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.
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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.
Quick overview
Type:
Apartment
Floors:
7
Neighborhood:
West San Jose
ZIP code:
95128
Built:
2024
Status:
Active
Apartments in the community:
366
Buildings in the community:
1
Last checked:
1 hour ago
Find your perfect layout
A
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Studio1639 sqft
B
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11635 sqft
C
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11657 sqft
Available 11/11
D
$4,126 - $4,299
11709 sqft
E
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11728 sqft
F
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11728 sqft
G
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11774 sqft
H
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11746 sqft
I
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11768 sqft
Available 11/05
J
$4,299 - $4,479
11795 sqft
K
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11879 sqft
L
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11890 sqft
M
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11931 sqft
N
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221,070 sqft
O
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221,110 sqft
P
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221,162 sqft
Q
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221,245 sqft
R
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221,269 sqft
S
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221,356 sqft
T
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221,352 sqft
U
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221,470 sqft
V
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321,514 sqft
Perks of living here
Shared spaces & benefits
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
In-house comforts
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*
* Only available in select apartments
See what makes this place special
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.
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!
Ready to see it in person?
Fees & policies
General fees
Security deposit:
$500
There may be additional unit-specific fees.
Pet policy - Pets allowed
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.
The fees are estimates and actual amounts may vary. Pricing and availability are subject to change. For details,
.
Property listed in the Yardi Rental ILS Network (RentCafe.com & Point2Homes.com).
Get to know the area
Know your way around
87
Very walkable
Walk Score®
49
Some transit
Transit Score®
70
Very bikeable
Bike Score®
The area around 585 S Winchester Blvd, San Jose, CA, 95128 is highly walkable. Many services and amenities are within walking distance, allowing you to handle most errands without a car. The area has limited public transportation options, making it less ideal for those who rely on transit. 585 S Winchester Blvd, San Jose, CA, 95128 is in a very bikeable area, featuring a well-developed cycling infrastructure for easy and safe biking.
In California, renters typically spend around $473 per month on utilities, with costs ranging from $30 for internet to $155 for electricity, depending on factors like home size, season, and usage.
Electricity $155
Gas $58
Water $114
Sewer $57
Cable $59
Internet $30
Community reviews
How are these reviews collected?
4.6(2 reviews)
What other renters say:
Verified Resident
Jan 26, 2026 • Shaun
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.
Verified Resident
Dec 1, 2025 • Anonymous
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.
When was this property’s information last updated?
The details for Windsor Winchester were last updated 1 hour ago.
What floor plans are available?
Windsor Winchester offers the following floor plan options: studio, one-bedroom, two-bedroom, three-plus-bedroom.
Is Windsor Winchester pet-friendly?
Yes, pets are welcome at Windsor Winchester.
Here are the details:
Pet policy - Pets allowed
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.
Does Windsor Winchester have a pool?
Yes, Windsor Winchester comes with a pool.
Is there a fitness center/gym available at Windsor Winchester?
Yes, Windsor Winchester includes a gym.
What neighborhood is this property in?
585 S Winchester Blvd, San Jose, CA, 95128 is in West San Jose.
What are popular apartment communities in West San Jose?
How far is Windsor Winchester from the city center?
Windsor Winchester is approximately 14 minutes away by car from the city center.
What's the best way to get around the area?
The area around 585 S Winchester Blvd, San Jose, CA, 95128 is highly walkable. Many services and amenities are within walking distance, allowing you to handle most errands without a car. The area has limited public transportation options, making it less ideal for those who rely on transit. 585 S Winchester Blvd, San Jose, CA, 95128 is in a very bikeable area, featuring a well-developed cycling infrastructure for easy and safe biking.
What childcare centers are close by?
Nearby childcare centers include Precious Moments Preschool, Chandler Tripp School, Action Day Primary Plus.
What schools are close by?
Nearby schools include Orion Montessori School LLC, Monroe Middle School, Lynhaven Elementary School.
What colleges are close by?
Nearby colleges include Five Branches University, San José City College, Rose-Croix University International.
What are the price ranges for the units in this building?
Prices in Windsor Winchester are at:
$4,126-$4,479 for one-bedroom units
How does this rent compare with rents in San Jose?
Rent in San Jose averages at $3,301, compared to prices of $4,126-$4,479 /mo at Windsor Winchester.
Are there any other apartments around for the same amount?