Luxury Apartments for Rent in the Winchester Neighborhood of San Jose, CA (25 Rentals)
Higher End Luxurious Apartments in the Winchester area of San Jose.

eaves West Valley

The Grove

Hanover Winchester

Levare

Village of Taxco

West Park Apartments
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.

333 Santana Row, Unit #340

367 Santana Hts

3003 Olin Ave

388 Santana Row

367 Santana Row

Orlo
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.

Revere Campbell

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 | $2,195 | $1,835 | $3,103 |
Winchester 1 Bedroom Apartments | $3,344 | $1,980 | $7,348 |
Winchester 2 Bedroom Apartments | $4,717 | $2,350 | $10,000+ |
Winchester 3 Bedroom Apartments | $5,857 | $3,495 | $9,022 |
Winchester 4 Bedroom Apartments | $7,032 | $6,482 | $7,582 |
Browse Apartments in this Neighborhood
There are currently 25 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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Quick Rent Budget Calculator
How much rent can you afford?
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Pet Friendly LifestyleWinchester, San Jose, CA
Ranked #74
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 14 Studio Apartments in Winchester with rent ranges from $1,835 to $3,103 with an average price of $2,195.
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 $1,980 to $7,348 with an average monthly rent of $3,344.
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 $4,717.
How expensive are Winchester Three Bedroom Apartments?
There are currently 94 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $3,495 to $9,022 - averaging $5,857 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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.