
Luxury Apartments for Rent in the Winchester Neighborhood of San Jose, CA (34 Rentals)
The most luxurious Apartments in the Winchester area of San Jose with high-end amenities, features, and finishes.


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Santana Row

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Misora

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Levare

Colonial Way Apartments

Regency & Lexington

Village of Taxco

West Park Apartments
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Colonial House Apartments

3002 Magliocco Dr

Moorpark Garden Apartments

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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
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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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

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367 Santana Row, Unit SI FL5-ID814

831 Opal Dr

3063 Westfield Ave

Santana Place, San Jose

Turnleaf 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.

Welcome to Cadillac Apartments

The Monterey Apartments

Raintree Apartments

David Avenue

Livorno Square

Windsor Winchester

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The Franciscan

923 Ravenscourt 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.

Hacienda Hamilton

Santana Terrace
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 34 rentals with your search options within a 2 mile radius of the Winchester Neighborhood of San Jose, CA.
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Winchester, San Jose, CA Local Guide
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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
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 #168
Among cities in California for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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 $3,661.
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 $8,338. Today's average rental price for Two Bedrooms here is $4,847.
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.