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$1,150,000
5 Beds 5 Baths SR26195898 MLS
BEAUTIFULLY REMODELED HOME + DETACHED ADU — EXCEPTIONAL FLEXIBILITY & INCOME POTENTIAL! A fantastic opportunity to own a thoughtfully updated property featuring a beautifully remodeled 3-bedroom main residence plus a detached, permitted ADU. With 2,518 sq. ft. of combined living space, 8612-8614 Mason Ave. is ideal for multi-generational living, owner-occupants looking to offset their mortgage with rental income, or investors seeking two separate living spaces for substantial cash flow. 8612 Mason Ave offers 1,580 sq. ft. with 3 spacious bedrooms and 2.5 bathrooms and a comfortable, functional floor plan. A brand new 2026 remodel introduced fresh, modern finishes throughout, including new flooring, baseboards, interior doors, tanked water heater, interior paint, ceilings, and fully remodeled bathrooms. Additional major improvements completed in 2023 include newer kitchen, roof, electrical panel, and windows, making the home almost brand new. A spacious backyard provides parking for 6 cars, or RV access if needed! 8614 Mason Ave. offers 938 sq. ft. with 2 bedrooms, a den, and 2 bathrooms, along with impressive 9-foot ceilings that create a bright and spacious feel. The flexible den offers additional possibilities for a home office, guest space, or potential third bedroom configuration. Completed as permitted new construction through LADBS in 2023, this detached ADU features newer major systems and finishes, including the roof, kitchen, bathrooms, flooring, tankless water heater, HVAC, plumbing, in-unit washer dryer and more. Separate entrance and secluded two car parking for ADU provide additional comfort and privacy! With two separate residences and addresses, extensive recent improvements, and multiple possibilities for how the property can be used, this home offers a rare combination of comfort, flexibility, and income potential. Live in the main house and rent the ADU, accommodate extended family while maintaining privacy, or explore the investment potential of the property. Supplemental information for improvements made provided in MLS. Two private residences. One property. Endless possibilities. Come take a look for yourself today!

8612 Mason, Winnetka

Listing courtesy of Listing Agent: Teresita Millado (tessiemillado@gmail.com) from Listing Office: Coldwell Banker Envision.

$990,000
4 Beds 3 Baths SR26193908 MLS
Welcome to this spacious and beautifully appointed 4 bedroom, 3 bathroom home offering approximately 2,491 square feet of comfortable living space. Designed with an inviting open floor plan, the home offers distinct living, dining, and family rooms that provide plenty of space for everyday living, entertaining, and gathering with family and friends. Hand finished hardwood flooring extends throughout the home, adding warmth and character, while vaulted ceilings enhance the sense of openness and natural light. The kitchen is both stylish and functional, featuring granite countertops, a center island, maple cabinetry, and stainless steel appliances, creating a welcoming space for preparing meals and entertaining. The generously sized primary suite provides a relaxing retreat with a walk in closet and an elegant en suite bathroom featuring dual sinks, marble countertops, custom tile and mosaic details, and an oversized shower. Additional features include central air conditioning and heating, a gas fireplace, tankless water heater, dual glazed high efficiency vinyl framed windows, and a convenient second floor indoor laundry room. Outside, the paved driveway provides easy access, while the wood fenced rear and side yards offer privacy and flexibility for outdoor enjoyment. The outdoor gazebo and dedicated BBQ area create an inviting setting for weekend gatherings, al fresco dining, or relaxing outdoors. With its spacious layout, thoughtful finishes, comfortable amenities, and versatile indoor and outdoor living spaces, this home offers a wonderful opportunity to enjoy both everyday comfort and effortless entertaining.

7861 Fluffy Duckling Lane, Winnetka

Listing courtesy of Listing Agent: Jennifer Duque (Duqueinbox@gmail.com) from Listing Office: Real Brokerage Technologies, Inc..

$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

Listing courtesy of Listing Agent: James Pearson (jamie@jamiep.com) from Listing Office: Berkshire Hathaway HomeServices California Properties.

$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

Listing courtesy of Listing Agent: Ashkan Shirinkar (ash@ashkanshirinkar.com) from Listing Office: Beverly and Company.

