Blog > The Most Expensive Streets in Burlingame & Hillsborough: Five Years of House Sales, Street by Street

The Most Expensive Streets in Burlingame & Hillsborough: Five Years of House Sales, Street by Street

by Eric & Janelle Boyenga

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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 Burlingame & Hillsborough, street by street, we took the 1,380 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. 74 streets had at least 6 house sales in those five years, enough for a median. Across Burlingame, the median house sold for $2.92M, or $1,429 per square foot; in Hillsborough, $5.6M, or $1,425 per square foot.

The short answer

  • Highest median sale price: Eucalyptus Ave in Hillsborough ($8.04M, 7 sales), W Santa Inez Ave in Hillsborough ($7.55M, 7 sales) and Forest View Ave in Hillsborough ($7.49M, 11 sales).
  • Highest price per square foot: Pepper Ave in Burlingame ($1,779, 6 sales) and Westmoor Rd in Burlingame ($1,724, 6 sales).
  • Most house sales: Hillside Dr in Burlingame, with 30 in five years.
  • Lowest median among the ranked streets: California Dr in Burlingame ($1.41M) and Chula Vista Ave in Burlingame ($1.82M).

Next steps in Burlingame & Hillsborough

The 25 highest-priced streets

Ranked by median sale price. Typical lot is the median lot size in the sold houses’ listings.

streetneighborhoodsalesmedian price$ / sq fttypical lot
1. Eucalyptus Ave (Hillsborough)several neighborhoods7$8.04M$1,5470.7 acres
2. W Santa Inez Ave (Hillsborough)several neighborhoods7$7.55M$1,3890.7 acres
3. Forest View Ave (Hillsborough)several neighborhoods11$7.49M$1,6650.8 acres
4. La Cumbre Rd (Hillsborough)Hillsborough Park & Hillsborough Knolls6$7.33M$1,5260.6 acres
5. Bridge Rd (Hillsborough)Hillsborough Park & Hillsborough Knolls9$6.75M$1,6500.6 acres
6. Pullman Rd (Hillsborough)Carolands7$6.68M$1,3110.5 acres
7. Craig Rd (Hillsborough)Carolands6$6.37M$1,6940.5 acres
8. Barbara Way (Hillsborough)Carolands9$5.84M$1,4980.5 acres
9. Tournament Dr (Hillsborough)several neighborhoods10$5.75M$1,1270.6 acres
10. Jacaranda Cir (Hillsborough)Skyfarm & Oaksbridge7$5.75M$1,3150.6 acres
11. Roblar Ave (Hillsborough)Hillsborough Park & Hillsborough Knolls6$5.63M$1,42314,850 sq ft
12. San Raymundo Rd (Hillsborough)several neighborhoods7$5.35M$1,3510.6 acres
13. Ralston Ave (Hillsborough)several neighborhoods9$5.29M$1,2862 acres
14. Hayne Rd (Hillsborough)several neighborhoods20$5.23M$1,3900.7 acres
15. Oakdale Rd (Hillsborough)Skyfarm & Oaksbridge9$5.2M$1,48217,520 sq ft
16. Summit Dr (Hillsborough)several neighborhoods11$5.15M$1,4110.7 acres
17. Skyfarm Dr (Hillsborough)several neighborhoods6$5.14M$1,2250.8 acres
18. Butternut Dr (Hillsborough)Skyfarm & Oaksbridge9$5.12M$1,1490.6 acres
19. Lakeview Dr (Hillsborough)Lakeview & Crystal Springs6$5M$1,3100.5 acres
20. Darrell Rd (Hillsborough)several neighborhoods10$4.96M$1,5080.5 acres
21. Marlborough Rd (Hillsborough)Carolands7$4.58M$1,4410.7 acres
22. Pepper Ave (Burlingame)Burlingame Park6$4.58M$1,7798,960 sq ft
23. Easton Dr (Burlingame)Easton Addition13$4.33M$1,5347,400 sq ft
24. Tartan Trail Rd (Hillsborough)Lakeview & Crystal Springs6$4.3M$1,2070.6 acres
25. Cypress Ave (Burlingame)Burlingame Park10$4.22M$1,5077,050 sq ft

