Home › West of Twin Peaks › Winston Dr
140 Winston Dr
Single-family home, 4 bd, 3 ba, 3,712 sqft, built 1951
Today’s estimate uses 3,712 sqft and the home’s latest facts. It does not estimate the home’s value at a past sale date.
58 sales inside 0.75 mi since Apr 2025. Click a sale on the map, or untick it below, to leave it out.
Drag the circle or this strip to change the searchEstimated sale price today
Medium confidence
$3,955,000
$2,848,000estimated range$4,865,000
From 58 comps at a weighted median of $1,065 per sqft.
- Block
- 7232
- Lot
- 002
- Sales
- Nov 2025 to Oct 2026
- Prices adjusted to
- 2026-10-30
- Within
- 0.75 mi
- Sold since
- Apr 2025
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I'm interestedSale prices versus asking
Similarity-weighted median: 8.6% above final asking.
Middle half: at asking to 21.6% above asking.
51 of 58 selected comps have a verified final asking price.
Comparisons use the final advertised asking price from the same sale, before pending or closing.
Comparable sales (58)
Every sale inside the circle starts ticked. Untick one here, or click it on the map, to leave it out. Closer, more similar sales weigh more.
| Address | Sold | Price | Final asking | Sale vs. asking | Adj. today | $/sqft | Size | Dist. | Why | Match | |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 44 Stonecrest Dr | 2026-06-03 | $3.26M | $3,280,000 | $20,000 below asking (0.6%) | $3.38M | $827 | 4bd 5ba 4,084sf | 0.13 mi | similar size, 4 bd | ||
| 435 Urbano Dr | 2026-07-08 | $2.31M | No asking price | — | $2.46M | $683 | 4bd 4ba 3,600sf | 0.31 mi | similar size, 4 bd | ||
| 60 Mercedes Way | 2026-06-05 | $3.25M | $3,250,000 cut from $3.6M | At asking | $3.37M | $876 | 4bd 4ba 3,847sf | 0.23 mi | similar size, 4 bd | ||
| 141 Stonecrest Dr | 2026-05-21 | $3.18M | $2,495,000 | $685,000 above asking (27.5%) | $3.29M | $1,151 | 4bd 4ba 2,859sf | <0.05 mi | 4 bd | ||
| 60 Stonecrest Dr | 2026-01-30 | $3M | $2,995,000 | $5,000 above asking (0.2%) | $3.5M | $1,082 | 4bd 4ba 3,232sf | 0.12 mi | 4 bd | ||
| 135 San Rafael Way | 2026-09-21 | $4.71M | $4,278,000 | $430,000 above asking (10.1%) | $4.71M | $1,202 | 5bd 4ba 3,918sf | 0.44 mi | similar size, recent | ||
| 160 San Buenaventura Way | 2026-06-22 | $8M | No asking price | — | $8.29M | $2,180 | 4bd 3ba 3,804sf | 0.66 mi | similar size, 4 bd | ||
| 95 Junipero Serra Blvd | 2026-06-05 | $3.6M | $3,390,000 | $210,000 above asking (6.2%) | $3.73M | $1,117 | 4bd 3ba 3,340sf | 0.47 mi | 4 bd | ||
| 125 Paraiso Pl | 2026-10-07 | $3.5M | $2,995,000 | $505,000 above asking (16.9%) | $3.35M | $1,045 | 4bd 5ba 3,209sf | 0.73 mi | 4 bd, recent | ||
| 1475 Monterey Blvd | 2026-03-16 | $3.5M | $3,495,000 | $5,000 above asking (0.1%) | $3.63M | $1,058 | 4bd 5ba 3,435sf | 0.61 mi | similar size, 4 bd | ||
| 3070 23rd Ave | 2026-09-14 | $2.35M | $2,085,000 | $265,000 above asking (12.7%) | $2.35M | $836 | 3bd 2ba 2,811sf | 0.42 mi | recent | ||
| 3036 22nd Ave | 2026-06-01 | $3.26M | $2,499,000 | $761,000 above asking (30.5%) | $3.38M | $1,210 | 4bd 4ba 2,793sf | 0.39 mi | 4 bd | ||
| 2921 20th Avenue | 2026-03-03 | $2.6M | $2,395,000 | $205,000 above asking (8.6%) | $2.7M | $858 | 4bd 4ba 3,145sf | 0.51 mi | 4 bd | ||