$850,000
3 Beds 3 Baths SR26184789 MLS
Welcome to "PICKET FENCES" neighborhood! Charming Cul-De-Sac location. Small Community of 16 Detached Homes. 3-Bedrooms with 2-full Baths upstairs. Powder Room Bathroom downstairs. This Model has if needed, a 4th Bedroom downstairs with a good size walk-in Closet or grate room, in home office or TV-Playroom. Home has 2-car attached garage along with an outside extra parking space next to garage (back areas of garage areas are gated). Enter front of home to a beautiful Formal Living Room with Gas Fireplace. Owner had professional Tile Contractor install "Italian Terracotta Tile in 2025 (beautiful Paprika color - Series Contessa by Walker Zanger)" to Fireplace. New Carpet installed 02/2026. Dining Room, TV room, Formal Living Room are engineered wooden flooring as well as Master Bedroom. All Bathrooms have "TOTO" toilets. Interior Painted 07/2026. Exterior of home painted in 2020. Rain Gutters installed 09/2022. Sun Power Solar installed 12/2022. Solar was Paid in full at installation. NEXGEN A/C - ASX16 installed 06/2020. Kitchen Countertops "QUARTZ STONE" installed 2017. Bay Alarm System installed 03/2019. Mature Orange and Lemon Trees in Front Yard and with relaxing Front Porch. Assessor shows Single Residence - Detached Condominium. This is a MUST SEE!!!

7101 Oso Avenue Unit 14, Winnetka

Listing courtesy of Listing Agent: Carol Martin (clmartin4re@gmail.com) from Listing Office: Ramsey-Shilling Assoc..

$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

Listing courtesy of Listing Agent: Roy Sulka (rsulka@aol.com) from Listing Office: Rodeo Realty.

$1,099,000
5 Beds 3 Baths SR26189092 MLS
Beautifully remodeled and move-in ready, this five-bedroom Winnetka home blends warm, modern design with curated finishes throughout. White oak engineered wood floors and recessed lighting set the mood, creating a fresh, cohesive feel from room to room. The kitchen shines with abundant upper and lower cabinetry, top-of-the-line Café appliances, SoliTaj quartz countertops, champagne-bronze hardware and West Elm pendant lights. A tumbled-marble fireplace adds texture and warmth to the stylish and inviting living space. The remodeled bathrooms include a polished powder room, a beautifully appointed full bathroom and a luxurious, spa-like primary bathroom. A bright sunroom expands the living space and brings in abundant natural light, while the epoxy-finished garage provides a clean, durable upgrade. Set in a quiet, charming residential neighborhood, the home is surrounded by lushly landscaped front and back yards, creating a private outdoor retreat. An exceptional patio with built-in benches provides the perfect setting for effortless hosting and daily enjoyment, while new driveway pavers complete the home’s polished curb appeal. With extensive upgrades inside and out, there is even more to appreciate in person!

19939 Hemmingway, Winnetka

Listing courtesy of Listing Agent: Jill Schwartz (jill@jill4homes.com) from Listing Office: Compass.

$899,000
4 Beds 2 Baths SR26179992 MLS
Welcome to this charming 4-bedroom, 2-bath home offering approximately 1,615 sq. ft. of living space, ideally situated on a desirable corner lot in a well-established Winnetka neighborhood. The bright, open floor plan features recessed lighting and a spacious living area that flows seamlessly into the kitchen, creating an inviting setting for both everyday living and entertaining. Updated approximately five years ago, the kitchen features a large quartz-topped center island, ample cabinetry, and an open layout perfect for gathering with family and friends. Around the same time, the home was expanded to provide additional living space and enhanced functionality. One of the property’s standout features is the detached garage with convenient side-street access, offering excellent potential for a future ADU (buyer to verify). Additional highlights include solar panels that will be paid off by the seller at close of escrow, offering future energy savings, along with a private backyard featuring a mature lemon tree. The corner-lot location adds even more flexibility and accessibility to the property. With four bedrooms, an open and functional layout, ADU potential, and the added benefit of paid-off solar, this home offers a wonderful combination of comfort, versatility, and future possibilities. Conveniently located near shopping, dining, schools, and major thoroughfares, it’s a great opportunity to make this Winnetka home your own!

19857 Bassett, Winnetka

Listing courtesy of Listing Agent: Shideh Moghimi (smoghimi@kw.com) from Listing Office: Keller Williams Luxury.

$1,649,950
SR26185359 MLS
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

Listing courtesy of Listing Agent: Gary Keshishyan (garyk4re@gmail.com) from Listing Office: Pinnacle Estate Properties.

