Winnetka, CA Homes with a Pool for Sale

Winnetka, CA, offers a diverse selection of homes with pools, making it an attractive destination for families and individuals seeking both relaxation and entertainment in their own backyards. The real estate market in this vibrant neighborhood features a variety of architectural styles, from charming single-story homes to more contemporary designs, all with the added benefit of private swimming pools. The pools not only provide a refreshing escape during the warm California summers but also serve as a centerpiece for outdoor entertaining and family gatherings. With convenient access to local amenities, schools, and parks, homes with pools in Winnetka present a perfect blend of luxury and convenience for those looking to enjoy a California lifestyle.

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Newest Winnetka, CA Homes with a Pool for Sale

$999,999

4 Beds ⋅ 4 Baths ⋅ SR26160562 MLS

Welcome to your own private retreat in the heart of Winnetka. This beautifully maintained 4-bedroom, 4-bath home offers approximately 2,154 square feet of thoughtfully designed living space with a highly desirable floor plan that combines flexibility, comfort, and effortless California living. A standout feature of the home is its exceptional layout, offering two bedrooms and two bathrooms on the main level, ideal for multigenerational living, overnight guests, or a private home office. Three of the four bedrooms feature walk-in closets and their own attached bathrooms, creating comfortable, private retreats throughout the home. Rich hardwood floors, abundant natural light, and spacious living areas create a warm, inviting atmosphere. The impressive family room showcases a dramatic floor-to-ceiling brick fireplace and opens seamlessly to the backyard, making indoor-outdoor entertaining effortless. Step outside to your own resort-style oasis featuring a sparkling pool and spa, cozy fire pit, expansive patio spaces, and mature fruit-bearing citrus trees that create the perfect setting for relaxing or hosting family and friends year-round. Additional highlights include an attached two-car garage, generous storage, and an unbeatable Winnetka location just minutes from Ventura Boulevard's premier shopping, dining, and entertainment. Thoughtfully designed, beautifully maintained, and loaded with features rarely found in one home, this exceptional property offers the space, privacy, and lifestyle today's buyers have been waiting for.

7940 Sunnybrae, Winnetka

$1,395,000

4 Beds ⋅ 3 Baths ⋅ SR26153727 MLS

Welcome to 6952 & 6954 Cozycroft Avenue! This beautifully remodeled, resort-style property located in one of the most desirable and quiet neighborhoods on the border of Woodland Hills. This exceptional turnkey residence features a 3-bedroom, 2-bathroom main home PLUS a JADU with its own separate address and full bathroom, offering incredible flexibility for extended family, guests, a home office, gym, or rental income. The additional full bath also provides convenient access for guests enjoying the backyard and pool. Thoughtfully redesigned by the homeowner who built for himself to leave, with exceptional attention to detail and no expense spared, this home showcases quality craftsmanship and designer finishes throughout. The open-concept floor plan is filled with natural light and seamlessly blends style and functionality. Everything has been completely updated, including the roof, plumbing, electrical, HVAC, windows, flooring, kitchen, bathrooms, and more - providing true peace of mind for years to come. Step outside to your own private backyard oasis featuring a brand-new pool, lush synthetic turf for easy maintenance, mature fruit trees, and beautifully landscaped grounds - creating the perfect setting for entertaining, relaxing, and enjoying Southern California living year-round. Meticulously maintained and move-in ready, this exceptional property offers the perfect combination of luxury, versatility, and location. A rare opportunity that truly has it all. Don't miss this must-see home!

6952 Cozycroft Avenue, Winnetka

$749,000

3 Beds ⋅ 2 Baths ⋅ SR26139835 MLS

Beautifully updated 3-bedroom, 2-bath home featuring modern upgrades throughout. This move-in ready property boasts fresh interior and exterior paint, brand-new flooring, and a fully remodeled kitchen with contemporary finishes. Enjoy the convenience of a separate laundry room and a functional, well-designed layout. Step outside to a spacious backyard perfect for entertaining, complete with a refreshing pool ideal for relaxing or hosting gatherings. The property also offers excellent ADU potential with separate alley access, providing flexibility for additional income, guest quarters, or extended family living. A fantastic opportunity combining comfort, style, and future potential.Don’t miss out!

