Woodland Hills (WHLL) Homes with Two Levels Stories

Welcome to Woodland Hills, a picturesque gem nestled in the heart of Los Angeles County, California. This vibrant community is renowned for its stunning natural beauty, featuring rolling hills, lush parks, and an abundance of outdoor recreational opportunities. With its ideal location, Woodland Hills offers residents the perfect blend of suburban tranquility and urban convenience, making it a sought-after destination for families, professionals, and retirees alike.

One of the standout features of Woodland Hills is its diverse array of homes, particularly those with two levels. These multi-story residences provide not only ample living space but also a unique opportunity for homeowners to enjoy panoramic views of the surrounding hills and valleys. Two-level homes in Woodland Hills often boast spacious layouts, allowing for the perfect balance between privacy and togetherness. Whether you’re entertaining guests in your expansive living room or enjoying quiet moments in a cozy upstairs retreat, these homes cater to every lifestyle.

The neighborhood is also home to top-rated schools, trendy shopping districts, and a variety of dining options, ensuring that everything you need is just a short drive away. With easy access to major highways and public transportation, commuting to Los Angeles and beyond is a breeze.

In Woodland Hills, you’ll find the perfect place to call home, where the charm of suburban living meets the excitement of city life. Explore the opportunities that await you in this enchanting community, and discover why Woodland Hills is truly a place where dreams come home.

Newest Woodland Hills (WHLL) Homes with Two Levels Stories

$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 5 bedrooms and 4 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

$1,250,000

4 Beds ⋅ 3 Baths ⋅ SR26165099 MLS ⋅ Active Status

Privately nestled in one of Woodland Hills’ most coveted South of the Boulevard neighborhoods, this stunning contemporary entertainer’s retreat offers the perfect blend of luxury, total privacy, and breathtaking panoramic hillside and mountain views. Set on an elevated 9,038-square-foot lot, the beautifully reimagined residence features approximately 2,150 square feet of sophisticated living space with four bedrooms and three bathrooms, thoughtfully designed to embrace an effortless indoor-outdoor lifestyle. Flooded with natural light, the open floor plan showcases soaring ceilings, expansive French doors, hardwood-style flooring, and multiple patios, balconies, and view terraces that capture unforgettable daily sunrises and spectacular sunsets. The recently remodeled interior reflects exceptional quality throughout, with the seller investing extensively in new flooring, fresh interior and exterior paint, lavish professional landscaping, designer lighting, updated fixtures, and high-end finishes at every turn. The gourmet kitchen is appointed with granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar that flows seamlessly into the dining and family rooms, creating the ideal setting for entertaining. The luxurious primary suite serves as a peaceful sanctuary with its own private view balcony and a beautifully updated spa-inspired bathroom featuring a large walk-in shower and dual vanities, while three additional bedrooms provide flexibility for family, guests, or a home office. Outside, multiple private entertaining spaces invite year-round enjoyment, from intimate dinners under the stars to weekend gatherings surrounded by lush landscaping and sweeping vistas. Ideally located just minutes from The Village, Westfield Topanga, Warner Center, premier hiking trails, fine dining, and shopping, this exceptional residence delivers the ultimate Southern California lifestyle in one of Woodland Hills’ most desirable locations.

4392 Pampas Road, Woodland Hills

$2,222,222

6 Beds ⋅ 5 Baths ⋅ PW26147600 MLS ⋅ Active Status

Welcome to This Stunning Pride-of-Ownership Property! Beautifully updated and move-in ready, this exceptional property offers approximately 2,600 square feet of living space, plus a permitted 1,050-square-foot ADU on a 12,399-square-foot lot. A rare "two homes for the price of one" opportunity, the ADU at 5045 Orrville Ave is currently rented for approximately $3,200 per month and is ideal for rental income, a home office, or extended family. The single-story home features 4 bedrooms and 3 bathrooms with an open, light-filled floor plan. Enjoy a living room with a fireplace, family room, and a gourmet kitchen with skylights, custom maple cabinetry, two quartz islands, Viking and Sub-Zero appliances, and an 8-burner professional range. The spacious primary suite offers backyard access, a large closet, and a spa-style bathroom with a temperature-controlled shower, dual vanities, and quartz countertops. Recent upgrades include fresh interior and exterior paint, dual-pane windows, a new electrical panel, LED lighting, owned solar, remodeled bathrooms, an EV charger, indoor laundry, attic storage, abundant closets, and an outdoor patio with a built-in kitchen. The private-entry ADU includes 2 bedrooms, 2 bathrooms, a bright living room, gourmet kitchen, downstairs laundry, and spacious upstairs bedrooms. The private backyard features a jacuzzi, sauna, landscaped gardens, artificial turf, flowering plants, and drip irrigation. Prime Woodland Hills location, minutes from The Commons at Calabasas, The Village at Westfield Topanga, Ventura Boulevard, award-winning El Camino Real and Hale Charter schools, the 101 Freeway, Malibu beaches, and the future Rams Village at Warner Center. Luxury, flexibility, privacy, and income potential—all in one exceptional property. Some photos have been virtually staged.

