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

$1,279,000

4 Beds ⋅ 4 Baths ⋅ SR26195914 MLS

Discover an exceptional opportunity to own a spacious, lifestyle-rich property on a 19,000+ square foot RA zoned lot. Thoughtfully arranged for privacy & flexibility, this one of a kind property features a lovely single-story 3+3 California Ranch near the front and a detached fully 1+1 guest house set at the rear of a park-like yard. The expansive grounds create a true sanctuary with a broad grassy lawn, multiple fruit producing trees, swimmer’s pool, above-ground spa, outdoor brick fireplace, outdoor shower, & generous patio areas ideal for entertaining, relaxing, & enjoying Southern California living. Animal lovers & hobbyists will appreciate the RA-zoning & numerous covered animal enclosures, a duck pond, multiple storage/tack sheds, & a spacious screened-in front porch/catio. Natural light floods the 2500+ square feet (per assessor) one-level home creating a warm inviting aesthetic. Common rooms include a great room that makes an immediate impression with soaring ceilings, French doors that open to the patio, a freestanding modern gas fireplace & large bay window with seating area overlooking the pool. The adjoining kitchen offers a large center island, stainless steel appliances, plentiful cabinetry, a walk-in pantry, & breakfast bar which creates a functional hub for daily life & hosting. The home’s flexible layout also includes an office nook off the kitchen, 2 secondary bedrooms which share a full bath, & an additional full bath conveniently positioned for pool use. Rarely found in a home at this price point, the stunning primary suite feels like a serene escape complete with cathedral ceilings, numerous built-in’s, a large walk-in closet, a cozy reading or office alcove, and access to the pool & patio. Its well-appointed bath includes an oversized multi-jet slate shower, large jetted soaking tub, dual vessel basin sinks, and a dressing area. At the rear of the property, the guest house offers nearly 600 square feet of self-contained space comprised of a living room, full kitchen, bedroom, bath, & in-unit washer/dryer. This valuable additional space is well suited for guests, extended household, a private office, or a creative studio. Skylights, video surveillance, zoned sound system (including outdoors), solar, tankless water heaters, multiple storage options, RV power/clean-out, & amazing outdoor amenities round out this distinctive offering. More than a home, this is a versatile private compound with room to live, host, create, and enjoy.

8621 Keokuk, Winnetka

$949,000

4 Beds ⋅ 2 Baths ⋅ SR26196759 MLS

Welcome to this stylish 3-bedroom home in Winnetka, offering a unique modern feel with an open layout and great indoor-outdoor living. The main living space features exposed concrete floors, recessed lighting, vaulted architectural ceilings, and an open-concept design connecting the living area and kitchen. The kitchen offers warm wood cabinetry, dark countertops, stainless-steel appliances, a large center island with bar seating, and a custom built-in bar and beverage area—perfect for entertaining. The bedrooms continue the clean, contemporary style with built-in storage and thoughtful design details throughout. Step outside to a spacious and private backyard featuring a swimming pool, mature trees, plenty of room to lounge and entertain, and a pergola-style patio ideal for outdoor dining. The garage is currently being used as additional flex space, offering options for a home gym, office, studio, recreation area, or storage. With its modern-industrial character, open living spaces, private pool, and generous backyard, this Winnetka home offers a distinctive lifestyle both inside and out.

20562 Skouras, Winnetka

$849,500

3 Beds ⋅ 2 Baths ⋅ SR26190964 MLS

Beautifully upgraded Winnetka home located on a private corner lot. 3 bedrooms and 2 bathrooms with 1,538 square feet of living space. 2 car detached garage and plenty of off street parking. Spacious living room off the kitchen with custom floor to ceiling stone fireplace. Separate family room or formal dining room with abundant custom cabinetry. Upgraded and remodeled kitchen with stainless steel appliances, plenty of cabinetry and granite counter tops. Vaulted wood beam ceilings, recessed lighting, ceiling fans and wood laminate flooring throughout. Upgraded Dual-pane windows Oversized and expanded primary suite with sitting area. Backyard designed for low maintenance and year-round enjoyment with pool and spa.

