San Diego Best Places to Retire

Contact Ken Tritle at DreamWell Homes Realty – Call or Text 760-798-9024. Thank you!

Where are the best places to retire in San Diego?

When getting to know people in San Diego, you will quickly see a trend. Very few are actually from there! Almost everyone you’ll meet is a transplant from somewhere else. And this makes perfect sense. Living in San Diego simply brings the best options to the table, especially when considering your retirement future.

Jump to: Best San Diego 55 and over communities

Here is our Guide to San Diego 55 and over communities

San Diego – The Best of the Best Places to Retire

Thanks to a mediterranean climate with 267 sunny days per year… surrounded by over 70 miles of beaches and mountains to the east… limitless activities and recreations… and diverse neighborhoods… who wouldn’t want to live here?

  • Over 90 golf courses
  • Hiking, biking and climbing
  • Surfing, swimming, kayaking
  • Sailing, boating, fishing
  • Wine country
  • 10 Las Vegas-style casinos
  • Diverse arts & cultural offerings
  • San Diego Zoo, Seaworld, Legoland and Disneyland
  • Padres and Chargers professional sports teams
  • A vibrant downtown – Gaslamp District
  • 20 major universities and community colleges
  • International airport, located in downtown San Diego

California’s 2nd largest city is a “playground” spread out over 4,200 square miles.

A comfortable home in a safe community… a great place to connect with family… staying active… all in a nearly perfect climate… and with a huge selection of affordable homes, retirement in San Diego will lead you to the “best home of your life.”

Rest assured you’re in good hands.
With top ranked healthcare facilities, the San Diego medical community provides the best care available.

Access to Affordable Homes & Affordable Retirement

Demand for retirement housing is definitely on the rise as more baby boomers come into retirement age. According to, baby boomers make up ¼ of the US population, and the number of retirees will jump by 10 million over the next decade.

But what’s even more exciting for retirees is that retirement homes are affordable and available across San Diego county. You’ll find a wide variety of styles, amenities and price ranges to choose from… with options to fit any retirement budget!

Here are some San Diego retirement housing options available:

Downsizing or Upsizing

Retiring in San Diego gives you the special chance to find your “best home.” Moving out of a bigger home into something smaller or moving into a larger, more comfortable place… both options bring different factors and benefits to think about:

  • Downsizing from a larger home to avoid unnecessary burdens
  • Free up cash from the sale of your current home
  • Lower monthly expenses
  • Cut home maintenance, hassles and years of clutter
  • Reduce empty space, adult children who’ve left the nest
  • Upsizing – having a larger, more comfortable or prestigious home
  • More room for family members to visit, enjoy holidays and vacations together
  • A way to live with family: children & grandchildren… together under one roof
  • Hosting friends and neighbors more regularly

Finding the home of your dreams

55 + Communities

Typically the best opportunities are specific, but not limited to, communities designed for retirees, pre-retirement aged people, 55 years and older.

Most include features like clubhouses, tennis courts, pools and spas. Many are golf course communities that may have gated security and 24-hour security patrol services. Some also include libraries, billiard tables, exercise gyms, steam rooms, RV parking space, pet allowance and more.

Home Owners Associations – HOA Fees

Fees vary depending on the community and the services offered. Some include: cable TV service, sewer service, water & trash.

Other communities include roof maintenance, exterior house painting, access to exercise facilities, front yard maintenance, lush & extensive common area landscaping, unlimited golf, and emergency response to pre-wired alarms in each home.

Price Ranges

Even though these properties are in demand, the current inventory includes numerous options… ranging from the high $100k’s to $700k and over. Fluctuations are based on the construction date, the size and style, the amenities offered and the distance from the coast line.

You can find listings in 42 North San Diego County 55 + communities, with detailed information, photos and videos here at


No doubt the pace of life for most retirees slows downs into the 70’s and 80’s. In this 2nd phase of retirement, regular care and assistance with daily tasks is a bigger concern. This particular stage of life and the healthcare needs that follow place an even greater importance on where you live.

Trends have shifted and less retirees are moving into nursing homes. Instead more are continuing to live at home into their latter years. “Aging Ready Homes” come equipped with features like:

  • No-step entry
  • Single floor living
  • Extra-wide hallways & doors
  • Accessible electrical controls
  • Lever-style handles on doors & faucets
  • Bathroom safety features
  • Accessible countertops & cabinets

Source: Merrill Lynch: “Home in Retirement: More Freedom, New Choices”

With the right planning you can get all the necessary help to continue living independently at home. San Diego county is loaded with custom-fit options for healthcare at home. Such communities offer varying levels of nursing care and general support but also include frequent community activities and opportunities for wellness and social engagement.

Customized Advice & Expertise

No doubt you have a lot to consider in this major life change. Avoid wasting time, money and unnecessary stress. Only proven real estate agents with specialized expertise will do. Generally you should interview 3 more realtors before moving forward.

You should work directly with real estate experts in the 55 + San Diego retirement communities… real estate agents with proven track records working in the specific neighborhoods and retirement communities that interest you.

Make sure you have a clear expectation and understanding of what your new life will look like. Your agent needs to help you understand all the particular details and requirements of the various properties.

Things like:

  • Scrutinizing financial records of the homeowner associations
  • Explaining the approval process and requirements for new residents
  • Exploring club membership options and costs
  • Researching community restrictions and rules
  • Taking a deeper look at the activities and event calendars
  • Clarifying services – details for caretakers, maintenance, repairs and security services

We are Specialists in the San Diego Retirement Community

Rest assured that you’re not the 1st person to be worried, stressed or confused about making such a huge transition and financial transaction.

Our real estate team and partners highlight every aspect of this major life event. They’ll walk you through each step and help you manage the decision making process… convering every possible detail along the way.

As certified Senior Real Estate Specialists SRES®, the partner agents you work with has the experience to counsel clients age 55+ through major financial and lifestyle transitions in relocating, purchasing a home, or selling the family home.

They’re locals, who know the areas… the streets… the neighborhoods. Experts with a warm and friendly touch, who truly listen and take the time to get to know you. They know what they’re talking about and have built a reputation on service and trust.

No matter what stage you’re at in the process, they’ll help you handcraft your dream retirement lifestyle. They’ve guided retirees just like you through all the nuances of choosing and customizing a retirement future.

Hear from retirees and other satisfied homeowners who’ve chosen Dreamwell Homes.

Contact Ken Tritle at DreamWell Homes Realty – Call or Text 760-798-9024. Thank you!

About dreamwellhomes 310 Articles
DreamWell Homes Realty is a locally owned San Diego husband and wife real estate team (Realtor® | Real Estate Broker). Jean and Ken Tritle offer their home buyer and seller clients the best professional and personalized real estate representation with unparalleled service and guidance in San Diego County | Southern California from San Diego to San Clemente. For more information, please call or text Jean and Ken Tritle at 760-798-9024 or email Thank you! DreamWell Homes Realty CA DRE# 01777754. Mailing address: 1902 Wright Place, 2nd Floor, Carlsbad, CA 92008 | San Diego County, California.