Most expensive homes for sale in Poughkeepsie
Written by:
October 20, 2025
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Most expensive homes for sale in Poughkeepsie
Stacker compiled a list of the most expensive homes in Poughkeepsie listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
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#30. 9 Alia Ct, Poughkeepsie
- Price: $675,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,186
- Price per square foot: $211
- Lot size: 0.5 acres
- Days on market: 10 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,186
- Price per square foot: $211
- Lot size: 0.5 acres
- Days on market: 10 days
- View listing on realtor.com
#29. 75 Hornbeck Rd, Poughkeepsie
- Price: $675,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,278
- Price per square foot: $296
- Lot size: 7.3 acres
- Days on market: 85 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,278
- Price per square foot: $296
- Lot size: 7.3 acres
- Days on market: 85 days
- View listing on realtor.com
#28. 140 Stratford Dr, Poughkeepsie
- Price: $679,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,700
- Price per square foot: $251
- Lot size: 0.4 acres
- Days on market: 4 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,700
- Price per square foot: $251
- Lot size: 0.4 acres
- Days on market: 4 days
- View listing on realtor.com
#27. 25 Robin Rd, Poughkeepsie
- Price: $685,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,408
- Price per square foot: $200
- Lot size: 0.3 acres
- Days on market: 52 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,408
- Price per square foot: $200
- Lot size: 0.3 acres
- Days on market: 52 days
- View listing on realtor.com
#26. 150 Cedar Ave, Poughkeepsie
- Price: $699,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $170
- Lot size: 1.0 acres
- Days on market: 152 days (-$26,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $170
- Lot size: 1.0 acres
- Days on market: 152 days (-$26,000 price reduction since listing)
- View listing on realtor.com
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#25. 181 Union St, Poughkeepsie
- Price: $699,900
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,640
- Price per square foot: $192
- Lot size: 0.1 acres
- Days on market: 85 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,640
- Price per square foot: $192
- Lot size: 0.1 acres
- Days on market: 85 days
- View listing on realtor.com
#24. 19 Ridgeview Rd, Poughkeepsie
- Price: $749,100
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,208
- Price per square foot: $178
- Lot size: 3.2 acres
- Days on market: 8 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,208
- Price per square foot: $178
- Lot size: 3.2 acres
- Days on market: 8 days
- View listing on realtor.com
#23. 14 Kari Blvd, Poughkeepsie
- Price: $750,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,756
- Price per square foot: $157
- Lot size: 1.7 acres
- Days on market: 52 days (-$49,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,756
- Price per square foot: $157
- Lot size: 1.7 acres
- Days on market: 52 days (-$49,000 price reduction since listing)
- View listing on realtor.com
#22. 45 Evergreen Ave, Poughkeepsie
- Price: $750,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,293
- Price per square foot: $227
- Lot size: 0.5 acres
- Days on market: 10 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,293
- Price per square foot: $227
- Lot size: 0.5 acres
- Days on market: 10 days
- View listing on realtor.com
#21. 69 Dawson Ct, Poughkeepsie
- Price: $772,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,148
- Price per square foot: $245
- Lot size: 2.1 acres
- Days on market: 32 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,148
- Price per square foot: $245
- Lot size: 2.1 acres
- Days on market: 32 days
- View listing on realtor.com
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#20. Old Field Rd Lot 19A, Poughkeepsie
- Price: $794,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,011
- Price per square foot: $263
- Days on market: 394 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,011
- Price per square foot: $263
- Days on market: 394 days
- View listing on realtor.com
#19. 164 Vassar Rd, Poughkeepsie
- Price: $795,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,156
- Price per square foot: $368
- Lot size: 1.7 acres
- Days on market: 67 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,156
- Price per square foot: $368
- Lot size: 1.7 acres
- Days on market: 67 days
- View listing on realtor.com
#18. 130 Hudson Pointe Dr, Poughkeepsie
- Price: $799,000
- 3 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,218
- Price per square foot: $248
- Lot size: 0.0 acres
- Days on market: 401 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,218
- Price per square foot: $248
- Lot size: 0.0 acres
- Days on market: 401 days
- View listing on realtor.com
#17. 21 Dartmouth Dr, Poughkeepsie
- Price: $810,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $257
- Lot size: 0.4 acres
- Days on market: 201 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $257
- Lot size: 0.4 acres
- Days on market: 201 days
- View listing on realtor.com
#16. 7 Ferris Ln, Poughkeepsie
- Price: $825,000
- 5 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 4,100
- Price per square foot: $201
- Lot size: 0.5 acres
- Days on market: 27 days
- View listing on realtor.com
- 5 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 4,100
- Price per square foot: $201
- Lot size: 0.5 acres
- Days on market: 27 days
- View listing on realtor.com
