Willow Glen Real Estate

Welcome to Willow Glen, a charming and vibrant neighborhood nestled in the heart of San Jose, California, within Santa Clara County. Known for its picturesque tree-lined streets and a strong sense of community, Willow Glen offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

As you stroll through this delightful neighborhood, you’ll be captivated by the historic architecture that dates back to the early 1900s, with many homes showcasing beautiful Craftsman and Tudor designs. The community takes pride in its well-maintained gardens and lush parks, providing plenty of green spaces for families and individuals to enjoy outdoor activities, picnics, and leisurely walks.

Willow Glen boasts a vibrant downtown area filled with charming boutiques, artisanal shops, and an array of dining options that cater to every palate. Whether you're in the mood for a cozy café or a gourmet restaurant, you’ll find it all within walking distance. The neighborhood also hosts a variety of community events throughout the year, fostering a close-knit atmosphere and encouraging residents to connect with one another.

Families will appreciate the excellent schools in the area, known for their dedicated teachers and strong academic programs. With a focus on education and community engagement, Willow Glen is a place where children can thrive and grow.

Conveniently located near major highways and public transportation, residents enjoy easy access to the bustling tech hubs of Silicon Valley, while still being able to retreat to the peaceful charm of their neighborhood. Experience the warmth and community spirit of Willow Glen—where every day feels like a breath of fresh air!

Newest Listings in Willow Glen

$3,488,000

4 Beds ⋅ 3 Baths ⋅ ML82064415 MLS

Experience the art of California living in this beautifully reimagined Willow Glen home, where sophisticated design, architectural elegance, and resort-inspired amenities come together effortlessly. Situated on a stunning east-facing corner lot spanning over 1/3 of an acre, this exceptional home offers over 3,000 SF of thoughtfully designed living space with 4 spacious bedrooms and 2.5 bathrooms. Gorgeous light oak flooring flows throughout, complemented by dramatic vaulted ceilings, exposed natural wood beams, designer lighting, and an abundance of natural light. A stunning designer kitchen showcases beautiful stone countertops and backsplashes, sleek cabinetry, stylish finishes, and stainless steel appliances. The luxurious primary suite offers a serene retreat, featuring beautiful architectural details, custom cabinetry, and a spectacular spa-inspired bathroom with a freestanding soaking tub, expansive walk-in shower, and dual vanities. Designed for the ultimate indoor-outdoor lifestyle, the remarkable backyard is a private oasis. A sparkling swimming pool and spa, and outdoor entertaining areas provide the perfect setting for a peaceful morning to an unforgettable gathering beneath the California sky.

2751 Richland AVE, San Jose

Listed by Elsa Garza, 408-209-9067 from KW Bay Area Estates
(If provided) CoList: from

$3,198,000

5 Beds ⋅ 3 Baths ⋅ ML82064237 MLS

Brand-new construction on a tree-lined street in one of Willow Glen's most sought-after pockets. This newly constructed residence by Aro homes offers carbon-negative, precision-engineered living designed by the renowned Olson Kundig architects. Floor-to-ceiling glass & a seamless indoor-outdoor flow define the main living spaces. The chef's kitchen anchors the home with Wolf & Subzero professional appliances and is open to the dining/living room with views of the rear yard. Natural light flows in from the oversized rear windows of the living space with a separate slider out to a covered patio. With 2 bedrooms and a full bath downstairs, and 3 bedrooms and 2 full baths up, this floor plan is designed for an array of buyer needs. The systems behind this home are as intentional as the design. A SPAN smart electrical panel manages energy intelligently throughout. Clean air circulates continuously through an energy recovery ventilator & a high-velocity heat pump system maintains precise comfort. The included garage EV charger offers buyers future-proofing their vehicle needs. All-electric & a net-zero home with owned solar - the house generates more energy than it uses. Don't miss this opportunity to buy new construction in a fabulous location of Willow Glen!

