Woodland Hills Homes with Two Levels Stories

Woodland Hills Homes with Two Levels Stories

Welcome to Woodland Hills, a vibrant community nestled in the heart of Los Angeles County, California. Known for its picturesque landscapes and family-friendly atmosphere, Woodland Hills offers a unique blend of suburban charm and urban convenience. With its lush parks, top-rated schools, and a variety of shopping and dining options, this area is perfect for those seeking a balanced lifestyle.

One of the standout features of Woodland Hills is its diverse selection of homes, particularly the stunning two-story residences that grace the neighborhood. These multi-level homes provide ample space for families, featuring open floor plans, spacious bedrooms, and modern amenities. Imagine waking up to breathtaking views of the nearby Santa Monica Mountains from your second-floor master suite or enjoying family gatherings in expansive living areas that seamlessly connect to outdoor spaces.

The two-story homes in Woodland Hills are designed to cater to a variety of lifestyles, whether you’re a growing family in need of extra room, a professional seeking a home office, or someone who loves to entertain. Many of these homes boast beautiful backyards, perfect for weekend barbecues or quiet evenings under the stars. With the added benefit of being located in a community that values safety and tranquility, you’ll find that Woodland Hills is not just a place to live, but a place to thrive.

Explore the enchanting neighborhoods of Woodland Hills, where your dream two-story home awaits. Experience the perfect blend of comfort, style, and community in this remarkable part of Los Angeles County!

Newest Woodland Hills Homes with Two Levels Stories

$5,695,000
6 Beds ⋅ 7 Baths ⋅ SR26206936 MLS ⋅ Active Status
Introducing YUGEN, a one-of-a-kind custom modern residence where Japanese-inspired architecture, natural materials, and exceptional craftsmanship come together to create a truly distinctive living experience. Designed with an emphasis on serenity, texture, and connection to nature, this six-bedroom estate, including a private ADU, is a study in sophisticated modern design. The striking exterior makes an immediate impression with Shou Sugi Ban-inspired charred wood paneling, natural stone, and warm architectural elements that set the tone for the home. Inside, an artful mixture of rich woods, stone, and organic textures creates warmth and depth throughout, balancing dramatic contemporary design with a sense of calm. At the heart of YUGEN is a spectacular chef’s kitchen featuring dramatic green quartzite, custom cabinetry, and an oversized picture window framed by lush greenery, creating a seamless connection between the interiors and the natural landscape. Expansive living spaces are thoughtfully designed for both intimate everyday living and sophisticated entertaining, while a dedicated movie theater offers a private cinematic escape. The primary suite is conceived as its own tranquil retreat, combining warm materials, refined finishes, and spa-like details to create an atmosphere reminiscent of a private luxury resort. An expansive custom closet elevates the experience further and discreetly incorporates a hidden safe room for added privacy and security. Outside, the entertainer’s backyard continues the home’s connection to nature while maintaining an incredible sense of tranquility. A resort-style pool and spa serve as the centerpiece, complemented by a firepit and thoughtfully designed spaces for lounging, gathering, and entertaining. Whether hosting an evening with friends or enjoying a quiet night by the fire, the setting feels both sophisticated and serene a private sanctuary designed to be enjoyed year-round. With six bedrooms including a beautifully integrated ADU, YUGEN offers exceptional flexibility for guests, extended family, or private living quarters. Every element of the residence has been intentionally curated, from the interplay of contrasting woods and natural stone to the Japanese-modern influences found throughout. More than a home, YUGEN is an architectural experience,bold yet serene, highly designed yet inviting, and unlike anything else on the market.

5134 Oakdale, Woodland Hills
$1,249,000
4 Beds ⋅ 2 Baths ⋅ 226004486 MLS ⋅ Active Status
Enjoy a quiet street in a highly desirable Woodland Hills neighborhood just south of the Boulevard. This wonderful home offers new appliances, recently updated heating and air conditioning, and copper plumbing. A charming sitting area above street level is perfect for sunset views while the private backyard provides a peaceful outdoor space.Public records: approx. 1,514 sq ft, 4bedrooms, 2 bathrooms. Additional approximately 450 sq ft of living space froma garage conversion. Buyer to independently verify square footage, permits, andcondition of all improvements.Prime location near Ventura Boulevardrestaurants and shops, The Village at Westfield Topanga, Warner Center, TopangaCanyon trails, and easy freeway or PCH access.

