Winnetka Real Estate

Rare opportunity to own a beautifully renovated detached residence in the heart of Winnetka through a Tenancy in Common (TIC) ownership structure. This private 3-bedroom, 2-bathroom home lives like a single-family residence and has been thoughtfully reimagined with high-end finishes throughout. The open-concept floor plan is filled with natural light and features wide plank luxury vinyl flooring, a designer kitchen with quartz countertops, stainless steel appliances, contemporary cabinetry, recessed lighting, dual-pane windows, central heating and air conditioning, and in-unit laundry. Enjoy the privacy of your own separate entrance and exclusive-use outdoor space, creating the comfort and independence of a detached home without the maintenance of traditional homeownership. The spa-inspired bathrooms, modern finishes, and functional layout make this an exceptional opportunity for both owner-occupants and long-term investors. Ideally located near shopping, restaurants, parks, schools, and major freeways, this home offers convenient access throughout the San Fernando Valley while being tucked away in a desirable residential neighborhood. The sale includes an undivided ownership interest in the property together with the exclusive right to occupy the designated residence pursuant to the recorded Tenancy in Common Agreement governing the property. TIC financing is available through experienced lenders, making this an outstanding alternative to traditional condominium ownership while offering the privacy and feel of a detached home.

19918 Kittridge, Winnetka

Listing courtesy of Listing Agent: Ravi Sharma (realestaterav24@gmail.com) from Listing Office: NextHome Grandview.

$475,000

2 Beds ⋅ 2 Baths ⋅ 26864991 MLS ⋅ Keswick Patio HOA BLDG.

Charming Gated Townhome in the Heart of Winnetka **Rare end-unit at the back of the complex** opportunity in a sought-after gated Winnetka community! This meticulously maintained two-story townhome-style condo comes with a coveted bonus: a private, oversized two-car attached garage offering direct ground-floor access ideal for everything from everyday convenience to extra storage flexibility. The main level is designed to impress. The open-concept first floor is an entertainer's dream, anchored by rich bamboo floors, a cozy fireplace, and recessed lighting, with a handy closet at the base of the stairs adding smart everyday function. The kitchen shines with newer stainless steel appliances and flows effortlessly into the dining and living areas perfect for hosting or simply unwinding. A sliding glass door opens to a private patio, made for warm summer evenings. A stylish half bath completes this level. Upstairs, you'll find 2 generously sized bedrooms, a full bath, and the ease of nearby laundry area with space for additonal storage right beside the linen closet. Both the primary and guest bedroom enjoy sliding glass door access to a long private patio a lovely spot for morning coffee or an evening spent unwinding with a good book. The primary suite also boasts a huge walk-in closet. Life here comes with resort-style perks: a sparkling pool, relaxing hot tub, recreation room, and lush green landscaping. HOA-covered water, trash, professionally maintained landscaping. With every convenience close at hand, this home truly checks every box.Don't wait homes like this move fast! Fireplace is considered decorative, seller does not know if it works!

20155 Keswick St Unit 107, Winnetka

Courtesy of Compass, Kellie McCaffrey-Nady - CA DRE#02007978

$475,000

2 Beds ⋅ 2 Baths ⋅ 26864991 MLS

Charming Gated Townhome in the Heart of Winnetka **Rare end-unit at the back of the complex** opportunity in a sought-after gated Winnetka community! This meticulously maintained two-story townhome-style condo comes with a coveted bonus: a private, oversized two-car attached garage offering direct ground-floor access ideal for everything from everyday convenience to extra storage flexibility. The main level is designed to impress. The open-concept first floor is an entertainer's dream, anchored by rich bamboo floors, a cozy fireplace, and recessed lighting, with a handy closet at the base of the stairs adding smart everyday function. The kitchen shines with newer stainless steel appliances and flows effortlessly into the dining and living areas perfect for hosting or simply unwinding. A sliding glass door opens to a private patio, made for warm summer evenings. A stylish half bath completes this level. Upstairs, you'll find 2 generously sized bedrooms, a full bath, and the ease of nearby laundry area with space for additonal storage right beside the linen closet. Both the primary and guest bedroom enjoy sliding glass door access to a long private patio a lovely spot for morning coffee or an evening spent unwinding with a good book. The primary suite also boasts a huge walk-in closet. Life here comes with resort-style perks: a sparkling pool, relaxing hot tub, recreation room, and lush green landscaping. HOA-covered water, trash, professionally maintained landscaping. With every convenience close at hand, this home truly checks every box.Don't wait homes like this move fast! Fireplace is considered decorative, seller does not know if it works!

