Winnetka (WIN) Real Estate

Winnetka (WIN) Real Estate

Welcome to Winnetka, a hidden gem nestled in the heart of Los Angeles County, California. This vibrant community offers a unique blend of suburban charm and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Winnetka is known for its friendly atmosphere, where neighbors become friends and community spirit thrives. The region boasts a rich tapestry of parks, recreational facilities, and family-friendly amenities. With over 12 parks, including the expansive Winnetka Park, residents enjoy ample green spaces for picnics, sports, and leisurely strolls. The park is equipped with playgrounds, sports fields, and picnic areas, making it a perfect spot for family outings.

Centrally located, Winnetka provides easy access to major freeways, allowing for a seamless commute to nearby employment hubs in the San Fernando Valley and beyond. The area's proximity to the bustling city of Los Angeles means residents can enjoy the best of both worlds—tranquil suburban living with the excitement of city life just a short drive away.

Winnetka is also home to a diverse array of dining options, shopping centers, and entertainment venues, ensuring that every resident's needs are met. From cozy cafes to vibrant eateries, there's something to satisfy every palate.

In addition to its convenient location and community spirit, Winnetka is known for its excellent schools, making it a desirable choice for families seeking quality education for their children. With a welcoming atmosphere and a strong sense of community, Winnetka truly embodies the essence of California living. Discover your dream home in this charming neighborhood and experience all that Winnetka has to offer!

Newest Listings in Winnetka (WIN)

$939,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome home to this beautifully maintained gem, where modern farmhouse charm and thoughtful updates create an inviting place to call home. Bright, open living spaces are accented by original refinished hardwood floors, designer finishes, and a striking floor-to-ceiling fireplace that anchors the heart of the home. The stylish kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, and a timeless Chevron tile backsplash, while both bathrooms have been tastefully remodeled with custom finishes. The true highlight awaits outsidea serene, private backyard retreat complete with a covered patio and an inviting pergola-covered cabana, offering the perfect setting to lounge by the fire, enjoy outdoor movie nights, entertain guests, or dine al fresco. With generous parking, exceptional upkeep, and a prime location just minutes from The Village, Westfield Topanga, Warner Center, dining, shopping, and major freeways, this move-in-ready home is one you won't want to miss. Don't miss this incredible opportunity to own a beautifully maintained Winnetka home. Seller welcomes all offers. To provide equal access for all prospective buyers, showings will begin at the first scheduled Open House, and no private showings will be available beforehand.

19803 Bassett St, Los Angeles

Courtesy of Jason Mitchell Real Estate Ca, Evan Rosenblum - CA DRE#02098157

$475,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ Keswick Patio HOA BLDG.
Charming Gated Townhome in the Heart of Winnetka **Rare end-unit at the back of the complex** opportunity in a sought-after gated Winnetka community! This meticulously maintained two-story townhome-style condo comes with a coveted bonus: a private, oversized two-car attached garage offering direct ground-floor access ideal for everything from everyday convenience to extra storage flexibility. The main level is designed to impress. The open-concept first floor is an entertainer's dream, anchored by rich bamboo floors, a cozy fireplace, and recessed lighting, with a handy closet at the base of the stairs adding smart everyday function. The kitchen shines with newer stainless steel appliances and flows effortlessly into the dining and living areas perfect for hosting or simply unwinding. A sliding glass door opens to a private patio, made for warm summer evenings. A stylish half bath completes this level. Upstairs, you'll find 2 generously sized bedrooms, a full bath, and the ease of nearby laundry area with space for additonal storage right beside the linen closet. Both the primary and guest bedroom enjoy sliding glass door access to a long private patio a lovely spot for morning coffee or an evening spent unwinding with a good book. The primary suite also boasts a huge walk-in closet. Life here comes with resort-style perks: a sparkling pool, relaxing hot tub, recreation room, and lush green landscaping. HOA-covered water, trash, professionally maintained landscaping. With every convenience close at hand, this home truly checks every box.Don't wait homes like this move fast! Fireplace is considered decorative, seller does not know if it works!

