Base rent $3,902 - $5,040
Beds Studio-3 Beds
Baths 1-2

Windsor Winchester

585 S Winchester Blvd, San Jose, CA

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Floor plans

Updated today
This listing displays base rent, which is the rent provided by the property and may not include recurring monthly fees and costs. Contact the property for more information. It does not include application fees, variable costs, and optional charges such as application fees, utility costs, pet charges, etc.
A floor plan of a house with a closet, a bathroom, and a kitchen.
I
1 Bed / 1 Bath / 768 Sqft
$3,902 - $4,117
Unit Base rent Availability
592 $3,902 - $4,117 May 20
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A black and white floor plan of a house with labeled rooms and closets.
O
2 Beds / 2 Baths / 1,110 Sqft
$4,609 - $4,802
Unit Base rent Availability
454 $4,609 - $4,802 Jun 12
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A black and white image of a floor plan for a house.
P
2 Beds / 2 Baths / 1,162 Sqft
$4,782 - $5,040
Unit Base rent Availability
358 $4,782 - $5,040 Jul 5
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A floor plan of a room with a closet, a toilet, and a sink.
A
Studio / 1 Bath / 639 Sqft
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A floor plan of a house with a closet, bathroom, and staircase.
B
1 Bed / 1 Bath / 635 Sqft
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A floor plan of a house with a pan and w/d.
C
1 Bed / 1 Bath / 639 Sqft
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A floor plan of a house with labeled rooms such as "DW" and "REF".
D
1 Bed / 1 Bath / 704 Sqft
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A black and white floor plan of a house with a kitchen, living room, and bathroom.
E
1 Bed / 1 Bath / 728 Sqft
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A floor plan of a residence with a living room, dining room, kitchen, and two bedrooms.
F
1 Bed / 1 Bath / 728 Sqft
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A floor plan of a residence with a living room, dining room, kitchen, and two bedrooms.
G
1 Bed / 1 Bath / 720 Sqft
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A floor plan of a residential unit with labeled rooms and appliances.
H
1 Bed / 1 Bath / 746 Sqft
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A floor plan of a residence with a living room, dining room, kitchen, and bathrooms.
J
1 Bed / 1 Bath / 866 Sqft
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A floor plan of a house with a closet, bathroom, and kitchen.
K
1 Bed / 1 Bath / 879 Sqft
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A floor plan of a house with two closets, a bathroom, a kitchen, and a living room.
L
1 Bed / 1 Bath / 890 Sqft
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M
1 Bed / 1 Bath / 931 Sqft
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N
2 Beds / 2 Baths / 1,070 Sqft
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Q
2 Beds / 2 Baths / 1,245 Sqft
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A floor plan of a house with a kitchen, living room, and bathroom.
R
2 Beds / 2 Baths / 1,269 Sqft
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A floor plan of a residence with labeled rooms and notes on closet sizes and window variations.
S
2 Beds / 2 Baths / 1,260 Sqft
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A floor plan of a house with two bedrooms, a living room, a kitchen, and a bathroom.
T
2 Beds / 2 Baths / 1,352 Sqft
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A floor plan of a house with labeled rooms such as "Kitchen" and "Dining Room".
U
2 Beds / 2 Baths / 1,470 Sqft
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A floor plan of an apartment with various rooms and closets.
V
3 Beds / 2 Baths / 1,514 Sqft
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Policies

Security deposit $500

There may be additional unit-specific fees. Please select a unit and move-in date here.

Monthly pet rent $75

Pet limit 2 allowed. 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. 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.

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The fees are estimates and actual amounts may vary. Pricing and availability are subject to change. For details, contact the property.

Rent specials

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. Offers vary by floor plan.

Check details about rent specials

Amenities

Cannery Park by Windsor is more than a new community of pet-friendly apartments in San Jose. Redefining luxury living, everything you need to enjoy a carefree lifestyle is at your doorstep in the heart of Silicon Valley.

