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sunnyvale neighborhood guide · property nerds® at compass
Cheyenne & Hollenbeck, Sunnyvale Homes for sale, recent sales and a Property Nerd’s guide
The south Sunnyvale blocks between Hollenbeck Avenue and Sunnyvale-Saratoga Road, from Fremont Avenue to the Cupertino line: 1950 tracts, 1960s ranch streets and newer small-lot homes.
Cheyenne & Hollenbeck by the numbers
cheyenne & hollenbeck by the numbers · live from the mls
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Calculated in your browser from MLS data for Cheyenne & Hollenbeck: Hollenbeck Ave to Sunnyvale-Saratoga Rd, Fremont Ave to the Cupertino line (drawn along streets and the city line). Sales are single-family homes, townhomes and condos.
homes in cheyenne & hollenbeck · live from the mls
Homes for sale, for rent and recently sold in Cheyenne & Hollenbeck
Every active listing, rental and closed sale in Cheyenne & Hollenbeck from the MLS, updated automatically, with a map of the neighborhood outline.
Get alerts for new Sunnyvale listings: open Sunnyvale in our full search and tap Save Search.
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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 (Cheyenne & Hollenbeck: Hollenbeck Ave to Sunnyvale-Saratoga Rd, Fremont Ave to the Cupertino line (drawn along streets and the city line)); it may not match every local definition.
sold by the property nerds
Our sales in Cheyenne & Hollenbeck
Since 2012 we’ve handled 5 sales inside the Cheyenne & Hollenbeck outline that we can match to MLS records: 2 homes we listed and 3 where we represented the buyer. The other photos are our closest listings outside it, measured from its edge.
We also represented the buyer at 1360 La Bella Avenue (Mar 2017), 1307 Selo Drive (Mar 2016), 1365 Zurich Terrace (Apr 2014).
All 96 of our Sunnyvale sales, on a map Selling in Cheyenne & Hollenbeck? Book a strategy call
the story
How Cheyenne & Hollenbeck came to be
This corner of Sunnyvale filled in over seven decades, and the County's map books show where it started. Tract No. 375, Fremont Terrace, was recorded in December 1946 along Selo Drive and Fremont Avenue. Geo. S. Nolte surveyed the three Fremont Estates tracts next door in 1950: Tract No. 698 (Los Arboles Avenue, recorded February 1950), Unit No. 2, Tract No. 755 (La Bella Avenue, June 1950), and Unit No. 3, Tract No. 798 (Cordilleras Avenue, September 1950). The City's parcel records put the houses on those four streets at a median year built of 1949 to 1950, on lots of about 9,500 square feet at the median, against about 6,300 for all of the roughly 21,000 Sunnyvale houses in the same layer.
The middle and south of the area came a decade later. The City's parcel layer lists a run of tracts with median build years from 1959 to 1966 (Tracts 2501, 3046, 3168, 3789, 3820 and 3821), which together hold about 325 houses on R-1 lots along Prince Edward Way, Revelstoke Way, Ormsby Drive, Pointe Claire Drive, Cheyenne Drive, Endicott Drive, Saskatchewan Drive and Valcartier Drive. Many of the street names are borrowed from Canadian provinces and towns (Yukon, Saskatchewan, Alberta, Quebec, Owen Sound, Revelstoke) and from places in the western United States (Cheyenne, Fort Laramie, Crater Lake, Cape Blanco, Boise). The online county index stops in the mid-1950s, so the recorded names of these later tracts are not confirmed here.
From 1968 on, the remaining parcels were built as planned developments. About 280 houses here carry the City's PD (planned development) combining district on R-2 zoning, in tracts recorded from the late 1960s (around Yukon Drive and the terrace courts off Cascade Drive) through the 1990s (Belfry Way) and the 2000s and 2010s (Alberta Avenue, Cottage Grove Court, Quebec Court, Kirkland Drive and Panache Terrace). That is why a 1950 ranch house, a 1962 tract house and a 2007 two-story home on a 4,000-square-foot lot can all sit within a few blocks of each other.
streets and homes
The streets and the houses
Two street patterns meet here. North of Cascade Drive, the 1950 tracts are straight north-south avenues (Selo, Los Arboles, La Bella, Cordilleras) running off Fremont Avenue. South and west of them, the 1959-1966 tracts use longer loops and short courts: Ormsby Drive and Pointe Claire Drive near Hollenbeck, Prince Edward Way and Revelstoke Way in the middle, and Endicott, Saskatchewan and Valcartier drives toward Sunnyvale-Saratoga Road. Cheyenne Drive and Alberta Avenue are the two east-west streets that cross the whole area.
