
Apartments for Rent in the Winchester Neighborhood of San Jose, CA (418 Rentals) Page 3 of 9


2940 Magliocco Dr

805 Opal Dr

2928 Magliocco Dr,

3128 Neal Ave

3181 Neal Ave

766 Teresi Ct

815 Opal Dr

834 Opal Dr

742 Teresi Ct

524 Dudley Ave

754 Teresi Ct

819 Opal Dr

778 Teresi Ct

3166 Neal Ave

3223 Myles Ct

3152 Neal Ave

848 Opal Dr

3222 Moorpark Ave

3172 Neal Ave

3235 Myles Ct

800 Teresi Ct

831 Opal Dr

818 Teresi Ct

810 Teresi Ct

843 Opal Dr

824 Teresi Ct

773 Teresi Ct

837 OPAL Dr

3230 Moorpark Ave

830 Teresi Ct

749 Teresi Ct

3241-3243 Myles Ct

759-761 76 Teresi Ct

834 Teresi Ct

3238 Moorpark Ave

849 Opal Dr

838 Teresi Ct

846 Teresi Ct

817-821 Teresi Ct

604 Eden Ave

829 Teresi Ct

823 Teresi Ct

835-837 Teresi Ct

Avenue at Central

Santana Row

3047 Van Sansul Ave

3037 Van Sansul Ave

3075 Van Sansul Ave

3019 Van Sansul Ave
Winchester, San Jose, CA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Studio Apartments | $3,180 | $2,058 | $3,953 |
| Winchester 1 Bedroom Apartments | $3,621 | $2,075 | $5,292 |
| Winchester 2 Bedroom Apartments | $4,336 | $2,200 | $7,419 |
| Winchester 3 Bedroom Apartments | $6,302 | $3,299 | $9,371 |
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $4,150 | $3,200 | $6,000 |
| 3 Bedroom Homes | $5,263 | $4,495 | $6,800 |
| 4 Bedroom Homes | $6,850 | $6,850 | $6,850 |
Browse Apartments in this Neighborhood
There are currently 418 rentals with your search options within a 2 mile radius of the Winchester Neighborhood of San Jose, CA.
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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

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.

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

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

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.

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.

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.

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.