Chestnut Dr, Roslyn, NY Property Records

Nassau County and North Hempstead Town property records for 69 addresses on Chestnut Dr, Roslyn, NY · Last verified August 2026

Chestnut Dr Highlights

Properties 69
Median Sale Price $1,720,000
Deeds and Mortgages on File 76
Median Price per Sqft $493
Owner Occupied 87%
Median Annual Tax Bill $26,660
Median Year Built 1959
Median Ownership Tenure 9 years

Properties on Chestnut Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

4 Chestnut Dr

4.5 ba · 3,386 sqft · built 1966 · 0.352 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Sep 2009 $16,7322025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

10 Chestnut Dr

2.5 ba · 2,040 sqft · built 1963 · 0.582 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,7472025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

15 Chestnut Dr

3.5 ba · 3,152 sqft · built 1989 · 0.387 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,3042025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

20 Chestnut Dr

4.5 ba · 3,291 sqft · built 1962 · 0.628 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Mar 2024 $29,7972025 Amount on Record Feb 2023 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

25 Chestnut Dr

6.5 ba · 5,668 sqft · built 2018 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,850,000Jul 2020 $36,2542025 Amount on Record Nov 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

30 Chestnut Dr

4.5 ba · 3,520 sqft · built 1963 · 0.607 acres

Last Sale Tax Bill Prior Sale Owner Records
$863,000Sep 2004 $30,7122025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

35 Chestnut Dr

4.5 ba · 3,448 sqft · built 1957 · 0.453 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000Aug 1995 $24,1432025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

40 Chestnut Dr

4 bd · 3.5 ba · 3,824 sqft · built 1963 · 0.522 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Sep 2017 $30,9492025 Amount on Record Sep 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

45 Chestnut Dr

4.5 ba · 3,360 sqft · built 1957 · 0.446 acres

Last Sale Tax Bill Prior Sale Owner Records
$545,000Aug 1995 $26,3052025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

50 Chestnut Dr

4 ba · 2,748 sqft · built 1963 · 0.377 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000May 1998 $25,7542025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

55 Chestnut Dr

3.5 ba · 2,696 sqft · built 1957 · 0.478 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Sep 2020 $21,3992025 Amount on Record May 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

60 Chestnut Dr

4 bd · 3 ba · 2,400 sqft · built 1958 · 0.543 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Aug 2018 $21,2442025 Amount on Record Jul 2017 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

75 Chestnut Dr

5.5 ba · 4,384 sqft · built 1958 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,100,000Jan 2026 $31,8332025 Amount on Record Aug 1998 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

80 Chestnut Dr

3.5 ba · 2,976 sqft · built 1958 · 0.551 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,450,000Nov 2021 $26,7262025 —Dec 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

85 Chestnut Dr

3.5 ba · 2,619 sqft · built 1958 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,720,000Apr 2025 $31,6012025 Amount on Record Feb 2024 2 Names on Record Assessor + 5 DocumentsUpdated Jul 2026

100 Chestnut Dr

3.5 ba · 3,233 sqft · built 1958 · 0.741 acres

Last Sale Tax Bill Prior Sale Owner Records
$26,3882025 2 Names on Record Assessor + 2 DocumentsUpdated Jun 2026

110 Chestnut Dr

5 ba · 4,157 sqft · built 1958 · 0.719 acres

Last Sale Tax Bill Prior Sale Owner Records
$980,000Apr 2003 $39,9462025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

120 Chestnut Dr

4 ba · 3,448 sqft · built 1960 · 0.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$780,000Oct 2000 $24,6712025 —Oct 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

125 Chestnut Dr

3 ba · 2,923 sqft · built 1958 · 0.499 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,9122025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

130 Chestnut Dr

3 ba · 3,405 sqft · built 1960 · 0.728 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,3652025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

135 Chestnut Dr

5 ba · 4,452 sqft · built 1958 · 0.464 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 1995 $30,4722025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

