Owning a second home is a symbol of success for many, providing a private escape or a potential source of rental income. However, the dream of buying in some of North America’s most desirable locales can come with a steep price tag. Here’s a countdown of the 20 most expensive cities to buy a second home, highlighting the costs and unique benefits of each location.
20. Charleston, South Carolina
Charleston’s historic charm, excellent cuisine, and cobblestone streets make it a coveted spot for a second home. While the city’s cultural richness is a big draw, properties in the historic district can run upwards of $750,000, reflecting the city’s desirability and the premium on historic homes.
19. San Miguel de Allende, Mexico
This colonial-era city in Mexico’s central highlands is famed for its stunning architecture and vibrant arts scene. U.S. residents find its lower cost of living attractive, though prime real estate in this UNESCO World Heritage site can easily reach $1 million, offering a blend of luxury and cultural immersion.
18. Victoria, British Columbia
Victoria boasts mild weather, outdoor activities, and British charm. Owning a second home here means enjoying Canada’s natural beauty with the added bonus of relatively lower property taxes for foreigners. However, waterfront properties often exceed the $1 million mark.
17. Lake Tahoe, California/Nevada
Straddling California and Nevada, Lake Tahoe offers year-round outdoor recreation. The cost for a second home here, especially with lake views or access, can surpass $1 million, but owners benefit from Nevada’s tax advantages on the eastern shore.
16. Napa Valley, California
Napa’s appeal lies in its world-renowned vineyards and gourmet food scene. A second home in wine country can be quite costly, with prices averaging around $1.2 million. However, the region’s natural beauty and investment potential in rental income can justify the expense.
15. Boston, Massachusetts
Boston’s rich history, prestigious universities, and cultural offerings make it a sought-after location for a second home. Be prepared for the city’s high property costs, with downtown areas commanding prices over $1 million, alongside Massachusetts’ relatively high property taxes.
14. Aspen, Colorado
Aspen is synonymous with luxury ski vacations. The cost of owning here reflects its status as a premier winter destination, with properties often exceeding $2 million. Despite the high entry cost, Aspen’s real estate is a strong investment, given its popularity and limited development space.
13. Los Cabos, Mexico
Offering a picturesque desert-meets-sea setting, Los Cabos is a favorite among U.S. residents for its luxury resorts and golf courses. Oceanfront properties can cost well over $1 million, but the area’s growing tourism and rental market make it an attractive investment.
12. Toronto, Ontario
Canada’s largest city is a cultural and financial hub with a diverse population. The real estate market here is competitive, with luxury properties in desirable neighborhoods like Yorkville and The Annex averaging around $2 million. Toronto’s world-class amenities and stable market may offset the high cost for some investors.
11. Vancouver, British Columbia
Known for its stunning natural scenery and high quality of life, Vancouver has one of Canada’s hottest real estate markets. Foreign buyers face an additional property transfer tax, with waterfront or downtown properties often exceeding $2.5 million.
10. San Francisco, California
The tech boom has made San Francisco one of the most expensive cities in the U.S. for real estate, with average prices in prime neighborhoods like Pacific Heights surpassing $3 million. The city’s cultural vibrancy and tech industry opportunities can make the investment worthwhile.
9. Los Angeles, California
The allure of Hollywood, beautiful weather, and an expansive art scene make L.A. a top choice for a second home. Prime locations like Beverly Hills and Malibu see properties ranging from $3 to $10 million, offering luxury living and a potentially lucrative rental market.
8. Washington, D.C.
The nation’s capital offers historical significance, political intrigue, and cultural wealth. Prime areas like Georgetown command high prices, with homes averaging around $2 million. The city’s status and cultural amenities add to its appeal for a second home.
7. New York City, New York
The epitome of urban living, NYC is famously expensive, with Manhattan apartments often exceeding $2 million. The city’s unparalleled cultural, dining, and entertainment options make it a perennially desirable location despite the high cost.
6. Miami, Florida
Miami’s vibrant nightlife, stunning beaches, and thriving art scene make it a popular choice for a second home, especially among international buyers. Waterfront properties in areas like Miami Beach can run upwards of $2 million, but the city’s growth and status as a cultural hub offer significant appeal.
5. Palm Beach, Florida
Known for its opulent estates and high-profile residents, Palm Beach offers exclusivity and luxury on the Atlantic coast. Second homes here can cost well over $5 million, but owning property in one of the wealthiest communities in the U.S. comes with its perks, including pristine beaches and top-tier shopping.
4. Seattle, Washington
With its booming tech industry and stunning natural surroundings, Seattle’s real estate market has skyrocketed. Waterfront properties or homes with views of the Puget Sound can exceed $3 million. The city’s blend of urban amenities and access to outdoor activities makes it a sought-after location for tech professionals and nature enthusiasts alike.
3. Honolulu, Hawaii
Owning a second home in Honolulu offers a paradise setting with a price tag to match. Beachfront properties can easily reach $5 million, reflecting the city’s desirability for its beautiful landscapes, rich culture, and pleasant climate. Despite the high cost, the investment returns in quality of life are unparalleled.
2. San Diego, California
San Diego’s appeal lies in its year-round sunny weather, beautiful beaches, and laid-back lifestyle. Luxury properties, especially those with ocean views or located in neighborhoods like La Jolla, often sell for $4 million and up. The city’s military presence and booming biotech industry continue to drive its high-end real estate market.
1. The Hamptons, New York
The epitome of luxury and exclusivity on the East Coast, The Hamptons is the most expensive location for a second home. With properties often starting at $5 million and soaring much higher, owning a home here is a symbol of ultimate success. The Hamptons offer a serene escape with beautiful beaches, high-end dining, and an elite social scene, making it a prized location for those who can afford the lavish lifestyle.
Life of Luxury
Owning a second home in these locations is about more than just real estate; it’s an investment in a lifestyle. Whether it’s the cultural richness of city life or the tranquility of a beachside retreat, each of these cities offers unique benefits that justify their costs for those seeking luxury, convenience, and a change of scenery from their primary residence.
Featured Image Credit: Shutterstock / romakoma.
The content of this article is for informational purposes only and does not constitute or replace professional financial advice.
The images used are for illustrative purposes only and may not represent the actual people or places mentioned in the article.
For transparency, this content was partly developed with AI assistance and carefully curated by an experienced editor to be informative and ensure accuracy.
