Last updated October 18 2025 at 5:05 AM
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Windsor Winchester
Property highlights
Windsor Winchester perfectly blends luxury and convenience in San Jose, boasting a sought-after location near Santana Row and Westfield Valley Fair, offering residents superior access to shopping and entertainment. The property features modern apartments with open-concept layouts, high ceilings, and designer finishes that elevate comfort and style. Residents have expressed enthusiasm for the resort-style swimming pool complete with cabanas and a stylish outdoor fireplace area for social gatherings. Pet owners find the pet-friendly amenities, such as a dedicated dog park and grooming stations, particularly appealing. Just a short walk away, an array of dining, entertainment, and grocery options ensures everything you need is right at your fingertips. With outstanding amenities and an unbeatable location, Windsor Winchester offers a premier living experience.
- 0 units available
- Studio • 1 Bed • 2 Beds • 3+ Beds
- Location
- 585 S Winchester Blvd, San Jose CA 95128
- Amenities
- In unit laundry, Granite counters, Hardwood floors, Pet friendly, 24hr maintenance, Stainless steel + more
- Commute
Rent Special
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.
Restrictions may apply
Price and Availability
Verified by Windsor Winchester 5 HRS ago. Prices may vary depending on lease length. We get our prices directly from Windsor Winchester.
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Location
Amenities
In unit laundry
Granite counters
Hardwood floors
Pet friendly
24hr maintenance
Stainless steel
Unit Amenities
hardwood floors
in unit laundry
stainless steel
bathtub
extra storage
fireplace
granite counters
Property Amenities
business center
clubhouse
24hr gym
pool
package receiving
cats allowed
dogs allowed
pet friendly
24hr maintenance
bbq/grill
bike storage
car charging
conference room
courtyard
dog grooming area
dog park
e-payments
fire pit
internet access
media room
online portal
smoke-free community
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.
Verified reviews
Property Details (Fees & Lease)
Must have 3x the rent in total household income (before taxes)
Pets allowed
Cats, dogs
rent
75.0
limit
2
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.
Explore the Area
Safeway
0.5 mi
Eataly
0.6 mi
Eataly
0.6 mi
Grocery Outlet
0.7 mi
Good Life Nutrition
1.1 mi
Un Poquito Mas (Food Truck)
0.2 mi
Ike's Love and Sandwiches
0.2 mi
Krungthai
0.2 mi
Mendocino Farms
0.2 mi
The Everest Momo
0.2 mi
South Winchester Boulevard & Olsen Drive
0.1 mi
South Winchester Boulevard & Olsen Drive
0.1 mi
South Winchester Boulevard & Olsen Drive
0.1 mi
South Winchester Boulevard & Olsen Drive
0.1 mi
South Winchester Boulevard & Moorpark Avenue
0.2 mi
San José Mineta International Airport
3.4 mi
Reid-Hillview Airport
7.4 mi
Moffett Federal Airfield
8.5 mi
Palo Alto Airport
13.2 mi
Bonny Doon Village Airport
19.6 mi
5 /10
Lynhaven Elementary School
CharterK-5
579 Students
0.6 mi
4 /10
Monroe Middle School
Charter5-8
1,118 Students
0.8 mi
6 /10
Castlemont Elementary School
CharterK-5
626 Students
1.1 mi
7 /10
Westwood Elementary School
PublicK-5
392 Students
1.2 mi
7 /10
Middle College High School
Public11-12
43 Students
1.2 mi
Data provided by GreatSchools. Ratings are based on test scores and additional metrics when available.
Frank M. Santana Park
0.4 mi
Thomas Barrett Park
0.6 mi
Parkway Park
0.9 mi
Starbird Park
1.0 mi
Marijane Hamann Park
1.1 mi
CineArts @ Santana Row
0.2 mi
Fit Studio
0.3 mi
CorePower Yoga
0.3 mi
Bay Club
0.3 mi
Solidcore
0.3 mi
Lush Spaw
0.3 mi
An-Jan Feed & Pet Supply
0.9 mi
ArchVet Animal Hospital
0.9 mi
Paws Palace
1.0 mi
The Dog Pawlor
1.2 mi
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Neighborhoods
Frequently Asked Questions
Frequently Asked Questions (FAQs)
In San Jose, CA, the average rent is $2,767 for a studio, $2,979 for a 1-bedroom, $3,642 for a 2-bedroom, and $4,515 for a 3-bedroom. For more information on rental trends in San Jose, CA, check out our monthly San Jose, CA Rent Report.
Some of Windsor Winchester's amenities include in unit laundry, granite counters, and hardwood floors. To see the other amenities this property offers, check out the Amenities section.
Windsor Winchester is offering the following 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.
Yes, Windsor Winchester is pet-friendly.
No, Windsor Winchester does not offer parking.
Yes, Windsor Winchester offers units with in unit laundry.
Yes, Windsor Winchester has a pool.
No, Windsor Winchester does not have accessible units.
No, Windsor Winchester does not have units with dishwashers.
No, Windsor Winchester does not have units with air conditioning.