
Apartments for Rent in the Winchester Neighborhood of San Jose, CA (416 Rentals) Page 4 of 9


2989 Van Sansul Ave

2981 Van Sansul Ave

2999 Van Sansul Ave

2971 Van Sansul Ave

2961 Van Sansul Ave

2951 - 2955 Van Sansul Ave

3036 Van Sansul Ave

3056 Van Sansul Ave

3390-3392 Moorpark Ave

Van Sansul Apartments

Bahama Lanai Apartments

3026 Van Sansul Ave

2960 Van Sansul Ave

2980-3970 Van Sansul Ave

2994 Van Sansul Ave

2981 Neet Ave

Santana Place, San Jose

424 Monroe St

2964 Neet Ave

2990 Neet Ave

2972 Neet Ave

2980 Neet Ave

416 Monroe St

2958 Neet Ave

Sierra Crest

2952 Neet Ave

3015 Walgrove Ave

3001 Walgrove Way

2985 Walgrove Way

2975 Walgrove Way

3490-3492 Moorpark Ave

2953 Walgrove Way

2965 Walgrove Way

401 Bundy Ave

353 Bundy Ave

372-382 S Cypress Ave

364 S Cypress Ave

3512 Alden Way

3511 Alden Way

3055 Payne Ave

1301 Castlemont Ave

1307 Castlemont Ave

1315 Castlemont Ave

1319 Castlemont Ave

604-612 Genevieve Ln

1325 Castlemont Ave

1331 Castlemont Ave

991-997 Ravenscourt Ave

1005 Ravenscourt 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 1 Bedroom Apartments | $3,702 | $2,075 | $5,461 |
| Winchester 2 Bedroom Apartments | $5,126 | $2,545 | $8,176 |
| Winchester 3 Bedroom Apartments | $5,036 | $3,175 | $9,171 |
| Winchester 4 Bedroom Apartments | $5,302 | $4,752 | $5,852 |
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $4,433 | $3,600 | $6,000 |
| 3 Bedroom Homes | $5,323 | $4,495 | $6,800 |
Browse Apartments in this Neighborhood
There are currently 416 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, 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

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
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.

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

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.

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.

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.

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.