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1 / 30#30. Monroe
- Typical home value: $635,550
- 1-year price change: +8.8%
- 5-year price change: +39.3%
- Metro area: Bridgeport-Stamford-Norwalk, CT
Cities with the most expensive homes in Connecticut
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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 $366,913 in September, 1.0% higher than the year before.
High mortgage rates are also making monthly payments more expensive; as of October 15, the sits at 7.4%.
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 Connecticut using data from . Cities are ranked by the Zillow Home Values Index for all homes as of September 2026. The charts in this story were created automatically using .
Metros with the most cities in the top 30 in Connecticut
#1. Bridgeport-Stamford-Norwalk, CT: 16
#2. Torrington, CT: 8
#3. Norwich-New London, CT: 3
#4. New Haven-Milford, CT: 2
#5. Hartford-East Hartford-Middletown, CT: 1
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2 / 30#29. Stonington
- Typical home value: $645,362
- 1-year price change: +8.8%
- 5-year price change: +47.3%
- Metro area: Norwich-New London, CT
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3 / 30#28. Warren
- Typical home value: $650,371
- 1-year price change: +2.1%
- 5-year price change: +15.5%
- Metro area: Torrington, CT
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4 / 30#27. Newtown
- Typical home value: $659,115
- 1-year price change: +4.2%
- 5-year price change: +35.3%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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5 / 30#26. Cornwall
- Typical home value: $663,386
- 1-year price change: +2.3%
- 5-year price change: +21.4%
- Metro area: Torrington, CT
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6 / 30#25. Norwalk
- Typical home value: $667,722
- 1-year price change: +5.9%
- 5-year price change: +39.5%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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7 / 30#24. Trumbull
- Typical home value: $674,512
- 1-year price change: +5.0%
- 5-year price change: +38.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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8 / 30#23. Old Lyme
- Typical home value: $678,281
- 1-year price change: +12.1%
- 5-year price change: +48.4%
- Metro area: Norwich-New London, CT
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9 / 30#22. Sharon
- Typical home value: $683,821
- 1-year price change: +2.8%
- 5-year price change: +40.1%
- Metro area: Torrington, CT
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10 / 30#21. Old Saybrook
- Typical home value: $699,005
- 1-year price change: +5.3%
- 5-year price change: +52.0%
- Metro area: Hartford-East Hartford-Middletown, CT
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11 / 30#20. Woodbridge
- Typical home value: $702,348
- 1-year price change: +9.3%
- 5-year price change: +47.7%
- Metro area: New Haven-Milford, CT
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12 / 30#19. New Preston
- Typical home value: $704,005
- 1-year price change: +4.5%
- 5-year price change: +39.0%
- Metro area: Torrington, CT
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13 / 30#18. Sherman
- Typical home value: $711,662
- 1-year price change: +3.6%
- 5-year price change: +27.3%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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14 / 30#17. Stamford
- Typical home value: $717,654
- 1-year price change: +7.9%
- 5-year price change: +40.7%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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15 / 30#16. Madison
- Typical home value: $721,076
- 1-year price change: +4.0%
- 5-year price change: +46.6%
- Metro area: New Haven-Milford, CT
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16 / 30#15. Bridgewater
- Typical home value: $734,287
- 1-year price change: +0.8%
- 5-year price change: +23.2%
- Metro area: Torrington, CT
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17 / 30#14. Lyme
- Typical home value: $802,077
- 1-year price change: +7.2%
- 5-year price change: +36.1%
- Metro area: Norwich-New London, CT
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18 / 30#13. Redding
- Typical home value: $867,606
- 1-year price change: +4.0%
- 5-year price change: +37.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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19 / 30#12. Salisbury
- Typical home value: $920,613
- 1-year price change: +4.8%
- 5-year price change: +30.2%
- Metro area: Torrington, CT
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20 / 30#11. Roxbury
- Typical home value: $959,927
- 1-year price change: +3.7%
- 5-year price change: +20.9%
- Metro area: Torrington, CT
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21 / 30#10. Easton
- Typical home value: $981,480
- 1-year price change: +6.4%
- 5-year price change: +35.6%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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22 / 30#9. Fairfield
- Typical home value: $994,787
- 1-year price change: +9.1%
- 5-year price change: +44.9%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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23 / 30#8. Ridgefield
- Typical home value: $1,011,511
- 1-year price change: +7.8%
- 5-year price change: +45.7%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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24 / 30#7. Washington
- Typical home value: $1,060,664
- 1-year price change: +4.6%
- 5-year price change: +32.6%
- Metro area: Torrington, CT
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25 / 30#6. Wilton
- Typical home value: $1,272,821
- 1-year price change: +8.4%
- 5-year price change: +47.9%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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26 / 30#5. Weston
- Typical home value: $1,386,419
- 1-year price change: +6.7%
- 5-year price change: +44.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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27 / 30#4. Westport
- Typical home value: $2,071,909
- 1-year price change: +10.8%
- 5-year price change: +51.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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28 / 30#3. New Canaan
- Typical home value: $2,231,802
- 1-year price change: +13.5%
- 5-year price change: +57.6%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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29 / 30#2. Greenwich
- Typical home value: $2,373,259
- 1-year price change: +14.0%
- 5-year price change: +50.6%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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30 / 30#1. Darien
- Typical home value: $2,474,421
- 1-year price change: +14.5%
- 5-year price change: +62.5%
- Metro area: Bridgeport-Stamford-Norwalk, CT
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