Most expensive homes for sale in Pittsfield
Written by:
March 25, 2025
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Most expensive homes for sale in Pittsfield
Stacker compiled a list of the most expensive homes in Pittsfield listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
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#30. 59 Mountain Dr, Pittsfield
- Price: $464,500
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,262
- Price per square foot: $205
- Lot size: 0.4 acres
- Days on market: 48 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,262
- Price per square foot: $205
- Lot size: 0.4 acres
- Days on market: 48 days
- View listing on realtor.com
#29. 43 Chapman Rd, Pittsfield
- Price: $479,000
- 2 bedrooms, 2 full bathrooms
- Square feet: 1,521
- Price per square foot: $314
- Lot size: 0.1 acres
- Days on market: 38 days (-$20,000 price reduction since listing)
- View listing on realtor.com
- 2 bedrooms, 2 full bathrooms
- Square feet: 1,521
- Price per square foot: $314
- Lot size: 0.1 acres
- Days on market: 38 days (-$20,000 price reduction since listing)
- View listing on realtor.com
#28. 1136 Barker Rd Unit 25, Pittsfield
- Price: $510,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,044
- Price per square foot: $249
- Days on market: 76 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,044
- Price per square foot: $249
- Days on market: 76 days
- View listing on realtor.com
#27. 469 Pecks Rd, Pittsfield
- Price: $559,000
- 4 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,610
- Price per square foot: $347
- Lot size: 0.5 acres
- Days on market: 38 days (-$20,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,610
- Price per square foot: $347
- Lot size: 0.5 acres
- Days on market: 38 days (-$20,000 price reduction since listing)
- View listing on realtor.com
#26. 50 Bellmore Dr, Pittsfield
- Price: $589,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,477
- Price per square foot: $237
- Lot size: 0.3 acres
- Days on market: 11 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,477
- Price per square foot: $237
- Lot size: 0.3 acres
- Days on market: 11 days
- View listing on realtor.com
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#25. 11 Brookside Dr, Pittsfield
- Price: $589,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,448
- Price per square foot: $240
- Lot size: 0.8 acres
- Days on market: 66 days (-$46,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,448
- Price per square foot: $240
- Lot size: 0.8 acres
- Days on market: 66 days (-$46,000 price reduction since listing)
- View listing on realtor.com
#24. 12 Alpine Trl Unit 12, Pittsfield
- Price: $599,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,381
- Price per square foot: $251
- Days on market: 17 days (-$11,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,381
- Price per square foot: $251
- Days on market: 17 days (-$11,000 price reduction since listing)
- View listing on realtor.com
#23. 304 Dalton Division Rd, Pittsfield
- Price: $615,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,464
- Price per square foot: $249
- Lot size: 6.3 acres
- Days on market: 13 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,464
- Price per square foot: $249
- Lot size: 6.3 acres
- Days on market: 13 days
- View listing on realtor.com
#22. 10 Pinto Dr, Pittsfield
- Price: $624,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,198
- Price per square foot: $195
- Lot size: 0.6 acres
- Days on market: 23 days (-$14,100 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,198
- Price per square foot: $195
- Lot size: 0.6 acres
- Days on market: 23 days (-$14,100 price reduction since listing)
- View listing on realtor.com
#21. 38 Brunswick St, Pittsfield
- Price: $630,000
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 2,648
- Price per square foot: $237
- Lot size: 0.8 acres
- Days on market: 8 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 2,648
- Price per square foot: $237
- Lot size: 0.8 acres
- Days on market: 8 days
- View listing on realtor.com
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#20. 46 Glory Dr, Pittsfield
- Price: $634,900
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,572
- Price per square foot: $246
- Lot size: 0.5 acres
- Days on market: 48 days
- View listing on realtor.com
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,572
- Price per square foot: $246
- Lot size: 0.5 acres
- Days on market: 48 days
- View listing on realtor.com
#19. 4 Filomena Dr, Pittsfield
- Price: $634,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,464
- Price per square foot: $257
- Lot size: 0.6 acres
- Days on market: 7 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,464
- Price per square foot: $257
- Lot size: 0.6 acres
- Days on market: 7 days
- View listing on realtor.com
#18. 32 Brunswick St, Pittsfield
- Price: $649,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,386
- Price per square foot: $272
- Lot size: 0.7 acres
- Days on market: 41 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,386
- Price per square foot: $272
- Lot size: 0.7 acres
- Days on market: 41 days
- View listing on realtor.com
#17. 222 Dawes Ave, Pittsfield
- Price: $650,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,640
- Price per square foot: $246
- Lot size: 0.4 acres
- Days on market: 13 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,640
- Price per square foot: $246
