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20 Upland Dr

Single-family home, 3 bd, 3 ba, 2,348 sqft, built 1929

Today’s estimate uses 2,348 sqft and the home’s latest facts. It does not estimate the home’s value at a past sale date.

0.2 mi0.3 mi$2.24M$2.97M$2.70M$2.61M$2.12M$2.48M$2.75M$2.96M$2.88M$3.41M$1.58M$2.85M$2.99M$3.21M$2.80M$2.61M$3.38M$2.54M$2.60M$2.85M$2.46M$2.58M$2.37M$1.81M$1.22M$3.32M$428K$4.22M$3.63M$1.17M$2.77M$3.04M$4.32M20 Upland DrBlock 3275A, Lot 00400.25 miN110 Pinehurst Way: sold for $2,105,000 on 2026-07-08, 0.18 mi away929 Darien Way: sold for $2,510,000 on 2025-12-19, 0.05 mi away20 Manor Dr: sold for $2,610,000 on 2026-06-18, 0.25 mi away630 Darien Way: sold for $2,550,000 on 2026-04-22, 0.26 mi away20 Westgate Dr: sold for $2,118,000 on 2026-09-15, 0.30 mi away1040 Monterey Blvd: sold for $2,400,000 on 2026-05-28, 0.17 mi away150 San Felipe Ave: sold for $2,650,000 on 2026-06-15, 0.23 mi away301 Montecito Ave: sold for $2,860,000 on 2026-06-01, 0.29 mi away185 Upland Dr: sold for $2,630,000 on 2025-11-06, 0.11 mi away10 Westwood Dr: sold for $2,875,000 on 2026-09-17, 0.26 mi away1100 Monterey Blvd: sold for $3,300,000 on 2026-05-18, 0.10 mi away89 Keystone Way: sold for $1,500,000 on 2026-08-14, 0.13 mi away840 Faxon Ave: sold for $2,780,000 on 2026-04-13, 0.08 mi away760 Darien Way: sold for $2,500,000 on 2025-11-20, 0.17 mi away245 Westgate Dr: sold for $2,000,000 on 2025-11-05, 0.23 mi away315 San Benito Way: sold for $2,800,000 on 2026-02-20, 0.35 mi away333 San Benito Way: sold for $3,015,000 on 2026-04-16, 0.33 mi away1350 Plymouth Ave: sold for $3,100,000 on 2026-06-29, 0.31 mi away115 Upland Dr: sold for $3,400,000 on 2026-09-10, 0.07 mi away345 Colon Avenue: sold for $2,800,000 on 2026-09-02, 0.30 mi away155 Upland Dr: sold for $2,825,000 on 2026-04-16, 0.09 mi away335 Yerba Buena Ave: sold for $2,520,000 on 2026-06-01, 0.32 mi away1380 Monterey Blvd: sold for $3,300,000 on 2026-04-23, 0.22 mi away150 Upland Dr: sold for $1,310,000 on 2025-12-09, 0.08 mi away95 Pinehurst Way: sold for $2,450,000 on 2026-03-19, 0.22 mi away14 Southwood Dr: sold for $2,275,000 on 2025-10-29, 0.32 mi away184 Kenwood Way: sold for $2,180,000 on 2026-05-06, 0.09 mi away315 Colon Ave: sold for $2,407,500 on 2025-12-31, 0.29 mi away75 San Jacinto Way: sold for $2,300,000 on 2026-02-27, 0.29 mi away930 Monterey Blvd: sold for $2,200,000 on 2026-04-15, 0.28 mi away150 El Verano Way: sold for $2,409,000 on 2026-02-25, 0.13 mi away598 Miramar Ave: sold for $2,280,000 on 2026-03-13, 0.21 mi away1185 Monterey Blvd: sold for $3,300,018 on 2026-06-17, 0.06 mi away2 Westgate Dr: sold for $1,750,000 on 2026-06-15, 0.31 mi away527 Faxon Ave: sold for $1,175,000 on 2026-05-11, 0.33 mi away611 Miramar Ave: sold for $2,850,000 on 2026-01-06, 0.16 mi away35 Eastwood Dr: sold for $400,000 on 2026-02-12, 0.27 mi away126 Aptos Ave: sold for $2,651,000 on 2026-05-11, 0.31 mi away275 Maywood Dr: sold for $4,225,000 on 2026-09-25, 0.21 mi away1475 Monterey Blvd: sold for $3,500,000 on 2026-03-16, 0.30 mi away55 Upland Dr: sold for $2,757,809 on 2026-03-20, under 0.05 mi away1428 Plymouth Ave: sold for $1,132,000 on 2026-05-27, 0.27 mi away36 Manor Dr: sold for $1,650,000 on 2026-03-17, 0.23 mi away950 Darien Way: sold for $1,649,000 on 2025-12-02, under 0.05 mi away50 El Verano Way: sold for $2,600,000 on 2026-07-10, 0.20 mi away26 Southwood Dr: sold for $2,659,500 on 2025-10-28, 0.32 mi away850 Darien Way: sold for $2,950,000 on 2025-11-26, 0.08 mi away154 Maywood Dr: sold for $3,706,000 on 2025-11-20, 0.34 mi away0.35 mi0.2 mi$2.70M$2.96M$2.88M$3.41M$1.58M$2.85M$2.99M$3.21M$2.80M$2.61M$2.54M$2.60M$2.85M$2.46M$2.25M$2.37M$1.22M$3.32M$2.74M$3.63M$1.17M$3.44M$4.32M20 Upland DrBlock 3275A, Lot 00400.25 miN110 Pinehurst Way: sold for $2,105,000 on 2026-07-08, 0.18 mi away929 Darien Way: sold for $2,510,000 on 2025-12-19, 0.05 mi away20 Manor Dr: sold for $2,610,000 on 2026-06-18, 0.25 mi away630 Darien Way: sold for $2,550,000 on 2026-04-22, 0.26 mi away20 Westgate Dr: sold for $2,118,000 on 2026-09-15, 0.30 mi away1040 Monterey Blvd: sold for $2,400,000 on 2026-05-28, 0.17 mi away150 San Felipe Ave: sold for $2,650,000 on 2026-06-15, 0.23 mi away301 Montecito Ave: sold for $2,860,000 on 2026-06-01, 0.29 mi away185 Upland Dr: sold for $2,630,000 on 2025-11-06, 0.11 mi away10 Westwood Dr: sold for $2,875,000 on 2026-09-17, 0.26 mi away1100 Monterey Blvd: sold for $3,300,000 on 2026-05-18, 0.10 mi away89 Keystone Way: sold for $1,500,000 on 2026-08-14, 0.13 mi away840 Faxon Ave: sold for $2,780,000 on 2026-04-13, 0.08 mi away760 Darien Way: sold for $2,500,000 on 2025-11-20, 0.17 mi away245 Westgate Dr: sold for $2,000,000 on 2025-11-05, 0.23 mi away315 San Benito Way: sold for $2,800,000 on 2026-02-20, 0.35 mi away333 San Benito Way: sold for $3,015,000 on 2026-04-16, 0.33 mi away1350 Plymouth Ave: sold for $3,100,000 on 2026-06-29, 0.31 mi away115 Upland Dr: sold for $3,400,000 on 2026-09-10, 0.07 mi away345 Colon Avenue: sold for $2,800,000 on 2026-09-02, 0.30 mi away155 Upland Dr: sold for $2,825,000 on 2026-04-16, 0.09 mi away335 Yerba Buena Ave: sold for $2,520,000 on 2026-06-01, 0.32 mi away1380 Monterey Blvd: sold for $3,300,000 on 2026-04-23, 0.22 mi away150 Upland Dr: sold for $1,310,000 on 2025-12-09, 0.08 mi away95 Pinehurst Way: sold for $2,450,000 on 2026-03-19, 0.22 mi away14 Southwood Dr: sold for $2,275,000 on 2025-10-29, 0.32 mi away184 Kenwood Way: sold for $2,180,000 on 2026-05-06, 0.09 mi away315 Colon Ave: sold for $2,407,500 on 2025-12-31, 0.29 mi away75 San Jacinto Way: sold for $2,300,000 on 2026-02-27, 0.29 mi away930 Monterey Blvd: sold for $2,200,000 on 2026-04-15, 0.28 mi away150 El Verano Way: sold for $2,409,000 on 2026-02-25, 0.13 mi away598 Miramar Ave: sold for $2,280,000 on 2026-03-13, 0.21 mi away1185 Monterey Blvd: sold for $3,300,018 on 2026-06-17, 0.06 mi away2 Westgate Dr: sold for $1,750,000 on 2026-06-15, 0.31 mi away527 Faxon Ave: sold for $1,175,000 on 2026-05-11, 0.33 mi away611 Miramar Ave: sold for $2,850,000 on 2026-01-06, 0.16 mi away35 Eastwood Dr: sold for $400,000 on 2026-02-12, 0.27 mi away126 Aptos Ave: sold for $2,651,000 on 2026-05-11, 0.31 mi away275 Maywood Dr: sold for $4,225,000 on 2026-09-25, 0.21 mi away1475 Monterey Blvd: sold for $3,500,000 on 2026-03-16, 0.30 mi away55 Upland Dr: sold for $2,757,809 on 2026-03-20, under 0.05 mi away1428 Plymouth Ave: sold for $1,132,000 on 2026-05-27, 0.27 mi away36 Manor Dr: sold for $1,650,000 on 2026-03-17, 0.23 mi away950 Darien Way: sold for $1,649,000 on 2025-12-02, under 0.05 mi away50 El Verano Way: sold for $2,600,000 on 2026-07-10, 0.20 mi away26 Southwood Dr: sold for $2,659,500 on 2025-10-28, 0.32 mi away850 Darien Way: sold for $2,950,000 on 2025-11-26, 0.08 mi away154 Maywood Dr: sold for $3,706,000 on 2025-11-20, 0.34 mi away0.35 mi

48 sales inside 0.35 mi since May 2025. Click a sale on the map, or untick it below, to leave it out.

