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255 Chestnut St

Single-family home, 4 bd, 5 ba, 4,578 sqft, built 1952

Today’s estimate uses 4,578 sqft and the home’s latest facts. It does not estimate the home’s value at a past sale date.

0.5 mi1 mi$1.94M$8.46M$3.83M$5.17M$17.85M$7.75M$9.31M$6.76M$7.42M$7.45M$2.08M$7.72M$4.78M$4.18M255 Chestnut StBlock 0061, Lot 02400.5 miN69 Telegraph Pl: sold for $5,300,000 on 2026-05-06, 0.08 mi away2335 Leavenworth St: sold for $2,025,000 on 2026-10-14, 0.60 mi away1345 Montgomery St: sold for $8,250,000 on 2026-04-30, 0.22 mi away1452 Jones St: sold for $4,000,000 on 2026-10-13, 0.75 mi away364 Lombard St: sold for $5,101,500 on 2026-02-27, under 0.05 mi away930 Chestnut St: sold for $9,001,000 on 2026-05-29, 0.62 mi away2709 Larkin St: sold for $20,362,000 on 2026-07-21, 0.79 mi away41 Castle St: sold for $4,999,000 on 2026-05-15, 0.28 mi away341 Lombard St: sold for $4,300,000 on 2026-04-09, 0.07 mi away51 Bernard St: sold for $4,250,000 on 2026-07-07, 0.66 mi away2333 Octavia St: sold for $8,500,000 on 2026-03-09, 1.34 mi away888 Francisco St: sold for $17,250,000 on 2026-05-15, 0.66 mi away1980 Jackson St: sold for $6,608,500 on 2026-03-03, 1.32 mi away1059 Vallejo St: sold for $7,750,000 on 2026-09-28, 0.59 mi away2023 Pacific Ave: sold for $8,250,000 on 2026-09-29, 1.38 mi away2341 Leavenworth St: sold for $4,100,000 on 2026-02-06, 0.60 mi away1815 Vallejo St: sold for $6,850,000 on 2026-05-26, 1.22 mi away2502 Leavenworth St: sold for $4,995,000 on 2024-08-21, 0.58 mi away2830 Buchanan St: sold for $9,000,000 on 2026-05-27, 1.43 mi away1170 Chestnut St: sold for $6,600,000 on 2026-04-08, 0.83 mi away2741 Buchanan St: sold for $560,500 on 2026-06-08, 1.47 mi away2619 Laguna St: sold for $8,000,000 on 2026-04-08, 1.39 mi away1372 Francisco St: sold for $6,750,000 on 2024-09-20, 1.11 mi away1864 Greenwich St: sold for $6,400,000 on 2025-11-21, 1.28 mi away2001 Pacific Ave: sold for $6,015,000 on 2026-03-26, 1.34 mi away1772 Vallejo St: sold for $1,830,000 on 2024-12-05, 1.15 mi away1818 California St: sold for $7,718,750 on 2026-09-28, 1.33 mi away1915 Washington St: sold for $4,475,000 on 2024-05-28, 1.24 mi away37 Magnolia St: sold for $3,750,000 on 2024-07-31, 