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los gatos neighborhood guide · property nerds® at compass
Twin Oaks & Creekside, Los Gatos Homes for sale, recent sales and a Property Nerd’s guide
The blocks between North Santa Cruz Avenue and Highway 17 north of Los Gatos-Saratoga Road: the 1924 Twin Oaks Tract, 1990s and 2000s homes along the creek, apartments and a light-industrial strip.
Twin Oaks & Creekside by the numbers
twin oaks & creekside by the numbers · live from the mls
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Calculated in your browser from MLS data for Twin Oaks & Creekside: North Santa Cruz Ave to Highway 17, Highway 9 to Blossom Hill Rd (drawn from Town GIS). Sales are single-family homes, townhomes and condos.
homes in twin oaks & creekside · live from the mls
Homes for sale, for rent and recently sold in Twin Oaks & Creekside
Every active listing, rental and closed sale in Twin Oaks & Creekside 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 (Twin Oaks & Creekside: North Santa Cruz Ave to Highway 17, Highway 9 to Blossom Hill Rd (drawn from Town GIS)); it may not match every local definition.
sold by the property nerds
Our sales near Twin Oaks & Creekside
None of our sales since 2012 that we can match to MLS records sit inside the Twin Oaks & Creekside outline, so these are our closest listings, measured from its edge.
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the story
How Twin Oaks & Creekside came to be
Trains came before houses here. The South Pacific Coast Railroad reached Los Gatos in 1878, laid on the west side of Los Gatos Creek, and an 1889 subdivision map of part of Jacob Sackett's land (recorded in 1892, Book E of Maps p. 131) shows its tracks running north between Santa Cruz Road and University Avenue, with a row of lots facing University Avenue just north of Saratoga Road.
In 1924 Hannah Sackett recorded her Twin Oaks Tract (Book S of Maps p. 30), approved by the Town's Planning Commission and Board of Trustees and surveyed by H. B. Fisher, the Town Engineer: about 75 lots on University Avenue, Wraight Avenue, Chester Street, Bird Avenue and Woodland Avenue. Most of the houses on those streets went up in the 1940s and 1950s, county records show. Los Gatos Gardens (two units, recorded in 1957) laid out the blocks north of the tract on Towne Terrace and Avery, Rushmore and Milbrae lanes, now mostly apartment buildings, and Oak Meadow Drive holds condominiums (Regency Court, recorded in 1980) and offices.
The newest layer sits along the creek. Tract 8280, recorded in 1990, became the two-story houses of Ohlone Court, most built in 1996, and Los Gatos Creekside Village, recorded in 2005, put 69 two-story homes on Creekside Village Drive between Woodland Avenue and the creek, built from 2005 to 2007. Those two streets are why the median build year here is 1996. Today the Town zones much of University Avenue for light industry (LM), with neighborhood-commercial lots along North Santa Cruz Avenue.
streets and homes
The streets and the houses
The Twin Oaks Tract is the old core. Wraight Avenue, Chester Street, Bird Avenue and Woodland Avenue hold mostly one-story houses from the 1940s and 1950s on lots of about 5,500 square feet, zoned R-1D, the Town's downtown single-family zone. University Avenue has about 32 houses, from the early 1900s to the 2020s, mixed with businesses. Median house sizes on these streets run about 1,300 to 2,100 square feet, with two-story rebuilds among the originals.
Creekside Village Drive holds 69 two-story homes from 2005-2007, most about 1,500 square feet on lots of about 2,500 square feet; listing records describe a community pool, spa and clubhouse. Ohlone Court, off Roberts Road, has 32 two-story houses, most from 1996, of about 2,470 square feet on lots of about 6,800 square feet, zoned R-1:8 with a planned-development overlay. A few more houses sit on Monroe Court, Roberts Road, Forrest Avenue, Towne Terrace, Brickway Court and Oak Meadow Drive.
