Most expensive homes for sale in Pittsfield
Written by:
April 22, 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. 40 Pollock Ave, Pittsfield
- Price: $525,000
- 4 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 2,848
- Price per square foot: $184
- Lot size: 0.2 acres
- Days on market: 4 days
- View listing on realtor.com
- 4 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 2,848
- Price per square foot: $184
- Lot size: 0.2 acres
- Days on market: 4 days
- View listing on realtor.com
#29. 469 Pecks Rd, Pittsfield
- Price: $525,000
- 4 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,610
- Price per square foot: $326
- Lot size: 0.5 acres
- Days on market: 80 days (-$34,000 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: $326
- Lot size: 0.5 acres
- Days on market: 80 days (-$34,000 price reduction since listing)
- View listing on realtor.com
#28. 53 Oak Hill Rd, Pittsfield
- Price: $549,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,328
- Price per square foot: $235
- Lot size: 0.5 acres
- Days on market: 18 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,328
- Price per square foot: $235
- Lot size: 0.5 acres
- Days on market: 18 days
- View listing on realtor.com
#27. 50 Bellmore Dr, Pittsfield
- Price: $575,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,477
- Price per square foot: $232
- Lot size: 0.3 acres
- Days on market: 53 days (-$14,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,477
- Price per square foot: $232
- Lot size: 0.3 acres
- Days on market: 53 days (-$14,000 price reduction since listing)
- View listing on realtor.com
#26. 12 Alpine Trl Unit 12, Pittsfield
- Price: $575,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,381
- Price per square foot: $241
- Days on market: 59 days (-$24,000 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: $241
- Days on market: 59 days (-$24,000 price reduction since listing)
- View listing on realtor.com
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#25. 2 Faucett Ln, Pittsfield
- Price: $579,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,868
- Price per square foot: $310
- Lot size: 0.3 acres
- Days on market: 11 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,868
- Price per square foot: $310
- Lot size: 0.3 acres
- Days on market: 11 days
- View listing on realtor.com
#24. 35 Chapman Rd, Pittsfield
- Price: $595,000
- 2 bedrooms, 3 full bathrooms
- Square feet: 1,814
- Price per square foot: $328
- Lot size: 9.8 acres
- Days on market: 32 days
- View listing on realtor.com
- 2 bedrooms, 3 full bathrooms
- Square feet: 1,814
- Price per square foot: $328
- Lot size: 9.8 acres
- Days on market: 32 days
- View listing on realtor.com
#23. 304 Dalton Division Rd, Pittsfield
- Price: $610,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,464
- Price per square foot: $247
- Lot size: 6.3 acres
- Days on market: 60 days (-$5,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,464
- Price per square foot: $247
- Lot size: 6.3 acres
- Days on market: 60 days (-$5,000 price reduction since listing)
- 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: 65 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: 65 days (-$14,100 price reduction since listing)
- View listing on realtor.com
#21. 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: 49 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: 49 days
- View listing on realtor.com
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#20. 2 Amy Ct Unit 2, Pittsfield
- Price: $659,900
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,561
- Price per square foot: $185
- Days on market: 34 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,561
- Price per square foot: $185
- Days on market: 34 days
- View listing on realtor.com
#19. 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: 129 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: 129 days (-$24,000 price reduction since listing)
- View listing on realtor.com
#18. 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: 236 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: 236 days
- View listing on realtor.com
#17. 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: 226 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: 226 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#16. 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: 114 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 114 days
- View listing on realtor.com
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#15. 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: 112 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 112 days
- View listing on realtor.com
#14. 5 Aspen Way, Pittsfield
- Price: $799,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 114 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 114 days
- View listing on realtor.com
#13. 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: 112 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 112 days
- View listing on realtor.com
#12. 40 Commonwealth Ave, Pittsfield
- Price: $825,000
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,078
- Price per square foot: $202
- Lot size: 0.4 acres
- Days on market: 3 days
- View listing on realtor.com
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,078
- Price per square foot: $202
- Lot size: 0.4 acres
- Days on market: 3 days
- View listing on realtor.com
#11. 979 West St, Pittsfield
- Price: $874,900
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,880
- Price per square foot: $303
- Lot size: 0.9 acres
- Days on market: 19 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,880
- Price per square foot: $303
- Lot size: 0.9 acres
- Days on market: 19 days
- View listing on realtor.com
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#10. 1 Pheasant Way, Pittsfield
- Price: $895,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,800
- Price per square foot: $235
- Lot size: 1.0 acres
- Days on market: 82 days (-$30,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,800
- Price per square foot: $235
- Lot size: 1.0 acres
- Days on market: 82 days (-$30,000 price reduction since listing)
- View listing on realtor.com
#9. 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: 61 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: 61 days
- View listing on realtor.com
#8. 48 Meadow Ridge Dr, Pittsfield
- Price: $934,000
- 4 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,100
- Price per square foot: $301
- Lot size: 1.0 acres
- Days on market: 37 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,100
- Price per square foot: $301
- Lot size: 1.0 acres
- Days on market: 37 days
- View listing on realtor.com
#7. 127 Alpine Trl, Pittsfield
- Price: $939,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,700
- Price per square foot: $253
- Days on market: 17 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,700
- Price per square foot: $253
- Days on market: 17 days
- View listing on realtor.com
#6. 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: 669 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: 669 days
- View listing on realtor.com
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#5. 18 Old Farm Ln, Pittsfield
- Price: $1,289,900
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,087
- Price per square foot: $417
- Lot size: 3.2 acres
- Days on market: 38 days
- View listing on realtor.com
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,087
- Price per square foot: $417
- Lot size: 3.2 acres
- Days on market: 38 days
- View listing on realtor.com
#4. 37 Old Farm Ln, Pittsfield
- Price: $1,450,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,978
- Price per square foot: $364
- Lot size: 1.1 acres
- Days on market: 16 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,978
- Price per square foot: $364
- Lot size: 1.1 acres
- Days on market: 16 days
- View listing on realtor.com
#3. 8 Northbrook Ln, Pittsfield
- Price: $1,490,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,100
- Price per square foot: $480
- Lot size: 2.8 acres
- Days on market: 667 days (-$10,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,100
- Price per square foot: $480
- Lot size: 2.8 acres
- Days on market: 667 days (-$10,000 price reduction since listing)
- 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: 54 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: 54 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: 48 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: 48 days
- View listing on realtor.com
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