Most expensive homes for sale in Poughkeepsie
Written by:
April 15, 2025
Arina P Habich // Shutterstock
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.
You may also like:
Highest-rated ice cream shops in Poughkeepsie by diners
#30. 19 Hart Dr, Poughkeepsie
- Price: $628,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,306
- Price per square foot: $189
- Lot size: 0.7 acres
- Days on market: 2 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,306
- Price per square foot: $189
- Lot size: 0.7 acres
- Days on market: 2 days
- View listing on realtor.com
#29. 655 Vassar Rd, Poughkeepsie
- Price: $650,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,242
- Price per square foot: $200
- Lot size: 1.8 acres
- Days on market: 4 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,242
- Price per square foot: $200
- Lot size: 1.8 acres
- Days on market: 4 days
- View listing on realtor.com
#28. 94 Cedar Ave, Poughkeepsie
- Price: $655,000
- 5 bedrooms, 3 full bathrooms, 3 half bathrooms
- Square feet: 5,646
- Price per square foot: $116
- Lot size: 2.5 acres
- Days on market: 200 days (-$25,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 3 half bathrooms
- Square feet: 5,646
- Price per square foot: $116
- Lot size: 2.5 acres
- Days on market: 200 days (-$25,000 price reduction since listing)
- View listing on realtor.com
#27. 651 Vassar Rd, Poughkeepsie
- Price: $675,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,112
- Price per square foot: $319
- Lot size: 0.8 acres
- Days on market: 5 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,112
- Price per square foot: $319
- Lot size: 0.8 acres
- Days on market: 5 days
- View listing on realtor.com
#26. 61 Peach Rd, Poughkeepsie
- Price: $692,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,434
- Price per square foot: $284
- Lot size: 2.9 acres
- Days on market: 386 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,434
- Price per square foot: $284
- Lot size: 2.9 acres
- Days on market: 386 days
- View listing on realtor.com
You may also like:
Poughkeepsie 7-day weather forecast
#25. 16 Garfield Pl, Poughkeepsie
- Price: $699,900
- 7 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 5,400
- Price per square foot: $129
- Lot size: 0.7 acres
- Days on market: 219 days
- View listing on realtor.com
- 7 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 5,400
- Price per square foot: $129
- Lot size: 0.7 acres
- Days on market: 219 days
- View listing on realtor.com
#24. 10 Page Ct, Poughkeepsie
- Price: $699,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,394
- Price per square foot: $292
- Lot size: 0.5 acres
- Days on market: 20 days (-$16,000 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: $292
- Lot size: 0.5 acres
- Days on market: 20 days (-$16,000 price reduction since listing)
- View listing on realtor.com
#23. 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: 91 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: 91 days
- View listing on realtor.com
#22. 6 Page Ct, Poughkeepsie
- Price: $719,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,394
- Price per square foot: $300
- Days on market: 164 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,394
- Price per square foot: $300
- Days on market: 164 days
- View listing on realtor.com
#21. 119 Academy St, Poughkeepsie
- Price: $733,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,952
- Price per square foot: $248
- Lot size: 0.2 acres
- Days on market: 40 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,952
- Price per square foot: $248
- Lot size: 0.2 acres
- Days on market: 40 days
- View listing on realtor.com
You may also like:
Highest-rated barbecue restaurants in the Poughkeepsie area by diners
#20. Old Field Rd Lot 19B, Poughkeepsie
- Price: $749,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,794
- Price per square foot: $268
- Days on market: 198 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,794
- Price per square foot: $268
- Days on market: 198 days
- View listing on realtor.com
#19. 40 S Hamilton St, Poughkeepsie
- Price: $749,999
- 9 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 4,238
- Price per square foot: $176
- Lot size: 0.3 acres
- Days on market: 13 days
- View listing on realtor.com
- 9 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 4,238
- Price per square foot: $176
- Lot size: 0.3 acres
- Days on market: 13 days
- View listing on realtor.com
#18. 14 Stonehedge Dr, Poughkeepsie
- Price: $750,000
- 4 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,662
- Price per square foot: $204
- Lot size: 0.9 acres
- Days on market: 19 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,662
- Price per square foot: $204
- Lot size: 0.9 acres
- Days on market: 19 days
- View listing on realtor.com
#17. 65 Old Field Rd, Poughkeepsie
- Price: $769,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,011
