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.
Windsor Winchester
585 S Winchester Blvd, San Jose, CA 95128
Apartment building
1-3 beds
Pet-friendly
In-unit laundry (W/D)
Available units
This listing now includes required monthly fees in the total monthly price. Price shown reflects the lease term provided for each unit.
 Unit 433 1 bd, 1 ba | 728 | Now | $4,233 |
 Unit 614 1 bd, 1 ba | 709 | Nov 11 | $4,239 |
 Unit 753 1 bd, 1 ba | 772 | Now | $4,552 |
 Unit 428 2 bd, 2 ba | 1,138 | Now | $5,280 |
Unit 328 2 bd, 2 ba | 1,138 | Dec 11 | $5,280 |
 Unit 357 2 bd, 2 ba | 1,245 | Dec 18 | $5,693 |
 Unit 642 2 bd, 2 ba | 1,356 | Dec 12 | $6,132 |
 Unit 402 3 bd, 2 ba | 1,514 | Dec 5 | $6,939 |
What's special
Sparkling poolModern spacious feelDesigner-selected finishesQuartz countertops
Videos
477 | Floor Plan J | Finish 1- 792 | Floor Plan I | Finish 3
- 758 | A Floor plan
- 341 | M Floor plan
- 610 | O Floorplan
- 581 | J Floor plan | Finish 3
- 633 | F Floor plan | Finish 3
- 765 | J Floor plan | Finish 3
- 594 | I Floor Plan | Finish 1
- 499 | Finish 1 | U Floorplan
- Home 525 | G Floor plan
- 758 | A Floor plan | Finish 2
- 657 | Floorplan Q | Finish
- 392 | Floorplan I | Finish 1
- 333 | I Floorplan | Finish 3
- Home 695 - B floor plan | Finish 1
- 370 | I Floor plan | Finish 3
- 453 | J Floor plan | Finish 1
- Home 661 - S Floorplan
- 470 | I Floor plan | Finish 2
- 722 | N
- South Facing Noise Level (506)
- 597 | B Floorplan | Finish 1
- 629 | G Floorplan | Finish 1
- 459 | E Floorplan | Finish 3
- 514 - D Floorplan | Finish 2
- 522 | N
- 308 - K Floor plan - Finish 3
- 395 | B
- 372 - D Floor plan | Finish 2
- Home 381 - J Floorplan | Finish 2
- Home 702 | Floorplan V - Finish 2
- Home 329 - G Floorplan | Finish 1
- 312 - G Floorplan | Finish 3
- 367 - J Floorplan | Finish 3
- 460 | Q
- Home 355 - G Floorplan | Finish 3
- 456 - G Floorplan | Finish 3
- 433 - F Floorplan | Finish 2
- Home 394 - I Floorplan | Finish 3
- 492 | I | Roverie Jolie
- 699 | U | Olmo
- 557 | Q | Rovere Jolie
- Home 489 - J Floorplan | Rovere
- 358 - P Floorplan | Rovere
- 602 | V | Rovere Jolie
- Home 432 - L Floorplan | Rovere
- Home 371 - J Floorplan | Frassino
- Home 512 - G Floorplan | Frassino
- 612 | G | Rovere Jolie
- 428 | O | Rovere Jolie
- 753 | J | Frassino Hielo
Property map
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Facts, features & policies
Building Amenities
Community Rooms
- 24-Hour Fitness Center With Echelon Reflect Mirror
- Business Center: Flexible Co-Working Spaces And Private Meeting Roo
- Club House: Entertaining Kitchen And Resident Social Lounge Wi
Other
- In Unit: In Home Washer/Dryer
- Swimming Pool: Resort-Style Pool With Private Cabanas
Services & facilities
- On-Site Maintenance: Onsite 24-Hour Emergency Maintenance
- On-Site Management
- Package Service
View description
- Floor-To-Ceiling Windows With Panoramic Views*
Unit Features
Appliances
- Dryer
- Washer
Internet/Satellite
- High-Speed Internet Ready: WiFi Access In Common Areas
Policies
Parking
- None
Pet essentials
Additional details
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. | 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.
Special Features
- 9' To 11' Ceilings*
- Dual Vanities And Oversized Custom Closets*
- EV Charging Stations
- Modern Fixtures And Finishes
- Modern Wide-Plank Wood-Style Flooring Throughout*
- Online Payments And Maintenance Portal
- Open-Concept Layouts
- Resident Social Events
- Smoke-Free Community
- Spacious Kitchen Islands And Pantries*
- Spacious Walk-In Closets And Linen Closets*
- Stainless Steel Appliances
Neighborhood: West San Jose
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Getting around
Walk Score®
/ 100
Very WalkableTransit Score®
/ 100
Some TransitBike Score®
/ 100
Very BikeableNearby schools in San Jose
Lynhaven Elementary School
Grades K-5 • 0.7 miles6/10
GreatSchools® Rating
Test Score Rating
5/10Student Progress Rating
7/10Monroe Middle School
Grades 6-8 • 0.9 miles2/10
GreatSchools® Rating
Test Score Rating
3/10Student Progress Rating
1/10Del Mar High School
Grades 9-12 • 1.7 miles5/10
GreatSchools® Rating
Test Score Rating
6/10College Readiness Rating
4/10Living in San Jose
West San Jose sits on the city’s western side, near Cupertino and Saratoga, with a suburban street pattern and a mild, generally dry climate. Its mix of residential blocks and commercial corridors includes Westgate Center for shopping and dining, while nearby community parks and neighborhood green spaces offer room to stroll and play. The area’s Japanese American Museum of San Jose and historic sites add a connection to local history; cafés and restaurants along major roads provide casual options, and larger entertainment districts are a short drive away. Getting around is easiest by car, with major routes including Interstate 280 and State Route 17, while buses serve local corridors. For the West San Jose neighborhood, the median rent is $3,200 per month and the typical range is $972 to $99,000.
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Frequently asked questions
Where is Windsor Winchester located, and what is the neighborhood like?
Windsor Winchester is located at 585 S Winchester Blvd in West San Jose, San Jose, CA. The surrounding area includes multiple restaurants and cafes within 2 miles, such as Mendocino Farms, Pressed Juicery - Santana Row, and Pizza Antica.
What is the average rent in San Jose, CA?
Based on the latest Zillow data, the median rent across all unit types in the West San Jose neighborhood of San Jose is currently $3,200 per month. Prices vary by neighborhood, floor plan, and building amenities.
What schools are assigned to Windsor Winchester?
The schools assigned to Windsor Winchester include Lynhaven Elementary School, Monroe Middle School, and Del Mar High School.
What are the grocery stores and everyday shopping options near Windsor Winchester?
Windsor Winchester is located near 4 grocery stores, including Grocery Outlet (0.7 miles) and Lucky (1 mile). Additional shopping options, including Lululemon Athletica, are approximately 0.3 miles away.
What is the minimum and maximum rent for Windsor Winchester?
The total price for an apartment unit in Windsor Winchester ranges from $4,233 to $6,939. The total price will vary by floor plan, unit size, and unit amenities.