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Estimated sale price today

Medium confidence

$2,630,000

$1,894,000estimated range$3,235,000

From 48 comps at a weighted median of $1,120 per sqft.

Block
3275A
Lot
004
Sales
Oct 2025 to Sep 2026
Prices adjusted to
2026-10-31
Within
0.35 mi
Sold since
May 2025

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Sale prices versus asking

Similarity-weighted median: 14.0% above final asking.

Middle half: 6.5% above asking to 29.6% above asking.

41 of 48 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 (48)

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.

AddressSoldPriceFinal askingSale vs. askingAdj. today$/sqftSizeDist.WhyMatch
110 Pinehurst Way2026-07-08$2.1M$1,695,000$410,000 above asking (24.2%)$2.24M$1,0583bd 2ba 2,116sf0.18 mi3 bd
929 Darien Way2025-12-19$2.51M$2,288,000$222,000 above asking (9.7%)$2.97M$1,2794bd 4ba 2,323sf0.05 misimilar size
20 Manor Dr2026-06-18$2.61M$1,998,000$612,000 above asking (30.6%)$2.7M$1,0874bd 3ba 2,488sf0.25 misimilar size
630 Darien Way2026-04-22$2.55M$2,195,000$355,000 above asking (16.2%)$2.61M$1,0894bd 3ba 2,400sf0.26 misimilar size
20 Westgate Dr2026-09-15$2.12M$1,575,000$543,000 above asking (34.5%)$2.12M$1,0022bd 2ba 2,113sf0.30 mirecent
1040 Monterey Blvd2026-05-28$2.4M$2,199,000$201,000 above asking (9.1%)$2.48M$1,2023bd 2ba 2,065sf0.17 mi3 bd
150 San Felipe Ave2026-06-15$2.65M$2,395,000$255,000 above asking (10.6%)$2.75M$1,2703bd 3ba 2,162sf0.23 misimilar size, 3 bd
301 Montecito Ave2026-06-01$2.86M$1,995,000$865,000 above asking (43.4%)$2.96M$1,3364bd 3ba 2,218sf0.29 misimilar size
185 Upland Dr2025-11-06$2.63M$2,375,000$255,000 above asking (10.7%)$3.06M$1,2324bd 3ba 2,486sf0.11 misame street, similar size
10 Westwood Dr2026-09-17$2.88MNo asking price—$2.88M$1,0414bd 4ba 2,761sf0.26 mirecent
1100 Monterey Blvd2026-05-18$3.3M$3,100,000$200,000 above asking (6.5%)$3.41M$1,2024bd 4ba 2,840sf0.10 mi
89 Keystone Way2026-08-14$1.5M$1,780,000$280,000 below asking (15.7%)$1.58M$8333bd 3ba 1,902sf0.13 mi3 bd, recent
840 Faxon Ave2026-04-13$2.78M$2,495,000$285,000 above asking (11.4%)$2.85M$1,0254bd 4ba 2,780sf0.08 mi
760 Darien Way2025-11-20$2.5M$2,395,000$105,000 above asking (4.4%)$2.91M$1,1614bd 2ba 2,508sf0.17 misimilar size
245 Westgate Dr2025-11-05$2M$1,975,000$25,000 above asking (1.3%)$2.33M$1,0833bd 2ba 2,150sf0.23 misimilar size, 3 bd
315 San Benito Way2026-02-20$2.8M$2,295,000$505,000 above asking (22.0%)$2.99M$1,2144bd 3ba 2,465sf0.35 misimilar size
333 San Benito Way2026-04-16$3.02M$1,998,000$1,017,000 above asking (50.9%)$3.09M$1,1984bd 3ba 2,580sf0.33 misimilar size
1350 Plymouth Ave2026-06-29$3.1M$1,980,000$1,120,000 above asking (56.6%)$3.21M$1,5714bd 3ba 2,045sf0.31 mi
115 Upland Dr2026-09-10$3.4M$2,795,000$605,000 above asking (21.6%)$3.4M$1,1205bd 4ba 3,035sf0.07 misame street, recent
