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cupertino neighborhood guide · property nerds® at compass
Autumn Gardens, Cupertino Homes for sale, recent sales and a Property Nerd’s guide
The 1960s tract streets between Bubb Road, McClellan Road and Highway 85, named for the recorded Autumn Gardens tract: September, October and November drives on lots near 6,900 sq ft.
Autumn Gardens by the numbers
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Calculated in your browser from MLS data for Autumn Gardens: McClellan Rd south to the City's Monta Vista planning line, Bubb Rd to Hwy 85. Sales are single-family homes, townhomes and condos.
homes in autumn gardens · live from the mls
Homes for sale, for rent and recently sold in Autumn Gardens
Every active listing, rental and closed sale in Autumn Gardens 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 (Autumn Gardens: McClellan Rd south to the City's Monta Vista planning line, Bubb Rd to Hwy 85); it may not match every local definition.
sold by the property nerds
Our sales in and near Autumn Gardens
Since 2012 we’ve handled 1 sale inside the Autumn Gardens outline that we can match to MLS records: 1 home we listed. The other photos are our closest listings outside it, measured from its edge.
All 18 of our Cupertino sales, on a map Selling in Autumn Gardens? Book a strategy call
the story
How Autumn Gardens came to be
Autumn Gardens is the block of 1960s tract streets east of Bubb Road and south of McClellan Road, with Highway 85 along its east side. The name comes from the county's recorded maps. Autumn Gardens Unit No. 1 (Tract 2738) laid out September Drive, September Court and August Lane in 1960, and the county's map index lists Units No. 2 and No. 3 (Tracts 2813 and 2834), whose lots line November Drive, October Way, Fall and Festival courts, Fiesta Lane, Cranberry Drive and Pumpkin Drive. The calendar theme spilled into the tracts next door, so most of the map reads like a fall almanac.
It was built in San Jose. The Unit No. 1 map, drawn by Mackay & Somps in 1960, describes the tract as lying within the City of San Jose; San Jose's planning commission approved it on March 1, 1960, its city council on July 18, 1960, and it was recorded on August 2, 1960. The map draws McClellan Road as the city limit line and shows an 80-foot Southern Pacific Railroad right-of-way along the tract's southwest side. The March 1963 map for Tract 3444, which added Woodlark Way, Pennington Lane and Cranberry Circle along Bubb Road, also lies within San Jose and shows a Southern Pacific strip running diagonally between its November Drive and Cranberry Drive lots.
The streets moved to Cupertino later. The City's annexation records put 281 of the 444 lots in the San Jose-Cupertino Reorganization, effective July 1, 1979; the rest joined in smaller annexations between 1961 (McClellan 2) and 2000 (Festival Dr 99-13), including a 1980 annexation for Columbus and Vai avenues, where the older Bianchi Terrace tract maps sit. The City's planning layer counts this block as the east end of its Monta Vista North neighborhood, the same planning area as Linda Vista and Deep Cliff across Bubb Road.
streets and homes
The streets and the houses
Bubb Road and McClellan Road frame the area. November Drive is the long north-south spine, with September Drive, October Way, August Lane, Fall Court, Festival Drive and Court, Fiesta Lane and Kenmore Court off it. Cranberry Drive and Cranberry Circle, Pumpkin Drive and Court, Woodlark Way and Pennington Lane fill the Bubb Road side, with Holly Oak Drive, Shannon Court and Elm Court in the middle. Columbus and Vai avenues run east from Bubb Road near the south end, and Creekline Drive, Jeanette Court and Leong Court are 1980s courts near Highway 85.
Most lots are 6,000 to 7,500 square feet; the median is about 6,900, and 330 of the 444 lots are zoned R1-6. Columbus and Vai avenues are the exception: R1-10 lots of about 15,000 square feet (the median on those two streets) with houses mostly from the 1950s. About 8 percent of the lots carry a year built of 2000 or later, scattered across the area with a few more on Creekline Drive, Woodlark Way and Vai Avenue. The City's parcel layer records year built and lot size but not floor area or stories, so check size and layout listing by listing.
None of the lots is in a FEMA flood zone at its center or touches a CAL FIRE Fire Hazard Severity Zone, and none is in the City's single-story overlay, Eichler or historic-site layers. The recorded maps are worth a look before planning an addition: the 1960 and 1963 maps mark public service easements, wire-clearance and anchor easements for utility poles, and building setback lines along the streets.
streets in autumn gardens
- November Drive
- September Drive
- October Way
- August Lane
- Fall Court
- Festival Drive
- Festival Court
- Fiesta Lane
- Kenmore Court
- Cranberry Drive
- Cranberry Circle
- Pumpkin Drive
- Pumpkin Court
- Woodlark Way
- Pennington Lane
- Holly Oak Drive
- Shannon Court
- Elm Court
- Columbus Avenue
- Vai Avenue
- Krzich Place
- Creekline Drive
- Jeanette Court
- Leong Court
- Bubb Road
- McClellan Road
house sales by street, 2021–2026
| Street | Sales | Median price | Per sq ft | Typical lot |
|---|---|---|---|---|
| Creekline Drive | 3 | $3.6M | $1,444 | 8,000 sq ft |
| November Drive | 6 | $2.82M | $1,752 | 6,480 sq ft |
| Fall Court | 3 | $2.65M | $1,580 | 6,020 sq ft |
| Cranberry Drive | 3 | $2.43M | $1,925 | 6,000 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 Cupertino.
parks and places
Parks, shops and landmarks near Autumn Gardens
- park
Jollyman Park
A City park listed at about 9.6 acres in the City's park layer, with a playground, soccer and baseball fields, picnic tables, barbecues and restrooms. It is about 0.4 mile east (straight-line), across Highway 85 by way of McClellan Road.