About 61 percent of the houses have two or more stories and the median living area is about 1,650 square feet. The rest of the land is apartments and condominiums (zoned R-M), offices on Blossom Hill Road and Oak Meadow Drive, the LM light-industrial strip along University Avenue, and shops along North Santa Cruz Avenue. Los Gatos Creek and its trail run along the east side of the area, west of Highway 17.
streets in twin oaks & creekside
- University Avenue
- Wraight Avenue
- Chester Street
- Bird Avenue
- Woodland Avenue
- Creekside Village Drive
- Ohlone Court
- Roberts Road
- Monroe Court
- Forrest Avenue
- Brickway Court
- Hubbell Way
- Towne Terrace
- Avery Lane
- Rushmore Lane
- Milbrae Lane
- Oak Meadow Drive
- Industrial Way
- North Santa Cruz Avenue
- Blossom Hill Road
- Los Gatos-Saratoga Road
house sales by street, 2021–2026
| Street | Sales | Median price | Per sq ft | Typical lot |
|---|---|---|---|---|
| Ohlone Court | 6 | $3.29M | $1,388 | 7,150 sq ft |
| University Avenue | 6 | $3.07M | $1,325 | 7,090 sq ft |
| Bird Avenue | 6 | $2.52M | $1,593 | 5,430 sq ft |
| Hildebrand Drive | 4 | $2.38M | $1,225 | 3,580 sq ft |
| Forrest Avenue | 3 | $2.31M | $1,540 | 4,790 sq ft |
| Wraight Avenue | 3 | $2.1M | $1,313 | 5,500 sq ft |
| Creekside Village Drive | 11 | $1.75M | $1,228 | 2,350 sq ft |
Single-family house sales inside this guide’s outline, Oct. 1, 2021 to Oct. 21, 2026, from MLS records, with each sale counted once. Streets with at least 3 sales; prices, price per square foot and lots are medians. The whole city, ranked: The most expensive streets in Los Gatos & Monte Sereno.
parks and places
Parks, shops and landmarks near Twin Oaks & Creekside
- park
Los Gatos Creek Trail
A Town-maintained stretch of the paved creek trail runs through the east side of the area. North, it continues past Oak Meadow Park toward Vasona Lake County Park; south, it follows the creek into downtown.
- park
Oak Meadow Park
The Town park at 233 Blossom Hill Road, across Blossom Hill Road from the north end and about 0.3 mile (straight line) from the middle of the area. Town park records list about 12 acres with playgrounds, a sports field and picnic areas.
- park
Vasona Lake County Park
The county park around Vasona Lake is about 0.7 mile north (straight line), reached by the creek trail.
- shopping
North Santa Cruz Avenue and University Avenue
Shops and services line North Santa Cruz Avenue on the west edge, and University Avenue has light-industrial and service businesses. Town Plaza Park downtown is about 0.8 mile (straight line) from the middle.
schools and commute
School districts and getting around
School districts
The California Department of Education's 2025-26 district map puts every house here in the Los Gatos Union School District (K-8) and the Los Gatos-Saratoga Joint Union High School District. No public school is inside the area. Los Gatos High School is about 0.6 mile south (straight line) across Los Gatos-Saratoga Road, and Fisher Middle School and Van Meter Elementary are about 0.5 mile east (straight line) across Highway 17. Attendance boundaries change, so check the exact address with the districts.
Los Gatos Union guide · Los Gatos-Saratoga high schools · Silicon Valley school districts
Getting around
- Bus: VTA Route 27 runs on North Santa Cruz Avenue along the west edge, with stops at Los Gatos-Saratoga Road, Roberts Road and Blossom Hill Road, between Winchester Station in Campbell and Santa Teresa Station in San Jose. Check VTA's current schedules.
- Highway 17: the Los Gatos-Saratoga Road (Highway 9) interchange is at the south-east corner, about 0.4 mile (straight line) from the middle of the area. Freeway and downtown traffic vary a lot by hour and season, so test a commute at the hour you would drive it.
- Trail: the Los Gatos Creek Trail runs along the east side, north toward Oak Meadow Park and Vasona Lake County Park and south into downtown.
