Winnetka (WIN) Homes with Gated Community Security Features

Welcome to Winnetka, California—a hidden gem nestled in the heart of Los Angeles County. Known for its charming suburban atmosphere and family-friendly environment, Winnetka offers an idyllic setting that perfectly balances the hustle and bustle of city life with the tranquility of a close-knit community.

Winnetka boasts a rich tapestry of cultural diversity, beautiful parks, and a myriad of recreational opportunities. Residents enjoy easy access to nearby attractions, including stunning hiking trails, shopping centers, and excellent dining options. The area's top-rated schools and community programs make it an ideal place for families to thrive.

One of the standout features of living in Winnetka is the availability of homes within gated communities. These exclusive neighborhoods offer an added layer of security and privacy, ensuring peace of mind for residents. With controlled access points and 24-hour surveillance, these gated communities are designed to provide a safe haven for families and individuals alike.

The homes in these secure enclaves are often beautifully designed, featuring modern amenities and spacious layouts that cater to a variety of lifestyles. Whether you’re looking for a cozy single-family home or a luxurious estate, Winnetka's gated communities have something for everyone.

Experience the charm of Winnetka, where community spirit meets modern living. Discover your dream home in one of our gated communities and enjoy the perfect blend of security, comfort, and convenience in this vibrant Los Angeles suburb. Welcome home!

Newest Winnetka (WIN) Homes with Gated Community Security Features

$699,000

4 Beds ⋅ 3 Baths ⋅ 26876737 MLS ⋅ Active Status

Situated in the premier position of a secure Winnetka enclave, 20300 Vanowen Street, #44, is an end-unit townhouse that effortlessly balances privacy with open-concept living. Bathed in natural light, the main level unfolds through rich hardwood floors into an expansive living area and a chef's kitchen anchored by warm granite countertops designed intentionally for effortless hosting. Upstairs, sanctuary takes center stage. Plush wool-blend carpets lead to a sophisticated primary suite featuring a private jetted soak, an expansive walk-in closet, and serene views of the surrounding mountains. Step outside to a secluded, private courtyard built for alfresco evenings. Complete with direct-access two-car parking and resort-style community amenities, including a pool and spa, this residence offers an elevated retreat minutes from the West Valley's finest shopping and dining. Water included in the HOA dues.

20300 Vanowen Street Unit 44, Los Angeles

$695,999

3 Beds ⋅ 3 Baths ⋅ GD26181898 MLS ⋅ Active Status

Home may qualify for up to $15,000 towards down payment assistance or closing costs! Where can you find a detached home in a gated community with an HOA of only $70 per month? Right here at 20230 Keswick #3! Add in a low $87 monthly solar lease, thoughtful upgrades, and a desirable Winnetka location, and this home offers a combination of value, comfort, and convenience that is hard to find. This beautifully updated 3-bedroom, 3-bathroom detached home has no common walls and has been thoughtfully improved to create a bright, modern, and welcoming living space. The kitchen has been opened up to create an inviting open-concept floor plan, allowing the kitchen, dining, and living areas to flow effortlessly together—perfect for everyday living and entertaining. Inside, you'll find hardwood flooring, fresh interior paint, recessed lighting, upgraded electrical, new plumbing, a cozy fireplace, and appliances included. The kitchen offers generous counter and cabinet space while opening directly into the main living areas, creating a spacious and connected feel. All three bedrooms are located upstairs, offering privacy and separation from the main entertaining spaces. With three bathrooms, including a convenient guest bathroom on the main level, the layout is as functional as it is comfortable. Step outside to your private patio, a space ready for morning coffee, weekend BBQs, entertaining friends, or simply creating memories with the people you love. Additional upgrades and conveniences include a new garage system, new washer and dryer, refrigerator, attached 2-car garage, solar panels with a low $87 monthly lease payment, and the added privacy and security of a gated community. With an incredibly low $70 monthly HOA, low solar payment, numerous upgrades, private outdoor space, and a detached-home feel, this property delivers exceptional value in a great neighborhood. Location is another standout. Situated in the heart of the San Fernando Valley, the home offers convenient access to the 101, 118, and 405 freeways, making it easy to get around the Valley and beyond. You're also close to CSUN, shopping, dining, entertainment, and everyday conveniences—putting so much of what the Valley has to offer within easy reach.

