Blog > The Most Expensive Streets in San Jose: Five Years of House Sales, Street by Street
The Most Expensive Streets in San Jose: Five Years of House Sales, Street by Street
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Neighborhood averages hide a lot: two streets a few blocks apart can sell hundreds of thousands of dollars apart. To see where house prices are highest in San Jose, street by street, we took the 19,863 single-family houses that sold through the MLS from October 1, 2021 to October 21, 2026, removed duplicate listings of the same sale, and grouped them by street. 526 streets had at least 8 house sales in those five years, enough for a median. Across San Jose, the median house sold for $1.6M, or $956 per square foot.
The short answer
- Highest median sale price: Country Club Pkwy ($4.48M, 9 sales), Glenview Dr ($4M, 9 sales) and Vicenza Way ($3.73M, 8 sales).
- Highest price per square foot: Craig Dr ($2,255, 8 sales) and Huntingdon Dr ($1,837, 8 sales).
- Most house sales: Cherry Ave, with 54 in five years.
- Lowest median among the ranked streets: Dale Dr ($838K) and Florida Ave ($860K).
Next steps in San Jose
- What’s my San Jose home worth? Request an estimate, and ask us for the recent sales on your street.
- See San Jose homes for sale, then use Save Search to get new listings by email.
- Book a strategy call with a Property Nerd.
The 25 highest-priced streets
Ranked by median sale price. Typical lot is the median lot size in the sold houses’ listings.
| street | neighborhood | sales | median price | $ / sq ft | typical lot |
|---|---|---|---|---|---|
| 1. Country Club Pkwy | several neighborhoods | 9 | $4.48M | $900 | 16,120 sq ft |
| 2. Glenview Dr | several neighborhoods | 9 | $4M | $769 | 20,610 sq ft |
| 3. Vicenza Way | Silver Creek Valley | 8 | $3.73M | $970 | 12,020 sq ft |
| 4. Gleneagles Cir | Silver Creek Valley | 12 | $3.38M | $933 | 9,010 sq ft |
| 5. Crystal Springs Dr | Almaden Country Club | 8 | $3.33M | $1,170 | 12,790 sq ft |
| 6. Dry Creek Rd | several neighborhoods | 22 | $3.29M | $1,141 | 16,600 sq ft |
| 7. Wisteria Way | Calabazas | 8 | $3.21M | $1,656 | 6,910 sq ft |
| 8. Cully Pl | North Cambrian | 24 | $3.15M | $980 | 4,490 sq ft |
| 9. Cabana Dr | Dry Creek & Cherry Ave | 8 | $3.03M | $1,084 | 12,550 sq ft |
| 10. Huntingdon Dr | Lynbrook | 8 | $2.98M | $1,837 | 6,450 sq ft |
| 11. Prospect Rd | several neighborhoods | 8 | $2.92M | $1,377 | 6,870 sq ft |
| 12. Robsheal Dr | Dry Creek & Cherry Ave | 14 | $2.91M | $1,083 | 9,400 sq ft |
| 13. Carolyn Ave | North Willow Glen & Gardner | 10 | $2.9M | $1,162 | 8,200 sq ft |
| 14. Newport Ave | several neighborhoods | 14 | $2.85M | $1,074 | 8,820 sq ft |
| 15. Cordelia Ave | Country Lane | 9 | $2.85M | $1,203 | 9,240 sq ft |
| 16. Valley Quail Cir | Almaden Country Club | 11 | $2.84M | $940 | 10,720 sq ft |
| 17. Johnson Ave | several neighborhoods | 10 | $2.84M | $1,709 | 6,190 sq ft |
| 18. Camelia Dr | Almaden Country Club | 9 | $2.8M | $1,088 | 12,120 sq ft |
| 19. University Way | Rose Garden | 10 | $2.8M | $979 | 9,220 sq ft |
| 20. W Riverside Way | Calabazas | 10 | $2.75M | $1,562 | 7,740 sq ft |
| 21. Rainbow Dr | several neighborhoods | 8 | $2.71M | $1,783 | 6,090 sq ft |
| 22. Dartmoor Way | Calabazas | 8 | $2.7M | $1,572 | 6,910 sq ft |
| 23. Craig Dr | Calabazas | 8 | $2.69M | $2,255 | 6,560 sq ft |
| 24. Camino Pablo | North Willow Glen & Gardner | 15 | $2.68M | $1,204 | 6,760 sq ft |
| 25. Hillcrest Dr | Almaden Country Club | 11 | $2.68M | $1,063 | 11,500 sq ft |
Highest price per square foot
Price per square foot evens out house size, so smaller houses on sought-after streets rise here.