5047 Orrville Avenue, Woodland Hills

$669,000

2 Beds ⋅ 3 Baths ⋅ SR26165924 MLS ⋅ Active Status

Feast your eyes on this stunning Dove Creek end unit townhome where attention to detail and style are reflected in every room! As you enter the welcoming front door and step into the elegant living room, you are immediately drawn in by the pristine wood flooring, plantation shutters, inviting fireplace and light bright open floor plan. As you continue on your tour into the elegant dining area and family room, you will see the amazing designer light fixtures and beautiful wood flooring. The family room then flows seamlessly into the kitchen with its white shaker cabinetry, quartz countertops, GE stainless steel appliances, double sink, pantry, recessed and pendant lighting, and eat-in breakfast bar. Remember to check out the updated powder room before you ascend the stairs to the large primary bedroom, with a walk-in closet and lovely upgraded primary en-suite bathroom with white cabinetry, a shower over tub, and tile flooring. Take a moment to see the beautiful second bedroom with en-suite bathroom featuring a large remodeled corner shower and tile flooring. A spacious patio perfect for entertaining, as well as a direct access 2 car garage with a laundry area! The roof and electrical panel were recently replaced too! Located in the fabulous resort like community of Dove Creek featuring a pool and spas, tennis courts, and green belts! Close to The Village and Westfield Topanga too!

6145 Shoup Avenue Unit 58, Woodland Hills

$1,695,000

3 Beds ⋅ 3 Baths ⋅ TR26165946 MLS ⋅ Active Status

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

20224 Chapter, Woodland Hills

$559,000

1 Beds ⋅ 2 Baths ⋅ SR26165588 MLS ⋅ Active Status

1st WEEKEND ON THE MARKET!!! Stunning remodeled townhome in the highly sought-after Dove Creek community! This rare end-unit offers exceptional privacy & large loft that owners have converted to a SECOND BEDROOM! One of the best location in the complex w/ true resort-style living experience! Step inside to an amazing split-level open floor plan highlighted by soaring wood-beamed ceilings, abundant natural light, and a spacious living room with a cozy fireplace! A versatile loft-like area overlooks the main living space...perfect for a home office, family room, or guest space! Beautifully remodeled kitchen features quartz countertops, newer appliances, and a sleek, modern design ideal for both everyday living and entertaining! Gorgeous primary suite serves as a private sanctuary, complete with a renovated bath and a large walk-in closet! Sliding doors off the living room open to an expansive private patio—perfect for outdoor dining, BBQs, and gatherings! Additional highlights include private in-unit laundry, 2-car garage with direct access, EV outlet, and hardwood flooring! Ideally situated in one of the best locations within the complex, residents enjoy lush, park-like grounds and resort-style amenities including a pool, spas, and tennis courts! Conveniently located near The Village, Westfield Mall, markets, dining, and endless entertainment options.

6225 Shoup Avenue Unit 97, Woodland Hills

$1,989,000

4 Beds ⋅ 3 Baths ⋅ SR26165162 MLS ⋅ Active Status

Set within one of Woodland Hills' most sought-after neighborhoods, this extensively redesigned and reimagined residence offers nearly 3,000 square feet of refined living space with 4 bedrooms and 2.5 bathrooms. Thoughtfully updated to embrace today's modern lifestyle while honoring its mid-century modern origins, the home masterfully blends timeless architectural character with sophisticated contemporary design. A warm and inviting palette of neutral tones is complemented by wide-plank oak flooring, custom cabinetry, designer lighting, curated stone finishes, and premium materials throughout. Original architectural elements, including distinctive exterior stone accents, pay homage to the home's mid-century heritage while seamlessly integrating with its elevated modern aesthetic. Multiple living and entertaining spaces are anchored by two fireplaces, creating a sense of warmth and understated elegance. The stunning chef's kitchen serves as the heart of the home, appointed with professional-grade Viking appliances, custom cabinetry, and thoughtfully selected finishes that balance beauty and functionality. Expansive windows and glass doors fill the interiors with natural light, enhancing the home's seamless connection to its outdoor surroundings. The spacious primary suite is a true retreat, featuring a spa-inspired bathroom and an enormous walk-in closet that rivals those found in luxury estates. Three additional bedrooms provide flexibility for family, guests, or a dedicated home office. Step outside to a private backyard oasis where a newly remodeled sparkling pool and spa create the ultimate setting for relaxation and entertaining. Generous outdoor living spaces and mature landscaping complete the resort-like atmosphere, offering the perfect backdrop for Southern California indoor-outdoor living. A rare opportunity to own a thoughtfully curated Woodland Hills residence where iconic mid-century character meets modern luxury, delivering style, comfort, and timeless appeal.