Highest price per square foot

Price per square foot evens out house size, so smaller houses on sought-after streets rise here.

streetneighborhoodsales$ / sq fttypical sizemedian price
1. Pepper Ave (Burlingame)Burlingame Park6$1,7792,703 sq ft$4.58M
2. Westmoor Rd (Burlingame)Ray Park & Burlingame Village6$1,7241,240 sq ft$2.2M
3. Craig Rd (Hillsborough)Carolands6$1,6943,600 sq ft$6.37M
4. Forest View Ave (Hillsborough)several neighborhoods11$1,6654,750 sq ft$7.49M
5. Bridge Rd (Hillsborough)Hillsborough Park & Hillsborough Knolls9$1,6504,090 sq ft$6.75M
6. Poppy Dr (Burlingame)Easton Addition6$1,6452,035 sq ft$3.4M
7. Crystal Springs Rd (Hillsborough)several neighborhoods6$1,6422,650 sq ft$3.96M
8. Occidental Ave (Burlingame)Burlingame Park12$1,6262,740 sq ft$3.81M
9. Marin Dr (Burlingame)Lyon Hoag & Burlingame Gardens6$1,6261,471 sq ft$2.65M
10. Acacia Dr (Burlingame)Burlingame Terrace6$1,6112,021 sq ft$3M

The busiest streets

The streets with the most house sales in five years. Long streets that run through several neighborhoods naturally rise here.

streetneighborhoodsalesmedian price$ / sq ft
1. Hillside Dr (Burlingame)several neighborhoods30$3.35M$1,369
2. Cortez Ave (Burlingame)several neighborhoods26$3.3M$1,525
3. Paloma Ave (Burlingame)several neighborhoods24$2.34M$1,370
4. Laguna Ave (Burlingame)several neighborhoods21$2.25M$1,270
5. Hayne Rd (Hillsborough)several neighborhoods20$5.23M$1,390
6. Drake Ave (Burlingame)several neighborhoods19$3.85M$1,380
7. Bernal Ave (Burlingame)several neighborhoods19$3.55M$1,459
8. Vancouver Ave (Burlingame)several neighborhoods18$3.69M$1,493
9. Balboa Ave (Burlingame)several neighborhoods17$3.58M$1,491
10. Capuchino Ave (Burlingame)several neighborhoods16$2.34M$1,368

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.

streetneighborhoodsalesmedian price$ / sq fttypical size
1. California Dr (Burlingame)several neighborhoods8$1.41M$1,4971,125 sq ft
2. Chula Vista Ave (Burlingame)Burlingame Terrace6$1.82M$1,3171,618 sq ft
3. Grove Ave (Burlingame)Burlingame Terrace6$1.84M$1,5621,230 sq ft
4. Bancroft Rd (Burlingame)Lyon Hoag & Burlingame Gardens9$2M$1,4681,400 sq ft
5. Bayswater Ave (Burlingame)Lyon Hoag & Burlingame Gardens7$2.15M$1,5441,490 sq ft
6. Westmoor Rd (Burlingame)Ray Park & Burlingame Village6$2.2M$1,7241,240 sq ft
7. Laguna Ave (Burlingame)several neighborhoods21$2.25M$1,2701,895 sq ft
8. Paloma Ave (Burlingame)several neighborhoods24$2.34M$1,3701,464 sq ft
9. Capuchino Ave (Burlingame)several neighborhoods16$2.34M$1,3681,829 sq ft
10. Edgehill Dr (Burlingame)Burlingame Terrace10$2.35M$1,4691,570 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 6 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 Burlingame 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 Burlingame or Hillsborough: how we’d price, prepare and launch your sale, and the homes we’ve listed and sold nearby.

The Burlingame 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 $3M · houses at $4.5M and up · the best month to sell · lots by neighborhood

More on Hillsborough: home prices by neighborhood · Hillsborough housing market by the numbers · lots by neighborhood · Hillsborough city guide

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.

Questions about this post? Ask a Property Nerd.

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