2 Bedroom Apartments for Rent in the Winchester Neighborhood of San Jose, CA (226 Rentals)

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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840 Opal Dr
2 Bedroom Apartments

840 Opal Dr

840 Opal DrSan Jose, CA 95117
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825 Opal Drive
2 Bedroom Apartments

825 Opal Drive

825 Opal DrSan Jose, CA 95117
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790 Teresi Ct
2 Bedroom Apartments

790 Teresi Ct

790 Teresi CtSan Jose, CA 95117
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2975 Neet Avenue
2 Bedroom Apartments

2975 Neet Avenue

2975 Neet AveSan Jose, CA 95128
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1396 Essex Way
2 Bedroom Apartments

1396 Essex Way

1396 Essex WaySan Jose, CA 95117

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.

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The Margo
2 Bedroom Apartments

The Margo

334 Santana RowSan Jose, CA 95128
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Santana Row
2 Bedroom Apartments

Santana Row

333 Santana RowSan Jose, CA 95128
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Santana Place, San Jose
2 Bedroom Apartments

Santana Place, San Jose

2955 Neet AveSan Jose, CA 95128
  • Utilities Included
  • Smoke Free
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1353 Lexington Dr
2 Bedroom Apartments

1353 Lexington Dr

1353 Lexington DrSan Jose, CA 95117
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3182 Impala Dr
2 Bedroom Apartments

3182 Impala Dr

3182 Impala DrSan Jose, CA 95117
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3035 Magliocco Dr
2 Bedroom Apartments

3035 Magliocco Dr

3035 Magliocco DrSan Jose, CA 95128
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758 Opal Dr
2 Bedroom Apartments

758 Opal Dr

758 Opal DrSan Jose, CA 95117
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1342 Essex Way
2 Bedroom Apartments

1342 Essex Way

1342 Essex WaySan Jose, CA 95117
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3191 Impala Dr
2 Bedroom Apartments

3191 Impala Dr

3191 Impala DrSan Jose, CA 95117

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.

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1384 Essex Way
2 Bedroom Apartments

1384 Essex Way

1384 Essex WaySan Jose, CA 95117
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3175 Cadillac Dr
2 Bedroom Apartments

3175 Cadillac Dr

3175 Cadillac DrSan Jose, CA 95117
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1445 Eden Ave
2 Bedroom Apartments

1445 Eden Ave

1445 Eden AveSan Jose, CA 95117
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1338 Essex Way
2 Bedroom Apartments

1338 Essex Way

1338 Essex WaySan Jose, CA 95117
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1414 Essex Way
2 Bedroom Apartments

1414 Essex Way

1414 Essex WaySan Jose, CA 95117
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3209 Cadillac Dr
2 Bedroom Apartments

3209 Cadillac Dr

3209 Cadillac DrSan Jose, CA 95117
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3192 Cadillac Dr
2 Bedroom Apartments

3192 Cadillac Dr

3192 Cadillac DrSan Jose, CA 95117
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1401 Lexington Dr
2 Bedroom Apartments

1401 Lexington Dr

1401 Lexington DrSan Jose, CA 95117

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.

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3152 Neal Ave
2 Bedroom Apartments

3152 Neal Ave

3152 Neal AveSan Jose, CA 95117
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Magliocco Manor 2
2 Bedroom Apartments

Magliocco Manor 2

3001 Magliocco DrSan Jose, CA 95128
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2917 Magliocco Dr
2 Bedroom Apartments

2917 Magliocco Dr

2917 Magliocco DrSan Jose, CA 95128
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726 Opal Dr
2 Bedroom Apartments

726 Opal Dr

726 Opal DrSan Jose, CA 95117

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.

Winchester, San Jose, CA Local Guide

Largest Available Winchester 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Winchester area of San Jose, CA is found at Santana Row and is listed at 1,457 square feet priced from $5,095. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Santana RowTownhouseA1,457 Sq Ft$5,095
Levare2 Bed 2 Bath Flat + Den A1,274 Sq Ft$5,175
LynhavenB41,167 Sq Ft$4,177
Santana TerraceB21,052 Sq Ft$4,128
Village of Taxco2 Bedroom, 2 Bathroom995 Sq FtCall for Rates
Colonial House ApartmentsRemodeled 2 Bedroom900 Sq Ft$2,610
Regency & LexingtonLexington - b60763 Sq Ft$2,616

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 $4,626. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Colonial House ApartmentsRemodeled 2 Bedroom$2,610
Regency & LexingtonRegency - b60$2,616
LynhavenB3$3,701
Santana TerraceB2$4,128
Santana RowUnit H$4,151
Levare2 Bed 2 Bath Flat + Den A$5,175

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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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

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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.

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Pet Friendly Lifestyle
Winchester, San Jose, CA

Ranked #122

Among cities in California for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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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

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 $4,626.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,457 square feet unit starting from $5,095 at Santana Row.

What is the average size for Winchester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester is currently 1,344 sq ft.

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.

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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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.