20230 Keswick Unit 3, Winnetka

$5,800,000

26872865 MLS ⋅ Active Status

Rare opportunity to acquire a premier freestanding industrial headquarters property in the highly desirable Chatsworth submarket of the San Fernando Valley. Located within one of Southern California's most established industrial corridors, BLUE ZONE ,where quality industrial inventory remains in high demand. Functional Building Design Approximately 21,784 SF Two-story office and industrial configuration Commercial kitchen and employee break areas. Dock-high loading. Secure Corporate Campus Approximately 1.08-acre site Gated and fenced perimeter .Approximately 60 on-site parking spaces Excellent truck access. Prominent corner location .Upgraded perimeter fencing. Potential Suitable for: Corporate Headquarters ,Manufacturing Research & Development ,Engineering Technology Companies, Life Science & Medical Technology ,Creative Office & Production ,Multi-Tenant Conversion (subject to approvals).Location Advantages: Prime Chatsworth industrial location Excellent visibility along Nordhoff Street Convenient ,access to regional freeways .Minutes from major employment centers throughout the San Fernando Valley .Strong surrounding industrial and commercial business community. The secure, gated campus , dock-high loading. Its prominent corner location provides exceptional visibility. The property's flexible MR2 zoning supports a wide variety of industrial and commercial uses, enhancing both current functionality and future value.

20500 Nordhoff Street, Los Angeles

$379,000

1 Beds ⋅ 1 Baths ⋅ 26869727 MLS ⋅ Active Status

Charming 1 Bedroom condominium featuring plenty of natural light, bright large size of 744 square foot, a tastefully updated bathroom and a recently updated kitchen and with two tandem parking spaces. Better check this out! This home offers a cozy and restful living space, making it a paradigm choice for first-time home buyers, young people, those looking for a convenient living arrangement in the heart of Los Angeles or an investment property. An attractively updated bathroom, and kitchen with modernized cabinets. The kitchen comes with new stainless appliances such as refrigerator, dishwash, and oven. A new paint job throughout the whole unit, a good amount of space in the storage room, and suitable balcony too. A beneficial size walk-in closet that gives more storage space. The elegant condominium is perfect for those who want to take advantage of the city's vivid lifestyle, cultural scene, and energetic entertainment options. The community also features an original pool for relaxation, a well-equipped gym for fitness, and polished recreation room for social gatherings. Improve and enjoy your life in this beautiful unit and community performances. Located within minutes of The Orange Line, the Topanga Westfield Shopping Center, and a few local restaurants too. Check this stunning condo for a first investment property or your first sweet home today!

20234 Cantara Street Unit 229, Winnetka

$459,000

3 Beds ⋅ 2 Baths ⋅ SR26146532 MLS ⋅ Active Status

Welcome to this spacious and inviting two-story condominium offering 1,340 square feet of comfortable living space in the heart of Winnetka. This well-designed home features 3 generously sized bedrooms and 2 bathrooms, providing the perfect blend of comfort and functionality. Enjoy the added bonus of both a front and private rear patio, creating ideal spaces for morning coffee, outdoor dining, or simply unwinding after a long day. Additional conveniences include a covered parking space and access to an on-site laundry room. Residents of this well-maintained community enjoy an impressive array of resort-style amenities, including two sparkling swimming pools, a fitness center, a banquet hall/clubhouse, community laundry facilities, and beautifully maintained common grounds, offering something for everyone. Ideally situated in the central San Fernando Valley, this home provides convenient access to shopping centers, restaurants, grocery stores, parks, schools, and everyday essentials. Commuters will appreciate the proximity to major thoroughfares, including the 101 and 118 Freeways, while nearby public transportation options make getting around even easier. Enjoy being just minutes from Pierce College, Westfield Topanga, Topanga Village, Warner Center, and a variety of entertainment, dining, and recreational destinations. Whether you're a first-time buyer, growing household, or investor, this home offers an exceptional opportunity to enjoy comfort, convenience, and outstanding community amenities in a desirable Winnetka location. (Some photos have been virtually staged with Ai)

