2571 Los Coches Ave
San JoseCA95128
Cheap Apartments for Rent in the Winchester Neighborhood of San Jose, CA from $800 (32 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winchester area of San Jose.
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Rent Specials
$2,075 - $2,6101 to 2 Bedroom Apartments Available Now
Colonial House Apartments
3052 Colonial WaySan Jose, CA 95128
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$2,4951 Bedroom Apartments Available Sep 1
Moorpark Garden Apartments
2966 Moorpark AveSan Jose, CA 95128
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$2,5452 Bedroom Apartments Contact Us For Availability
Colonial Way Apartments
3051 Colonial WaySan Jose, CA 95128
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$2,595 - $3,1951 to 2 Bedroom Apartments Available Aug 21
West Park Apartments
3200 Payne AveSan Jose, CA 95117
831 Opal Dr
San JoseCA95117
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Rent Specials
$2,751 - $3,1752 to 3 Bedroom Apartments Available Now
Regency & Lexington
1315 Eden AveSan Jose, CA 95117
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Rent Specials
$2,758 - $4,895Studio to 2 Bedroom Apartments Available Aug 17
Village of Taxco
1324 S WinchesterSan Jose, CA 95128
Living and Working in San Jose: A Local Expert’s Guide to the Best Neighborhoods to Rent Near San Jose’s Top Employers
Find the ideal San Jose neighborhood to rent based on your job and preferred commute. Discover the best local spots and housing options near tech giants.
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$2,9502 Bedroom Apartments Available Aug 1
2991 Neet Ave, Unit 3
2991 Neet AveSan Jose, CA 95128
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$3,191 - $7,519
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,191 - $7,519
Total Monthly Price
Varies
Lynhaven
919 S Winchester BlvdSan Jose, CA 95128
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$3,351 - $6,672
Total Monthly Price
1 to 4 Bedroom Apartments Available Aug 10Total Monthly Price
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$3,351 - $6,672
Total Monthly Price
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Santana Row
377 Santana RowSan Jose, CA 95128
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$3,510
Total Monthly Price
1 Bedroom Apartments Available Dec 1Total Monthly Price
Base Rent
$3,510
Total Monthly Price
$3,510
3003 Olin Ave, Unit SI FL4-ID845
3003 Olin AveSan Jose, CA 95128
801 S Winchester Blvd, Unit 4312
801 S Winchester Blvd
San JoseCA95128
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Studio to 2 Bedroom Apartments
The Dudley Apartments
355 Santana RowSan Jose, CA 95128
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Studio to 2 Bedroom Apartments
Turnleaf Apartments
3201 Loma Verde DrSan Jose, CA 95117
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1 to 2 Bedroom Apartments
3137 Cadillac Dr
3137 Cadillac DrSan Jose, CA 95117
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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1 Bedroom Apartments
3200 Cadillac Dr
3200 Cadillac DrSan Jose, CA 95117
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Studio to 2 Bedroom Apartments
Welcome to Cadillac Apartments
3189 Cadillac DrSan Jose, CA 95117
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Studio to 2 Bedroom Apartments
The Monterey Apartments
3510 Moorpark AveSan Jose, CA 95117
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Studio to 3 Bedroom Apartments
401 Bundy Ave
401 Bundy AveSan Jose, CA 95117
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1 to 2 Bedroom Apartments
Driftwood Apartments
1390 Castlemont AveSan Jose, CA 95128
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1 to 2 Bedroom Apartments
David Avenue
3080 David AveSan Jose, CA 95128
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1 to 2 Bedroom Apartments
Raintree Apartments
1058 S Winchester BlvdSan Jose, CA 95128
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2 Bedroom Apartments
Ravenscourt Heights
948-954 Ravenscourt AveSan Jose, CA 95128
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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2 Bedroom Apartments
928 Ravenscourt
928 Ravenscourt AveSan Jose, CA 95128
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1 to 2 Bedroom Apartments
Santana Place, San Jose
2955 Neet AveSan Jose, CA 95128