20309 Roscoe, Winnetka

$1,097,000

4 Beds ⋅ 3 Baths ⋅ SR26135018 MLS

Beautifully renovated pool home with detached ADU in the heart of Winnetka. Situated on an approximately 7,500-square-foot lot, this exceptional property offers the perfect blend of modern comfort, outdoor living, and flexible living arrangements. The main residence features 3 bedrooms and 2 remodeled bathrooms, highlighted by wide-plank wood flooring, recessed lighting, designer finishes, and abundant natural light throughout. The remodeled kitchen showcases custom cabinetry, generous prep space, stainless steel appliances, and a large island that seamlessly connects to the main living areas, creating an ideal setting for everyday living and entertaining. The spacious living room opens to the backyard through sliding glass doors, providing effortless indoor-outdoor flow. Outside, enjoy your own private retreat featuring a sparkling pool, mature landscaping, multiple entertaining areas, and a gated driveway that enhances both privacy and curb appeal. Adding exceptional versatility is the detached 1-bedroom, 1-bathroom ADU complete with its own kitchen and private living space, ideal for extended family, guests, rental income, or a home office. Conveniently located near shopping, dining, schools, parks, and major transportation routes, this move-in-ready property offers a rare combination of style, functionality, and long-term value

20355 Mobile, Winnetka

$949,000

4 Beds ⋅ 2 Baths ⋅ WS26133338 MLS

* * SPARKLING POOL, MOVE IN READY * * Welcome to 8552 Jumilla Avenue, a beautifully reimagined 4-bedroom 2-bathroom home with fresh upgrades throughout. From the moment you arrive, you'll appreciate the fresh exterior paint, new exterior doors, and inviting curb appeal that set the tone for what's inside. Step through the front door and discover a bright, open-concept layout enhanced by new luxurious flooring, fresh interior paint, and stylish fixtures that add a designer touch at every turn. The show-stopping kitchen has been completely redesigned and enlarged to create the true heart of the home. Featuring abundant new cabinetry, sleek countertops, updated appliances, and thoughtfully selected finishes. Outside, your private backyard oasis awaits. The sparkling pool and large patio create the perfect setting for summer BBQs, pool parties, or simply relaxing under the Southern California sun. Major system upgrades to the home include a new HVAC system, new water heater, new sliding doors, and updated electrical panel that will provide peace of mind for years to come. With thoughtful upgrades and desirable single-story layout, this is the turnkey home you've been waiting for. Don't miss your opportunity to make it yours!

8552 Jumilla Avenue, Winnetka

$838,800

3 Beds ⋅ 2 Baths ⋅ 226002828 MLS

Welcome to 20428 Roscoe Blvd. A Thoughtfully Updated Home in the Heart of the Valley Step into this spacious and stylishly updated residence that offers comfort, functionality, and modern elegance. This well-maintained home features an open and inviting floor plan, perfect for both relaxing nights in and entertaining guests. Upon entering, you're immediately welcomed by beautiful hardwood flooring that flows seamlessly throughout the main living spaces, creating a warm and cohesive atmosphere accompanied by contemporary marble flooring. Modern lighting fixtures have been thoughtfully selected and installed to enhance each room, adding a touch of sophistication while brightening up every corner of the home. The living room is light-filled and generously sized, making it the perfect spot to gather with family or unwind after a long day. Adjacent to the living space, the dining area and kitchen offer a functional layout ideal for both everyday meals and special occasions. The kitchen boasts plenty of cabinet space, ample granite countertops, and a clean, efficient design ready for your personal touches. One of the home's standout features is the completely updated primary bathroom, a true retreat. This gorgeous renovation includes modern tilework, an upgraded vanity, designer fixtures, and a luxurious walk-in shower, creating a spa-like experience in the comfort of your own home. Each of the bedrooms offers comfortable proportions and good closet space, while the bathroom has been tastefully refreshed. Every detail throughout the home has been thoughtfully updated, ensuring a turnkey experience for the new owner. Step outside to your own private oasis -- the expansive, fully fenced backyard includes a large sparkling pool perfect for summer days, and mature citrus trees that offer both charm and seasonal fruit. Whether you're relaxing poolside or hosting friends and family, this outdoor space is ideal for enjoying Southern California living. Conveniently located near shopping, dining, parks, schools, and easy freeway access, this home combines comfort, style, and practicality.