$1,349,900
6 Beds 5 Baths SR26184562 MLS
Nestled on a private and quiet cul-de-sac, this spacious and versatile property offers comfortable family living with the added benefit of a newly built, fully independent ADU—ideal for multigenerational living or potential rental income. Conveniently located just minutes from Pierce College, shopping, dining, public transportation, the 101 & 118 Freeways. This upgraded property is move in ready and combines privacy with easy access to everything the area has to offer. The main home features- 4 bedrooms, a loft, and 3 bathrooms, with a spacious, light-filled floor plan designed for both everyday living and entertaining. Spacious living room as well as a family room, and dedicated dining area. Primary suite with an attached loft—ideal for a home office, nursery, fitness area, or private retreat. Skylights, recessed lighting, ceiling fans, closet organizers and brand new flooring. Updated kitchen with abundant cabinet storage and stainless steel appliances. Energy-efficient tankless water heater. Large private backyard with fruit trees. Trellis-covered patio perfect for outdoor dining and entertaining. Drought-tolerant hardscape and landscape designed for easier maintenance and reduced water usage. A detached 561 sqft ADU – 20538 Keswick St. Built in 2025, the detached ADU is completely independent from the main residence, with its own address and private, fenced separation and features: 2 bedrooms and 1 bathroom Modern finishes and contemporary design Refrigerator, washer, and dryer included , tankless water heater. The ADU offers a private living space separate from the main residence previously leased for $2,650 per month on an annual lease. It provides excellent flexibility for extended family, adult children, guests, a private home office, or potential rental income. Whether you're looking for a spacious family home with the opportunity to generate additional income to help offset your mortgage expenses, a multigenerational living arrangement, or an investment property with two separate living spaces, this unique property offers exceptional versatility and value in a highly convenient location.

20540 Keswick, Winnetka

Listing courtesy of Listing Agent: Anat Erster (anerster@pacbell.net) from Listing Office: Beverly and Company.

$780,000
3 Beds 2 Baths SR26183308 MLS
Welcome to 8043 Sunnybrae Avenue, a beautifully updated single-story home tucked away on a quiet residential street in Winnetka. This inviting 3-bedroom, 2-bath residence blends modern finishes, comfortable living spaces, and an impressive oversized lot. The bright and open interior features a spacious living room with a fireplace, stylish wood-look flooring, and an updated kitchen showcasing quartz countertops, contemporary cabinetry, stainless steel appliances, and ample storage. Both bathrooms have been tastefully remodeled, while generously sized bedrooms offer excellent natural light and closet space. Additional highlights include central HVAC, ceiling fans throughout, a dedicated laundry room with washer and dryer hookups, and an attached two-car garage. Step outside to an expansive backyard offering exceptional space for entertaining, outdoor dining, gardening, a pool, ADU, or future expansion possibilities. With approximately 8,097 square feet of lot space, this property offers tremendous versatility and long-term potential. Move-in ready, thoughtfully updated, and offering the indoor-outdoor lifestyle Southern California buyers are looking for, this Winnetka home is one you won’t want to miss.

8043 Sunnybrae, Winnetka

Listing courtesy of Listing Agent: Meline Khacheryan (info@mkrealtyla.com) from Listing Office: RE/MAX One.

$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

Listing courtesy of Listing Agent: Robert Haas (bhaas@bobhaasrealtor.com) from Listing Office: Pinnacle Estate Properties, Inc..

$849,900
4 Beds 2 Baths 226003954 MLS
Welcome to this charming Winnetka single story on a sweeping corner lot! From the moment you enter, you'll feel the warmth and care that's been put into this beautiful home. 4 bedrooms, 2 bathrooms, formal dining room, living room with Swedish fireplace, family/recreation room with custom bar, perfect for your family gatherings! So much love here. Granite kitchen with custom cabinets and breakfast bar. Lots of natural light and plenty of built-ins and storage throughout entire home. Large primary suite with huge walk in shower. The spacious backyard has a newer concrete patio and large grassy yard for pets and kiddos! 2 car garage. Roof is only 4 years old. Hurry and start making wonderful memories in this special home!

20256 Londelius Street, Winnetka

Listing courtesy of Listing Agent: Nancy Manning (nancymanningrealtor@icloud.com) from Listing Office: Keller Williams Exclusive Properties.

