
2 Bedroom Apartments for Rent in the Winchester Neighborhood of San Jose, CA (225 Rentals)


Misora

Santana Row

Village of Taxco

Regency & Lexington

West Park Apartments

Livorno Square

David Avenue

Colonial House Apartments
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367 Santana Row

367 Santana Hts

3220 Williamsburg Dr

795 Opal Dr

840 Opal Dr

825 Opal Drive

790 Teresi Ct

3242 Williamsburg Drive

The Margo

Santana Row
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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.

1396 Essex Way

2975 Neet Avenue

Santana Place, San Jose

1353 Lexington Dr

3182 Impala Dr

3035 Magliocco Dr

758 Opal Dr

Villa Valencia West

1342 Essex Way

3191 Impala Dr
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1384 Essex Way

3175 Cadillac Dr

1445 Eden Ave

1338 Essex Way

1414 Essex Way

3383-3385 Payne Ave

3209 Cadillac Dr

3192 Cadillac Dr

3241 Williamsburg Dr

1401 Lexington Dr
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3152 Neal Ave

Magliocco Manor 2

3201 Williamsburg Dr

1347 Castlemont Ave

3140 Williamsburg Dr

3192 Williamsburg Dr

2917 Magliocco Dr

1002-1008 Ravenscourt Ave

3178 Williamsburg Dr

726 Opal Dr
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 | $2,641 | $1,945 | $3,282 |
| Winchester 1 Bedroom Apartments | $3,482 | $1,945 | $4,678 |
Winchester 2 Bedroom Apartments | $4,620 | $2,141 | $10,000+ |
| Winchester 3 Bedroom Apartments | $5,154 | $3,175 | $6,497 |
| Winchester 4 Bedroom Apartments | $6,574 | $6,024 | $7,124 |
Browse Apartments in this Neighborhood
There are currently 225 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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Largest Available Winchester 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Winchester area of San Jose, CA is found at Levare and is listed at 1,255 square feet priced from $4,935. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Levare | 2 Bed 2 Bath Flat + Den A | 1,255 Sq Ft | $4,935 |
| Santana Row | TownhouseB | 1,228 Sq Ft | $4,956 |
| Misora | 2 Bed 2 Bath + Den | 1,208 Sq Ft | $4,587 |
| Lynhaven | B3 | 1,141 Sq Ft | $4,247 |
| West Park Apartments | The Eastern | 1,091 Sq Ft | $3,095 |
| Livorno Square | Bernini | 1,044 Sq Ft | $3,555 |
| Village of Taxco | 2 Bedroom, 2 Bathroom | 995 Sq Ft | $2,844 |
| Colonial House Apartments | Remodeled 2 Bedroom | 900 Sq Ft | $2,610 |
| Regency & Lexington | Lexington - b60 | 763 Sq Ft | $2,751 |
Cheapest Available Winchester 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Winchester of San Jose, CA is the Remodeled 2 Bedroom Model starting from $2,610 at Colonial House Apartments. The average price for all 2 Bedroom apartments in Winchester is currently $4,620. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Colonial House Apartments | Remodeled 2 Bedroom | $2,610 |
| Regency & Lexington | Lexington - b60 | $2,751 |
| Village of Taxco | 2 Bedroom, 2 Bathroom | $2,844 |
| West Park Apartments | The Northern | $2,995 |
| Livorno Square | Bernini | $3,555 |
| Lynhaven | B3 | $4,247 |
| Misora | 2 Bed 2 Bath + Den | $4,587 |
| Levare | 2 Bed 2 Bath Flat + Den A | $4,935 |
| Santana Row | TownhouseB | $4,956 |
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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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 #123
Among cities in California for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about 2 Bedroom Winchester Apartments
How much is the average rent for a 2 Bedroom Winchester Apartment?
The average rent for a 2 Bedroom Apartment in Winchester is $4,620.
What is the largest available 2 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a 1,255 square feet unit starting from $4,935 at Levare.
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.
Articles, How-To's, and Tips

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.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