20155 Keswick St Unit 107, Winnetka

Courtesy of Compass, Kellie McCaffrey-Nady - CA DRE#02007978

$1,499,999
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status
Beautiful updated home with rental property income. First property is a 3 bedroom 2 bath 1225 sqft with private backyard. Garage has been converted into JR ADU with full kitchen, bathroom and laundry. The second free standing unit is a brand new 2 story ADU just finished in the back with private access and private backyard. The newly built ADU features an open floor, high ceilings 2 bedroom, 2 and a half bathrooms with laundry unit inside as well with a 1200 sqft open floor plan. All units have with tankless water heaters installed. PAID OFF SOLAR PANELS. This property also has 2 power meters and 3 addresses. Everything is permitted, buyer to verify with local building and safety office.

6915 Laramie Ave, Los Angeles

Courtesy of Beverly & Company Luxury Properties, Alex Golbasarians - CA DRE#01726319

$999,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status
Beautifully updated turnkey traditional ranch home in the heart of Winnetka, offering the perfect combination of comfort, flexibility, and income potential. This move-in-ready property features a spacious 3-bedroom, 2-bath main residence along with a permitted detached 1-bedroom, 1-bath ADU, making it ideal for owner-users, multi-generational living, or investors. Step inside to a light-filled interior featuring fresh paint, luxury vinyl wood-look flooring, and expansive windows that flood the home with natural light while overlooking the covered patio and private backyard. The thoughtfully designed floor plan offers comfortable living spaces for everyday enjoyment and entertaining, while the remodeled primary bathroom shower adds a modern touch. The approximately 400-square-foot detached ADU is a standout feature of the property, thoughtfully designed for both privacy and functionality. Featuring its own private entrance, full kitchen, in-unit washer and dryer, dedicated gated parking space, and a charming private front yard, it offers an ideal living experience. Completed in 2020 and currently tenant occupied, the ADU generates immediate rental income while providing exceptional long-term flexibility for extended family, guests, a private home office, or future investment opportunities. Adding even more value, the property features two separate addresses, each with its own Certificate of Occupancy, offering flexibility for a variety of living and investment opportunities.The backyard creates a private retreat with plenty of room for outdoor dining, entertaining, gardening, or simply relaxing under the covered patio. Located in a desirable Winnetka neighborhood close to shopping, dining, parks, schools, and major commuter routes, this exceptional property combines modern upgrades, functional living, and excellent income-producing potential in one remarkable offering.

20531 Covello St, Winnetka

Courtesy of Keller Williams Luxury, Henghame Abaghi - CA DRE#01973066

$1,465,000
10 Beds ⋅ 6 Baths ⋅ ACTIVE Status
6-Unit multifamily in the heart of Winnetka one of the San Fernando Valley's most sought-after rental markets. Situated on a 7,412 SF lot with 4,800 SF of rentable space, the property offers a strong unit mix of four 2BD/1BA and two 1BD/1BA units averaging 800 SF each. One unit delivered vacant at close, with approximately 38% rental upside across the remaining five. The detached garage presents additional ADU potential, giving a new owner multiple paths to maximize income and long-term value. Ideally positioned near Canoga Park and Woodland Hills with convenient access to major employment, shopping, and dining throughout the West Valley.

20542 Hartland St Unit 2, Winnetka

Courtesy of Kidder Mathews of California, Inc., Nathan Shaolian - CA DRE#02074836

$675,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ Winnetka Village Homes BLDG.
Welcome to this 4-bed, 3-bath townhouse-style home located in the gated community of Winnetka Village. With no common walls and 1,824 square feet of comfortable living space, this home offers both privacy and room to grow. A convenient powder bath sits downstairs for guests, while the kitchen features a pantry for added storage and the attached garage provides direct access inside. Upstairs, the generous primary suite features a walk-in closet and an en-suite bath with a soaking tub, separate shower, and dual vanity, alongside three additional bedrooms. Step out to your own private patio, perfect for morning coffee, relaxing, or entertaining. Residents enjoy a community pool, spa, and playground, all with a low monthly HOA. Ideally located just minutes from Pierce College, The Village, Westfield Topanga Mall, Costco, shopping, dining, entertainment, and the 101 freeway. A rare opportunity to own a detached, townhouse-style home in one of Winnetka's most desirable gated communities. ***Living and primary rooms have been virtually staged.