1674 Husted AVE, San Jose

Listed by Gina Marciano, 408-832-2600 from Compass
(If provided) CoList: Samantha Siewit from Compass

$1,750,000

3 Beds ⋅ 2 Baths ⋅ ML82064167 MLS

Set on a quiet, tree-lined street, 673 Dorothy Avenue offers 1,576 sq ft of living space, a rare 640 sq ft detached garage, and an expansive 7,285 sq ft lot. The floor plan includes separate living and family rooms. Hardwood floors, elegant crown molding, and recessed lighting create a refined backdrop throughout with abundant storage to keep everyday life organized. The bright kitchen pairs white cabinetry with brand new quartz countertops and peninsula for casual meals and entertaining. Stainless appliances include: GE five-burner gas range, KitchenAid french door refrigerator, GE microwave, and KitchenAid dishwasher. The light filled primary suite offers generous windows, sliding glass door to the backyard, walk-in closet, and modular closet system. Primary bath features clay fired subway tile and oil rubbed bronze fixtures. Out back, bistro lights stretch across a lush lawn framed by new 9 ft lattice-topped redwood fencing. The oversized two-car garage, built in 2010 with 10 ft ceilings, opens onto the yard via a motorized commercial roll-up door. A 220V outlet makes it EV-ready, with room for a gym, workshop, studio, or game room. Just blocks from Downtown Willow Glen, freeway access, and Tamien LightRail/CalTrain station.

673 Dorothy AVE, San Jose

Listed by Stacey Woods, 650-793-4583 from Compass
(If provided) CoList: from

$3,198,000

4 Beds ⋅ 5 Baths ⋅ ML82064112 MLS

This custom Willow Glen family friendly home on an incredible tree lined street has it all...inside and out!!! Perfect turn-key home to entertain your family and friends!!! The home was updated in 2024 and boasts warmth and character, along with modern amenities and upgrades. Other features include, gourmet kitchen with Monogram appliances, steam oven, leathered textured stone slab countertops, dual Zephyr beverage coolers, shaker cabinets, custom features, hardwood floors, 100 bottle wine closet, upstairs and downstairs laundry, finished garage, and 50-year warranty composition roof. The downstairs primary suite offers a large walk-in closet, completely updated bathroom with spacious wet-room w/ soaking tub. The upstairs junior suite w/ full bathroom is perfect for guests or multi-gen family. A detached 272 sqft office / day use room offers many uses and a full bathroom, provides a clear physical separation between job and living space, perfect those who need a private workspace or retreat. The private backyard water feature provides a serene influence for relaxing outside, a pizza oven for cooking and large storage sheds for personal items safekeeping. Easy access to commute arteries and to downtown Willow Glen and only few blocks to River Glen Park.

1874 Arbor DR, San Jose

Listed by Kevin Salazar, 408-655-8708 from Intero Real Estate Services
(If provided) CoList: from

$1,768,000

3 Beds ⋅ 2 Baths ⋅ ML82063957 MLS

Exceptional Fully Permitted Rebuild in Prime Willow Glen! Beautifully reimagined 3-bedroom, 2-bath home, extensively renovated down to the studs with nearly $500,000 invested in improvements. This comprehensive renovation goes far beyond a typical remodel, including upgrades to portions of the foundation and structural framing, plus new plumbing, electrical, insulation, windows, and modern finishes throughout. The bright open-concept floor plan flows seamlessly to a spacious backyard through expansive sliding glass doors. The designer kitchen features quartz countertops, custom cabinetry, premium appliances, and a large center island. The primary suite offers a beautifully appointed bath and walk-in closet. Situated on a generous 7,095 sq. ft. lot with expansive front and rear yards, plus City-approved ADU plans offering excellent potential for additional living space, multigenerational use, home office, or rental income. Additional features include a covered front porch, detached two-car garage, EV charging, and ample parking. Ideally located near Downtown Willow Glens shops, restaurants, cafés, parks, and community events, with convenient access to major freeways 87/280/17/85 and Silicon Valley employment centers. A must-see!

