Apartments for Rent in the Winchester Neighborhood of San Jose, CA (416 Rentals) Page 3 of 9

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805 Opal Dr
1 to 2 Bedroom Apartments

805 Opal Dr

805 Opal DrSan Jose, CA 95117
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2928 Magliocco Dr,
1 to 2 Bedroom Apartments

2928 Magliocco Dr,

2928 Magliocco DrSan Jose, CA 95128
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3128 Neal Ave
2 to 3 Bedroom Apartments

3128 Neal Ave

3128 Neal AveSan Jose, CA 95117
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3181 Neal Ave
Studio Apartments

3181 Neal Ave

3181 Neal AveSan Jose, CA 95117
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766 Teresi Ct
Studio Apartments

766 Teresi Ct

766 Teresi CtSan Jose, CA 95117
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815 Opal Dr
4 Bedroom Apartments

815 Opal Dr

815 Opal DrSan Jose, CA 95117
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834 Opal Dr
Studio Apartments

834 Opal Dr

834 Opal DrSan Jose, CA 95117
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742 Teresi Ct
Studio Apartments

742 Teresi Ct

742 Teresi CtSan Jose, CA 95117
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524 Dudley Ave
Studio to 2 Bedroom Apartments

524 Dudley Ave

524 Dudley AveSan Jose, CA 95128
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819 Opal Dr
Studio Apartments

819 Opal Dr

819 Opal DrSan Jose, CA 95117
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778 Teresi Ct
1 to 2 Bedroom Apartments

778 Teresi Ct

778 Teresi CtSan Jose, CA 95117
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754 Teresi Ct
2 Bedroom Apartments

754 Teresi Ct

754 Teresi CtSan Jose, CA 95117
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3166 Neal Ave
Studio Apartments

3166 Neal Ave

3166 Neal AveSan Jose, CA 95117
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3223 Myles Ct
Studio Apartments

3223 Myles Ct

3223 Myles CtSan Jose, CA 95117
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3152 Neal Ave
2 to 3 Bedroom Apartments

3152 Neal Ave

3152 Neal AveSan Jose, CA 95117
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848 Opal Dr
2 Bedroom Apartments

848 Opal Dr

848 Opal DrSan Jose, CA 95117
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3172 Neal Ave
1 Bedroom Apartments

3172 Neal Ave

3172 Neal AveSan Jose, CA 95117
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3235 Myles Ct
Studio Apartments

3235 Myles Ct

3235 Myles CtSan Jose, CA 95117
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800 Teresi Ct
Studio Apartments

800 Teresi Ct

800 Teresi CtSan Jose, CA 95117
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831 Opal Dr
Studio Apartments

831 Opal Dr

831 Opal DrSan Jose, CA 95117
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810 Teresi Ct
Studio Apartments

810 Teresi Ct

810 Teresi CtSan Jose, CA 95117
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818 Teresi Ct
1 to 3 Bedroom Apartments

818 Teresi Ct

818 Teresi CtSan Jose, CA 95117
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843 Opal Dr
Studio Apartments

843 Opal Dr

843 Opal DrSan Jose, CA 95117
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824 Teresi Ct
Studio Apartments

824 Teresi Ct

824 Teresi CtSan Jose, CA 95117
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830 Teresi Ct
Studio Apartments

830 Teresi Ct

830 Teresi CtSan Jose, CA 95117
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773 Teresi Ct
Studio Apartments

773 Teresi Ct

773 Teresi CtSan Jose, CA 95117
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837 OPAL Dr
Studio Apartments

837 OPAL Dr

837 OPAL DrSan Jose, CA 95117
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749 Teresi Ct
2 to 3 Bedroom Apartments

749 Teresi Ct

749 Teresi CtSan Jose, CA 95117
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834 Teresi Ct
Studio Apartments

834 Teresi Ct

834 Teresi CtSan Jose, CA 95117
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3238 Moorpark Ave
2 Bedroom Apartments

3238 Moorpark Ave

3238 Moorpark AveSan Jose, CA 95117
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849 Opal Dr
Studio Apartments

849 Opal Dr

849 Opal DrSan Jose, CA 95117
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838 Teresi Ct
Studio Apartments

838 Teresi Ct

838 Teresi CtSan Jose, CA 95117
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846 Teresi Ct
Studio Apartments

846 Teresi Ct

846 Teresi CtSan Jose, CA 95117
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604 Eden Ave
Studio Apartments

604 Eden Ave

604 Eden AveSan Jose, CA 95117
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829 Teresi Ct
1 Bedroom Apartments

829 Teresi Ct

829 Teresi CtSan Jose, CA 95117
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823 Teresi Ct
1 to 2 Bedroom Apartments

823 Teresi Ct

823 Teresi CtSan Jose, CA 95117
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835-837 Teresi Ct
2 to 3 Bedroom Apartments

835-837 Teresi Ct

835-837 Teresi CtSan Jose, CA 95117
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Avenue at Central
2 to 4 Bedroom Apartments

Avenue at Central

827 REDBERRY WAYSan Jose, CA 95117
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Santana Row
Studio to 2 Bedroom Apartments

Santana Row

358 Hatton StSan Jose, CA 95128
Showing Results 101-150, Page 3 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.