6035 Rod, Woodland Hills

$1,399,999

3 Beds ⋅ 2 Baths ⋅ SR26163884 MLS ⋅ Active Status

Discover timeless elegance at 4737 Don Pio Dr, Woodland Hills. Nestled in one of the area’s most prestigious neighborhoods, this exceptional residence offers the perfect blend of sophistication, comfort, and California living. From its spacious, light-filled interiors to its inviting outdoor spaces, every detail is designed to make you feel at home. Whether you’re entertaining guests or enjoying peaceful evenings with family, this property delivers an unmatched lifestyle. Conveniently located near award-winning schools, upscale shopping, fine dining, and scenic hiking trails, this is more than just a home—it’s a place where lasting memories are made. Don’t miss this rare opportunity to own a true Woodland Hills gem.

4737 Don Pio, Woodland Hills

$1,849,000

5 Beds ⋅ 3 Baths ⋅ 26863251 MLS ⋅ Active Status

Set on an expansive 14,000+ square foot corner lot in one of Woodland Hills' most coveted neighborhoods, walnut acres adjacent, this exquisitely reimagined 5-bedroom, 3-bathroom estate embodies sophisticated California living. Showcasing a comprehensive top-to-bottom renovation and a spacious 3-car garage, this exceptional residence seamlessly blends timeless elegance with contemporary luxury. From the moment you arrive, the home's commanding presence, enhanced curb appeal, and meticulously refreshed exterior create a lasting first impression. Inside, a bright and thoughtfully designed floor plan unfolds with beautiful new wood flooring, fresh designer paint, new dual-pane windows, and an elevated selection of high-end finishes throughout. The centerpiece of the home is a stunning chef's kitchen designed to impress, featuring custom cabinetry, exquisite quartz countertops, and a brand-new Thermador Refrigerator along with newer stainless steel appliances. Perfectly positioned for both everyday living and entertaining, the kitchen flows effortlessly into the formal dining area and inviting living spaces, creating an ideal setting for intimate gatherings and large-scale entertaining alike. Retreat to generously sized bedrooms that offer exceptional comfort and versatility, while the spa-inspired bathrooms have been masterfully redesigned with designer tilework, custom vanities, premium fixtures, and refined finishes that evoke the ambiance of a luxury resort. Every element of this home has been carefully curated to deliver a truly turnkey lifestyle with uncompromising quality and attention to detail. The sprawling grounds offer endless possibilities for outdoor living, entertaining, recreation, or the creation of a future resort-style backyard oasis. The premier corner-lot location provides enhanced privacy, abundant space, and a distinguished sense of arrival rarely found in today's market.Ideally situated in the heart of Woodland Hills, residents enjoy close proximity to The Village at Westfield Topanga, world-class shopping, acclaimed dining, Warner Center, and the transformative multi-billion-dollar Rams Village development. Surrounded by premier entertainment, business, and lifestyle destinations, this remarkable property places you at the center of one of Los Angeles' most exciting and rapidly evolving communities. A rare offering that combines an extensive designer renovation, expansive grounds, and an exceptional location delivering a lifestyle of luxury, convenience, and enduring value.