$999,500
4 Beds 3 Baths 26874079 MLS
Tucked away on a quiet double cul-de-sac, this charming Traditional home radiates warmth and comfort at every turn. Offering approximately 2,230 square feet of thoughtfully designed living space, the home features a formal living room with integrated in-ceiling speakers, a formal dining room, newer flooring, and recessed lighting throughout.Designed for modern living, this is a true smart home with Alexa-enabled lighting, a Control4 audio/video system, and whole-home integration, and a solar system. The light-filled den is ideal for entertaining, complete with a wet bar and fireplace, and easily converts into a theater-like experience featuring a 110-inch drop-down motorized screen, 4K projector (included), and surround sound perfect for cozy movie nights at home. At the heart of the home is the beautifully remodeled, open-concept kitchen, showcasing quartz countertops, a breakfast bar, coffee nook, built-in TV, and seamless sight lines throughout the entire downstairs. A remodeled powder room completes the main level. Upstairs, the spacious primary suite includes a remodeled en-suite bath, accompanied by three additional well-sized bedrooms and a fully remodeled secondary bath.The low-maintenance backyard is an entertainer's dream, offering a covered patio, deck, built-in BBQ center, multiple seating areas, backyard sound system, and a built-in fire pit creating the perfect setting for memorable evenings. The two-car garage with direct access has been converted into an additional fifth bedroom with a fourth bathroom (unpermitted), featuring Brilliant smart touch light switches and Wi-Fi-enabled ceiling lights. The space can easily be restored to a traditional garage if desired. Additional highlights include a security system, Leased Solar System (Buyer to assume lease), newer roof, and updated electrical panel. Ideally located near shopping, dining, and entertainment this exceptional home truly has it all. Look no further.

20241 Baltar St, Winnetka

Courtesy of Keller Williams Realty Calabasas, Steve Sax - CA DRE#01444098

$999,500
4 Beds 3 Baths 26874079 MLS
Tucked away on a quiet double cul-de-sac, this charming Traditional home radiates warmth and comfort at every turn. Offering approximately 2,230 square feet of thoughtfully designed living space, the home features a formal living room with integrated in-ceiling speakers, a formal dining room, newer flooring, and recessed lighting throughout.Designed for modern living, this is a true smart home with Alexa-enabled lighting, a Control4 audio/video system, and whole-home integration, and a solar system. The light-filled den is ideal for entertaining, complete with a wet bar and fireplace, and easily converts into a theater-like experience featuring a 110-inch drop-down motorized screen, 4K projector (included), and surround sound perfect for cozy movie nights at home. At the heart of the home is the beautifully remodeled, open-concept kitchen, showcasing quartz countertops, a breakfast bar, coffee nook, built-in TV, and seamless sight lines throughout the entire downstairs. A remodeled powder room completes the main level. Upstairs, the spacious primary suite includes a remodeled en-suite bath, accompanied by three additional well-sized bedrooms and a fully remodeled secondary bath.The low-maintenance backyard is an entertainer's dream, offering a covered patio, deck, built-in BBQ center, multiple seating areas, backyard sound system, and a built-in fire pit creating the perfect setting for memorable evenings. The two-car garage with direct access has been converted into an additional fifth bedroom with a fourth bathroom (unpermitted), featuring Brilliant smart touch light switches and Wi-Fi-enabled ceiling lights. The space can easily be restored to a traditional garage if desired. Additional highlights include a security system, Leased Solar System (Buyer to assume lease), newer roof, and updated electrical panel. Ideally located near shopping, dining, and entertainment this exceptional home truly has it all. Look no further.

20241 Baltar Street, Winnetka

Listing courtesy of Listing Agent: Steve Sax (stevenmsax@gmail.com) from Listing Office: Keller Williams Realty Calabasas.

