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

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October 2, 2025
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This story was produced by Redfin Real Estate and reviewed and distributed by Stacker Media.

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

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 New Haven?

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

393 Newhall St, New Haven, CT 06511
- Price: $499,000
- 8 bedrooms, 3 bathrooms
- Square feet: 2,831
- See 393 Newhall St, New Haven, CT 06511 on Redfin.com

93 Whitewood Rd, Waterbury, CT 06708
- Price: $499,000
- 6 bedrooms, 4.5 bathrooms
- Square feet: 3,294
- See 93 Whitewood Rd, Waterbury, CT 06708 on Redfin.com

83 Whitewood Rd, Waterbury, CT 06708
- Price: $499,000
- 6 bedrooms, 4.5 bathrooms
- Square feet: 3,294
- See 83 Whitewood Rd, Waterbury, CT 06708 on Redfin.com

115 Atwater Ave, Derby, CT 06418
- Price: $499,000
- 6 bedrooms, 2 bathrooms
- Square feet: 3,318
- See 115 Atwater Ave, Derby, CT 06418 on Redfin.com

327 Center St, West Haven, CT 06516
- Price: $499,000
- 6 bedrooms, 2 bathrooms
- Square feet: 2,683
- See 327 Center St, West Haven, CT 06516 on Redfin.com

167 Bamford Ave, Waterbury, CT 06708
- Price: $499,900
- 5 bedrooms, 3 bathrooms
- Square feet: 3,406
- See 167 Bamford Ave, Waterbury, CT 06708 on Redfin.com

47 Hawkins St, Derby, CT 06418
- Price: $499,000
- 5 bedrooms, 3 bathrooms
- Square feet: 1,672
- See 47 Hawkins St, Derby, CT 06418 on Redfin.com

145 Frost Rd, Waterbury, CT 06705
- Price: $500,000
- 5 bedrooms, 3 bathrooms
- Square feet: 1,421
- See 145 Frost Rd, Waterbury, CT 06705 on Redfin.com

82 Main St, West Haven, CT 06516
- Price: $499,900
- 5 bedrooms, 2 bathrooms
- Square feet: 2,787
- See 82 Main St, West Haven, CT 06516 on Redfin.com

249 Hawthorne Ave, Derby, CT 06418
- Price: $499,900
- 4 bedrooms, 2.5 bathrooms
- Square feet: 2,570
- See 249 Hawthorne Ave, Derby, CT 06418 on Redfin.com

1281 Durham Rd, Madison, CT 06443
- Price: $499,900
- 4 bedrooms, 2.5 bathrooms
- Square feet: 2,192
- See 1281 Durham Rd, Madison, CT 06443 on Redfin.com

190 Auburn St, Naugatuck, CT 06770
- Price: $499,900
- 4 bedrooms, 2.5 bathrooms
- Square feet: 2,051
- See 190 Auburn St, Naugatuck, CT 06770 on Redfin.com

29 Great Hill Rd, Seymour, CT 06483
- Price: $499,900
- 4 bedrooms, 2 bathrooms
- Square feet: 2,320
- See 29 Great Hill Rd, Seymour, CT 06483 on Redfin.com

1446 Ella T Grasso Blvd, New Haven, CT 06511
- Price: $499,000
- 4 bedrooms, 2 bathrooms
- Square feet: 1,917
- See 1446 Ella T Grasso Blvd, New Haven, CT 06511 on Redfin.com

72 Plains Rd, Milford, CT 06461
- Price: $499,900
- 4 bedrooms, 2 bathrooms
- Square feet: 1,560
- See 72 Plains Rd, Milford, CT 06461 on Redfin.com

265 Bridgeport Ave, Milford, CT 06460
- Price: $499,000
- 3 bedrooms, 3 bathrooms
- Square feet: 2,014
- See 265 Bridgeport Ave, Milford, CT 06460 on Redfin.com

66 Dana Ln, Meriden, CT 06451
- Price: $500,000
- 3 bedrooms, 2.5 bathrooms
- Square feet: 2,067
- See 66 Dana Ln, Meriden, CT 06451 on Redfin.com

822 New Haven Ave, Milford, CT 06460
- Price: $499,900
- 3 bedrooms, 2.5 bathrooms
- Square feet: 2,032
- See 822 New Haven Ave, Milford, CT 06460 on Redfin.com

25 Summer Pl, Milford, CT 06460
- Price: $499,999
- 3 bedrooms, 2.5 bathrooms
- Square feet: 1,540
- See 25 Summer Pl, Milford, CT 06460 on Redfin.com

631 High St, Naugatuck, CT 06770
- Price: $499,000
- 3 bedrooms, 2 bathrooms
- Square feet: 2,951
- See 631 High St, Naugatuck, CT 06770 on Redfin.com

11 Garfield Ave, North Haven, CT 06473
- Price: $499,999
- 3 bedrooms, 2 bathrooms
- Square feet: 2,348
- See 11 Garfield Ave, North Haven, CT 06473 on Redfin.com

310 Hart Rd, Guilford, CT 06437
- Price: $499,900
- 3 bedrooms, 2 bathrooms
- Square feet: 1,883
- See 310 Hart Rd, Guilford, CT 06437 on Redfin.com

775 Milford Point Rd, Milford, CT 06460
- Price: $499,900
- 3 bedrooms, 2 bathrooms
- Square feet: 1,523
- See 775 Milford Point Rd, Milford, CT 06460 on Redfin.com

426 City Hill St, Naugatuck, CT 06770
- Price: $499,000
- 2 bedrooms, 2.5 bathrooms
- Square feet: 4,128
- See 426 City Hill St, Naugatuck, CT 06770 on Redfin.com

190 Allerton Farms Rd, Middlebury, CT 06762
- Price: $499,900
- 2 bedrooms, 2.5 bathrooms
- Square feet: 1,744
- See 190 Allerton Farms Rd, Middlebury, CT 06762 on Redfin.com

42 Copper Hill Dr, Guilford, CT 06437
- Price: $499,999
- 2 bedrooms, 2 bathrooms
- Square feet: 1,459
- See 42 Copper Hill Dr, Guilford, CT 06437 on Redfin.com

2 Mansfield Grove Rd, East Haven, CT 06512
- Price: $499,900
- 2 bedrooms, 2 bathrooms
- Square feet: 1,280
- See 2 Mansfield Grove Rd, East Haven, CT 06512 on Redfin.com

40 Washington St, Milford, CT 06460
- Price: $499,000
- 2 bedrooms, 2 bathrooms
- Square feet: 1,143
- See 40 Washington St, Milford, CT 06460 on Redfin.com

21 Meadowside Rd, Milford, CT 06460
- Price: $499,900
- 2 bedrooms, 1 bathroom
- Square feet: 1,136
- See 21 Meadowside Rd, Milford, CT 06460 on Redfin.com

1668 New Haven Ave, Milford, CT 06460
- Price: $500,000
- 1 bedroom, 1 bathroom
- Square feet: 1,199
- See 1668 New Haven Ave, Milford, CT 06460 on Redfin.com

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