- Price per square foot: $255
- Lot size: 0.6 acres
- Days on market: 130 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,011
- Price per square foot: $255
- Lot size: 0.6 acres
- Days on market: 130 days
- View listing on realtor.com
#16. 11 Birch Hill Dr, Poughkeepsie
- Price: $779,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $190
- Lot size: 3.3 acres
- Days on market: 219 days (-$20,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,100
- Price per square foot: $190
- Lot size: 3.3 acres
- Days on market: 219 days (-$20,000 price reduction since listing)
- View listing on realtor.com
You may also like:
Highest-rated restaurants for burgers in the Poughkeepsie area by diners
#15. 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: 198 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: 198 days
- View listing on realtor.com
#14. 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: 205 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: 205 days
- View listing on realtor.com
#13. 22 Dartmouth Dr, Poughkeepsie
- Price: $799,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $253
- Lot size: 0.3 acres
- Days on market: 236 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $253
- Lot size: 0.3 acres
- Days on market: 236 days
- View listing on realtor.com
#12. 21 Dartmouth Dr, Poughkeepsie
- Price: $825,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $261
- Lot size: 0.4 acres
- Days on market: 5 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,149
- Price per square foot: $261
- Lot size: 0.4 acres
- Days on market: 5 days
- View listing on realtor.com
#11. 15 Dartmouth Dr, Poughkeepsie
- Price: $890,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $275
- Lot size: 0.5 acres
- Days on market: 5 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $275
- Lot size: 0.5 acres
- Days on market: 5 days
- View listing on realtor.com
You may also like:
Highest-rated steak restaurants in the Poughkeepsie area by diners
#10. 25 Dartmouth Dr, Poughkeepsie
- Price: $899,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,423
- Price per square foot: $262
- Lot size: 0.5 acres
- Days on market: 5 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,423
- Price per square foot: $262
- Lot size: 0.5 acres
- Days on market: 5 days
- View listing on realtor.com
#9. 71 Ridgeline Dr, Poughkeepsie
- Price: $899,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,200
- Price per square foot: $280
- Lot size: 0.4 acres
- Days on market: 37 days (-$30,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,200
- Price per square foot: $280
- Lot size: 0.4 acres
- Days on market: 37 days (-$30,000 price reduction since listing)
- View listing on realtor.com
#8. 51 Dartmouth Dr, Poughkeepsie
- Price: $935,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $289
- Lot size: 0.5 acres
- Days on market: 5 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,233
- Price per square foot: $289
- Lot size: 0.5 acres
- Days on market: 5 days
- View listing on realtor.com
#7. 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: 4 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: 4 days
- View listing on realtor.com
#6. 10 Todd Hill Rd, Poughkeepsie
- Price: $975,000
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,116
- Price per square foot: $236
- Lot size: 5.5 acres
- Days on market: 66 days
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,116
- Price per square foot: $236
- Lot size: 5.5 acres
- Days on market: 66 days
- View listing on realtor.com
You may also like:
Movies and TV shows casting in Poughkeepsie
#5. 7 Ferris Ln, Poughkeepsie
- Price: $975,000
- 5 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 4,100
- Price per square foot: $237
- Lot size: 0.5 acres
- Days on market: 131 days
- View listing on realtor.com
- 5 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 4,100
- Price per square foot: $237
- Lot size: 0.5 acres
- Days on market: 131 days
- View listing on realtor.com
#4. 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: 198 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: 198 days
- View listing on realtor.com
#3. 18 Kingwood Ln, Poughkeepsie
- Price: $1,395,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,318
- Price per square foot: $262
- Lot size: 1.0 acres
- Days on market: 37 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,318
- Price per square foot: $262
- Lot size: 1.0 acres
- Days on market: 37 days
- View listing on realtor.com
#2. 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: 7 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: 7 days
- 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: 215 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: 215 days
- View listing on realtor.com
You may also like:
Cities with the most expensive homes in the Poughkeepsie metro area
