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Second Home In Windermere The Second-Home Buyer's Guide In Windermere

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59 Properties found in this filter
1/5
6432 DEACON CIRCLE, WINDERMERE, FL 34786

Price

$8,300,000

Active
Active
Beds
5 beds
Baths
5 baths
SqFt
11,229 SqFt

MLS #: O5915892 | Single Family Residence

9288 BLANCHE COVE DRIVE, WINDERMERE, FL 34786

Price

$8,295,000

Active
Active
Beds
6 beds
Baths
8 baths
SqFt
11,990 SqFt

MLS #: O5895605 | Single Family Residence

5507 WORSHAM COURT, WINDERMERE, FL 34786

Price

$5,959,000

Active
Active
Beds
5 beds
Baths
5 baths
SqFt
10,200 SqFt

MLS #: S5036746 | Single Family Residence

9838 LAUREL VALLEY DRIVE, WINDERMERE, FL 34786

Price

$5,900,000

Active
Active
Beds
5 beds
Baths
6 baths
SqFt
10,843 SqFt

MLS #: O5911293 | Single Family Residence

9905 LAKE LOUISE DRIVE, WINDERMERE, FL 34786

Price

$4,360,000

Active
Active
Beds
4 beds
Baths
6 baths
SqFt
7,122 SqFt

MLS #: O5945140 | Single Family Residence

11307 BRIDGE HOUSE ROAD, WINDERMERE, FL 34786

Price

$4,200,000

Active
Active
Beds
5 beds
Baths
6 baths
SqFt
6,661 SqFt

MLS #: O5923495 | Single Family Residence

5120 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

Price

$3,750,000

Active
Active
Beds
5 beds
Baths
6 baths
SqFt
7,070 SqFt

MLS #: O5947403 | Single Family Residence

13643 LAKE CAWOOD DRIVE, WINDERMERE, FL 34786

Price

$3,680,000

Active
Active
Beds
6 beds
Baths
8 baths
SqFt
8,203 SqFt

MLS #: O5973104 | Single Family Residence

3026 PORTO LAGO COURT, WINDERMERE, FL 34786

Price

$3,369,000

Active
Active
Beds
6 beds
Baths
7 baths
SqFt
8,714 SqFt

MLS #: O5956476 | Single Family Residence

4705 JOANNA GARDEN COURT, WINDERMERE, FL 34786

Price

$3,185,000

Active
Active
Beds
4 beds
Baths
4 baths
SqFt
6,060 SqFt

MLS #: O5956126 | Single Family Residence

802 2ND AVENUE, WINDERMERE, FL 34786

Price

$2,899,000

Active
Active
Beds
5 beds
Baths
6 baths
SqFt
4,865 SqFt

MLS #: O5971407 | Single Family Residence

3165 BUTLER BAY DRIVE, WINDERMERE, FL 34786

Price

$2,690,000

Active
Active
Beds
7 beds
Baths
7 baths
SqFt
8,812 SqFt

MLS #: O5945645 | Single Family Residence

When it comes to upscale towns with Old-Florida charm, Windermere is the best. Though small, this town is mighty and its real estate packs a punch. You’ll find homes of all shapes and sizes when you’re looking to buy your second home or vacation home in Windermere. Call Orlando Homes for Sale today to get the best deal on second homes for sale in Windermere Florida.

 

Benefits Of Buying A Second Home In Windermere

Second Home In Windermere FL

 

Windermere’s population is just over 2,000.

Be that as it may, the real estate in this small city still delivers on great second homes that will benefit you and your family for generations.

 

Benefit 1: Ease Your Annual Taxes

Given that your second home could count as a small business, you stand to save a pretty penny on your annual taxes.

In short, you’ll find that you can deduct mortgage interest and even your rental income when April rolls around.

 

Benefit 2: Benefit from a Strong Market

What’s more is that Orlando’s real estate market has never been stronger.

Therefore, Windermere is also seeing extreme economic growth.

 

Benefit 3: Rent Out Your Property

In a word, you’ll benefit greatly if you decide to rent out your second home in Windermere when you’re not vacationing in it.

Pay off the mortgage with your rental income sooner than you think!

 

Benefit 4: Increase Personal Equity

Savvy investors know that having a diverse real estate portfolio is a sound long-term financial strategy.

In fact, having a second home in Windermere can quickly increase your equity.

 

Benefit 5: Retire With Your Finances in Order

You can retire comfortably with the financial security that your second home in Windermere brings you.

And when those golden years finally do roll around, you can live in your beautiful property and sail off into the sunset.

 

Find the Best Second Homes for Sale in Windermere

Truly, you’ll find the best second homes for sale in Windermere Florida with the help of Orlando Homes for Sale.

Make your seasonal-home dreams come true with our help.

 

Windermere Real Estate Investment

In general, you’ll see that Windermere real estate investments pay off greatly.

The whole housing market in Orlando is really taking off, which means you stand to gain big in the short and long term.

 

Short-Term Investment

Your second home in Windermere will pay off even in the short-term.