The City's parcel records describe the R-1 streets as mostly single-story houses: of about 470 houses outside the PD blocks, about 70 have a second story. The median house there is about 1,900 square feet on about 8,500 square feet of land, and four bedrooms is the most common count in the records. Expect original ranch plans with attached garages, plenty of rear and side additions, and some full rebuilds. The parcel layer flags no Eichlers in this area.
The PD blocks read differently: detached homes, mostly two-story (about 200 of 280), on lots of about 4,000 square feet, built from 1968 to 2015 with a median year of 1990. Yukon Drive and the Castlerock, Cashmere and Cape Blanco courts and terraces are the older PD streets; Alberta Avenue east of Tenaka Place, Cottage Grove Court, Quebec Court, Kirkland Drive and Panache Terrace are the newer ones. Planned developments can include shared driveways or common areas, so read the recorded documents for any address you are considering.
streets in cheyenne & hollenbeck
- Cheyenne Drive
- Hollenbeck Avenue
- Alberta Avenue
- Cascade Drive
- Yukon Drive
- Selo Drive
- Los Arboles Avenue
- La Bella Avenue
- Cordilleras Avenue
- Prince Edward Way
- Revelstoke Way
- Ormsby Drive
- Pointe Claire Drive
- Endicott Drive
- Saskatchewan Drive
- Valcartier Drive
- Fort Laramie Drive
- Cottage Grove Court
- Quebec Court
- Kirkland Drive
house sales by street, 2021–2026
| Street | Sales | Median price | Per sq ft | Typical lot |
|---|---|---|---|---|
| Valcartier Drive | 4 | $3.83M | $1,658 | 8,580 sq ft |
| Fort Laramie Drive | 3 | $3.3M | $1,468 | 10,140 sq ft |
| Duvall Court | 3 | $3.13M | $1,466 | 8,280 sq ft |
| Prince Edward Way | 3 | $3.06M | $1,624 | 9,660 sq ft |
| Panache Terrace | 3 | $2.8M | $1,528 | 4,590 sq ft |
| Hollenbeck Avenue | 4 | $2.6M | $1,446 | 8,250 sq ft |
| Cascade Drive | 4 | $2.51M | $1,715 | 6,690 sq ft |
| Cashmere Court | 6 | $2.35M | $1,526 | 4,660 sq ft |
| Yukon Drive | 4 | $2.27M | $1,694 | 4,100 sq ft |
| Selo Drive | 7 | $2.06M | $1,677 | 6,360 sq ft |
| Crater Lake Court | 3 | $1.99M | $1,334 | 4,210 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 Sunnyvale.
parks and places
Parks, shops and landmarks near Cheyenne & Hollenbeck
- park
Serra Park
A 10.1-acre city park just across Hollenbeck Avenue off The Dalles Avenue, about 0.4 mile from the middle of the area (straight-line).
- park
Ortega Park
An 18.3-acre city park at 636 Harrow Way, east of Sunnyvale-Saratoga Road and about 0.7 mile from the middle of the area (straight-line), with tennis and basketball courts and a reservable gazebo.
- shopping
Fremont Avenue and Sunnyvale-Saratoga Road
A neighborhood shopping center sits on the southeast corner of the intersection, on land the City zones as a village center (VCMU), about 0.45 mile from the middle of the area. More shopping is south of Homestead Road at De Anza Boulevard in Cupertino.
- landmark
Nimitz Elementary School
A Cupertino Union School District elementary school on Cheyenne Drive, inside the area.
schools and commute
School districts and getting around
School districts
The state's school-district map places this area in the Cupertino Union School District for kindergarten through eighth grade and the Fremont Union High School District for high school. Nimitz Elementary, a Cupertino Union school, is on Cheyenne Drive inside the area, and Fremont High School, a Fremont Union campus, is across Fremont Avenue at 575 W. Fremont Avenue. Attendance boundaries change, so check the exact address with each district before you rely on a school assignment.
Cupertino Union guide · Fremont Union guide · Silicon Valley school districts
Getting around
- VTA Route 55 runs on Sunnyvale-Saratoga Road along the east edge, with stops at Homestead, La Conner, Harwick, Connemara and Fremont; VTA Rapid 523 stops at Homestead and at Fremont.
- I-280: Sunnyvale-Saratoga Road becomes De Anza Boulevard at Homestead Road and reaches the freeway about 1.6 miles south of the middle of the area (straight-line).
- Caltrain: the downtown Sunnyvale station is about 2.2 miles north of the middle of the area (straight-line), up Sunnyvale-Saratoga Road and Mathilda Avenue.
