Luxury Apartments for Rent in the Winchester Neighborhood of San Jose, CA (26 Rentals)
The most luxurious Apartments in the Winchester area of San Jose with high-end amenities, features, and finishes.

eaves West Valley
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.

The Standard (CA)

Hanover Winchester

The Grove

Village of Taxco

Regency
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.

David Avenue

333 Santana Row, Unit #340

535 Valley Forge Way, Unit VF

367 Santana Hts
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.

3003 Olin Ave

388 Santana Row

367 Santana Row
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

Orlo

Hacienda Hamilton
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 | $2,474 | $1,905 | $4,147 |
Winchester 1 Bedroom Apartments | $3,234 | $1,927 | $6,470 |
Winchester 2 Bedroom Apartments | $4,630 | $2,350 | $10,000+ |
Winchester 3 Bedroom Apartments | $5,994 | $3,555 | $9,022 |
Winchester 4 Bedroom Apartments | $7,032 | $6,482 | $7,582 |
Browse Apartments in this Neighborhood
There are currently 26 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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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.
Pet Friendly LifestyleWinchester, San Jose, CA
Ranked #54
Among neighborhoods in San Jose, CA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winchester
How much are Studio apartments in Winchester?
There are currently 15 Studio Apartments in Winchester with rent ranges from $1,905 to $4,147 with an average price of $2,474.
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 $1,927 to $6,470 with an average monthly rent of $3,234.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,350 to $17,532. Today's average rental price for Two Bedrooms here is $4,630.
How expensive are Winchester Three Bedroom Apartments?
There are currently 91 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $3,555 to $9,022 - averaging $5,994 for the location.
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.

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.

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.

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.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.