Woodland Hills (WHLL) Homes with Two Levels Stories

Woodland Hills (WHLL) Homes with Two Levels Stories

Welcome to Woodland Hills, a gem nestled in the heart of Los Angeles County, California. Known for its lush landscapes and vibrant community, Woodland Hills offers the perfect blend of suburban charm and urban convenience. With its picturesque tree-lined streets, this enchanting neighborhood is an ideal place for families, young professionals, and retirees alike.

One of the standout features of Woodland Hills is its diverse array of homes, particularly those with two-level stories. These multi-story residences not only provide ample living space but also offer stunning views of the surrounding hills and valleys. Imagine waking up to breathtaking sunrises and enjoying peaceful evenings on your private balcony. The two-level homes here are designed for both comfort and functionality, featuring spacious layouts that cater to modern lifestyles.

In addition to their beautiful architecture, these homes often come equipped with modern amenities, including gourmet kitchens, expansive living areas, and luxurious master suites. The two-level designs allow for a natural flow between spaces, making them perfect for entertaining guests or enjoying a quiet family night in.

Living in Woodland Hills means enjoying easy access to a plethora of outdoor activities, from hiking trails in the nearby Santa Monica Mountains to shopping and dining at the vibrant Westfield Topanga. The community is also home to excellent schools and parks, making it a wonderful place to raise a family.

Come discover the charm of Woodland Hills, where your dream home awaits amidst a backdrop of natural beauty and community spirit!

Newest Woodland Hills (WHLL) Homes with Two Levels Stories

24225 Hatteras, Woodland Hills
$2,249,000
5 Beds ⋅ 6 Baths ⋅ SR26238603 MLS ⋅ Active Status
Stunning sweeping serene VIEWS from multiple areas of the property both indoor and outdoor. Property sits high in the hills for ultimate privacy. Perfect layout for MULTI-GENERATIONAL home with 5 beds + 5.5 baths. 4 of the bedrooms have their own private en-suite bathrooms; additional full bath great for poolside guests and a powder room for indoor entertaining with ease. ENTERTAINER'S DREAM with a separate entrance for catering and deliveries on a large 12k+ sq ft (1/3 acre) lot. 3 of the bedrooms on the ground level entry with one of the bedrooms on a separate side of the house with it's own exterior entrance that can easily be converted to a separate Jr ADU for extra income. Home features: hardwood floors, smooth ceilings w/ recessed lighting; built in appliances (too many to name...come take a peak) including SubZero refrigerator, panoramic views with wall to wall sliding doors spanning the back wall of the home, 2 pantries (1 walk-in), separate laundry room, fireplace in living room, cathedral ceilings, library landing with lots of natural light for reading, direct access 2-car garage with separate driveway space for boat/ATV parking. Primary suite features palatial en-suite bath with separate jacuzzi tub and bidet, a walk-in closet with built-in storage and a separate cedar-lined closet, separate office suite and private balcony for more extraordinary views. Custom 4-seat wet bar (Mad Men style) adjoined to the great room with views of backyard/living/dining/fireplace/kitchen. Formal dining room currently used as a billiard room. Outdoor entertainment heaven featuring a covered media patio with surround sound and television, heated pool, jacuzzi, extended deck, built-in BBQ grill, extra outdoor storage under the deck, tri-level backyard with dual zone sound controls. Low residential traffic as street loops back around to a main street. Hidden Hills adjacent, near Bristol Farms/Pavillions/Calabasas Commons.

24225 Hatteras, Woodland Hills
5950 Winnetka Avenue, Woodland Hills
$2,150,000
5 Beds ⋅ 4 Baths ⋅ 26108112 MLS ⋅ Active Status
A long private driveway winds above the surrounding homes to a gated hilltop estate on approximately three quarters of an acre, embraced by mature trees dating to the 1950s. Blending a distinctive natural setting with a comprehensive two year remodel, the residence now includes a new roof, dual HVAC systems, new electrical, flooring, lighting and windows, along with a fully reimagined kitchen designed for serious cooking. An integrated home control system provides remote and voice control of lighting and climate, plus water leak monitoring.Inside are five bedrooms and four bathrooms. The primary suite is on the second floor, and a second ensuite bedroom on the first floor gives guests or extended family privacy of their own. The attached garage and courtyard present an opportunity for an ADU, with a conceptual design for a one bedroom residence featuring its own kitchen, living room, bath and laundry. The backyard features a pool set among established landscaping. As evening settles behind the gates, the grounds turn restful and still, with all of Los Angeles within easy reach.