- Lot size: 0.4 acres
- Days on market: 13 days
- View listing on realtor.com
#16. 41 Meadow Ridge Dr, Pittsfield
- Price: $725,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,451
- Price per square foot: $210
- Lot size: 0.5 acres
- Days on market: 87 days (-$24,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,451
- Price per square foot: $210
- Lot size: 0.5 acres
- Days on market: 87 days (-$24,000 price reduction since listing)
- View listing on realtor.com
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#15. 6 Lori Ct, Pittsfield
- Price: $729,000
- 5 bedrooms, 3 full bathrooms
- Square feet: 4,275
- Price per square foot: $170
- Lot size: 1.1 acres
- Days on market: 152 days (-$11,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms
- Square feet: 4,275
- Price per square foot: $170
- Lot size: 1.1 acres
- Days on market: 152 days (-$11,000 price reduction since listing)
- View listing on realtor.com
#14. 1136 Barker Rd Unit 66, Pittsfield
- Price: $740,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,124
- Price per square foot: $348
- Days on market: 194 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,124
- Price per square foot: $348
- Days on market: 194 days
- View listing on realtor.com
#13. 10 Lillybrook Rd, Pittsfield
- Price: $759,000
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 2,748
- Price per square foot: $276
- Lot size: 1.3 acres
- Days on market: 184 days (-$40,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 2,748
- Price per square foot: $276
- Lot size: 1.3 acres
- Days on market: 184 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#12. 20 Spadina Pkwy, Pittsfield
- Price: $799,000
- 5 bedrooms, 4 full bathrooms
- Square feet: 4,170
- Price per square foot: $191
- Lot size: 0.6 acres
- Days on market: 159 days (-$50,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms
- Square feet: 4,170
- Price per square foot: $191
- Lot size: 0.6 acres
- Days on market: 159 days (-$50,000 price reduction since listing)
- View listing on realtor.com
#11. 5 Aspen Way Lot 17, Pittsfield
- Price: $799,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 72 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 72 days
- View listing on realtor.com
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#10. 15 Cherry Hill Dr Lot 12, Pittsfield
- Price: $799,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 70 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 70 days
- View listing on realtor.com
#9. 5 Aspen Way, Pittsfield
- Price: $799,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 72 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 72 days
- View listing on realtor.com
#8. 15 Cherry Hill Dr, Pittsfield
- Price: $799,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 70 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 70 days
- View listing on realtor.com
#7. 1746 Cascade St, Pittsfield
- Price: $895,000
- 3 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,217
- Price per square foot: $278
- Lot size: 2.9 acres
- Days on market: 19 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,217
- Price per square foot: $278
- Lot size: 2.9 acres
- Days on market: 19 days
- View listing on realtor.com
#6. 1 Pheasant Way, Pittsfield
- Price: $925,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,800
- Price per square foot: $243
- Lot size: 1.0 acres
- Days on market: 40 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,800
- Price per square foot: $243
- Lot size: 1.0 acres
- Days on market: 40 days
- View listing on realtor.com
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#5. 1120 Churchill St, Pittsfield
- Price: $999,900
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,968
- Price per square foot: $251
- Lot size: 1.7 acres
- Days on market: 72 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,968
- Price per square foot: $251
- Lot size: 1.7 acres
- Days on market: 72 days
- View listing on realtor.com
#4. Westbrook Ter Lot 140, Pittsfield
- Price: $1,200,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,409
- Price per square foot: $352
- Lot size: 1.2 acres
- Days on market: 627 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,409
- Price per square foot: $352
- Lot size: 1.2 acres
- Days on market: 627 days
- View listing on realtor.com
#3. 8 Northbrook Ln, Pittsfield
- Price: $1,500,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,100
- Price per square foot: $483
- Lot size: 2.8 acres
- Days on market: 625 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,100
- Price per square foot: $483
- Lot size: 2.8 acres
- Days on market: 625 days
- View listing on realtor.com
#2. 593 Lakeway Dr, Pittsfield
- Price: $1,800,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,043
- Price per square foot: $591
- Lot size: 0.8 acres
- Days on market: 12 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,043
- Price per square foot: $591
- Lot size: 0.8 acres
- Days on market: 12 days
- View listing on realtor.com
#1. 140 Blythewood Dr, Pittsfield
- Price: $2,130,000
- 3 bedrooms, 4 full bathrooms
- Square feet: 3,850
- Price per square foot: $553
- Lot size: 0.7 acres
- Days on market: 6 days
- View listing on realtor.com
- 3 bedrooms, 4 full bathrooms
- Square feet: 3,850
- Price per square foot: $553
- Lot size: 0.7 acres
- Days on market: 6 days
- View listing on realtor.com
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