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255 Maywood Dr
Single-family home, 3 ba, 3,050 sqft, built 1940
51 sales inside 0.35 mi since May 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
$3,416,000
$2,459,000estimated range$4,201,000
From 51 comps at a weighted median of $1,120 per sqft.
- Block
- 3045
- Lot
- 011
- Sales
- Nov 2025 to Sep 2026
- Prices adjusted to
- 2026-11-02
- Within
- 0.35 mi
- Sold since
- May 2025
Sale prices versus asking
Similarity-weighted median: 15.5% above final asking.
Middle half: 6.0% above asking to 24.2% above asking. 45 of 51 selected comps have a verified final asking price.
Comparable sales (51)
Every sale inside the circle starts ticked, most similar first. Untick one here, or click it on the map, to leave it out.
| Address | Sold | Price | Final asking | Sale vs. asking | Adj. today | $/sqft | Size | Dist. | Why | |
|---|---|---|---|---|---|---|---|---|---|---|
| 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 | 0.26 mi | similar size, recent | |
| 1380 Monterey Blvd | 2026-04-23 | $3.3M | No asking price | — | $3.38M | $1,120 | 3bd 3ba 3,020sf | 0.12 mi | similar size | |
| 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 | 0.16 mi | similar size | |
| 275 Maywood Dr | 2026-09-25 | $4.22M | $3,500,000 | $725,000 above asking (20.7%) | $4.22M | $1,063 | 4bd 4ba 3,973sf | <0.05 mi | nearby on same street, recent | |
| 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 | 0.12 mi | similar size | |
| 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 | 0.33 mi | similar size, 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 | 0.34 mi | similar size | |
| 2 Rosewood Dr | 2026-07-23 | $4.6M | $3,495,000 | $1,105,000 above asking (31.6%) | $4.89M | $1,445 | 5bd 3ba 3,387sf | 0.17 mi | ||
| 477 Hazelwood Ave | 2026-08-21 | $3.49M | $2,395,000 | $1,093,888 above asking (45.7%) | $3.69M | $1,421 | 3bd 4ba 2,593sf | 0.22 mi | recent | |
| 155 Upland Dr | 2026-04-16 | $2.83M | $2,688,000 | $137,000 above asking (5.1%) | $2.9M | $932 | 4bd 6ba 3,107sf | 0.26 mi | similar size | |
| 411 Hazelwood Ave | 2026-08-14 | $2.7M | $2,295,000 | $405,000 above asking (17.6%) | $2.85M | $1,038 | 3bd 2ba 2,748sf | 0.28 mi | recent | |
| 95 Pinehurst Way | 2026-03-19 | $2.45M | $1,950,000 | $500,000 above asking (25.6%) | $2.54M | $832 | 3bd 3ba 3,058sf | 0.33 mi | similar size | |
| 72 Cresta Vista Dr | 2026-03-31 | $2.54M | $2,298,000 | $237,000 above asking (10.3%) | $2.63M | $892 | 4bd 3ba 2,950sf | 0.28 mi | similar size | |
| 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 | 0.09 mi | ||
| 96 Brentwood Ave | 2026-07-22 | $3.3M | $2,595,000 | $704,892 above asking (27.2%) | $3.51M | $1,303 | 3bd 2ba 2,695sf | 0.32 mi | ||
| 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 | 0.18 mi | ||
| 130 Maywood Dr | 2026-06-22 | $2.92M | $2,395,000 | $525,000 above asking (21.9%) | $3.03M | $1,265 | 4bd 3ba 2,392sf | 0.16 mi | same street | |
| 840 Faxon Ave | 2026-04-13 | $2.78M | $2,495,000 | $285,000 above asking (11.4%) | $2.85M | $1,025 | 4bd 4ba 2,780sf | 0.27 mi | similar size | |
| 299 Maywood Dr | 2026-06-29 | $4M | $3,850,000 | $150,000 above asking (3.9%) | $4.15M | $975 | 3bd 3ba 4,250sf | <0.05 mi | nearby on same street | |
| 23 Cresta Vista Dr | 2026-03-23 | $2.58M | $2,395,000 | $185,000 above asking (7.7%) | $2.68M | $1,023 | 3bd 3ba 2,620sf | 0.27 mi | ||
| 160 San Buenaventura Way | 2026-06-22 | $8M | No asking price | — | $8.29M | $2,180 | 4bd 3ba 3,804sf | 0.25 mi | ||
| 199 Brentwood Ave | 2026-02-26 | $4.8M | $4,275,000 | $525,000 above asking (12.3%) | $5.13M | $1,438 | 4bd 5ba 3,568sf | 0.18 mi | ||
