Most expensive homes for sale in Poughkeepsie
Written by:
July 28, 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. 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: 110 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: 110 days (-$26,000 price reduction since listing)
- View listing on realtor.com
#29. 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: 43 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: 43 days
- View listing on realtor.com
#28. 10 Memory Ln, Poughkeepsie
- Price: $700,000
- 3 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,534
- Price per square foot: $456
- Lot size: 0.5 acres
- Days on market: 245 days
- View listing on realtor.com
- 3 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,534
- Price per square foot: $456
- Lot size: 0.5 acres
- Days on market: 245 days
- View listing on realtor.com
#27. 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: 4 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: 4 days
- View listing on realtor.com
#26. 65 Old Field Rd, Poughkeepsie
- Price: $739,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,034
- Price per square foot: $363
- Lot size: 0.6 acres
- Days on market: 88 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,034
- Price per square foot: $363
- Lot size: 0.6 acres
- Days on market: 88 days
- View listing on realtor.com
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#25. 42 Kensington Ln, Poughkeepsie
- Price: $749,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $261
- Lot size: 0.4 acres
- Days on market: 60 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $261
- Lot size: 0.4 acres
- Days on market: 60 days
- View listing on realtor.com
#24. 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: 159 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: 159 days (-$24,000 price reduction since listing)
- View listing on realtor.com
#23. 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: 134 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: 134 days (-$21,000 price reduction since listing)
- View listing on realtor.com
#22. 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: 352 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: 352 days
- View listing on realtor.com
#21. 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: 25 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: 25 days
- View listing on realtor.com
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#20. 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: 10 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: 10 days
- View listing on realtor.com
#19. 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: 359 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: 359 days
- View listing on realtor.com
#18. 14 Flower Hill Rd, Poughkeepsie
- Price: $805,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,851
- Price per square foot: $209
- Lot size: 0.8 acres
- Days on market: 65 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,851
- Price per square foot: $209
- Lot size: 0.8 acres
- Days on market: 65 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: 39 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: 39 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: 145 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: 145 days
- View listing on realtor.com
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#15. 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: 66 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: 66 days
- View listing on realtor.com
#14. 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: 159 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: 159 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#13. 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: 159 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: 159 days (-$60,000 price reduction since listing)
- View listing on realtor.com
#12. 71 Ridgeline Dr, Poughkeepsie
- Price: $879,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,200
- Price per square foot: $274
- Days on market: 24 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,200
- Price per square foot: $274
- Days on market: 24 days
- 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: 28 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: 28 days
- View listing on realtor.com
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#10. 109 Sleight Plass Rd, Poughkeepsie
- Price: $899,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,172
- Price per square foot: $215
- Lot size: 6.3 acres
- Days on market: 87 days (-$50,000 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: $215
- Lot size: 6.3 acres
- Days on market: 87 days (-$50,000 price reduction since listing)
- 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: 158 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: 158 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: 9 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: 9 days
- View listing on realtor.com
#7. 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: 352 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: 352 days
- View listing on realtor.com
#6. 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: 118 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: 118 days (-$100,000 price reduction since listing)
- View listing on realtor.com
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#5. 262 Cream St, Poughkeepsie
- Price: $1,450,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,295
- Price per square foot: $631
- Lot size: 2.7 acres
- Days on market: 161 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,295
- Price per square foot: $631
- Lot size: 2.7 acres
- Days on market: 161 days
- 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: 79 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: 79 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: 100 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: 100 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: 7,500
- Price per square foot: $286
- Lot size: 66.0 acres
- Days on market: 76 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: 76 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: 369 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: 369 days
- View listing on realtor.com
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