Woodland Hills 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 family-friendly atmosphere, Woodland Hills offers a perfect blend of suburban charm and urban convenience. With the stunning Santa Monica Mountains as its backdrop, residents enjoy a plethora of outdoor activities, from hiking scenic trails to exploring local parks. The area is also home to a rich tapestry of dining, shopping, and entertainment options, ensuring that there’s always something to do.

One of the standout features of Woodland Hills is its diverse real estate market, particularly the availability of beautiful two-story homes. These multi-level residences are designed to maximize space and comfort, providing ample room for families and individuals alike. With open floor plans, spacious living areas, and well-appointed kitchens, two-story homes in Woodland Hills offer both elegance and functionality. Many properties boast stunning views of the surrounding hills, allowing residents to unwind in their own private oasis.

In addition to their aesthetic appeal, two-story homes in Woodland Hills often feature expansive backyards, perfect for entertaining guests or enjoying quiet evenings under the stars. The community is known for its excellent schools, making it an ideal location for families looking to settle down. With its unique blend of natural beauty, modern amenities, and a welcoming community spirit, Woodland Hills truly embodies the best of California living. Come discover your dream home in this enchanting neighborhood!

Newest Woodland Hills Homes with Two Levels Stories

$1,599,000

5 Beds ⋅ 4 Baths ⋅ SR26171202 MLS ⋅ Active Status

Modern contemporary architecture, resort-inspired living, and timeless design come together in this extraordinary 5 bedroom and 4 bathroom family home, thoughtfully reimagined with an uncompromising vision and true pride of ownership. Created as the sellers’ dream home without a budget, every detail has been carefully curated to deliver exceptional quality, sophisticated style, and effortless indoor-outdoor living. Expansive walls of glass, soaring ceilings, and designer finishes fill the home with natural light, while the open-concept floor plan flows seamlessly into a stunning chef’s kitchen featuring sleek cabinetry, quartz countertops, premium stainless steel appliances, and generous entertaining spaces perfect for family and friends. The luxurious primary suite offers a serene retreat with a beautifully renovated spa-inspired bathroom, complemented by spacious secondary bedrooms and stylishly updated baths. Outside, the lavishly landscaped grounds were thoughtfully designed with love and intention, showcasing lush turf, sculptural succulents, mature trees, drought-tolerant landscaping, and multiple outdoor living spaces that surround the sparkling remodeled pool, covered patio, fire pit, and expansive grassy yard, creating a private resort-like setting. Extensive renovations and system upgrades completed from 2004 through 2026 provide peace of mind and reflect years of meticulous investment and craftsmanship. Ideally situated in an A+ neighborhood adjacent to the exceptional shopping, dining, parks, hiking trails, and endless amenities of both Calabasas and Woodland Hills, this is far more than a beautifully remodeled home—it’s an exceptional lifestyle property where luxury, comfort, and enduring quality come together in one unforgettable offering.

4391 Pampas Road, 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 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 matching countertops, premium Newport Brass fixtures, 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

$1,599,000

5 Beds ⋅ 3 Baths ⋅ SR26170640 MLS ⋅ Active Status

Phenomenal opportunity South of the Boulevard to customize a meticulously cared for Mid-Century pool home with breathtaking panoramic 180 degree Valley & mountain views plus a first level primary suite. First time on the market in almost 45 years, the property privately sits at the very end of a quiet cul-de-sac on a sprawling approx. 14,000 SF lot. The front yard is adorned with mature landscaping, large synthetic lawns, and driveway that leads to the 2-car garage with direct access. Commanding double doors with arched exterior details open to the formal entry foyer with real parquet wood flooring. The oversized living room boasts gorgeous rounded fireplace and a sliding glass door that opens to the backyard with dazzling views beyond, presenting the perfect backdrop for indoor/outdoor entertaining. An adjacent formal dining area has direct kitchen access and overlooks the yard. The kitchen features real wood cabinetry, 5-burner cooktop, oven with broiler, and breakfast nook that looks out to the beautiful vistas. The kitchen opens to a separate den with another glass slider that opens to a large side yard with patio. The spacious primary suite is located on the first level featuring multiple wardrobe closets and access to an expansive bathroom with dual sinks, makeup counter, and walk-in shower. Upstairs you will find four additional secondary bedrooms, one ideal for office with built-in bookshelves. There is one en-suite bedroom with private bathroom with walk-in shower and the others share a hall bathroom with dual sinks & bath tub with shower. The entertainer’s backyard boasts swimming pool and spa, gazebo perfect for outdoor dining, sweeping covered patio, large lawn, spacious side yards, and absolutely stunning unobstructed Valley and mountain views. Additional upgrades per seller include: HVAC system (2016), water heater (2022), dual paned windows and doors, plantation shutters, and smooth ceilings throughout. Adjacent to dining & shopping at the Calabasas Commons and Westfield Mall/Village, close proximity to Warner Center with new Rams Village in development, great nearby markets including Bristol Farms & Trader Joes, and zoned for highly acclaimed Calabash elementary as well as Hale and El Camino charter schools.

