Listed: Two Dream Houses to Retire in Puerto Rico
Island paradise: No visa required.
Picture this: You're relaxing in a lounge chair outside your sun-filled historic home, so calm you're dozing off with a book in your hand to the sound of beach waves lapping the shore. Sounds nice, right? That could be your life, if you choose to retire in Puerto Rico — and one of these homes, which are currently on the market, could be yours.
I sourced these dreamy homes from top real estate companies, looking at two ideal locations picked out by Kiplinger contributor Brian O'Connell, who lives in Puerto Rico for most of the year.
This is part of Kiplinger's new series "Listed." Be aware that due to the nature of real estate, property statuses may have changed by the time you read this.
1. 1930s Spanish Revival-style San Juan villa by the beach
"Big city living. Gorgeous beaches. Lower costs than in the states. And a rainforest only minutes away. What’s not to like about San Juan?" O'Connell wrote.
From just $107.88 $24.99 for Kiplinger Personal Finance
Be a smarter, better informed investor.
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
Address: 1758 McLeary Avenue, San Juan (listed by Caroline Johnson of Corcoran Puerto Rico)
Price: $5,590,000 | Specs: 5 beds / 3.5 baths; two buildings








Highlights:
- Built in 1930s by architect Pedro Adolfo de Castro
- One block from the Playa del Pueblo beach
- Gorgeous details throughout the interior
- Designed garden with water feature and covered sitting area
- Gated, with three-car garage
- Wine cave
- Automatic generator and 600-gallon water cistern
Not your scene? Try 2 Rambla Del Almirante, a $3.9M 5-bed/5.5-bath townhouse with modern amenities on the beach.
2. New construction in Palmas Del Mar
Palmas del Mar, O'Connell says, is "one of the most beautiful resort communities in the entire Caribbean."
Address: 40 Los Lagos Drive, Palmas Del Mar (listed by Vin Forbes of Corcoran Puerto Rico)
Price: $1,585,000 | Specs: 4 beds / 3.5 baths




Highlights:
- To-be-built home within Palmas del Mar, in gated community of Los Lagos
- Views of golf course, lakes
- Los Lagos community has a pool, pickleball and paddleball courts, a spa facility, fitness center and 24-hour security
- Modern amenities and sizable bedrooms
Not your scene? Try 500 Ocean Drive #532, a $1.649M 3-bed/3-bath oceanfront condo at the Marbella Club.
Want more guidance on retirement savings? Sign up for Kiplinger's six-week series, Invest for Retirement.
Related Content
- Where to Retire 2025: Puerto Rico
- Find The Best 30-Year Mortgage Rates
- Things For Retirees To Know About Buying A Second Home
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Alexandra Svokos is the digital managing editor of Kiplinger. She holds an MBA from NYU Stern in finance and management and a BA in economics and creative writing from Columbia University. Alexandra has over a decade of experience in journalism and previously served as the senior editor of digital for ABC News, where she directed daily news coverage across topics through major events of the early 2020s for the network's website, including stock market trends, the remote and return-to-work revolutions, and the national economy. Before that, she pioneered politics and election coverage for Elite Daily and went on to serve as the senior news editor for that group.
Alexandra was recognized with an "Up & Comer" award at the 2018 Folio: Top Women in Media awards, and she was asked twice by the Nieman Journalism Lab to contribute to their annual journalism predictions feature. She has also been asked to speak on panels and give presentations on the future of media and on business and media, including by the Center for Communication and Twipe.
-
Stocks Retreat as Bubble Worries Ramp Up: Stock Market TodayValuation concerns took hold on Wall Street today, sending Palantir and its fellow tech stocks lower.
-
The Best Mid-Cap ETFs to BuyThe best mid-cap ETFs to buy offer efficient and diversified exposure to a universe full of highly interesting companies.
-
Tariffs, Inflation, Uncertainty, Oh My: How to Feel Less Stressed About Finances NowTariffs, high prices and an uncertain economy getting you down? These steps can help.
-
Your Estate Plan Isn't 'Done' Until You've Completed These Five Steps, From an Estate Planning AttorneyCongratulations on getting your estate plan in order. Now, you need to communicate the relevant details to ensure your plan is effectively carried out.
-
Eight Steps to Help Get You Through the Open Enrollment Jungle at WorkWondering how to survive open enrollment this year? Arm yourself with these tools to cut through the process and get the best workplace benefits for you.
-
What You Learn Becoming Your Mother's Financial CaregiverWriter and certified financial planner Beth Pinsker talks to Kiplinger about caring for her mother and her new book.
-
I Want to Help Pay for My Grandkids' College. Should I Make a Lump-Sum 529 Plan Contribution or Spread Funds out Through the Years?We asked a college savings professional and a financial planning expert for their advice.
-
Seven Moves for High-Net-Worth People to Make Before End of 2025, From a Financial PlannerIt's time to focus on how they can potentially reduce their taxes, align their finances with family goals and build their financial confidence for the new year.
-
I'm a Financial Planner: These Are the Seven Tiers of Retirement Well-BeingLet's apply Maslow's hierarchy of needs to financial planning to create a guide for ranking financial priorities.
-
Four Luxury Spa Resorts for Well-Heeled TravelersWe hand-picked these U.S. luxury spa resorts for their serenity, amenities and dedication to the comfort of older travelers.