Most expensive homes for sale in Poughkeepsie
Written by:
September 29, 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. 10 Page Ct, Poughkeepsie
- Price: $659,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,394
- Price per square foot: $275
- Lot size: 0.5 acres
- Days on market: 188 days (-$20,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,394
- Price per square foot: $275
- Lot size: 0.5 acres
- Days on market: 188 days (-$20,000 price reduction since listing)
- 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: 57 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: 57 days
- View listing on realtor.com
#28. 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: 24 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: 24 days
- View listing on realtor.com
#27. 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: 124 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: 124 days (-$26,000 price reduction since listing)
- View listing on realtor.com
#26. 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: 57 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: 57 days
- View listing on realtor.com
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#25. 140 Stratford Dr, Poughkeepsie
- Price: $710,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,689
- Price per square foot: $264
- Lot size: 0.4 acres
- Days on market: 18 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,689
- Price per square foot: $264
- Lot size: 0.4 acres
- Days on market: 18 days
- View listing on realtor.com
#24. 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: 4 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: 4 days
- View listing on realtor.com
#23. 21 Dartmouth Dr, Poughkeepsie
- Price: $775,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $246
- Lot size: 0.4 acres
- Days on market: 173 days (-$24,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $246
- Lot size: 0.4 acres
- Days on market: 173 days (-$24,000 price reduction since listing)
- View listing on realtor.com
#22. 9 Ridgeline Dr, Poughkeepsie
- Price: $789,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,500
- Price per square foot: $225
- Lot size: 0.4 acres
- Days on market: 148 days (-$21,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,500
- Price per square foot: $225
- Lot size: 0.4 acres
- Days on market: 148 days (-$21,000 price reduction since listing)
- View listing on realtor.com
#21. 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: 366 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: 366 days
- View listing on realtor.com
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#20. 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: 39 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: 39 days
- View listing on realtor.com
#19. 14 Kari Blvd, Poughkeepsie
- Price: $799,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 7,134
- Price per square foot: $111
- Lot size: 1.7 acres
- Days on market: 24 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 7,134
- Price per square foot: $111
- Lot size: 1.7 acres
- Days on market: 24 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: 373 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: 373 days
- View listing on realtor.com
#17. 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: 53 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: 53 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#16. 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: 159 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: 159 days
- View listing on realtor.com
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#15. 71 Ridgeline Dr, Poughkeepsie
- Price: $849,900
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,200
- Price per square foot: $265
- Days on market: 38 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: 38 days (-$29,100 price reduction since listing)
- View listing on realtor.com
#14. 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: 80 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: 80 days
- View listing on realtor.com
#13. 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: 173 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: 173 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#12. 51 Dartmouth Dr, Poughkeepsie
- Price: $875,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $270
- Lot size: 0.5 acres
- Days on market: 173 days (-$60,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $270
- Lot size: 0.5 acres
- Days on market: 173 days (-$60,000 price reduction since listing)
- View listing on realtor.com
#11. 79 Victor Dr, Poughkeepsie
- Price: $895,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,200
- Price per square foot: $213
- Lot size: 1.3 acres
- Days on market: 42 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,200
- Price per square foot: $213
- Lot size: 1.3 acres
- Days on market: 42 days
- View listing on realtor.com
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#10. 109 Sleight Plass Rd, Poughkeepsie
- Price: $949,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,172
- Price per square foot: $227
- Lot size: 6.3 acres
- Days on market: 101 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,172
- Price per square foot: $227
- Lot size: 6.3 acres
- Days on market: 101 days
- View listing on realtor.com
#9. 136 Hudson Pointe Dr, Poughkeepsie
- Price: $949,000
- 2 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,450
- Price per square foot: $275
- Lot size: 0.0 acres
- Days on market: 172 days
- View listing on realtor.com
- 2 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,450
- Price per square foot: $275
- Lot size: 0.0 acres
- Days on market: 172 days
- View listing on realtor.com
#8. 271 Diddell Rd, Poughkeepsie
- Price: $975,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $237
- Lot size: 2.3 acres
- Days on market: 23 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $237
- Lot size: 2.3 acres
- Days on market: 23 days
- 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: 175 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: 175 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: 366 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: 366 days
- View listing on realtor.com
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#5. 36 Spruce Ln, Poughkeepsie
- Price: $1,399,999
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,674
- Price per square foot: $381
- Lot size: 9.1 acres
- Days on market: 132 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,674
- Price per square foot: $381
- Lot size: 9.1 acres
- Days on market: 132 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#4. 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: 93 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: 93 days
- View listing on realtor.com
#3. 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: 114 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: 114 days
- View listing on realtor.com
#2. 143 Bedell Rd, Poughkeepsie
- Price: $2,150,000
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,720
- Price per square foot: $278
- Lot size: 66.5 acres
- Days on market: 91 days (-$125,000 price reduction since listing)
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,720
- Price per square foot: $278
- Lot size: 66.5 acres
- Days on market: 91 days (-$125,000 price reduction since listing)
- View listing on realtor.com
#1. 55 Daley Rd, Lagrangeville
- Price: $3,000,000
- 4 bedrooms, 4 full bathrooms, 3 half bathrooms
- Square feet: 12,000
- Price per square foot: $250
- Lot size: 71.7 acres
- Days on market: 383 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 3 half bathrooms
- Square feet: 12,000
- Price per square foot: $250
- Lot size: 71.7 acres
- Days on market: 383 days
- View listing on realtor.com
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