1676 Mackey Ave, San Jose

Listed by Hong Sycks, 408-466-8722 from Compass
(If provided) CoList: from

$1,700,000

4 Beds ⋅ 3 Baths ⋅ ML82063936 MLS

A rare blend of style, space & convenience awaits at 945 Desmet Dr. Ideally positioned on a desirable corner lot in the heart of Willow Glen, a beautifully updated home features bright, sun-filled interiors, wood floors, recessed lighting & generously sized rooms designed for effortless living & entertaining. Formal living and separate family rooms create excellent flow throughout the home, offering distinct spaces to gather, relax & entertain. The stunning remodeled kitchen showcases Taj Mahal quartzite countertops, backsplash & waterfall edge, a 6-burner gas range, pantry, under-cabinet lighting, soft-close cabinetry, fluted-glass cabinets & thoughtful custom storage. The spacious primary retreat features a beautifully finished custom walk-in closet, while two additional bedrooms offer upgraded closets. The 4th bedroom has been newly painted & enhanced with stylish wall paneling. Additional upgrades include a new heat pump, water softener & smart blinds in the living and family rooms with Apple Home connectivity. The finished garage features epoxy flooring, 240V EV charger & fiber endpoint, Solar. Enjoy a low-maintenance backyard, short walk to the neighborhood park, minutes to downtown Willow Glen. An ideal location with quick access to major hwys for Silicon Valley commuters.

945 Desmet DR, San Jose

Listed by Sarika Singh, 650-218-6854 from Compass
(If provided) CoList: Samit Shah from Compass

$3,675,000

4 Beds ⋅ 4 Baths ⋅ ML82063938 MLS

Exceptional Craftsman-style new construction residence on a quiet, tree-lined Willow Glen street with sidewalks and classic neighborhood charm. The chefs kitchen is the heart of the home, featuring a large center island with bar seating, walk-in pantry, premium Wolf and Sub-Zero appliances, and quartz countertops with matching full-height backsplash. The kitchen flows seamlessly into the expansive living and dining areas, where stacking glass sliders open to a covered patio for easy indoor-outdoor living and year-round gatherings. A private ADU with kitchenette and en suite bedroom provides exceptional flexibility for guests, extended family, or a dedicated home office. Upstairs, a spacious loft offers additional living space, along with two well-appointed secondary bedrooms and a laundry room with sink and storage. The grand primary suite serves as a serene retreat with a generous walk-in closet and spa-inspired bath featuring a soaking tub and oversized walk-in shower. Ideally located near parks, shopping, dining, and downtown Willow Glen. Buy early to enjoy preferred pricing and opportunities to personalize finishes. Estimated completion Q3 2027. *All imagery is illustrative and subject to change and does not depict the subject property.

1111 Mayette AVE, San Jose

Listed by Frances Ibay, 408-205-9858 from Thomas James Real Estate Services, Inc,
(If provided) CoList: from

$1,998,000

4 Beds ⋅ 2 Baths ⋅ ML82063026 MLS

1667 Montemar Way, where classic Willow Glen charm meets the ease and convenience of a prime location. Set on a generous 7,856 sq. ft. lot, this inviting 4-bedroom, 2-bath home offers 1,654 sq. ft. of comfortable living space and endless possibilities to make it your own. Built in 1956, the residence pairs timeless character with a thoughtfully arranged floor plan that feels welcoming from the moment you arrive. Light-filled living spaces create a relaxed setting for everyday life, while the connected living, kitchen, and dining areas make gathering with family and friends feel effortless. 4 bedrooms offer flexibility for guests, a home office, or your changing needs. Outdoors, mature trees and lush greenery frame a spacious backyard ready for weekend barbecues, garden beds, outdoor play, or quiet mornings with coffee. The expansive lot provides room to bring your vision to life, whether you dream of a vibrant outdoor retreat or simply appreciate the breathing room. Enjoy a desirable location with convenient access to local parks, shopping, dining, and major commuter routes. With its inviting layout, generous grounds, and opportunity to personalize, this Willow Glen home is ready for its next chaptera place to settle in, create lasting memories, and enjoy the lifestyle you love.