4607 Romberg Place, 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

$669,000

2 Beds ⋅ 3 Baths ⋅ SR26165354 MLS ⋅ Active Status

Some places remind you why where you live matters. Warner Village III has long been one of Warner Center’s most sought-after communities, offering something increasingly rare: a peaceful, garden-inspired setting in the heart of Woodland Hills. Meandering streams, mature trees, charming bridges, and beautifully landscaped walking paths create an environment that encourages you to slow down, take an evening stroll, or simply enjoy your morning coffee surrounded by greenery. This rarely available Plan C enjoys a tranquil location within the community, where garden views and lush landscaping create a welcome sense of privacy. Yet just moments away, you’ll find The Village at Topanga, Westfield Topanga, Warner Center Park, restaurants, cafés, shopping, grocery stores, fitness studios, and entertainment. Here, nature and convenience exist side by side. Inside, nearly 1,900 square feet of thoughtfully designed living space is filled with natural light from soaring vaulted ceilings and expansive windows. Wood flooring, plantation shutters, recessed lighting, generous storage, newer HVAC system (installed 2020) and multiple private patios create a warm, inviting atmosphere for everyday living and entertaining. Upstairs, both bedrooms feature en-suite bathrooms, including a spacious primary suite with a walk-in closet, private balcony, and peaceful garden views. The oversized lower-level bonus room offers exceptional flexibility as a media room, home office, fitness space, guest retreat, or potential third bedroom. An oversized attached two-car garage with direct access provides outstanding convenience and additional storage. Residents enjoy pools, spas, a tennis court, recreation room, beautifully maintained grounds, and scenic walking paths throughout the community. HOA dues include water, sewer, basic cable, high-speed internet, and earthquake insurance. Warner Village III is also an FHA-approved community, providing financing flexibility that’s increasingly difficult to find in Warner Center. More than a home, this is a lifestyle where peaceful surroundings and everyday convenience come together, making it easy to enjoy the best of both nature and city living. Assessor data states square footage as 1,526SF which is believed not to include the downstairs bonus room. Builder Floor Plan attached with estimated square footage listed as 1,870sf. Buyer to verify.

21901 Burbank Boulevard Unit 218, Woodland Hills

$565,000

1 Beds ⋅ 1 Baths ⋅ CV26169147 MLS ⋅ Coming Soon Status

Welcome to this charming starter home in the highly sought-after community of Woodland Hills. This inviting property features 2 spacious bedrooms and 1.5 bathrooms, offering a functional layout that's perfect for first-time buyers, downsizers, or investors. Conveniently located near shopping, dining, parks, and major freeways, this home provides an excellent opportunity to own in one of the San Fernando Valley's most desirable neighborhoods. Don't miss your chance to make this Woodland Hills gem your own.

5720 Owensmouth Avenue Unit 131, Woodland Hills

$1,999,000

4 Beds ⋅ 3 Baths ⋅ SR26168824 MLS ⋅ Active Status

5873 Fairhaven Ave is the product of thoughtful vision, uncompromising craftsmanship, and a deep respect for how a home should feel. Every line, every finish, and every space was carefully considered, all within one of the neighborhood’s most picturesque settings. This isn’t simply a renovation, it’s a home built around one enduring idea: a place to truly thrive. A rich palette of natural materials establishes a sense of understated luxury from the moment you arrive. Stone clad exterior walls, a marble appointed kitchen, wide plank hardwood floors, and an expansive backyard with thoughtfully designed outdoor amenities come together to create a home that feels both elevated and inviting. As the day unfolds, so does the home. Natural light pours through each room, while the warm glow of the evening sunset transforms the interiors, giving every space its own character and atmosphere. It’s a home that feels different with every hour, offering a living experience that is always evolving. The main level is intuitively designed, with each living space serving a distinct purpose while maintaining an effortless flow between family gathering, quiet retreat, and everyday comfort. Privately positioned, the primary suite spans its own wing of the home and features a generous walk in closet and a spa inspired bathroom. Three additional guest bedrooms each offer generous closet space, abundant natural light, and unique outlooks over the surrounding property. Designed for both entertaining and everyday enjoyment, the backyard features a built in barbecue, a welcoming fire pit lounge, and expansive open space to relax or gather with family and friends. The oversized two car garage is complemented by a spacious laundry room, mudroom, and exceptional storage. Perfectly positioned west of Valley Circle, the home is just minutes from The Commons at Calabasas, Westfield Topanga, and The Village, with convenient access to acclaimed dining, shopping, recreation, and highly regarded local schools. This isn’t just another home. It’s a masterpiece of design, craftsmanship, and timeless living.

