Woodland Hills Homes with Two Levels Stories

Woodland Hills Homes with Two Levels Stories

Welcome to Woodland Hills, a captivating neighborhood nestled in the heart of Los Angeles County, California. Known for its stunning views of the Santa Monica Mountains and a vibrant community atmosphere, Woodland Hills offers a perfect blend of suburban tranquility and urban convenience. With its lush parks, excellent schools, and a plethora of shopping and dining options, this area is ideal for families, young professionals, and retirees alike.

One of the standout features of Woodland Hills is its diverse array of homes, particularly the charming two-story residences that grace the streets. These two-level homes provide not only ample living space but also a sense of elegance and comfort that appeals to many buyers. Imagine coming home to a beautifully designed two-story abode, where you can enjoy spacious open floor plans, modern amenities, and the luxury of having distinct areas for relaxation and entertainment.

The two-story homes in Woodland Hills often boast large windows that invite natural light, creating warm and inviting spaces. Many properties feature beautifully landscaped yards, perfect for outdoor gatherings or simply enjoying the serene California weather. With a variety of architectural styles, from contemporary to traditional, there’s a two-story home to suit every taste.

In Woodland Hills, you’ll find a community that values both lifestyle and convenience. With easy access to major freeways, nearby shopping centers, and recreational opportunities, this neighborhood truly has it all. Discover your dream two-story home in Woodland Hills and experience the best that Southern California living has to offer!

Newest Woodland Hills Homes with Two Levels Stories

$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 ⋅ Coming Soon 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
$675,000
3 Beds ⋅ 3 Baths ⋅ SR26197552 MLS ⋅ Active Status
Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome offering approximately 1,588 square feet of light-filled living space in the heart of Woodland Hills. Step inside to a dramatic multi-level floor plan featuring soaring ceilings, expansive windows, warm wood flooring, and a spacious living room centered around a fireplace with direct access to a private patio—perfect for relaxing or entertaining. Just above, the dining area overlooks the living room and features built-in cabinetry and a wet bar, creating a wonderful flow for gatherings. The remodeled kitchen is bright and inviting with crisp white cabinetry, sleek countertops, stainless steel appliances, a gas range, abundant storage, and a breakfast bar that opens to an additional family room or casual living space. Upstairs, the generously sized primary suite offers vaulted ceilings and its own private balcony surrounded by mature trees, along with an updated en-suite bath featuring a dual-sink vanity and glass-enclosed shower. Two additional bedrooms provide plenty of flexibility for family, guests, or a home office, complemented by another beautifully updated bathroom. Additional highlights include recessed lighting, ample built-in storage, multiple outdoor spaces, and an attached private garage. The well-maintained community offers resort-style amenities including a sparkling pool, lush landscaped grounds, and tennis courts. Conveniently located near Warner Center, The Village, Westfield Topanga, shopping, dining, parks, and easy freeway access, this Woodland Hills townhome combines space, style, and an exceptional location.

21500 Califa Street Unit 159, Woodland Hills
$1,695,000
6 Beds ⋅ 4 Baths ⋅ SR26196842 MLS ⋅ Active Status
Perched on a private, street-to-street hillside lot above Woodland Hills, this beautifully renovated contemporary residence showcases sweeping valley views and sunset skies through walls of glass. Six bedrooms and four bathrooms flow across 3,674 sq ft in an open, light-filled layout built for modern living — the primary suite offers direct terrace access and its own valley views. Previously featured as an Airbnb Luxe property, the home reflects true designer-level finishes and turnkey condition, complete with landscaped grounds, an oversized driveway, and an attached two-car garage. BONUS VALUE & DUAL ADU POTENTIAL: Downstairs features an additional ~600 sq ft of multi-use flex space with 8'+ ceilings (not included in reported square footage) — preliminary plans are already drawn to convert this space into a legal, income-generating ADU/Junior ADU. Potential also for guest suite, private recording studio, or wellness gym. The rare street-to-street lot creates a second, independent opportunity for a freestanding ADU and/or pool fronting the opposite street — two distinct expansion paths giving the next owner exceptional flexibility and high-ROI potential (buyer to verify feasibility and permitting with the City of LA). Upgraded with 325-amp electrical service, EV charging capability, and high-efficiency systems throughout. Located just minutes from the fine dining and boutique shopping on Ventura Blvd, The Village at Topanga, Warner Center, and top-rated schools. An extraordinary architectural opportunity, priced to move.

