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Living, Working, or Retiring in Costa Rica Escazu and Santa Ana

Thinking of moving to Costa Rica to live, work, or even retire? You are not alone. For decades, Costa Rica has attracted people from North America and Europe who are searching for a better quality of life, a warmer climate, affordable healthcare, and a more relaxed pace of living. Among all the regions in the country, Escazú and Santa Ana consistently rank at the very top for foreigners who want comfort, safety, and convenience without sacrificing the charm of Costa Rica.

Before diving into details about these two popular neighborhoods, let me share a bit of perspective. I first began visiting Costa Rica in 1968, long before it became a major international destination. Later, I made the decision to live there full-time beginning in 1997, settling in an upscale, gated residential community with 24-hour guards. I owned a property with two condos, lived in one, and rented the other. At times I lived alone, which gives me firsthand experience answering a common question—especially from women: “Can I move to Costa Rica on my own?” The answer, with proper planning and common sense, is yes.


First Advice: Come and Rent First

If you are seriously considering living in Costa Rica—whether to work, retire, or start a new chapter—my strongest advice is simple: come down and rent for several months. Do not rush into buying property. Get your feet wet. Learn how things work. Discover which area truly feels like home to you.

In the Central Valley, the majority of Americans and Canadians gravitate toward Escazú and Santa Ana, suburbs of San José, the capital city. These areas offer a unique blend of Costa Rican culture and North American convenience, making the transition much easier for newcomers.


Social Life and Community

One of the biggest fears people have when moving abroad is loneliness. In Escazú and Santa Ana, that fear is largely unfounded. The social scene is active, welcoming, and diverse.

There are numerous English-speaking clubs and organizations, including:

  • Newcomers Club
  • Women’s Club of Costa Rica
  • Wine Club
  • Birding Club
  • Golf and Tennis Clubs
  • Bridge Clubs
  • Little Theatre Club

For both younger singles and those entering their “golden years,” there are many casual gathering spots, cafés, restaurants, and social events. It does not take long to meet people—just ask around, and you will quickly be invited into conversations and friendships.

When I joined several of the Newcomers clubs, I found people genuinely eager to connect, learn new things, and expand their social circles. These groups are invaluable, especially during your first year.


Learning Spanish: A Life-Changing Choice

While English is widely spoken in Escazú and Santa Ana, learning Spanish will dramatically enrich your experience. I enrolled in Spanish classes several times a week shortly after moving and have never regretted it. Even today, I continue my studies.

Speaking Spanish—even imperfectly—opens doors. It deepens friendships, improves daily interactions, and gives you confidence navigating life outside the expatriate bubble.


Climate: Eternal Spring

Escazú and Santa Ana sit on lush hillsides overlooking San José and are famous for their “eternal spring” climate. Average temperatures hover comfortably year-round, meaning:

  • No heating
  • No air conditioning
  • Cool evenings
  • Warm, sunny days

Tropical flowers bloom everywhere, and gentle breezes make outdoor living a pleasure. Rain typically falls in the afternoons from May through mid-November, while the dry season runs from late December through mid-April.


Restaurants, Shopping, and Everyday Comforts

One reason Escazú and Santa Ana are so popular is that they offer nearly every modern convenience:

  • Excellent international restaurants
  • Grocery stores stocked with American and European products
  • Modern shopping malls with current fashions
  • Movie theaters showing the latest Hollywood releases

In many ways, it feels like living in the U.S. or Canada—but with better weather and a more relaxed lifestyle.


Healthcare: One of Costa Rica’s Greatest Strengths

Healthcare is a major concern for anyone considering a move abroad, especially retirees. In Costa Rica, private healthcare is outstanding.

Most private-sector doctors:

  • Speak fluent English
  • Trained in the United States or Europe
  • Spend real time listening to patients

Hospital CIMA, located near Escazú, is a state-of-the-art private hospital offering top-tier medical care across all specialties. Fees are very reasonable compared to North America, and the quality is excellent.

Private health insurance is available at affordable rates and offers comprehensive coverage.

There is also the option to enroll in Costa Rica’s government healthcare system (socialized medicine). While not free, monthly premiums are income-based. However, be prepared for long wait times, especially for non-emergency care, and lengthy lines for prescriptions.


Safety and Practical Advice

While Escazú and Santa Ana are considered safe, petty theft is common throughout Costa Rica. Common sense goes a long way.

Practical advice:

  1. Rent in a gated and guarded community. Peace of mind is worth it.
  2. Be cautious with maids and gardeners. Do not overshare personal details.
  3. Never leave money or jewelry visible.
  4. Use a reputable real estate company.
  5. Do not buy property until you have lived in Costa Rica for at least one year.

Cost of Living: Can You Live Cheaper?

The short answer is yes, depending on your lifestyle.

Savings come from:

  • No heating or air conditioning bills
  • Lower healthcare and medication costs
  • Affordable public transportation and taxis
  • Lower utility costs (electricity, water, phone)
  • Lower real estate taxes

Groceries are similar in price to the U.S., but shopping at local farmers’ markets on Friday afternoons and Saturdays can reduce costs dramatically—often one-third the price of supermarkets.

You will also spend less on clothing due to the mild climate.

Rent in Escazú and Santa Ana starts around $700 per month and up, similar to many North American cities. Take your time, and you will find a place that fits your budget.


Domestic Help

Most people only need part-time domestic help, such as four hours twice a week. This is affordable and practical. In my experience, full-time help is rarely necessary and can complicate matters.


Valuable Resources

If you are serious about living in Costa Rica, the following resources are invaluable:

  1. Association of Residents of Costa Rica (ARCR)
    www.casacanada.net/arcr
  2. Book: Living Abroad in Costa Rica by Erin Van Rheenen (Moon)
  3. Book: The New Golden Door to Retirement and Living in Costa Rica by Christopher Howard
  4. Tico Times, the English-language weekly newspaper

Final Thoughts

Escazú and Santa Ana offer one of the easiest, safest, and most enjoyable transitions into Costa Rican life. They combine natural beauty, modern comforts, strong healthcare, and a vibrant social community.

Whether you are looking to work, retire, or simply start fresh, these neighborhoods provide an excellent foundation. Take your time, rent first, learn the culture, and enjoy the journey.

For many, living in Costa Rica is not just a move—it is a life upgrade.

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