5950 Winnetka Avenue, Woodland Hills
6030 Nevada Avenue Unit 7, Woodland Hills
$380,000
2 Beds ⋅ 1 Baths ⋅ 26107800 MLS ⋅ Active Status
HOA dues include PROPERTY TAX, earthquake/fire insurance, water, trash, exterior maintenance, some interior. Warner Center area, this upper level 2-bedroom end-unit with private balcony is a must-see property for the price! Located in a gated park-like setting, 8.5-acre tree lined w/in walking distance to The Village, Westfield Topanga, & Concerts in the Park. Newer paint and carpet, w/ dual paned windows. Sunny kitchen w/ freshly painted cabinetry, appliances, include dishwasher, refrigerator & microwave/oven range. Bathroom w/ tub and shower combo. Common areas include laundry room, basketball/sport court, putting green, 2 adult pools, 1 kiddie pool, community recreation room & kids play area. maintenance/repairs and landscaping. Assigned covered parking w/ additional storage lockers above each space. This is the best deal in Warner Center and move-in ready. Why rent when you can own for the same price, or less?

6030 Nevada Avenue Unit 7, Woodland Hills
20967 Bandera Street, Woodland Hills
$1,850,000
3 Beds ⋅ 4 Baths ⋅ SR26241377 MLS ⋅ Active Status
Perched above the Woodland Hills Country Club in the coveted South of the Boulevard neighborhood, this extensively reimagined modern residence offers 2,856 square feet of thoughtfully designed living space, complemented by breathtaking panoramic views of the golf course, San Gabriel Mountains, rolling hills, and San Fernando Valley city lights. A light-filled, open-concept interior seamlessly blends contemporary design with carefully curated upgrades throughout. The chef-inspired kitchen features quartz countertops, an oversized center island, stainless steel appliances, a custom backsplash, and refined modern finishes. The inviting living room, anchored by a gas fireplace, opens through expansive bifold doors to a spacious covered patio, creating an effortless connection between indoor and outdoor living while capturing the surrounding views. Two generously sized primary suites feature vaulted ceilings, while the main suite serves as a private retreat with its own balcony, walk-in closet, and spa-inspired bathroom featuring a soaking tub overlooking the scenery and a separate curbless shower. Downstairs, a spacious bonus room with French doors and a Juliet balcony offers exceptional flexibility as a family room, home office, or private retreat. The outdoor setting is equally inviting, offering a private resort-inspired escape with a pool and spa, putting green, and thoughtfully designed spaces for alfresco dining, relaxation, and entertaining. A dramatic picture window overlooking the pool and spa further enhances the home's seamless indoor-outdoor connection. Ideally situated near Woodland Hills Country Club, Serrania Park, Ventura Boulevard's premier dining and shopping, Whole Foods, Trader Joe's, and scenic hiking trails, this exceptional residence delivers a distinctive blend of modern luxury, privacy, and the quintessential California lifestyle.

20967 Bandera Street, Woodland Hills
24208 Hatteras, Woodland Hills
$2,099,000
4 Beds ⋅ 3 Baths ⋅ SR26242242 MLS ⋅ Active Status
This is the one you have been waiting for! Remodeled luxury residence situated west of Valley Circle in one of Woodland Hills most sought-after neighborhoods. Surrounded by wide, beautifully maintained streets and impressive homes, this turnkey property has been thoughtfully transformed using high-end materials and elegant contemporary finishes throughout. The home offers a spacious, sophisticated setting designed for both comfortable everyday living and effortless entertaining. Step outside to an exceptional private backyard featuring a sparkling pool, expansive outdoor space, and the perfect atmosphere for relaxing or hosting family and friends. Conveniently located near El Camino Real Charter High School, The Commons at Calabasas, The Village at Westfield Topanga, premier restaurants, shopping, and entertainment. A rare opportunity to enjoy modern luxury, privacy, and an outstanding location in the heart of Woodland Hills.