| street | neighborhood | sales | $ / sq ft | typical size | median price |
|---|---|---|---|---|---|
| 1. Craig Dr | Calabazas | 8 | $2,255 | 1,220 sq ft | $2.69M |
| 2. Huntingdon Dr | Lynbrook | 8 | $1,837 | 1,672 sq ft | $2.98M |
| 3. Kingston Way | San Tomas Park & Westmont | 9 | $1,787 | 1,110 sq ft | $2.05M |
| 4. Rainbow Dr | several neighborhoods | 8 | $1,783 | 1,484 sq ft | $2.71M |
| 5. Miramar Ave | Loma Linda | 8 | $1,774 | 1,249 sq ft | $2.38M |
| 6. Johnson Ave | several neighborhoods | 10 | $1,709 | 1,645 sq ft | $2.84M |
| 7. Bollinger Rd | Calabazas | 11 | $1,692 | 1,371 sq ft | $2.45M |
| 8. S Blaney Ave | several neighborhoods | 9 | $1,687 | 1,398 sq ft | $2.65M |
| 9. Miller Ave | several neighborhoods | 18 | $1,686 | 1,641 sq ft | $2.55M |
| 10. Wisteria Way | Calabazas | 8 | $1,656 | 1,874 sq ft | $3.21M |
The busiest streets
The streets with the most house sales in five years. Long streets that run through several neighborhoods naturally rise here.
| street | neighborhood | sales | median price | $ / sq ft |
|---|---|---|---|---|
| 1. Cherry Ave | several neighborhoods | 54 | $2.31M | $1,031 |
| 2. Leigh Ave | several neighborhoods | 51 | $1.5M | $1,063 |
| 3. Meridian Ave | several neighborhoods | 48 | $1.55M | $965 |
| 4. Curie Dr | several neighborhoods | 45 | $1.61M | $921 |
| 5. Foxworthy Ave | several neighborhoods | 45 | $1.47M | $1,042 |
| 6. Curtner Ave | several neighborhoods | 40 | $1.67M | $963 |
| 7. Minnesota Ave | several neighborhoods | 39 | $1.66M | $965 |
| 8. N 12th St | several neighborhoods | 37 | $1.06M | $865 |
| 9. Bird Ave | several neighborhoods | 31 | $1.65M | $938 |
| 10. Hillsdale Ave | several neighborhoods | 31 | $1.33M | $932 |
Where houses sold for less
The ranked streets with the lowest median sale prices. Lower medians often mean smaller houses or lots, so check the price per square foot too.
| street | neighborhood | sales | median price | $ / sq ft | typical size |
|---|---|---|---|---|---|
| 1. Dale Dr | Alum Rock | 12 | $838K | $748 | 1,300 sq ft |
| 2. Florida Ave | Tropicana & Lanai | 9 | $860K | $817 | 1,121 sq ft |
| 3. Snow Dr | Edenvale & Great Oaks | 9 | $868K | $795 | 1,056 sq ft |
| 4. Terilyn Ave | several neighborhoods | 13 | $875K | $863 | 960 sq ft |
| 5. E Saint John St | several neighborhoods | 8 | $900K | $600 | 1,522 sq ft |
| 6. S Almaden Ave | several neighborhoods | 8 | $901K | $831 | 1,093 sq ft |
| 7. S 7th St | several neighborhoods | 9 | $910K | $828 | 1,166 sq ft |
| 8. Mount Vista Dr | Mount Pleasant | 9 | $915K | $808 | 1,181 sq ft |
| 9. S 21st St | Roosevelt Park & Olinder | 9 | $915K | $871 | 1,085 sq ft |
| 10. Ford Ave | Washington-Guadalupe & Tamien | 8 | $920K | $675 | 1,193 sq ft |
How we counted
- Sales: single-family houses that closed through the MLS from October 1, 2021 to October 21, 2026. Condos, townhomes, mobile homes and land are left out. Sales that never reached the MLS aren’t included.
- Duplicates: the same sale reported by two MLS feeds is counted once.
- Streets: names are standardized (Avenue and Ave are the same street). A street needs at least 8 house sales to be ranked, so short cul-de-sacs with only a few sales don’t appear.
- Neighborhoods: each street is placed in one of our neighborhood guides by the center of its sales; streets whose sales spread over more than about 1.2 km are marked as crossing several neighborhoods, and a dash means the street sits outside our guide outlines.
- Medians, not averages, so one unusual sale moves a street less. Small samples still swing, and a street’s median reflects which houses happened to sell.
- Lot size and square footage come from the listings, which can differ from county records. Price per square foot leaves out the few listings whose size is far out of line with the city (under 30% or over three times the city’s median price per square foot), which are usually typos.
Keep going: the neighborhood ranking by price per square foot compares whole neighborhoods, the price per square foot map plots every recent sale, and the San Jose city guide links every neighborhood guide. For one specific house, ask us for the comparable sales on its own street.
Selling? Start with selling a home in San Jose: how we’d price, prepare and launch your sale, and the homes we’ve listed and sold in San Jose.
The San Jose data series: housing market by the numbers · neighborhoods ranked by price per sq ft · where homes sell over asking · ten years of prices by neighborhood · condos and townhomes · house prices by bedrooms · houses under $1.5M · houses at $2.5M and up · the best month to sell · lots by neighborhood · our sales map
We’re the Boyenga Team at Compass. We represent buyers and sellers in Santa Clara County, bay-side San Mateo County and San Francisco. Commissions are negotiable, and we offer bundled services, so ask us what’s included. Call (408) 373-1660 or (650) 383-8606.