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$875,000
3 Beds ⋅ 2 Baths ⋅ 26845941 MLS ⋅ 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 Street, Winnetka
$874,999
3 Beds ⋅ 2 Baths ⋅ PW26123393 MLS ⋅ Active Under Contract Status
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 ⋅ Active Status
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
$909,995
3 Beds ⋅ 2 Baths ⋅ SR26120425 MLS ⋅ Active Status
This beautifully maintained three bed, two bath Winnetka residence blends modern upgrades with everyday comfort, offering a move-in ready home in one of the valley’s most convenient neighborhoods. Thoughtfully renovated in 2022, the home features updated plumbing, electrical, attic insulation, and even a car-charging port for modern convenience. Inside, you’ll find a bright, open layout anchored by a commercial-grade HVAC system that delivers exceptional climate control year-round. The upgraded kitchen stands out with a large Quartz waterfall island, custom cabinetry and GE stainless appliances. The spacious primary suite and generously sized bedrooms offer comfort and privacy. Step outside to a large backyard with a covered patio, ideal for gatherings, relaxation and future expansion. Located minutes from Pierce College, and just blocks from Westfield Topanga, The Village, and the Warner Center, this home blends comfort, style, and unbeatable convenience.

7058 Fullbright, Winnetka
$1,699,950
7 Beds ⋅ 5 Baths ⋅ SR26105233 MLS ⋅ Active Status
Welcome to this rare opportunity featuring three detached homes on one expansive 9,461 sqft lot 8434, 8436 & 8438 Oakdale Avenue. Beautifully redesigned with modern finishes, energy efficiency, and flexible living in mind, this one-of-a-kind property is ideal for multi-generational living, owner-users, or savvy investors seeking immediate cash flow potential. The main residence at 8434 Oakdale offers approximately 1,300 sqft of thoughtfully designed living space featuring 3 spacious bedrooms and 2 beautifully updated bathrooms. Completely remodeled inside and out, this home showcases an open-concept floor plan filled with natural light, recessed lighting, new flooring throughout and seamless indoor-outdoor living. The stunning chef-inspired kitchen opens directly to the living and dining areas, creating the perfect atmosphere for entertaining. Step outside to your own private backyard retreat featuring a covered gazebo with ceiling fans & TV, outdoor built-in kitchen and ample space for gatherings and relaxation. Additional highlights include fully paid-off solar panels and an EV charger for energy-efficient living. The detached ADU at 8436 Oakdale, newly built in 2024 offers approximately 1,067 sqft with 3 bedrooms and 2 bathrooms. Designed for complete independence and privacy, this stylish home features a modern kitchen with new appliances, laminate flooring throughout, efficient heating and cooling systems, in-unit washer and dryer, and its own private backyard space. Privately situated at the rear of the property, the SB9 studio at 8438 Oakdale is a beautifully designed 430 sqft detached unit maximizing every inch of space. Complete with a kitchenette, private bathroom, in-unit laundry, private entrance, and dedicated front yard area, this flexible space is ideal for rental income, guests, extended family, or a home office setup. Each residence enjoys separate addresses, private entrances, front and backyard areas, and no shared walls offering true privacy and independence for every occupant. The property also features a circular driveway with abundant parking, modern energy-efficient construction, and exceptional versatility rarely found on the market today. Whether you’re looking to live in one unit while offsetting your mortgage with rental income, accommodate extended family with separate yet connected living spaces, or capitalize on a high-income-producing investment opportunity, this extraordinary Winnetka compound offers endless possibilities.

8434 Oakdale Avenue, Winnetka
$846,600
4 Beds ⋅ 2 Baths ⋅ OC26108580 MLS ⋅ Active Under Contract Status
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
$800,000
4 Beds ⋅ 2 Baths ⋅ IG26101961 MLS ⋅ Active Status
Great Home needs updating Great location

20458 Malden, Winnetka
$1,200,000
4 Beds ⋅ 3 Baths ⋅ PW26099976 MLS ⋅ Active Status
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
$699,999
3 Beds ⋅ 3 Baths ⋅ GD26096598 MLS ⋅ Active Status
$70/ HOA and $87/ Solar Panels, HUGE SAVINGS !!! Welcome to this beautifully maintained detached home built in 1999, offering the perfect blend of comfort, style, and efficiency with a low HOA and low solar lease panels for added energy savings. This turnkey Unit 3 has been newly painted and features gorgeous hardwood floors throughout, creating a warm and inviting atmosphere from the moment you enter. The thoughtfully designed layout includes 3 spacious bedrooms—all located upstairs—and 3 bathrooms, including a convenient guest bath on the main level. The bright living area is enhanced by a cozy fireplace and recessed lighting with remote controls, perfect for relaxing or entertaining. Enjoy cooking and everyday living with all appliances included, along with a brand-new washer and dryer. Step outside to your private patio—ideal for unwinding or hosting weekend BBQs. Additional highlights include an attached 2-car garage and a central location in a desirable neighborhood close to shopping, dining, and everything you need. This home truly delivers comfort, convenience, and value all in one.

20230 Keswick Unit 3, Winnetka
$955,000
4 Beds ⋅ 3 Baths ⋅ SR26083989 MLS ⋅ Active Status
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
$1,449,000
8 Beds ⋅ 5 Baths ⋅ 25549739 MLS ⋅ 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.

