Most expensive homes for sale in Pittsfield

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January 21, 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.

#30. 63 Cambridge Ave, Pittsfield

- Price: $375,000
- 4 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,685
- Price per square foot: $222
- Lot size: 0.2 acres
- Days on market: 4 days
- View listing on realtor.com

#29. 128 Partridge Rd, Pittsfield

- Price: $380,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,240
- Price per square foot: $169
- Lot size: 0.4 acres
- Days on market: 44 days
- View listing on realtor.com

#28. 97 Sampson Pkwy, Pittsfield

- Price: $389,900
- 3 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,331
- Price per square foot: $292
- Lot size: 0.3 acres
- Days on market: 4 days
- View listing on realtor.com

#27. 1554 North St, Pittsfield

- Price: $399,000
- 2 bedrooms, 2 full bathrooms
- Square feet: 1,152
- Price per square foot: $346
- Lot size: 0.2 acres
- Days on market: 53 days
- View listing on realtor.com

#26. 188 Windsor Ave, Pittsfield

- Price: $409,500
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,780
- Price per square foot: $230
- Lot size: 0.2 acres
- Days on market: 14 days
- View listing on realtor.com

#25. 75 Howe Rd, Pittsfield

- Price: $424,900
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,168
- Price per square foot: $195
- Lot size: 0.6 acres
- Days on market: 17 days
- View listing on realtor.com

#24. 15 Winesap Rd, Pittsfield

- Price: $429,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,368
- Price per square foot: $313
- Lot size: 0.3 acres
- Days on market: 3 days
- View listing on realtor.com

#23. 4 Loumar Dr, Pittsfield

- Price: $429,900
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,604
- Price per square foot: $165
- Lot size: 0.5 acres
- Days on market: 113 days (-$5,000 price reduction since listing)
- View listing on realtor.com

#22. 25 Hubbard Ave, Pittsfield

- Price: $449,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,530
- Price per square foot: $177
- Lot size: 0.8 acres
- Days on market: 156 days
- View listing on realtor.com

#21. 47 Gale Ave, Pittsfield

- Price: $449,000
- 3 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,456
- Price per square foot: $308
- Lot size: 0.3 acres
- Days on market: 135 days
- View listing on realtor.com

#20. 9 Hawthorne Ave, Pittsfield

- Price: $470,000
- 3 bedrooms, 1 full bathrooms
- Square feet: 1,482
- Price per square foot: $317
- Lot size: 0.2 acres
- Days on market: 135 days (-$70,000 price reduction since listing)
- View listing on realtor.com

#19. 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: 13 days
- View listing on realtor.com

#18. 108 Clydesdale Dr, Pittsfield

- Price: $519,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,056
- Price per square foot: $252
- Lot size: 0.5 acres
- Days on market: 100 days (-$30,000 price reduction since listing)
- View listing on realtor.com

#17. 139 Ann Dr, Pittsfield

- Price: $548,000
- 6 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 2,927
- Price per square foot: $187
- Lot size: 0.6 acres
- Days on market: 165 days (-$27,000 price reduction since listing)
- View listing on realtor.com

#16. 123 Shore Dr, Pittsfield

- Price: $625,000
- 3 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,545
- Price per square foot: $404
- Lot size: 0.8 acres
- Days on market: 144 days
- View listing on realtor.com

#15. 11 Brookside Dr, Pittsfield

- Price: $635,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,448
- Price per square foot: $259
- Lot size: 0.8 acres
- Days on market: 3 days
- View listing on realtor.com

#14. 1136 Barker Rd Unit 48, Pittsfield

- Price: $660,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,826
- Price per square foot: $233
- Days on market: 238 days (-$39,000 price reduction since listing)
- View listing on realtor.com

#13. 6 Lori Ct, Pittsfield

- Price: $740,000
- 5 bedrooms, 3 full bathrooms
- Square feet: 4,275
- Price per square foot: $173
- Lot size: 1.1 acres
- Days on market: 89 days
- View listing on realtor.com

#12. 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: 131 days
- View listing on realtor.com

#11. 41 Meadow Ridge Dr, Pittsfield

- Price: $749,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,451
- Price per square foot: $217
- Lot size: 0.5 acres
- Days on market: 24 days
- View listing on realtor.com

#10. 10 Lillybrook Rd, Pittsfield

- Price: $759,000
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 2,748
- Price per square foot: $276
- Lot size: 1.3 acres
- Days on market: 121 days (-$40,000 price reduction since listing)
- View listing on realtor.com

#9. 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: 9 days
- View listing on realtor.com

#8. 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: 7 days
- View listing on realtor.com

#7. 5 Aspen Way, Pittsfield

- Price: $799,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $399
- Days on market: 9 days
- View listing on realtor.com

#6. 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: 7 days
- View listing on realtor.com

#5. 20 Spadina Pkwy, Pittsfield

- Price: $849,000
- 5 bedrooms, 4 full bathrooms
- Square feet: 4,170
- Price per square foot: $203
- Lot size: 0.6 acres
- Days on market: 96 days (-$41,000 price reduction since listing)
- View listing on realtor.com

#4. 1136 Barker Rd Unit 33, Pittsfield

- Price: $879,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,094
- Price per square foot: $214
- Days on market: 29 days
- View listing on realtor.com

#3. 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: 9 days
- View listing on realtor.com

#2. 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: 564 days
- View listing on realtor.com

#1. 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: 562 days
- View listing on realtor.com

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