20428 Roscoe Boulevard, Winnetka

$839,000

3 Beds ⋅ 2 Baths ⋅ SR26127748 MLS

Welcome to 8851 Keokuk a wonderful freshly updated open concept three bedroom / two bath 1650 SQFT classic So Cal pool home on a large 8606 SQFT lot located in a charming Northridge adjacent Winnetka neighborhood at the end of a small cul-de-sac with a winding manicured fenced front yard and attached two car garage. Newer windows and all new flooring throughout with central air/heat, smooth ceilings w/recessed lighting. Formal living room with fireplace (decorative). Large dining room with French Doors that lead to a deep covered exterior patio & sparkling full size pool! Open modern kitchen with all new appliances. Kitchen connects to laundry area with newer side by side washer / dryer, storage and cabinets. Main hallway floor leads to beautiful freshly remodeled full bath. First bedroom with recessed lights and French doors that open directly to pool. Second bedroom and primary bedroom at end of hall with built-in linen cabinet. Large primary bedroom with modern full updated attached 3/4 bathroom. Big concrete slab back yard with landscaped trim and fire pit. Photos virtually staged.

8851 Keokuk, Winnetka

$874,999

3 Beds ⋅ 2 Baths ⋅ PW26123393 MLS

Located on a quiet cul-de-sac, this well-maintained home offers a wonderful blend of character, comfort, and outdoor living. Mature landscaping surrounds the property, including towering palm trees, plumerias, and a variety of fruit-bearing trees such as mandarin, guava, passion fruit, and persimmons. The backyard is designed for enjoyment, featuring a sparkling pool, custom concrete hardscape, and plenty of space to relax or entertain while taking in the lush surroundings. The diverse vegetation creates a peaceful setting that is both beautiful and functional. Inside, the home features an upgraded kitchen, updated bathrooms, and original hardwood floors that add warmth and charm throughout. A custom stamped concrete driveway and matching backyard hardscape add both character and functionality to the outdoor spaces. A unique opportunity to enjoy a home with exceptional outdoor spaces in a desirable location, with close proximity to shopping, dining, and entertainment just minutes from Topanga Village.

20608 Valerio, Winnetka

$1,150,000

6 Beds ⋅ 3 Baths ⋅ SR26119197 MLS

EXCEPTIONAL 2-HOME PROPERTY WITH POOL IN WINNETKA! An incredible opportunity to own a versatile two-home property featuring a sparkling pool—perfect for rental income potential, multi-generational configurations, or maximizing land-use options. Main Residence: A spacious 4-bedroom, 2-bathroom layout featuring comfortable living spaces, abundant natural light, a functional floor plan, and a primary bathroom with a relaxing Jacuzzi tub. Brand-New ADU (2025): A newly constructed, fully permitted 2-bedroom, 1-bathroom unit with independent access and modern finishes, offering excellent versatility and privacy. Property Highlights: Both residences feature brand-new composition shingle roofs. Outside, enjoy a private backyard with a sparkling pool, creating an inviting outdoor setting for relaxation and entertaining, and lots of fruit trees. Location: Conveniently situated near shopping, dining, parks, schools, and major transportation routes. This unique, turnkey property is ready for its next owner!

20247 Parthenia, Winnetka

$846,600

4 Beds ⋅ 2 Baths ⋅ OC26108580 MLS

This inviting single-story home in a quiet Winnetka neighborhood offers 4 bedrooms and 2 bathrooms in the main residence, along with a bonus room with 1-bathroom created from a converted garage—ideal for extended family, guests, or workspace flexibility. Step outside to your own private oasis featuring a refreshing backyard pool, perfect for relaxing or entertaining. Due to the pool layout, the property is not suitable for adding an ADU, but the existing bonus unit provides additional living space. Inside, you’ll find a bright, open living area, a functional kitchen, and a comfortable layout that suits both everyday living and gatherings. The front yard is gated, and while the driveway provides limited parking, the overall lot still offers cozy curb appeal and privacy. Located near schools, parks, shopping, and major transportation routes, this home presents a fantastic opportunity to enjoy Valley living with flexible space and summer-ready amenities.