$925,000
4 Beds 3 Baths SR26180966 MLS
Welcome to this lovingly owned and meticulously maintained two-story Winnetka home, cherished by the same family for 51 years! Situated on a quiet street and thoughtfully designed with a smart, flexible floorplan, this 4-bedroom, 3-bath home offers comfortable living with plenty of space to accommodate today’s lifestyle. The main level features a welcoming living room with fireplace, formal dining area, and a spacious kitchen/great room complete with wet bar—an ideal gathering space for everyday living and entertaining. A downstairs bedroom and ¾ bath provide wonderful flexibility for a home office, guests, or multi-generational living. Upstairs, the private primary suite features a beautifully remodeled bath, along with two additional bedrooms and hall bath. The extensive list of updates reflects years of thoughtful care: 2026—smooth ceilings, fresh interior paint, updated interior door hardware and hinges, new ceiling fans, Decora-style switches and outlets, new drapes and rods, hall toilet, and new and updated recessed lighting; 2025—remodeled primary bath and new water heater; 2018—new roof; 2015—dual-zone HVAC and new windows, including triple-pane windows upstairs and double-pane windows downstairs; 2010—house replumbed with pex; 1994—chimney rebuilt. With its flexible layout, inviting outdoor spaces, substantial updates, and peaceful Winnetka location close to parks, shopping, and schools, this special home is ready for its next chapter. Don’t miss the opportunity to make it yours!

8126 Laramie Avenue, Winnetka

Listing courtesy of Listing Agent: Susie Forrest (susie@forrestproperties.com) from Listing Office: Forrest Properties.

$1,649,950
7 Beds 5 Baths SR26177843 MLS
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

Listing courtesy of Listing Agent: Gary Keshishyan (garyk4re@gmail.com) from Listing Office: Pinnacle Estate Properties.

$899,950
4 Beds 2 Baths SR26178270 MLS
Beautifully renovated four-bedroom, two-bathroom home offering approximately 1,300 square feet of thoughtfully updated living space. This move-in-ready property features a brand-new roof, new heating and air-conditioning system with all-new ductwork, energy-efficient double-pane windows, and new vinyl flooring throughout. The updated kitchen includes brand-new cabinets, countertops, and modern finishes. Both bathrooms feature new vanities and stylish upgrades. Additional improvements include extensive plumbing and electrical work, a tankless water heater, and sewer line upgrades. The freshly improved exterior features new landscaping, grass, plants, tree removal, and a brand-new irrigation system. The interior and exterior have been freshly painted, creating a clean and welcoming appearance. All work has been completed with permits, offering added confidence and peace of mind. Simply move in and enjoy this beautifully updated home.

20701 Schoolcraft, Winnetka

Listing courtesy of Listing Agent: Raz Reichfeld (raz4homes@gmail.com) from Listing Office: Keller Williams Realty Calabasas.

$900,000
3 Beds 1 Baths SR26178067 MLS
Great opportunity to build your own compound on this 17,000+ SF lot with two driveway gates and street entries. Space to build an ADU or expand the main house to suit your needs. All flat land and ready for your dream ideas! Perfect setup for SB 9 or the upcoming AB 1033 opportunities to sell two separate homes from one large parcel, or other new laws that allow for more units on a single lot. The block wall along the front of the property provides privacy. The two gates make it easy to drive in and out, or use one as a separate driveway to reach the back part of the lot. The potential is amazing, and the location is undergoing rapid redevelopment. Two-car garage with large expansion for a workshop or other uses. Plenty of room for an RV or multiple cars on this property. Do not miss this rare opportunity.

20744 Parthenia, Winnetka

Listing courtesy of Listing Agent: Timothy Finn (finntimothy@gmail.com) from Listing Office: Pinnacle Estate Properties, Inc..

$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

Listing courtesy of Listing Agent: Tisha Janigian (tisha@sheishoperealty.com) from Listing Office: She Is Hope Realty.

$1,049,500
4 Beds 3 Baths 226003821 MLS
Completely reimagined and meticulously renovated, this exceptional Winnetka residence delivers the rare combination of modern design and thoughtful functionality. From the moment you step inside, you're greeted by new luxury vinyl plank flooring and a light-filled open flow. The showpiece kitchen features custom cabinetry, quartz countertops, an oversized island, and recessed lighting, creating a space equally suited for everyday living and entertaining.While title reflects a 3-bedroom, 2-bath home, the current layout offers the functionality of 4 bedrooms, 2.5 bathrooms, plus a dedicated office--ideal for today's evolving lifestyle. Adding to the home's unique story, the original building plans, available for review, depict the home as being designed with four bedrooms plus the bonus room, indicating this layout is original to the home rather than the result of a later addition or expansion.The bathrooms have been fully remodeled with timeless finishes, walk-in closets add everyday convenience, and fresh paint with updated hardware carries throughout the home. Behind the walls, major infrastructure upgrades include copper plumbing and a new electrical panel, providing added peace of mind.Out front, a gated entry and low-maintenance turf create clean, secure curb appeal. The attached two-car garage includes laundry hookups, with additional paved RV parking alongside the home, while a large detached storage room provides incredible space for hobbies, tools, seasonal items, or additional storage. The backyard offers a clean, low-maintenance canvas ready to be customized to your vision.Located in the heart of Winnetka, you'll enjoy convenient access to local parks, shopping, dining, schools, and major commuter routes, making everyday living as practical as it is enjoyable.This is far more than a cosmetic refresh--it's a thoughtfully executed renovation where nearly every surface and major system has been updated to create a home that feels cohesive, intentional, and truly move-in ready.

