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san jose neighborhood guide · property nerds® at compass
Cypress & Northlake, San Jose Homes for sale, recent sales and a Property Nerd’s guide
San Jose's strip between I-280 and Stevens Creek Blvd, Saratoga Ave to Winchester Blvd: the Cypress Ave and Northlake Dr streets, the Cypress Community Center and the Winchester Mystery House.
Cypress & Northlake by the numbers
cypress & northlake by the numbers · live from the mls
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Calculated in your browser from MLS data for Cypress & Northlake (approximate outline traced from the boundary streets). Sales are single-family homes, townhomes and condos.
homes in cypress & northlake · live from the mls
Homes for sale, for rent and recently sold in Cypress & Northlake
Every active listing, rental and closed sale in Cypress & Northlake from the MLS, updated automatically, with a map of the neighborhood outline.
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Listings come from MLSListings and other MLSs through IDX and show their listing brokerage; confirm details with the listing agent. The map outline is the neighborhood boundary used by our listing search (Cypress & Northlake (approximate outline traced from the boundary streets)); it may not match every local definition.
the story
How Cypress & Northlake came to be
This guide follows the City of San Jose's 'Cypress' neighborhood polygon: the land between I-280 and Stevens Creek Blvd from Saratoga Ave to Winchester Blvd. The city's annexation records show it joined San Jose a piece at a time. Annexations the city named 'Boynton' brought in western blocks from 1955 through the 1960s, 'Winchester' annexations added eastern pieces between 1957 and 1980, a Stevens Creek Blvd annexation followed in 1968, and about 85 acres of scattered pockets in the middle of the area were annexed as late as November 2008. Stevens Creek Blvd is still the line with the City of Santa Clara along the north edge.
The east end holds three city landmarks. The Winchester Mystery House on S. Winchester Blvd is on the National Register of Historic Places (1974) and is California Historical Landmark No. 868; it is a privately run attraction. Nearby, the domed theater building on Winchester Blvd at Olsen Dr is a San Jose city landmark that the city's historic inventory dates to 1964. On S. Cypress Ave, a 1921 Prairie-style house is also a city landmark; it is a private home with no public access.
Change here is concentrated on the edges. The city's General Plan maps the Stevens Creek Blvd urban village (its East and Mid segments) along the north edge and the Valley Fair/Santana Row urban village reaching west of Winchester Blvd around the landmarks. The city council took up both plans on August 8, 2017, and the city's map lists both as approved plans. Near I-280, a 462-lot subdivision was recorded in 2020, and Winchester Orchard Park, a 2.1-acre privately owned park, opened in November 2025 according to the city's parks layer.
streets and homes
The streets and the houses
S. Cypress Ave runs north-south down the middle, from Stevens Creek Blvd to I-280. East of it, a set of parallel avenues (Bundy Ave, Ardis Ave, Rosewood Ave, Henry Ave, Maplewood Ave and Spar Ave) runs south from Stevens Creek Blvd, crossed by Olsen Dr and Kirkwood Dr; west of Cypress, Judro Way, Nolden Ave, Zaton Ave and Doma Dr fill the blocks toward San Tomas Expwy. West of the expressway, Boynton Ave and Northlake Dr run north from near I-280, with Westlake Dr, Troy Dr, Trina Way and Clardy Pl off them.
Expect variety from block to block. The city's tract layer shows more than 40 recorded tracts inside the outline, many with fewer than 40 lots. On the county parcel map, single-address lots have a median of about 8,000 sq ft, and half fall between about 6,750 and 9,250 sq ft; street medians run about 9,300 to 9,500 sq ft on Ardis Ave, Fenley Ave, Bundy Ave, Maplewood Ave and Spar Ave, and about 6,100 to 6,400 sq ft on Coakley Dr and Troy Dr (approximate, from parcel shapes). The city's zoning map puts the house lots mainly in R-1-8 (single-family), with planned-development and multifamily zoning around Northlake Dr and along the boulevard and freeway edges.
Listing records show the Northlake Dr and Clardy Pl area as townhomes and condos. At the east end, the 2020 tract near Winchester Blvd and I-280 added small-lot streets such as Charles Cali Dr, Amaranth Dr and Redberry Way, and the Stevens Creek Blvd frontage is planned for mixed use under the urban village plans.
streets in cypress & northlake
- S. Cypress Ave
- Olsen Dr
- Kirkwood Dr
- Judro Way
- Bundy Ave
- Ardis Ave
- Rosewood Ave
- Henry Ave
- Maplewood Ave
- Fenley Ave
- Spar Ave
- Nolden Ave
- Zaton Ave
- Coakley Dr
- Boynton Ave
- Northlake Dr
- Westlake Dr
- Troy Dr
- Charles Cali Dr
- Amaranth Dr
parks and places
Parks, shops and landmarks near Cypress & Northlake
- community center
Cypress Community Center
The city's community center at 403 S. Cypress Ave sits on a 1.69-acre site. The city's facilities layer lists a one-story building that opened in 1989 and was renovated in 2009.
- landmark
Winchester Mystery House
A Victorian house on S. Winchester Blvd, listed on the National Register of Historic Places in 1974 and as California Historical Landmark No. 868. It is a privately operated attraction, not a public park; check its own site before visiting.
- landmark
The domed theater building on Winchester Blvd
The domed building at Winchester Blvd and Olsen Dr is a San Jose city landmark; the city's historic inventory dates it to 1964.
- park
Winchester Orchard Park
A 2.1-acre park west of Winchester Blvd near I-280. The city's parks layer lists it as privately owned and open since November 2025.