- Rail: Winchester light rail station in Campbell is about 3.6 miles north (straight line).
- Downtown: Los Gatos-Saratoga Road is the south edge, and Town Plaza Park is about 0.8 mile (straight line) from the middle of the area.
nerd notes
Buying or selling in Twin Oaks & Creekside: what we check
Buying here
- Check the flood and liquefaction maps by parcel. Sixteen houses, almost all on Creekside Village Drive next to the creek, are in a FEMA flood zone (Zone AE), and the state's liquefaction map covers 132 of the 216 house lots (61 percent) at the parcel center. Read the natural hazard disclosure and price flood insurance early.
- For Creekside Village Drive and the condominiums, read the HOA documents (budget, reserves, insurance, rules) and check current dues. Ohlone Court is a planned development, and Town GIS shows Creekside Village Drive in the Town's RMH zone, so ask the Planning Division what changes those zones allow before planning an addition or ADU.
- In the Twin Oaks Tract, most houses date from the 1940s and 1950s and the zone is R-1D: check the foundation, sewer lateral and electrical panel, expect the federal lead-paint disclosure on houses built before 1978, and ask the Town what review a remodel needs.
- Expect traffic and freeway noise near the edges: Highway 17 runs along the east side and North Santa Cruz Avenue, Blossom Hill Road and Los Gatos-Saratoga Road carry through traffic, and University Avenue has light-industrial businesses. Visit at commute hours and on a weekend.
- Town parcel data puts about a dozen lots, including some on Ohlone Court and Oak Meadow Drive, inside the Berrocal fault zone, a county-mapped fault rupture hazard zone; ask whether a geologic report would be required for new work.
Selling here
- Order the natural hazard disclosure early, and gather any elevation certificate and flood insurance history if your lot is near the creek.
- For Creekside Village Drive and the condominiums, have the HOA packet, reserve study and assessment history ready before you list.
- For a Twin Oaks Tract house, have permits for past additions and any foundation or sewer work ready; buyers will compare original houses with nearby rebuilds.
- Lead with facts buyers can check: the creek trail, the walk to downtown and Oak Meadow Park, the Route 27 stops and the Highway 17 interchange at the corner.
nerd noteCommissions are always negotiable, and we offer bundled services, so ask us what's included.
faq
Twin Oaks & Creekside questions, answered
Where does the name Twin Oaks & Creekside come from?
From the two largest recorded subdivisions here: Hannah Sackett's Twin Oaks Tract of 1924, on University, Wraight, Chester, Bird and Woodland avenues, and Los Gatos Creekside Village, recorded in 2005 beside the creek. The Town maps the area in its Downtown Area neighborhood district.
What is the Twin Oaks Tract?
Hannah Sackett's Twin Oaks Tract, recorded in 1924, laid out about 75 lots on University Avenue, Wraight Avenue, Chester Street, Bird Avenue and Woodland Avenue. Most of its houses date from the 1940s and 1950s. Twin Oaks Drive, on the east side of town, is a different place.
Is Twin Oaks & Creekside in a flood zone?
Part of it. Sixteen houses, almost all on Creekside Village Drive beside the creek, are in FEMA's Zone AE; the rest are outside the mapped flood zones. Check the flood map and natural hazard disclosure for the exact parcel.
Does Creekside Village have an HOA?
Listing records describe community amenities including a pool, spa and clubhouse, which points to a homeowners association. Read the HOA documents and check current dues before you buy.
Which school districts serve this area?
Los Gatos Union School District for kindergarten through eighth grade and Los Gatos-Saratoga Joint Union High School District, per the state's 2025-26 district map. Confirm the exact address with the districts.
Can you walk or bike to downtown?
Yes. Los Gatos-Saratoga Road is the south edge, Town Plaza Park is about 0.8 mile (straight line) from the middle, and the Los Gatos Creek Trail runs from the east side into downtown.
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Listing data comes from the MLS through our IDX feeds and is shown as reported; it isn’t guaranteed. Repeat listings from overlapping feeds are removed, and land and mobile homes are left out.
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