Cook with ease in a sleek, modern kitchen

Special offer

Windsor Winchester

585 S Winchester Blvd, San Jose, CA 95128

Visit Windsor Winchester website (408) 556-9884

Special offer! Price shown is the Base Rent, which does not include utilities or optional and required fees; deposit(s) may also apply. Please see details below or view the Costs Overview section on our community website for more information on applicable fees.

Apartment building

Studio-2 beds

Pet-friendly

In-unit laundry (W/D)

Available units

Price may not include required fees and charges

Price may not include required fees and charges.

Unit , sortable column	Sqft, sortable column	Available, sortable column	Base rent, sorted ascending
695 1 bd, 1 ba Floor plan 1 photo	625	Now	$3,175
758 Studio, 1 ba Floor plan 1 photo	639	Now	$3,388
629 1 bd, 1 ba Floor plan 1 photo	726	Jan 8	$3,552
370 1 bd, 1 ba Floor plan 1 photo	755	Dec 9	$3,622
392 1 bd, 1 ba Floor plan 1 photo	768	Now	$3,622
594 1 bd, 1 ba Floor plan 1 photo	759	Now	$3,637
477 1 bd, 1 ba Floor plan 1 photo	772	Now	$3,643
506 1 bd, 1 ba Floor plan 1 photo	795	Now	$3,643
470 1 bd, 1 ba Floor plan 1 photo	755	Dec 29	$3,662
792 1 bd, 1 ba Floor plan 1 photo	768	Now	$3,667
679 1 bd, 1 ba Floor plan 1 photo	795	Dec 6	$3,673
453 1 bd, 1 ba Floor plan 1 photo	772	Dec 9	$3,743
581 1 bd, 1 ba Floor plan 1 photo	866	Now	$3,868
333 1 bd, 1 ba Floor plan 1 photo	728	Now	$3,997
633 1 bd, 1 ba Floor plan 1 photo	728	Now	$4,102

What's special

Fitness center

Hit the gym at home

This building offers a fitness center. Less than 19% of buildings in San Jose have this feature.

Hotel-inspired social loungeQuartz countertopsSparkling poolFlexible coworking spacesModern spacious feelDesigner-selected finishesResort-style living

Windsor Winchester offers luxury studio, 1-, 2- and 3-bedroom apartments in the heart of San Jose, CA. Enjoy resort-style living with a sparkling pool and cabanas, flexible coworking spaces, and a hotel-inspired social lounge. Our homes feature quartz countertops, designer-selected finishes, and up to 11-foot ceilings for a modern, spacious feel. Located near top dining, shopping, and entertainment, Windsor Winchester combines convenience with elevated comfort. Schedule your tour today and experience premier apartment living in San Jose.

Facts, features & policies

Building Amenities

Community Rooms

Business Center: Flexible co-working spaces and private meeting roo

Fitness Center: 24-hour fitness center with Echelon Reflect mirror

Other

In Unit: In home washer/dryer

Swimming Pool: Resort-style pool with private cabanas

Services & facilities

On-Site Maintenance: Onsite 24-hour emergency maintenance

On-Site Management: Onsite management

Package Service: LuxerOne package locker system with refrigerated s

View description

Floor-to-ceiling windows with panoramic views*

Unit Features

Appliances

Dryer: In home washer/dryer

Washer: In home washer/dryer

Internet/Satellite

High-speed Internet Ready: Wifi access in common areas

Policies

Parking

None

Pet essentials

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DogsAllowed
Monthly dog rent$75
CatsAllowed
Monthly cat rent$75

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Additional details

We are a pet-friendly community that accepts up to two cats or dogs per apartment. Certain breeds of dogs are restricted. Please contact the leasing office with any questions regarding breed restrictions. Restrictions: Windsor Communities does not accept Akitas, Alaskan Malamutes, Chows, Doberman Pinschers, German Shepherds, Mastiffs, Pit Bulls, Presa Canarios, Rottweilers, Shar Peis, Siberian Huskies, Staffordshire Terriers, Wolf Hybrids or any variation or mixes of these breeds.

Special Features

9' To 11' Ceilings

Dual Vanities And Oversized Custom Closets*

Ev Charging Stations

Expansive 9'11' Ceilings*

Modern Fixtures And Finishes

Modern Wide-plank Wood-style Flooring Throughout*

Online Payments And Maintenance Portal

Open-concept Layouts

Resident Social Events

Spacious Kitchen Islands And Pantries*

Spacious Walk-in Closets And Linen Closets*

Stainless Steel Appliances

Neighborhood: West San Jose

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Shopping Scene
Bustling retail hubs with boutiques, shops, and convenient everyday essentials.
Dining Scene
From casual bites to fine dining, a haven for food lovers.
Transit Access
Convenient access to buses, trains, and public transit for easy commuting.
Medical Hub
Central access to hospitals, clinics, and comprehensive healthcare.

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Centered around Santana Row and Westfield Valley Fair, 95128 blends suburban calm with urban energy, sunny Mediterranean weather, and an easy social rhythm. Expect a lively dining and coffee scene (Eataly, Din Tai Fung, Blue Bottle, Philz), handy groceries and fitness options (Safeway, Trader Joe’s nearby, Equinox, Orangetheory), and pocket parks like Hamann Park and Cory Park, with quick access to the Los Gatos Creek Trail for biking and jogs. The area draws medical professionals tied to Valley Medical Center, students from nearby campuses, and tech commuters, creating a friendly, pet‑welcoming community with frequent outdoor patios and weekend events. Getting around is simple with VTA light rail stops nearby, frequent buses, and fast connections to I‑280, I‑880, and Highway 17; downtown San Jose is a short hop. Zillow’s recent market trends show a median rent around the mid‑$3,000s, with most listings ranging from the low $2,000s to the mid‑$4,000s over the past few months.