24208 Hatteras, Woodland Hills
22809 Del Valle, Woodland Hills
$435,000
2 Beds ⋅ 3 Baths ⋅ SR26240197 MLS ⋅ Active Status
BEAUTIFUL 2-BEDROOM, 2.5-BATHROOM CONDOMINIUM FOR SALE IN PRIME WOODLAND HILLS LOCATION! Welcome to 22809 Del Valle Street, Unit 10, a beautifully appointed two-story condominium situated within an intimate, 10-unit community in the heart of Woodland Hills. Offering an ideal combination of privacy, comfort, and convenience, this residence is located just minutes from Calabasas, Ventura Boulevard, shopping, dining, entertainment, and convenient access to the 101 freeway. The thoughtfully designed floor plan features two spacious primary suites, each with its own private bathroom, providing exceptional comfort and privacy. One of the primary bathrooms has been tastefully remodeled with modern finishes, creating an inviting retreat. A conveniently located guest powder room completes the main level. The first floor offers welcoming living and dining areas, ideal for everyday living and entertaining, while the second-floor bedroom suites provide a desirable separation between living and private spaces. Residents can enjoy a shared second-story outdoor patio with views toward Ventura Boulevard, perfect for relaxing or enjoying the Southern California weather. The boutique community also features two grassy recreational areas, providing additional outdoor space rarely found in smaller condominium developments. The property includes designated parking within a gated, ground-level garage, along with convenient guest parking for visitors. ADDITIONAL BENEFITS INCLUDE HOA-COVERED WATER, SEWER, AND TRASH SERVICES, offering added convenience for homeowners. Ideally positioned near the Fallbrook Avenue exit of the 101 freeway, this property provides easy access to Calabasas, Warner Center, Westfield Topanga, The Village, and the many restaurants, shops, and entertainment destinations along Ventura Boulevard. Whether you're a first-time homebuyer, looking to downsize, or seeking an investment opportunity, this condominium presents an excellent opportunity to own in one of Woodland Hills' most convenient locations. DON'T MISS THIS OPPORTUNITY TO OWN A BEAUTIFUL TWO-STORY CONDOMINIUM IN A DESIRABLE WOODLAND HILLS COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY!

22809 Del Valle, Woodland Hills
24245 Hatteras, Woodland Hills
$2,595,000
5 Beds ⋅ 4 Baths ⋅ OC26240769 MLS ⋅ Active Status
Views , Views , Views … Located West of Valley Circle situated on an extremely Huge Lot with Full wrap around City & Mountain Views !! This Completely Reimagined iconic 2 Story mid-century Modern home, timeless architectural Design with modern volume, warmth, and functionality ! 5 bedroom, 4 bath boasting 3527 sqft residence honors the original spirit of the Woodland Hills west design while elevating it for contemporary living. The homes layout has been redesigned to introduce an Open floor plan living room / Great room Dining room , kitchen creating an expansive sense of scale and light rarely found in homes of this era. true indoor-outdoor living allowing the interior spaces to flow effortlessly into the landscape. Throughout the home, custom oak cabinetry has been meticulously designed and built in every space, offering warmth, cohesion, and exceptional storage without compromising clean architectural lines. The dining room flows seamlessly with the Living room and kitchen making it ideal for entertaining. The Massive kitchen is both sculptural and functional, featuring Forno appliances, natural Porcelain countertops, and a Custom 10ft Kitchen island that serves as the heart of the home. The residence offers true primary suite thoughtfully positioned with Full city and Mountain View’s , 4 bedrooms on the Second level with the 5th bedroom “ in-law suite” on the main level of the home to provide privacy and flexibility perfect for guests, in-laws, or work-from-home needs. Outside the property sits on 16,700 Lot size continues to impress with an impressive Modern Linear 40ft Lap pool and spa with 2 Baha”s great for kids or pool lounge seating and umbrellas. An outdoor Builtin BBQ Entertainment area, and multiple zones designed for relaxation and entertaining. A Full / Pickle ball, Basketball Sport court leading to a lower level of the backyard pebbled fire pit area with plenty of seating area the sets the tone for gatherings both intimate and lively along with a 3 hole putting green. Every system in the home has been updated as this is a fully reimagined residence, offering the confidence of new construction with the soul of a mid-century classic. A rare opportunity to own a true architectural masterpiece rooted in history, redefined for modern life, and perfectly suited for the Woodland Hills West lifestyle.

