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Studio Apartments
1434 Essex Way
1434 Essex WaySan Jose, CA 95117
Apartments for Rent in the Winchester Neighborhood of San Jose, CA (418 Rentals) Page 7 of 9
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1 to 2 Bedroom Apartments
Woodmont Apartments
3054 David AveSan Jose, CA 95128
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2 to 3 Bedroom Apartments
3220 Williamsburg Dr
3220 Williamsburg DrSan Jose, CA 95117
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2 Bedroom Apartments
3236 Williamsburg Dr
3236 Williamsburg DrSan Jose, CA 95117
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Studio Apartments
3228 Williamsburg Dr
3228 Williamsburg DrSan Jose, CA 95117
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1 Bedroom Apartments
1440 Essex Way
1440 Essex WaySan Jose, CA 95117
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2 Bedroom Apartments
1437 Lexington Dr
1437 Lexington DrSan Jose, CA 95117
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Studio Apartments
1451 Eden Ave
1451 Eden AveSan Jose, CA 95117
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Studio Apartments
3131 Cadillac Dr
3131 Cadillac DrSan Jose, CA 95117
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2 to 3 Bedroom Apartments
1463 Eden Ave
1463 Eden AveSan Jose, CA 95117
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Studio Apartments
1411-1419 Essex Way
1411-1419 Essex WaySan Jose, CA 95117
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Studio Apartments
3145 Cadillac Dr
3145 Cadillac DrSan Jose, CA 95117
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1 to 3 Bedroom Apartments
3161 Cadillac Dr
3161 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3175 Cadillac Dr
3175 Cadillac DrSan Jose, CA 95117
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Studio Apartments
Century Apartments
3153 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3225 Cadillac Dr
3225 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3201 Cadillac Dr
3201 Cadillac DrSan Jose, CA 95117
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Studio Apartments
1475 Eden Ave
1475 Eden AveSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3209 Cadillac Dr
3209 Cadillac DrSan Jose, CA 95117
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Studio Apartments
3241-3249 Cadillac Dr
3241-3249 Cadillac DrSan Jose, CA 95117
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Studio Apartments
1423-1425 Essex Way
1423-1425 Essex WaySan Jose, CA 95117
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2 Bedroom Apartments
1458-1460 Merry Ln
1458-1460 Merry LnSan Jose, CA 95128
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Studio Apartments
700-702 Monica Ln
700-702 Monica LnCampbell, CA 95008
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2 to 3 Bedroom Apartments
684-686 Monica Ln
684-686 Monica LnCampbell, CA 95008
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2 to 3 Bedroom Apartments
1469-1471 Pompey Dr
1469-1471 Pompey DrSan Jose, CA 95128
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1 to 2 Bedroom Apartments
3144 Cadillac Dr
3144 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3136 Cadillac Dr
3136 Cadillac DrSan Jose, CA 95117
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Studio Apartments
1487-1489 Eden Ave
1487-1489 Eden AveSan Jose, CA 95117
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2 to 3 Bedroom Apartments
1486-1488 Lexington Dr
1486-1488 Lexington DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3176 Cadillac Drive
3166-3176 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
Eldorado
3208 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3184 Cadillac Dr
3184 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3192 Cadillac Dr
3192 Cadillac DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
Savoy Plaza Apartments
3216 Cadillac DrSan Jose, CA 95117
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2 Bedroom Apartments
3115 Impala Dr
3115 Impala DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
1510 Eden Ave
1510 Eden AveSan Jose, CA 95117
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2 Bedroom Apartments
3121 Impala Dr
3121 Impala DrSan Jose, CA 95117
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Studio Apartments
3264 Cadillac Dr
3264 Cadillac DrSan Jose, CA 95117
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1 to 3 Bedroom Apartments
3143 Impala Dr
3143 Impala DrSan Jose, CA 95117
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1 to 3 Bedroom Apartments
3135 Impala Dr
3135 Impala DrSan Jose, CA 95117
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Studio Apartments
3167 Impala Dr
3167 Impala DrSan Jose, CA 95117
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Studio Apartments
3151 Impala Dr
3151 Impala DrSan Jose, CA 95117
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Studio to 1 Bedroom Apartments
3175 Impala Dr
3175 Impala DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3183 Impala Dr
3183 Impala DrSan Jose, CA 95117
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Studio Apartments
3159 Impala Dr
3159 Impala DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3191 Impala Dr
3191 Impala DrSan Jose, CA 95117
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Studio Apartments
3199 Impala Dr
3199 Impala DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3207 Impala Dr
3207 Impala DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3215 Impala Dr
3215 Impala DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3223 Impala Dr
3223 Impala DrSan Jose, CA 95117
Showing Results 301-350, Page 7 of 9
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 | $3,180 | $2,058 | $3,953 |
| Winchester 1 Bedroom Apartments | $3,621 | $2,075 | $5,292 |
| Winchester 2 Bedroom Apartments | $4,336 | $2,200 | $7,419 |
| Winchester 3 Bedroom Apartments | $6,302 | $3,299 | $9,371 |
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $4,150 | $3,200 | $6,000 |
| 3 Bedroom Homes | $5,263 | $4,495 | $6,800 |
| 4 Bedroom Homes | $6,850 | $6,850 | $6,850 |
Browse Apartments in this Neighborhood
There are currently 418 rentals with your search options within a 2 mile radius of the Winchester Neighborhood of San Jose, CA.
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Frequently Asked Questions about Winchester
What is the current pricing and availability for apartments for rent in the Winchester area of San Jose, CA?
As of today, September 11, 2026, there are currently 418 available Winchester apartments priced from $2,058 to $9,371, with an average monthly rent of $4,460.
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 $2,075 to $5,292 with an average monthly rent of $3,621.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,200 to $7,419. Today's average rental price for Two Bedrooms here is $4,336.
How expensive are Winchester Three Bedroom Apartments?
There are currently 85 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $3,299 to $9,371 - averaging $6,302 for the location.
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.
Helpful Local Expert Guides
Living and Working in San Jose: A Local Expert's Guide to the Best Neighborhoods to Rent Near San Joses Top Employers
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Beyond Campus: Finding Your Perfect San Jose Student Apartment and Neighborhood
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A Local Expert's Guide to the Top 10 Best Affordable Neighborhoods for Renters in San Jose
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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.