| 601 Junipero Serra Blvd | 2026-02-17 | $2.41M | $2,249,000 | $163,000 above asking (7.2%) | $2.58M | $960 | 4bd 2ba 2,686sf | 0.14 mi | 4 bd | ||
| 285 Moncada Way | 2026-04-16 | $3.4M | $3,295,000 | $105,000 above asking (3.2%) | $3.48M | $1,272 | 4bd 3ba 2,740sf | 0.26 mi | 4 bd | ||
| 115 Upland Dr | 2026-09-10 | $3.4M | $2,795,000 | $605,000 above asking (21.6%) | $3.4M | $1,120 | 5bd 4ba 3,035sf | 0.64 mi | recent | ||
| 850 Darien Way | 2025-11-26 | $2.95M | $2,999,000 cut from $3.4M | $49,000 below asking (1.6%) | $3.44M | $837 | 5bd 6ba 4,105sf | 0.64 mi | |||
| 155 Upland Dr | 2026-04-16 | $2.83M | $2,688,000 | $137,000 above asking (5.1%) | $2.9M | $932 | 4bd 6ba 3,107sf | 0.62 mi | 4 bd | ||
| 2978 20th Ave | 2025-11-21 | $2.92M | $2,628,000 | $297,000 above asking (11.3%) | $3.41M | $1,127 | 4bd 4ba 3,023sf | 0.44 mi | 4 bd | ||
| 95 Pinehurst Way | 2026-03-19 | $2.45M | $1,950,000 | $500,000 above asking (25.6%) | $2.54M | $832 | 3bd 3ba 3,058sf | 0.49 mi | |||
| 135 San Benito Way | 2026-09-29 | $6.61M | $4,495,000 | $2,115,000 above asking (47.1%) | $6.61M | $2,261 | 5bd 4ba 2,924sf | 0.63 mi | recent | ||
| 126 Aptos Ave | 2026-05-11 | $2.65M | $2,295,000 | $356,000 above asking (15.5%) | $2.74M | $902 | 6bd 3ba 3,040sf | 0.43 mi | |||
| 1185 Monterey Blvd | 2026-06-17 | $3.3M | $3,350,000 cut from $3.73M | $49,982 below asking (1.5%) | $3.42M | $1,065 | 5bd 3ba 3,210sf | 0.71 mi | |||
| 55 Upland Dr | 2026-03-20 | $2.76M | $2,695,000 | $62,809 above asking (2.3%) | $2.86M | $761 | 6bd 5ba 3,762sf | 0.68 mi | similar size | ||
| 100 Winston Dr | 2026-03-27 | $2.7M | $1,996,000 | $704,000 above asking (35.3%) | $2.8M | $1,326 | 3bd 3ba 2,114sf | <0.05 mi | nearby on same street | ||
| 374 San Benito Way | 2026-05-28 | $2.9M | $2,195,000 | $705,000 above asking (32.1%) | $3M | $1,146 | 4bd 3ba 2,619sf | 0.39 mi | 4 bd | ||
| 376 Moncada Way | 2026-05-27 | $2.63M | $2,125,000 | $500,000 above asking (23.5%) | $2.72M | $1,117 | 3bd 3ba 2,431sf | 0.26 mi | |||
| 222 Maywood Dr | 2026-05-29 | $4.41M | $3,895,000 | $515,000 above asking (13.2%) | $4.56M | $980 | 4bd 5ba 4,655sf | 0.74 mi | 4 bd | ||
| 2751 15th Ave | 2026-06-03 | $4M | $3,200,000 | $800,000 above asking (25.0%) | $4.15M | $1,275 | 4bd 4ba 3,251sf | 0.70 mi | 4 bd | ||
| 130 San Benito Way | 2026-10-13 | $3.1M | No asking price | — | $2.97M | $1,129 | 3ba 2,631sf | 0.61 mi | recent | ||
| 345 Moncada Way | 2025-11-06 | $2.61M | $2,488,000 | $122,000 above asking (4.9%) | $3.04M | $1,082 | 3bd 3ba 2,809sf | 0.27 mi | |||
| 1380 Monterey Blvd | 2026-04-23 | $3.3M | No asking price | — | $3.38M | $1,120 | 3bd 3ba 3,020sf | 0.65 mi | |||
| 21 Lagunitas Dr | 2026-04-16 | $3.4M | $2,395,000 | $1,005,000 above asking (42.0%) | $3.48M | $1,315 | 3bd 3ba 2,650sf | 0.48 mi | |||
| 333 San Benito Way | 2026-04-16 | $3.02M | $1,998,000 | $1,017,000 above asking (50.9%) | $3.09M | $1,198 | 4bd 3ba 2,580sf | 0.46 mi | 4 bd | ||
| 20 San Leandro Way | 2026-06-18 | $4.38M | $3,780,000 | $600,000 above asking (15.9%) | $4.54M | $1,621 | 4bd 3ba 2,800sf | 0.68 mi | 4 bd | ||