20371 Schoenborn, Winnetka

$800,000

3 Beds ⋅ 2 Baths ⋅ SR26180257 MLS

Back on market, Opportunity Awaits in Winnetka! This single-story Ranch-style home offers a comfortable 3-bedroom, 2-bath floor plan with approximately 1,749 square feet of living space on a generous 7,552-square-foot lot located in a family friendly neighborhood of well cared for homes showing pride of ownership. The home features a comfortable living room and separate spacious family room with tiled faced fireplace, dining area, upgraded kitchen cabinets, main-level bedrooms, and an attached two-car garage. Outside, enjoy a private, well-landscaped backyard with a covered patio featuring stamped concrete surface to add that touch of class and in-ground solar heated vinyl lap pool—perfect for relaxing or entertaining. Several important improvements have already been completed, dual-pane windows, insulated roof and a wired security system. The home is a easy fixer ready for a buyer to bring their own vision while saving money. Seller has access to a Property inspection, Pest inspection and a Plumbing inspection available. for review. This is wonderful opportunity to personalize a well-established home in a desirable Winnetka neighborhood and create a space that truly feels like your own.

8518 Fullbright Avenue, Winnetka

$949,000

3 Beds ⋅ 2 Baths ⋅ SR26175136 MLS

Why settle for ordinary when you can have retro-inspired charm, modern updates, and your own private pool? Welcome to 8012 Comanche - a 3-bedroom, 2-bathroom, Woodland Hills adjacent, Mid-Century Modern home in the heart of Winnetka that blends personality with classic Southern California living. Approximately 1,733 square feet on a 5,227-square-foot lot, the house has been updated while keeping its fun retro vibe. Step through the solid wood front door into a spacious living room with a gas fireplace. The kitchen, finished with stainless-steel appliances, opens to an outdoor dining area made for long dinners and weekend gatherings. The primary bedroom opens to the pool, giving it a quiet resort feel. The other two bedrooms currently function as private home offices. All bedrooms have ceiling fans. Both bathrooms feature modern walk-in showers. An attached 2-car garage, owned solar, and a 10-camera HIK Vision security system add everyday convenience and peace of mind. Out back, the private inground pool turns the yard into a true retreat. Fruit trees in the front garden add a touch of productive charm. Updated, move-in ready, filled with character, and complete with your own private pool - 8012 Comanche offers a combination that’s increasingly hard to find. Come see what makes this Winnetka home anything but ordinary! Furnishings, artwork, and select electronics are available for separate purchase if you want a turnkey start. Ideally located near the 101 and 118 freeways, CSUN, Pierce College, Warner Center, Westfield Topanga, and The Village. Convenient access to Whole Foods plus easy drive through Topanga Canyon to Malibu.

8012 Comanche, 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

$799,000

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

$997,000

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

$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

$1,090,000

6 Beds ⋅ 3 Baths ⋅ SR26119197 MLS

NEW PRICE – INCREDIBLE WINNETKA OPPORTUNITY! Discover this versatile Winnetka property featuring a 4-bedroom, 2-bath main residence PLUS a permitted 2-bedroom, 1-bath ADU built in 2025. The main residence offers comfortable living spaces, a cozy fireplace, and a spacious backyard with a swimming pool, ideal for outdoor enjoyment and entertaining. The newer ADU features separate alley access, providing added privacy, flexibility, and potential rental income. Both residences feature newer composition shingle roofs. PLEASE NOTE: The ADU square footage is not currently reflected in the Assessor's records. Copies and permits will be provided upon an accepted offer. Live in one and rent the other, or take advantage of the property’s flexible living and income-producing possibilities. Now offered at a new reduced price! Conveniently located near shopping, dining, and transportation. The property is ready for a new owner!

20247 Parthenia, 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

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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.