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Windermere Homes for Sale

The Butler Chain of Lakes in Windermere is one of Florida’s most popular areas for lakefront property. Located just 12 miles southwest of Orlando, Windermere is a suburban community in close proximity to theme parks. The town is home to Isleworth Golf Club and Keene’s Pointe Golf Club. Yellow Dog Eats, 33 & Melt and Dexter’s of Windermere are some of the popular restaurants in the area. Local parks include Lake Down Park, Palmer Park, Central Park, Fernwood Park, and Park Among the Lakes. Windermere Preparatory School, Premier Academy, and Family Christian School are highly rated private schools.

View Windermere Properties

Explore all properties for sale in Windermere, FL in the greater Orlando area listed below. As you search through listings please be sure to contact us with any questions or to schedule a viewing.

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9621 Windy Ridge Road Windermere FL 34786

MLS Number O6184943

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 20,445
  • Year Built 2025

Under Construction. One or more photo(s) has been virtually staged. Welcome to your opulent retreat nestled in the heart of elegance! Building by Supreme International Construction one of the most reputed builder in...

Listing Courtesy of REALTY HUB

$
$
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$85,236/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4200 Down Point Lane Windermere FL 34786

MLS Number O6176070

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 14,435
  • Year Built 2001

Nestled along almost 1,000' of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a...

Listing Courtesy of REVEL REALTY LLC

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$
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$64,862/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6149 Grosvenor Shore Drive Windermere FL 34786

MLS Number O6233554

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 6,783
  • Year Built 2013

Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2...

Listing Courtesy of SOUTHERN REALTY GROUP LLC

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$
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$58,850/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11301 Bridge House Road Windermere FL 34786

MLS Number O6083126

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 9,267
  • Year Built 2006

Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling waters of Lake Butler with unprecedented long lake...

Listing Courtesy of STOCKWORTH REALTY GROUP

$
$
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$58,817/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9832 Laurel Valley Drive Windermere FL 34786

MLS Number O6211352

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 11,100
  • Year Built 2004

One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three-level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boasting a spacious 11,100 square feet of luxurious...

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
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$57,173/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11947 Lake Butler Boulevard Windermere FL 34786

MLS Number O6239481

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 14,364
  • Year Built 2024

Located in the prestigious Town of Windermere, this spectacular 1.2-acre property on the renowned Lake Butler Blvd. offers the rare chance to build a truly custom estate home that defines luxury. This stunning two-story...

Listing Courtesy of REALTY HUB

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$
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$45,480/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11103 Bridge House Road Windermere FL 34786

MLS Number O6266876

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 9,403
  • Year Built 2006

Exquisite Lakeside Estate with Luxurious Amenities! Welcome to this stunning 10,000 sq ft estate nestled on nearly 2 acres of pristine lakeside property. This architectural masterpiece offers an exceptional blend of...

Listing Courtesy of SOUTHERN REALTY GROUP LLC

$
$
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$45,156/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9343 Tibet Pointe Circle Windermere FL 34786

MLS Number O6264629

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 8,362
  • Year Built 2004

Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the facade and creates a unique...

Listing Courtesy of LA ROSA REALTY LLC

$
$
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$37,407/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5271 Isleworth Country Club Drive Windermere FL 34786
Pending

MLS Number O6267644

  • Residential
  • Area Windermere
  • Mls Status Pending
  • Square Feet 11,403
  • Year Built 2013

Welcome to this grand residence nestled on a sprawling 1.17 acre lot originally hand selected by golf legend Arnold Palmer. Perfectly positioned to capture breathtaking views of the first and tenth holes, this...

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
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$37,307/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5507 Worsham Court Windermere FL 34786

Windermere, FL5507 Worsham Court

Price$8,200,000

Est. Mortgage: $33,466/month

MLS Number O6180706

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 10,200
  • Year Built 2008

Presenting one of Isleworth's most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured and guarded gates of one of the world's most...

Listing Courtesy of STOCKWORTH REALTY GROUP

$
$
%
$33,466/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12422 Park Avenue Windermere FL 34786

Windermere, FL12422 Park Avenue

Price$7,500,000

Est. Mortgage: $28,790/month

MLS Number O6215015

  • Land
  • Area Windermere
  • Mls Status Active
  • Acreage 2.19
  • Subdivision Chaine Du Lac

WELCOME TO PARK AVENUE. This tremendous opportunity offers 2.19 acres of sprawling possibilities with Southeastern exposure and sweeping lake views. Nestled on the gorgeous shoreline of Lake Butler among the famed...

Listing Courtesy of JULIAN PROPERTIES,INC.

$
$
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$28,790/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5518 Worsham Court Windermere FL 34786

Windermere, FL5518 Worsham Court

Price$6,650,000

Est. Mortgage: $23,112/month

MLS Number O6227090

  • Residential
  • Area Windermere
  • Mls Status Active
  • Square Feet 8,203
  • Year Built 2003

One or more photo(s) has been virtually staged. Welcome to this stunning estate, a masterpiece of design and functionality, where every detail has been meticulously crafted to create the perfect family retreat. Within...

Listing Courtesy of ISLEWORTH REALTY LLC

$
$
%
$23,112/month over 360 payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to StellarMLS as of January 19, 2025 . All data is obtained from various sources and has not been, and will not be, verified by broker or StellarMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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