Blog > The Most Expensive Streets in Redwood City: Five Years of House Sales, Street by Street

The Most Expensive Streets in Redwood City: 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 Redwood City, street by street, we took the 2,357 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. 127 streets had at least 6 house sales in those five years, enough for a median. Across Redwood City, the median house sold for $2.2M, or $1,223 per square foot.

The short answer

  • Highest median sale price: Vista Dr ($4.13M, 6 sales), Wilmington Way ($4.11M, 8 sales) and Oak Park Way ($3.9M, 7 sales).
  • Highest price per square foot: Carson St ($1,710, 8 sales) and Oregon Ave ($1,629, 8 sales).
  • Most house sales: Alameda de las Pulgas, with 51 in five years.
  • Lowest median among the ranked streets: Stanford Ave ($1.02M) and Hurlingame Ave ($1.03M).

Next steps in Redwood City

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. Vista DrEmerald Hills6$4.13M$1,23111,580 sq ft
2. Wilmington WayEmerald Hills8$4.11M$1,15013,980 sq ft
3. Oak Park WayEmerald Hills7$3.9M$1,18113,870 sq ft
4. Arlington RdEdgewood Park12$3.76M$1,15310,100 sq ft
5. Marlin CtRedwood Shores10$3.35M$1,4198,750 sq ft
6. Bayview WayEmerald Hills7$3.33M$1,17712,400 sq ft
7. Corriente Point DrRedwood Shores8$3.04M$1,0575,240 sq ft
8. Waterside CirRedwood Shores7$3M$1,1604,220 sq ft
9. Palomar DrPalomar Park7$2.99M$1,43819,600 sq ft
10. Upland RdFarm Hill & Canyon8$2.92M$1,1399,790 sq ft
11. Pleasant Hill RdFarm Hill & Canyon7$2.9M$1,2587,230 sq ft
12. Laurel WayFarm Hill & Canyon7$2.9M$1,1288,400 sq ft
13. Finger AveEdgewood Park10$2.89M$1,19510,230 sq ft
14. Sylvan WayEmerald Hills9$2.85M$91416,050 sq ft
15. Eden Bower LnFarm Hill & Canyon8$2.85M$1,23710,170 sq ft
16. Stockbridge AveHorgan Ranch & Redwood Oaks7$2.84M$1,1709,800 sq ft
17. Lakemead WayEmerald Hills13$2.8M$1,0188,510 sq ft
18. Hamilton WayEmerald Hills6$2.78M$1,08111,250 sq ft
19. Jeter StMount Carmel & Eagle Hill15$2.75M$1,5446,500 sq ft
20. W Summit DrEmerald Hills13$2.75M$1,26310,660 sq ft
21. Delaware AveWoodside Plaza6$2.71M$1,4187,730 sq ft
22. W Selby LnHorgan Ranch & Redwood Oaks13$2.7M$1,3956,890 sq ft
23. Cordilleras RdEmerald Hills16$2.65M$1,12613,460 sq ft
24. Oak Knoll Drseveral neighborhoods19$2.65M$1,0599,790 sq ft
25. Nevada StMount Carmel & Eagle Hill9$2.62M$1,3388,130 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. Carson StRoosevelt8$1,7101,358 sq ft$2.1M
2. Oregon AveWoodside Plaza8$1,6291,290 sq ft$2.17M
3. Jeter StMount Carmel & Eagle Hill15$1,5441,960 sq ft$2.75M
4. Truman StRoosevelt9$1,5141,879 sq ft$2.55M
5. Maryland StWoodside Plaza15$1,4851,347 sq ft$2M
6. Fernside StRoosevelt10$1,4581,720 sq ft$2.35M
7. Newport CirRedwood Shores9$1,4571,500 sq ft$2.16M
8. Briarfield AveFarm Hill & Canyon7$1,4511,490 sq ft$2.2M
9. Quartz StMount Carmel & Eagle Hill11$1,4421,482 sq ft$1.92M
10. Nimitz AveHorgan Ranch & Redwood Oaks11$1,4411,300 sq ft$1.82M

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. Alameda de las Pulgasseveral neighborhoods51$1.93M$1,267
2. Jefferson Aveseveral neighborhoods41$1.87M$1,135
3. King Stseveral neighborhoods33$2.13M$1,351
4. Lakeview Wayseveral neighborhoods27$2.55M$1,132
5. Edgewood Rdseveral neighborhoods26$2.57M$1,161
6. Hudson Stseveral neighborhoods25$2.1M$1,250
7. Virginia Aveseveral neighborhoods23$2.01M$1,242
8. Grand Stseveral neighborhoods22$2.6M$1,274
9. Oak Knoll Drseveral neighborhoods19$2.65M$1,059
10. Iris Stseveral neighborhoods19$2.4M$1,186

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. Stanford AveNorth Fair Oaks6$1.02M$1,0491,070 sq ft
2. Hurlingame AveNorth Fair Oaks6$1.03M$1,111795 sq ft
3. Clinton Stseveral neighborhoods6$1.06M$1,156885 sq ft
4. 4th Aveseveral neighborhoods6$1.12M$1,1991,025 sq ft
5. 2nd AveNorth Fair Oaks8$1.21M$8511,360 sq ft
6. 3rd Aveseveral neighborhoods6$1.21M$9561,316 sq ft
7. Scott Ave—6$1.23M$1,0291,130 sq ft
8. Fay StPalm Park & Central7$1.27M$1,1101,200 sq ft
9. 6th AveNorth Fair Oaks7$1.27M$1,0041,270 sq ft
10. Flynn Ave—8$1.3M$9691,450 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 Redwood City 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 Redwood City: how we’d price, prepare and launch your sale, and the homes we’ve listed and sold in Redwood City.

The Redwood City 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 $2M · houses at $3.5M 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.

Questions about this post? Ask a Property Nerd.

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