20146 Cohasset Street Unit 5, Winnetka

$339,995

1 Beds ⋅ 1 Baths ⋅ SR26149183 MLS ⋅ Active Status

Condo in the City of Winnetka sounds like a Great Opportunity for a New Owner or Investor looking for Passive Rental Income. Come and Make this your Home. This Condo is has been Recently Remolded and is Turnkey Ready and it's in the City of Winnetka; just waiting for You! Secured Lobby Entrance; providing an added level of safety and security. This beautifully Well Maintained Unit Features; Spacious One Bedrooms, One Bathrooms; providing ample living space for residents, a Walk-in Closet, Plenty of Storage Space, Kitchen Granite Counter Tops, Stainless Steel Appliances including; Stove Range, an Over Range Microwave, and a Refrigerator, Dining Area with an Open Floorplan Leading into the Livingroom, along with Laminated, and Tile Flooring; combining aesthetics and easy maintenance. , Your Own Central HVAC System, Two Tandem Assigned Parking Spots, and Very Low HOA including; Trash, Water, Insurance, and Sewer. This Condo Complex offers a Community Pool, Spa, BBQ Area, and laundry room Area. Centrally Located on the Westside of the San Fernando Valley, and only minutes away from the Orange Line, Warner Center, Future Ram Headquarters, Topanga Mall, The Village at Westfield Topanga, Shopping Centers, and more! Come and Schedule your Private Viewing.

20327 Saticoy Unit 309, Winnetka

$569,500

2 Beds ⋅ 3 Baths ⋅ SR26102761 MLS ⋅ Active Under Contract Status

Centrally located between the 118 and 101 freeways, this beautiful 2-bedroom, 2.5-bathroom Windsor Park townhome has been meticulously remodeled into a turnkey, move-in-ready residence. Situated within a gated community featuring peaceful garden walkways, the home opens to a light and bright interior freshly painted in crisp white. Modern upgrades abound, including new laminate flooring throughout, smooth ceilings with inset lighting, and updated lighting fixtures and ceiling fans in the entry, dining area, living spaces, and bedrooms. The multi-level floor plan offers exceptional flexibility; upon entry, you are welcomed by a spacious living room featuring a cozy fireplace and sliding doors that lead to an enclosed private patio. The first level also provides convenient direct access to an attached two-car garage. The gourmet kitchen is fully equipped with new stainless-steel appliances—including a refrigerator, stovetop/oven, dishwasher, and microwave—alongside ample cabinetry and a counter for bar seating. The adjacent formal dining area is brightened by a private balcony, with a guest-friendly powder room located just around the corner. Privacy is a hallmark of the split-level design. As natural light pours through the hallway skylight, you reach the primary suite, which features vaulted beamed ceilings and a versatile flex space perfect for a home office, gym, or hobby area. The secondary bedroom is equally private and located near the convenient hallway laundry room. Both bedrooms feature remodeled en-suite bathrooms including new vanity cabinets, countertops, and fixtures, with the primary bathroom offering luxurious amenities such as a separate tub and shower. Residents also enjoy community access to a pool and spa. Ideally positioned near the Winnetka Recreation Center—which offers sports, fitness, and cultural programs along with a lighted baseball diamond, play area, and picnic tables—the home is also close to Warner Center, the vibrant downtown of the San Fernando Valley. This location puts you just minutes from the shopping, dining, and entertainment at The Village and Westfield, as well as the outdoor beauty of Warner Center Park.

20737 Roscoe Boulevard Unit 703, Winnetka

$495,000

3 Beds ⋅ 2 Baths ⋅ OC26099495 MLS ⋅ Active Status

Welcome to this bright and inviting 3-bedroom, 2-bath home located in a lovely neighborhood of Winnetka. Featuring a desirable first-floor entry and a spacious functional layout, this beautifully upgraded home is move-in ready and filled with natural light throughout. Fresh neutral paint enhances the warm and airy atmosphere, while walk-in closets in most rooms provide generous storage and everyday convenience. This charming residence offers comfort, style, and privacy, making it an excellent opportunity for buyers seeking a well-maintained home in a desirable setting. Situated within a gated community, residents enjoy resort-style amenities including a sparkling pool, relaxing jacuzzi, fully equipped fitness center, and playground. The HOA also covers water and trash for added ease of living. Ideally located near premier shopping, dining, and entertainment destinations such as Westfield Topanga, Northridge Fashion Center, Pierce College, and California State University, Northridge, this home truly has a lot to offer. You may just find exactly what you have been looking for.

