Authentic Real Estate Team

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

I am interested in
2 properties found
Page 1 of 1



3 beds
3 baths
2,965 SqFt

MLS #: O6189779 | Single Family Residence




3 beds
2 baths
2,080 SqFt

MLS #: O6148889 | Single Family Residence


Looking for the right place to spend your golden years? Located right next-door to Orlando, Winter Garden, FL gives you big-city convenience with small-town charm, for a best-of-both-worlds approach to community Winter Garden FL 55 Communities.

Enjoy easy access to shopping and dining, museums, playhouses, and necessities like supermarkets and world-class healthcare. But despite the modern convenience, with natural surroundings and a rich sense of history, Winter Garden has a decidedly small-town feel.

Here you’ll find some of Florida’s best golf courses and freshwater fishing, a well-preserved historic district, and many parks, all accessible any time of year thanks to Florida’s mild winter weather and abundant sunshine.

So, if you’re looking for 55 plus senior living communities or other retirement real estate in the Orlando Area, look no further than Winter Garden, FL. And if you want the best selection at the best deals, count on Authentic Real Estate Team.

Call us Today!


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

retirement communities in winter garden florida

From 55+ communities to senior living apartments, to non-age restricted communities and resorts, Winter Garden, FL is a great place to find retirement real estate.

And with small-town charm, proximity to shopping, dining, and attractions, a wealth of fun outdoor activities, and comfortable weather year round, it makes a great place to retire.

Scroll below to discover five great reasons to retire in Winter Garden!


1. Enjoy Abundant Outdoor Recreation In Complete Comfort

A comfortable climate is why Florida remains the top retirement destination in the United States.

And it doesn’t get more comfortable than winter and Winter Garden.

In fact, it’s how the town got its name!

With winter highs averaging in the 70’s and lows that rarely dip below 50, Winter Garden has long been a favorite seasonal playground for snowbirds.

But whether you want to retire seasonally or full-time in Winter Garden, its comfortable climate lets you stay active, and healthy, throughout the year.

Enjoy abundant outdoor recreation options, like golf, fishing, hiking, and more, in complete comfort, with a Winter Garden 55+ community home from Authentic Real Estate Team!


2. Central Florida History On Full Display

Love history?

Winter Garden cherishes its roots, and puts them on full display for those lucky enough to live and visit there.

Here you’ll find a meticulously preserved historic downtown, many historic homes, and museums to contextualize Winter Garden’s history.

Moreover, with plentiful trees and green spaces, nature preserves, lakes, and agricultural land, Winter Garden doesn’t just pay homage to it history, it lets you live it!


3. A Safe and Secure Place to Retire

Want a safe and secure place to retire?

Then Winter Garden might be for you.

In Winter Garden, you’ll enjoy the peace of mind of a low crime rate, small population, and small-town ethos.

Moreover, with our inventory of homes for sale in Winter Garden 55+ senior living communities, you can have the added safety of a gated entrance and security patrols.

Planning to leave your home unattended for the summer?

With miles of wind-shearing land to protect your home from hurricanes, and with home watch services courtesy of Authentic Property Management, you can enjoy your summer up north secure in the knowledge that your Winter Garden second home is safe.


4. Hybridize Your Home for Steady Passive Income Through the Summer

Another advantage to retiring seasonally in Winter Garden is the chance to hybridize your home and rent it out short term to vacationers while you’re away.

Winter Garden is a short-term rental friendly town just minutes from Disney and other premier parks and attractions.

And with a natural small-town setting that lets vacationers beat the tourist crowds, it’s a sure-fire investment but with crossover appeal.

With our selection of 55+ community homes and senior living apartments For sale in Winter Garden, FL, you can earn steady passive income through the summer for a retirement that funds itself!


5. Relax and Spend With the Best Shopping and Dining in Florida

Winter Garden isn’t just for nature lovers and history buffs.

With Orlando, Kissimmee, and Winter Park all just minutes away, you’ll be close to some of the best shopping and dining in Florida.

With our inventory of 55+ community homes and senior living apartments for sale in Winter Garden, you can enjoy fast access to Orlando, WalletHub‘s 2nd best food city in America, Kissimmee, home to Florida’s largest outdoor mall, the Loop, and Winter Park’s famous Park Ave, one of the premier shopping destinations in the southeast.

Because you’ve spent your life working and saving.

Now is your time to relax and spend!


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

55 plus a artments in winter garden

It’s your retirement, so do it on your terms!

Now is the time to invest in a dream home so you can have a dream retirement.

And with Authentic Real Estate Team, you have Winter Garden’s very best selection of 55+ community real estate at your fingertips.

Simply click your preferred property type below and explore the newest and best listings from Winter Garden’s senior living real estate market.

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


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

Winter Garden lets you take retirement at a relaxed pace in a small town setting.

But if you’re looking for a more active retirement destination, look no further than one of the country’s most vital, fastest growing cities, Orlando.

From world-class shopping in Winter Park, to retirement living in the 21st best place to live in America, Hunter’s Creek, Authentic Real Estate Team is your source for the best 55+ community real estate near Orlando.

We’ll be your guide to the best areas for your retirement needs, where you can find the home and the lifestyle you’ve been dreaming of.

Contact our team of local experts today!
Homes For Sale Near Orlando FL


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

senior housing winter garden

Getting a great deal on your home is especially important when it comes to retirement real estate.

Because every dollar you save is another dollar you can use to maximize your quality of life.

Authentic Real Estate Team, we believe retirement is just the beginning.

So let us help you begin, with the best selection of 55+ community real estate, at the best deals.

Talk with one of our experience, friendly realtors today and tell That’s how we can help you start the best chapter of your life.
Talk With A Real Estate Agent Winter Garden Today!


