Winnetka Real Estate

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Newest Listings in Winnetka

$1,275,000

3 Beds ⋅ 2 Baths ⋅ SR26195529 MLS

Welcome to this beautifully updated single-story ranch home in a highly sought-after pocket of Winnetka. Situated on an expansive 13,441-square-foot double lot, this spacious 3-bedroom, 2-bathroom residence offers approximately 2,256 square feet of living space and an exceptional combination of comfort, convenience, and future potential. Recent improvements include remodeled bathrooms, new laminate flooring, fresh interior and exterior paint, drought-tolerant front landscaping, and a newly seeded backyard. The spacious living room features an impressive 14-foot vaulted ceiling, creating an open and inviting atmosphere. Additional features include a Tesla EV charger, smart thermostat, ADT security system, six Ring security cameras, and approximately 15 feet of wide RV access. The expansive double lot provides tremendous flexibility for future development and customization. Subject to zoning, permits, and city approvals, the property may offer potential for an ADU or guest house, private swimming pool, expanded outdoor living areas, or additions to the existing residence. The property's generous lot size, single-story layout, and configuration may also provide an opportunity for buyers interested in exploring the potential for a Residential Care Facility for the Elderly (RCFE). Buyers are encouraged to independently verify zoning, permitted uses, development potential, licensing requirements, and all applicable regulations with the appropriate governmental agencies. The newly seeded backyard offers a blank canvas for creating a private retreat, entertaining area, pool, or custom outdoor space. Ideally located near Pierce College, many great schools, The Village, Westfield Fashion Square, the Orange Line, and the 101 Freeway and 118 Highway, providing convenient access to shopping, dining, entertainment, education, and transportation. With its oversized double lot, updated interiors, fresh paint, new landscaping, vaulted ceilings, RV access, security features, and development potential, this Winnetka property offers a rare opportunity to enjoy a move-in-ready home today with exciting possibilities for the future. A must-see!

20358 Strathern Street, Winnetka

Listing courtesy of Listing Agent: Matthew Hamilton (matthewhamiltonre@gmail.com) from Listing Office: Huntington Group.

$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.

$175,000

1 Beds ⋅ 1 Baths ⋅ SR26196800 MLS

Welcome to this beautiful condo in the heart of Winnetka! The kitchen features wood cabinetry. ample counter space, and modern appliances. This unit is located in walking distance of shopping centers, Pierce College, and transportation services.

20327 Saticoy Unit 304, Winnetka

Listing courtesy of Listing Agent: Gal Simha (gabe@countrylending.net) from Listing Office: GMAX Properties Inc..

$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.

$75,000

SR26194408 MLS

SECRETOS NATURALES IS A DAY SPA. IS A NATURAL SKINCARE BUSINESS FOR SALE. . Established Natural Beauty Business Opportunity . Products • Branding • Customer Base • Business Assets .Great Opportunity for an Entrepreneur or Investor Turnkey opportunity — ready for the right owner

Winnetka

Listing courtesy of Listing Agent: Reina Ramirez (reina340@aol.com) from Listing Office: RE/MAX One.

$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.

$379,999

2 Beds ⋅ 2 Baths ⋅ SR26189294 MLS

Home for the Holidays, Move in condition, Bright and open floor plan, easy access to the elevator, nice view from the balcony, sellers are motivated and ready to sell

20253 Keswick Unit 211, Winnetka

Listing courtesy of Listing Agent: Lourdes Price (lourdesprice@aol.com) from Listing Office: Unique Realty Corp..

$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.

$495,000

2 Beds ⋅ 3 Baths ⋅ GD26187826 MLS

This inviting Winnetka townhouse perfectly combines comfort, convenience, and charm in a desirable community. Pull into your spacious 2-car garage and step inside this beautifully maintained 2-bedroom, 3-bathroom home, 2 Fireplaces, & ideally located in the heart of Winnetka. The bright and spacious floor plan features generous living and dining areas, highlighted by a cozy fireplace that creates the perfect setting for relaxing evenings and effortless entertaining. Upstairs, both bedrooms offer privacy and comfort. The spacious primary suite features its own fireplace, creating a warm and tranquil retreat for relaxing at the end of the day. Step outside to enjoy your private patio—perfect for weekend BBQs, morning coffee, or an evening drink. Residents can also take advantage of the community’s resort-style amenities, including a sparkling pool, relaxing spa, and tennis/pickleball court. The beautifully maintained courtyard provides a pleasant space to walk your pet and enjoy the outdoors. Conveniently located near California State University, Northridge, Pierce College, schools, shopping, dining, parks, schools, and major freeways, this home offers the perfect balance of peaceful community living and easy access to everything the area has to offer. Whether you're a first-time buyer, looking to downsize, or searching for a great investment opportunity, this charming Winnetka gem is ready to welcome you home!

8330 Penfield Unit 11, Winnetka

Listing courtesy of Listing Agent: Rosanna Macalinao (RMacsellsre@gmail.com) from Listing Office: Coldwell Banker Hallmark.

$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.

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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.