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

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January 27, 2026
Volodymyr Kyrylyuk // 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 $359,078 in December, 0.1% higher than the year before.

High mortgage rates are also making monthly payments more expensive; as of January 15, the sits at 6.06%.

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: $268,258
- 1-year price change: +3.3%
- 5-year price change: +87.6%

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#26. Meriden, CT

- Typical home value: $308,889
- 1-year price change: +4.9%
- 5-year price change: +62.9%

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#25. New Haven, CT

- Typical home value: $314,746
- 1-year price change: +4.2%
- 5-year price change: +49.7%

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#24. Derby, CT

- Typical home value: $328,671
- 1-year price change: +4.8%
- 5-year price change: +58.7%

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#23. Naugatuck, CT

- Typical home value: $336,145
- 1-year price change: +6.3%
- 5-year price change: +62.4%

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#22. West Haven, CT

- Typical home value: $340,067
- 1-year price change: +3.3%
- 5-year price change: +57.6%

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#21. East Haven, CT

- Typical home value: $342,545
- 1-year price change: +3.1%
- 5-year price change: +54.3%

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#20. Hamden, CT

- Typical home value: $351,789
- 1-year price change: +3.4%
- 5-year price change: +52.0%

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#19. Ansonia, CT

- Typical home value: $363,863
- 1-year price change: +4.8%
- 5-year price change: +57.5%

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#18. Wolcott, CT

- Typical home value: $369,587
- 1-year price change: +2.4%
- 5-year price change: +49.6%

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#17. Seymour, CT

- Typical home value: $392,818
- 1-year price change: +4.2%
- 5-year price change: +56.0%

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#16. Wallingford, CT

- Typical home value: $397,442
- 1-year price change: +4.5%
- 5-year price change: +49.2%

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#15. Beacon Falls, CT

- Typical home value: $402,150
- 1-year price change: +2.4%
- 5-year price change: +51.1%

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#14. Southbury, CT

- Typical home value: $432,546
- 1-year price change: -0.5%
- 5-year price change: +49.5%

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#13. Branford, CT

- Typical home value: $438,699
- 1-year price change: +4.4%
- 5-year price change: +51.4%

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#12. Prospect, CT

- Typical home value: $441,939
- 1-year price change: +6.2%
- 5-year price change: +50.0%

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#11. North Branford, CT

- Typical home value: $444,081
- 1-year price change: +3.4%
- 5-year price change: +46.3%

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#10. North Haven, CT

- Typical home value: $447,646
- 1-year price change: +4.0%
- 5-year price change: +46.2%

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#9. Milford, CT

- Typical home value: $477,564
- 1-year price change: +3.6%
- 5-year price change: +53.5%

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#8. Cheshire, CT

- Typical home value: $509,006
- 1-year price change: +6.4%
- 5-year price change: +54.8%

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#7. Middlebury, CT

- Typical home value: $532,096
- 1-year price change: +4.0%
- 5-year price change: +53.7%

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#6. Bethany, CT

- Typical home value: $538,002
- 1-year price change: +4.9%
- 5-year price change: +54.9%

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#5. Oxford, CT

- Typical home value: $560,735
- 1-year price change: +6.3%
- 5-year price change: +56.3%

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#4. Guilford, CT

- Typical home value: $600,938
- 1-year price change: +2.7%
- 5-year price change: +54.1%

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#3. Orange, CT

- Typical home value: $610,057
- 1-year price change: +5.1%
- 5-year price change: +53.6%

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#2. Woodbridge, CT

- Typical home value: $655,158
- 1-year price change: +2.8%
- 5-year price change: +55.8%

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#1. Madison, CT

- Typical home value: $685,115
- 1-year price change: +7.4%
- 5-year price change: +64.3%

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