1.35 mi away2752 Buchanan St: sold for $3,120,000 on 2024-10-30, 1.44 mi away1908 Broadway: sold for $3,100,000 on 2024-10-16, 1.31 mi away1.5 mi1 mi$1.94M$8.46M$3.83M$5.17M$17.85M$9.31M$7.42M$7.72M255 Chestnut StBlock 0061, Lot 02401 miN69 Telegraph Pl: sold for $5,300,000 on 2026-05-06, 0.08 mi away2335 Leavenworth St: sold for $2,025,000 on 2026-10-14, 0.60 mi away1345 Montgomery St: sold for $8,250,000 on 2026-04-30, 0.22 mi away1452 Jones St: sold for $4,000,000 on 2026-10-13, 0.75 mi away364 Lombard St: sold for $5,101,500 on 2026-02-27, under 0.05 mi away930 Chestnut St: sold for $9,001,000 on 2026-05-29, 0.62 mi away2709 Larkin St: sold for $20,362,000 on 2026-07-21, 0.79 mi away41 Castle St: sold for $4,999,000 on 2026-05-15, 0.28 mi away341 Lombard St: sold for $4,300,000 on 2026-04-09, 0.07 mi away51 Bernard St: sold for $4,250,000 on 2026-07-07, 0.66 mi away2333 Octavia St: sold for $8,500,000 on 2026-03-09, 1.34 mi away888 Francisco St: sold for $17,250,000 on 2026-05-15, 0.66 mi away1980 Jackson St: sold for $6,608,500 on 2026-03-03, 1.32 mi away1059 Vallejo St: sold for $7,750,000 on 2026-09-28, 0.59 mi away2023 Pacific Ave: sold for $8,250,000 on 2026-09-29, 1.38 mi away2341 Leavenworth St: sold for $4,100,000 on 2026-02-06, 0.60 mi away1815 Vallejo St: sold for $6,850,000 on 2026-05-26, 1.22 mi away2502 Leavenworth St: sold for $4,995,000 on 2024-08-21, 0.58 mi away2830 Buchanan St: sold for $9,000,000 on 2026-05-27, 1.43 mi away1170 Chestnut St: sold for $6,600,000 on 2026-04-08, 0.83 mi away2741 Buchanan St: sold for $560,500 on 2026-06-08, 1.47 mi away2619 Laguna St: sold for $8,000,000 on 2026-04-08, 1.39 mi away1372 Francisco St: sold for $6,750,000 on 2024-09-20, 1.11 mi away1864 Greenwich St: sold for $6,400,000 on 2025-11-21, 1.28 mi away2001 Pacific Ave: sold for $6,015,000 on 2026-03-26, 1.34 mi away1772 Vallejo St: sold for $1,830,000 on 2024-12-05, 1.15 mi away1818 California St: sold for $7,718,750 on 2026-09-28, 1.33 mi away1915 Washington St: sold for $4,475,000 on 2024-05-28, 1.24 mi away37 Magnolia St: sold for $3,750,000 on 2024-07-31, 1.35 mi away2752 Buchanan St: sold for $3,120,000 on 2024-10-30, 1.44 mi away1908 Broadway: sold for $3,100,000 on 2024-10-16, 1.31 mi away1.5 mi