24245 Hatteras, Woodland Hills
4328 Tosca Road, Woodland Hills
$1,995,000
4 Beds ⋅ 4 Baths ⋅ 26106638 MLS ⋅ Active Status
Tucked into the hills south of Ventura Boulevard and framed by mature trees, this beautifully updated Santa Fe contemporary sits on a distinctive street-to-street lot just above the Woodland Hills Country Club. A sweeping semicircular driveway and sculpted facade set the tone for approximately 4,800 square feet of light-filled living space. Inside, soaring ceilings, oversized dual-pane windows, an elegant hardwood entry hall, and a limestone staircase leading to the second floor introduce an open main level designed for effortless everyday living and entertaining on a grand scale. The chef's kitchen is appointed with a Wolf range, Sub-Zero refrigerator, and quartz countertops, opening to a casual dining area. An inviting skylit breezeway atrium extends from the living room, bringing additional natural light and architectural interest to the home. The top-floor primary suite is a private sanctuary with a spa-inspired bath and walk-in closet, complemented by three additional bedrooms, one of which could serve as a home office, and three upper-level balconies offering views of the surrounding mountains, canyon, and treetops. Outdoors, a covered patio opens to a generous backyard with room for a pool, while the oversized, high-ceiling garage offers flexible space for parking, a workshop, or hobbies, complemented by convenient upper-level storage. A rooftop solar system adds to the home's energy-efficient features. Moments from Calabasas, the 101, local dining and shopping, nearby hiking trails, and the Malibu coastline, this is a rare opportunity to own a distinctive architectural retreat in one of Woodland Hills' most peaceful enclaves.

4328 Tosca Road, Woodland Hills
22451 Cass Avenue, Woodland Hills
$2,399,000
5 Beds ⋅ 4 Baths ⋅ SR26232636 MLS ⋅ Active Status
This gated private mini estate offers 4069 square feet of living space on 13,068 sqft lot. 5 spacious bedrooms and 4 baths. Two bedrooms on 1st floor. 3 bedrooms upstairs. Formal entrance leads to Formal living room with a large Balcony perfect for afternoon tea or coffee. Large size formal dining room with wet Bar and fireplace. Three fireplaces, one in living room, one in dining room and one in primary bedroom. Updated kitchen with newer appliances, center island with granite counter tops opening to a cozy breakfast nook. Good size laundry room off of kitchen. Large size primary suite with fireplace leading to a balcony with tree top views. Primary suite has a walk-in closet and updated bathroom. Recessed lighting and laminate floor throughout. The house is filled with natural light. Attached two car garage. Easy to show...