20146 Cohasset Unit 11, Winnetka

$559,990

2 Beds ⋅ 3 Baths ⋅ SR26098808 MLS ⋅ Active Status

Welcome to this beautifully updated townhome in the highly desirable Windsor Park community, offering resort-style living in a gated and meticulously maintained setting. This spacious 2-bedroom, 2.5-bath residence features nearly 1,600 square feet of light-filled living space and an open, multi-level floor plan designed for comfort, functionality, and entertaining. The inviting living room showcases updated wood-style flooring, recessed lighting, a cozy gas fireplace, and seamless access to a private patio—perfect for relaxing, entertaining, or enjoying your morning coffee. The thoughtfully updated kitchen features quartz countertops, stainless steel appliances, bar seating, newer cabinetry and paint, and an adjoining dining area with its own private balcony that brings in abundant natural light. Overlooking the living room, the formal dining area creates an open and connected flow ideal for both everyday living and gatherings. Both bedrooms feature remodeled en-suite bathrooms, offering privacy and convenience. The spacious primary suite is highlighted by vaulted, beamed ceilings and a versatile raised bonus area that can serve as a home office, gym, lounge, reading area, or creative space. Additional improvements include a newer central A/C system, updated plumbing, partial electrical upgrades, updated flooring, recessed lighting, removal of the original popcorn ceilings, and remodeled bathrooms. Further highlights include direct access to a private 2-car garage, a side-by-side laundry area, ceiling fans, and ample storage throughout. Residents of Windsor Park enjoy beautifully landscaped grounds, a sparkling community pool and spa, abundant guest parking, and a peaceful residential atmosphere. Conveniently located near shopping, dining, schools, public transportation, and other everyday amenities, this move-in-ready townhome offers space, comfort, and community living in one complete package.

20737 Roscoe Boulevard Unit 203, Winnetka

$399,000

2 Beds ⋅ 2 Baths ⋅ SR26046643 MLS ⋅ Active Status

$35000 Price Reduction WOW WOW WOW Lowest Available in the complex Come see and fall in LOVE, because It all in the name…This COZY, move in ready, spacious 2 bedroom 2 bath condo is calling your name! Featuring high ceilings and a light filled layout, this open floor plan flows using a beautiful segmental archway to accent the space. Snuggle up to a sleek contemporary fireplace, whip up your best recipe in using updated kitchen appliances, and enjoy the newer flooring throughout. The spacious primary suite features a walk-in closet and a private en-suite bathroom with a vanity. The secondary bedroom is generously sized with a large closet. Looking for convenience? This home also includes an in-unit washer and dryer. Community amenities include utilities such as trash and water, along with Spectrum services available. Residents also enjoy a resort style pool & spa, fitness center, meeting room, and additional onsite laundry facilities. Located in a secure building with controlled entry and elevator access to the second floor. Secure tandem garage parking is included, with extra guest parking available. The extended parking space provide you room to store in the large shed. CASH Buyer or Buyer with down payment over 20%.

7211 Cozycroft Unit 32, Winnetka

$460,000

2 Beds ⋅ 2 Baths ⋅ SR26023690 MLS ⋅ Active Status

FHA Approved Townhome!!! Beautiful and renovated large two bedroom townhome features an open concept living area with high ceilings, updated kitchen, laminate flooring throughout the home, tile floors in bathrooms, fireplace, in unit laundry closet, sliding doors leading to the front patio area, and a private two car garage. The renovated modern kitchen features quartz countertops, stainless steel appliances, and custom cabinetry. Upstairs are the two spacious bedrooms with ample closet space, a laundry closet including washer & dryer, and a full bathroom with dual sinks; both bedrooms have sliding doors leading to a very large balcony with views of the mountains. The main bedroom offers a walk-in-closet, the other bedroom has mirror closet doors. The private two car detached garage is located behind the unit. The complex community is gated and includes a sparkling pool and spa, recreation room, lush landscaping, and guest parking. The home is centrally located in the heart of the San Fernando Valley, close to shopping, restaurants, transportation, and schools.

20155 Keswick Unit 209, Winnetka

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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.