- park
Linda Vista Park
About 10.9 acres on Linda Vista Drive, roughly 0.8 mile west (straight-line) across Bubb Road, with playgrounds, a reservable picnic and barbecue area, an exercise course and open lawn (City park layer).
- landmark
McClellan Ranch Preserve
A 15.4-acre City preserve at 22221 McClellan Road, about 0.9 mile west (straight-line), with trails, picnic tables, a community garden and an environmental area (City park layer).
- landmark
De Anza College
The community college campus at 21250 Stevens Creek Boulevard is about 0.7 mile northeast (straight-line).
- shopping
Stevens Creek Boulevard
Bubb Road leads about half a mile north (straight-line) from McClellan Road to Stevens Creek Boulevard, the city's main east-west commercial street.
schools and commute
School districts and getting around
School districts
The California Department of Education's 2025-26 district map places every lot here in the Cupertino Union School District (K-8) and the Fremont Union High School District. Three public campuses sit just across Bubb Road and McClellan Road to the west: Kennedy Middle School at 821 Bubb Road, Lincoln Elementary at 21710 McClellan Road and Monta Vista High at 21840 McClellan Road, all listed as active in the state's 2025-26 school data. Regnart Elementary, south of the area on Yorkshire Drive, closed in 2022. Attendance areas change, so check the exact address with both districts before relying on a school assignment.
Cupertino Union guide · Fremont Union guide · Silicon Valley school districts
Getting around
- Highway 85 runs along the east side. The nearest interchanges are Stevens Creek Boulevard, about 0.9 mile north, and De Anza Boulevard, about 1 mile southeast (straight-line).
- McClellan Road crosses Highway 85 to Stelling Road and De Anza Boulevard; Bubb Road runs north to Stevens Creek Boulevard and south to Rainbow Drive.
- VTA Routes 25 and 55 stop at McClellan Road and Stelling Road, about half a mile east of Bubb Road, and Route 51 (Moffett Field - West Valley College) stops at Stevens Creek Boulevard and Bubb Road, about half a mile north of McClellan Road (straight-line). Check VTA for current schedules.
- Caltrain: the Sunnyvale station is about 4.8 miles northeast (straight-line).
- De Anza College is about 0.7 mile northeast and Monta Vista Village about a mile northwest (straight-line).
nerd notes
Buying or selling in Autumn Gardens: what we check
Buying here
- Ask which city issued the permits. Most of these lots were in San Jose until July 1, 1979, and a few joined Cupertino as late as 2000, so older permits and plans may be with San Jose or the county. Have the inspector look at the electrical panel, plumbing, sewer lateral and any additions, and expect the federal lead-paint disclosure on houses built before 1978.
- Check the zoning on the specific lot: R1-6 on most streets, R1-7.5 on Holly Oak Drive and the courts near Bubb Road, R1-10 on Columbus and Vai avenues. Setbacks, floor area, second-story rules and ADU or SB 9 options follow Cupertino's R1 rules for that district.
- Read the recorded tract map with the title report. The 1960 and 1963 maps mark public service, wire-clearance and anchor easements and building setback lines that can limit where an addition or ADU goes.
- If the lot backs onto Highway 85 or the railroad right-of-way shown on the tract maps, visit at different times of day and ask what the land behind the fence is used for now.
- No lot here is in a FEMA flood zone at its center or in a CAL FIRE Fire Hazard Severity Zone in the maps used for this guide; still read the natural hazard disclosure for the specific parcel.
Selling here
- Name the tract. Autumn Gardens, Bianchi Terrace or the tract number on the title report tells buyers when and how the lot was laid out.
- Lead with lot size and zoning, especially on Columbus and Vai avenues, where R1-10 lots of about 15,000 square feet are the draw.
- Gather permits from San Jose (before July 1979) as well as Cupertino, plus records for roof, windows, electrical and plumbing updates.
- Give real walking distances to Kennedy Middle, Lincoln Elementary, Monta Vista High, Jollyman Park and the McClellan Road bus stops.
nerd noteCommissions are always negotiable, and we offer bundled services, so ask us what's included.
faq
Autumn Gardens questions, answered
Where is Autumn Gardens?
In south-central Cupertino, south of McClellan Road between Bubb Road and Highway 85, down to the streets just north of Stafford Drive and Orion Lane.
Why is it called Autumn Gardens?
Autumn Gardens is the recorded name of three 1960s tract units here (Tracts 2738, 2813 and 2834), which laid out September Drive, October Way, November Drive, Fall Court, Cranberry Drive and Pumpkin Drive. The guide uses the name for the whole block between Bubb Road and Highway 85.
Was this part of San Jose?
Yes. The 1960 and 1963 tract maps place the land within the City of San Jose, and the City of Cupertino's annexation records show most of the lots joining Cupertino in the San Jose-Cupertino Reorganization, effective July 1, 1979.
Which school districts serve Autumn Gardens?
The Cupertino Union School District for K-8 and the Fremont Union High School District, per the state's 2025-26 district map. Kennedy Middle, Lincoln Elementary and Monta Vista High are just across Bubb Road and McClellan Road. Confirm the address with each district, since attendance areas change.
Is any of it in a flood or fire hazard zone?
Not in the maps used for this guide: no lot is in a FEMA flood zone at its center or touches a CAL FIRE Fire Hazard Severity Zone. Check the disclosure for the specific parcel.
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Thinking about Autumn Gardens? Let's run your numbers.
Eric, Janelle and the Boyenga Team have sold more than 2,520 Silicon Valley homes, $2.6+ billion in all, since 1996. Get a value, a plan, or a straight answer about a street.
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