140 Chestnut Dr

6 ba · 5,893 sqft · built 1966 · 0.646 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Oct 2020 $25,4222025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

145 Chestnut Dr

3 ba · 3,654 sqft · built 1958 · 0.54 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,360,000Jul 2022 $32,5852025 Amount on Record Aug 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

150 Chestnut Dr

4 ba · 3,709 sqft · built 1960 · 0.725 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Dec 2017 $24,6262025 —Jul 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

155 Chestnut Dr

5.5 ba · 6,271 sqft · built 2019 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$990,000Nov 2017 $41,2062025 —Jun 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

160 Chestnut Dr

6.5 ba · 5,565 sqft · built 2018 · 0.732 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000Oct 2017 $46,5342025 Amount on Record Sep 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

165 Chestnut Dr

4.5 ba · 4,632 sqft · built 1958 · 0.479 acres

Last Sale Tax Bill Prior Sale Owner Records
$530,000Mar 1995 $29,8442025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

170 Chestnut Dr

4.5 ba · 2,829 sqft · built 1958 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Jan 2020 $24,0962025 Amount on Record Dec 2008 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

180 Chestnut Dr

2 ba · 2,470 sqft · built 1958 · 0.482 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,2202025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

185 Chestnut Dr

3.5 ba · 3,313 sqft · built 1958 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,2152025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

190 Chestnut Dr

3 ba · 2,602 sqft · built 1958 · 0.468 acres

Last Sale Tax Bill Prior Sale Owner Records
$529,000Jun 1993 $20,6262025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

195 Chestnut Dr

3 ba · 2,569 sqft · built 1958 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$805,000Sep 2002 $18,6562025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

200 Chestnut Dr

3 ba · 2,702 sqft · built 1958 · 0.428 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,6072025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

205 Chestnut Dr

5 bd · 6 ba · 5,472 sqft · built 2011 · 0.599 acres

Last Sale Tax Bill Prior Sale Owner Records
$890,000Nov 2010 $42,9772025 1 Name on Record AssessorUpdated Jun 2026

210 Chestnut Dr

4 ba · 4,548 sqft · built 1958 · 0.444 acres

Last Sale Tax Bill Prior Sale Owner Records
$725,000Aug 2000 $31,4352025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

215 Chestnut Dr

3 ba · 3,195 sqft · built 1958 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,2972025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

220 Chestnut Dr

4 ba · 3,365 sqft · built 1958 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000Sep 2023 $25,8102025 Amount on Record Sep 2001 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

225 Chestnut Dr

4.5 ba · 3,803 sqft · built 1958 · 0.525 acres

Last Sale Tax Bill Prior Sale Owner Records
$23,4532025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

230 Chestnut Dr

6 ba · 5,411 sqft · built 2019 · 0.512 acres

Last Sale Tax Bill Prior Sale Owner Records
$860,000Jun 2017 $36,1002025 Amount on Record Oct 2016 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

235 Chestnut Dr

5 ba · 3,506 sqft · built 1958 · 0.548 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,270,000Oct 2019 $26,6822025 —Nov 1995 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

240 Chestnut Dr

4.5 ba · 3,768 sqft · built 1960 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,860,000Jul 2021 $28,2742025 Amount on Record Mar 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

245 Chestnut Dr

6.5 ba · 4,819 sqft · built 1963 · 0.534 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,798,000Oct 2021 $31,3252025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

250 Chestnut Dr

4.5 ba · 4,506 sqft · built 1952 · 0.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Sep 2010 $30,2412025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

255 Chestnut Dr

3.5 ba · 3,987 sqft · built 1958 · 0.821 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,450,000Sep 2024 $29,3352025 Amount on Record Dec 2002 1 Name on Record AssessorUpdated Jun 2026

265 Chestnut Dr

3.5 ba · 3,635 sqft · built 1958 · 0.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$26,6602025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

270 Chestnut Dr

3.5 ba · 3,372 sqft · built 1959 · 0.587 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000Jun 2016 $28,2862025 Amount on Record Dec 1998 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