1667 Montemar WAY, San Jose

Listed by Shemeika K. Fox, 831-588-2334 from KW Thrive Santa Cruz
(If provided) CoList: Garret Jones from Keller Williams Thrive

$2,188,000

4 Beds ⋅ 3 Baths ⋅ ML82063269 MLS

This 3-bed, 2-bath Willow Glen home blends classic Spanish style with modern updates across 1,271 sq ft, plus a 313 sq ft fully permitted ADU studio with its own full kitchen and bathroom. That's 4 beds and 3 baths total! White stucco, a clay tile roof, and a brick-lined walkway framed by mature olive and citrus trees deliver serious curb appeal. Step through the Dutch-style wood door with iron detailing into warm, textured living spaces. The chef-worthy kitchen shines with white glass-front cabinets, a green arabesque backsplash, quartz counters, a farmhouse sink, and stainless appliances. The spa-like bath features a clawfoot tub and rain shower. An unfinished basement offers bonus storage. Out back, fresh pavers and new plantings lead to the permitted ADU studio with full kitchen, full bath, French doors, mini-split, and tankless water heater. Perfect for guests, a home office, or rental income. Don't miss it!

1146 Willow Glen WAY, San Jose

Listed by Theresa Burrill, 408-888-8936 from Compass
(If provided) CoList: from

$2,198,000

4 Beds ⋅ 3 Baths ⋅ ML82060098 MLS

Beautifully remodeled single-story home nestled on a private 7,705 sq. ft. lot in one of Willow Glens most sought-after neighborhoods. 2,100 sq. ft. of light-filled living space, 4-bed, 2.5-bath residence pairs high-end finishes with a functional layout designed for modern living. Gleaming hardwood floors flow throughout the home, leading into a spacious living room and a separate, comfortable family room. At the center of the layout sits an entertainers kitchen, outfitted with white shaker cabinetry, an expansive peninsula, elegant Carrara marble countertops, a classic subway tile backsplash, and stainless steel appliances. The spacious primary suite serves as a serene retreat featuring 2 large closets and an ensuite bath with custom tile work and marble finishes. Step outside to a private backyard retreat featuring a brick patio, private hot tub, mature landscaping, and ample space for outdoor dining & play. Additional highlights include fully renovated bathrooms, custom closets, attached 2-car garage, central AC, inside laundry, owned solar, and close proximity to top-rated schools, local parks, Zanotto's, and downtown Lincoln Ave. Enjoy guaranteed access to membership at the Willow Woods Community Association Pool with no obligation to join. A neighborhood perk you'll love!

1594 Koch LN, San Jose

Listed by Shemeika K. Fox, 831-588-2334 from KW Thrive Santa Cruz
(If provided) CoList: Garret Jones from Keller Williams Thrive

$1,799,000

2 Beds ⋅ 1 Baths ⋅ ML82063765 MLS

546 Coe AVE, San Jose

Listed by Alan Nguyen, 408-835-7743 from Infinite Investment Realty Corporation
(If provided) CoList: from

$3,999,500

3 Beds ⋅ 3 Baths ⋅ ML82062888 MLS

Hurry to this exceptional custom estate that offers approximately 3072 SF on a manicured 10,143 SF lot just minutes from downtown Willow Glen shops and dining. Custom built from the ground up for the current owners in 2012, the home showcases timeless craftsmanship, soaring ceilings, glowing hardwood floors, custom millwork, designer lighting, and natural stone finishes. Grand formal living room with coffered ceiling, fireplace and doors that open to the loggia for entertaining and backyard views. Chefs kitchen features premium S/S appliances, oversized island with casual seating for 6. Formal dining room features custom made climate controlled wine cabinets. Three bedrooms and 2.5 baths. Separate laundry room complete with washer and dryer appliances. Upstairs you will find a luxurious primary suite with attached balcony, perfect for a work-out space. The oversized spa-like bath is a must see. Resort-style backyard with a covered patio perfect for outdoor dining and lounging, BBQ area, beautiful in-ground pool, lush landscaping, and multiple entertaining spaces. Owned solar panels. Attached 2-car garage with additional off-street parking.

1517 Hicks AVE, San Jose

Listed by Rick Zea, 408-205-8050 from The Agency
(If provided) CoList: from

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Bailey Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings 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.