3 Most Overpriced East Coast Retirement Towns Projected for 2025

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As the real estate market continues to evolve, certain East Coast retirement destinations are becoming increasingly unaffordable. Here’s what experts are saying about which towns might not be worth their high price tags in 2025.
Hilton Head, South Carolina
According to Thomas J. Brock, CFA and expert at Annuity.org, Hilton Head tops the list with average home prices exceeding $750,000 — more than double South Carolina’s median home price of $300,000. “The premium is a clear reflection of the island’s renowned golf courses, beaches, restaurants and shops,” notes Brock. “Unfortunately, the high cost of living puts this town out of reach for most retirees.”
Savannah, Georgia
Tim Choate, founder and CEO of RedAwning.com, warns that Savannah is becoming increasingly overpriced. “Its historic charm, coupled with a burgeoning culinary scene, is drawing more attention,” he explained. The rising demand from both retirees and investors is driving property prices higher than ever.
Charleston, South Carolina
“The city’s combination of rich history, coastal living and cultural amenities makes it exceptionally attractive,” Choate noted. However, he shares that the housing market isn’t expanding quickly enough to meet growing interest. This leads to inflated prices that might not represent true value for retirees.
Portland, Maine
According to Choate, Portland’s beautiful landscape and quality of life are driving up prices beyond what many retirees can afford. A surge in property demand indicates values will continue rising through 2025, potentially pricing out many potential residents.
More Affordable Alternatives
Both experts think there are some attractive-looking alternatives to consider. They look to cities like St. Augustine, Florida, and Beaufort, South Carolina, which offer similar coastal charm and city amenities at more reasonable prices. These towns provide “rich histories, scenic beauty and the relaxed pace that many retirees seek without the hefty price tag,” according to Choate.