315 Chestnut Dr

3.5 ba · 2,802 sqft · built 1958 · 0.405 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,520,000Jan 2026 $22,6812025 2 Names on Record Assessor + 2 DocumentsUpdated Jun 2026

320 Chestnut Dr

3 ba · 3,369 sqft · built 1958 · 0.537 acres

Last Sale Tax Bill Prior Sale Owner Records
$555,000Aug 1996 $25,6652025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

325 Chestnut Dr

4 ba · 3,250 sqft · built 1958 · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,290,000Jan 2021 $23,0792025 Amount on Record Nov 1996 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

330 Chestnut Dr

4.5 ba · 3,744 sqft · built 1959 · 0.492 acres

Last Sale Tax Bill Prior Sale Owner Records
$760,000Dec 1999 $29,4472025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

335 Chestnut Dr

4.5 ba · 3,313 sqft · built 1959 · 0.499 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,465,000Sep 2015 $22,1502025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

340 Chestnut Dr

5.5 ba · 4,057 sqft · built 1959 · 0.479 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,227,488Jul 2024 $27,8542025 Amount on Record Jul 2020 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

345 Chestnut Dr

5.5 ba · 5,292 sqft · built 2021 · 0.401 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,600,000Apr 2022 $27,7472025 Amount on Record May 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

355 Chestnut Dr

3.5 ba · 3,260 sqft · built 1961 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,5842025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

365 Chestnut Dr

3.5 ba · 3,282 sqft · built 1960 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Jul 2002 $30,5512025 —Mar 1997 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

370 Chestnut Dr

4.5 ba · 3,762 sqft · built 1959 · 0.409 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,035,000Dec 2009 $28,0532025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

375 Chestnut Dr

4.5 ba · 3,076 sqft · built 1960 · 0.496 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Oct 2020 $23,5882025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

380 Chestnut Dr

2.5 ba · 3,271 sqft · built 1959 · 0.446 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,280,000May 2023 $25,9312025 —Aug 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

385 Chestnut Dr

5 bd · 4.5 ba · 4,567 sqft · built 2018 · 0.399 acres

Last Sale Tax Bill Prior Sale Owner Records
$974,400Aug 2007 $29,9962025 —Mar 2004 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

390 Chestnut Dr

3.5 ba · 2,964 sqft · built 1960 · 0.466 acres

Last Sale Tax Bill Prior Sale Owner Records
$23,3222025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

395 Chestnut Dr

3.5 ba · 4,158 sqft · built 1960 · 0.432 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,205,000Sep 2010 $28,4072025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

400 Chestnut Dr

2.5 ba · 3,071 sqft · built 1960 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2005 $25,8852025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

405 Chestnut Dr

5.5 ba · 3,706 sqft · built 1961 · 0.575 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,900,000Jan 2023 $30,2192025 —Apr 2000 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

410 Chestnut Dr

3.5 ba · 2,946 sqft · built 1961 · 0.482 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,175,000Sep 2005 $28,2062025 Assessor + 1 DocumentUpdated Jun 2026

415 Chestnut Dr

4.5 ba · 3,990 sqft · built 1961 · 0.829 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,080,000Nov 2010 $28,6322025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

425 Chestnut Dr

2 ba · 2,238 sqft · built 1961 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,8722025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

430 Chestnut Dr

5.5 ba · 6,535 sqft · built 2007 · 0.508 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,000,000Sep 2023 $48,3472025 Amount on Record Nov 1998 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

435 Chestnut Dr

3 ba · 2,582 sqft · built 1959 · 0.67 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,8142025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

460 Chestnut Dr

2.5 ba · 3,086 sqft · built 1963 · 0.482 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,635,000Oct 2020 $23,4332025 Amount on Record Sep 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

Wildfire Risk on Chestnut Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 3% of the US · above 4% of New York
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
3 of 7 cells directly exposed · 7 adjoin burnable vegetation

Property Records in Nearby Streets