Authentic Real Estate Team

55 Communities in Winter Park FL The Best of Senior Living in Winter Park

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5 properties found
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4 beds
3 baths
2,137 SqFt

MLS #: T3520666 | Single Family Residence




3 beds
1 baths
1,748 SqFt

MLS #: O6157847 | Single Family Residence




2 beds
2 baths
1,287 SqFt

MLS #: O6155931 | Condominium




2 beds
2 baths
1,256 SqFt

MLS #: O6200486 | Condominium




2 beds
1 baths
1,035 SqFt

MLS #: O6211383 | Condominium


Searching for a great place to retire in Florida?

Your search ends in Winter Park, with a great home at a great deal from Authentic Real Estate Team. Winter Park was made for retirement living, with high-end real estate in a lush natural setting, tons of outdoor opportunities, renowned shopping and dining, and beautiful weather to keep you comfortable and active all year. But only Authentic Real Estate Team can help match you with your dream retirement home for less.

We’ve handpicked the best homes for sale in the best 55 and over communities in Winter Park, FL, and our retirement real estate specialists can help you find the one that works best with your retirement needs and goals.

And after we’ve helped match you with your ideal retirement home in Winter Park, our parent company, Authentic Real Estate Team, will help you get a great deal. So, if you’re ready to start living the retirement of your dreams in Winter Park, Authentic Real Estate Team is ready to help.

Get In Touch With Us Now!


Why Live in a 55 Plus Retirement Community in Winter Park FL?

retirement communities in winter park florida

With many 55 and over communities, as well as a wealth of non-age restricted communities ideally suited for senior living, Winter Park is a great place to find retirement real estate.

And with world-class shopping, excellent fishing and boating on the Winter Park chain of lakes, and access to great golf courses, theaters, museums, and attractions, It has everything you need to live your retirement dreams.

Scroll below to learn more about why you should buy a 55+ community home in Winter Park from Authentic Real Estate Team!


1. Retire in Complete Comfort With Average Annual Temperatures of 72 Degrees

Comfortable temperatures are the number-one reason why Florida is the number-one retirement destination in the country.

And if you’re looking for comfortable temperatures, look no further than the town whose mild weather has made it a favorite winter playground for snowbirds going back more than 100 years – Winter Park!

In Winter Park, you’ll enjoy an average of 230 days of sun a year, average annual temperatures of 72°, and winters that really dip below 50.

This, with our inventory of 55+ community homes for sale in Winter Park, FL, you can retire in complete comfort.


2. A Wealth of Outdoor Recreation Options

What good would comfortable temperatures be without great outdoor activities in which to enjoy them?

Fortunately, you’ll find no shortage in Winter Park.

Our hand-picked lineup of retirement communities in Winter Park, FL boast access to a wealth of outdoor recreation options.

Enjoy executive-style golf on the historic nine-hole Winter Park Golf Course, as well as boating and fishing on the Winter Park Chain of Lakes.

Want a unique way to beat the summer heat?

Central Florida is home to the highest concentration of natural springs are in the world, many of them just minutes from Winter Park.


3. Retire Like You’re On Extended Vacation

Rather keep your close to home?

Many of our 55+ communities in Winter Park, FL feature outdoor activities right on site, including walking trails, parks and green spaces, and lake access.

Are you more the indoor type?

You’ll also find plenty of fun inside amenities, such as community fitness centers, bars, restaurants, and more.

In short, with our selection of Winter Park, FL retirement communities, you can Enjoy a unique resort lifestyle and retire like you’re on extended vacation!


4. Scratch Your Retail Itch on World-Famous Park Ave

Love to shop?

Then you’re sure to love retiring in Winter Park!

Because you’ve worked and saved all your life; now’s the time to relax and spend.

And you’ll find no shortage of ways to do that in Winter Park.

Winter Park is home to world-famous Park Ave, where you’ll find seven blocks of high-end retail just waiting to satisfy your retail itch.

Stroll the exposed brick streets beneath old oak canopies as you dip in and out of your favorite big brand fashion stores, boutique clothiers and jewelers, and stores where you’ll find one-of-a-kind hand-crafted gifts.

Love art, or have an art lover in your life?

Winter Park is a haven for artists and art enthusiasts, with an array of retail art galleries and the famous Winter Park Sidewalk Art Festival offering sophisticated shopping for refined tastes.


5. Winter Park is a Highly Safe Place to Retire

For many retirees, safety is one of the most important criteria in choosing a retirement destination.

If you too are looking for a safe place to retire, then Winter Park may be for you.

In Winter Park, you’ll enjoy the safety and peace of mind of a low crime rate, well-off population, and small-town vibe.

What’s even more safety?

With our lineup of 55+ communities in Winter Park, FL, you can have the added safety of a gated entry, security patrols, closed circuit monitoring, and an HOA.


See All Types of Homes That You Can Get for 55 Plus Community Housing in Winter Park

55 plus apartments in winter park

Every retiree comes with a different set of retirement needs and goals.

Therefore, the best type of retirement home is the type that works for you.

At Authentic Real Estate Team, our mission is simple: bring you the best selection of real estate in Winter Park, FL.

We constantly scour the Winter Park market to find the best new listings from across the spectrum of home types and amenity packages.

Find your preferred property type at the links below to see listings.

Or, for a more personalized purchase process, call the retirement real estate experts at Authentic Real Estate Team today.

Windermere Florida Vacation Home For Sale
New Homes For Sale In Winter Park FL
Pool Homes For Sale In Winter Park
Luxury Homes For Sale In Winter Park
Winter Park FL Lake Homes For Sale
Villas For Sale In Winter Park Florida
Homes For Sale In Winter Park With Guest House
Winter Park Golf Course Real Estate
Gated Communities In Winter Park FL
Pet Friendly Apartments In Winter Park
Homes For Sale In Winter Park FL With Boat Dock
Furnished Homes For Sale Winter Park
Conservation View Homes For Sale In Winter Park
Communities With Fitness Center In Winter Park
Communities With Tennis Court In Winter Park
Open Houses In Winter Park
Communities With Pool In Winter Park
Homes In Winter Park With 1 Acre
Two Story Homes For Sale InWinter Park
Single Story Homes For Sale In Winter Park
3 Car Garage Homes For Sale In Winter Park


Meet the Best 55 Plus Community Homes for Sale Near Orlando FL

Looking for an active retirement lifestyle near one of the world’s most exciting cities?

Winter Park is located adjacent to Orlando, home to a vibrant arts scene, beloved Orlando City Soccer Club, and thriving tech, med tech, and aerospace sectors, and the 11th best culinary scene in the country.

Yet it also offers serenity and seclusion, with a natural setting It feels worlds away from the big city.

Want to explore other great Orlando neighborhoods?

As well as our selection of 55+ community homes for sale in Winter Park, FL, we’re your source for retirement real estate in hunters Creek, the 21st best place to live in America, Lake Nona, home to lake Nona medical city, and even Orlando itself!
Homes For Sale Near Orlando


Talk With the Best Realtor for the Best Deals on 55+ Community living in Winter Park FL

senior living winter park

The more you can save on your home, the more you can enjoy your retirement.

At Authentic Real Estate Team, we’re here to help you live your best retirement.

And that means helping you save on your retirement home.

Because when you’re on a fixed income, every penny counts.

With our partners at Authentic Real Estate Team, you’ll have Winter Park’s premier retirement realtor fighting for the best deal on your home.

Use your savings for more shopping on Park Ave, more golfing at the Winter Park Golf Course, or save it for a rainy day!


Sell Your Retirement 55 Plus Community Home in Winter Park FL

Thinking about selling your Winter Park retirement home?

Let Authentic Real Estate Team help you turn thought to action with comprehensive seller’s services designed to save you time and earn you more money.

Authentic can answer your selling questions, provide a la carte services, or accompany you through your entire sale, with superior service and outstanding results.