4234 Alhama Drive, Woodland Hills
$3,795,000
5 Beds ⋅ 6 Baths ⋅ 26949539 MLS ⋅ Active Status
Discover the timeless allure of 20339 Delita Drive, a newly reimagined Mid Century masterpiece, designed by AIA architect Samuel D. Wacht, with unparalleled San Fernando Valley views. Perched on a quiet cul-de-sac in Woodland Hills, this extraordinary mid century residence offers an exceptional blend of timeless architecture, modern luxury, privacy, and some of the most breathtaking panoramic views in Los Angeles. Nearly 6,000 square feet of meticulously upgraded living space has been transformed inside and out, creating a remarkable retreat designed to capture the beauty of its surroundings from every room.Upon entering, you are drawn into an impressive great room defined by 23 foot soaring vaulted wood beamed ceilings, a dramatic stone fireplace, and expansive walls of glass framing serene mountain and valley vistas. Newly installed Western doors and windows throughout blur the boundaries between indoors and out, filling the home with peaceful natural light while showcasing the spectacular setting. Create and delight with friends and loved ones in the remodeled chef's kitchen, featuring premium appliances, a massive center island, and a beautiful breakfast room with accordion doors that open completely to reveal surreal views and an effortless indoor/outdoor lifestyle. The main level primary retreat is a private sanctuary, with walls of glass overlooking the peaceful landscape. The luxurious spa-inspired bath and incredible oversized custom walk in closet create a true five star retreat within the home. Upstairs, two beautifully appointed guest suites enjoy exceptional views, while a one of a kind upstairs recreation/media room provides an extraordinary space for entertaining. Soaring beamed ceilings, a dedicated entertainment area ideal for home cinema nights, stylish bar, and billiard table create an elevated yet relaxed environment for gatherings. Enjoy summer days and serene nights in the newly rebuilt backyard, a true entertainer's dream. Centered around a stunning saltwater infinity pool and spa surrounded by refined hardscaping and expansive spaces designed to maximize the spectacular views. A beautiful veranda with in ground constellation lighting offers the perfect setting to unwind beneath the evening sky, while a separate dining terrace with outdoor kitchen makes al fresco entertaining effortless. Additional amenities include an oversized laundry room, finished garage with extensive built in shelving and storage, a fully paid solar panel system, newly installed Control4 home automation and custom motorized shades throughout. Every detail has been thoughtfully considered to deliver the comfort and sophistication expected of a modern luxury home while preserving the character and architectural spirit of its mid century roots. With extraordinary privacy, an enviable cul-de-sac location, sweeping mountain and valley views, and an exceptional collection of indoor and outdoor amenities, this is a rare opportunity to own a truly one of a kind Woodland Hills residence.

20339 Delita Drive, Woodland Hills
$5,295,000
9 Beds ⋅ 9 Baths ⋅ SR26191839 MLS ⋅ Active Status
Surrounded by 100 year old trees, this impressive impeccable Cape Cod is an exceptional property located on a quiet street in Woodland Hills. Offered beautifully furnished with all new furniture and furnishings, this fully equipped home is without compare. The entire Property features top-of-the-line appliances, finishes, and every amenity throughout. The kitchen is expansive with an elegant aesthetic, all ready for the most particular of chefs and gracious entertaining. The dining room is framed with walls of glass and offers both privacy and intimate dining. Complete with a walk-in pantry with additional refrigerator, and a beverage refrigerator as well ! The first floor, both an incredibly spacious guest suite with sliders opening to the backyard, a private glass doored office, and enviable theatre. The second floor features the retreat primary suite, and three generous secondary suites, and upstairs sitting area and private balcony. This 6259 sq ft main house, graciously set back from street, gated and private. Genuine complete gated privacy, 5 beautifully appointed bedrooms, 6 baths, and private 1st floor office. The primary suite guarantees peace and tranquility with its 5 star master bath, and additional outdoor living area in the form of an ultra expansive upper deck with fire pit. The backyard is a true vacation in and of itself, with its sparkling 42 x 22 ft pool, fireplace, fire pit. The indoor and outdoor seamlessly meet, has wall to wall sliding doors open the home to outdoor living room with 75" TV, comfortable Seating, and flexible entertainment area. Additionally, a beautifully appointed 1,200-square-foot, three-bedroom, two-bath guest house features its own primary suite with a walk-in closet, full kitchen, laundry, and exceptional privacy—ideal for extended family, guests, or a private retreat. A third, 700-square-foot, one-bedroom, one-bath guest unit offers its own private patio and cozy living room, providing even more flexibility for guests, family, a home office, or additional living accommodations.With multiple independent living spaces, private access, and thoughtful separation between residences, this exceptional compound offers a rare combination of space, privacy, and versatility. Offered fully furnished and ready for immediate enjoyment.

