16,512

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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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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