Woodland Hills Homes with Two Levels Stories

Woodland Hills Homes with Two Levels Stories

Welcome to Woodland Hills, a charming neighborhood nestled in the heart of Los Angeles County, California. Known for its stunning natural landscapes and vibrant community, Woodland Hills offers residents a unique blend of suburban tranquility and urban convenience. With the majestic Santa Monica Mountains as a backdrop, this area is a haven for outdoor enthusiasts, boasting numerous parks, hiking trails, and scenic vistas that invite exploration and relaxation.

One of the most appealing aspects of Woodland Hills is its diverse array of homes, particularly those with two-level stories. These multi-story residences provide an ideal balance of space and functionality, catering to families and individuals alike. Whether you’re seeking a cozy retreat or a spacious family home, the two-level properties in Woodland Hills are designed to meet your needs with style and comfort.

Imagine waking up in your beautifully appointed master suite, enjoying morning coffee on a private balcony, or hosting gatherings in the expansive living areas that flow seamlessly between indoor and outdoor spaces. The two-story homes often feature open floor plans, allowing for natural light to flood in and create an inviting atmosphere. With ample bedrooms and bathrooms, there’s plenty of room for everyone to thrive.

Living in Woodland Hills means being part of a vibrant community that values quality of life. With excellent schools, shopping, dining, and entertainment options just a stone's throw away, you’ll find that everything you need is within reach. Embrace the Woodland Hills lifestyle, where your dream home awaits amid picturesque surroundings and a warm, welcoming community.

Newest Woodland Hills Homes with Two Levels Stories

$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 ⋅ Coming Soon 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
$995,000
3 Beds ⋅ 2 Baths ⋅ 26992681 MLS ⋅ Active Status
Perched south of the Boulevard with sweeping panoramic views, this updated Woodland Hills residence pairs privacy and comfort with the best of California living. Built in 1960 and thoughtfully refreshed, the 3-bedroom, 2-bath home is laid out to frame canyon, hillside, and city-light vistas from nearly every room.The updated kitchen anchors the home with modern finishes, generous storage, and an easy flow into the main living areas. Oversized windows pour natural light throughout and turn the views into a constant backdrop.Then there's the surprise: a hidden room tucked behind a custom bookcase. Use it as a private office, library, playroom, studio, or quiet retreat. Wherever it lands, it's a space guests won't stop talking about.Outside, expansive living areas lead to a spectacular viewing deck built for entertaining, unwinding, and unforgettable sunsets. Whether you're hosting friends or enjoying a quiet evening, the yard offers a rare sense of calm and connection to the landscape around it.The location is equally compelling. Moments from the Woodland Hills Country Club in one of the area's most sought-after South of the Boulevard neighborhoods, the home offers convenient access to well-regarded public and private schools, plus The Village, Westfield Topanga, fine dining, shopping, hiking trails, and the freeway.Sweeping views, an updated interior, a one-of-a-kind hidden room, and outdoor living made to impress make this a rare opportunity to experience the very best of Woodland Hills.

4535 San Blas Avenue, Woodland Hills
$900,000
3 Beds ⋅ 2 Baths ⋅ SR26209767 MLS ⋅ Active Status
Not many homes can say they are truly move-in ready and full of potential at the same time. This one can. The big ticket items have been well maintained and updated. The roof, HVAC, plumbing, and other major systems are in good shape or have been recently replaced. A paid-off SunPower solar system conveys with the sale, generating LADWP net metering credits. This home is genuinely move-in ready, waiting for the right buyer to come in and put their own stamp on it. Inside, the living room with fireplace opens to the dining area and flows out to the backyard. The kitchen features maple cabinetry, granite countertops, and stainless steel appliances, with flexible laundry options in the kitchen or the garage. All three bedrooms and two full baths, including a private primary suite are separate from the main living space. When you step outside and realize what you really have. Tucked into the hillside with mature trees, natural light, and a quietness that feels more Topanga Canyon than city neighborhood. Generous car and RV parking runs along both sides of the home plus an extra-long 2-car garage (a rarity in the hills). A terraced hillside garden leads to a large flat pad at the top of the lot with beautiful views, with possible potential for an ADU, expanded outdoor living, or future development. All of this minutes from the Village, top-rated schools, beaches, and everything the West Valley has to offer. Served by three highly rated charter schools: Calabash Elementary, Hale Charter Academy, and El Camino Real Charter High School. Some photos may have been digitally altered and / or staged.

