Last updated December 7 2025 at 1:56 AM
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Windsor Winchester
Property highlights
Immerse yourself in the alluring environment at Hanover Winchester, perfectly situated near the vibrant Santana Row and Westfield Valley Fair, providing countless shopping, dining, and entertainment options. This property stands out with its modern amenities such as a sunlit pool, state-of-the-art gym, and spacious clubhouse. Ideal for pet lovers, both cats and dogs are welcome, with well-maintained grooming stations and an exclusive dog park. Residents laud the responsive management team, ensuring every need is met promptly. Enjoy the convenience of nearby schools, parks, and transportation options, all within a walkable distance, while relishing a smoke-free and secure community environment.
- 20 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
- Price range
- $3,165 - $4,766 per month
- 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
Windsor Winchester apartments start at $3,165/month. There are 20 available apartments priced from $3,165 to $4,766. Prices were last verified by Windsor Winchester 3 hours ago.
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Unit 695
Avail. now
$3,165
Unit 514
Avail. Jan 9
$3,172
Unit 523
Avail. now
$3,527
Unit 629
Avail. Jan 8
$3,542
Unit 370
Avail. now
$3,612
Unit 392
Avail. now
$3,612
Unit 594
Avail. now
$3,627
Unit 506
Avail. now
$3,633
Unit 477
Avail. now
$3,633
Unit 679
Avail. now
$3,663
Unit 333
Avail. now
$3,987
Unit 633
Avail. now
$4,092
Unit 733
Avail. Dec 27
$4,107
Find apartments similar to Windsor Winchester
How many bedrooms do you need?
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
Getting Around
Walk & Transit Scores
Walk Score: 77 — Very Walkable, with shops and services easily within reach.Transit Score: 49 — Limited public transit service in the area.Public Transit Access
The area benefits from access to public transit options, such as 6 nearby routes: 6 bus, 0 rail, 0 otherNearby public transit stops include:
- South Winchester Boulevard & Olsen Drive (~0.13 mi)
- South Winchester Boulevard & Moorpark Avenue (~0.18 mi)
- Moorpark Avenue & South Winchester Boulevard (~0.19 mi)
- South Winchester Boulevard & Olin Avenue (~0.26 mi)
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Frequently Asked Questions (FAQs)
Windsor Winchester has 20 units available starting at $3,165 per month. Check out the Price and Availability section for the most up-to-date unit information.
In San Jose, CA, the average rent is $2,708 for a studio, $2,958 for a 1-bedroom, $3,640 for a 2-bedroom, and $4,519 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.