20606 Skouras Drive, Winnetka

$710,000

3 Beds ⋅ 2 Baths ⋅ V1-36306 MLS

Opportunity knocks with this charming single-story fixer offering incredible potential in a desirable neighborhood setting. Situated on a spacious 7,500 sq. ft. lot, this 3-bedroom, 2-bath home features 1,383 sq. ft. of living space ready for your personal vision and upgrades.Major system improvements have already been completed, years ago. including roof , windows , exterior paint furnace and condenser. Pool re-plastered some plumbing work completed -- giving buyers peace of mind while focusing on interior renovations and cosmetic remodeling. The functional floor plan, generous backyard, and private pool create an excellent foundation for creating a beautiful custom home or investment opportunity. With solid bones and several key upgrades already in place, this property is ideal for buyers looking to make it your own.

20801 Lull Street, Winnetka

$1,200,000

4 Beds ⋅ 3 Baths ⋅ PW26099976 MLS

Located in one of Winnetka's most sought-after neighborhoods, this upgraded property offers incredible versatility and income potential. The main residence features 3 bedrooms and 2 bathrooms, complemented by a fully permitted 1 bed/1 bath ADU — ideal for extended family or rental income. Recent upgrades include a new roof, new windows, new insulation, fresh interior and exterior paint, and a central A/C system, giving buyers peace of mind and move-in-ready confidence. Situated on a quiet street just minutes from Pierce College, Westfield Topanga Canyon, and an array of dining, shopping, and entertainment options. Don't miss this rare opportunity to own a turnkey property with built-in income potential in a high-demand San Fernando Valley location.

6547 Kelvin, Winnetka

$955,000

4 Beds ⋅ 3 Baths ⋅ SR26083989 MLS

Welcome to this beautiful home in the heart of the San Fernando Valley. Boasting lovely curb appeal, this charming two-story residence offers 2,109 square feet of comfortable living space designed for both everyday relaxation and effortless entertaining. The property features four spacious bedrooms and three bathrooms, including two primary suites. The inviting front exterior is highlighted by a lush lawn, a paved driveway, and mature avocado and kumquat trees. Step inside to a welcoming living room featuring the first of two decorative fireplaces and gorgeous wood flooring that flows throughout the home. The adjacent family and dining area features the second fireplace, and is finished with elegant tiling, leading into the kitchen (with granite countertops) and the downstairs primary suite. The main level hosts three bedrooms: two versatile guest rooms served by a full bathroom, and a primary bedroom with direct sliding-glass door access to the rear oasis. Upstairs, the newly carpeted second primary suite serves as a private sanctuary, complete with a full bathroom, a walk-in closet, and a private balcony overlooking the pool. The backyard is an entertainer's dream, featuring a private pool, a cozy fire pit, and dual pergolas. This low-maintenance paved space is surrounded by a mini-orchard of grapefruit, orange, tangerine, pomegranate, and sugar lemon trees. Additional amenities include a two-car garage with laundry facilities and a dedicated storage building for pool equipment. Ideally situated near Pierce College, Warner Center, and Westfield Topanga, this home offers easy access to the 101 and 118 freeways. With proximity to local parks and nature preserves, this is a rare opportunity to own a piece of the Valley. Don't let it pass you by!

20748 Vose, Winnetka

$868,000

3 Beds ⋅ 2 Baths ⋅ BB26038984 MLS

Lush Pool Home with Solar & Fruit Trees in the Heart of Winnetka! Discover comfort, style, and natural charm in this beautifully maintained 3-bedroom, 2-bathroom home offering 2,073 sq ft of open-concept living space. Located in the vibrant heart of Winnetka, this residence is ideal for both everyday living and entertaining. The primary suite serves as a peaceful retreat, featuring a luxurious corner Jacuzzi tub, a separate shower, and ample space for relaxation. The chef-style kitchen with granite countertops, seamlessly flowing into the dining and living areas. Step outside and enjoy your own private backyard oasis, complete with a sparkling pool, built-in barbecue area, and a lush landscape filled with mature fruit trees—including lemon, lime, apple, tangelo, orange, guava, and avocado—in both the front and backyards. Additional features include a two-car garage, extra parking in the rear, and energy-efficient solar panels, offering both convenience and sustainability. This is a rare opportunity to own a spacious, upgraded home with natural beauty and resort-style amenities in one of Winnetka’s most desirable neighborhoods.

7647 Mason Avenue, Winnetka

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Based on information from CRISNet MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed.