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    Windsor Winchester

    585 S Winchester Blvd, San Jose, CA 95128

    Apartment building
    Studio-3 beds
    Pet-friendly

    Available units

    Price may not include required fees and charges
    Price may not include required fees and charges.
    Unit
    , sortable column
    Sqft, sortable columnAvailable, sortable columnBase rent, sorted ascending
    698
    1 bd, 1 ba
    708
    Now
    $2,862
    509
    1 bd, 1 ba
    704
    Now
    $2,862
    735
    1 bd, 1 ba
    704
    Now
    $2,862
    798
    1 bd, 1 ba
    708
    Now
    $2,862
    651
    1 bd, 1 ba
    687
    Now
    $2,862
    614
    1 bd, 1 ba
    709
    Now
    $2,862
    709
    1 bd, 1 ba
    704
    Now
    $2,862
    613
    1 bd, 1 ba
    709
    Now
    $2,862
    513
    1 bd, 1 ba
    709
    Now
    $2,862
    514
    1 bd, 1 ba
    709
    Now
    $2,862
    551
    1 bd, 1 ba
    687
    Now
    $2,862
    638
    1 bd, 1 ba
    699
    Now
    $2,862
    351
    1 bd, 1 ba
    687
    Now
    $2,862
    409
    1 bd, 1 ba
    704
    Now
    $2,862
    535
    1 bd, 1 ba
    704
    Now
    $2,862

    What's special

    Clubhouse
    Get the party started
    This building features a clubhouse. Less than 14% of buildings in San Jose have this amenity.

    Facts, features & policies

    Building Amenities

    Accessibility
    • Disabled Access: Handicap Accessible
    Community Rooms
    • Club House
    • Fitness Center: Fitness Center With Echelon Reflect Mirror & Bikes
    • Lounge: Screening Lounge With Hd Projector And Cinema-Styl
    Other
    • Swimming Pool: Sun-Splashed Pool With A Collection Of Private Cab
    Security
    • Gated Entry: Gated
    • Intercom: Voice Intercom
    Services & facilities
    • Bicycle Storage: Bike Storage
    • Elevator
    • On-Site Maintenance
    • On-Site Management
    • Package Service: Package Acceptance
    • Pet Park
    • Storage Space

    Unit Features

    Cooling
    • Air Conditioning

    Policies

    Pets
    Dogs
    • Allowed
    • 2 pet max
    • $75 monthly pet fee
    • Restrictions: Windsor Communities does not accept Akitas, Alaskan Malamutes, Chows, Doberman Pinschers, German Shepherds, Mastiffs, Pit Bulls, Presa Canarios, Rottweilers, Shar Peis, Siberian Huskies, Staffordshire Terriers, Wolf Hybrids or any variation or mixes of these breeds.
    • We are a pet-friendly community that accepts up to two cats or dogs per apartment. Certain breeds of dogs are restricted. Please contact the leasing office with any questions regarding breed restrictions.
    Cats
    • Allowed
    • 2 pet max
    • $75 monthly pet fee
    • Restrictions: Windsor Communities does not accept Akitas, Alaskan Malamutes, Chows, Doberman Pinschers, German Shepherds, Mastiffs, Pit Bulls, Presa Canarios, Rottweilers, Shar Peis, Siberian Huskies, Staffordshire Terriers, Wolf Hybrids or any variation or mixes of these breeds.
    • We are a pet-friendly community that accepts up to two cats or dogs per apartment. Certain breeds of dogs are restricted. Please contact the leasing office with any questions regarding breed restrictions.

    Special Features

    • Cinema Room
    • Community Wifi
    • Courtyard
    • Flexible Coworking Spaces And Private Meeting Room
    • Picnic/bbq Area
    • Terrace

    Neighborhood: West San Jose

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    • Shopping Scene
      Bustling retail hubs with boutiques, shops, and convenient everyday essentials.
      Dining Scene
      From casual bites to fine dining, a haven for food lovers.
      Transit Access
      Convenient access to buses, trains, and public transit for easy commuting.
      Medical Hub
      Central access to hospitals, clinics, and comprehensive healthcare.
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    Centered around Santana Row and Westfield Valley Fair, 95128 blends suburban calm with urban energy, sunny Mediterranean weather, and an easy social rhythm. Expect a lively dining and coffee scene (Eataly, Din Tai Fung, Blue Bottle, Philz), handy groceries and fitness options (Safeway, Trader Joe’s nearby, Equinox, Orangetheory), and pocket parks like Hamann Park and Cory Park, with quick access to the Los Gatos Creek Trail for biking and jogs. The area draws medical professionals tied to Valley Medical Center, students from nearby campuses, and tech commuters, creating a friendly, pet‑welcoming community with frequent outdoor patios and weekend events. Getting around is simple with VTA light rail stops nearby, frequent buses, and fast connections to I‑280, I‑880, and Highway 17; downtown San Jose is a short hop. Zillow’s recent market trends show a median rent around the mid‑$3,000s, with most listings ranging from the low $2,000s to the mid‑$4,000s over the past few months.

    Powered by Zillow data and AI technology.

    Areas of interest

    Use our interactive map to explore the neighborhood and see how it matches your interests.

    Travel times

    Walk, Transit & Bike Scores

    77 / 100
    Very Walkable
    49 / 100
    Some Transit
    72 / 100
    Very Bikeable

    Nearby schools in San Jose

    GreatSchools rating

    Frequently asked questions

    What is the walk score of Windsor Winchester?

    Windsor Winchester has a walk score of 77, it's very walkable.

    What is the transit score of Windsor Winchester?

    Windsor Winchester has a transit score of 49, it has some transit.

    What schools are assigned to Windsor Winchester?

    The schools assigned to Windsor Winchester include Lynhaven Elementary School, Monroe Middle School, and Del Mar High School.

    What neighborhood is Windsor Winchester in?

    Windsor Winchester is in the West San Jose neighborhood in San Jose, CA.

    What are Windsor Winchester's policies on pets?

    A maximum of 2 dogs are allowed per unit. This building has monthly fee of $75 for dogs. A maximum of 2 cats are allowed per unit. This building has monthly fee of $75 for cats.

    Your dream apartment is waitingMany new units were recently added to this listing.