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Woodland Hills

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Most Recent Homes For Sale

STUNNING LUXURY MANSION SOUTH OF VENTURA (24 HOUR ARMED GUARD GATED COMMUNITY), WESTCHESTER COUNTY home to just 160 residences, this showcase estate redefines modern luxury. Set on nearly one acre and completely reimagined down to the studs in 2023 with over $2 million in recent upgrades, this 10,000+ sq. ft. masterpiece offers an unmatched level of privacy, sophistication, and cutting-edge design. Step inside to soaring cathedral ceilings, Custom Designer Chandeliers, dramatic floor-to-ceiling marble fireplaces, and seamless indoor-outdoor living with automatic pocket doors and Lutron smart home automation controlling lights, shades, TV’s and premium sound (interior/Exterior) throughout. The residence boasts a state-of-the-art security system with interior/exterior cameras, a Control4 system, and a fully soundproof oversized home theater with, Premium Sound Package, massive Upgraded Projector Screen, and a walkout enclosed patio. The chef’s dream kitchen showcases Two 12-foot waterfall islands, a walk-in pantry, 2 Dishwashers, full-size refrigerator & freezer, high-end appliances, and a custom wine display. Upstairs, you’ll find 5 en-suite bedrooms, each with custom cabinetry and walk-in closets. The primary suite impresses with Custom Fireplace, Sitting Area, 2 oversize walk-in Closets 1 that has its own ELEVATOR an Oversize Spa like bathroom with Huge Rainfall Shower, Separate Tub, Vanity Area, and Walk-out balcony overlooking park like grounds. The amenities continue with two laundry rooms, a three-car garage with metallic epoxy floors, and a massive lOFT space ideal for a gym, office, or playroom. Outdoor living rivals a resort with designer Lighting, landscaping, multiple entertaining patios, outdoor grill, cabana, custom glass pool fence, GLASS SPA, putting green, and full-size NCAA basketball court /Tennis Court. Outdoor Shower, A detached guest house provides additional flexibility. A Main Level En-Suite Bedroom perfect for guests. The Ideal Floorplan. This estate offers the perfect blend of modern technology, refined elegance, and resort-style luxury in one of the most coveted gated communities south of Ventura WESTCHESTER ESTATES A TRULY REMARKABLE NEIGHBORHOOD. Like no other, Patrolling armed Guard, Street Surveillance. A true forever dream home and one of the Safest Neighborhoods in LA for the most discerning buyer. UPGRADES SHEET AVAILABLE UPON REQUEST Minutes to the 101, Target, Costco, Topanga Village, Fine Dining, Shops and Restaurants. $12,750,000 Active

20620 Chatsboro Drive Woodland Hills, California

7 Beds 10 Baths 10,550 SqFt 0.792 Acres

Listed by: Samantha Mitchell, DRE #02119288 from Keller Williams Realty Calabasas

Welcome to this architectural digest featured home in the West Valley. This luxurious 5-bedroom, 7-bathroom estate spans 6,830 square feet, blending modern rustic sophistication with natural tranquility. Designed by renowned designer Jake Arnold, the home features a transitional minimalist Mediterranean style that harmonizes classic elegance with contemporary amenities. Nestled at the end of a private cul-de-sac, this double-gated estate offers unparalleled privacy and is surrounded by breathtaking mountain views. Adding to its appeal, the property is nestled in a hollow, which protects it from Santa Ana winds and also provides peace of mind with an LAFD helipad conveniently located on the hilltop for quick access in emergencies. As you step inside, you're greeted by high ceilings, a striking plaster spiral staircase, and open spaces filled with natural light. The gourmet kitchen boasts state-of-the-art appliances, unique stunning marbles, custom cabinetry, and a large island for culinary creations, seamlessly connecting to an elegant dining area for both intimate dinners and larger gatherings. The main level features natural wood flooring and neutral-toned walls, creating a cohesive flow throughout the living spaces. Each room is thoughtfully designed for luxury and functionality, ideal for entertaining or relaxing with family. The home features cleverly concealed shelves, closets, and TVs that seamlessly blend into the serene and cohesive design. The primary suite is a serene sanctuary, where floor-to-ceiling glass doors open to a private deck boasting breathtaking, unobstructed views of untouched landscapes, with not a single home in sight. Inside, a cozy seating area invites relaxation, while the spa-like en-suite bathroom draws inspiration from the timeless elegance of Santa Maria Monastero on Italy's Amalfi Coast. This luxurious retreat features a Belgian soaking tub, a spacious walk-in plaster shower, and dual vanities, blending sophistication with tranquility. Outdoors, the property impresses with amazing flat grounds and exceptional water-wise landscaping. The gorgeous pool and spa are surrounded by lush greenery and seemingly endless olive trees for an Italian villa feel, with multiple entertaining areas, including a deck and gardens for al fresco dining. Located just 100 yards from Topanga trails and only a mile from an emergency room and a 24-hour veterinary clinic, this estate combines luxury with convenience. Additionally, the property includes a continuous lot that offers endless potential--it can be developed into a guest house, studio, or additional living space, providing even more possibilities for this stunning estate. This peaceful oasis offers stunning views of the surrounding landscape, making it the perfect retreat. $9,995,000 Active

