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

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Lynhaven
$3,206 - $7,493
Total Monthly Price

Total Monthly Price

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$3,206 - $7,493
Total Monthly Price
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1 to 3 Bedroom Apartments Available Now

Lynhaven

919 S Winchester BlvdSan Jose, CA 95128
Pet Friendly
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  • Customer Reviewed
  • 3D Tour
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Santana Row
$3,351 - $7,224
Total Monthly Price

Total Monthly Price

Base Rent
$3,351 - $7,224
Total Monthly Price
Varies
1 to 4 Bedroom Apartments Available Aug 10

Santana Row

377 Santana RowSan Jose, CA 95128
Furnished
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Misora
Rent Specials
$3,819 - $15,283
Total Monthly Price

Total Monthly Price

Base Rent
$3,819 - $15,283
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Misora

388 Santana RowSan Jose, CA 95128
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Levare
$3,906 - $9,171
Total Monthly Price

Total Monthly Price

Base Rent
$3,906 - $9,171
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Levare

3003 Olin AveSan Jose, CA 95128
Corporate Housing
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  • Customer Reviewed
  • 3D Tour

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.

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property at 801 S Winchester Blvd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600
Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

801 S Winchester Blvd, Unit 4312

801 S Winchester Blvd
San JoseCA95128
property at 1046 Yarwood Ct

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900
Total Monthly Price
$2,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

1046 Yarwood Ct, Unit 1046 Yarwood Ct

1046 Yarwood Ct
San JoseCA95128

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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property at 388 Santana Row

$4,400

Total Monthly Price

Total Monthly Price

Base Rent
$4,400
Total Monthly Price
$4,400

1 Bedroom, 1 Bath Home for Rent

Available Jul 30

388 Santana Row

San JoseCA95128
property at 496 Rialto Pl

$6,800

3 Bedroom, 4 Bath Townhome for Rent

Available Now

496 Rialto Pl

San JoseCA95128
property at 334 Santana Row

$6,000

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

334 Santana Row

San JoseCA95128
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The Franciscan
$4,036 - $4,106
Total Monthly Price

Total Monthly Price

Base Rent
$4,036 - $4,106
Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Aug 7

The Franciscan

601 Almarida DrCampbell, CA 95008
Corporate Housing
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  • Customer Reviewed

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Villa Cortina
Studio Apartments

Villa Cortina

801 S Winchester BlvdSan Jose, CA 95128
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840 Opal Dr
2 to 3 Bedroom Apartments

840 Opal Dr

840 Opal DrSan Jose, CA 95117
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825 Opal Drive
2 Bedroom Apartments

825 Opal Drive

825 Opal DrSan Jose, CA 95117
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790 Teresi Ct
2 Bedroom Apartments

790 Teresi Ct

790 Teresi CtSan Jose, CA 95117
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The Margo
2 Bedroom Apartments

The Margo

334 Santana RowSan Jose, CA 95128
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Santana Row
2 Bedroom Apartments

Santana Row

333 Santana RowSan Jose, CA 95128
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2975 Neet Avenue
1 to 2 Bedroom Apartments

2975 Neet Avenue

2975 Neet AveSan Jose, CA 95128
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1396 Essex Way
2 to 3 Bedroom Apartments

1396 Essex Way

1396 Essex WaySan Jose, CA 95117

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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3024 Huff Ave
Studio Apartments

3024 Huff Ave

3024 Huff AveSan Jose, CA 95128
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3004 Huff Ave
Studio Apartments

3004 Huff Ave

3004 Huff AveSan Jose, CA 95128
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2994 Huff Ave
1 to 2 Bedroom Apartments

2994 Huff Ave

2994 Huff AveSan Jose, CA 95128
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3035 Magliocco Dr
1 to 2 Bedroom Apartments

3035 Magliocco Dr

3035 Magliocco DrSan Jose, CA 95128
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3027 Magliocco Dr
1 to 2 Bedroom Apartments

3027 Magliocco Dr

3027 Magliocco DrSan Jose, CA 95128
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3013 Magliocco Dr
1 to 2 Bedroom Apartments

3013 Magliocco Dr

3013 Magliocco DrSan Jose, CA 95128

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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Showing Results 1-50, Page 1 of 9

Winchester, San Jose, CA Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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Beyond Campus: Finding Your Perfect San Jose Apartment in the Perfect Student Friendly Neighborhood

Going to college in San Jose? Our local expert gives you the inside scoop on the best neighborhoods to live near Near SJSU, SCU, SJCC, and EVC

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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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Pet Friendly Lifestyle
Winchester, San Jose, CA

Ranked #133

Among cities in California for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental search system called 'Lifestyle ratings', composed of neighborhoods, cities and towns, and rental properties across California including Winchester, San Jose, and the greater San Jose area. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including filtering automatically for outdoor amenities like tennis courts, luxury housing options, transit availability, pet-friendly communities, family-friendliness, walking, and biking. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

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 29, 2026, there are currently 416 available Winchester apartments priced from $2,075 to $9,171, with an average monthly rent of $4,237.

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 $5,451 with an average monthly rent of $3,684.

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 $8,032. Today's average rental price for Two Bedrooms here is $5,207.

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

decorative image for Living and Working in San Jose: A Local Expert's Guide to the Best Neighborhoods to Rent Near San Joses Top Employers article

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.

decorative image for Beyond Campus: Finding Your Perfect San Jose Student Apartment and Neighborhood article

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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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.

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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.