Windermere, FL Homes

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  $393,000 Sold Mar 24, 2025

  12202 Langstaff Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft
  • Built 2012

  Last Sold Summary

  • $254/SF
  • 8 Days On Market

  Current Estimated Value $382,775

  Last Listing Agent Milagros Agostini-Prado AK GLOBAL REALTY LLC

  12202 Langstaff Dr, Windermere, FL 34786
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  Est $692,831 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,224 Sq Ft

  8355 Vivaro Isle Way, Windermere, FL 34786

  8355 Vivaro Isle Way, Windermere, FL 34786
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  $4,200,000

  • 5 Beds
  • 8 Baths
  • 6,248 Sq Ft

  11002 Lake Butler Blvd, Windermere, FL 34786

  Back on the Market! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and

  Sean Oakley SERENDIPITY REALTY LLC

  11002 Lake Butler Blvd, Windermere, FL 34786
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  $695,000 Sold Jun 13, 2025

  116 Main St, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1958

  Last Sold Summary

  • $548/SF
  • 91 Days On Market

  Current Estimated Value $714,036

  Last Listing Agent Adam Judd METROPOLIS R.E. SOLUTIONS, LLC

  116 Main St, Windermere, FL 34786
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  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,117 Sq Ft

  6043 Savannah Oak Aly, Windermere, FL 34786

  6043 Savannah Oak Aly, Windermere, FL 34786
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  $769,000

  • 5 Beds
  • 3 Baths
  • 3,357 Sq Ft

  7409 Fairgrove Ave, Windermere, FL 34786

  Enjoy resort-style living in the heart of Windermere! Located just minutes from major attractions, top-rated schools, and Downtown Orlando, this beautifully maintained 5-bedroom, 3-bath home offers the perfect blend of comfort, space, and community lifestyle. Neighborhood amenities include a resort-style pool, tennis and basketball courts, a playground and several green spaces for outdoor

  Cristina De Jesus DALTON WADE INC

  7409 Fairgrove Ave, Windermere, FL 34786
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  $305,000 Sold Jun 06, 2025

  8276 Maritime Flag St Unit 110, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 2007

  Last Sold Summary

  • 7% Below List Price
  • $212/SF
  • 62 Days On Market

  Current Estimated Value $311,807

  Last Listing Agent Evan Caulfield STOCKWORTH REALTY GROUP

  8276 Maritime Flag St Unit 110, Windermere, FL 34786
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,168 Sq Ft

  12514 Summer Port Beach Way, Windermere, FL 34786

  12514 Summer Port Beach Way, Windermere, FL 34786
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  $2,200,000

  • 4 Beds
  • 5.5 Baths
  • 5,266 Sq Ft

  1238 Lake Whitney Dr, Windermere, FL 34786

  BIG PRICE REDUCTION . MOTIVATED SELLER .Welcome to the exquisite and elegant GUARD GATED COMMUNITY OF Reserve At Belmere. A true luxury Tuscan style luxury home with spectacular views of Lake Whitney . Step into the grand entryway and you will be delighted with the enormous iron chandelier and breathtaking water views that will make you instantly fall in love. The tremendous gourmet chef's

  Nidhi Gupta HOME WISE REALTY GROUP, INC.

  1238 Lake Whitney Dr, Windermere, FL 34786
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  $653,250 Sold Mar 28, 2025

  12761 Westside Village Loop, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $265/SF
  • 9 Days On Market

  Current Estimated Value $644,976

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12761 Westside Village Loop, Windermere, FL 34786
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  Est $2,511,888 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,685 Sq Ft

  6127 Orta Ct, Windermere, FL 34786

  6127 Orta Ct, Windermere, FL 34786
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  $850,000

  • 4 Beds
  • 3 Baths
  • 2,764 Sq Ft

  11714 Delwick Dr, Windermere, FL 34786

  Just imagine yourself living in a pristine community with a long, impressive entrance that is guard gated like The Reserve at Belmere and Actually doing so! Now you have that opportunity in this fabulous Mediterranean – style home with almost 2800 Sq Feet of heated space. This home has it all. All that’s missing is you so call for your appointment today.This home offers the desirable private

