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$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

$849,000
4 Beds 2 Baths SR26155954 MLS
Nestled in a desirable neighborhood on a spacious lot, this beautifully updated four-bedroom, two-bath home offers the perfect blend of comfort and charm. Original hardwood floors add warmth throughout the living areas, complemented by a tiled kitchen and bathrooms and fresh interior paint. The updated chef's kitchen features stainless steel appliances, generous counter space, and plenty of storage, making it ideal for both everyday living and entertaining. Relax in the inviting living room or host family and friends in the separate dining area. All four bedrooms are generously sized, and both bathrooms have been tastefully updated. A convenient laundry room is located just off the kitchen. Step outside to a large, grassy backyard with a covered patio, creating the perfect setting for outdoor dining, entertaining, or simply enjoying the spacious yard. Additional highlights include a two-car garage and a prime location close to shopping, dining, parks, and schools.

20743 Cantara Street, Winnetka

$1,249,000
5 Beds 3 Baths SR26143810 MLS
Price Reduced! Rare opportunity to own a beautifully updated single story 5 bedroom 3 bathroom estate on a 14,562 sq. ft. lot featuring resort style outdoor living and one of the most impressive gated parking compounds you'll find with room for RVs, boats, trailers, work vehicles, and more. A flexible floorplan provides space for growing families, multi-generational living, home offices, a gym, or hobby rooms. The spacious open concept design centers around a gourmet kitchen featuring rich custom cabinetry, granite countertops, a large center island with cooktop, double ovens, and generous storage, all flowing seamlessly into the family room with fireplace and built-in wet bar. The formal dining room offers an elegant gathering space with its own fireplace, custom built-ins, and granite serving area, while the inviting living room creates another comfortable place to relax. The oversized primary suite features a large walk-in closet and private bath, while the remaining bedrooms offer exceptional versatility. Step outside and discover the true centerpiece of the property, a spectacular entertainer's backyard. The expansive covered outdoor pavilion includes a fully equipped outdoor kitchen with built-in BBQ, sink, refrigerator, granite countertops, abundant seating, and a stunning brick fireplace, creating the perfect year-round gathering space. Mature landscaping, fountains, and numerous private seating areas complete this peaceful outdoor retreat. The oversized detached garage, covered carport, and enormous gated concrete parking area provide exceptional flexibility for multiple vehicles, RVs, boats, trailers, work trucks, recreational equipment, or a home-based business. Properties offering this amount of secure off-street parking are rarely available. Additional features include updated flooring, recessed lighting, upgraded electrical service, dual HVAC systems, dedicated laundry room, and a separate studio/flex space building for an office, creative studio, workout room, or additional storage. Combining generous living space, exceptional parking, resort style entertaining amenities, and one of the largest usable lots in the neighborhood, this is truly a rare opportunity.

8519 Winnetka Avenue, Winnetka

$889,000
3 Beds 3 Baths SR26135495 MLS
Stunning turn key 3 bedroom 3 bath pool home located on a quiet cul- de- sac in the city of Winnetka. Gorgeous curb welcomes you as you arrive at this elegant home. As you enter through the custom steel doors you will immediately notice the soaring high ceilings and abundance of natural light beaming through the windows. The first level has brand new floors & paint, as well as brand new recessed lights. Chefs dream kitchen with center island, Dacor stainless steel 6 burner stove with double ovens, built in fridge, plus tons of counter top space with lots of storage. Upstairs you will find a luxurious primary bedroom with its own ensuite bath. 2 more bedrooms upstairs share a full bath. Direct access garage with included washer and dryer + lots of room for storage. Outside you will find a large grassy backyard with a sparkling pool. Great opportunity to own your home in a great neighborhood.

19927 Cantara, 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

$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

$569,500
2 Beds 3 Baths SR26102761 MLS
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

$559,990
2 Beds 3 Baths SR26098808 MLS
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

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.