Apartment amenities

  • Versatile studio, one-, two-, and three-bedroom layouts
  • Spacious bedrooms that accommodate king-size beds*
  • Built-in desks and bookshelves ideal for remote work*
  • Floor-to-ceiling windows with panoramic views*
  • Spacious walk-in closets and linen closets*
  • Spa-inspired bathrooms with frameless glass showers*
  • Dual vanities and oversized custom closets*
  • Modern fixtures and finishes
  • Open-concept layouts
  • Modern wide-plank wood-style flooring throughout*
  • 9’ to 11’ ceilings*
  • Private terraces and balconies with city or mountain views*
  • In home washer/dryer
  • Programmable thermostats and energy-efficient lighting
  • Chef-inspired kitchens with custom Italian cabinetry
  • Quartz and granite countertops with full-height backsplash
  • Stainless steel appliances
  • Spacious kitchen islands and pantries*

Community amenities

  • Located in the heart of Silicon Valley, offering unmatched access to tech hubs, shopping, and entertainment
  • Steps from Santana Row and Westfield Valley Fair, featuring upscale retail, dining, and nightlife
  • Easy access to Downtown San Jose and major freeways including I-280 and I-880 for seamless commuting
  • Adjacent to the historic Winchester Mystery House, adding charm and cultural appeal to the neighborhood
  • Walkable to parks, cafes, and everyday conveniences, making errands and leisure effortless
  • Resort-style pool with private cabanas
  • Elevated green space with outdoor fireplace and cozy seating
  • Expansive social courtyards with fire pits, grills, and open-air dining
  • Entertaining kitchen and resident social lounge with plenty of cozy seating for gathering and entertaining friends
  • Screening lounge with HD projector and cinema-style seating
  • Flexible co-working spaces and private meeting rooms
  • 24-hour fitness center with Echelon Reflect mirror & bikes
  • Resident social events
  • Resident bike lounge and storage, repair stations, and bike wash
  • Pet-friendly community with dog run, grooming stations, and exclusive dog park
  • EV charging stations
  • LuxerOne package locker system with refrigerated storage
  • Smoke-free community
  • Onsite management
  • Onsite 24-hour emergency maintenance
  • Wifi access in common areas
  • Online payments and maintenance portal

* Only available in select apartments

Modern Apartments in Japantown Your journey at Cannery Park by Windsor starts with deciding what type of home you want. Be it an intimate studio or a spacious two-bedroom, we are confident you will find the right one with us. All of our homes have gourmet kitchens, stainless steel appliances, granite or quartz countertops, custom-made walk-in closets, wood-style flooring in the entry, kitchen, living, and dining areas, along with bedrooms that fit a king-size bed, full-size washers and dryers, premium accent walls, and other elegant details. Smart features such as Schlage keyless entries and fiber optic Internet are a given, while others like designer custom cabinetry, private terraces, or dry bars depend on your chosen layout. As you continue your exploration through our lavish community, you will discover over 35,000 square feet of outdoor amenity space. This vast, green territory is home to a sparkling swimming pool with sundeck, open-air loggias with a large screen TV, double-sided fireplace, yoga lawn, and many others. There is also a stunning clubhouse that hosts a private media screening room with surround sound and stadium seating, catering kitchen, and a smart TV lounge with billiards. Plus, we have a fitness center with tablet-integrated cardio machines open 24-hours, executive conference room with presentation capabilities, and a cyber lounge with high-speed WiFi and iMacs to keep you on top of your game. Completing the experience is our location in the historic Japantown, right next to San Pedro Square and just a short distance from notable employers like Google, Apple, or Adobe. Call to find out more and schedule a tour!

Ratings and reviews

4.5 Fabulous
2 Reviews
Parking 5.0
Amenities 4.5
Maintenance 5.0
Staff 5.0
Value 4.0
Location 5.0
Noise 4.0
Shaun Verified Resident
Jan 26, 2026

I've been living in the building for almost 2 years, the prior management (Hanover) wasn't great at fixing long standing issues or property maitenance, routine cleaning of the building was lacking. I enjoy the build 10x more now that Windsor has taken over the building. There has been a complete flip in professionalism all around by the staff, maitenance and janitors here. The building is always way cleaner, the package room is always tidy and the issues throughout the building that were ongoing were quickly fixed and continue to be fixed. New issues are fixed quickly and the new leasing staff has been an absolute pleasure to interact with.