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#15. 114 Hudson Pointe Dr, Poughkeepsie
- Price: $839,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,218
- Price per square foot: $260
- Lot size: 0.0 acres
- Days on market: 81 days (-$40,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,218
- Price per square foot: $260
- Lot size: 0.0 acres
- Days on market: 81 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#14. 109 Sleight Plass Rd, Poughkeepsie
- Price: $849,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,172
- Price per square foot: $203
- Lot size: 6.3 acres
- Days on market: 129 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,172
- Price per square foot: $203
- Lot size: 6.3 acres
- Days on market: 129 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#13. 45 Manor Dr W, Poughkeepsie
- Price: $849,000
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 3,456
- Price per square foot: $245
- Lot size: 1.3 acres
- Days on market: 187 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 3,456
- Price per square foot: $245
- Lot size: 1.3 acres
- Days on market: 187 days
- View listing on realtor.com
#12. 71 Ridgeline Dr, Poughkeepsie
- Price: $849,900
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,200
- Price per square foot: $265
- Days on market: 66 days (-$29,100 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,200
- Price per square foot: $265
- Days on market: 66 days (-$29,100 price reduction since listing)
- View listing on realtor.com
#11. 27 Sommerset Rd, Poughkeepsie
- Price: $850,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 5,654
- Price per square foot: $150
- Lot size: 6.7 acres
- Days on market: 108 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 5,654
- Price per square foot: $150
- Lot size: 6.7 acres
- Days on market: 108 days
- View listing on realtor.com
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#10. 15 Dartmouth Dr, Poughkeepsie
- Price: $850,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $262
- Lot size: 0.5 acres
- Days on market: 201 days (-$40,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $262
- Lot size: 0.5 acres
- Days on market: 201 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#9. 79 Victor Dr, Poughkeepsie
- Price: $875,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,200
- Price per square foot: $208
- Lot size: 1.3 acres
- Days on market: 10 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,200
- Price per square foot: $208
- Lot size: 1.3 acres
- Days on market: 10 days
- View listing on realtor.com
#8. 271 Diddell Rd, Poughkeepsie
- Price: $940,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $229
- Lot size: 2.3 acres
- Days on market: 51 days (-$35,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $229
- Lot size: 2.3 acres
- Days on market: 51 days (-$35,000 price reduction since listing)
- View listing on realtor.com
#7. 262 Cream St, Poughkeepsie
- Price: $999,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,295
- Price per square foot: $435
- Lot size: 2.7 acres
- Days on market: 203 days (-$450,100 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,295
- Price per square foot: $435
- Lot size: 2.7 acres
- Days on market: 203 days (-$450,100 price reduction since listing)
- View listing on realtor.com
#6. Edwin Rd Lot 54, Poughkeepsie
- Price: $1,060,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,064
- Price per square foot: $260
- Lot size: 1.7 acres
- Days on market: 394 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,064
- Price per square foot: $260
- Lot size: 1.7 acres
- Days on market: 394 days
- View listing on realtor.com
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#5. 36 Spruce Ln, Poughkeepsie
- Price: $1,399,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,674
- Price per square foot: $380
- Lot size: 9.1 acres
- Days on market: 6 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,674
- Price per square foot: $380
- Lot size: 9.1 acres
- Days on market: 6 days
- View listing on realtor.com
#4. 16 Kingwood Ln, Poughkeepsie
- Price: $1,595,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,867
- Price per square foot: $412
- Lot size: 0.8 acres
- Days on market: 20 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,867
- Price per square foot: $412
- Lot size: 0.8 acres
- Days on market: 20 days
- View listing on realtor.com
#3. 125 Bedell Rd, Poughkeepsie
- Price: $1,699,000
- 7 bedrooms, 7 full bathrooms
- Square feet: 8,033
- Price per square foot: $211
- Lot size: 11.0 acres
- Days on market: 121 days
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms
- Square feet: 8,033
- Price per square foot: $211
- Lot size: 11.0 acres
- Days on market: 121 days
- View listing on realtor.com
#2. 125-127 Bedell Rd, Poughkeepsie
- Price: $1,699,000
- 7 bedrooms, 7 full bathrooms
- Square feet: 8,033
- Price per square foot: $211
- Lot size: 11.0 acres
- Days on market: 142 days
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms
- Square feet: 8,033
- Price per square foot: $211
- Lot size: 11.0 acres
- Days on market: 142 days
- View listing on realtor.com
#1. 143 Bedell Rd, Poughkeepsie
- Price: $2,150,000
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,500
- Price per square foot: $286
- Lot size: 66.0 acres
- Days on market: 118 days (-$125,000 price reduction since listing)
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,500
- Price per square foot: $286
- Lot size: 66.0 acres
- Days on market: 118 days (-$125,000 price reduction since listing)
- View listing on realtor.com
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