20155 Keswick Street Unit 107, Winnetka

Listing courtesy of Listing Agent: Kellie McCaffrey-Nady (Kellie@kelliehomes.com) from Listing Office: Compass.

$899,000

3 Beds ⋅ 2 Baths ⋅ SR26160987 MLS

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: NextHome Real Estate Rockstars.

$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

Listing courtesy of Listing Agent: Cyrene Dellinger (cyrene@cyreneproperties.com) from Listing Office: Keller Williams Encino/Sherman Oaks.

$410,000

2 Beds ⋅ 1 Baths ⋅ SR26159885 MLS

Spacious first-floor 2-bedroom, 1-bath condo in a quiet gated community in Winnetka. This inviting home features a generously sized updated kitchen, brand-new flooring, laminate flooring in both bedrooms, and a very large private patio perfect for relaxing, entertaining, or creating your own outdoor oasis. The oversized patio is one of the highlights of this home — you simply have to see it in person. Ideal for families, students, or older residents seeking the convenience of first-floor living. Community amenities include lush green grounds, a large pool, 3 spas, gated security, and community laundry. HOA includes water, gas, and trash. Located across from a beautiful park with a playground and tennis courts, and conveniently situated between the 101 and 118 Freeways. A wonderful opportunity to own a stylish, updated, and spacious condo in a great Winnetka location!

20134 Leadwell Unit 126, Winnetka

Listing courtesy of Listing Agent: Inna Pylypenko (innatheagent@gmail.com) from Listing Office: Coldwell Banker Realty.

$899,950

4 Beds ⋅ 3 Baths ⋅ OC26159383 MLS

Welcome to 20259 Gifford St, a beautifully maintained split-level home in the heart of Winnetka offering 4 bedrooms, 3 bathrooms, a dedicated office or possible 5th bedroom, and 2,395 sqft of spacious, light-filled living space on a 5,202 sqft lot. Thoughtfully updated throughout, this inviting home blends generous living areas with modern finishes and a highly functional floor plan designed for both everyday living and entertaining. Rich flooring, recessed lighting, crown molding, and an abundance of natural light create a warm, move-in ready atmosphere from the moment you step inside. The main living spaces offer exceptional flexibility with multiple gathering areas, including an expansive living room, a separate family room anchored by a cozy fireplace, and a formal dining area that flows seamlessly into the beautifully updated kitchen. The kitchen is a true centerpiece featuring granite countertops, crisp white cabinetry, stainless steel appliances, an oversized breakfast bar, and ample cabinet and prep space, making it ideal for everything from casual mornings to hosting family and friends. A dedicated office provides the perfect work-from-home space, study, hobby room, or fitness area. The spacious primary suite offers a peaceful retreat with generous proportions and an updated en-suite bathroom, while three additional bedrooms and well-appointed bathrooms provide comfortable accommodations for family and guests. A newer HVAC system ensures year-round comfort and keeps the home cool during warm San Fernando Valley summers, while the attached garage includes an EV charger for added convenience. Outside, you'll find charming curb appeal with a fully fenced front yard highlighted by mature landscaping and colorful rose gardens, creating a welcoming first impression. The private backyard features a large patio, elevated deck, and plenty of room for outdoor dining, entertaining, gardening, or simply relaxing in your own outdoor retreat. Tucked between Northridge, Canoga Park, and West Hills, minutes to Westfield Topanga, The Village, Pierce College, CSUN, and the 101 / 118 / 405. LAUSD with magnet and charter options. FHA, VA, and conventional financing all welcome. Call your Realtor to schedule a tour and make an offer today! Welcome home!