8018 Winnetka Avenue, Winnetka

Listing courtesy of Listing Agent: Jonathon Trent (jon@trenthomes.com) from Listing Office: Compass.

$799,900
3 Beds 2 Baths GD26171889 MLS
Welcome to this beautifully maintained Winnetka family home, ideally situated on a sweeping 7,552-square-foot corner lot at the end of a quiet cul-de-sac. Offering approximately 1,640 square feet of comfortable living space, this inviting residence features 3 spacious bedrooms, 2 bathrooms, and a versatile bonus room perfect for a home office, playroom, media room, or family den. The heart of the home is the remodeled kitchen, thoughtfully designed with abundant cabinetry, Corian countertops, tiled backsplash, dual-basin sink, gas range, built-in microwave, dishwasher, recessed lighting, and durable tile flooring. The adjoining dining area and expansive family room create an open and welcoming space for everyday living and entertaining. The living room showcases a stunning floor-to-ceiling stone fireplace and French doors that open to a covered patio and beautifully landscaped backyard. Outdoor living is enhanced by mature trees, generous yard space, and a large detached storage shed/workshop offering endless possibilities for hobbies, storage, or creative projects. The property's desirable corner-lot configuration presents exciting opportunities for future expansion, including potential ADU development for added income potential or the creation of an even larger private backyard retreat. Additional features include central air and heat, copper plumbing, an indoor laundry room, and a two-car carport. Conveniently located just minutes from Warner Center, Westfield Topanga, The Village, excellent schools, shopping, dining, and transportation, this exceptional home offers the perfect blend of comfort, flexibility, and future potential in one of Winnetka's most desirable family-friendly neighborhoods.

20353 Gault, Winnetka

Listing courtesy of Listing Agent: Haik Alexanians (haik@greenworldrealtors.com) from Listing Office: Green World Realty.

$1,100,000
4 Beds 3 Baths SR26172508 MLS
This is a must see. A home in the valley that offers a large downstairs along with a spacious loft upstairs perfect for entertaining space, play room, movie room or in home office. The downstairs has a large living room, designated dining space, eat in kitchen with a wet bar, a family room with a sliding glass door that leads to the backyard, a half bath and indoor laundry area. There's also a two car garage attached to the house. Upstairs are 4 bedrooms. The main bedroom is large enough to have its own living room space. The main bathroom has double sinks, bathtub and a shower, as well as walk in closet. from the main bedroom is a french door that leads out to the balcony. There is a large loft, and three other bedrooms, and an additional bathroom. The backyard has citrus trees, a dog run and plenty of room for outdoor seating and dining. This house has newer paint inside and out, newer double paned windows and sliders, all new recessed lighting, plantation shutters and custom wood blinds.

7923 Casaba, Winnetka

Listing courtesy of Listing Agent: Caroline Jordan (carolinevjordan@gmail.com) from Listing Office: RE/MAX One.

$835,000
3 Beds 2 Baths SR26171772 MLS
Back on Market! Tucked away in this Winnetka neighborhood sits this 3 bedroom 2 bath doll house! With almost 1,400 square feet this freshly painted home has a bright interior flooded with natural light, bamboo wood floors, a marble tiled fireplace, true divided light french doors, and a crisp white kitchen with stainless steel appliances that really make this home tastefully styled. With spacious bedrooms that offer comfortable living with ceiling fans, ample closet space and new carpet throughout. Outdoors, a wood deck spans the length of the house welcoming you to the yard. A large covered patio, built in bbq island and gazebo are all surrounded by walls of greenery that create a private lush space for backyard entertaining. Grassy front yard with planters full of roses, lavender and two car garage complete the package. Located conveniently with proximity to West Field Topanga Mall, Pierce College, Village Walk, and the new Rams Stadium currently in progress. This home is ready to be yours!