  Veronica Davis-Lee RE/MAX 200 REALTY

  11714 Delwick Dr, Windermere, FL 34786
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  $825,000 Sold May 15, 2025

  8738 Iron Mountain Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,127 Sq Ft
  • Built 2013

  Last Sold Summary

  • 13% Below List Price
  • $264/SF
  • 313 Days On Market

  Current Estimated Value $816,024

  Last Listing Agent Crystal Washington Booth CENTURY 21 BE3

  8738 Iron Mountain Trail, Windermere, FL 34786
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  Est $447,604 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,760 Sq Ft

  8368 Iron Mountain Trail, Windermere, FL 34786

  8368 Iron Mountain Trail, Windermere, FL 34786
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  $1,069,990 Pending

  • 6 Beds
  • 4.5 Baths
  • 4,571 Sq Ft

  14427 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Step into your next home at the Sweetwater in Palms at Windermere.With over 4,400 square feet, this expansive two-story floorplan offers six bedrooms and four and a half baths, blending luxury and function for today’s modern living.On the first floor, the owner’s suite is a private retreat with dual walk-in closets and a spa-inspired bath. A

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14427 Crest Palm Ave, Windermere, FL 34786
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  $1,240,000 Sold May 02, 2025

  7587 Lake Albert Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 5,149 Sq Ft
  • Built 2014

  Last Sold Summary

  • 5% Below List Price
  • $241/SF
  • 40 Days On Market

  Current Estimated Value $1,262,621

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  7587 Lake Albert Dr, Windermere, FL 34786
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  Est $550,087 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  7861 Berkshire Oak Aly, Windermere, FL 34786

  7861 Berkshire Oak Aly, Windermere, FL 34786
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  $1,890,000

  • 4 Beds
  • 5 Baths
  • 5,130 Sq Ft

  3013 Seigneury Dr, Windermere, FL 34786

  Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of

  Rob Rahter STOCKWORTH REALTY GROUP

  3013 Seigneury Dr, Windermere, FL 34786
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  $600,000 Sold Jul 09, 2025

  5063 Carillon Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 2004

  Last Sold Summary

  • $249/SF
  • 7 Days On Market

  Current Estimated Value $593,721

  Last Listing Agent Jared Dunn LIVE MVRK LLC

  5063 Carillon Ln, Windermere, FL 34786
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  Est $381,623 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft

  12852 Calderdale Ave, Windermere, FL 34786

  12852 Calderdale Ave, Windermere, FL 34786
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  $324,500

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  8168 Boat Hook Loop Unit 207, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Step into this beautifully maintained second -floor unit in the sought-after Lakeside at Lakes of Windermere community. Ideally located Directly across from the community pool and clubhouse. Offering 1,455 square feet, this 3-bedroom, 2-bathroom home is designed for effortless Florida living—with timeless details and upscale finishes throughout. The

  Corey Cannon BHHS FLORIDA REALTY

  8168 Boat Hook Loop Unit 207, Windermere, FL 34786
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  $535,000 Sold Feb 13, 2025

  5230 Lemon Twist Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 2005

  Last Sold Summary

  • $244/SF
  • 0 Days On Market

  Current Estimated Value $540,342

  Last Listing Agent Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

  5230 Lemon Twist Ln, Windermere, FL 34786
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  Est $753,437 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,319 Sq Ft

  9156 Outlook Rock Trail, Windermere, FL 34786

  9156 Outlook Rock Trail, Windermere, FL 34786
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  $2,490,000

  • 5 Beds
  • 4 Baths
  • 3,461 Sq Ft

  5067 Sawyer Cove Way, Windermere, FL 34786

  STUNNING CUSTOM estate in the exclusive GATED community of Sawyer Sound - a private enclave of just 20 luxury homes, ideally located across the street from Windermere Prep, and close to excellent dining, and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases exceptional quality, craftsmanship, and

  Denise Crabbe REVEL REALTY LLC

  5067 Sawyer Cove Way, Windermere, FL 34786
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  $1,650,000 Sold Sep 29, 2025

  4108 Downeast Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,150 Sq Ft
  • Built 1979

  Last Sold Summary

  • 50% Below List Price
  • $524/SF
  • 208 Days On Market

  Current Estimated Value $1,641,935

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  4108 Downeast Ln, Windermere, FL 34786
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  Est $1,022,739 Not Listed For Sale

  13981 Reams Rd, Windermere, FL 34786

  13981 Reams Rd, Windermere, FL 34786
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  $474,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,113 Sq Ft