5873 Fairhaven Avenue, Woodland Hills

$627,000

2 Beds ⋅ 2 Baths ⋅ SR26166527 MLS ⋅ Active Status

Discover this exceptional end-unit townhouse in the desirable Warner Woodlands II community, ideally positioned with tranquil water views and just steps from guest parking and Warner Center Park. Filled with natural light, the thoughtfully designed floor plan creates an inviting and comfortable living environment. The spacious primary suite offers soaring vaulted ceilings and a private balcony overlooking the community’s picturesque streams and ponds, providing a peaceful retreat. Additional highlights include wood flooring, vaulted ceilings, an in-unit laundry area, and a detached two-car garage. Enjoy Southern California living on the private patio, perfect for outdoor dining, relaxing, or entertaining year-round. HOA dues include earthquake insurance, water, sewer, trash service, and security patrol. Located in the heart of prestigious Warner Center, Warner Woodlands II offers a resort-inspired lifestyle with beautifully landscaped grounds, scenic walking paths, charming bridges, ponds, streams, a sparkling pool and spa, tennis courts, and a recreation room. Conveniently close to premier shopping, restaurants, entertainment, and everything Woodland Hills has to offer, this home combines comfort, convenience, and an outstanding community setting. Some photos have been virtually staged using AI.

21555 Burbank Unit 74, Woodland Hills

$999,900

4 Beds ⋅ 2 Baths ⋅ 26866599 MLS ⋅ Active Status

South of Ventura Blvd, this recently updated 4-bedroom, 2-bathroom pool home is tucked away on a quiet Woodland Hills cul-de-sac. Designed with privacy and flexibility in mind, the thoughtfully planned layout features three generously sized bedrooms on the main level, while the private upstairs fourth bedroom serves as a separate retreat with its own spacious bathroom featuring dual vanities and a walk-in shower.Natural light fills the home, showcasing upgraded flooring, fresh interior paint, recessed lighting, Nest climate control, and a dramatic floor-to-ceiling stone fireplace that anchors the main living area. The kitchen offers stainless steel appliances, ample cabinetry, and an adjacent dining area that can also function as a home office, den, or playroom to suit your lifestyle.The oversized downstairs bathroom includes a spa tub and separate shower, providing a relaxing space to unwind. Step outside to enjoy the private backyard, where a newer saltwater pool, covered patio, and lush surroundings create an inviting setting for entertaining, outdoor dining, or simply relaxing at home.Conveniently located just minutes from Ventura Blvd, shopping, dining, and entertainment, this move-in-ready home offers a wonderful combination of comfort, privacy, and everyday convenience.

4300 Pampas Road, Woodland Hills

$2,300,000

5 Beds ⋅ 4 Baths ⋅ SR26164625 MLS ⋅ Active Status

A Nature Wrapped hilltop oasis, reached by a long, private driveway that climbs the hillside to a gated, level estate at the top. Set on approximately ¾ acre, this secluded retreat delivers the feeling of being hours outside the city while remaining perfectly connected. Mature trees, lush gardens, fruit trees, and a sparkling pool surround the home, creating an atmosphere of quiet luxury and estate like privacy. Fully reimagined and remodeled, the residence is a modern smart home with dual primary suites, three additional bedrooms and two additional baths, offering a harmonious blend of comfort, technology, and refined design. Light filled living spaces include a living room, family room, multiple dining areas, and a fireplace, all anchored by a gourmet chef’s kitchen featuring Samsung Bespoke appliances. Every major system has been upgraded: newer dual zone all electric HVAC, roof, windows, flooring, kitchen, primary and upstairs baths. The home is wired with whole house ethernet and features integrated smart lighting throughout, ensuring seamless connectivity and effortless control. A truly exceptional property that combines privacy, nature, modern luxury, and smart home innovation into one unforgettable estate.

5950 Winnetka, 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.