23262 Gonzales Drive, Woodland Hills
$3,150,000
11 Beds ⋅ 14 Baths ⋅ 26924807 MLS ⋅ Active Status
Discover a rare and sophisticated investment opportunity located south of the BLVD at 4942 Topanga Canyon Blvd. New built and never occupied, this stunning project features four meticulously designed units, offering the perfect blend of contemporary luxury and long-term versatility. Separately metered with excellent unit mix of Three 3 BR and one 2 BR, this property delivers unparalleled quality and style in one of the Valley's most sought-after corridors. Each residence showcases a sleek, modern aesthetic with high-end finishes and thoughtful layouts that maximize light and space. The transition between indoor comfort and the vibrant surroundings is seamless, making these units highly attractive for high-end tenancy. Plenty of on-site parking w/ EV chargers, as well as street parking. Excellent location off Topanga Canyon & Dumetz w/ cafes, shops & restaurants, as well as quick access to the beaches, 101 FWY, Westfield and Topanga Village, Rams Facilities, and future Promenade 2035. This is a premier chance to own a turnkey, income-generating asset in a prime location. Schedule a private tour today to experience the quality and potential of this exceptional new build.

4942 Topanga Canyon Boulevard, Woodland Hills
$699,000
2 Beds ⋅ 3 Baths ⋅ SR26190721 MLS ⋅ Active Status
EXCEPTIONAL OPPORTUNITY- Prime WARNER CENTER Location.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
$1,410,000
4 Beds ⋅ 3 Baths ⋅ AR26179568 MLS ⋅ Active Status
Discover the perfect blend of style, space, and convenience in this beautifully refreshed single-story home, offering 4 bedrooms, 3 full baths, 2,354 sq. ft. of living space, and an approximately 8,007 sq. ft. corner lot. Step inside to an inviting open layout filled with modern appeal, featuring tile flooring throughout, dual-pane windows, a remodeled kitchen with granite countertops and quality cabinetry, and beautifully updated bathrooms. Thoughtful upgrades include a new roof, fresh interior and exterior paint, new white vinyl fencing, a repiped gas line, newer garage door, and refreshed landscaping with lush new sod. The spacious backyard is designed for effortless outdoor living, with mature trees and a covered patio offering an ideal setting for entertaining, al fresco dining, or unwinding in comfort. A detached garage adds valuable parking and storage flexibility, with potential for future ADU use—buyer to verify. Enjoy a prime Woodland Hills location near Warner Center, Calabasas, premier shopping and dining, parks, top-rated schools, and convenient freeway access. Updated, spacious, and move-in ready, this exceptional corner-lot home offers the lifestyle you’ve been waiting for!

23800 Hatteras Street, Woodland Hills
$1,199,000
4 Beds ⋅ 3 Baths ⋅ SR26186826 MLS ⋅ Active Status
Dramatically positioned in the highly desirable hills of Woodland Hills-South, this residence combines spacious living, privacy, and sweeping views of the hills and San Fernando Valley. Spanning approximately 2,619 square feet, the home features 4 bedrooms and 3 bathrooms, abundant natural light, and indoor-outdoor spaces that embrace its scenic setting. The living room, anchored by an elegant fireplace, flows seamlessly into the formal dining area for everyday living and entertaining. The kitchen offers immaculate countertops, a large center island, stainless steel appliances, abundant cabinetry, and a charming breakfast area surrounded by windows and picturesque views. Upstairs, the primary suite is a private retreat featuring vaulted ceilings, beautiful wood flooring, and French doors opening to a balcony with vistas. Generously sized secondary bedrooms provide flexibility for family, guests, or a home office, while the bathrooms showcase distinctive finishes and character. Multiple balconies, terraces, and sitting areas extend the living space outdoors, including a private hillside retreat surrounded by mature landscaping—perfect for alfresco dining, relaxation, and entertaining. A solar energy system enhances the home’s energy efficiency and substantially reduces utility costs. Set on a 4,539-square-foot lot with an attached 2-car garage, the elevated property feels wonderfully private yet remains moments from Ventura Boulevard’s premier shopping and dining, neighborhood parks, hiking trails, and everything Woodland Hills has to offer. A unique opportunity to enjoy beautiful views and the quintessential Southern California lifestyle.

21041 Bandera Street, Woodland Hills
$575,000
2 Beds ⋅ 3 Baths ⋅ SR26188163 MLS ⋅ Active Status
Welcome to this spacious 2-bedroom, 2.5-bath condo ideally located in the heart of Woodland Hills, just moments from Ventura Boulevard. This inviting two-story residence offers a bright and open floor plan with generous living and dining areas, recessed lighting, wood-style flooring, and a cozy fireplace. Large windows throughout bring in plenty of natural light, while the private patio provides additional space to relax and enjoy the outdoors. The kitchen offers ample cabinetry and counter space and opens conveniently to the dining area, making the layout great for both everyday living and entertaining. Upstairs, you'll find two generously sized bedrooms, each with its own bathroom, including a spacious primary suite with a walk-in closet. A convenient half bath downstairs completes the functional floor plan. Enjoy an incredibly convenient Woodland Hills location close to the shops, restaurants, cafes, and everyday conveniences along Ventura Boulevard, with easy access to the 101 Freeway for commuting throughout the Valley and beyond. A wonderful opportunity to make this spacious Woodland Hills condo your own!

5404 Quakertown Unit 5, 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.