Cities with the most expensive homes in Connecticut

Written by:
March 20, 2026
Konstantin L // Shutterstock

Cities with the most expensive homes in Connecticut

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 $361,371 in February, 0.4% higher than the year before.

High mortgage rates are also making monthly payments more expensive; as of March 19, the sits at 6.22%.

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 February 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. New Haven-Milford, CT: 3
#4. Norwich-New London, CT: 2
#5. Hartford-East Hartford-Middletown, CT: 1

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#30. Monroe

- Typical home value: $606,428
- 1-year price change: +6.2%
- 5-year price change: +46.0%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#29. Orange

- Typical home value: $611,015
- 1-year price change: +2.5%
- 5-year price change: +47.3%
- Metro area: New Haven-Milford, CT

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#28. Warren

- Typical home value: $617,414
- 1-year price change: +1.0%
- 5-year price change: +26.7%
- Metro area: Torrington, CT

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#27. Old Lyme

- Typical home value: $621,822
- 1-year price change: +10.1%
- 5-year price change: +61.6%
- Metro area: Norwich-New London, CT

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#26. Newtown

- Typical home value: $634,008
- 1-year price change: +2.9%
- 5-year price change: +46.0%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#25. Norwalk

- Typical home value: $639,076
- 1-year price change: +5.2%
- 5-year price change: +41.4%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#24. Cornwall

- Typical home value: $639,681
- 1-year price change: +0.5%
- 5-year price change: +33.5%
- Metro area: Torrington, CT

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#23. Trumbull

- Typical home value: $645,954
- 1-year price change: +5.2%
- 5-year price change: +42.7%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#22. Old Saybrook

- Typical home value: $648,631
- 1-year price change: +5.0%
- 5-year price change: +58.5%
- Metro area: Hartford-East Hartford-Middletown, CT

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#21. Sharon

- Typical home value: $655,434
- 1-year price change: +5.0%
- 5-year price change: +56.5%
- Metro area: Torrington, CT

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#20. New Preston

- Typical home value: $662,056
- 1-year price change: +9.2%
- 5-year price change: +53.9%
- Metro area: Torrington, CT

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#19. Woodbridge

- Typical home value: $665,986
- 1-year price change: +6.1%
- 5-year price change: +54.6%
- Metro area: New Haven-Milford, CT

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#18. Sherman

- Typical home value: $677,045
- 1-year price change: +0.9%
- 5-year price change: +37.2%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#17. Madison

- Typical home value: $684,633
- 1-year price change: +5.3%
- 5-year price change: +57.6%
- Metro area: New Haven-Milford, CT

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#16. Stamford

- Typical home value: $684,684
- 1-year price change: +5.9%
- 5-year price change: +40.5%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#15. Bridgewater

- Typical home value: $704,345
- 1-year price change: +2.0%
- 5-year price change: +42.8%
- Metro area: Torrington, CT

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#14. Lyme

- Typical home value: $731,079
- 1-year price change: +1.6%
- 5-year price change: +45.9%
- Metro area: Norwich-New London, CT

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#13. Redding

- Typical home value: $834,234
- 1-year price change: +3.7%
- 5-year price change: +51.8%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#12. Salisbury

- Typical home value: $892,018
- 1-year price change: +3.3%
- 5-year price change: +45.9%
- Metro area: Torrington, CT

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#11. Roxbury

- Typical home value: $917,022
- 1-year price change: +1.5%
- 5-year price change: +42.1%
- Metro area: Torrington, CT

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#10. Fairfield

- Typical home value: $926,507
- 1-year price change: +6.1%
- 5-year price change: +48.4%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#9. Easton

- Typical home value: $927,365
- 1-year price change: +4.1%
- 5-year price change: +44.8%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#8. Ridgefield

- Typical home value: $953,119
- 1-year price change: +6.7%
- 5-year price change: +53.3%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#7. Washington

- Typical home value: $987,816
- 1-year price change: +5.2%
- 5-year price change: +51.0%
- Metro area: Torrington, CT

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#6. Wilton

- Typical home value: $1,193,391
- 1-year price change: +7.1%
- 5-year price change: +54.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#5. Weston

- Typical home value: $1,317,248
- 1-year price change: +7.3%
- 5-year price change: +60.9%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#4. Westport

- Typical home value: $1,937,341
- 1-year price change: +12.2%
- 5-year price change: +68.4%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#3. New Canaan

- Typical home value: $2,042,076
- 1-year price change: +11.1%
- 5-year price change: +65.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#2. Greenwich

- Typical home value: $2,195,451
- 1-year price change: +11.7%
- 5-year price change: +53.8%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#1. Darien

- Typical home value: $2,261,557
- 1-year price change: +12.2%
- 5-year price change: +65.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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