4776 Excelente Drive, Woodland Hills
$3,495,000
7 Beds ⋅ 9 Baths ⋅ 26991905 MLS ⋅ Active Status
This expertly remodeled Walnut Acres estate compound is positioned on a large lot at the end of a cul-de-sac, with an abundance of entertaining spaces inside and out, plus a second-floor living quarters offering a variety of possibilities. Guests enter through gates into the expansive motor court with mature trees, manicured landscaping, and courtyard. Inside the predominantly single-level floor plan, tray ceilings overhead add depth and importance in the great room with its elegant fireplace, formal dining, arched doorways, and a series of French doors opening to the outside. The large, modern kitchen is appointed with double center islands, an abundance of cabinetry, shimmering tile backsplash, and custom top-of-the-line appliances including Wolf range with hood and pot filler. The adjacent family room has a stylish stone fireplace and custom built-ins next to a breakfast area. The primary suite, also with built-ins, includes French doors, plantation shutters, and a spa-like bathroom with dual sinks, separate tub, makeup station, and large glass-enclosed shower. There are two walk-in wardrobes with custom shelving, and one includes a dresser island. Central to the secondary bedrooms is a sitting area, perfect for reading or conversation with loved ones. On the second level overlooking the courtyard, there is even a bonus guest apartment with its own separate entrance, kitchenette, en-suite bathroom, and patio, making this separate living quarters an ideal flex space for a gym, podcast studio, gamer's lounge, or office. Outside, enjoy a sports/pickleball court, plenty of grass to roam and play, a fire pit for evening conversation, and a PebbleTec pool and spa. There is also an outdoor living room, covered built-in barbecue, and a permitted ADU/pool house with bathroom and kitchenette. Nearby, a dedicated vegetable garden is great for growing organic produce. Welcome to this sought-after location near parks and schools, the 101 Freeway, The Commons at Calabasas, and Westfield Topanga shopping centers. Malibu beaches are also just a quick canyon drive away.

23334 Ostronic Drive, Woodland Hills
$1,750,000
5 Beds ⋅ 5 Baths ⋅ SR26207670 MLS ⋅ Active Status
Welcome to 4481 Deanwood Drive, an exceptional residence set along one of Woodland Hills South’s most coveted streets in the prestigious Vista de Oro tract. Offered for the first time by the original owner, this remarkable property has been recently renovated from top to bottom, showcasing high-end finishes, refined upgrades, and an unwavering commitment to quality. The main residence offers four bedrooms and three-and-a-half bathrooms, including two luxurious primary suites, providing exceptional flexibility and privacy for family and guests, along with the convenience of laundry facilities both upstairs and downstairs. A beautifully crafted 472-square-foot container-built guest house/ADU features its own viewing deck and fully self-sufficient living area, making it ideal as an in-law suite, private office, recording studio, gym, or creative retreat, while also offering significant rental-income potential. A long private driveway leads to the residence and attached three-car garage, while fresh interior and exterior paint, new ceiling fans, and designer light fixtures further enhance the home. The primary suite occupies its own private wing with a substantial walk-in closet, oversized beautifully appointed bathroom, and sweeping panoramic San Fernando Valley views. Step outside to an extraordinary private sanctuary with lush landscaping, romantic sitting areas, a gorgeous courtyard fountain, and breathtaking views from virtually every area of the property, including spectacular daily sunsets that transform the sky into unforgettable cotton-candy hues. Residents also enjoy spectacular community amenities, including a beautiful tennis court, inviting pool, and recreation room, creating a resort-like extension of the home. With commanding views, sophisticated renovations, flexible guest accommodations, significant rental-income potential, lavish grounds, and exceptional privacy, 4481 Deanwood Drive presents a rare opportunity for elevated living in one of Woodland Hills South’s most exclusive enclaves.