- Biking: the City's Active Transportation Plan map shows bike lanes on Fremont Avenue and Sunnyvale-Saratoga Road with upgraded separated bikeways proposed, and proposes a bike-boulevard route across the area on Alberta Avenue, Norland, Endicott and Saskatchewan drives and Cheyenne Drive, plus bike boulevards on Yukon Drive and Cordilleras Avenue and bike lanes on Hollenbeck Avenue.
- Fremont Avenue and Homestead Road run west toward Los Altos and Cupertino; Hollenbeck Avenue continues south across Homestead Road into Cupertino as Stelling Road.
nerd notes
Buying or selling in Cheyenne & Hollenbeck: what we check
Buying here
- Know which kind of block you are on. The City's parcel layer shows R-1 lots of about 8,500 square feet at the median on the 1950s and 1960s streets, and R-2 planned-development lots of about 4,000 square feet on the newer streets. Zoning, setbacks and what you can add differ between the two.
- In the PD blocks, ask for the recorded tract documents and any HOA or maintenance agreements for shared driveways, walls or landscaping, and check current dues if there are any.
- For the 1946-1966 houses, check the electrical panel, sewer lateral, roof and the permit history of any additions. Homes built before 1978 come with a federal lead-based paint disclosure.
- Thinking about a second story, an ADU or an SB 9 split on an R-1 lot? The parcel layer shows no single-story (S) combining district here, but ask the City's Planning Division what review a second story or an ADU needs at your address.
- Confirm the school districts and the city by exact address. The Cupertino city line runs along the south edge, and permits, utilities and city services change across it.
Selling here
- State the lot size from the County record. The large 1950 Fremont Estates and Fremont Terrace lots (about 9,500 square feet at the median) are a real difference from the 4,000-square-foot PD lots a few blocks away.
- Gather permits and finals for additions, garage conversions and remodels; buyers on the older streets ask about them.
- For a PD home, have the recorded documents and any shared-maintenance or HOA paperwork ready before you list.
- Name the tract in the listing when it is documented (Fremont Terrace, Fremont Estates); it helps buyers place the house among the 1950, 1960s and newer blocks.
nerd noteCommissions are always negotiable, and we offer bundled services, so ask us what's included.
faq
Cheyenne & Hollenbeck questions, answered
Is Cheyenne & Hollenbeck an official Sunnyvale neighborhood?
No. It is our name for the blocks between Hollenbeck Avenue and Sunnyvale-Saratoga Road from Fremont Avenue to the Cupertino line. No City-registered neighborhood association covers them, and the recorded tract names we could confirm (Fremont Terrace and Fremont Estates) cover only the north end. The City's planning records place it in the Serra planning area.
Which school districts serve these homes?
The state district map shows Cupertino Union School District for K-8 and Fremont Union High School District for high school. Nimitz Elementary is on Cheyenne Drive and Fremont High School is across Fremont Avenue. Attendance boundaries change, so check the exact address with each district.
How big are the lots?
It depends on the block. The City's parcel records show a median of about 7,900 square feet overall: about 8,500 square feet on the R-1 streets, about 9,500 on the 1950 tracts near Fremont Avenue, and about 4,000 in the planned-development blocks.
When were the houses built?
The first tract was recorded in 1946 and the Fremont Estates tracts in 1950. The largest group, about 320 houses, dates from 1959 to 1966, and planned-development homes were added from 1968 to 2015. The median year built is 1965, and about 16% of the houses were built in 2000 or later.
Are there Eichlers here?
The City's parcel layer flags none in this area. The nearest Eichler neighborhoods are Fairbrae, north of Fremont Avenue, and the small Fairwood enclave east of Sunnyvale-Saratoga Road.
How far is Caltrain?
The downtown Sunnyvale station is about 2.2 miles north of the middle of the area in a straight line. VTA Route 55 on Sunnyvale-Saratoga Road runs north toward downtown.
next door
More Sunnyvale neighborhood guides
From the blog: Sunnyvale Neighborhoods by Their Houses
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Thinking about Cheyenne & Hollenbeck? 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.
on the home styles field guide
Home styles in Cheyenne & Hollenbeck
Cheyenne & Hollenbeck shows up on this plate in our home styles field guide. Each plate shows how to spot the style from the sidewalk, with live listings opened to Sunnyvale.
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Sunnyvale right now
City-wide numbers read from the MLS each time this page loads. A neighborhood can trade differently from its city, so ask us for the sales on your street.
- homes for sale…houses, condos, townhomes
- new this week…by days on market
- median list price…of homes for sale
- median days on market…of homes for sale
- 12 months of sales…median sale price
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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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