22451 Cass Avenue, Woodland Hills
23042 Calvert Street, Woodland Hills
$6,495,000
9 Beds ⋅ 10 Baths ⋅ SR26237569 MLS ⋅ Active Status
Absolutely remarkable Walnut Acres gated trophy estate located on a sprawling 36,000 SF lot with resort quality amenities plus a detached permitted ADU with its own gated entrance & separate swimming pool ideal for studio/office space, extended guests, or rental income. The expansive grounds are meticulously landscaped with lush foliage & towering mature perimeter hedging that provide ultimate privacy & seclusion. Two automatic security gates open to a sweeping paver stone circular driveway with potted fountains & 3-car garage. Double height entry glass doors open to a soaring two-story entry foyer that connects to an elegant dining room with oversized picture windows & separate formal living room with fireplace. A movie theater with tiered seating is the perfect place to unwind. True chef’s kitchen boasts double islands, Thermador appliances, plus both a butler’s and walk-in pantry. Kitchen opens to the spacious family room with wet bar, fireplace flanked by built-ins, & large pocket door that opens to the yard for seamless indoor/outdoor flow. First floor also has two bedroom suites on their own wings each with en-suite bathrooms & exterior access great for guests or offices. Take the elevator or two staircases to the second level where you’ll find the luxurious primary suite featuring fireplace, massive covered balcony deck that overlooks the backyard, two large walk-in closets, & two separate en-suite bathrooms. Three additional bedroom suites each have private bathrooms & balconies, plus a stellar bonus room/gym with balcony overlooks the grounds. There are two laundry rooms, control room, safe room, and whole home smart automation. Make unforgettable memories in the epic entertainer’s backyard boasting swimming pool & spa with wraparound lounging space, bohemian-styled covered patio with fireplace, covered BBQ center with bar seating, gas fire pit, soccer field sized lawn, and gorgeous mature landscaping. A long second driveway leads to the back of the property where another automatic gate opens to the permitted ADU featuring 3 beds, 2 baths, kitchen, dining & living rooms, and backyard with second swimming pool, spa, BBQ center, & fire pit. Adjacent to Westfield Mall/Village, Calabasas Commons, Warner Center with the new Rams Village in development, local parks/hiking trails, & zoned for award-winning El Camino & Hale charter schools. A truly unmatched legacy estate.

23042 Calvert Street, Woodland Hills
22702 Califa Street, Woodland Hills
$2,099,000
6 Beds ⋅ 5 Baths ⋅ SR26237249 MLS ⋅ Active Status
Walnut Acres remodeled estate with 466 SF guest house & incredible entertainer’s backyard situated 140 feet off the street behind an automatic security gate for ultimate privacy & seclusion. A long driveway flanked by mature hedging leads to expansive parking for large gatherings including 2-car attached garage & additional covered parking. Step inside to find an open floor plan flooded with natural light with upgraded flooring throughout. The spacious living room has stacked stone fireplace and wraparound picture windows. Gorgeous completely remodeled kitchen boasts large center island with second prep sink & quartz waterfall counters, stainless Thermador appliances including paneled refrigeration, double ovens & 5-burner cooktop, custom soft close cabinetry with incredible pantry space, & breakfast room with glass sliders that open to the backyard. Separate formal dining room features high vaulted ceiling & bar with display cabinetry, serving counter & fridge. A first floor bedroom is ideal for guests or office space with access to a full bathroom and a large side yard. Upstairs you will find four additional bedrooms, a versatile loft providing the perfect flex space for any need, and a convenient upstairs large laundry room with storage cabinetry. The massive approx. 1,000 SF primary suite has private covered balcony deck overlooking the yard, 2 large cedar-lined walk-in closets, separate sitting room currently used as gym, & luxurious en-suite bathroom with heated floors, fireplace, dual custom stone integrated sink vanities, makeup counter, spa tub, steam shower, & toilet room with bidet. Three upstairs secondary bedrooms each have high vaulted ceilings with custom closets & share two full bathrooms each with dual sinks, tubs, & showers. The expansive backyard is truly a private oasis featuring PebbleTec saltwater pool with baja ledge & waterfall spa, BBQ center, covered paver stone patio for outdoor dining, sprawling lawn for play, and mature landscaping with privacy hedging. The separate 466 SF guest house with its own address & parking features kitchen, living room, & full bathroom. System upgrades per seller: solar panels for terrific energy savings, newer HVAC & water heater, Milgard windows/slider, security cameras, & speaker system. Adjacent to Westfield Mall/Village, Calabasas Commons, Warner Center with the new Rams Village in development, local parks/hiking trails, & zoned for award-winning El Camino & Hale charter schools.

22702 Califa Street, Woodland Hills
20727 Dolorosa Street, Woodland Hills
$1,385,000
4 Beds ⋅ 4 Baths ⋅ 26105171 MLS ⋅ Active Status
20727 Dolorosa Street, a 4 bedroom, 3.5 bath home with high ceilings and a striking architectural staircase. 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
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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.

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