Most expensive homes for sale in Poughkeepsie

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November 17, 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.

#30. 9 Stonewall Cir, Poughkeepsie

- Price: $585,888
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,519
- Price per square foot: $385
- Lot size: 2.5 acres
- Days on market: 1 day
- View listing on realtor.com

#29. 113 Hooker Ave, Poughkeepsie

- Price: $599,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,800
- Price per square foot: $124
- Lot size: 0.4 acres
- Days on market: 11 days
- View listing on realtor.com

#28. 69 Round Hill Rd, Poughkeepsie

- Price: $599,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,292
- Price per square foot: $261
- Lot size: 0.7 acres
- Days on market: 42 days
- View listing on realtor.com

#27. 17 Santa Anna Dr, Poughkeepsie

- Price: $625,000
- 5 bedrooms, 3 full bathrooms
- Square feet: 2,529
- Price per square foot: $247
- Lot size: 0.4 acres
- Days on market: 76 days
- View listing on realtor.com

#26. 119 Academy St, Poughkeepsie

- Price: $635,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 3,536
- Price per square foot: $179
- Lot size: 0.2 acres
- Days on market: 60 days
- View listing on realtor.com

#25. 202 Ridgeline Dr, Poughkeepsie

- Price: $635,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,108
- Price per square foot: $301
- Lot size: 0.3 acres
- Days on market: 79 days
- View listing on realtor.com

#24. 671 Noxon Rd, Poughkeepsie

- Price: $639,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,030
- Price per square foot: $210
- Lot size: 1.9 acres
- Days on market: 59 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#23. 9 Alia Ct, Poughkeepsie

- Price: $649,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,186
- Price per square foot: $203
- Lot size: 0.5 acres
- Days on market: 52 days (-$26,000 price reduction since listing)
- View listing on realtor.com

#22. 30 Red Hawk Ln, Poughkeepsie

- Price: $649,900
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,468
- Price per square foot: $187
- Lot size: 2.2 acres
- Days on market: 88 days
- View listing on realtor.com

#21. 25 Garfield Pl, Poughkeepsie

- Price: $649,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,042
- Price per square foot: $213
- Lot size: 0.2 acres
- Days on market: 180 days
- View listing on realtor.com

#20. 1 Four Winds Dr, Lagrangeville

- Price: $649,999
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,809
- Price per square foot: $231
- Lot size: 0.8 acres
- Days on market: 38 days (-$20,001 price reduction since listing)
- View listing on realtor.com

#19. 11 Seaman Rd, Poughkeepsie

- Price: $650,000
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 3,200
- Price per square foot: $203
- Lot size: 0.6 acres
- Days on market: 107 days
- View listing on realtor.com

#18. 140 Stratford Dr, Poughkeepsie

- Price: $669,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,700
- Price per square foot: $248
- Lot size: 0.4 acres
- Days on market: 46 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#17. 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: 127 days
- View listing on realtor.com

#16. 19 Ridgeview Rd, Poughkeepsie

- Price: $699,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,208
- Price per square foot: $166
- Lot size: 3.2 acres
- Days on market: 50 days (-$50,100 price reduction since listing)
- View listing on realtor.com

#15. 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: 127 days
- View listing on realtor.com

#14. 45 Old Farms Rd, Poughkeepsie

- Price: $710,000
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,406
- Price per square foot: $295
- Lot size: 0.4 acres
- Days on market: 0:00:00
- View listing on realtor.com

#13. 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: 52 days
- View listing on realtor.com

#12. 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: 74 days
- View listing on realtor.com

#11. 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: 109 days
- View listing on realtor.com

#10. 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: 243 days
- View listing on realtor.com

#9. 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: 69 days
- View listing on realtor.com

#8. 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: 123 days (-$40,000 price reduction since listing)
- View listing on realtor.com

#7. 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: 171 days (-$100,000 price reduction since listing)
- View listing on realtor.com

#6. 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: 243 days (-$40,000 price reduction since listing)
- View listing on realtor.com

#5. 262 Cream St, Poughkeepsie

- Price: $999,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,153
- Price per square foot: $317
- Lot size: 2.7 acres
- Days on market: 245 days (-$450,100 price reduction since listing)
- View listing on realtor.com

#4. 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: 48 days
- View listing on realtor.com

#3. 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: 62 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: 160 days (-$125,000 price reduction since listing)
- View listing on realtor.com

#1. 24 Villa Ln, Poughkeepsie

- Price: $2,495,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,356
- Price per square foot: $572
- Lot size: 22.7 acres
- Days on market: 33 days
- View listing on realtor.com

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