Pittsfield Rd, Lenox, MA Property Records

Berkshire County, Lenox Town and Great Barrington Town property records for 67 addresses on Pittsfield Rd, Lenox, MA · Last verified August 2026

Pittsfield Rd Highlights

Properties 183
Median Sale Price $185,000
Deeds and Mortgages on File 210
Median Price per Sqft $178
Owner Occupied 19%
Median Annual Tax Bill $1,762
Median Year Built 1970
Median Ownership Tenure 5 years

Properties on Pittsfield Rd

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

1 Pittsfield Rd

3 bd · 1 ba · 2,552 sqft · 1.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$105,000Jul 2022 $9092025 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

13 Pittsfield Rd

6 bd · 3.5 ba · 2,932 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,8592025 2 Names on Record AssessorUpdated Apr 2026

25 Pittsfield Rd

6,047 sqft · Built 1870 · 4.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2016 $12,5262025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

33 Pittsfield Rd

0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$7982025 1 Name on Record AssessorUpdated Apr 2026

36 Pittsfield Rd

20.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jul 2024 $16,9782025 Amount on Record Feb 2022 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

41 Pittsfield Rd

1.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$9262025 1 Name on Record AssessorUpdated Apr 2026

55 Pittsfield Rd

10 units · Built 1980 · 1,081 sq ft

Last Sale Median Tax Bill Median Sale    
$77,965Feb 2026 $4,8482025 $495,00010 units    

55 Pittsfield Rd

42.1 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

70 Pittsfield Rd

57,676 sqft · Built 2016 · 6.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000,000Aug 2022 $133,7862025 1 Name on Record Assessor + 5 DocumentsUpdated Apr 2026

90 Pittsfield Rd

9,968 sqft · Built 1928 · 2.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$800,000Dec 2014 $12,3462025 Amount on Record Apr 1999 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

90R Pittsfield Rd

0.416 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,4102025 2 Names on Record AssessorUpdated Apr 2026

91 Pittsfield Rd

8,544 sqft · Built 1995 · 1.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,1942025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

130 Pittsfield Rd

3 bd · 2 ba · 64,836 sqft · 11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,550,000Nov 2017 $69,2402025 Amount on Record Jun 1999 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

138 Pittsfield Rd

7 bd · 5 ba · 7,136 sqft · 31.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,680,000Jul 2008 $39,1882025 Amount on Record Apr 2002 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

150 Pittsfield Rd

5.97 acres

Last Sale Tax Bill Prior Sale Owner Records
$915,000Jun 2010 $38,9972020 Amount on Record Sep 2009 1 Name on Record AssessorUpdated Apr 2026

180 Pittsfield Rd

3.03 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record AssessorUpdated Apr 2026

194 Pittsfield Rd

24,938 sqft · Built 1973 · 2.94 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,970,000Sep 2021 $45,3232025 Amount on Record Feb 1999 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

211 Pittsfield Rd

4 bd · 2.5 ba · 1,912 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$133,000Jun 2019 $1,7032025 —Feb 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

215 Pittsfield Rd

4 bd · 1.5 ba · 1,784 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Sep 2017 $2,4722025 Amount on Record Dec 1992 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

221 Pittsfield Rd

3 bd · 1.5 ba · 907 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jul 2020 $2,2192025 Amount on Record Sep 2018 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

225 Pittsfield Rd

3 bd · 2 ba · 1,907 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jan 2019 $2,5862025 Amount on Record May 2016 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

239 Pittsfield Rd

2 bd · 1 ba · 1,020 sqft · 2.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$112,500Jan 2000 1 Name on Record AssessorUpdated Apr 2026

242 Pittsfield Rd

3,978 sqft · Built 1880 · 4.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Feb 2025 Amount on Record Jul 1994 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

248 Pittsfield Rd

5 bd · 2 ba · 2,140 sqft · 0.823 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5932025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

249 Pittsfield Rd

4 bd · 2 ba · 1,986 sqft · 3.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Apr 2026 $2,2252025 1 Name on Record Assessor + 1 DocumentUpdated May 2026

257 Pittsfield Rd

3 bd · 3 ba · 2,492 sqft · 2.87 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,000Apr 2012 $4,6442025 —Aug 2009 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

260 Pittsfield Rd

9.96 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

260 Pittsfield Rd

108 units · Built 1970 · 670 sq ft

Last Sale Median Tax Bill Median Sale    
$192,500Jun 2026 $1,7622025 $175,000108 units    

263 Pittsfield Rd

3 bd · 3.5 ba · 2,136 sqft · 4.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,6952025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

271 Pittsfield Rd

4 bd · 2.5 ba · 2,634 sqft · 4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,3272025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

274 Pittsfield Rd

4 bd · 3.5 ba · 2,496 sqft · 0.437 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Oct 2005 $3,2642025 Amount on Record Dec 1999 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

278 Pittsfield Rd

2 bd · 1 ba · 1,520 sqft · 0.685 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$90,000Oct 2001 $2,5672025 Amount on Record Aug 2001 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

299 Pittsfield Rd

2 bd · 1 ba · 1,094 sqft · 15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,7872025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

309 Pittsfield Rd

4 bd · 2 ba · 5,436 sqft · 2.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$539,000Aug 2017 $9,0862025 Amount on Record Jan 2011 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

