816 Opal Dr
San JoseCA95117
Cheap Apartments for Rent in the Winchester Neighborhood of San Jose, CA from $800 (16 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winchester area of San Jose.
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Rent Specials
from $1,916Studio to 2 Bedroom Apartments Available Now
eaves West Valley
700 S Saratoga AveSan Jose, CA 95129
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Rent Specials
from $1,9801 Bedroom Apartments Available Now
Colonial House Apartments
3052 Colonial WaySan Jose, CA 95128
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from $1,9951 Bedroom Apartments Available May 9
David Avenue Apartments
3080 David AveSan Jose, CA 95128
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from $2,050Studio to 3 Bedroom Apartments Available Now
The Grove
1919 Fruitdale AveSan Jose, CA 95128
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from $2,099Studio to 2 Bedroom Apartments Available Now
Village of Taxco
1324 S WinchesterSan Jose, CA 95128
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from $2,1951 to 3 Bedroom Apartments Available Now
West Park Apartments
3200 Payne AveSan Jose, CA 95117
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Studio to 2 Bedroom Apartments
Agrihood Senior Community (Ages 55+)
76 N Winchester BlvdSanta Clara, CA 95050
Showing Results 1-16, 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 Studio Apartments | $2,629 | $1,916 | $5,633 |
| Winchester 1 Bedroom Apartments | $3,394 | $1,900 | $6,736 |
| Winchester 2 Bedroom Apartments | $4,545 | $2,400 | $10,000+ |
| Winchester 3 Bedroom Apartments | $5,665 | $3,455 | $9,022 |
| Winchester 4 Bedroom Apartments | $6,414 | $5,864 | $6,964 |
Browse Apartments in this Neighborhood
There are currently 16 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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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 The Dudley Apartments priced from $1,627. The Monterey Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,905. Here are the most affordable Winchester apartments for rent in San Jose, CA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Dudley Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,627 |
| The Monterey Apartments | Studio | Studio,1BA | $1,905 |
| eaves West Valley | 405 | Studio,1BA | $1,916 |
| Colonial House Apartments | 1 Bedroom | 1BR,1BA | $1,980 |
| The Grove | Ruby- 475 sq ft | Studio,1BA | $2,050 |
Best Value Apartments for Rent in Winchester, CA
As of April 13, 2025 the best value apartment in the Winchester area is the $2.72 price per square foot 2 Bedrooms Model at Revere Campbell in the in the South San Jose neighborhood starting from $4,195. The second greatest value Winchester apartment is the The Western Model at West Park Apartments starting at $3,495 with a $3.05 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. |
|---|---|---|---|
| Revere Campbell | 2 Bedrooms | 2BR,2BA | $2.72 |
| West Park Apartments | The Western | 3BR,2BA | $3.05 |
| The Franciscan | 2 Beds, 2 Baths | 2BR,2BA | $3.31 |
| Livorno Square | De Rossi | 1BR,1BA | $3.27 |
| Misora | Studio | Studio ,1BA | $3.84 |
| Lynhaven | A1.1 | 1BR,1BA | $4.30 |
| Colonial House Apartments | 1 Bedroom | 1BR,1BA | $3.00 |
| Cedar Glen | Pine Cone | 1BR,1BA | $3.75 |
| The Dudley Apartments | 1 Bed 1 Bath | 1BR,1BA | $2.87 |
| The Monterey Apartments | Studio | Studio ,1BA | $4.19 |
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Pet Friendly LifestyleWinchester, San Jose, CA
Ranked #54
Among neighborhoods in San Jose, CA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Winchester Apartments
What is a cheap apartment in Winchester?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winchester is under $2,790.
What is the price of a cheap apartment in Winchester?
The cheapest apartment in Winchester is The Dudley Apartments which is listed at $1,627, while the average apartment in Winchester costs $6,414.
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 9 regular apartments in Winchester that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Winchester?
Cheap apartments in Winchester have an average cost of $263 which is $6,151 cheaper than the average rent for all rentals in Winchester.
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.
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.
How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.