Apartments for Rent in the Winchester Neighborhood of San Jose, CA (418 Rentals) Page 5 of 9

How Many Bedrooms?Done
Select your price rangeDone
to
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
1324 Essex Way
Studio Apartments

1324 Essex Way

1324 Essex WaySan Jose, CA 95117
close
View Me
1329 Lexington Dr
2 to 3 Bedroom Apartments

1329 Lexington Dr

1329 Lexington DrSan Jose, CA 95117
close
View Me
1330 Essex Way
Studio Apartments

1330 Essex Way

1330 Essex WaySan Jose, CA 95117
close
View Me
1338 Essex Way
2 to 3 Bedroom Apartments

1338 Essex Way

1338 Essex WaySan Jose, CA 95117
close
View Me
1341 Lexington Dr
2 to 3 Bedroom Apartments

1341 Lexington Dr

1341 Lexington DrSan Jose, CA 95117
close
View Me
1327 Essex Way
Studio Apartments

1327 Essex Way

1327 Essex WaySan Jose, CA 95117
close
View Me
1342 Essex Way
2 to 3 Bedroom Apartments

1342 Essex Way

1342 Essex WaySan Jose, CA 95117
close
View Me
1348 Essex Way
Studio Apartments

1348 Essex Way

1348 Essex WaySan Jose, CA 95117
close
View Me
3465 Payne Ave
2 Bedroom Apartments

3465 Payne Ave

3465 Payne AveSan Jose, CA 95117
close
View Me
1353 Lexington Dr
2 to 3 Bedroom Apartments

1353 Lexington Dr

1353 Lexington DrSan Jose, CA 95117
close
View Me
935 Ravenscourt ave
2 Bedroom Apartments

935 Ravenscourt ave

935 Ravenscourt aveCampbell, CA 95008
  • Smoke Free
close
View Me
1354 Essex Way
Studio Apartments

1354 Essex Way

1354 Essex WaySan Jose, CA 95117
close
View Me
1368 ESSEX Way
Studio Apartments

1368 ESSEX Way

1368 ESSEX WaySan Jose, CA 95117
close
View Me
1360 Essex Way
2 to 3 Bedroom Apartments

1360 Essex Way

1360 Essex WaySan Jose, CA 95117
close
View Me
1384 Essex Way
2 to 3 Bedroom Apartments

1384 Essex Way

1384 Essex WaySan Jose, CA 95117
close
View Me
1401 Lexington Dr
2 to 3 Bedroom Apartments

1401 Lexington Dr

1401 Lexington DrSan Jose, CA 95117
Showing Results 201-250, Page 5 of 9

Frequently Asked Questions about Winchester

What is the current pricing and availability for apartments for rent in the Winchester area of San Jose, CA?

As of today, September 11, 2026, there are currently 418 available Winchester apartments priced from $2,058 to $9,371, with an average monthly rent of $4,460.

What is the current price range for One Bedroom Winchester Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winchester ranges from $2,075 to $5,292 with an average monthly rent of $3,621.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,200 to $7,419. Today's average rental price for Two Bedrooms here is $4,336.

How expensive are Winchester Three Bedroom Apartments?

There are currently 85 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $3,299 to $9,371 - averaging $6,302 for the location.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

decorative image for Living and Working in San Jose: A Local Expert's Guide to the Best Neighborhoods to Rent Near San Joses Top Employers article

Living and Working in San Jose: A Local Expert's Guide to the Best Neighborhoods to Rent Near San Joses Top Employers

Written by: Shannon Hilson

San Jose is absolutely one of those places where your zip code and your job eventually wind up in a very serious relationship.

decorative image for Beyond Campus: Finding Your Perfect San Jose Student Apartment and Neighborhood article

Beyond Campus: Finding Your Perfect San Jose Student Apartment and Neighborhood

Written by: Shannon Hilson

Sunny San Jose is so much more than just an incredible place to go to school, get an education, and prepare for the next chapter of your life.

decorative image for A Local Expert's Guide to the Top 10 Best Affordable Neighborhoods for Renters in San Jose article

A Local Expert's Guide to the Top 10 Best Affordable Neighborhoods for Renters in San Jose

Written by: Shannon Hilson

If you’ve spent much time in San Jose, you’ve likely heard it referred to as “the capital of Silicon Valley” a time or two, and with good reason. San Jose has it all when it comes to the modern California lifestyle and then some.

Articles, How-To's, and Tips

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.