrical panel, zoned heating and air conditioning for enhanced comfort and efficiency, an upgraded Aire Gyro Twin Cage Fan with wall control, and ample storage throughout, high ceilings, & open floor plan. Situated on a quiet cul-de-sac, this home enjoys a peaceful setting within a well-maintained community featuring a recently resurfaced and fenced pool, spa, and a healthy, well-funded HOA. Conveniently located near shopping, dining, parks, hiking trails, Topanga Canyon Boulevard, Mulholland Drive, and the 101 Freeway, with easy access to the vibrant Woodland Hills lifestyle and the nearby Los Angeles Rams training facility. This is an exceptional opportunity to own a move-in-ready home in one of Woodland Hills’ most sought-after communities.

6223 Nita, Woodland Hills

$1,585,000

3 Beds ⋅ 3 Baths ⋅ TR26213628 MLS ⋅ Active Status

Stunning Home with NO HOA! Welcome to this exceptional South of Ventura Blvd. home in the heart of Woodland Hills, set on an expansive over half-acre lot and thoughtfully designed for delightful indoor-outdoor living. Privately nestled, the backyard is the true centerpiece of the property, featuring a sparkling heated saltwater pool and spa with waterfall features, multiple lounge and dining areas, a fire pit area ideal for setting up an outdoor projector for movie nights, and a charming Cubby Playhouse, creating the perfect setting for entertaining, relaxing, and enjoying Southern California living year-round. Inside, abundant natural light, soaring vaulted ceilings, and an open, inviting floor plan create a warm and airy atmosphere. The spacious primary suite offers a private balcony overlooking the tranquil surroundings, providing the perfect place to enjoy your morning coffee or unwind at sunset. Thoughtful improvements include owned solar, pool system upgrades, dedicated EV charging comprising over $90,000 invested in enhancing the home's efficiency, comfort, and functionality. Ideally located just minutes from Ventura Boulevard's premier shopping and dining, The Village at Topanga, and convenient access to commuter routes to the Westside, this home offers a desirable combination of privacy, modern amenities, and a prime Woodland Hills location. A rare opportunity to own a home where exceptional outdoor spaces, thoughtful upgrades, and a prime location come together. Chapter Drive: Because your best stories are still ahead!

20224 Chapter, Woodland Hills

$1,999,000

4 Beds ⋅ 5 Baths ⋅ SR26211282 MLS ⋅ Active Status

Nestled in the highly sought-after Valley Circle Estates neighborhood of Woodland Hills and located within the highly acclaimed Las Virgenes Unified School District, this exceptional 3,368-square-foot residence offers a rare combination of privacy, natural beauty, modern updates, and an unbeatable location. Set on an expansive 12,000+ square-foot lot backing directly to the Victory Trailhead and miles of protected state parkland, tranquility is the VIBE, where nature, seclusion, and everyday living blend seamlessly. As you step inside, you’re welcomed by a grand formal living room where soaring ceilings and a stunning fireplace create an atmosphere of warmth and understated elegance. Just beyond, the formal dining room opens through sliding glass doors to the backyard, creating seamless indoor-outdoor flow for everyday living and entertaining. At the heart of the home, the beautifully appointed kitchen features stainless steel appliances, quartz countertops, a spacious center island, and a generous pantry. The sun-drenched breakfast nook flows into the inviting family room, anchored by a second fireplace. Thoughtfully designed with flexibility in mind, the main level also features a private en-suite bedroom, currently used as a home office, complete with a full bathroom—ideal for guests or multi-generational living. A tastefully updated powder room completes the level. Upstairs, the primary suite offers striking mountain views, a walk-in closet, and a spa-inspired bath with a jetted soaking tub and separate shower. Two additional bedrooms, including one en-suite, an additional full bathroom, and a versatile bonus room ideal as a media room, playroom, or potential fifth bedroom complete the upper level. Step outside to a private, resort-like retreat featuring mature landscaping, peaceful open-space views, and exceptional privacy. The newly plastered pool and spa create a serene setting for relaxation and entertaining. Significant upgrades include fresh exterior paint, a newer pergola, newer garage doors, a newer HVAC system, and a whole-house fan for enhanced comfort and efficiency. With a spacious three car garage and the added peace of mind of a 24-hour HOA funded roving security patrol, this exceptional home is just minutes from The Calabasas Commons, Westfield Topanga mall, Warner Center and scenic hiking trails. Here, natural beauty meets everyday functionality, and luxury seamlessly blends with lifestyle. Welcome home!

5919 County Oak Road, Woodland Hills

$1,995,000

3 Beds ⋅ 4 Baths ⋅ SR26205832 MLS ⋅ Active Status

Perched above the Woodland Hills Country Club in the coveted South of the Boulevard neighborhood, this extensively reimagined modern villa offers 2,856 square feet of refined living, framed by breathtaking panoramic views of the golf course, San Gabriel Mountains, rolling hills, and San Fernando Valley city lights. A light-filled, open-concept interior blends contemporary design with thoughtful upgrades throughout. The chef-inspired kitchen features quartz countertops, a generous center island, stainless steel appliances, a custom backsplash, and elegant modern finishes. The inviting living room, complete with a gas fireplace and expansive bifold doors, opens to a large covered patio that embraces the surrounding views. Two spacious primary suites feature vaulted ceilings, while the luxurious main suite offers a private balcony, walk-in closet, and spa-inspired bath with a soaking tub overlooking the scenery and a separate curbless shower. Downstairs a large bonus room with French doors opens to a Juliet balcony, offering additional flexibility for a family room, office, or retreat. Outdoors, a private resort-style setting awaits, featuring a pool and spa, putting green, and inviting spaces for alfresco dining, relaxation, and entertaining. A dramatic picture window overlooking the pool and spa creates a striking connection between indoor and outdoor living. Ideally located near Woodland Hills Country Club, Serrania Park, Ventura Boulevard's premier dining and shopping, Whole Foods, Trader Joe's, and scenic hiking trails, this exceptional residence offers a distinctive blend of modern luxury, privacy, and the quintessential California lifestyle.

