Windermere, FL Homes

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  /44

  Est $1,057,439 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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  /75

  $5,250,000

  • 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

  $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 $4,236,465

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

  12238 Park Ave, Windermere, FL 34786
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  /52

  Est $599,194 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,178 Sq Ft

  14545 Yellow Butterfly Rd, Windermere, FL 34786

  14545 Yellow Butterfly Rd, 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

  $1,755,000 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 $1,752,924

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  11856 Vinci Dr, Windermere, FL 34786
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  /74

  Est $3,677,592 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,085 Sq Ft

  10230 Park Ridge Gotha Rd, Windermere, FL 34786

  10230 Park Ridge Gotha Rd, Windermere, FL 34786
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  /27

  $520,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  12142 Canyon Sun Trail, Windermere, FL 34786

  **$5,000 closing cost credit available*. Welcome to this beautifully maintained home in Windermere Trails. This home offers an open and inviting floor plan, featuring a combined living and dining area that flows seamlessly into the kitchen. Under-stair storage provides convenient space for seasonal décor and other household items. The kitchen includes builder-selected upgrades from the original

  Pilar Fernandez SIX STAR REALTY GROUP LLC

  12142 Canyon Sun Trail, 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 $661,526

  Last Listing Agent Mike Long COLDWELL BANKER RESIDENTIAL RE

  9473 Palm Tree Dr, Windermere, FL 34786
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  /24

  Est $472,442 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  10635 Village Lake Rd, Windermere, FL 34786

  10635 Village Lake Rd, Windermere, FL 34786
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  /42

  $2,700,000

  • 4 Beds
  • 4.5 Baths
  • 3,636 Sq Ft

  6120 Payne Stewart Dr, Windermere, FL 34786

  Isleworth - nestled in Windermere, this 600-acre community, is a prestigious residential enclave nestled along the Butler Chain of Lakes. This charming villa is in walking distance to Isleworth Golf & Country Club. Updated and boasting hardwood flooring throughout the main areas, and professional decorating, this functional and open floor plan has 4 ensuite bedrooms, kitchen with beautifully

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  6120 Payne Stewart Dr, Windermere, FL 34786
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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 $937,715

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  315 E 6th Ave, Windermere, FL 34786
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  /57

  Est $1,241,524 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 4,511 Sq Ft

  17545 Black Rail St, Windermere, FL 34786

  17545 Black Rail St, Windermere, FL 34786
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  /63

  $1,125,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,635 Sq Ft

  11738 Camden Park Dr, Windermere, FL 34786

  Welcome to your dream home in the prestigious, guard-gated community of Keenes Pointe. This stunning 4-bedroom, 3-bathroom pool home offers an unparalleled combination of luxury, functionality, and charm, perfect for modern living. Upon arrival, you are greeted by a fabulous front porch that invites you into the foyer with French doors that open to a private study/den, featuring a tray ceiling,

  Sherri Palmer EXP REALTY LLC

  11738 Camden Park Dr, 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

  Last Listing Agent Jackie Victoria Patellis COLDWELL BANKER REALTY

  9375 Woodbreeze Blvd, Windermere, FL 34786
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  /31

  Est $603,929 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  11644 Ashlin Park Blvd, Windermere, FL 34786

  11644 Ashlin Park Blvd, 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

  $925,000 Sold Jun 12, 2025

  9502 Hempel Cove Blvd, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,524 Sq Ft
  • Built 1998

  Last Sold Summary

  • 26% Below List Price
  • $204/SF
  • 319 Days On Market

  Current Estimated Value $996,870

  Last Listing Agent Jason Braddock EXP REALTY LLC

  9502 Hempel Cove Blvd, Windermere, FL 34786
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  /55

  Est $1,553,987 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,715 Sq Ft

  11431 Buckley Wood Ln, Windermere, FL 34786

  11431 Buckley Wood Ln, Windermere, FL 34786
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  /2

  $1,075,989 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,628 Sq Ft

  Ellington II Plan at Palms at Windermere, Windermere, FL 34786

  The Ellington II floor plan offers a modern, spacious two-story layout ideal for families and entertaining. It includes 4-5 bedrooms, 3 bathrooms, and expansive living areas. The main level features an open concept kitchen, dining, and great room, perfect for socializing. A private owner’s suite and an optional guest suite offer versatility. Upstairs, additional bedrooms, a loft, and a

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36503508, Windermere, FL 34786

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