Windermere

A highly sought after place to live, Windermere, FL is steeped in a rich history that helps give the town its modern charm. Founded in 1887, Windermere prides itself on many of its historical sites, from its Town Hall (built from 1922-1924), which began as The Women's Club, to Cal Palmer's office Building (completed in 1911), to the Parramore House, also known as the Historic 1890 Windermere Schoolhouse, which became the first school in the Town of Windermere.

Real Estate Statistics

Total Listings: 560
Average Price: $970,428
Highest Price: $18,950,000
Lowest Price: $0

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Windermere

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
560 Properties Found. Page 1 of 47

This Semi Custom Abd Home Is Situated In The Qu...

NEW Photo of Listing #O5549891

$2,400 Active

  • 4 Beds
  • 3 Baths
  • 0.17 Acres
  • 2,703 ft²

Rental

1626 Whitney Isles Dr, Windermere, FL

MLS® #O5549891

This Semi Custom Abd Home Is Situated In The Quiet Gated Neighborhood Of Whitney Isles. The Property Is Predominantly A Single Story With 3 Bedrooms Downstairs And A Bedroom / Bonus Room Upstairs. Each Bedroom Has Its Own Bathroom. The Property Has Tile And...

Positioned On An Oversized Lot With 177 Feet Of...

NEW Photo of Listing #O5548502

$2,395,000 Active

  • 5 Beds
  • 7 Baths
  • 0.81 Acres
  • 6,993 ft²

Residential

5353 Isleworth Country Club Dr, Windermere, FL

MLS® #O5548502

Positioned On An Oversized Lot With 177 Feet Of Golf Course Frontage, This Gracious Estate Sits Along The 17th Fairway Of Isleworth’s Renowned Championship Golf Course Offering Panoramic Views Of The Golf Course And Beautiful Lake Louise. Extensive Updates...

Location ! Top Rated School! Landlord Pays Hoa ...

NEW Photo of Listing #O5550086

$1,900 Active

  • 3 Beds
  • 3 Baths
  • 0.08 Acres
  • 1,901 ft²

Rental

8410 Iron Mountain Trl, Windermere, FL

MLS® #O5550086

Location ! Top Rated School! Landlord Pays Hoa And You Don't Have To Worry About The Lawn Maintenance. Brand New 3 Bedroom 2.5 Bathroom Townhome Located In Windermere Trails. This Single Family Home Offers 1100 Square Feet Of Living Space, Granite Counter T...

Move-in Ready, This 4 Bedroom, 3 ½ Bath, And 3-...

NEW Photo of Listing #S4854503

$395,000 Active

  • 4 Beds
  • 4 Baths
  • 0.17 Acres
  • 2,805 ft²

Residential

7971 Brofield Ave, Windermere, FL

MLS® #S4854503

Move-in Ready, This 4 Bedroom, 3 ½ Bath, And 3-car Garage Located In The Desired Windermere, Orlando Area. This Beautiful Home With A Great Kitchen With 42' Wood Cabinets, Granite Counter Tops And Stainless Steel Appliances. Casual Dining Options Include, T...

Stunning Windermere Pool Home For Rent: 2916 Su...

NEW Photo of Listing #O5550704

$5,000 Active

  • 5 Beds
  • 5 Baths
  • 1.22 Acres
  • 4,723 ft²

Rental

2916 Sunbittern Ct #1, Windermere, FL

MLS® #O5550704

Stunning Windermere Pool Home For Rent: 2916 Sunbittern Ct., 5br/4.5ba...4,723 S/f...$5,000/mo Monthly Rent Includes Both Pool Care And Lawn Care! Please Call For Pet Policy With Regard To Your Specific Pet- No Aggressive Breeds. This Home In The...

Under Construction. Designed By Renowned Archit...

NEW Photo of Listing #O5547156

$5,795,000 Active

  • 5 Beds
  • 8 Baths
  • 0.57 Acres
  • 8,802 ft²

Residential

5306 Isleworth Country Club Dr, Windermere, FL

MLS® #O5547156

Under Construction. Designed By Renowned Architect Terry Irwin And Currently Being Built By Leading Custom Homebuilder Wyatt Construction, This Two-story Estate Will Offer Five Bedrooms And More Than 8,800 Square Feet Of Living Space. Nestled Along The Back...

New Construction, Just Completed. Offering A Pr...

NEW Photo of Listing #O5547144

$5,495,000 Active

  • 5 Beds
  • 7 Baths
  • 0.51 Acres
  • 8,162 ft²

Residential

5300 Isleworth Country Club Dr, Windermere, FL

MLS® #O5547144

New Construction, Just Completed. Offering A Prime Location Within The Gates Of The Renowned Isleworth Golf & Country Club, This Two-story Estate Features Magnificent Views Of Holes 11 And 12, As Well As Eagle Pond And Open Land Showcasing One Of Isleworth’...

Gorgeous 4 Bedroom, 3.5 Bath Home Located In Th...

NEW Photo of Listing #O5551241

$2,100 Active

  • 4 Beds
  • 4 Baths
  • 0.09 Acres
  • 2,152 ft²

Rental

8323 Lookout Pointe Dr, Windermere, FL

MLS® #O5551241

Gorgeous 4 Bedroom, 3.5 Bath Home Located In The Highly Sought After Subdivision Of Windermere Trails. Over 2600 Sq Ft Of Space For Your Family In A Very Clean And Safe Neighborhood. Extra Loft Located Above The Garage Can Be An Additional Room, Complete Wi...

