Cities with the most expensive homes in Connecticut

Written by:
May 19, 2026
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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 $366,712 in April, 0.7% higher than the year before.

High mortgage rates are also making monthly payments more expensive; as of May 14, the sits at 6.36%.

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 April 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. Orange

- Typical home value: $628,308
- 1-year price change: +1.6%
- 5-year price change: +43.2%
- Metro area: New Haven-Milford, CT

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#29. Warren

- Typical home value: $631,880
- 1-year price change: +1.6%
- 5-year price change: +20.6%
- Metro area: Torrington, CT

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#28. Monroe

- Typical home value: $637,272
- 1-year price change: +7.4%
- 5-year price change: +44.0%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#27. Cornwall

- Typical home value: $653,080
- 1-year price change: +2.2%
- 5-year price change: +27.8%
- Metro area: Torrington, CT

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#26. Newtown

- Typical home value: $656,766
- 1-year price change: +3.6%
- 5-year price change: +41.3%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#25. Old Lyme

- Typical home value: $657,236
- 1-year price change: +11.0%
- 5-year price change: +56.3%
- Metro area: Norwich-New London, CT

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#24. Norwalk

- Typical home value: $660,568
- 1-year price change: +5.0%
- 5-year price change: +39.0%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#23. Sharon

- Typical home value: $667,049
- 1-year price change: +3.0%
- 5-year price change: +47.6%
- Metro area: Torrington, CT

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#22. Trumbull

- Typical home value: $673,131
- 1-year price change: +5.5%
- 5-year price change: +39.5%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#21. Old Saybrook

- Typical home value: $677,878
- 1-year price change: +4.4%
- 5-year price change: +53.3%
- Metro area: Hartford-East Hartford-Middletown, CT

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#20. New Preston

- Typical home value: $680,049
- 1-year price change: +6.9%
- 5-year price change: +46.9%
- Metro area: Torrington, CT

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#19. Woodbridge

- Typical home value: $694,845
- 1-year price change: +7.3%
- 5-year price change: +51.6%
- Metro area: New Haven-Milford, CT

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#18. Sherman

- Typical home value: $704,708
- 1-year price change: +1.9%
- 5-year price change: +33.3%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#17. Stamford

- Typical home value: $708,498
- 1-year price change: +6.4%
- 5-year price change: +39.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#16. Madison

- Typical home value: $708,947
- 1-year price change: +4.2%
- 5-year price change: +52.2%
- Metro area: New Haven-Milford, CT

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#15. Bridgewater

- Typical home value: $717,644
- 1-year price change: +1.8%
- 5-year price change: +35.5%
- Metro area: Torrington, CT

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#14. Lyme

- Typical home value: $768,306
- 1-year price change: +2.9%
- 5-year price change: +40.7%
- Metro area: Norwich-New London, CT

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#13. Redding

- Typical home value: $863,634
- 1-year price change: +3.8%
- 5-year price change: +45.9%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#12. Salisbury

- Typical home value: $897,163
- 1-year price change: +3.9%
- 5-year price change: +39.6%
- Metro area: Torrington, CT

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#11. Roxbury

- Typical home value: $941,911
- 1-year price change: +2.5%
- 5-year price change: +36.5%
- Metro area: Torrington, CT

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#10. Easton

- Typical home value: $966,836
- 1-year price change: +5.0%
- 5-year price change: +40.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#9. Fairfield

- Typical home value: $968,058
- 1-year price change: +6.9%
- 5-year price change: +45.9%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#8. Ridgefield

- Typical home value: $994,761
- 1-year price change: +7.3%
- 5-year price change: +49.4%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#7. Washington

- Typical home value: $1,007,636
- 1-year price change: +3.5%
- 5-year price change: +44.4%
- Metro area: Torrington, CT

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#6. Wilton

- Typical home value: $1,251,800
- 1-year price change: +6.8%
- 5-year price change: +50.3%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#5. Weston

- Typical home value: $1,374,708
- 1-year price change: +6.2%
- 5-year price change: +54.8%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#4. Westport

- Typical home value: $2,026,288
- 1-year price change: +12.7%
- 5-year price change: +61.9%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#3. New Canaan

- Typical home value: $2,138,987
- 1-year price change: +10.8%
- 5-year price change: +61.2%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#2. Greenwich

- Typical home value: $2,300,120
- 1-year price change: +12.9%
- 5-year price change: +51.8%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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#1. Darien

- Typical home value: $2,361,506
- 1-year price change: +11.4%
- 5-year price change: +63.1%
- Metro area: Bridgeport-Stamford-Norwalk, CT

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