20580 Natoma Estates Drive Woodland Hills, California

5 Beds 7 Baths 6,830 SqFt 4.054 Acres

Listed by: Adam Rosenfeld, DRE #01918229 from Resident Group

Welcome to this rare architectural masterpiece, perfectly situated in the coveted Walnut Acres neighborhood. From the moment you arrive, the sleek design and pristine landscaping make an unforgettable first impression. Every detail of this fully automated smart home showcases modern innovation and refined luxury.



Step inside to discover an interior as breathtaking as the exterior. Plaster walls, designer finishes, and Taj Mahal stone accents blend sophistication with functionality. The home features fully automatic pocket doors that open at the touch of a button, seamlessly connecting indoor and outdoor spaces, along with automated shades throughout for effortless control of light and privacy.



The open-concept layout flows into a gourmet kitchen that’s a dream for culinary enthusiasts and entertainers. Taj Mahal stone countertops and state-of-the-art appliances set the stage, complemented by a secondary “dirty kitchen” for additional prep space. A custom Taj Mahal dining table serves as an elegant centerpiece for memorable gatherings.



The private master suite is a true oasis, offering a spa-inspired bathroom with an indoor jacuzzi and electronic shower. A mini kitchen adds exceptional convenience and privacy.



Additional features include a thoughtfully designed home office and a dedicated playroom, easily adaptable as a recreational space. These versatile rooms enhance the home's functionality and ensure every need is met.



Entertainment reaches new heights with a private movie theater and a stunning outdoor environment. The cabana—with a full outdoor kitchen and BBQ—is ideal for hosting or relaxing. Car enthusiasts will appreciate the 13.6-ft RV garage with hookups, the attached two-car garage, and an additional two-car garage in the backyard. An electric automatic pocket door offers seamless access to the outdoor spaces.



The property also includes a separate ADU, providing flexible living for guests, extended family, or rental opportunities.

Every aspect of this home has been designed to create a sanctuary that is as functional as it is beautiful. Experience unparalleled modern luxury in the heart of Walnut Acres—this home truly has it all. Sqft includes garages. $6,995,000 Active

22924 Erwin Street Woodland Hills, California

11 Beds 11 Baths 11,118 SqFt 0.821 Acres

Listed by: Daniel Eliyahou, DRE #02019977 from Rodeo Realty

Welcome to 20608 Chatsboro Drive, a timeless estate in the heart of Woodland Hills that blends modern luxury with classic elegance. Set behind gates on a sprawling lot, this grand residence makes a bold statement with its circular motor court, stately columns, and manicured landscaping. Inside, a soaring two-story entryway sets the tone for the home's impressive scale and sophisticated finishes. Wide-plank wood and tile floors flow through expansive living spaces, including a formal living room with arched windows and a striking marble fireplace, and a coffered-ceiling family room with seamless indoor-outdoor flow. The chef's kitchen is a masterpiece, featuring waterfall stone countertops, custom cabinetry, and top-of-the-line appliances. The opulent primary suite offers a tranquil retreat with dual fireplaces, bay windows, and a boutique-style closet. Spa-inspired bathrooms throughout the home feature designer finishes, floating vanities, and backlit mirrors.Outdoors, resort-style amenities await, a sparkling pool and spa, fully equipped outdoor kitchen, stone fireplace, and a lighted full-size basketball court. A detached flex space provides the perfect studio, gym, or guest retreat. This estate is the ultimate blend of comfort, privacy, and entertaining power in one of the Valley's most coveted neighborhoods. $6,995,000 Active

20608 Chatsboro Drive Woodland Hills, California

6 Beds 8 Baths 8,293 SqFt 0.689 Acres

Listed by: Joshua Altman, DRE #01764587 from Douglas Elliman of California, Inc.

