Most expensive homes for sale in Poughkeepsie

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November 3, 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. 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: 86 days
- View listing on realtor.com

#29. 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: 237 days (-$20,000 price reduction since listing)
- View listing on realtor.com

#28. 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: 25 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#27. 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: 106 days
- View listing on realtor.com

#26. 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: 73 days
- View listing on realtor.com

#25. 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: 173 days (-$26,000 price reduction since listing)
- View listing on realtor.com

#24. 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: 106 days
- View listing on realtor.com

#23. 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: 29 days
- View listing on realtor.com

#22. 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: 73 days (-$49,000 price reduction since listing)
- View listing on realtor.com

#21. 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: 31 days
- View listing on realtor.com

#20. 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: 53 days
- View listing on realtor.com

#19. 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: 415 days
- View listing on realtor.com

#18. 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: 88 days
- View listing on realtor.com

#17. 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: 422 days
- View listing on realtor.com

#16. 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: 222 days
- View listing on realtor.com

#15. 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: 48 days
- View listing on realtor.com

#14. 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: 102 days (-$40,000 price reduction since listing)
- View listing on realtor.com

#13. 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: 150 days (-$100,000 price reduction since listing)
- 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: 87 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: 129 days
- View listing on realtor.com

#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: 222 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: 31 days
- View listing on realtor.com

#8. 57 Kingwood Dr, Poughkeepsie

- Price: $885,000
- 5 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,707
- Price per square foot: $238
- Lot size: 1.3 acres
- Days on market: 15 days
- View listing on realtor.com

#7. 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: 72 days (-$35,000 price reduction since listing)
- View listing on realtor.com

#6. 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: 224 days (-$450,100 price reduction since listing)
- View listing on realtor.com

#5. 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: 415 days
- 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: 27 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: 41 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: 139 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: 12 days
- View listing on realtor.com

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