How much house does $500,000 buy you in Poughkeepsie?

Written by:
October 2, 2025
Sundry Photography // Shutterstock
This story was produced by Redfin Real Estate and reviewed and distributed by Stacker Media.

How much house does $500,000 buy you in Poughkeepsie?

Back in 2014, spending $500,000 on a house was generally reserved for high earners. The typical U.S. home sold for $159,000, while starter homes averaged just $101,000. Fast-forward to today, and prices have more than doubled: A standard home now sells for $440,000, with starter homes approaching $300,000. 

These current prices have put homeownership out of reach for many – and things don't look to be improving. Prices are still rising, affordability keeps dropping, and starter homes are becoming harder to find as home values climb. This has created a very sluggish and difficult housing market. In fact, even the usual busy spring and summer buying seasons were unusually slow this year.

While $500,000 once stretched much further, in many cities today, it's not nearly enough. But what about Poughkeepsie?

To find out, Redfin Real Estate found listings near the $500,000 mark to see what types of homes you can actually afford in Poughkeepsie right now. Listings below $500,000 were included if necessary.

24 Jewett Ave, Poughkeepsie, NY 12601
- Price: $499,900
- 7 bedrooms, 3 bathrooms
- Square feet: 2,556
- See 24 Jewett Ave, Poughkeepsie, NY 12601 on Redfin.com

11 Queen St, New Windsor, NY 12553
- Price: $499,999
- 5 bedrooms, 3 bathrooms
- Square feet: 2,400
- See 11 Queen St, New Windsor, NY 12553 on Redfin.com

1 Miron Dr, Poughkeepsie, NY 12603
- Price: $500,000
- 5 bedrooms, 2.5 bathrooms
- Square feet: 2,688
- See 1 Miron Dr, Poughkeepsie, NY 12603 on Redfin.com

35 Sheldon Dr, Poughkeepsie, NY 12603
- Price: $499,000
- 5 bedrooms, 2 bathrooms
- Square feet: 2,229
- See 35 Sheldon Dr, Poughkeepsie, NY 12603 on Redfin.com

152 Bart Dr, Poughkeepsie, NY 12603
- Price: $500,000
- 4 bedrooms, 3.5 bathrooms
- Square feet: 2,425
- See 152 Bart Dr, Poughkeepsie, NY 12603 on Redfin.com

612 Shoddy Hollow Rd, Middletown, NY 10940
- Price: $499,999
- 4 bedrooms, 3 bathrooms
- Square feet: 2,160
- See 612 Shoddy Hollow Rd, Middletown, NY 10940 on Redfin.com

10 Neversink Ave, Port Jervis, NY 12771
- Price: $499,900
- 4 bedrooms, 3 bathrooms
- Square feet: 1,932
- See 10 Neversink Ave, Port Jervis, NY 12771 on Redfin.com

118 Mineral Springs Rd, Highland Mills, NY 10930
- Price: $499,999
- 4 bedrooms, 2 bathrooms
- Square feet: 1,844
- See 118 Mineral Springs Rd, Highland Mills, NY 10930 on Redfin.com

130 Spring St, Goshen, NY 10924
- Price: $499,999
- 4 bedrooms, 2 bathrooms
- Square feet: 1,644
- See 130 Spring St, Goshen, NY 10924 on Redfin.com

1168 County Route 12, New Hampton, NY 10958
- Price: $499,999
- 4 bedrooms, 1.5 bathrooms
- Square feet: 2,419
- See 1168 County Route 12, New Hampton, NY 10958 on Redfin.com

54 Hudson View Ter, Hyde Park, NY 12538
- Price: $499,900
- 3 bedrooms, 3.5 bathrooms
- Square feet: 1,732
- See 54 Hudson View Ter, Hyde Park, NY 12538 on Redfin.com

107 Oak Ridge Rd, Hopewell Junction, NY 12533
- Price: $500,000
- 3 bedrooms, 3 bathrooms
- Square feet: 2,223
- See 107 Oak Ridge Rd, Hopewell Junction, NY 12533 on Redfin.com

97 Colden Hill Rd, Newburgh, NY 12550
- Price: $499,999
- 3 bedrooms, 3 bathrooms
- Square feet: 2,016
- See 97 Colden Hill Rd, Newburgh, NY 12550 on Redfin.com