Great Opportunity!!! Price Right. Beautiful 3 B...

NEW Photo of Listing #O5551254

$260,000 Active

  • 3 Beds
  • 3 Baths
  • 0.07 Acres
  • 1,919 ft²

Residential

8630 Via Tavoleria Way, Windermere, FL

MLS® #O5551254

Great Opportunity!!! Price Right. Beautiful 3 Bedrooms 2 1/2 Bathrooms Townhome Located In The Peaceful Community Of Carrington. Open Layout For Entertaining, Granite Countertops, 42" Kitchen Cabinets, 2 Car Garage, Cozy Patio. Rated "a" Schools, Shops, R...

This Beautiful 3/2.5 Bedroom House Is Ready For...

NEW Photo of Listing #S4854660

$355,000 Active

  • 3 Beds
  • 3 Baths
  • 0.11 Acres
  • 1,932 ft²

Residential

7265 Sunny Meadow Aly, Windermere, FL

MLS® #S4854660

This Beautiful 3/2.5 Bedroom House Is Ready For You To Move In. It Offers A Great Location In Windermere And One Of The Best Location Inside The Community, Cross Street The Community Pool And A Lot Of Parking For Your Guesses. The Great Open Concept Floorp...

5 Bed 3 Bath Ranch In Downtown Windermere & Clo...

NEW Photo of Listing #O5551422

$450,000 Active

  • 5 Beds
  • 3 Baths
  • 0.45 Acres
  • 3,230 ft²

Residential

3205 Wauseon Dr, Windermere, FL

MLS® #O5551422

5 Bed 3 Bath Ranch In Downtown Windermere & Close To Windermere Elem. Needs Tlc & Has Deeded Access To Private Boat Ramp Down The Street. Possible Finc Through Owner/bank, Please See Attachments For Info. Please Review The Properties Dedicated Auction Page...

This Beautiful , Like New Townhouse Has A Lot T...

NEW Photo of Listing #O5551507

$1,950 Active

  • 3 Beds
  • 3 Baths
  • 0.09 Acres
  • 2,090 ft²

Rental

6501 Soter Ln, Windermere, FL

MLS® #O5551507

This Beautiful , Like New Townhouse Has A Lot To Offer! This Home Boasts Stainless Appliances, Double Oven, Granite Counter Tops And The 24 Inch Cabinets Feature Crown Moulding. Ceramic Tile Is Throughout The First Story. The Spacious Master Suite Offers...

A highly sought after place to live, Windermere, FL is steeped in a rich history that helps give the town its modern charm. Founded in 1887, Windermere prides itself on many of its historical sites, from its Town Hall (built from 1922-1924), which began as The Women's Club, to Cal Palmer's office Building (completed in 1911), to the Parramore House, also known as the Historic 1890 Windermere Schoolhouse, which became the first school in the Town of Windermere.

Living in Windermere

Warm winters, employment centers, and a diverse population are the three things which best define Orange County. The county is a major force behind the overall development of Florida. Based on what the county offers, you may develop an interest in relocating here. If this turns out to be your plan, then the town of Windermere is a good option for you. The town is famous for its restaurants, shopping centers, and most importantly tourist destinations. The aroma of delicious food from Bella Tuscany Restaurant Italiano, the hustle and bustle of Windermere Farmer's Market, and the calm atmosphere of Belmere Community HOA add extra value to the town.

The education system established in the town is excellent, and special focus is on character building and personal skills development of the children. The main aim of the schools in Windermere is to produce individuals who will contribute to the development of the country in the future. The schools focus on both academic and extracurricular education of the children. Windermere Elementary School, Gotha Middle School, and Windermere Preparatory School are the schools from where the majority of the students are currently enrolled.

According to the most recent census, 3,173 is the total population of Windermere. The median household income of Windermere is estimated to be $88,809, and the per capita income of Windermere is estimated to be $51,370. Caucasians are the dominant race in Windermere, which make up about 89.5% of the entire population.

The socio-economic and political outlook of the town is very stable. Life here is calm, and the crime rate is very low, which further enhances the safety image of the town. Meanwhile, the hospitals have some of the best medical professionals, and all the latest health equipment and technology is at their fingertips. The job opportunities in Windermere are also abundant. However, only individuals with the right qualifications and experience have a realistic shot of landing a good job.

Top 5 Reasons To Buy In Windermere

  1. Community: The City of Windermere was ranked by the August 2011 issue of Money Magazine as the 97th best place to live in the United States
  2. Location: Close access to the beautiful Lake Apopka, which is the 3rd largest lake in Florida
  3. Diverse & Affordable Windermere real estate opportunities
  4. Recreation: Great resturants and recreational opportunities in Windermere
  5. Employment: Young, growing population creates prosperous work futures

History of Windermere

In 1910, the Windermere Improvement Company was formed by Dr. J.H. Johnson and J. C. Palmer. Their efforts gave the city vision and leadership; homes were built and land set aside for the cultivation of Florida's famous citrus groves. The population in 1920 was 320 then in 1925, Windermere was incorporated as a town. The population now is 2,300 with many of its roads and homes preserved to retain the heritage and history that makes the city so special.

The Town of Windermere, Florida continues to add to its lush history by becoming the "Number One Top Choice Towns for Families with Children in the Sunshine State." The prestigious award was given by Neighborhood Scout, which combines data from the National Center for Education Statistics, the U.S. Bureau of Census, The FBI, the U.S. Justice Department, and the Office of Federal Housing Enterprise Oversight.


All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on December 15th, 2017 at 3:03am EST.