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Quaint town just 90 minutes from NYC named one of the best places in the US to retire

News RoomBy News RoomSeptember 6, 2025No Comments2 Mins Read
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Quaint town just 90 minutes from NYC named one of the best places in the US to retire
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New Yorkers ready to retire and leave the bustle of the big city need not travel far.

Milford, Connecticut, a quiet, quaint coastal community just 90 minutes from Manhattan, has just been named one of the top towns in America for upper-middle-class retirees.

The seaside town was ranked third in a new list compiled by GOBankingRates, which looked at livability scores and the annual cost of living in areas with a larger-than-average population of people over 65.

Using the Pew Research Center’s definition of “middle-class,” they designated upper-middle-class communities as ones where the annual cost of living comfortably ranged from $120,896 to $155,438.

Dover, New Hampshire, was named the top US town for upper-middle-class retirees, thanks to its outstanding livability scores and the fact that there are no taxes on Social Security payments.

Laguna Woods, California, came in second — a surprising fact given that it’s located in notoriously pricey Orange County.

However, the SoCal enclave is one of the most affordable in the area, as it’s an age-restricted community for people aged 55 and over. The average home value there is $536,665, while in Laguna Beach — just a 12-minute drive away — the average home value is around $3.3 million.

Meanwhile, Milford was ranked third, with an overall livability score of 88, thanks to its access to amenities, low-crime rate, and civic-minded spirit.

The town hosts several parades and festivals over the course of the year, including its famed annual Oyster Festival each August.

The average home value in Milford $530,266, while the annual cost of living comfortably is $127,612.

The GOBankingRates list featured 50 towns, with only a handful of other Northeast towns making the cut.

Portland, Maine, was named the eighth top town for upper-middle-class retirees, while Saratoga Springs, New York, came in at number 30.

Top 10 US Towns of Upper-Middle-Class Retirees

  1. Dover, New Hampshire
  2. Laguna Hills, California
  3. Milford, Connecticut
  4. Ashland, Oregon
  5. Wheaton, Illinois
  6. Coconut Creek, Florida
  7. Coeur d’Alene, Idaho
  8. Portland, Maine
  9. Arlington Heights, Illinois
  10. Royal Palm Beach, Florida

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