Last updated January 24 2026 at 9:51 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.
- 22 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
- $3,145 - $5,384 per month
- Commute
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Price and Availability
Windsor Winchester apartments start at $3,145/month. There are 22 available apartments priced from $3,145 to $5,384. Prices were last verified by Windsor Winchester 38 minutes ago.
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Unit 395
Avail. Feb 6
$3,145
$3,150
Unit 597
Avail. now
$3,160
$3,165
Unit 695
Avail. Feb 20
$3,175
$3,180
Unit 352
Avail. Feb 11
$3,402
$3,407
Unit 355
Avail. Mar 21
$3,442
$3,447
Unit 329
Avail. Mar 6
$3,447
$3,452
Unit 370
Avail. now
$3,622
$3,627
Unit 392
Avail. now
$3,622
$3,627
Unit 594
Avail. now
$3,637
$3,642
Unit 491
Avail. Feb 15
$3,628
$3,633
Unit 477
Avail. now
$3,643
$3,648
Unit 381
Avail. Feb 3
$3,853
$3,858
Unit 333
Avail. now
$3,997
$4,002
Unit 633
Avail. now
$4,102
$4,107
Unit 459
Avail. now
$4,263
$4,268
Unit 659
Avail. now
$4,293
$4,298
Find apartments similar to 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
We are collecting reviews from verified residents who have toured or leased from Windsor Winchester. Check back soon.
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
- 0.6 miLynhaven Elementary School — Charter, K-5, 579 students, 0.6 miles away,GreatSchools rating 5 out of 10.
- 0.8 miMonroe Middle School — Charter, 5-8, 1,118 students, 0.8 miles away,GreatSchools rating 4 out of 10.
- 1.1 miCastlemont Elementary School — Charter, K-5, 626 students, 1.1 miles away,GreatSchools rating 6 out of 10.
- 1.2 miWestwood Elementary School — Public, K-5, 392 students, 1.2 miles away,GreatSchools rating 7 out of 10.
- 1.2 miMiddle College High School — Public, 11-12, 43 students, 1.2 miles away,GreatSchools rating 7 out of 10.
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 22 units available starting at $3,145 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 $2,644 for a studio, $2,959 for a 1-bedroom, $3,613 for a 2-bedroom, and $4,418 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: Limited Time Special - $1500 off upfront on One Bedrooms! Tour Today! 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.