4632 Don Pio Drive, Woodland Hills
$1,618,888
4 Beds ⋅ 3 Baths ⋅ PW26204819 MLS ⋅ Active Status
DON’T MISS OUT on this TURNKEY modern home located in one of Woodland Hills highly desired, quiet and exclusive neighborhoods South of Ventura Blvd! To start off, this stunning home boasts 4 bedrooms and 3 bathrooms including a spacious primary suite with its own luxurious bathroom, walk-in closet and outdoor seating area! In addition to the bedrooms and bathrooms, downstairs you’ll find an additional bonus room that could be used as an office! The thoughtfully designed open and functional floor plan provides light-filled interiors and includes tasteful modern upgrades throughout - ideal for both everyday comfort and elevated entertaining! Step inside to discover the striking open-concept kitchen containing high-end quartz countertops, a grand center island, white shaker cabinets with self-closing drawers and a complete stainless steel appliance package included! Another unique feature of this home is the step-down living area complete with high ceilings, an outdoor balcony with views and flows seamlessly into the kitchen area, dining area and the wet bar which contains a sink, a high-end quartz countertop and a wine fridge included! The entire space truly is inviting and entertaining for families of all sizes! For the exterior, the front contains an attractive curb appeal with a walkway that leads to the inviting front entry while the spacious and private backyard contains a yard area and up above is another outdoor patio area with expansive views all setting the stage for unforgettable future family gatherings and year-round enjoyment! In addition, this home offers new LED recessed lighting, premium water-proof laminate flooring, convenient in-house washer and dryer hookups and a central air/heating system for both stories! To top it all off, this home is located just minutes away from the illustrious Woodland Hills Country Club, Serrania park, various hiking trails with breathtaking views, beloved restaurants, shopping centers, attractions and more! Move-in-ready, meticulously updated and located in one of Woodland Hills most desired neighborhoods, this gem is a true standout. *Check out the Virtaul Tour!*

21530 Yucatan Avenue, Woodland Hills
$2,995,000
7 Beds ⋅ 8 Baths ⋅ SR26150223 MLS ⋅ Active Status
Fully Remodeled Spanish Retreat in the heart of Woodland Hills! Behind dual private gates, this fully reimagined Spanish estate pairs timeless curb appeal with a modern, luxurious interior. A white stucco façade, clay tile roof, black-framed windows and a second-story balcony set the tone, and a spacious motor court leads to the 3-car garage. Inside, a soaring entry opens onto polished marble-look floors and a sculptural staircase with brushed-gold railings. Tray ceilings, recessed lighting and walls of oversized windows fill the formal living room with natural light. Its book-matched stone fireplace makes a dramatic focal point, and the formal dining room, with its crystal chandelier, is ready for entertaining. The chef's kitchen has custom white cabinetry, waterfall-edge islands, a professional-style range with a stainless hood, built-in ovens and a breakfast bar. The adjacent dining area has walls of glass that slide open to the courtyard for seamless indoor-outdoor living. A designer laundry room with a full slab feature wall adds function and style. The primary suite is a spa-like retreat with a freestanding soaking tub on a marble platform, dual vanities, and a walk-in steam-style shower with rain head, handheld and multiple body sprays. Brushed-gold fixtures and LED mirrors complete the look. The custom walk-in closet has an island, mirrored cabinetry and floor-to-ceiling built-ins. Secondary baths are finished with designer tile, and balconies overlook the grounds. The 23,026 sq ft lot is a private resort. It has a pool and spa, a full-size lighted sport court, mature citrus trees, lush hedges and winding garden paths. The detached two-story guest house has vaulted ceilings, a full kitchen, a loft-style interior window and sliding glass doors to its own patio. It also holds a professionally treated recording studio, which could just as easily become a media room, gym or office!

