Windermere, FL Homes

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  /42

  Est $457,829 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,797 Sq Ft

  8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786

  8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786
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  /30

  $1,125,970 Pending

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  14201 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. SAMPLE IMAGE Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor planboasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect forentertaining family and friends. The garage includes an extra hobby/work space for

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14201 Crest Palm Ave, Windermere, FL 34786
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  /2

  $8,000,000 Sold Apr 21, 2025

  12238 Park Ave, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 4,110 Sq Ft
  • Built 1962

  Last Sold Summary

  • $1,946/SF

  Current Estimated Value $4,222,618

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  12238 Park Ave, Windermere, FL 34786
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  /45

  Est $457,829 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,797 Sq Ft

  8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786

  8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786
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  /75

  $5,250,000 Pending

  • 5 Beds
  • 6.5 Baths
  • 7,600 Sq Ft

  9733 Carillon Park Dr, Windermere, FL 34786

  Redefine luxury living. Welcome home to an exceptional lifestyle with an estate that offers impeccable design and unparalleled sophistication in one of Central Florida's most desirable guard-gated communities, Keene's Pointe. This masterfully designed residence, which was fully reimagined and painstakingly renovated over 2 years, blends modern luxury with timeless elegance. No expense was spared

  Emily Lewis LAKESIDE REALTY WINDERMERE INC

  9733 Carillon Park Dr, Windermere, FL 34786
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  /2

  $1,755,000 Sold Aug 15, 2025

  11856 Vinci Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,680 Sq Ft
  • Built 2011

  Last Sold Summary

  • 5% Below List Price
  • $477/SF
  • 108 Days On Market

  Current Estimated Value $1,732,671

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  11856 Vinci Dr, Windermere, FL 34786
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  /53

  Est $475,543 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,997 Sq Ft

  6039 Savannah Oak Aly, Windermere, FL 34786

  6039 Savannah Oak Aly, Windermere, FL 34786
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  /21

  $369,999

  • 2 Beds
  • 2.5 Baths
  • 1,510 Sq Ft

  12335 Cruxbury Dr, Windermere, FL 34786

  PRICE REDUCED! Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or

  Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  12335 Cruxbury Dr, Windermere, FL 34786
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  /2

  $1,045,000 Sold Jan 20, 2026

  8764 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,423 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $305/SF
  • 71 Days On Market

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  8764 Lookout Pointe Dr, Windermere, FL 34786
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  /25

  Est $384,031 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786

  14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786
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  /58

  $5,400,000

  • 4 Beds
  • 4.5 Baths
  • 5,752 Sq Ft

  6117 Louise Cove Dr, Windermere, FL 34786

  Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat

  Sarah Longwell ISLEWORTH REALTY LLC

  6117 Louise Cove Dr, Windermere, FL 34786
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  /2

  $670,000 Sold Sep 09, 2025

  9473 Palm Tree Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $321/SF
  • 7 Days On Market

  Current Estimated Value $667,360

  Last Listing Agent Mike Long COLDWELL BANKER RESIDENTIAL RE

  9473 Palm Tree Dr, Windermere, FL 34786
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  /17

  Est $535,465 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,203 Sq Ft

  7313 Ella Ln, Windermere, FL 34786

  7313 Ella Ln, Windermere, FL 34786
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  /45

  $1,750,000

  • 5 Beds
  • 5.5 Baths
  • 3,837 Sq Ft

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747

  tunning, custom Bears Den property on an exceptional corner walled lot, backing onto a park for extra privacy, WITH ACTIVE REUNION MEMBERSHIP, & has 5 beds & 5.1 baths. This Bears Den property is absolutely breathtaking, offering an array of luxurious amenities and a meticulously designed living space. The impressive upgrades, including the high ceilings and engineered wood floors, create a sense

  Penny Stokes Hilton TOP VILLAS REALTY LLC

  1087 Jack Nicklaus Ct, Kissimmee, FL 34747
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  /2

  $939,000 Sold Apr 16, 2025

  315 E 6th Ave, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,869 Sq Ft
  • Built 1964

  Last Sold Summary

  • $327/SF
  • 13 Days On Market

  Current Estimated Value $935,094

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  315 E 6th Ave, Windermere, FL 34786
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  /100

  Est $876,891 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,907 Sq Ft

  8637 Crescendo Ave, Windermere, FL 34786

  8637 Crescendo Ave, Windermere, FL 34786
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  /44

  $3,200,000

  • 4 Beds
  • 4.5 Baths
  • 3,745 Sq Ft

  4819 Alexandra Garden Ct, Windermere, FL 34786

  Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private

  Michelle Corbin ISLEWORTH REALTY LLC

  4819 Alexandra Garden Ct, Windermere, FL 34786
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  /2

  $475,000 Sold Oct 23, 2025

  9375 Woodbreeze Blvd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1986

  Last Sold Summary

  • 23% Below List Price
  • $318/SF
  • 136 Days On Market

  Current Estimated Value $480,544

  Last Listing Agent Jackie Victoria Patellis COLDWELL BANKER REALTY

  9375 Woodbreeze Blvd, Windermere, FL 34786
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  /44

  Est $1,016,160 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,684 Sq Ft

  107 E 2nd Ave, Windermere, FL 34786

  107 E 2nd Ave, Windermere, FL 34786
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  /51

  $1,575,000

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  13124 Filly Ct, Windermere, FL 34786

  Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786

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