320 Pittsfield Rd

27,569 sqft · Built 1965 · 10.3 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$4,926,349Oct 2013 1 Name on Record AssessorUpdated Apr 2026

329 Pittsfield Rd

2 bd · 1 ba · 724 sqft · 1.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,100,000Oct 2013 $106,9242025 Amount on Record Aug 1996 1 Name on Record AssessorUpdated Apr 2026

330 Pittsfield Rd

0.757 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000Jul 2013 1 Name on Record AssessorUpdated Apr 2026

355 Pittsfield Rd

1,748 sqft · Built 1972 · 1.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1892025 1 Name on Record AssessorUpdated Jul 2026

359 Pittsfield Rd

3 bd · 1 ba · 1,178 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,1412025 1 Name on Record AssessorUpdated Jul 2026

365 Pittsfield Rd

7,980 sqft · Built 1970 · 1.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Apr 2024 $14,6402025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

374 Pittsfield Rd

3,680 sqft · Built 1967 · 0.513 acres

Last Sale Tax Bill Prior Sale Owner Records
$850,000Sep 2023 $2,4132025 Amount on Record Apr 1995 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

384 Pittsfield Rd

2,800 sqft · Built 1957 · 3.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$519,000Sep 2023 1 Name on Record Assessor + 4 DocumentsUpdated Aug 2026

385 Pittsfield Rd

4 bd · 1 ba · 2,713 sqft · 0.853 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,1002025 1 Name on Record AssessorUpdated Jul 2026

388 Pittsfield Rd

3 bd · 1.5 ba · 1,350 sqft · 0.291 acres

Last Sale Tax Bill Prior Sale Owner Records
$166,000Sep 2023 $1,9032025 1 Name on Record Assessor + 5 DocumentsUpdated Apr 2026

392 Pittsfield Rd

1.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jul 2026 $6,4162020 Amount on Record Jan 2002 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

395 Pittsfield Rd

4,017 sqft · Built 1967 · 0.533 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Oct 2000 $8,9162025 2 Names on Record AssessorUpdated Apr 2026

399 Pittsfield Rd

2,592 sqft · Built 1940 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

405 Pittsfield Rd

4 bd · 2 ba · 2,982 sqft · 9.61 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jun 2002 $19,6212025 Amount on Record Jul 1993 2 Names on Record AssessorUpdated May 2026

426 Pittsfield Rd

912 sqft · Built 1989 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$337,103Jan 2007 $7,5262025 1 Name on Record AssessorUpdated Apr 2026

439 Pittsfield Rd

11,266 sqft · Built 1950 · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,3002025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

444 Pittsfield Rd

10,268 sqft · Built 1987 · 1.77 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2011 $22,4242025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

449 Pittsfield Rd

9,016 sqft · Built 1970 · 0.631 acres

Last Sale Tax Bill Prior Sale Owner Records
$640,000Jul 2022 $7,1982025 Amount on Record Sep 1999 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

450 Pittsfield Rd

9,714 sqft · Built 1985 · 1.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Jun 1997 $15,8092025 1 Name on Record AssessorUpdated Apr 2026

461 Pittsfield Rd

19.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000Jan 1997 $57,7452020 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

462 Pittsfield Rd

21,894 sqft · Built 1946 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$203,500Jun 2023 $21,9762025 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

474 Pittsfield Rd

14,544 sqft · Built 2023 · 1.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$896,500Jun 2023 $38,2462025 Amount on Record Oct 1999 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

475 Pittsfield Rd

5,586 sqft · Built 1920 · 1.62 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Jun 2024 $11,7662025 1 Name on Record AssessorUpdated Apr 2026

484 Pittsfield Rd

5,517 sqft · Built 1960 · 0.999 acres

Last Sale Tax Bill Prior Sale Owner Records
$715,000Aug 2021 $9,6622025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

489 Pittsfield Rd

34.6 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2010 $147,9212020 —Aug 2010 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

490 Pittsfield Rd

4,260 sqft · Built 1984 · 0.64 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2013 $10,6482025 Amount on Record May 2013 1 Name on Record AssessorUpdated Apr 2026

500 Pittsfield Rd

1.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jan 2013 $15,7232020 1 Name on Record AssessorUpdated Apr 2026

506 Pittsfield Rd

3,972 sqft · Built 1950 · 0.59 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Mar 1993 $8,4542025 1 Name on Record AssessorUpdated Apr 2026

514 Pittsfield Rd

4,500 sqft · Built 1997 · 1.67 acres

Last Sale Tax Bill Prior Sale Owner Records
$796,234Apr 1999 $10,9742025 2 Names on Record AssessorUpdated Apr 2026

515 Pittsfield Rd

5,050 sqft · Built 1972 · 0.954 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2013 $5,9182025 Amount on Record Dec 2000 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

525 Pittsfield Rd

2 bd · 2.5 ba · 6,610 sqft · 1.37 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Nov 2021 $9,7362025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

526 Pittsfield Rd

40,341 sqft · Built 1972 · 5.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,3992025 1 Name on Record AssessorUpdated Apr 2026

Wildfire Risk on Pittsfield Rd

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

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 58th in Massachusetts
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
17 of 25 cells directly exposed · 25 adjoin burnable vegetation

Property Records in Nearby Streets