32 sales inside 1.5 mi since Apr 2024. The estimate uses the 31 closest. Click a sale on the map, or untick it below, to leave it out.

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Estimated sale price today

Low confidence

$6,546,000

$4,255,000estimated range$8,837,000

From 31 comps at a weighted median of $1,430 per sqft.

Block
0061
Lot
024
Sales
May 2024 to Oct 2026
Prices adjusted to
2026-10-30
Within
1.5 mi
Sold since
Apr 2024

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Sale prices versus asking

Similarity-weighted median: 0.1% above final asking.

Middle half: 71.1% below asking to 13.9% above asking.

20 of 31 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 (31)

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
69 Telegraph Pl2026-05-06$5.3MNo asking price—$5.48M$1,4304bd 4ba 3,835sf0.08 mi4 bd
2335 Leavenworth St2026-10-14$2.02M$6,998,000$4,973,000 below asking (71.1%)$1.94M$4314ba 4,506sf0.60 misimilar size, recent
1345 Montgomery St2026-04-30$8.25MNo asking price—$8.46M$2,0954bd 4ba 4,035sf0.22 mi4 bd
1452 Jones St2026-10-13$4M$3,995,000$5,000 above asking (0.1%)$3.83M$9455bd 4ba 4,055sf0.75 mirecent
364 Lombard St2026-02-27$5.1MNo asking price—$5.45M$1,5083bd 5ba 3,617sf<0.05 mi
930 Chestnut St2026-05-29$9M$7,900,000$1,101,000 above asking (13.9%)$9.31M$2,2514bd 3ba 4,137sf0.62 misame street, 4 bd
2709 Larkin St2026-07-21$20.36MNo asking price—$21.66M$4,3915ba 4,933sf0.79 misimilar size
41 Castle St2026-05-15$5M$4,100,000$899,000 above asking (21.9%)$5.17M$1,6324bd 5ba 3,170sf0.28 mi4 bd
341 Lombard St2026-04-09$4.3M$3,995,000$305,000 above asking (7.6%)$4.41M$1,6444bd 4ba 2,680sf0.07 mi4 bd
51 Bernard St2026-07-07$4.25M$4,500,000
cut from $4.7M
$250,000 below asking (5.6%)$4.52M$1,3893bd 4ba 3,255sf0.66 mi
2333 Octavia St2026-03-09$8.5M$7,750,000$750,000 above asking (9.7%)$8.83M$2,1004bd 4ba 4,204sf1.34 misimilar size, 4 bd
888 Francisco St2026-05-15$17.25M$17,250,000At asking$17.85M$2,8453bd 6ba 6,272sf0.66 mi
1980 Jackson St2026-03-03$6.61M$7,250,000$641,500 below asking (8.8%)$6.86M$1,4115bd 5ba 4,862sf1.32 misimilar size
1059 Vallejo St2026-09-28$7.75M$6,800,000$950,000 above asking (14.0%)$7.75M$2,7912bd 2ba 2,777sf0.59 mirecent
2023 Pacific Ave2026-09-29$8.25M$7,985,000$265,000 above asking (3.3%)$8.25M$1,9714bd 4ba 4,186sf1.38 misimilar size, 4 bd, recent
2341 Leavenworth St2026-02-06$4.1M$4,995,000$895,000 below asking (17.9%)$4.38M$1,4104bd 4ba 3,110sf0.60 mi4 bd
1815 Vallejo St2026-05-26$6.85M$5,998,000$852,000 above asking (14.2%)$7.09M$1,4285bd 6ba 4,963sf1.22 misimilar size
2502 Leavenworth St
Price inferred from public records
2024-08-21$5M——$5.66M$1,2575bd 4ba 4,500sf0.58 misimilar size, low-confidence price
2830 Buchanan St2026-05-27$9M$6,000,000$3,000,000 above asking (50.0%)$9.31M$2,2715bd 5ba 4,100sf1.43 mi
1170 Chestnut St2026-04-08$6.6M$4,500,000$2,100,000 above asking (46.7%)$6.76M$2,2854bd 4ba 2,960sf0.83 misame street, 4 bd
2741 Buchanan St2026-06-08$561K$5,495,000$4,934,500 below asking (89.8%)$581K$1624ba 3,576sf1.47 mi
2619 Laguna St2026-04-08$8M$6,995,000$1,005,000 above asking (14.4%)$8.2M$1,8266bd 6ba 4,489sf1.39 misimilar size
1372 Francisco St
Price inferred from public records
2024-09-20$6.75M——$7.42M$1,5874bd 4ba 4,679sf1.11 misimilar size, 4 bd
1864 Greenwich St2025-11-21$6.4M$6,995,000$595,000 below asking (8.5%)$7.45M$1,4175bd 6ba 5,260sf1.28 mi
2001 Pacific Ave2026-03-26$6.01M$5,200,000$815,000 above asking (15.7%)$6.25M$1,9805bd 4ba 3,155sf1.34 mi
1772 Vallejo St
Price inferred from public records
2024-12-05$1.83M——$2.08M$3375bd 4ba 6,170sf1.15 milow-confidence price
1818 California St2026-09-28$7.72M$8,500,000$781,250 below asking (9.2%)$7.72M$9406bd 7ba 8,215sf1.33 mirecent
1915 Washington St
Price inferred from public records
2024-05-28$4.47M——$4.78M$1,4005bd 4ba 3,412sf1.24 mi
37 Magnolia St
Price inferred from public records
2024-07-31$3.75M——$4.18M$1,2364bd 4ba 3,382sf1.35 mi4 bd
2752 Buchanan St
Price inferred from public records
2024-10-30$3.12M——$3.34M$1,2473ba 2,683sf1.44 mi
1908 Broadway
Price inferred from public records
2024-10-16$3.1M——$3.32M$9942bd 3ba 3,343sf1.31 milow-confidence price

This home's sale history