Cities with the most expensive homes in the New Haven metro area

Written by:
July 21, 2026
Konstantin L // Shutterstock

Cities with the most expensive homes in the New Haven metro area

Purchasing a home is one of the most important investments there is. More than a place to live, homeownership is an asset with the potential to tremendously rise in value. But with home prices reaching record heights, plays a huge role for buyers.

The typical home value in the United States was $372,057 in June, 1.1% higher than the year before.

High mortgage rates are also making monthly payments more expensive; as of July 16, the sits at 6.55%.

Although home prices have inflated all across the U.S., there are some cities that command a higher price tag than others. Location, size, age, and condition are all contributing factors to home value.

compiled a list of cities with the most expensive homes in the New Haven metro area using data from . Charts show the monthly typical home value since January 2018. All 27 cities and towns with data available were included in the list.

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#27. Waterbury, CT

- Typical home value: $289,392
- 1-year price change: +3.2%
- 5-year price change: +63.8%

2 / 27
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#26. Meriden, CT

- Typical home value: $329,605
- 1-year price change: +4.6%
- 5-year price change: +48.7%

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#25. New Haven, CT

- Typical home value: $340,803
- 1-year price change: +5.6%
- 5-year price change: +39.5%

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#24. Derby, CT

- Typical home value: $347,936
- 1-year price change: +3.6%
- 5-year price change: +43.2%

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#23. Naugatuck, CT

- Typical home value: $360,041
- 1-year price change: +3.6%
- 5-year price change: +46.5%

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#22. East Haven, CT

- Typical home value: $367,429
- 1-year price change: +3.1%
- 5-year price change: +40.6%

7 / 27
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#21. West Haven, CT

- Typical home value: $371,947
- 1-year price change: +7.2%
- 5-year price change: +46.7%

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#20. Hamden, CT

- Typical home value: $378,119
- 1-year price change: +5.7%
- 5-year price change: +41.2%

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#19. Ansonia, CT

- Typical home value: $390,491
- 1-year price change: +4.0%
- 5-year price change: +44.3%

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#18. Wolcott, CT

- Typical home value: $398,085
- 1-year price change: +2.6%
- 5-year price change: +38.1%

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#17. Seymour, CT

- Typical home value: $430,038
- 1-year price change: +6.8%
- 5-year price change: +45.6%

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#16. Wallingford, CT

- Typical home value: $432,432
- 1-year price change: +6.7%
- 5-year price change: +41.8%

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#15. Beacon Falls, CT

- Typical home value: $433,421
- 1-year price change: +1.9%
- 5-year price change: +38.5%

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#14. Southbury, CT

- Typical home value: $459,118
- 1-year price change: +0.1%
- 5-year price change: +34.4%

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#13. Branford, CT

- Typical home value: $474,054
- 1-year price change: +6.7%
- 5-year price change: +44.1%

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#12. Prospect, CT

- Typical home value: $477,181
- 1-year price change: +7.9%
- 5-year price change: +41.5%

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#11. North Haven, CT

- Typical home value: $483,738
- 1-year price change: +5.3%
- 5-year price change: +36.1%

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#10. North Branford, CT

- Typical home value: $486,909
- 1-year price change: +7.5%
- 5-year price change: +40.3%

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#9. Milford, CT

- Typical home value: $519,598
- 1-year price change: +4.6%
- 5-year price change: +41.7%

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#8. Cheshire, CT

- Typical home value: $547,088
- 1-year price change: +4.9%
- 5-year price change: +42.8%

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#7. Middlebury, CT

- Typical home value: $559,723
- 1-year price change: +2.4%
- 5-year price change: +39.8%

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#6. Bethany, CT

- Typical home value: $573,706
- 1-year price change: -0.1%
- 5-year price change: +39.5%

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#5. Oxford, CT

- Typical home value: $605,525
- 1-year price change: +8.3%
- 5-year price change: +46.4%

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#4. Guilford, CT

- Typical home value: $647,153
- 1-year price change: +4.5%
- 5-year price change: +39.4%

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#3. Orange, CT

- Typical home value: $648,783
- 1-year price change: +1.4%
- 5-year price change: +39.1%

26 / 27
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#2. Woodbridge, CT

- Typical home value: $721,763
- 1-year price change: +8.2%
- 5-year price change: +48.6%

27 / 27
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#1. Madison, CT

- Typical home value: $734,157
- 1-year price change: +3.5%
- 5-year price change: +46.9%

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