Top Rated Apartments for Rent in the Winchester Neighborhood of San Jose, CA (21 Rentals)

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Apartments in the Winchester area of San Jose with the best features, newest construction, and richest amenities.

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.

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3024 Huff Ave
Studio Apartments

3024 Huff Ave

3024 Huff AveSan Jose, CA 95128
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Stonewood
Studio to 2 Bedroom Apartments

Stonewood

3040 Magliocco DrSan Jose, CA 95128
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801 S Winchester Blvd
Studio Apartments

801 S Winchester Blvd

801 S Winchester BlvdSan Jose, CA 95128
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3002 Magliocco Dr
2 to 3 Bedroom Apartments

3002 Magliocco Dr

3002 Magliocco DrSan Jose, CA 95128
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2917 Magliocco Dr
1 to 2 Bedroom Apartments

2917 Magliocco Dr

2917 Magliocco DrSan Jose, CA 95128
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Building 8
Studio Apartments

Building 8

378 Santana RowSan Jose, CA 95128
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3070 Van Sansul Ave
1 to 2 Bedroom Apartments

3070 Van Sansul Ave

3070 Van Sansul AveSan Jose, CA 95128
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The Margo
2 Bedroom Apartments

The Margo

334 Santana RowSan Jose, CA 95128
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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.

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333 Santana Row
2 Bedroom Apartments

333 Santana Row

333 Santana RowSan Jose, CA 95128
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Sierra Crest
1 to 2 Bedroom Apartments

Sierra Crest

610 Teatree Ct SWSan Jose, CA 95128
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3128 Loma Verde Dr
2 Bedroom Apartments

3128 Loma Verde Dr

3128 Loma Verde DrSan Jose, CA 95117
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3241-3249 Cadillac Dr
Studio Apartments

3241-3249 Cadillac Dr

3241-3249 Cadillac DrSan Jose, CA 95117
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Santana Terrace
1 to 2 Bedroom Apartments

Santana Terrace

190 N Winchester BlvdSanta Clara, CA 95050
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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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246 W Hamilton Ave
1 to 3 Bedroom Apartments

246 W Hamilton Ave

246 W Hamilton AveCampbell, CA 95008
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Winchester, San Jose, CA Local Guide

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Getting Around the Winchester Neighborhood in San Jose, CA

Walk Score®

68 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

78 / 100

Very Bikeable

Biking is convenient for most trips

Transit Score®

48 / 100

Some Transit

A few nearby public transportation options

Frequently Asked Questions about Winchester

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 $1,923 to $6,890 with an average monthly rent of $3,369.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,400 to $17,707. Today's average rental price for Two Bedrooms here is $5,049.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.