Set on a rare, approx. 36,000 sq. ft. double lot in the exclusively guard-gated community of Westchester County Estates, this property offers Multi-generational living. The main residence is 6,136 sq. ft. (per assessor records) with a 4 car garage. There is an approx. 1,700 sq. ft. studio & workshop with bathroom PLUS an approx. 800 sq. ft. pool house with bath, both of which can be used as a guest house or an ADU providing for Multi-Family living. But wait, there is more! An expansive driveway accessed at Wells Drive leads to an additional approx. 1,100 sq. ft  2-story garage with a loft, a Car Collectors dream with potential to store 8+ cars (with lifts added.) On the market for the first time, this 5-bedroom, 7-bath traditional home is filled with architectural character and timeless craftsmanship. A double-door entry opens to a soaring two-story foyer with oak parquet floors. The elegant living room features a marble fireplace and bay window, while the formal dining room impresses with French doors to a patio, crown moulding, and a butler’s pantry. The chef’s kitchen includes a butcher block island with sink, extensive cabinetry, and a breakfast area beneath wood-beamed ceilings. The spacious family room is highlighted by a massive brick fireplace and granite wet bar. The richly appointed office is finished with oak-paneled walls, built-in shelves, and a stone fireplace. The luxurious primary suite offers a fireplace, sitting area, gym, sauna, oversized walk-in closet, and a private balcony with direct access to the grounds. With a thoughtful floor plan, generous room sizes, and oak floors throughout much of the home, comfort meets elegance at every turn. The outdoor spaces are truly extraordinary. A free-form pool and spa are surrounded by expansive lawns, brick patios and fruit trees—an entertainer’s paradise unlike any other. The pool house has cathedral wood ceilings, a bathroom, a custom bar, a stone fireplace and covered patio with a built-in BBQ! The octagon shaped studio is light and bright with skylights and sliding glass doors that let natural light flow! This home has it all! $5,290,000 Active

4751 Westchester Drive Woodland Hills, California

5 Beds 7 Baths 6,136 SqFt 0.821 Acres

Listed by: Katherine Stark, DRE #00947256 from Coldwell Banker Realty

Tucked behind private gates on nearly half an acre in the heart of prime Woodland hills, this newer-construction estate features a 5-bed, 6-bath main residence and 1-bed, 1-bath ADU. Designed for modern living, the bright and airy open-concept floor plan is accentuated by lofty ceilings and wide-plank European floors that carry throughout the home. A culinary enthusiast's dream, the designer kitchen comes equipped with premium Thermador appliances, double islands and a large walk-in pantry. The formal dining room effortlessly connects the kitchen with the spacious family room, creating a seamless flow for entertaining and everyday living, while a floor-to-ceiling sliding glass door opens to extend your living space outside. Completing the main level is an inviting formal living room, state-of-the-art home theater and ensuite bedroom. Head upstairs to find four generously sized ensuite bedrooms and a dedicated laundry room. The luxurious primary suite boasts two private balconies, a custom walk-in closet and spa-inspired bathroom, complete with an oversized steam shower, soaking tub, dual water closets, dual vanities and a separate makeup vanity. Reminiscent of a five-star resort, the expansive backyard retreat is surrounded by mature privacy hedges and features a sparkling infinity-edge pool with a massive spa, a sports court, outdoor kitchen with bar seating and an in-ground fire pit. Perfect for extended family, guests or as additional living space, the versatile ADU has its own address, a living room with a full kitchen, bedroom, bathroom and walk-in closet. Additional highlights include a Control4 smart home system that operates the built-in speakers, lights and thermostat, a security system, wine storage, two-car garage and circular driveway. Located south of the Boulevard, this exceptional property offers convenient access to shops, restaurants, the 101 freeway and so much more. $5,199,000 Active

20511 Wells Drive Woodland Hills, California

6 Beds 7 Baths 6,090 SqFt 0.424 Acres

Listed by: Dennis Chernov, DRE #01850113 from Equity Union

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