22935 Sylvan Street, Woodland Hills

$776,000

3 Beds ⋅ 3 Baths ⋅ SR26159951 MLS ⋅ Active Under Contract Status

24440 Victory Blvd. #15 - Woodland Hills Townhome – Desirable Floor Plan With Beautifully Reimagined Custom Open Kitchen Move right into this townhome located in one of Woodland Hills' most desirable gated communities, just minutes from Warner Center, The Village, Westfield Topanga, Calabasas, Ventura Boulevard dining, and premier shopping. Unlike many homes in the community, 24440 Victory Blvd #15 features a completely remodeled open-concept kitchen with a large center island, expanded cabinetry, abundant storage, granite countertops, custom finishes, and stainless steel appliances. The kitchen flows seamlessly into the family room, creating the perfect space for entertaining and everyday living. Natural light fills the spacious interior, highlighted by recessed lighting, designer finishes, wood shutters, upgraded flooring, and multiple fireplaces that create a warm and inviting atmosphere. The oversized primary suite offers a peaceful retreat with generous closet space and an updated ensuite bath, while the additional bedrooms provide flexibility for guests, or growing families. There is also a bonus room next to the garage great for a home office, playroom or whatever your needs might be. One of the standout features is the attached oversized 2-car garage, complete with extensive built-in cabinetry and additional storage rarely found in comparable homes. Enjoy private outdoor living on your patio while taking advantage of the community's resort-style amenities, beautifully maintained grounds, pool, spa, and tennis court. Located near Topanga Village, Warner Center, Costco, Whole Foods, Trader Joe's, The Commons at Calabasas, Pierce College, hiking trails, and easy access to the 101 Freeway, this home offers the ideal combination of luxury, convenience, and lifestyle. If you're looking for a a beautiful townhouse with an open kitchen, designer upgrades, and exceptional storage, this home is truly one of the finest available.

24440 Victory Unit 15, Woodland Hills

$1,695,000

4 Beds ⋅ 4 Baths ⋅ 26857015 MLS ⋅ Active Status

Do not disturb occupant. Behind a fenced and gated front yard, a magnificent 100+ year-old California Pepper tree provides shade, character, and a remarkable sense of privacy for this beautifully maintained two-story traditional home, built in 1991. Inside, a center hall entry introduces an inviting floor plan featuring a spacious living room, formal dining room, and an expansive step-down family room that opens seamlessly to the kitchen. Large windows and the home's sunny western exposure fills the interiors with natural light while overlooking the lush backyard. The level rear yard is a private, park-like setting with an expansive lawn offering abundant space for entertaining, outdoor dining, children's play, pets, or the addition of a future swimming pool. The home offers four bedrooms and three-and-one-half bathrooms, including one bedroom on the main level with its own private exterior entrance, providing exceptional flexibility as a guest suite, home office, or space for extended family. Upstairs, the generous primary suite features a sitting area, walk-in closets, balcony access, and a spacious spa-inspired bathroom with a soaking tub and dual vanities. Two additional upstairs bedrooms complete the second floor. Thoughtfully updated throughout, the home features gleaming wood floors, elegant moldings, custom finishes, an impressive living room with an arched picture window and custom fireplace, and a chef's kitchen appointed with a recently reconditioned 48" Sub Zero refrigerator, center island, bar and breakfast area. The dramatic family room offers soaring ceilings, custom built-ins, and French doors opening to the private backyard, creating an effortless indoor-outdoor lifestyle. Additional amenities include a main-level powder room, indoor laundry room, and an attached two-car garage with direct access. Located south of Ventura Boulevard within the sought-after Woodland Hills Charter Elementary attendance area, this exceptionally well-maintained home combines timeless traditional architecture with tasteful modern updates in one of Woodland Hills' most desirable residential neighborhoods.

4555 Don Pio Drive, Los Angeles

$1,149,000

3 Beds ⋅ 2 Baths ⋅ 226003453 MLS ⋅ Active Status

Located in a highly sought-after south-of-the-Boulevard neighborhood, this charming Woodland Hills pool home offers sweeping city views and a warm, inviting atmosphere throughout. Featuring 3 bedrooms and 2 bathrooms, the home blends timeless character with comfortable everyday living. The spacious living room is highlighted by a classic brick fireplace and a massive picture window that beautifully frames the expansive city-light views beyond. The adjoining dining area includes a built-in bar and flows seamlessly into the main living spaces. The kitchen features marble countertops, classic subway tile backsplash, double ovens, and ample storage. Just off the kitchen, the charming breakfast nook overlooks the sparkling pool and backyard. The primary en-suite features a classic brick accent wall and French doors that open to the back patio, creating a seamless indoor-outdoor connection. The outdoor spaces offer a peaceful setting to relax and enjoy Southern California living year-round, complete with a large covered brick patio, above-ground spa, and views overlooking the pool. Conveniently located near popular shopping, restaurants, and highly regarded schools, this special Woodland Hills property combines timeless charm, scenic canyon living, and everyday convenience in one exceptional setting.

22438 Venido Road, 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.