23129 Burbank Boulevard, Woodland Hills
$2,395,000
4 Beds ⋅ 4 Baths ⋅ SR26204526 MLS ⋅ Active Status
Welcome to an exceptional residence in the highly desirable Valley Circle Estates community of Woodland Hills, where expansive views, beautifully updated interiors and a wonderful indoor-outdoor lifestyle come together. From the moment you enter, soaring ceilings and an elegant sweeping staircase create a striking first impression. Abundant windows fill the home with natural light, while beautiful marble flooring flows through the main living areas. The dramatic living room features impressive ceiling height, a fireplace and walls of windows, creating a bright and sophisticated setting for both everyday living and entertaining. At the heart of the home is a beautifully remodeled kitchen, appointed with crisp white cabinetry, Taj Mahal Leather countertops, stainless-steel appliances, generous storage and a large center island with cooktop and Dry Bar with wine refrigerator. Even everyday moments are elevated by the remarkable views visible directly from the kitchen. The spacious family room continues the home's light, open feel and connects effortlessly to the backyard, allowing the spectacular surroundings to become part of the interior experience. Updated bathrooms feature contemporary finishes, including stone surfaces and a beautifully tiled shower, while generous bedroom and closet spaces provide comfort and functionality. Step outside and discover what truly distinguishes this property: a private backyard with a sparkling pool, patio and breathtaking panoramic views across the Valley and surrounding hills. Whether enjoying a quiet morning, dining outdoors or entertaining at sunset, the setting is captivating. The home has been thoughtfully improved for today's buyer, including a new roof, new air-conditioning system, multiple replacement windows, remodeled kitchen and baths, and additional updates throughout—offering the beauty buyers want along with the peace of mind that comes from significant improvements already being completed. Located within Valley Circle Estates, residents also enjoy the added benefit of an HOA that provides 24-hour security patrol. Beautifully updated, meticulously maintained and positioned to capture extraordinary views, this is a home that delivers the Southern California lifestyle from the moment you walk through the door.

24918 Vista Verenda, Woodland Hills
$530,000
2 Beds ⋅ 2 Baths ⋅ 26988947 MLS ⋅ Active Status
Located in a desirable resort-style community, this beautifully renovated apartment offers 2 bedrooms and 2 bathrooms with thoughtful upgrades throughout. The unit features completely new flooring, recessed lighting, and a newly remodeled kitchen with updated cabinetry and modern finishes. A cozy den with a fireplace opens to a private balcony overlooking lush garden views, creating a warm and inviting living space. Residents enjoy an impressive array of community amenities including five swimming pools, a fully equipped fitness center, children's playground, tennis courts, racquetball courts, and basketball courts. The gated community with 24-hour security patrol provides both comfort and peace of mind. Ideally located just minutes from The Village at Topanga and Westfield Topanga Plaza, the property is surrounded by premier shopping, dining, and entertainment, along with highly regarded schools. Adding to the area's long-term appeal, the nearby Warner Center district is undergoing a transformative $10+ billion redevelopment led by the Los Angeles Rams, which will introduce a new headquarters campus, mixed-use retail, housing, and entertainment venues further enhancing the vibrancy and desirability of this already exceptional location.

21520 Burbank Boulevard Unit 112, Woodland Hills
$657,000
3 Beds ⋅ 2 Baths ⋅ SR26200377 MLS ⋅ Active Status
BANKRUPTCY SALE. Beautiful two-story townhome located in the gated Bella Montana community, south of Ventura Boulevard in Woodland Hills. One of the few three-bedroom units in the community, this light and bright home offers 3 bedrooms, 2 bathrooms, and approximately 1,493 sq. ft. of living space. Features include high ceilings in the living room, a main-level bedroom and bathroom, and two additional bedrooms downstairs. The spacious primary suite includes a walk-in closet and primary bathroom with dual sinks. Hardwood floor throughout unit. Additional highlights include in-unit laundry and two covered parking spaces conveniently located directly next to the unit. Community amenities include a clubhouse, pool, spa, fitness center, basketball court, BBQ areas, landscaped green spaces, nearby dog-walking trails, and guest parking. Ideally situated in a quiet location toward the rear of the complex, yet just minutes from Ventura Boulevard restaurants, Whole Foods, shopping, Warner Center, The Village, schools, and major freeways. A rare opportunity to own a spacious three-bedroom townhome offering comfort, privacy, and resort-style living in the heart of Woodland Hills. Showing by appointment only.