| 611 Miramar Ave | 2026-01-06 | $2.85M | $2,688,000 | $162,000 above asking (6.0%) | $3.32M | $1,040 | 4bd 3ba 3,195sf | 0.34 mi | similar size | |
| 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 | 0.05 mi | ||
| 2 Fernwood Dr | 2026-07-07 | $2.69M | $2,385,000 | $303,888 above asking (12.7%) | $2.86M | $1,283 | 3bd 2ba 2,230sf | 0.17 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 | 0.31 mi | ||
| 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 | 0.20 mi | ||
| 154 Maywood Dr | 2025-11-20 | $3.71M | $3,175,000 | $531,000 above asking (16.7%) | $4.32M | $1,133 | 5bd 3ba 3,811sf | 0.13 mi | same street | |
| 55 Upland Dr | 2026-03-20 | $2.76M | $2,695,000 | $62,809 above asking (2.3%) | $2.86M | $761 | 6bd 5ba 3,762sf | 0.25 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 | 0.07 mi | same street | |
| 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 | 0.20 mi | ||
| 1040 Monterey Blvd | 2026-05-28 | $2.4M | $2,199,000 | $201,000 above asking (9.1%) | $2.48M | $1,202 | 3bd 2ba 2,065sf | 0.13 mi | ||
| 345 Santa Clara Ave | 2025-11-13 | $3.45M | No asking price | — | $4.02M | $1,529 | 4bd 3ba 2,628sf | 0.28 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 | 0.30 mi | ||
| 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 | 0.25 mi | ||
| 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 | 0.18 mi | ||
| 680 Los Palmos Dr | 2026-09-29 | $2.6M | $2,495,000 | $105,000 above asking (4.2%) | $2.6M | $1,290 | 3bd 3ba 2,015sf | 0.31 mi | recent | |
| 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 | 0.30 mi | ||
| 345 Hazelwood Ave | 2026-03-25 | $2.92M | $1,895,000 | $1,025,000 above asking (54.1%) | $3.03M | $1,330 | 3bd 4ba 2,280sf | 0.30 mi | ||
| 33 San Jacinto Way | 2026-08-04 | $2.5M | No asking price | — | $2.64M | $1,339 | 3bd 2ba 1,972sf | 0.19 mi | recent | |
| 301 Montecito Ave | 2026-06-01 | $2.86M | $1,995,000 | $865,000 above asking (43.4%) | $2.96M | $1,336 | 4bd 3ba 2,218sf | 0.34 mi | ||
| 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 | 0.21 mi | ||
| 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 | 0.32 mi | ||
| 335 Yerba Buena Ave | 2026-06-01 | $2.52M | $1,898,000 | $622,000 above asking (32.8%) | $2.61M | $1,386 | 3bd 2ba 1,885sf | 0.17 mi | ||
| 89 Keystone Way | 2026-08-14 | $1.5M | $1,780,000 | $280,000 below asking (15.7%) | $1.58M | $833 | 3bd 3ba 1,902sf | 0.31 mi | recent | |
| 245 Westgate Dr | 2025-11-05 | $2M | $1,975,000 | $25,000 above asking (1.3%) | $2.33M | $1,083 | 3bd 2ba 2,150sf | 0.21 mi | ||
| 150 El Verano Way | 2026-02-25 | $2.41M | $2,345,000 | $64,000 above asking (2.7%) | $2.58M | $1,379 | 4bd 3ba 1,868sf | 0.09 mi | ||
| 345 Colon Avenue | 2026-09-02 | $2.8M | $1,999,000 | $801,000 above asking (40.1%) | $2.8M | $1,578 | 3bd 2ba 1,774sf | 0.24 mi | recent | |
| 315 Colon Ave | 2025-12-31 | $2.41M | No asking price | — | $2.85M | $1,469 | 3bd 2ba 1,940sf | 0.25 mi | ||
| 930 Monterey Blvd | 2026-04-15 | $2.2M | No asking price | — | $2.25M | $1,257 | 3bd 2ba 1,793sf | 0.25 mi | ||
| 150 Upland Dr | 2025-12-09 | $1.31M | $1,680,000 | $370,000 below asking (22.0%) | $1.55M | $847 | 3bd 2ba 1,830sf | 0.23 mi |
What other buyers offered
No one has reported a losing offer on this home yet. Lost a bid here? Sign in to add yours, so the next buyer sees how far over asking it really went.
This home's sale history
- 2021-04-12: $3,100,000 (price inferred from public records, high confidence)
Today's estimate uses the home's latest facts. It does not say what the home was worth at these sales.