20967 Bandera Street, Woodland Hills

$1,995,000

4 Beds ⋅ 4 Baths ⋅ SR26211277 MLS ⋅ Active Status

Welcome to this beautifully reimagined 4-bedroom, 3-bath, 2,610-square-foot home, extensively remodeled with a warm transitional design and an exceptional attention to detail. Located in a highly desirable pocket west of Valley Circle, this turnkey residence combines sophisticated finishes, a thoughtfully redesigned floor plan and extensive upgrades throughout. The light-filled interior features European engineered wood flooring, solid-core white oak doors, custom cabinetry and designer-selected lighting, tile and fixtures. The redesigned floor plan opens the kitchen to the spacious family room, creating an inviting great-room environment overlooking the backyard. The stunning chef’s kitchen features custom flat-panel cabinetry, quartz countertops, an oversized eat-in island, generous pantry storage and a premium Fisher & Paykel appliance package including a professional 36-inch range, panel-ready refrigerator and dishwasher, and microwave drawer. A custom white oak vent hood completes the space. The expanded primary suite is a true retreat with an enlarged bedroom, oversized walk-in closet and spa-inspired bath finished with designer cabinetry, tile, fixtures and lighting. New Milgard windows and an aluminum multi-slide door enhance the home’s natural light and indoor-outdoor flow. Step outside to a wide, private backyard designed for quintessential Southern California living, featuring a large entertaining patio, expansive lawn, mature trees, upgraded pool, custom built-in BBQ with outdoor refrigerator, natural-gas firepit and multiple areas for dining, entertaining and relaxing. Beyond the finishes, the home has undergone substantial infrastructure improvements, including upgraded plumbing and sewer, copper supply lines, new gas lines, tankless water heater, new electrical wiring, dual 4-ton HVAC systems with heat pumps, new ducting, insulation and drywall, new composition roof and gutters, irrigation, fencing and landscaping. A rare opportunity to enjoy the character and setting of an established Woodland Hills neighborhood with the design, systems and amenities of a comprehensively renovated home.

24621 Calvert Street, Woodland Hills

$2,350,000

4 Beds ⋅ 4 Baths ⋅ SR26211211 MLS ⋅ Active Status

Perched high above the city, this reimagined Woodland Hills home is a masterclass in intentional design and refined craftsmanship. From the moment you pass through the iron-lined double doors, the home pulls you in with sweeping views that frame almost every room. It’s the kind of space where no expense was spared, yet it feels effortlessly comfortable. The chef’s kitchen is a true standout, featuring rift oak slim-shaker cabinetry paired with leathered Taj Mahal stone countertops. The panel-ready appliances and professional Thermador stove are as functional as they are beautiful. The main level also hosts a versatile flex space—perfect for a home office, gym, or guest quarters—complete with its own expansive balcony. An oak-lined staircase leads to the primary suite, a spa-inspired sanctuary designed for total unwinding. You’ll find zellige tile, a custom reeded vanity, and a freestanding tub positioned to take in unobstructed, spellbinding views of the valley. Outside, the backyard is an entertainer’s dream, offering massive proportions for lounging, dining, and outdoor cooking with plenty of room to spare. This is elevated living, executed perfectly.

4335 Chaumont Road, Woodland Hills

$2,749,000

5 Beds ⋅ 4 Baths ⋅ OC26210678 MLS ⋅ Active Status

Views , Views , Views … Located West of Valley Circle situated on an extremely Huge Lot with Full wrap around City & Mountain Views !! This Completely Reimagined iconic 2 Story mid-century Modern home, timeless architectural Design with modern volume, warmth, and functionality ! 5 bedroom, 4 bath boasting 3527 sqft residence honors the original spirit of the Woodland Hills west design while elevating it for contemporary living. The homes layout has been redesigned to introduce an Open floor plan living room / Great room Dining room , kitchen creating an expansive sense of scale and light rarely found in homes of this era. true indoor-outdoor living allowing the interior spaces to flow effortlessly into the landscape. Throughout the home, custom oak cabinetry has been meticulously designed and built in every space, offering warmth, cohesion, and exceptional storage without compromising clean architectural lines. The dining room flows seamlessly with the Living room and kitchen making it ideal for entertaining. The Massive kitchen is both sculptural and functional, featuring Forno appliances, natural Porcelain countertops, and a Custom 10ft Kitchen island that serves as the heart of the home. The residence offers true primary suite thoughtfully positioned with Full city and Mountain View’s , 4 bedrooms on the Second level with the 5th bedroom “ in-law suite” on the main level of the home to provide privacy and flexibility perfect for guests, in-laws, or work-from-home needs. Outside the property sits on 16,700 Lot size continues to impress with an impressive Modern Linear 40ft Lap pool and spa with 2 Baha”s great for kids or pool lounge seating and umbrellas. An outdoor Builtin BBQ Entertainment area, and multiple zones designed for relaxation and entertaining. A Full / Pickle ball, Basketball Sport court leading to a lower level of the backyard pebbled fire pit area with plenty of seating area the sets the tone for gatherings both intimate and lively along with a 3 hole putting green. Every system in the home has been updated as this is a fully reimagined residence, offering the confidence of new construction with the soul of a mid-century classic. A rare opportunity to own a true architectural masterpiece rooted in history, redefined for modern life, and perfectly suited for the Woodland Hills West lifestyle.

24245 Hatteras, 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.