20271 Mobile, Winnetka

Listing courtesy of Listing Agent: Catherine Scully (catscully5@gmail.com) from Listing Office: Compass.

$849,000
3 Beds 2 Baths PF26170935 MLS
Price Improvement! Now $849,000. Come see us at the open house this Sunday, 9/13, from 2-4pm. Beautiful home available in the heart of the valley. Freshly painted inside and out, it has been updated with care over time using quality construction and materials. Stunning quartz countertops in both the kitchen and bathroom, wood flooring throughout, and a newer HVAC unit to keep you cool this summer. Washer and dryer included, along with a newer Bosch dishwasher as well. Mature fruit trees in the front and back yard. Ficus trees and bushes along the sides of the home ensure your privacy. The home features a detached garage and a back yard set up to accomodate additional parking with the potential for a small-medium RV. Close to Pierce College, the Westfield Topanga Mall, and the 101 freeway.

20146 Hartland, Winnetka

Listing courtesy of Listing Agent: Matthew Larson (mlarsonreo@gmail.com) from Listing Office: Real Estate Offices, Inc..

$1,525,000
4 Beds 5 Baths SR26166115 MLS
NEW CONSTRUCTION – Turn Key Home. Welcome to gated Kelvin Homes! Modern home 4 bed/4.5 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 upstairs. One bedroom and one bathroom located downstairs, Spacious master bedroom with balcony, walk in master closet, Upstairs has 3 additional bedrooms, Most 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 as the house is located on a private street.

20811 W Seeasons Lane, Winnetka

Listing courtesy of Listing Agent: Archana Thukral (samthukral@hotmail.com) from Listing Office: Archana Thukral.

$874,900
3 Beds 2 Baths GD26164986 MLS
Welcome to 8469 Fulbright Ave, a beautifully updated single-story home with great curb appeal — brick accents, mature trees, and lush landscaping welcome you home. Open kitchen features gray cabinets, quartz counters, subway tile backsplash, stainless appliances, and a built-in desk nook. Bright living room with sliding glass doors opens to the backyard. 3 beds, 2 baths, including a peaceful primary suite and updated hall bath with dual sinks and soaking tub. Second bath fully renovated with glass shower and custom vanity. Dedicated laundry room. Spacious 7,405 sq ft lot with green lawn, patio, and shade trees — great for entertaining. Move-in ready and close to shopping and dining.

8469 Fullbright, Winnetka

Listing courtesy of Listing Agent: Avo Oughourlian (avo@huntingtongroup.com) from Listing Office: Huntington Group.

$849,000
3 Beds 2 Baths SR26160987 MLS
After a new price improvement, this home is now one of the best values in the neighborhood! Welcome to this beautifully upgraded single-story home in the heart of Winnetka with paid solar, 3-bedrooms, 2-bathrooms plus a versatile den offering an open, light-filled floorplan perfect for modern living. The living room welcomes you with a cozy fireplace and skylight, while the adjacent den's abundant windows frame stunning views of the backyard. The dining area flows seamlessly into a beautifully remodeled kitchen featuring upgraded cabinetry with pull-out shelving, upgraded countertops, and a sunny breakfast nook overlooking the yard. A dedicated laundry room off the kitchen adds convenience with a pantry, extra storage, and a utility sink. The primary boasts two large closets, and the updated main bathroom impresses with dual sinks and an upgraded shower and tub. Two additional generously sized bedrooms include one with direct access to the secondary bathroom. Step outside to a beautiful and relaxing yard: a huge turfed yard, oversized covered patio with ceiling fan, mature tree-lined landscaping, a beautiful orange tree, and a storage shed. Additional upgrades include paid solar, newer HVAC, Luxury Vinyl Flooring, new paint, dual pane windows throughout, and a 2-car garage with new door and motor. This move-in-ready Winnetka gem won't last long!

20310 Londelius, Winnetka

Listing courtesy of Listing Agent: Cherrie Brown (Cherrie.Zach@Gmail.Com) from Listing Office: Equity Union.

$1,499,999
6 Beds 6 Baths 26862297 MLS
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, Winnetka

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

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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.