5220 Premiere Hills Unit 222, Woodland Hills
$1,349,000
4 Beds ⋅ 3 Baths ⋅ SR26199076 MLS ⋅ Active Status
Set in a desirable Woodland Hills neighborhood, Hidden Hills and Calabasas adjacent, this distinctive residence offers a refined blend of architectural character, generous space, and relaxed California living. A Spanish tile edged roof, brick-accented approach, decorative glass and metal double-door entry create an aesthetically distinctive and polished first impression. Additional flourishes inside, including freshly polished travertine floors, crown molding, high ceilings, and thoughtful detailing carry the impression inside. The formal entry opens to well-defined living spaces, including a step-down living room with recessed lighting, a deep bay window with window seat, and an elegant sense of volume, while the dining room is enhanced by crown molding and a decorative brick tray ceiling. An archway leads to the kitchen, where French country cabinetry, striking stone counters, a large center island with breakfast bar seating, stainless steel appliances, a greenhouse window, and French doors to the yard support both everyday function and effortless entertaining. The spacious step-down family room adds warmth and versatility, perfect for family relaxation or a get together with friends, offering new carpet, fireplace, custom built-ins, a wet bar, and French doors opening to the rear patio. A good-sized bedroom downstairs, with access to a ¾ hall bath, makes a wonderful guest suite or could be utilized as a private home office. Upstairs, the primary suite feels private and composed, with double-door entry, vaulted ceiling with exposed beam, wood flooring, mirrored closets, and a large balcony overlooking the neighborhood, ideal for quiet mornings or evening unwinding. Two additional bedrooms share a full hall bath and offer space for family or friends. The expansive yard extends the living experience outdoors with a brick-accented patio, freshly replastered, sparkling, pool and spa, lush, planted hillside, and generous space for lounging, dining, and entertaining. Moments from Ventura Boulevard, Calabasas, The Commons, Westfield Topanga, The Village, Warner Center, local dining and shopping, hiking and open-space trails, and convenient 101 Freeway access, this home offers a compelling combination of character, space, and location. Don’t miss out!

23837 Ladrillo Street, Woodland Hills
$2,799,000
5 Beds ⋅ 4 Baths ⋅ SR26199998 MLS ⋅ Active Status
Gorgeous fully updated and upgraded Cape Cod inspired traditional estate home in coveted Walnut Acres. Outside is a huge 35,000+ square foot flat lot featuring newly upgraded and refinished pool, sauna, mature trees, fruit trees, shade, outdoor wood fire oven, large open spaces, detached large 4-car premium finished garage/workshop with custom flooring and upstairs storage, circular driveway with dual gate entrance, ivy-covered privacy wall, lush landscaping, and plenty of space to play, entertain, or just relax away from the world. Inside is a renovated living space with beautiful Acacia engineered hardwood flooring, French doors, custom built-ins/lighting, and bright open luxurious living throughout. Primary central living room with beautiful custom fireplace and a separate additional living room/family room perfect for theatre, tv, or game room set up. Stairs lead you to a finished upstairs attic room complete with air conditioning - perfect for bonus room, bedroom, or extra living space. Your dream kitchen features Granite , handmade quartz, stainless steel, custom features and storage, spacious island with dining seating, and premium Wolf and Sub-Zero appliances. Downstairs primary ensuite bedroom retreat located in west wing with fireplace, high ceilings, walk-in closet, skylights, and standalone soaking tub. The east wing of the home is a 2 bedroom upstairs private retreat with dedicated full bathroom and an additional downstairs ensuite guest bedroom with large office attached. All bathrooms feature only premium materials and details. Dedicated laundry room with washer and dryer. Powerful fully paid solar power system with Tesla power wall battery. Updated systems including all electrical, HVAC, plumbing, and Presidential roofing. Secluded, quiet, private, and yet so close to major transportation access, shopping, dining, entertainment, and quality schools. If you are looking for a completely done home, ready to move in and enjoy on day one, and in a perfect location, this is the place.