  13757 Bressler Aly, Windermere, FL 34786

  Enjoy a low maintenance lifestyle with this two-story townhome, built in 2019, seconds from modern conveniences in the heart of Windermere. This well-maintained townhouse offers a comfortable living environment with a brand new roof, gutters, downspouts, and additional upgrades, resulting in a low electric bill, making it ready for years of memories. An open, combined main living space welcomes

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  13757 Bressler Aly, Windermere, FL 34786
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  $4,000,000 Sold Apr 07, 2025

  5183 Isleworth Country Club Dr, Windermere, FL 34786

  • Land
  • 0.71 Acre
  • $5,633,803 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $3,902,337

  Last Listing Agent Michelle Corbin ISLEWORTH REALTY LLC

  5183 Isleworth Country Club Dr, Windermere, FL 34786
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  Est $398,359 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  8213 Mystic View Way Unit 2903, Windermere, FL 34786

  8213 Mystic View Way Unit 2903, Windermere, FL 34786
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  $2,725,000

  • 6 Beds
  • 4 Baths
  • 4,482 Sq Ft

  9648 Weatherstone Ct, Windermere, FL 34786

  Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the serene shores of Lake Olivia in Windermere, Florida. This beautifully appointed residence offers 6 bedrooms, 4 full bathrooms & a rare combination of timeless architecture & modern luxury. From the moment you arrive, the home's curb appeal is undeniable. The expansive wrap-around

  Olga Jakubowski ERA GRIZZARD REAL ESTATE

  9648 Weatherstone Ct, Windermere, FL 34786
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  $1,350,000 Sold Oct 30, 2025

  11425 Claymont Cir, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,684 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $366/SF
  • 99 Days On Market

  Current Estimated Value $1,376,645

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  11425 Claymont Cir, Windermere, FL 34786
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821
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  $739,000

  • 5 Beds
  • 3 Baths
  • 2,972 Sq Ft

  6965 Tettenhall Ln, Windermere, FL 34786

  Welcome to own this beautiful home in lakes of windermere . 5 bedrooms 3 full bathrooms that has been remodeled . Marble floor through downstairs and laminate upstairs and a lot of upgrades throughout the house . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney ,

  Nabil Chakrouni VISION HOME REAL ESTATE, LLC

  6965 Tettenhall Ln, Windermere, FL 34786
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  $825,000 Sold Feb 21, 2025

  4 Chase Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,386 Sq Ft
  • Built 1971

  Last Sold Summary

  • 15% Below List Price
  • $346/SF
  • 166 Days On Market

  Current Estimated Value $814,591

  Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

  4 Chase Rd, Windermere, FL 34786
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  Est $564,143 Not Listed For Sale

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

  4325 Blue Major Dr, Windermere, FL 34786

  4325 Blue Major Dr, Windermere, FL 34786
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  $559,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  13312 Longacre Dr, Windermere, FL 34786

  Welcome to this 3 bedroom, 2 bathroom home with a versatile flex room, private yard, and screened patio, located in a quiet neighborhood, ideal for comfortable family living. Just 12 minutes from Disney parks, this property offers convenience and lifestyle, with close proximity to top rated schools, parks, recreational facilities, shopping centers, restaurants, supermarkets, and easy access to

  Mariesy Davila LA ROSA REALTY INTERNACIONAL L

  13312 Longacre Dr, Windermere, FL 34786
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  $800,000 Sold Jan 09, 2026

  6905 Nobleton Dr, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 3,345 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 46 Days On Market

  Last Listing Agent Tony Tate LPT REALTY, LLC

  6905 Nobleton Dr, Windermere, FL 34786
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  Est $2,022,731 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,380 Sq Ft

  11840 Vinci Dr, Windermere, FL 34786

  11840 Vinci Dr, Windermere, FL 34786
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  $710,000

  • 5 Beds
  • 3 Baths
  • 2,511 Sq Ft

  13232 Longacre Dr, Windermere, FL 34786

  Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry.The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage

  Maria Kronenberg CHARLES RUTENBERG REALTY ORLANDO

  13232 Longacre Dr, Windermere, FL 34786
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  $1,475,000 Sold Feb 25, 2025

  1295 Estancia Woods Loop, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,098 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $360/SF
  • 22 Days On Market

  Current Estimated Value $1,505,420

  Last Listing Agent Desiree LaRoche KEENE'S POINTE REALTY

  1295 Estancia Woods Loop, Windermere, FL 34786

Showing Results 521 - 560, Page 14 of 18