2 Bedroom Apartments for Rent in the Winchester Neighborhood of San Jose, CA (227 Rentals)

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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.

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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928 Ravenscourt
2 Bedroom Apartments

928 Ravenscourt

928 Ravenscourt AveSan Jose, CA 95128
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Driftwood Apartments
2 Bedroom Apartments

Driftwood Apartments

1390 Castlemont AveSan Jose, CA 95128
  • Utilities Included
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Turnleaf Apartments
2 Bedroom Apartments

Turnleaf Apartments

3201 Loma Verde DrSan Jose, CA 95117
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Santana Place, San Jose
2 Bedroom Apartments

Santana Place, San Jose

2955 Neet AveSan Jose, CA 95128
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  • 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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The Margo
2 Bedroom Apartments

The Margo

334 Santana RowSan Jose, CA 95128

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

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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
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West Village Apartments
2 Bedroom Apartments

West Village Apartments

3150-3230 Loma Verde DrSan Jose, CA 95117
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3002 Magliocco Dr
2 Bedroom Apartments

3002 Magliocco Dr

3002 Magliocco DrSan Jose, CA 95128
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2990 Neet Ave
2 Bedroom Apartments

2990 Neet Ave

2990 Neet AveSan Jose, CA 95128

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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848 Opal Dr
2 Bedroom Apartments

848 Opal Dr

848 Opal DrSan Jose, CA 95117
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Sierra Crest
2 Bedroom Apartments

Sierra Crest

610 Teatree Ct SWSan Jose, CA 95128
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3512 Alden Way
2 Bedroom Apartments

3512 Alden Way

3512 Alden WaySan Jose, CA 95117
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816 Opal Dr
2 Bedroom Apartments

816 Opal Dr

816 Opal DrSan Jose, CA 95117
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2937 Magliocco Dr
2 Bedroom Apartments

2937 Magliocco Dr

2937 Magliocco DrSan Jose, CA 95128
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2994 Huff Ave
2 Bedroom Apartments

2994 Huff Ave

2994 Huff AveSan 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

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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3191 Impala Dr
2 Bedroom Apartments

3191 Impala Dr

3191 Impala DrSan Jose, CA 95117

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 1,278 square feet priced from $4,473. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Santana RowUnit A21,278 Sq Ft$4,473
Livorno SquareLeoni1,145 Sq Ft$3,160
LynhavenB31,141 Sq Ft$3,670
Santana TerraceB21,052 Sq Ft$4,623
The Monterey ApartmentsLarge Two Bedroom1,020 Sq Ft$2,730
The Franciscan2 Beds, 2 Baths1,000 Sq Ft$3,400
Colonial House ApartmentsRemodeled 2 Bedroom900 Sq Ft$2,610

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 $4,586. 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
The Monterey ApartmentsTwo Bedroom$2,675
Hacienda HamiltonTwo Bedroom One Bath$3,000
Livorno SquareLeoni$3,160
The Franciscan2 Beds, 2 Baths$3,400
LynhavenB3$3,670
Santana RowUnit A2$4,473
Santana TerraceB2$4,623

Quick Rent Budget Calculator

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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 #105

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

What is the Cheapest apartment in Winchester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winchester is at Colonial House Apartments listed at $2,610.

How much is the average rent for a 2 Bedroom Winchester Apartment?

The average rent for a 2 Bedroom Apartment in Winchester is $4,586.

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

Today's apartment with the most square footage in Winchester is a 1,278 square feet unit starting from $4,473 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 1,132 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.

decorative image for A Local Expert's Guide to the Top 10 Best Affordable Neighborhoods for Renters in San Jose   article

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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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.