Luxury 55+ Communities in Naples, Florida

Looking down the sidewalk on a Naples street with shops and restaurants.
Retiring in Naples means being near luxury shops, swanky restaurants, and plenty of beaches.

With a median household income of $84,830, and a median property value of $770,000, the city of Naples, Florida is known for attracting a well-heeled population of adults ready to retire in luxury. And, why not? If you can afford it, Naples is a slice of Florida’s Gulf Coast that promises upscale shopping, five-star dining, and homes that offer every possible comfort and amenity.

Take a look at what your luxury retirement in Naples could look like.

Naples is Swanky – and Happy

For three years in a row, Naples came out on top as the happiest city in America, according to the Gallup-Sharecare Well-Being Index. One of the reasons residents are so happy is that they are economically well-off, and therefore have instant access to the things that improve their quality of life. The city offers excellent medical care, safe and gorgeous housing, and plenty of recreation for active adults with money to spend.

Residents can buy a Rolls Royce or a Bentley at Naples Luxury Imports, and the malls are geared towards shoppers who don’t mind a heftier price tag. Consider the local boutiques at Waterside Shops in the north end of the city. Big brands like Gucci, Saks Fifth Avenue, Salvatore Ferragamo, and Louis Vuitton are the norm. Fine dining might include a $700 bottle of champagne or a bottle of the Chateau Lafitte Rothschild Pauillac for $2,950 at Escargot 41, a petit French bistro loved by locals.

Here are a few active lifestyle communities if you’re looking for a luxurious retirement.

Low $1Ms - $6M +

Pelican Bay decorative street signs with tall building, palm trees and blue sky in the background.

Nearly 200 luxury homes are available as resale properties at Pelican Bay, and most of them are at least a million dollars. This community embodies luxury living and attracts retirees looking for something special. The 43-acre property includes parks and nature preserves, four restaurants right on the water, private transportation to beaches, and a golf course designed by Arthur Hills.

Events include grill nights, luncheons, and movie nights at the sprawling clubhouse. High rise condos provide stunning water views, attached villas come in one and two-story models, and the single-family homes have floor plans ranging in size from 2,000 to 8,000 square feet.

Mid $300s - Low $2Ms

Overhead view of golf course with lake, palm trees and sand traps.

Elegant living is celebrated at Vineyards, one of the newest communities in Naples where buyers can choose new or resale condos, coach homes, or single-family houses. Many models come with four bedrooms, a den, four-and-a-half bathrooms, and a three-car garage. This exclusive community includes two private golf courses, 12 Har-Tru tennis courts, and a clubhouse that spans 70,000 square feet.

It’s country club living, where residents have access to a day spa, a resort-style pool, and a fitness center that includes every possible piece of equipment and offers individual and group training sessions. Wine tastings and specialty dinners are a part of the Vineyards lifestyle.

Low $400s - Low $4Ms

Stair leading down to beach at sunset, couple sitting in the sand in the distance.

Gorgeous homes and lush landscaping will make you feel like you’re spending your retirement in paradise at Fiddler’s Creek. This community was established in 1993, but construction is ongoing in the six villages that make up the local neighborhood. Homeowners are required to buy a membership to the Club and Spa, where they enjoy a fitness center, a day spa, several pools, and two restaurants.

There’s also a members-only Golf Club, where residents can play at two 18-hole golf courses or improve their putts at the practice facility. Buyers who want even more amenities can join the optional Tarpon Club, which includes private beach access, a marina, boat slips, and two more restaurants. Single-family and attached homes are available in 12 distinct and sophisticated models.

Low $500s - Mid $2Ms

Adirondack chairs on dock overlooking lake.

Located in the stylish north end of town, The Quarry offers an intimate and exclusive beachfront community that’s perfect for active adults who love the water. Single-family homes or attached carriage homes are available as new properties or resale homes.

Residents enjoy their 18-hole championship golf course and their access to Stone Lake, where there are boat docks, cabanas, and a long stretch of private beach. There’s a nature preserve to explore, a restaurant, and an abundance of amenities for fitness-minded retirees, including a lap pool and a movement studio. Plenty of events and activities keep residents busy at the Quarry Lake Lodge & Beach Club.