Count on our team for all your selling needs, including:

  • A comparative market analysis to Help you prep and price your home for maximum salability in Winter Park
  • Hi DEF photo and video, including dramatic aerial shots captured by FAA-licensed drone pilots
  • Listing your home on MLS,, and over 150 top real estate websites
  • A multimedia marketing campaign design to maximize your exposure while turning the best fires
  • In person and virtual showings
  • Open houses make yourself an event
  • Fielding offers
  • Negotiating with Buyers Until an agreeable offer is reached
  • Title and escrow services
  • A smooth and satisfactory closing

Sell Your Home Fast In Winter Park Now!


Property Management Services in Winter Park FL

Need property management for your senior living home in Winter Park?

Whether you’re using your home for the season And need a watchful eye, or using it as a hybrid vacation rental and need booking, promotion, and management referrals, Authentic group offers a full suite of property management services tailored to your needs.

We can help you protect and potentiate your investment, so you can protect and potentiate your retirement.
Meet The Property Management Winter Park, FL Services!


Buy Your Home in Winter Park

If you want to buy a 55+ community home in Winter Park, Fl, let Authentic Real Estate Team help you get a dream deal on your retirement dream home.

Because the homebuying process can be fraught.

But with Authentic, you can navigate your purchase with ease and close with confidence.

Authentic Real Estate Team will be by your side through every step of the purchase process, including:

  • Getting you preapproved to show sellers you’re a serious buyer
  • Using our unmatched market access and knowledge to help you shop smart
  • Finding financing that helps you reach your retirement goals
  • Helping you make informed, strategic offers
  • Negotiating with the seller or seller’s agent
  • Title, escrow, and closing day services
  • And more!

See All Homes For Sale in Winter Park FL

Planning to use your home seasonally?

At Authentic, we know your needs don’t necessarily stop at the sale.

Therefore, if you need home watch for your seasonal retirement home, or any other after sale services, will be there to meet your needs.


Investment Property in Winter Park FL 55 Plus Communities

When you choose to retire in Winter Park, Fl, you’re not just making an investment in your quality of life; you’re investing in one of the hottest real estate markets in the country.

With over 6000 new arrivals every month, Orlando is growing at incredible speed.

And Winter Park is one of its most highly desired suburbs.

And the growth isn’t showing any signs of slowing, with experts predicting that by 2030, Orlando will rival the biggest cities in the US for a population, and by extension, home values.

Thus, with our selection of 55+ community homes for sale in Winter Park, FL, you can invest in Orlando growth four excellent resale value city decide to relocate during retirement, or a growing nest egg you can pass on to your children to build generational wealth.
The Best Of Winter Park FL Property Investment


Winter Park Retirement Second Home for Sale

Owning a seasonal retirement home is and investment in your quality of life.

With a second home, you can keep your retirement interesting with a change of scenery twice a year.

And Winter Park makes a fantastic place to retire seasonally.

In fact, that’s how the city got its name!

Winter Park has been a favorite winter playground for snowbirds going back over 100 years, and it’s not hard to see why.

In Winter Park, you’ll find high-end shopping on Park Ave, world-class executive-style golf on the historic Winter Park Golf Course, boating and fishing on the Winter Park chain of lakes, and mild winter weather to let you enjoy it all through the season.

And with our inventory of 55+ community homes for sale in Winter Park, FL, you’ll also find a unique resort lifestyle, with 5-star amenities like heated pools, fitness centers, and walking trails, at your fingertips!
The Best Of Second Home In Winter Park FL For Sale


Get the Most Updated Winter Park Real Estate Market Data and Statistics!

Want to research the Winter Park real estate market before you by your home?

Getting a handle on the dynamics at play in the local market is key to finding the best home for your needs.

Not to mention getting the best deal.

And finding the best home at the best deal is key to maximizing the quality of your retirement.

Therefore, Authentic Real Estate Team brings you all the insider info you need to buy better in Winter Park.

Jump to our monthly market update to see the latest data, changes, trends, and forecasts from the Winter Park real estate market.
See Updated Winter Park FL Real Estate Market Data!


Looking for 55 Plus Communities in Winter Park FL? Count On the Best Florida Real Estate Team!

senior housing winter park

So, if you want to retire in Winter Park, where high-end shopping and real estate mingle in a lush natural setting, count on Authentic Real Estate Team Team for the best selection of 55+ community real estate at the best deals.

Contact us Now!

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