Pay off that mortgage quickly with your tenants’ monthly payments.
The Best Windermere FL Short-Term Investment

 

Long-Term Investment

Your second home investment in Windermere stands to benefit you even more in the long term.

All in all, you’ll see great returns on your property and you’ll be able to enjoy it for years to come.

 

See The Best Windermere Investment Properties For Sale!

Explore our extensive inventory of Windermere investment properties to find the perfect one for you.

Then partner with Orlando Homes for Sale to make the purchase process nice and smooth.
The Best Of Windermere FL Property Investment

 

Meet the Best Selection to Buy a Second Home in Windermere!

Buy Second Home In Windermere FL

 

There is no shortage of amazing properties available to you when you buy and invest in Windermere real estate.

Below, we’ve detailed some of the real estate that you can choose from.

 

Vacation Homes for Sale in Windermere

Millions of tourists visit Central Florida every year, which means there’s a huge vacation home market in Windermere and beyond.
See All Vacation Homes For Sale In Windermere, FL

 

Homes for Sale With Pool in Windermere, FL

Who doesn’t want a luxurious poolside vacation?

A Windermere home for sale with a pool is just the thing for the relaxing vacations you’ve been dreaming of.
See All Homes For Sale In Windermere, FL With Pools

 

New Construction for Sale in Windermere

Because Windermere is experiencing immense growth, there are plenty of new constructions popping up throughout town.
See All New Homes For Sale In Windermere, FL

 

Luxury Properties for Sale in Windermere

Of course, there is lots of luxury in this high-class neighborhood.

You’ll find luxury properties and estate homes to truly give you every creature comfort.
See All Luxury Homes For Sale In Windermere, FL

 

Single-Family Homes

Single-family homes in Windermere are some of the most-bought homes in the region.

Families love to settle in this family-friendly city that offers chic, modern, and new single-family homes.
See All Single Family Homes For Sale In Windermere Orlando, FL

 

Townhomes for Sale in Windermere, FL

It doesn’t get easier, more convenient or more luxurious than townhomes for sale in Windermere FL.
See All Townhomes For Sale In Windermere, FL

 

Lakefront Homes

Sandwiched between Lake Butler and Lake Down, Windermere has a plethora of luxurious lakefront homes for sale too!
See All Lakefront Homes For Sale Windermere, FL

 

Apartments & Condos for Sale in Windermere, Florida

When it comes to luxury condos with great community atmospheres and the best amenities, Windermere tips the scale.
See All Condos For Sale Windermere, FL

 

Windermere Villas for Sale

Of course, Windermere is best known for its posh villas that are feats of modern design and glorious architecture.
See In Windermere Villas For Sale

 

Homes With Guest House

If you, like many retirees, plan to host the family and grandkids in your golden years, consider a Windermere home with a guest house.
See All Guest House For Sale Windermere

 

Second Homes For Sale In Windermere Communities!

The community of Windermere are ready to welcome you.

In brief, this small town has a lot of heart and impressive real estate.

It’s surrounded by beautiful Florida nature, lakes, and wetlands and has a great connection to Orlando and Walt Disney World.

Find out more about each one by accessing the links below:
 
Lake Burden Windermere, FL Homes For Sale
Casabella Windermere Homes For Sale
Keenes Pointe Homes For Sale
Windermere Trails Homes For Sale
Windermere Sound Homes For Sale
Lakeside At Lakes Of Windermere For Sale
Isleworth Homes For Sale

 

See All Homes for Sale in Windermere FL!

Windermere is your oyster when it comes to selection and choice.

Call our team of trusted brokers and agents to get your hands on that second home for sale in Windermere.
See All Homes For Sale Windermere, FL

 

Talk With a Windermere Real Estate Agent for the Best Deals!

We’ve helped scores of buyers score amazing deals on second homes in Windermere.

Call Orlando Homes for Sale to find out how we can help you!
Talk With The Best Real Estate Agents Windermere, FL

 

Want to Sell Your Home in Windermere?

Our services also including selling Windermere properties.

We’ll take care of all the heavy lifting to get your home off the market in record speed.
Sell Your Home In Windermere, FL For The Best Deal!

 

The Definitive Property Management Services for Your Investment Property in Windermere FL

Second Homes For Sale In Windermere FL

 

Orlando Homes for Sale is also your partner when it comes to the upkeep, maintenance, renovation and booking of your second home.
Meet The Property Management Windermere, FL Services!

 

Windermere Real Estate Market

When it comes down to it, now is the time to buy a second home in Windermere.

Indeed, Orlando’s housing market is only projected to get stronger and your home’s value will continue to rise over the years.
Check Out Windermere, FL Real Estate Market Updated Data And Statistics

 

Count on Orlando Homes for Sale to Buy Your Second Home in Windermere

Count on Orlando Homes for Sale to help you find the second home of your dreams.
We’ll help you get in the door of that perfect property quickly and within budget.

Call us today and see for yourself just how helpful our team can be to make your dreams a reality.

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