- park
Starbird Park
The nearest large city park is south across I-280: Starbird Park, 9.41 acres at 1050 Boynton Ave, about 0.9 mile straight-line from the center of this guide.
- shopping
Stevens Creek Blvd, Santana Row and Valley Fair
Stevens Creek Blvd along the north edge is a commercial corridor. Santana Row and Valley Fair are across Winchester Blvd, about 0.7 to 0.9 mile straight-line from the center.
- library
West Valley Branch Library
The city's West Valley Branch Library, 1243 San Tomas Aquino Rd, is about 1.5 miles straight-line south of the center.
schools and commute
School districts and getting around
School districts
Census school-district maps put the whole outline in the Campbell Union School District for kindergarten through eighth grade and the Campbell Union High School District for high school. The county's public-school map shows no public school campus inside these blocks. Attendance boundaries change, so check the exact address with each district before you rely on a school.
Getting around
- VTA Route 23 runs on Stevens Creek Blvd with stops at Saratoga Ave, San Tomas Expwy (westbound), Cypress Ave, Henry Ave and Winchester Blvd; Rapid 523 stops at Cypress Ave and Winchester Blvd (VTA route pages).
- VTA Route 60 runs along Winchester Blvd, north to the Santa Clara Transit Center and south to Winchester light rail station in Campbell, about 2.8 miles straight-line from Winchester Blvd and Olsen Dr.
- I-280 has ramps at Saratoga Ave and at Winchester Blvd; the I-280/I-880/SR 17 interchange is about half a mile east of Winchester Blvd (straight-line).
- San Tomas Expwy crosses the middle of the area north-south; Lawrence Expwy is about 1.4 miles west of Saratoga Ave (straight-line).
- Caltrain: no station nearby. The Santa Clara station is about 2.7 miles straight-line northeast of the center, and San Jose Diridon about 3.3 miles.
nerd notes
Buying or selling in Cypress & Northlake: what we check
Buying here
- Flood maps: the city's FEMA-based flood layer puts about 95% of the outline in Zone D, which FEMA defines as possible but undetermined flood hazard with no flood analysis done, and about 5% in Zone AO (shallow flooding, mapped at 1 foot) on the San Tomas Expwy side, including parts of Coakley Dr, Greenlee Dr and the west end of Olsen Dr. Check the current FEMA map for the address and ask your lender and insurer what applies.
- Liquefaction: about 9% of the outline, near San Tomas Expwy, Boynton Ave and Northlake Dr toward Stevens Creek Blvd, is inside a state liquefaction hazard zone (California Geological Survey, San Jose West quadrangle, released 2002). Read the natural hazard disclosure for the address.
- Annexation history: some parcels came into San Jose only in 2008. For those, permits from before annexation may sit in county records, so ask the seller and check both the city and county permit files.
- Zoning: house lots are mainly R-1-8 on the city's zoning map. Ask the city about ADU and SB 9 options for a specific lot before you count on them, and look up the Stevens Creek Blvd and Valley Fair/Santana Row plan maps if you are buying near the boulevards.
- HOA homes: the Northlake Dr townhomes and condos and the 2020 small-lot tract near I-280 are planned developments. Read the CC&Rs, the reserve study and the current dues before you write an offer.
- City line: the north side of Stevens Creek Blvd is the City of Santa Clara, and a few edge segments carry Santa Clara postal codes in county road records. Confirm the jurisdiction on the county parcel record.
Selling here
- Pull the lot size from the county parcel record; street medians here range from about 6,100 to 9,500 sq ft, so buyers compare exact numbers.
- Have the hazard answers ready: Zone D for nearly all lots, Zone AO on some streets by San Tomas Expwy, and the liquefaction strip toward Stevens Creek Blvd.
- State the school districts accurately (Campbell Union and Campbell Union High on Census maps) and tell buyers to confirm with the districts.
- If your street is near Stevens Creek Blvd or Winchester Blvd, have the urban village plan maps handy so buyers can see what is planned nearby.
nerd noteCommissions are always negotiable, and we offer bundled services, so ask us what's included.
faq
Cypress & Northlake questions, answered
Is Cypress & Northlake in San Jose or Santa Clara?
San Jose. The county city-limit map and the Census place boundaries put the whole outline in the City of San Jose. Stevens Creek Blvd is the line along the north edge: the north side of the boulevard is the City of Santa Clara.
Which school districts serve these blocks?
Census district maps show the Campbell Union School District for kindergarten through eighth grade and the Campbell Union High School District for high school. There is no public campus inside the outline. Check the exact address with each district.
Is the area in a flood zone?
About 95% is FEMA Zone D (possible but undetermined hazard) on the city's FEMA-based map, with a Zone AO shallow-flooding strip along San Tomas Expwy. Check the address on the current FEMA map and ask your lender and insurer.
Can you visit the Winchester Mystery House?
It is a privately operated attraction on S. Winchester Blvd, not a public park. Check the attraction's own website for visiting details.
What is planned along Stevens Creek Blvd?
The city's Stevens Creek Blvd urban village plan covers the boulevard frontage, and the Valley Fair/Santana Row plan reaches west of Winchester Blvd near I-280. The city council took up both on August 8, 2017, and the city's map lists both as approved plans. Check the plan maps for sites near a specific address.
How far is Caltrain?
There is no Caltrain station in West San Jose. The Santa Clara station is about 2.7 miles straight-line from the center of this guide, and VTA Route 60 on Winchester Blvd runs to the Santa Clara Transit Center.
next door
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