20300 Vanowen St Unit 41, Winnetka

Courtesy of The Agency, Abdo Faissal - CA DRE#02090175

$875,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome to 20158 Gresham St, a charming 3-bedroom, 2-bath home located in the heart of beautiful Winnetka. Built in 1959 and offering approximately 1,650 square feet of living space, this inviting property presents an exciting opportunity to own a home in one of the San Fernando Valley's most centrally located communities. Filled with warmth, character, and comfortable living spaces, this home offers the perfect setting for everyday living, entertaining guests, or simply relaxing and enjoying all that the neighborhood has to offer. Relax in the covered patio and harvest the sweetest oranges, lemons and tangerines from your generous fruit trees. Your new home is conveniently located near parks, schools, dining, and entertainment, you'll enjoy easy access to Westfield Topanga, The Village at Topanga, Northridge Fashion Center, and the 118 Freeway, making it easy to commute and explore everything Southern California has to offer. Whether you're looking for your first home, your next home, or an investment in a thriving community, this Winnetka gem offers the ideal combination of comfort, convenience, and location. Don't miss the opportunity to make it yours. The heavy lifting has been done with copper plumbing throughout and the roof was just reshingled with "Cool Roof" shingles to reduce utilty costs.

20158 Gresham St, Winnetka

Courtesy of New South Bay Realty, Robert Romero - CA DRE#01208403

$330,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ Terramar BLDG.
ALL APPLIANCES INCLUDED. Charming and move-in ready 1-bedroom, 1-bath condominium featuring 630 sq. ft. of comfortable living space. This home boasts high ceilings, a cozy fireplace, and an outdoor patio, creating a bright and inviting atmosphere. Enjoy a well-appointed kitchen, spacious living area, and the convenience of a 2-car tandem community garage with in-unit washer/dryer combo. The community offers fantastic amenities including a pool, gym, and outdoor gathering spaces perfect for enjoying the California lifestyle. Located in a desirable neighborhood with easy access to shopping, dining, and major freeways, this property is ideal for first-time buyers, investors, or anyone seeking a low-maintenance lifestyle. Only three miles from Northridge Fashion Center, Westfield Topanaga Mall, CSUN and Pierce College. Don t miss the opportunity to make this cozy and stylish condo your own!

20253 Keswick St Unit 205, Winnetka

Courtesy of Rodeo Realty, Blayne Pacelli - CA DRE#01364537

$499,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ Leadwell Homeowners Association BLDG.
Positioned on the top floor as a coveted corner unit, this refined Winnetka condominium offers an elevated sense of privacy, space, and modern comfort. Upon entry, the expansive living environment immediately captivates with its striking vaulted ceilings, creating an open, voluminous atmosphere rarely found in condominium living. The interior spaces flow naturally toward a private outdoor balcony, ideal for quiet morning coffee or evening relaxation.The heart of the home features a modern kitchen equipped with updated appliances and thoughtful storage, situated perfectly to serve both casual dining and larger gatherings. Laminated wood flooring runs seamlessly throughout the residence, complementing the crisp, freshly painted palette. The generous primary suite serves as a peaceful retreat, featuring a spacious layout and a dedicated primary bathroom. Two additional bedrooms provide dynamic flexibility, serving effortlessly as comfortable guest accommodations or dedicated home office spaces.Set within a secure, beautifully maintained gated community, residents enjoy access to resort-style amenities including a central swimming pool, three relaxing spa zones, manicured lush green grounds, community laundry facilities, and convenient elevator access. Complete with secured, assigned tandem parking, this pristine residence offers an effortless Southern California lifestyle within close proximity to local shopping, dining, and public parks.