Low $400s - Mid $3Ms

Group of bocce balls on green turf.

Sports and outdoor recreation are the focus at Treviso Bay, where luxury living is a full-time job. The community is social and active, with endless group exercise classes in the state-of-the-art fitness center, basketball games on the outdoor courts, and gatherings around the pool and bar. Rilassare is the sports complex on-site, where residents can play pickleball, bocce, and tennis. There’s a yoga lawn as well as an aerobics studio.

Massage and spa services can be booked at Rilassare, and the 18-hole golf course comes with a driving range and a pro shop. The community is made up of 1,300 new and resale single-family and attached homes, as well as condos. This community treats its residents like royalty. For example, your Treviso Bay Golf Club membership is active for the rest of your life, even if you move.

Can you spot the $207,744 difference between these identical homes?

Financing is the difference!

Get the details in The 62+ Loan Homebuyers Guide.

55places Mortgage is a joint venture between Mutual of Omaha Mortgage and
Details here.

Share this post:

We're here to help! (800) 928-2055

Call us to speak with a customer service representative.

Subscribe to Our Newsletter

Get Weekly Updates

I agree that 55places and its affiliates, partner providers or agents may call, text, or email me about my inquiry, which may be made with automated means. I understand that my consent is not a prerequisite for buying a property. I may revoke my consent at any time by contacting [email protected] Message/data rates may apply. I also agree to’s Privacy Policy and Terms of Use.

The Best Places to Snowbird in 2021

We’ve gathered 25 of the best places for snowbirds, including cities in Florida, Arizona, California, Texas, South Carolina, and Nevada. For each entry, we’ve also provided a list of recommended 55+ communities in the area. If you’re ready to find your own winter retreat this season, here are some of the best places to consider.

A woman drinking her morning coffee on a balcony overlooking Downtown Miami.

Urban 55+ Communities: You Can Retire in These Cities

There are many benefits to living in a city, from having easy access to daily needs like grocery stores and pharmacies to having an assortment of cultural amenities and entertainment options nearby. Still not convinced? Here are some cities with urban 55 communities that just might pique your interest.

Happy mature couple dancing together in the kitchen at home in a 55+ community.

Top 10 Benefits of Living in a 55+ Community

Living in a 55+ communitiy is so much more than just convienent for active adult retirees. The right community will help them downsize, manage their finances, increase their activitiy, and meet new people. Check out all the benefits of living in a 55+ community.

View of Downtown Provo, Utah during autumn at dusk.

The Best Cities for Aging in Place

Deciding on where to retire is always a challenging question. What do you look for when searching for your ideal place to age in place? There are a variety of factors that come into play when looking for that perfect spot such as health care, wellness, general livability, transportation, or community engagement, just to name a few.

Closed up on a tiny wood home model on green grass with sunlight background.

This Month in Real Estate: A Housing Market Summary

The new year is showing that the predicted changes coming to the housing market were accurate and kept with the trend for 55+ homebuyers. If you’re just entering the housing market as a homebuyer, make sure you’re aware of the changes happening so you’re prepared to make the best purchasing decision. 

Aerial view of a picturesque olive plantation in Bakersfield, California.

The Cheapest Places to Live in California

With almost year-round sunshine, some of the world’s prettiest beaches, world-class shopping and dining, and a never-ending list of recreational and entertainment opportunities, it’s no wonder California is such as sought-after state to settle down in.

A sunset over Huntington Beach Pier in California.

The Active Adult Travel Guide to California

California is known for its diverse regions and cities. This means if you’re an active adult looking to vacation in the Golden State, you’ll have a lot of options. We breakdown the state into its three main regions and find everything you should do while on vacation.

About 55places

We’re changing the way people 55 and older are searching for their perfect next place. With a national network of hand-selected real estate experts, plus comprehensive information, unbiased content, and on-the-go insight about thousands of communities across the country, we’re a trusted resource paving the way from here to home. Whether you’re interested in a low-maintenance single-level residence, an active lifestyle or age-qualified community, an intimate enclave, or anything in between, we can help you make your next move the best one yet.

Scroll to Top