Windermere, FL Homes for Sale with Garage

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  $930,000

  $20K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,043 Sq Ft

  12929 Westside Village Loop, Windermere, FL 34786

  Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic of Disney. This 5-bedroom, 4.5-bathroom pool home is clean, well-maintained, and ready for move-in, featuring a freshly painted interior along with a newly painted exterior stucco, patio, and doors.THE FIRST FLOOR Walking in

  Steven Koleno BEYCOME OF FLORIDA LLC

  12929 Westside Village Loop, Windermere, FL 34786
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  $964,500

  • 5 Beds
  • 3 Baths
  • 2,717 Sq Ft

  11348 Willow Gardens Dr, Windermere, FL 34786

  YOUR SEARCH IS OVER! NOW AVAILABLE! Exceptional custom CAHILL pool home situated on a private sprawling .92 acre oversized lot in the highly desirable Willows at Lake Rhea in the Town Limits of Windermere. Offering 5 bedrooms, 3 bathrooms, the thoughtfully designed split floor plan provides an ideal balance of privacy, comfort and functionality. The home features elegant formal living and dining

  Golden Begley VINTAGE REALTY GROUP LLC

  11348 Willow Gardens Dr, Windermere, FL 34786
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  $1,075,000

  • 5 Beds
  • 4 Baths
  • 4,332 Sq Ft

  8316 Lookout Pointe Dr, Windermere, FL 34786

  Fully Furnished- Located in the highly desirable Windermere Trails community, this impressive residence offers 5 bedrooms, 4 full bathrooms, a media room, loft, gym, and game room, providing plenty of space for both everyday living and entertaining.The home features elegant iron stair railings, formal living and dining areas, and an open-concept layout designed for comfort and

  Gian Balsamo LA ROSA REALTY KISSIMMEE

  8316 Lookout Pointe Dr, Windermere, FL 34786
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  $4,995,000

  • 6 Beds
  • 6.5 Baths
  • 7,349 Sq Ft

  5070 Down Point Ln, Windermere, FL 34786

  Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors.From the

  Isis Sarcos EXP REALTY LLC

  5070 Down Point Ln, Windermere, FL 34786
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  $850,000

  $125K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,636 Sq Ft

  3328 Wax Berry Ct, Windermere, FL 34786

  Virtually Staged. ** Price just reduced by 50k for a quick sale!** Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split

  Ferris Kassar PREFERRED REAL ESTATE BROKERS

  3328 Wax Berry Ct, Windermere, FL 34786
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  Price To Be Determined

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,801 Sq Ft

  Varen Plan at Saddlecrest at Windermere, Windermere, FL

  The Varen's welcoming covered porch and double-door entry open onto the stunning two-story foyer and two-story great room, with views to the desirable large covered lanai beyond. The well-designed kitchen overlooks a bright casual dining area, and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The marvelous primary

  Toll Brothers, Inc. Builder

  1841 Windermere Rd Unit 41281972, Windermere, FL
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  $1,090,000

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  1407 Hempel Ave, Windermere, FL 34786

  Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor

  Lina Abi Hanna De El Bonne MY REALTY GROUP, LLC.

  1407 Hempel Ave, Windermere, FL 34786
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  $645,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,745 Sq Ft

  13228 Roskin Ln, Windermere, FL 34786

  Virtually Staged. 13228 Roskin Ln is a two-story Windermere home with a two-story foyer and hardwood flooring through the main level. The kitchen features granite countertops, stainless steel appliances, wood cabinetry, and a center island that opens to the great room for connected living. A separate living area provides space for larger gatherings, with sliding doors leading to the screened

  Karen Albright OPENDOOR BROKERAGE LLC

  13228 Roskin Ln, Windermere, FL 34786
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  $4,190,000

  $279K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 6,236 Sq Ft

  4906 Aviva Garden Ct, Windermere, FL 34786

  Welcome to an exceptional opportunity within the gates of Isleworth, one of Central Florida’s most Acclaimed private golf communities. Perfectly positioned along a tranquil pond and scenic walking trail, this move-in ready residence offers a rare blend of privacy, natural beauty, and refined living in the heart of Windermere.Thoughtfully designed for both everyday comfort and elevated

  William Campbell CAMPBELL CUSTOM HOMES INC

  4906 Aviva Garden Ct, Windermere, FL 34786
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  $650,000

  • 5 Beds
  • 3.5 Baths
  • 2,966 Sq Ft

  12912 Droxford Rd, Windermere, FL 34786

  Welcome to this beautifully maintained two-story home in the highly sought-after Lakes of Windermere, offering 5 bedrooms, 3.5 bathrooms, a private screened pool, and a brand-NEW ROOF for added value and peace of mind.Designed with both comfort and functionality in mind, the home features a bright, open floor plan with spacious living and dining areas, tile flooring throughout the main

  Phat Nguyen LPT REALTY, LLC

  12912 Droxford Rd, Windermere, FL 34786
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  $679,999

  • 4 Beds
  • 2.5 Baths
  • 2,947 Sq Ft

  13339 Roskin Ln, Windermere, FL 34786

  Your Windermere lifestyle starts here. This beautifully designed 4 Bed 2.5 Bath home with nearly 3,000 square feet combines space, savings, and an unbeatable location.From the moment you walk in, you'll appreciate the flexible layout featuring a private home office, expansive upstairs loft, oversized bedrooms, and a spacious primary suite designed for comfort. Whether you're working from home,

  Karla Price COLDWELL BANKER REALTY

  13339 Roskin Ln, Windermere, FL 34786
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  $3,599,000

  • 5 Beds
  • 7 Baths
  • 5,342 Sq Ft

  3986 Isabella Cir, Windermere, FL 34786

  EXCEPTIONAL LAKEFRONT LUXURY ESTATE IN CASABELLA AT WINDERMEREDiscover an extraordinary luxury residence in the prestigious gated community of Casabella at Windermere, where elegant architecture, exceptional outdoor living, and one of the community’s most desirable lots come together.The true highlight of this property is its exceptional waterfront setting. The lake beautifully

  Ricardo Konageski da Fonseca WRA BUSINESS & REAL ESTATE

  3986 Isabella Cir, Windermere, FL 34786
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  $1,500,000

  • 5 Beds
  • 4 Baths
  • 3,656 Sq Ft

  17526 Black Rail St, Windermere, FL 34786

  An exceptional residence where refined design and effortless living converge. Meticulously remodeled throughout, the home welcomes you with bespoke modern woodwork gracing the foyer, living room, bedrooms, and loft — a testament to artisan-level craftsmanship rarely found at any price point. The loft has been reimagined as a private cinema, complete with a high-resolution projector, integrated

  Fernando Zucato CHARLES RUTENBERG REALTY ORLANDO

  17526 Black Rail St, Windermere, FL 34786
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  /65

  $1,399,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,052 Sq Ft

  9119 Balmoral Mews Square, Windermere, FL 34786

  Virtually Staged. Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral, home to just 32 distinctive custom residences, where privacy, timeless elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene and private retreat surrounded by mature greenery, lush tropical

  Seana Abdelmajid LA ROSA REALTY BEACHES LLC

  9119 Balmoral Mews Square, Windermere, FL 34786

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