| 555 Arch St | 2026-06-29 | $2.15M | $1,950,000 | $200,000 above asking (10.3%) | $2.23M | $917 | 4bd 4ba 2,430sf | 0.57 mi | 4 bd | ||
| 20 Manor Dr | 2026-06-18 | $2.61M | $1,998,000 | $612,000 above asking (30.6%) | $2.7M | $1,087 | 4bd 3ba 2,488sf | 0.50 mi | 4 bd | ||
| 1100 Monterey Blvd | 2026-05-18 | $3.3M | $3,100,000 | $200,000 above asking (6.5%) | $3.41M | $1,202 | 4bd 4ba 2,840sf | 0.75 mi | 4 bd | ||
| 744 Junipero Serra Blvd | 2026-04-16 | $2.25M | $1,995,000 | $255,000 above asking (12.8%) | $2.31M | $1,124 | 4bd 3ba 2,051sf | 0.14 mi | 4 bd | ||
| 75 San Jacinto Way | 2026-02-27 | $2.3M | $2,350,000 | $50,000 below asking (2.1%) | $2.46M | $916 | 4bd 4ba 2,684sf | 0.73 mi | 4 bd | ||
| 85 Woodacre Dr | 2026-05-15 | $2.17M | $1,998,000 | $172,000 above asking (8.6%) | $2.25M | $1,010 | 3bd 2ba 2,223sf | 0.35 mi | |||
| 76 Woodacre Dr | 2026-07-01 | $2.22M | $1,995,000 | $228,500 above asking (11.5%) | $2.37M | $1,098 | 3bd 2ba 2,154sf | 0.36 mi | |||
| 315 San Benito Way | 2026-02-20 | $2.8M | $2,295,000 | $505,000 above asking (22.0%) | $2.99M | $1,214 | 4bd 3ba 2,465sf | 0.49 mi | 4 bd | ||
| 630 Darien Way | 2026-04-22 | $2.55M | $2,195,000 | $355,000 above asking (16.2%) | $2.61M | $1,089 | 4bd 3ba 2,400sf | 0.58 mi | 4 bd | ||
| 760 Darien Way | 2025-11-20 | $2.5M | $2,395,000 | $105,000 above asking (4.4%) | $2.91M | $1,161 | 4bd 2ba 2,508sf | 0.58 mi | 4 bd | ||
| 90 Entrada Ct | 2026-04-30 | $2.81M | $2,095,000 | $713,000 above asking (34.0%) | $2.88M | $1,339 | 3bd 3ba 2,150sf | 0.38 mi | |||
| 345 Santa Clara Ave | 2025-11-13 | $3.45M | No asking price | — | $4.02M | $1,529 | 4bd 3ba 2,628sf | 0.66 mi | 4 bd | ||
| 76 San Rafael Way | 2026-09-09 | $6.5M | No asking price | — | $6.5M | $3,037 | 3bd 6ba 2,140sf | 0.48 mi | recent | ||
| 225 Ashton Ave | 2026-05-14 | $2.47M | $1,985,000 | $489,227 above asking (24.6%) | $2.56M | $1,071 | 4bd 3ba 2,390sf | 0.70 mi | 4 bd | ||
| 20 Westgate Dr | 2026-09-15 | $2.12M | $1,575,000 | $543,000 above asking (34.5%) | $2.12M | $1,002 | 2bd 2ba 2,113sf | 0.42 mi | recent | ||
| 185 Upland Dr | 2025-11-06 | $2.63M | $2,375,000 | $255,000 above asking (10.7%) | $3.06M | $1,232 | 4bd 3ba 2,486sf | 0.60 mi | 4 bd | ||
| 220 San Benito Way | 2026-07-10 | $2.73M | $2,195,000 | $535,000 above asking (24.4%) | $2.9M | $1,396 | 4bd 3ba 2,080sf | 0.54 mi | 4 bd | ||
| 110 Pinehurst Way | 2026-07-08 | $2.1M | $1,695,000 | $410,000 above asking (24.2%) | $2.24M | $1,058 | 3bd 2ba 2,116sf | 0.53 mi | |||
| 150 San Felipe Ave | 2026-06-15 | $2.65M | $2,395,000 | $255,000 above asking (10.6%) | $2.75M | $1,270 | 3bd 3ba 2,162sf | 0.72 mi | |||
| 424 Garfield St | 2025-12-12 | $1.41M | $1,398,000 | $12,000 above asking (0.9%) | $1.67M | $773 | 4bd 2ba 2,159sf | 0.63 mi | 4 bd | ||
| 929 Darien Way | 2025-12-19 | $2.51M | $2,288,000 | $222,000 above asking (9.7%) | $2.97M | $1,279 | 4bd 4ba 2,323sf | 0.73 mi | 4 bd | ||
| 245 Westgate Dr | 2025-11-05 | $2M | $1,975,000 | $25,000 above asking (1.3%) | $2.33M | $1,083 | 3bd 2ba 2,150sf | 0.56 mi | |||
| 720 Victoria St | 2025-11-05 | $3.3M | No asking price | — | $3.84M | $1,841 | 1ba 2,088sf | 0.59 mi |
This home's sale history
- 2019-08-15: $1,970,000 (price inferred from public records, high confidence)