
2 Bedroom Apartments for Rent in the Winchester Neighborhood of San Jose, CA (229 Rentals) Page 2 of 5


3175 Cadillac Dr

1445 Eden Ave

1338 Essex Way

1414 Essex Way

3383-3385 Payne Ave

3209 Cadillac Dr

3192 Cadillac Dr

3490-3492 Moorpark Ave

2980 Neet Ave
Living and Working in San Jose: A Local Expert’s Guide to the Best Neighborhoods to Rent Near San Jose’s Top Employers
Find the ideal San Jose neighborhood to rent based on your job and preferred commute. Discover the best local spots and housing options near tech giants.

3128 Neal Ave

736 Opal Dr

745 N Genevieve Ln

805 Opal Dr

3156 Williamsburg Dr

3161 Cadillac Dr

2980-3970 Van Sansul Ave

925 Ravenscourt Ave

961-965 Ravenscourt Ave

2929-2931 Driftwood Dr
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

2923 David Ave

991-997 Ravenscourt Ave

1490-1492 Merry Ln

980-1000 Ravenscourt Ave

2924-2926 Driftwood Dr

1458-1460 Merry Ln

3183 Impala Dr

2960 Van Sansul Ave

730 Teresi Ct

1532 Eden Ave
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

1349-1351 Essex Way

1409 Lexington Dr

3167 Neal Ave

3144 Cadillac Dr

3013 Magliocco Dr

604-612 Genevieve Ln

1337-1339 Essex Way

2994 Van Sansul Ave

Savoy Plaza Apartments

1446-1448 Lexington

2939 David Ave

3148 Williamsburg Dr

524 Dudley Ave

749 Teresi Ct

3170 Williamsburg Dr

3184 Williamsburg Dr

1337 Castlemont Ave

3158 Impala Dr

3037 Van Sansul Ave

1301 Castlemont 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 | $2,795 | $1,700 | $3,767 |
| Winchester 1 Bedroom Apartments | $3,661 | $2,075 | $4,861 |
Winchester 2 Bedroom Apartments | $4,847 | $2,445 | $8,338 |
| Winchester 3 Bedroom Apartments | $4,907 | $3,200 | $9,171 |
| Winchester 4 Bedroom Apartments | $5,066 | $4,516 | $5,616 |
Browse Apartments in this Neighborhood
There are currently 229 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 2 Bedroom Winchester Apartments
How much is the average rent for a 2 Bedroom Winchester Apartment?
The average rent for a 2 Bedroom Apartment in Winchester is $4,847.
What is the largest available 2 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a 1,460 square feet unit starting from $5,398 at Levare.
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

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.

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.

Living and Working in San Jose: A Local Experts 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.
Articles, How-To's, and Tips

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.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.