4481 Deanwood Drive, Woodland Hills
$399,000
2 Beds ⋅ 2 Baths ⋅ SR26209164 MLS ⋅ Active Status
"Why rent, own for less "A desirable two bedrooms townhomes lowest price in the whole area, please check the comps, beautifully maintained, gated complex, eclosed private patio suitable for relaxing and BBQ parties, basketball court, playground for kids, recreation room available for parties ,HOA fee includes almost everything like property tax, insurance, water,trash,sewer ,maintenance and so on, two adult pools and a kids pool, covered parking spot with storage above, additional parking available if needed in the heart of warner center close to all, restaurant, transportation,village,costco,topanga mall, and Ventura Blvd .

22049 Oxnard, Woodland Hills
$799,900
3 Beds ⋅ 3 Baths ⋅ SR26208684 MLS ⋅ Active Status
Beautifully reimagined and completely gutted in 2025, this sophisticated corner-unit townhome offers refined living in a quiet, private setting in the sought-after Warner Center area of Woodland Hills. The thoughtfully designed residence features three bedrooms, 2 1/2 beautifully appointed bathrooms, and a versatile bonus room on the lower level, ideal for a private office, gym, or additional living space. Soaring vaulted ceilings, real European wood floors, and an abundance of natural light create an inviting sense of space throughout. The impressive living room opens to two private decks, offering an exceptional indoor-outdoor setting for entertaining or relaxing. The chef-inspired kitchen features sleek quartz countertops, premium Samsung appliances, an eat-in area, and a custom built-in bar complete with a wine refrigerator. A separate dining area provides an elegant space for more formal gatherings. The spacious primary suite is a private retreat, featuring vaulted ceilings, two closets, and its own private deck. Each bathroom has been beautifully finished with quartz countertops and luxurious rain showerheads. Additional amenities include a two-car garage, in-unit washer and dryer, Tesla electric vehicle charger, and custom built-in space in living room—all included with the home. Mature landscaping and the desirable corner location provide an added sense of privacy and tranquility. Ideally situated near Warner Center’s shopping, dining, entertainment, and business destinations, this turnkey residence combines contemporary luxury with effortless everyday living.

21931 Burbank Boulevard Unit 25, Woodland Hills
$1,895,000
4 Beds ⋅ 2 Baths ⋅ 226004553 MLS ⋅ Active Status
Exceptional opportunity in the desirable Walnut Acres area of Woodland Hills. Situated on an approximately 29,900-square-foot (0.6864-acre) flat lot, per public/assessor records, this property offers significant potential for an owner-user, investor, developer, or builder looking to renovate, reimagine, or potentially redevelop the property, subject to applicable zoning, permits, governmental approvals, and other requirements.The property includes an existing residence and an in-ground swimming pool. The existing residence has deferred maintenance and does not have an HVAC system. The swimming pool is also in need of resurfacing and/or repair. Property is being offered in its present physical condition.The expansive, predominantly flat lot provides an opportunity to explore renovation, expansion, new construction, ADU, and other development possibilities. Buyer is advised to independently investigate and verify all information concerning lot size and dimensions, boundaries, zoning, permitted uses, building and development potential, utilities, permits, condition of improvements, pool condition, and any other matters affecting Buyer's intended use of the property with the appropriate licensed professionals and governmental agencies. Seller and listing broker/agent make no representations or warranties regarding development potential or Buyer's intended use.'Approximately 29,900 sq. ft. (0.686 acre) lot following a previously recorded approximately 20-foot Lot Line Adjustment. Public/assessor records may reflect the parcel's former lot size. Buyer to independently verify lot size, boundaries, legal description, recorded Lot Line Adjustment, and all development potential.'A unique opportunity to create a custom property in one of Woodland Hills' sought-after residential areas.

22722 Erwin Street, Woodland Hills
Start Your Search

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.