345 Colon Avenue2026-09-02$2.8M$1,999,000$801,000 above asking (40.1%)$2.8M$1,5783bd 2ba 1,774sf0.30 mi3 bd, recent
155 Upland Dr2026-04-16$2.83M$2,688,000$137,000 above asking (5.1%)$2.9M$9324bd 6ba 3,107sf0.09 misame street
335 Yerba Buena Ave2026-06-01$2.52M$1,898,000$622,000 above asking (32.8%)$2.61M$1,3863bd 2ba 1,885sf0.32 mi3 bd
1380 Monterey Blvd2026-04-23$3.3MNo asking price—$3.38M$1,1203bd 3ba 3,020sf0.22 mi3 bd
150 Upland Dr2025-12-09$1.31M$1,680,000$370,000 below asking (22.0%)$1.55M$8473bd 2ba 1,830sf0.08 misame street, 3 bd
95 Pinehurst Way2026-03-19$2.45M$1,950,000$500,000 above asking (25.6%)$2.54M$8323bd 3ba 3,058sf0.22 mi3 bd
14 Southwood Dr2025-10-29$2.27M$1,995,000$280,000 above asking (14.0%)$2.6M$1,1744bd 2ba 2,215sf0.32 misimilar size
184 Kenwood Way2026-05-06$2.18M$1,798,000$382,000 above asking (21.2%)$2.26M$1,4103bd 1ba 1,600sf0.09 mi3 bd
315 Colon Ave2025-12-31$2.41MNo asking price—$2.85M$1,4693bd 2ba 1,940sf0.29 mi3 bd
75 San Jacinto Way2026-02-27$2.3M$2,350,000$50,000 below asking (2.1%)$2.46M$9164bd 4ba 2,684sf0.29 mi
930 Monterey Blvd2026-04-15$2.2MNo asking price—$2.25M$1,2573bd 2ba 1,793sf0.28 mi3 bd
150 El Verano Way2026-02-25$2.41M$2,345,000$64,000 above asking (2.7%)$2.58M$1,3794bd 3ba 1,868sf0.13 mi
598 Miramar Ave2026-03-13$2.28M$1,759,000$521,000 above asking (29.6%)$2.37M$1,3573bd 2ba 1,745sf0.21 mi3 bd
1185 Monterey Blvd2026-06-17$3.3M$3,350,000
cut from $3.73M
$49,982 below asking (1.5%)$3.42M$1,0655bd 3ba 3,210sf0.06 mi
2 Westgate Dr2026-06-15$1.75M$1,359,999$390,001 above asking (28.7%)$1.81M$9574bd 3ba 1,896sf0.31 mi
527 Faxon Ave2026-05-11$1.18M$1,175,000At asking$1.22M$6374bd 3ba 1,908sf0.33 mi
611 Miramar Ave2026-01-06$2.85M$2,688,000$162,000 above asking (6.0%)$3.32M$1,0404bd 3ba 3,195sf0.16 mi
35 Eastwood Dr2026-02-12$400KNo asking price—$428K$2521ba 1,699sf0.27 mi
126 Aptos Ave2026-05-11$2.65M$2,295,000$356,000 above asking (15.5%)$2.74M$9026bd 3ba 3,040sf0.31 mi
275 Maywood Dr2026-09-25$4.22M$3,500,000$725,000 above asking (20.7%)$4.22M$1,0634bd 4ba 3,973sf0.21 mirecent
1475 Monterey Blvd2026-03-16$3.5M$3,495,000$5,000 above asking (0.1%)$3.63M$1,0584bd 5ba 3,435sf0.30 mi
55 Upland Dr2026-03-20$2.76M$2,695,000$62,809 above asking (2.3%)$2.86M$7616bd 5ba 3,762sf<0.05 minearby on same street
1428 Plymouth Ave2026-05-27$1.13MNo asking price—$1.17M$7841ba 1,494sf0.27 mi
36 Manor Dr2026-03-17$1.65MNo asking price—$1.71M$1,2243bd 1ba 1,400sf0.23 mi3 bd
950 Darien Way2025-12-02$1.65M$1,649,000At asking$1.95M$1,3963bd 1ba 1,398sf<0.05 mi3 bd
50 El Verano Way2026-07-10$2.6M$1,495,000$1,105,000 above asking (73.9%)$2.77M$1,9662bd 2ba 1,407sf0.20 mi
26 Southwood Dr2025-10-28$2.66M$2,498,000$161,500 above asking (6.5%)$3.04M$2,2122bd 1ba 1,375sf0.32 mi
850 Darien Way2025-11-26$2.95M$2,999,000
cut from $3.4M
$49,000 below asking (1.6%)$3.44M$8375bd 6ba 4,105sf0.08 mi
154 Maywood Dr2025-11-20$3.71M$3,175,000$531,000 above asking (16.7%)$4.32M$1,1335bd 3ba 3,811sf0.34 mi