23 Wild Turkey Run, Wappingers Falls, NY 12590
- Price: $500,000
- 3 bedrooms, 2.5 bathrooms
- Square feet: 2,500
- See 23 Wild Turkey Run, Wappingers Falls, NY 12590 on Redfin.com

6204 High Ridge Ct, Wappingers Falls, NY 12590
- Price: $499,000
- 3 bedrooms, 2.5 bathrooms
- Square feet: 2,450
- See 6204 High Ridge Ct, Wappingers Falls, NY 12590 on Redfin.com

119 Clark Pl, Maybrook, NY 12543
- Price: $499,000
- 3 bedrooms, 2.5 bathrooms
- Square feet: 1,500
- See 119 Clark Pl, Maybrook, NY 12543 on Redfin.com

64 Homestead Ln, Otisville, NY 10963
- Price: $499,900
- 3 bedrooms, 2 bathrooms
- Square feet: 2,576
- See 64 Homestead Ln, Otisville, NY 10963 on Redfin.com

64 Edgemere Ave, Greenwood Lake, NY 10925
- Price: $499,999
- 3 bedrooms, 2 bathrooms
- Square feet: 1,974
- See 64 Edgemere Ave, Greenwood Lake, NY 10925 on Redfin.com

8 Jonathan Dr, Staatsburg, NY 12580
- Price: $499,500
- 3 bedrooms, 2 bathrooms
- Square feet: 1,843
- See 8 Jonathan Dr, Staatsburg, NY 12580 on Redfin.com

496 Minisink Tpke, Port Jervis, NY 12771
- Price: $499,900
- 3 bedrooms, 2 bathrooms
- Square feet: 1,444
- See 496 Minisink Tpke, Port Jervis, NY 12771 on Redfin.com

4 Verplanck Ave, Hopewell Junction, NY 12533
- Price: $499,999
- 3 bedrooms, 2 bathrooms
- Square feet: 1,428
- See 4 Verplanck Ave, Hopewell Junction, NY 12533 on Redfin.com

20 N Main St, Monroe, NY 10950
- Price: $500,000
- 3 bedrooms, 2 bathrooms
- Square feet: 1,272
- See 20 N Main St, Monroe, NY 10950 on Redfin.com

512 High St, Monroe, NY 10950
- Price: $499,999
- 3 bedrooms, 2 bathrooms
- Square feet: 960
- See 512 High St, Monroe, NY 10950 on Redfin.com

43 Briarcliff Ave, Poughkeepsie, NY 12603
- Price: $499,900
- 3 bedrooms, 1.5 bathrooms
- Square feet: 2,529
- See 43 Briarcliff Ave, Poughkeepsie, NY 12603 on Redfin.com

307 Route 17K, Newburgh, NY 12550
- Price: $499,900
- 3 bedrooms, 1.5 bathrooms
- Square feet: 2,228
- See 307 Route 17K, Newburgh, NY 12550 on Redfin.com

2123 New Hackensack Rd, Poughkeepsie, NY 12603
- Price: $499,900
- 3 bedrooms, 1.5 bathrooms
- Square feet: 1,824
- See 2123 New Hackensack Rd, Poughkeepsie, NY 12603 on Redfin.com

11 Boxwood Close, Hopewell Junction, NY 12533
- Price: $499,999
- 3 bedrooms, 1.5 bathrooms
- Square feet: 1,762
- See 11 Boxwood Close, Hopewell Junction, NY 12533 on Redfin.com

42 Raymond Dr, Port Jervis, NY 12771
- Price: $500,000
- 3 bedrooms, 1 bathroom
- Square feet: 1,220
- See 42 Raymond Dr, Port Jervis, NY 12771 on Redfin.com

34 Whitehead Rd, Sparrow Bush, NY 12780
- Price: $499,999
- 3 bedrooms, 1 bathroom
- Square feet: 1,152
- See 34 Whitehead Rd, Sparrow Bush, NY 12780 on Redfin.com

2 Peter Turner Rd, Monroe, NY 10950
- Price: $500,000
- 2 bedrooms, 3 bathrooms
- Square feet: 2,176
- See 2 Peter Turner Rd, Monroe, NY 10950 on Redfin.com

Trending Now