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1 to 3 Bedroom Apartments
Livorno Square
3101 Magliocco DrSan Jose, CA 95128
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Studio to 3 Bedroom Apartments
Windsor Winchester
585 S Winchester BlvdSan Jose, CA 95128
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Studio to 2 Bedroom Apartments
Agrihood Senior Community (Ages 55+)
76 N Winchester BlvdSanta Clara, CA 95050
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1 to 3 Bedroom Apartments
Hacienda Hamilton
160 W Hamilton AveCampbell, CA 95008
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1 to 2 Bedroom Apartments
Santana Terrace
190 N Winchester BlvdSanta Clara, CA 95050
718 Millich Dr
CampbellCA95008
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Showing Results 1-32, Page 1 of 1
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 1 Bedroom Apartments | $3,702 | $2,075 | $5,461 |
| Winchester 2 Bedroom Apartments | $5,126 | $2,545 | $8,176 |
| Winchester 3 Bedroom Apartments | $5,036 | $3,175 | $9,171 |
| Winchester 4 Bedroom Apartments | $5,302 | $4,752 | $5,852 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 32 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
- Nearby San Jose neighborhoods
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Cheapest Available Winchester Apartments for Rent
The cheapest available apartment rental in the Winchester area of San Jose, CA is a 1 Bed unit found at Colonial House Apartments priced from $2,075. David Avenue has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,095. Here are the most affordable Winchester apartments for rent in San Jose, CA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Colonial House Apartments | Remodeled 1 Bedroom | 1BR,1BA | $2,075 |
| David Avenue | One Bedroom - 60% AMI | 1BR,1BA | $2,095 |
| Regency & Lexington | Regency - b60 | 2BR,1BA | $2,751 |
| Lynhaven | A1 | 1BR,1BA | $3,191 |
| Levare | 1 Bed 1 Bath A | 1BR,1BA | $4,107 |
| Misora | 1B | 1BR,1BA | $4,510 |
| Santana Terrace | B2 | 2BR,2BA | $4,699 |
Best Value Apartments for Rent in Winchester, CA
As of July 27, 2026 the best value apartment in the Winchester area is the $3.20 price per square foot 333 Santana Row Model at 333 Santana Row, Unit #208 in the in the South San Jose neighborhood starting from $4,000. The second greatest value Winchester apartment is the B2 Model at Santana Terrace starting at $4,699 with a $4.47 price per square foot in the South San Jose neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 333 Santana Row, Unit #208 | 333 Santana Row | 2BR,1.5BA | $3.20 |
| Santana Terrace | B2 | 2BR,2BA | $4.47 |
| Misora | 1B | 1BR,1BA | $5.74 |
| Regency & Lexington | Lexington - b60 | 2BR,1BA | $3.61 |
| Levare | 1 Bed 1 Bath A | 1BR,1BA | $5.49 |
| Colonial House Apartments | Remodeled 1 Bedroom | 1BR,1BA | $2.92 |
| Lynhaven | A1.1 | 1BR,1BA | $4.81 |
| David Avenue | One Bedroom - 60% AMI | 1BR,1BA | $4.82 |
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.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Pet Friendly LifestyleWinchester, San Jose, CA
Ranked #145
Among cities in California for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Cheap Winchester Apartments
What is the price of a cheap apartment in Winchester?
The cheapest apartment in Winchester is Colonial House Apartments which is listed at $2,075, while the average apartment in Winchester costs $5,302.
What types of apartments are the cheapest in Winchester?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 2 regular apartments in Winchester that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
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
Written by: Shannon Hilson
San Jose is absolutely one of those places where your zip code and your job eventually wind up in a very serious relationship.
Beyond Campus: Finding Your Perfect San Jose Student Apartment and Neighborhood
Written by: Shannon Hilson
Sunny San Jose is so much more than just an incredible place to go to school, get an education, and prepare for the next chapter of your life.
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.
Articles, How-To's, and Tips
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
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.
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Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.