20259 Gifford, Winnetka

Listing courtesy of Listing Agent: Jessica Nieto (Jessica@Jessicanieto.com) from Listing Office: eXp Realty of California Inc.

$1,675,000

4 Beds ⋅ 5 Baths ⋅ SR26158070 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 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.

7329 Kelvin, Winnetka

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

$418,950

2 Beds ⋅ 2 Baths ⋅ SR26156835 MLS

Great Third Floor 2 + 2 Condominium with Open Tree-top View and no one above. Move in ready, with new flooring, fresh paint, convenient split floor plan features Livingroom with Fireplace and Balcony, Dining area, Kitchen with Granite Counters, in-unit laundry area, primary suite with two closets, and primary bath with tub/shower combo, second bedroom with walk-in closet, and large second bathroom with granite counter. The secure complex features a pool, spa, and gym, plus secure tandem parking. Priced to sell.

20253 Keswick Street Unit 318, Winnetka

Listing courtesy of Listing Agent: Cathy Derose (cathyderose@gmail.com) from Listing Office: Knollwood Realty, Inc..

$465,000

2 Beds ⋅ 2 Baths ⋅ AR26152686 MLS

REMODELED TOP-LEVEL CORNER END UNIT WITH MOUNTAIN VIEWS FROM THE LIVING ROOM AND BEDROOMS, AND NO SHARED WALLS. A RARE FIND! This beautiful 2-bedroom, 2-bathroom home features cathedral ceilings with exposed beams and a chandelier in the living room. All appliances are included, including a new dishwasher and microwave. Chandeliers are installed throughout the home, and all window coverings are included. The unit also features an in-unit washer and dryer, a storage closet on the balcony, a decorative fireplace, New flooring and numerous recent upgrades, including updated vanities, appliances, HVAC, lighting, and countertops. The building includes earthquake insurance, and the unit comes with two tandem parking spaces. Community amenities include a pool, an exercise room, and gated parking. Pets are allowed (per HOA guidelines). Enjoy a private balcony off the living room with scenic mountain views. The complex is not FHA-approved. Buyers are advised to verify all information for accuracy and conduct their own due diligence with independent professionals. SELLER RESERVES ALL SERVICES.

20253 Keswick Street Unit 323, Winnetka

Listing courtesy of Listing Agent: Shadi Amini (shadi@c21village.com) from Listing Office: Century 21 Village Realty.

$869,900

3 Beds ⋅ 3 Baths ⋅ SR26150708 MLS

Elegant, stately and beautiful describle this upgraded home! Quiet tree lined street, in the quaint and sleepy town of Winnetka! Other lovely homes surrounding! The style and design simply put, is a mid century architectual masterpiece!! The lightness, and brightness of this home are sensational. The back wall of windows and height is just incredible and gives this home a feeling of indoor/outdoor living. SO much value for this $$. Amenities in this home are too numerous to mention, you must come see for yourself!. Remodled Kitchen cabinets counters, floors, all done with quality and taste and design. Fabulous open kitchen concept. You will love the simple fireplace. Large, private and serene backyard! Fruit trees front and back..

19957 Lorne, Winnetka

Listing courtesy of Listing Agent: Debra Shreve-Trejo (Debbie@estateswithdebbie.com) from Listing Office: RE/MAX One.

$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

Listing courtesy of Listing Agent: Kinsley Carnahan (kinsleycarnahan@gmail.com) from Listing Office: Carnahan & Assoc..

Winnetka Real Estate

Newest Listings in Winnetka