Stacker
1 / 27#27. Bethany, CT
- 1-year price change: -$406 (-0.1%)
- 5-year price change: +$157,235 (+38.6%)
- Typical home value: $564,372 (#6 most expensive city in metro)
Cities with the fastest-growing home prices in the New Haven metro area
The real estate frenzy spurred by the coronavirus pandemic continues, though at a slower pace. Buyers are still competing for a limited supply of housing, driving up prices for affordable properties.
The typical home value in the United States was $369,678 in August, 1.3% higher than the year before.
Increasing mortgage rates have slowed growth, with prices even declining in some places. But some areas are still seeing price jumps compared to the year before.
Stacker compiled a list of cities with the most expensive homes in the New Haven-Milford, CT metro area using data from Zillow. Charts show the monthly typical home value since January 2018.
You may also like: Cities with the most expensive homes in the New Haven metro area
Stacker
2 / 27#26. Southbury, CT
- 1-year price change: +$1,469 (+0.3%)
- 5-year price change: +$109,108 (+31.7%)
- Typical home value: $453,713 (#14 most expensive city in metro)
Stacker
3 / 27#25. Orange, CT
- 1-year price change: +$5,822 (+0.9%)
- 5-year price change: +$172,686 (+37.4%)
- Typical home value: $634,325 (#4 most expensive city in metro)
Stacker
4 / 27#24. Beacon Falls, CT
- 1-year price change: +$7,653 (+1.8%)
- 5-year price change: +$115,768 (+37.2%)
- Typical home value: $427,081 (#16 most expensive city in metro)
Stacker
5 / 27#23. Waterbury, CT
- 1-year price change: +$9,460 (+3.4%)
- 5-year price change: +$109,058 (+61.1%)
- Typical home value: $287,514 (#27 most expensive city in metro)
You may also like: Car insurance rates in New Haven October 2025
Stacker
6 / 27#22. Middlebury, CT
- 1-year price change: +$10,102 (+1.9%)
- 5-year price change: +$150,395 (+37.5%)
- Typical home value: $551,507 (#7 most expensive city in metro)
Stacker
7 / 27#21. Wolcott, CT
- 1-year price change: +$10,261 (+2.7%)
- 5-year price change: +$106,860 (+37.2%)
- Typical home value: $393,894 (#18 most expensive city in metro)
Stacker
8 / 27#20. Derby, CT
- 1-year price change: +$10,613 (+3.2%)
- 5-year price change: +$99,239 (+40.7%)
- Typical home value: $343,257 (#24 most expensive city in metro)
Stacker
9 / 27#19. East Haven, CT
- 1-year price change: +$11,540 (+3.3%)
- 5-year price change: +$103,655 (+39.7%)
- Typical home value: $364,482 (#22 most expensive city in metro)
Stacker
10 / 27#18. Naugatuck, CT
- 1-year price change: +$11,912 (+3.5%)
- 5-year price change: +$108,667 (+44.3%)
- Typical home value: $353,857 (#23 most expensive city in metro)
You may also like: Most expensive homes for sale in New Haven
Stacker
11 / 27#17. Ansonia, CT
- 1-year price change: +$13,310 (+3.6%)
- 5-year price change: +$116,399 (+43.2%)
- Typical home value: $385,949 (#19 most expensive city in metro)
Stacker
12 / 27#16. Meriden, CT
- 1-year price change: +$14,026 (+4.5%)
- 5-year price change: +$105,722 (+47.5%)
- Typical home value: $328,086 (#26 most expensive city in metro)
Stacker
13 / 27#15. Hamden, CT
- 1-year price change: +$19,516 (+5.5%)
- 5-year price change: +$105,449 (+39.6%)
- Typical home value: $371,722 (#20 most expensive city in metro)
Stacker
14 / 27#14. New Haven, CT
- 1-year price change: +$19,598 (+6.1%)
- 5-year price change: +$95,908 (+39.4%)
- Typical home value: $339,182 (#25 most expensive city in metro)
Stacker
15 / 27#13. Milford, CT
- 1-year price change: +$22,640 (+4.6%)
- 5-year price change: +$146,004 (+40.0%)
- Typical home value: $510,828 (#9 most expensive city in metro)
You may also like: The most expensive neighborhoods in New Haven
Stacker
16 / 27#12. Cheshire, CT
- 1-year price change: +$23,027 (+4.5%)
- 5-year price change: +$158,776 (+41.8%)
- Typical home value: $538,913 (#8 most expensive city in metro)
Stacker
17 / 27#11. North Haven, CT
- 1-year price change: +$23,725 (+5.3%)
- 5-year price change: +$123,764 (+35.2%)
- Typical home value: $475,604 (#11 most expensive city in metro)
Stacker
18 / 27#10. West Haven, CT
- 1-year price change: +$26,436 (+7.8%)
- 5-year price change: +$113,773 (+45.0%)
- Typical home value: $366,562 (#21 most expensive city in metro)
Stacker
19 / 27#9. Seymour, CT
- 1-year price change: +$26,593 (+6.7%)
- 5-year price change: +$128,463 (+43.7%)
- Typical home value: $422,329 (#17 most expensive city in metro)
Stacker
20 / 27#8. Madison, CT
- 1-year price change: +$26,806 (+3.8%)
- 5-year price change: +$227,243 (+45.6%)
- Typical home value: $725,251 (#1 most expensive city in metro)
You may also like: New Haven's 2025 housing market year in review
Stacker
21 / 27#7. Guilford, CT
- 1-year price change: +$27,640 (+4.5%)
- 5-year price change: +$176,689 (+38.0%)
- Typical home value: $641,321 (#3 most expensive city in metro)
Stacker
22 / 27#6. Wallingford, CT
- 1-year price change: +$27,959 (+7.0%)
- 5-year price change: +$125,993 (+41.4%)
- Typical home value: $430,224 (#15 most expensive city in metro)
Stacker
23 / 27#5. Branford, CT
- 1-year price change: +$30,175 (+6.9%)
- 5-year price change: +$141,335 (+43.1%)
- Typical home value: $468,924 (#13 most expensive city in metro)
Stacker
24 / 27#4. Prospect, CT
- 1-year price change: +$32,646 (+7.4%)
- 5-year price change: +$133,974 (+39.7%)
- Typical home value: $471,253 (#12 most expensive city in metro)
Stacker
25 / 27#3. North Branford, CT
- 1-year price change: +$37,128 (+8.3%)
- 5-year price change: +$138,403 (+40.3%)
- Typical home value: $482,011 (#10 most expensive city in metro)
You may also like: Is it cheaper to buy or rent in New Haven in 2026?
Stacker
26 / 27#2. Oxford, CT
- 1-year price change: +$45,016 (+8.2%)
- 5-year price change: +$185,314 (+45.1%)
- Typical home value: $596,488 (#5 most expensive city in metro)
Stacker
27 / 27#1. Woodbridge, CT
- 1-year price change: +$57,773 (+8.9%)
- 5-year price change: +$226,656 (+47.0%)
- Typical home value: $708,607 (#2 most expensive city in metro)
