Apartments for Rent in the Winchester Neighborhood of San Jose, CA (416 Rentals) Page 5 of 9

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1324 Essex Way
Studio Apartments

1324 Essex Way

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

1329 Lexington Dr

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

1330 Essex Way

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

1338 Essex Way

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

1341 Lexington Dr

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

1327 Essex Way

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

1342 Essex Way

1342 Essex WaySan Jose, CA 95117
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1348 Essex Way
Studio Apartments

1348 Essex Way

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

3465 Payne Ave

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

1353 Lexington Dr

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

935 Ravenscourt ave

935 Ravenscourt aveCampbell, CA 95008
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1354 Essex Way
Studio Apartments

1354 Essex Way

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

1368 ESSEX Way

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

1360 Essex Way

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

1384 Essex Way

1384 Essex WaySan Jose, CA 95117
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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, July 27, 2026, there are currently 416 available Winchester apartments priced from $2,075 to $9,171, with an average monthly rent of $4,284.

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 $5,461 with an average monthly rent of $3,702.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,545 to $8,176. Today's average rental price for Two Bedrooms here is $5,126.

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

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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.

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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.

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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

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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.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.