Anonymous Verified Resident
Dec 1, 2025

Apartment community is great, love my apartment. Rates are on higher side, but encouraged by communicate of the new property management team. Improved attentiveness with this new group.


Building details

1 buildings in the community 366 apartments in the community 7 stories per building Building constructed in 2024

Property description

Cannery Park by Windsor is designed from top to bottom to serve as your private sanctuary. Our studio, one, and two-bedroom luxury apartments in San Jose are re-writing the page on luxury living and ready to offer you all the comforts you desire, plus a couple that you didn’t even know you wanted. VIEW COMMUNITY MAP. Luxury San Jose Apartments Our floor plans easily adapt to your needs,...

Cannery Park by Windsor is designed from top to bottom to serve as your private sanctuary. Our studio, one, and two-bedroom luxury apartments in San Jose are re-writing the page on luxury living and ready to offer you all the comforts you desire, plus a couple that you didn’t even know you wanted. VIEW COMMUNITY MAP. Luxury San Jose Apartments Our floor plans easily adapt to your needs, allowing you to choose the one that best suits you and decorate it after your own heart. Depending on what you are aiming for, you can go for an efficient studio that ranges between 550 and 562 square feet. Or opt for a more spacious version of a low-maintenance home and pick a one-bedroom design. These can cover anywhere between 684 and 846 square feet. Our largest floor plans are the two-bedrooms, starting at 887 and going up to 1,252 square feet; they have all the space you need. To make life simple and stress-free, our homes come equipped with keyless Schlage entry systems, Nest Pro learning thermostats, solar water heating, and have a full-size washer and dryer included. More than that, based on the floor plan design you choose, your new apartment could have a private terrace, dry bar, dual vanity in the bathrooms, or other thoughtful additions. Topping your Cannery Park by Windsor experience are the stunning community features. Spanning over 35,000 square feet, they include a pristine swimming pool, yoga lawn, grilling areas, and double-sided fireplace. There is also a clubhouse with a 24-hour fitness center, catering kitchen, cyber lounge with iMacs, and Smart TV lounge with billiards, among many others. We even added pet-wash stations for the comfort of your furry friends. Plus, we didn’t even mention how close we are to both Silicon Valley and downtown San Jose. Find out more and contact us for a tour!   Prices shown are for new residents only. Square footages and apartment features shown are approximate and may vary. Rental rates, availability, deposits and specials are subject to change without notice. Discounts and other credits will be calculated upon lease execution. Minimum lease terms and occupancy guidelines may apply. Deposits may fluctuate based on credit, rental history, income, and/or other qualifying standards. Additional taxes and fees may apply and will be disclosed per governing laws and company policies.

Neighborhood

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585 S Winchester Blvd, San Jose, CA 95128
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Contact information

Property managed by: Windsor Property Management Co.
 Company

Call leasing office: (669) 232-8223

Property office hours:
Today 9:30AM-6:00PM
  • Monday-Friday 9:30AM-6:00PM
  • Saturday 10:00AM-5:00PM

Self-Guided Touring Hours: Monday-Sunday: 6 AM - 9 PM



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Frequently asked questions

When were prices and availability for this property last updated?

Prices and availability for this property were last updated Today.

What floorplans are available?

The following floorplans are available: 1-bedroom apartments from $3,902 and 2-bedrooms apartments from $4,609.

What are the most popular nearby apartments?

The most popular nearby apartments are: Windsor Winchester, Misora, Alba and The Clara.

How many units are available?

Currently, Windsor Winchester has 5 available units.

What neighborhood is Windsor Winchester in?

Windsor Winchester is located in the West San Jose neighborhood.

What are the business hours?

The business hours are:

  • Monday-Friday 9:30AM-6:00PM
  • Saturday 10:00AM-5:00PM