20454 W Strathern Street, Winnetka
$939,900
4 Beds ⋅ 2 Baths ⋅ SB26051532 MLS ⋅ Active Status
Welcome to this beautifully updated 4-bedroom, 2-bathroom home offering bright, open living in the heart of the San Fernando Valley. With fresh landscaping, a crisp white exterior with brick accents, and a newly installed modern gate for added privacy, the home offers great curb appeal from the moment you arrive. Step inside to an inviting open layout with beamed ceilings, recessed lighting, new vinyl flooring throughout, and abundant natural light. The spacious living room is anchored by a striking white brick fireplace and flows seamlessly into the kitchen, creating an ideal space for everyday living. The kitchen features white cabinetry, stainless steel appliances, a deep farmhouse sink, and bar seating. Adjacent to the kitchen is a convenient laundry room with a washer and dryer, pantry storage, and direct access to the backyard. One of the secondary bedrooms sits just off the living area behind elegant French doors, offering dual closets and views of the front yard. Two additional bedrooms are located down the hallway alongside a guest bathroom with dual vanities, quartz countertops, and ample cabinetry for storage. The bright primary suite provides a relaxing retreat, featuring vaulted ceilings, a walk-in closet, and an en-suite bathroom with dual sinks and a frameless glass walk-in shower. The spacious layout provides flexibility for family living, guests, or a home office. Outside, the expansive backyard offers plenty of space to relax, entertain, or create your own outdoor retreat. Additional highlights include solar and an attached two-car garage, all conveniently located near great local schools, dining, CSUN, Pierce College, Westfield Topanga, Northridge Fashion Center, and convenient access to the 118 and 101 freeways, placing shopping, dining, and everyday amenities just minutes away.

7916 Mason Avenue, Winnetka
$868,000
3 Beds ⋅ 2 Baths ⋅ BB26038984 MLS ⋅ Active Under Contract Status
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
$869,000
3 Beds ⋅ 2 Baths ⋅ 226000160 MLS ⋅ Active Status
Welcome to 8353 Lurline Avenue, a beautifully upgraded single-family residence located on a quiet, residential street in the heart of Winnetka. This inviting 3-bedroom, 2-bathroom home blends thoughtful modern updates with comfortable California living, offering high ceilings, abundant natural light, and a layout designed for both everyday living and entertaining.As you enter, you are greeted by a charming front courtyard and a new front door that sets the tone for the quality and care found throughout the home. Inside, soaring ceilings create a bright and open atmosphere, enhanced by recessed lighting, crown molding, and durable laminate flooring that flows seamlessly through the living spaces. The living room centers around an updated fireplace, providing warmth and a stylish focal point for gatherings and relaxing evenings at home.The kitchen has been tastefully updated and offers ample cabinetry, generous counter space, and modern finishes, making it both functional and inviting. Adjacent dining and living areas connect effortlessly to the outdoors through dual-pane sliding glass doors, creating ideal indoor-outdoor flow.The full hall bathroom has been updated, reflecting clean lines and contemporary finishes. The three bedrooms offer comfortable accommodations, flexibility for a home office or guest space, and plenty of natural light. The primary suite has it's own full bathroom. Step outside to a private backyard designed for low maintenance and year-round enjoyment. The yard features new turf, mature avocado and papaya trees, and a solid covered patio with a newer roof--perfect for outdoor dining, entertaining, or relaxing in the shade. The outdoor space offers a tranquil retreat with room to personalize and enjoy Southern California's climate.This home has benefited from numerous recent upgrades, including a newer roof (approximately 2-3 years old), new gutters and fascia installed with the roof, fresh exterior paint, and a newer front door. A newer 5-ton air conditioning system, approximately 1.5 years old, provides efficient cooling and comfort. The heating system is existing. Dual-pane sliding doors contribute to energy efficiency and indoor comfort.Located close to shopping, dining, schools, and major freeways, this Winnetka property offers convenience while maintaining a neighborhood feel. With its extensive updates, functional layout, and inviting indoor-outdoor spaces, 8353 Lurline Avenue is move-in ready and presents an excellent opportunity to own a well-maintained home in a desirable San Fernando Valley location.

8353 Lurline Avenue, Winnetka
$1,395,000
4 Beds ⋅ 3 Baths ⋅ SR25266724 MLS ⋅ Active Status
NEW CONSTRUCTION - Turnkey Home – Welcome to gated Kelvin Homes! Modern home 4 bed/3 bath with a Great room, Open floor plan with sliding doors inviting abundant natural light, Chef’s Kitchen with center island with quartz countertop. High ceilings, Laundry located downstairs. One bedroom and one bathroom located downstairs, Spacious master bedroom with balcony, walk in master closet, Upstairs has 2 additional bedrooms, Windows have shutter installed, 2 Car Garage, Paid off Solar. Move-In ready home with many upgrades, located in the center of the valley. Please google 7329 Kelvin Ave., Winnetka, CA - 91306 for directions.

20819 W Seasons Lane, Winnetka
$1,695,000
5 Beds ⋅ 5 Baths ⋅ 25558895 MLS ⋅ Active Status
** NEWLY REDUCED! TOP-OF-THE-LINE 2025 construction. A newly constructed Spanish-style masterpiece- still in progress. Every feature in this home is brand NEW, including high-efficiency HVAC, windows, roofing, doors, flooring, insulation, plumbing, electrical, appliances, and high ceilings. Unlike older homes with decades of wear, this is a turnkey residence with zero compromise. This two-story Spanish-style home blends elegant design with modern functionality all at an incredible value of just $486 per square foot, priced at or below that of decade-old homes.. Spanning approximately 3,700 square feet, this stunning residence includes 5 spacious bedrooms and 5 bathrooms, including a fully equipped 1-bedroom / 2-bath ADU, perfect for multigenerational living, guest accommodations, home office, or additional rental income. Estimated finish time of home is this year- 2026.

20329 Stagg Street, Winnetka

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.