Windermere

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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.

Community Summary

Homes for Sale

The price range for this neighborhood is from $1,500 to $18,950,000

592 Total Listings
$980,788 Average Price
3,626 Average Square Feet
202 Average Price / SqFt

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
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$18,950,000
 

N/A, Windermere

9 Beds, 17 Baths, 20.2k SqFt
Presenting Central Florida’s most exquisite Lake Butler estate tucked behind the secured manned gates of Lake Butler Sound. Offering 20,240 sq ft under air (31,000 gross), on nearly 5 acres and 547 feet of lake frontage, this double-lot oasis offers a magnificent residence with multiple outdoor living and entertaining areas, private guest quarters, 8-car garage, lighted tennis court with basketball, sand volleyball, citrus orchard, zip line,
$15,000,000
 

5536 Isleworth Country Club Dr, Windermere

7 Beds, 10 Baths, 13.5k SqFt
Poised on a private cul-de-sac overlooking Isleworth’s 14th fairway and the beautiful Lake Butler, this island-inspired estate spans three home sites totaling 1.89 acres. The sprawling floor plan encompasses more than 13,000 square feet of living space, with elegant appointments throughout. The resplendent interior showcases formal living and dining rooms, each accented by elegant fireplaces and chandeliers. Designed for two chefs, the kitchen
$10,999,000
 

5115 Fairway Oaks Dr, Windermere

7 Beds, 11 Baths, 15.1k SqFt
A sprawling floor plan and a prime setting on 3.76 acres along the shores of Lake Bessie define this exquisite seven-bedroom residence. Through a pair of arched French doors with glass and iron detail, the foyer opens to a stunning two-story living room where dramatic floor-to ceiling windows allow an abundance of natural light while capturing the stunning water views. A wealth of unique finishes such as imported stone and antique details travel
$8,500,000
 

5318 Isleworth Country Club Dr, Windermere

6 Beds, 9 Baths, 11.2k SqFt
Characterized by a lovely English garden designed to maximize its prime golf-front location, this estate is unparalleled in Isleworth. Beyond the circular driveway with fountain and porte-cochere entry, a pair of French doors open to the grand foyer featuring a curved staircase, wine cellar and polished marble floors with an intricate medallion inlay—all leading graciously into the more than 11,000-square-foot interior of this beautiful estate.
$6,645,000
 

N/A, Windermere

6 Beds, 9 Baths, 11.2k SqFt
Seller Requirement: Buyer must produce proof of funds at full listing price. This commanding waterfront residence is elegantly situated on a picturesque home site along the shores of beautiful Lake Bessie. The six-bedroom home blends a Spanish Mediterranean exterior with a modern transitional interior, from the grand foyer, great room and formal dining room to the kitchen and family room. Comprising more than 11,000 square feet, the home also
$6,195,000
 

5018 Latrobe Dr, Windermere

7 Beds, 10 Baths, 12.4k SqFt
Gracious living at its finest, this exquisite French chateau offers a prime location overlooking the beautiful Lake Bessie within the renowned Isleworth Golf & Country Club. Elegant finishes, stonework and extensive marble throughout set the tone for the three-story home encompassing more than 12,300 square feet of living space. The main level boasts a beautiful foyer with grand staircase and opens to the formal living room with volume
Reduced
$5,895,000
 

5180 Vardon Dr, Windermere

5 Beds, 8 Baths, 11.3k SqFt
Overlooking the 3rd green of Isleworth’s renowned championship golf course, this superior estate offers beauty and sophistication along the front nine. A true masterpiece, the home offers a spacious and elegant interior totaling more than 11,000 square feet, with impeccable design, superb luxuries and a sprawling floor plan brimming with exquisite finishes. The rich ambiance of the five-bedroom estate reflects Old World style, from the formal
$5,795,000
 

5306 Isleworth Country Club Dr, Windermere

5 Beds, 8 Baths, 8,802 SqFt
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 nine within the gates of the renowned Isleworth Golf & Country Club, the estate will afford beautiful finishes and living spaces set against a backdrop of multiple golf and water views,
$5,750,000
 

9832 Laurel Valley Dr, Windermere

6 Beds, 10 Baths, 11.1k SqFt
Unparalleled Isleworth estate with amazing views of Lake Butler combined with direct golf course frontage on Iselworth’s 15th hole. This one of a kind three story home is perched high above the famed Butler Chain of lakes offering incredible water views. Featuring 6 bedroom suites, a movie theater, game room/casino, personal elevator, wine cellar, fitness room, play room, private generator, and two offices, this house has something for everyone.
$5,650,000
 

9711 Deacon Ct, Windermere

5 Beds, 6 Baths, 8,400 SqFt
LAKEFRONT ISLEWORTH ESTATE, perfectly located with 400’ on Lake Isleworth of the famed Butler Chain in the Isleworth Country Club. From the moment you drive through it’s charming entrance and personal private gate, you’ll find yourself mesmerized by the large private courtyard, panoramic water views and breathtaking sunsets. This home reflects the charm and elegance of Italy with globally sourced materials including Italian Marble fireplaces,
$5,495,000
 

5300 Isleworth Country Club Dr, Windermere

5 Beds, 7 Baths, 8,162 SqFt
Under construction. Offering a prime location within the gates of the renowned Isleworth Golf & Country Club, this two-story estate will feature magnificent views of Holes 11 and 12, as well as Eagle Pond and open land showcasing one of Isleworth’s exquisite sculptures. Designed by renowned architect Terry Irwin and currently being built by leading custom homebuilder Wyatt Construction, the five-bedroom home will encompass more than 8,100
$5,250,000
 

9832 Lake Louise Dr, Windermere

4 Beds, 6 Baths, 7,543 SqFt
BACK ON THE MARKET DUE TO NO FAULT OF THE HOUSE ---BUYER COULD NOT PERFORM!! BEST PRICE PER SQ. ON THE BUTLER CHAIN IN THE COMMUNITY! Isleworth Lake Front Estate. Breathtaking views of Lake Louise, of the Butler Chain of Lakes, form almost every room in the house. This property was taken down to the studs in 2010 and was rebuilt with the finest materials and craftsmanship available. 2 gourmet kitchens. One inside and one outside. First floor
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.

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.

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Listing data comes from My Florida Regional MLS.