20134 Leadwell St Unit 334, Winnetka

Courtesy of Compass, Courtney Van Cott - CA DRE#01971705

$585,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ Higher Ground Property Management BLDG.
Welcome to this beautiful 2-bedroom, 2.5-bathroom townhome located in the highly desirable, controlled-access Windsor Park community. The thoughtfully designed floor plan features a light-filled living area with sleek floors, recessed lighting, and a cozy gas fireplace. The well-appointed kitchen boasts granite countertops and includes stainless steel appliances. A skylight leads to the upper level, which includes a dedicated laundry area complete with full-size machines and built-in cabinetry. The large primary bedroom serves as a true retreat, offering two closets, a unique step-up bonus room, and an en-suite master bath that comes with a separate tub, shower, and a double vanity. The spacious second bedroom provides excellent privacy, featuring its own attached bathroom with a tub. Complete with a private 2-car attached garage, central A/C and heating, and access to an inviting community pool and spa, this townhome is perfectly situated near shopping, parks, and transportation.

20737 Roscoe Blvd Unit 704, Winnetka

Courtesy of Belmont Brokerage Inc, Arnold Daniels - CA DRE#02065145

$1,449,000
8 Beds ⋅ 5 Baths ⋅ ACTIVE Status
.......Huge Price Reduction...... Main house (2 Story - 4 beds & 3 bath) & ADU (1 Story- ADU 4 beds & 2 baths) both are side by side allowing each house to have its own street access and private backyards. Newly constructed with current upgrades, vaulted ceiling, stainless steel appliances, built in conventional oven, commercial grade flooring, open floor plan, great entertainment area in the back & front of the house with built-in barbeque grill and drought resistance landscape ZERO maintenance... Main house has 2 car garage with onsite parking for 8 cars with direct Street access.... ADU has 2 car parking which is separate from the main house and it has it's own direct street access.... Each unit has it's own separate...Electric meter, Gas tankless water heater, Central heating & cooling, washer & dryer hook up....Can live in either of the house while renting out the other to long term tenant or Short term guests (via Airbnb, booking.com & VRBO) if needing the units for occasional friends or family.... The Main is perfect for a family and when the kids move out the parents can relocate to the one level ADU which is perfect for owner to occupy at a later age while collecting rental income on the main house and not having to sell while maintaining a lower property tax base *Please seek CPA advise and sale is subject to terms & conditions.

20456 W Strathern St, Winnetka

Courtesy of Baba Osiname, Baba Osiname - CA DRE#01747459

$399,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ Lordon Management BLDG.
Step into a refined and thoughtfully upgraded condominium where modern comfort meets effortless convenience. This well-maintained residence, set within a secure gated community, offers a rare blend of style, functionality, and lifestyle amenities that appeal to both homeowners and investors. Inside, brand new luxury vinyl tile flooring flows seamlessly throughout the unit, complemented by all-new plumbing for peace of mind. The living room welcomes you with soaring high ceilings and a decorative gas fireplace that adds warmth and character. The functional floor plan creates a natural harmony between the living and dining areas, ideal for both everyday living and entertaining. The kitchen is designed with practicality and ease in mind, featuring ample cabinetry, generous workspace, a stainless steel gas stove and oven, and a dedicated water filtration system for added convenience. Just beyond, a private patio or balcony provides the perfect retreat for outdoor relaxation or intimate gatherings. Comfort continues in the spacious bedrooms, each offering generous closet storage, while the bathrooms are thoughtfully designed for efficiency and daily ease. A new in-unit stackable LG washer and dryer enhances everyday living with modern convenience. This residence includes two tandem parking spaces and an additional storage unit in the community garage, ensuring ample room for your needs. The HOA delivers exceptional value, covering basic cable, internet, water, trash, and building insurance. Residents enjoy access to a suite of amenities, including a fitness center, recreational room, and a refreshing pool, creating a resort-like atmosphere right at home. Ideally situated with convenient access to shopping, dining, and major commuter routes, this property offers seamless connectivity throughout the San Fernando Valley and beyond. A rare opportunity to own a move-in ready home that effortlessly combines upgrades, amenities, and location, this condominium is truly a standout offering.

7211 Cozycroft Ave Unit 50, Winnetka

Courtesy of Compass, Stephanie Younger - CA DRE#01365696

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