Most expensive homes for sale in Poughkeepsie
Written by:
April 29, 2025
scarp577 // 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 Mexican restaurants in the Poughkeepsie area by diners
#30. 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: 261 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: 261 days
- View listing on realtor.com
#29. 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: 62 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: 62 days (-$16,000 price reduction since listing)
- View listing on realtor.com
#28. 8 Strawberry Ln, Poughkeepsie
- Price: $700,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,122
- Price per square foot: $224
- Lot size: 8.6 acres
- Days on market: 31 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,122
- Price per square foot: $224
- Lot size: 8.6 acres
- Days on market: 31 days
- View listing on realtor.com
#27. 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: 133 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: 133 days
- View listing on realtor.com
#26. 122 Ridgeview Rd, Poughkeepsie
- Price: $710,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,675
- Price per square foot: $151
- Lot size: 2.1 acres
- Days on market: 10 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,675
- Price per square foot: $151
- Lot size: 2.1 acres
- Days on market: 10 days
- View listing on realtor.com
You may also like:
Highest-rated dessert shops in the Poughkeepsie area by diners
#25. 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: 82 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: 82 days
- View listing on realtor.com
#24. 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: 240 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: 240 days
- View listing on realtor.com
#23. 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: 55 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: 55 days
- View listing on realtor.com
#22. 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: 61 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: 61 days
- View listing on realtor.com
#21. 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: 172 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: 172 days
- View listing on realtor.com
You may also like:
Highest-rated seafood restaurants in Poughkeepsie by diners
#20. 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: 261 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: 261 days (-$20,000 price reduction since listing)
- 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: 240 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: 240 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: 247 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: 247 days
- View listing on realtor.com
#17. 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: 278 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: 278 days
- View listing on realtor.com
#16. 9 Ridgeline Dr, Poughkeepsie
- Price: $810,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,500
- Price per square foot: $231
- Lot size: 0.4 acres
- Days on market: 22 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,500
- Price per square foot: $231
- Lot size: 0.4 acres
- Days on market: 22 days
- View listing on realtor.com
You may also like:
Highest-rated cafes in the Poughkeepsie area by diners
#15. 45 Manor Dr W, Poughkeepsie
- Price: $825,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,456
- Price per square foot: $238
- Lot size: 1.3 acres
- Days on market: 33 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,456
- Price per square foot: $238
- Lot size: 1.3 acres
- Days on market: 33 days
- View listing on realtor.com
#14. 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: 47 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: 47 days
- View listing on realtor.com
#13. 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: 47 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: 47 days
- View listing on realtor.com
#12. 10 Todd Hill Rd, Poughkeepsie
- Price: $897,200
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,116
- Price per square foot: $217
- Days on market: 23 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,116
- Price per square foot: $217
- Days on market: 23 days
- View listing on realtor.com
#11. 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: 47 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: 47 days
- View listing on realtor.com
You may also like:
Highest-rated pizza restaurants in the Poughkeepsie area by diners
#10. 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: 79 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: 79 days (-$30,000 price reduction since listing)
- View listing on realtor.com
#9. 47 Dartmouth Dr, Poughkeepsie
- Price: $935,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,423
- Price per square foot: $273
- Lot size: 0.5 acres
- Days on market: 30 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,423
- Price per square foot: $273
- Lot size: 0.5 acres
- Days on market: 30 days
- 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: 47 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: 47 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: 46 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: 46 days
- View listing on realtor.com
#6. 79 Victor Dr, Poughkeepsie
- Price: $985,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,200
- Price per square foot: $234
- Lot size: 1.3 acres
- Days on market: 26 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,200
- Price per square foot: $234
- Lot size: 1.3 acres
- Days on market: 26 days
- View listing on realtor.com
You may also like:
Cities with the most expensive homes in the Poughkeepsie metro area
#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: 240 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: 240 days
- View listing on realtor.com
#4. 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: 79 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: 79 days
- View listing on realtor.com
#3. 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: 49 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: 49 days
- View listing on realtor.com
#2. 36 Spruce Ln, Poughkeepsie
- Price: $1,599,999
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,674
- Price per square foot: $435
- Lot size: 9.1 acres
- Days on market: 6 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,674
- Price per square foot: $435
- Lot size: 9.1 acres
- Days on market: 6 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: 257 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: 257 days
- View listing on realtor.com
You may also like:
Poughkeepsie 7-day weather forecast