23534 Hatteras Street, Woodland Hills
$1,599,900
5 Beds ⋅ 4 Baths ⋅ 226004362 MLS ⋅ Active Status
Welcome to this charming and spacious two-story Colonial home offering five bedrooms, three and a half bathrooms, and a layout built for both everyday living and entertaining. Prestigious curb appeal sets the tone before you even step inside. The main level features a warm living room centered around a fireplace, a separate dining room, and an eat-in kitchen with granite counters ready for your updates. A downstairs bedroom currently used as an office offers flexible space for guests, multigenerational living, or a home workspace, and is served by an adjacent bathroom with a step-in shower. A versatile bonus room, also currently used as an office, adds even more flexible living space to the main floor. Upstairs, the primary suite impresses with two closets and its own private en-suite bathroom, while three additional bedrooms share a hall bath featuring a dual sink vanity and a tub and shower. Step outside to your own private backyard oasis, complete with a sparkling heated pool perfect for summer days and weekend gatherings, and a two-car attached garage with direct access for added everyday convenience. This home is an incredible value and the rare chance to build instant equity by adding your own finishes and style. With great bones, a functional floor plan, and a price that reflects its as-is condition, this is an opportunity savvy buyers won't want to miss. Priced to sell fast -- don't let this one get away!

6108 Kentland Avenue, Woodland Hills
$2,195,000
5 Beds ⋅ 6 Baths ⋅ SR26199834 MLS ⋅ Active Status
Welcome to an exceptional South of the Boulevard residence where timeless elegance, modern sophistication, and thoughtful design come together in one of Woodland Hills’ most desirable neighborhoods. A grand entry welcomes you into impressive formal living and dining spaces, setting the tone for the scale and quality found throughout the home. At the heart of the residence is a stunning chef’s kitchen featuring custom cabinetry, premium appliances, and a dramatic porcelain waterfall island. The kitchen flows seamlessly into the spacious family room, creating an inviting setting for both everyday living and entertaining. A fireplace, built-in wet bar, and French doors opening to the private backyard further enhance the indoor-outdoor connection. The main level offers exceptional flexibility with a private guest suite and en suite bathroom, dedicated home office, two designer powder rooms, and a spacious laundry room. Thoughtfully designed for modern living, the floor plan provides comfortable spaces for guests, work, and everyday life. Upstairs, the luxurious primary suite offers a peaceful private retreat with its own fireplace, private balcony, generous walk-in closet, and beautifully appointed spa-inspired bathroom. Three additional bedrooms and two updated bathrooms provide generous accommodations for family and guests. Throughout the residence, high-end finishes, custom details, and a well-designed floor plan create an elevated yet inviting atmosphere. Outside, the private backyard provides a wonderful setting for outdoor dining, entertaining, or relaxing in the Southern California climate. Located on a quiet street South of the Boulevard, the property offers a desirable combination of privacy, convenience, and location. Enjoy close proximity to premier shopping and dining, entertainment, hiking trails, and highly regarded local schools. An exceptional opportunity to experience refined Woodland Hills living in a beautifully appointed residence with the space, amenities, and location today’s buyers are seeking.

20225 Allentown Drive, Woodland Hills
$1,500,000
4 Beds ⋅ 3 Baths ⋅ SR26196836 MLS ⋅ Active Status
Mid-Century Modern on an Exceptional 24,000+ Sq. Ft. Flat Lot. A rare opportunity in Woodland Hills offering the space, architecture, and land that are increasingly difficult to find. Set on an expansive, flat 24,000+ sq. ft. lot with a pool, this two-story Mid-Century Modern home delivers oversized living spaces, abundant natural light, and tremendous potential for its next chapter. The main level features a dramatic sunken formal living room with a lava-rock fireplace, along with an enormous family room adjoining the kitchen. The flexible floor plan offers the possibility of dividing this space to create a main-level bedroom while retaining a generous family room. Upstairs, the primary suite overlooks the rear gardens, while all of the bedrooms are exceptionally spacious and filled with natural light. A direct-access three-car garage adds even more flexibility. The home is clean and move-in ready as it stands—but it is also perfectly positioned for its 2026 glow-up. Renovate the existing residence, reimagine the property as a larger estate, or explore the possibilities presented by the extraordinary lot. With its substantial flat backyard, there appears to be ample room to explore adding a detached ADU, while one bay of the three-car garage may offer potential for a Junior ADU or additional living space, subject to applicable requirements and approvals.For a developer, investor, or buyer who recognizes a great value proposition, this is the kind of property where the land, scale, and original Mid-Century character create possibilities well beyond the existing home.

20164 Santa Rita, 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.