
Apartments for Rent in the Winchester Neighborhood of San Jose, CA (412 Rentals)


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Santana Row

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Misora

Total Monthly Price
Levare

Colonial Way Apartments

Regency & Lexington

Village of Taxco

West Park Apartments

Colonial House Apartments

Moorpark Garden Apartments
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.

3002 Magliocco Dr

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925 Ravenscourt Ave, Unit 3

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333 Santana Row, Unit #208

3063 Westfield Avenue

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367 Santana Row, Unit PL FL4-ID1329

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388 Santana Row, Unit SI FL3-ID315

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367 Santana Row, Unit SI FL3-ID1156

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3003 Olin Ave, Unit SI FL4-ID845

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367 Santana Hts, Unit SI FL4-ID1756

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388 Santana Row, Unit SI FL4-ID943
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.

Total Monthly Price
367 Santana Row, Unit SI FL5-ID814

930 Ravenscourt Ave

831 Opal Dr

3063 Westfield Ave

Total Monthly Price
The Franciscan

923 Ravenscourt Ave

Villa Cortina

840 Opal Dr

825 Opal Drive

790 Teresi Ct
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.

The Margo

Santana Row

2975 Neet Avenue

929 Ravenscourt Avenue

1396 Essex Way

919 Ravenscourt Avenue

3242 Williamsburg Drive

171-177 West Hamilton Avenue

Birchwood Apartments

3024 Huff Ave
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.

3004 Huff Ave

2994 Huff Ave

3035 Magliocco Dr

3027 Magliocco Dr

3158 Moorpark Ave

3013 Magliocco Dr

Magliocco Manor 1

Magliocco Manor 2

704 Opal Dr

2940 Huff 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.
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 | $3,073 | $2,397 | $3,799 |
| Winchester 1 Bedroom Apartments | $3,659 | $2,075 | $4,861 |
| Winchester 2 Bedroom Apartments | $4,862 | $2,445 | $8,419 |
| 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 412 rentals with your search options within a 2 mile radius of the Winchester Neighborhood of San Jose, CA.
See all Apartments in San JoseExplore San Jose
Winchester, San Jose, CA Local Guide
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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.
Read Article18 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.
Read ArticleBeyond 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
Read ArticleReal 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.
Read ArticleQuick 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.
Pet Friendly LifestyleWinchester, San Jose, CA
Ranked #170
Among cities in California for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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 price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $2,075 to $4,861 with an average monthly rent of $3,659.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,445 to $8,419. Today's average rental price for Two Bedrooms here is $4,862.
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.