Sell Your Retirement 55 Plus Community Home in Winter Garden FL

What a change of scenery for your retirement?

Going back into the workforce?

If you need to sell your senior living apartment or 55+ community home in Winter Garden, Florida, your best chance to get a great price is with Authentic Real Estate Team.

Authentic Real Estate Team offers end-to-end seller’s services that make your sale fun, easy, and best of all, profitable.

Tackle individual problems with à la carte seller’s solutions, or get comprehensive assistance with every step of the sale, including:

  • Optimizing your home for sale on the Winter Garden market, with market smart Renovation, staging, and pricing
  • Professional photography and videography, including stunning aerial drone shots
  • Sharing your listing on the most widely used real estate sites as well as Authentic’s own high-traffic platforms
  • Traditional marketing techniques including high-quality signage, showings and open houses, live presentations, mailed newsletters, and more
  • Cutting-edge approaches such as social media marketing, virtual tours, email campaigns, and targeted marketing
  • Helping you decide which offers are most amenable to your needs and goals
  • Crafting strategic counter offers and negotiation with the buyer
  • Title and escrow that puts your funds and documents in trusted hands
  • Efficient yet thorough closing day services

Sell Your Home In Winter Garden With Us!


Property Management Services in Winter Garden FL

Intend to use your retirement property for the season only?

Count on Authentic Real Estate Team For the management services you need to protect your assets while you’re away and/or help you earn passive income with a hybrid short-term rental.

Winter Garden makes a lovely place to retire seasonally.

Here you’ll find the best of both retirement worlds, with a wealth of outdoor recreation options for an active lifestyle, and a sleepy small-town feel that lets you take things slow.

Furthermore, while Winter Garden can feel secluded, it’s in fact just minutes from downtown Orlando, the Orlando airport, tons of great shopping and dining, and Orlando’s famous parks and attractions.

Although, with theme park-worthy amenities on site, many of our hand-picked Winter Garden communities are like attractions onto themselves.

Another advantage of retiring seasonally in Winter Garden is the chance to hybridize your investment.

While he not technically a 55+ community, Winter Garden’s Grove Resort has everything you need to enjoy a seasonal retirement, and short-term rental zoning that lets you enjoy returns while you’re away.

But whether you want to hybridize your seasonal retirement home or leave it vacant for the summer, property management is key to care and results of your investment.

Count on Authentic Real Estate Team for both!
The Best Winter Garden Property Management Service!


Buy Your Home in Winter Garden

Thinking of buying a hey senior apartment for55 and over community home in Winter Garden?

The homebuying process is fairly long and complex, requiring experience to navigate and up-to-date knowledge to adjust to the ever-changing market dynamics.

But you don’t have to undertake the homebuying process alone.

With Authentic Real Estate Team, you’ll have a trusted guide with you the whole way.

Our partners at Authentic Real Estate Team are Central Florida’s Premier retirement realtors.

They have the experience to help you negotiate your homebuying journey with ease, and the market knowledge and skill to help you get a great deal.

Count on Authentic Real Estate Team for all your homebuying needs, such as:

  • Preapproval and loans through trusted banks, private lenders, or our own in-house financing department
  • Inspections and appraisals
  • Helping you shop smart a curated portfolio of Winter Gardens best 55+ community real estate and senior apartments for sale
  • Making offers informed by careful market analysis and your needs and goals
  • Negotiating counter offers
  • Title and escrow with trusted third-party offices
  • Comprehensive closing day services
  • And more!

Of course, your needs don’t stop at the sale, and neither do our services.

Thus, we offer the after-sale assistance you need to enjoy peace of mind and profit With your retirement home.
See All Homes For Sale In Winter Garden FL


Investment Property in Winter Garden FL 55 Plus Communities

Just because you’re retired doesn’t mean you have to stop making money.

Because with our inventory of homes for sale in the short-term-rental-friendly Grove Resort, you can hybridize your home and make your retirement pay for itself!

Of course, you don’t have to rent to vacationers to earn returns on your Winter Garden retirement home.

Central Florida is growing at unprecedented speed, and Winter Garden is one of its most desirable neighborhoods.

Plus, when you invest in a Winter Garden 55 plus community home from Authentic Real Estate Team, you can enjoy fast appreciation and a fast resale.

Call and ask Authentic Real Estate Team how we can help you earn during retirement with a Winter Garden investment home!
The Best Of Winter Garden Property Investment


Winter Garden Retirement Second Home for Sale

Of course, there are more ways to earn than just with passive income and appreciation.

Because enhanced quality of life is perhaps the best kind of earning of all.

And a few things can enhance your quality of life quite like a second home.

With a second home in Winter Garden, you can enjoy the city’s best outdoor assets – like golf, fishing, etc. – during Central Florida’s most comfortable time of year.

And with our inventory of homes for sale in Winter Garden 55+ communities, you can enjoy your summer with the peace of mind of a gated entry and HOA.

Want to even more protection and peace of mind?

Count on Authentic property management for absentee services, including inspections, detailed written and photographic reports, and more!
The Best Of Second Home In Winter Garden For Sale


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

Finding ways to save is key to enjoying a longer, more fulfilling retirement.

And key to saving is knowing the state of the local market.

Therefore, Authentic Real Estate Team keeps you apprised of the latest data, trends, and forecasts from the Winter Garden real estate market.

Head to our monthly market update today to buy better And retire stronger in Winter Garden.
Winter Garden Real Estate Market Statistics


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

senior living winter garden

In conclusion, if you want to retire strong in central Florida, Orlando Homes For Sale and Authentic Real Estate Team Team can help you find great deals in great Winter Garden retirement real estate.

Get in touch with us today!

Subscribe to our newsletter

Keep up to date with the lastest news, trends,
communities, special deals and more!

PhoneSMSWhatsApp Email
Do you want to continue?