Windermere, FL Homes

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  $1,375,000

  Sold Jun 12, 2026

  2635 Tryon Place, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,027 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $341/SF
  • 7 Days On Market

  Current Estimated Value $1,380,832

  Last Listing Agent Nipul Shah REIKI REALTY LLC

  2635 Tryon Place, Windermere, FL 34786
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  /2

  Est $737,843

  Not Listed For Sale

  12973 Holdenbury Ln, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft
  • Built 2013

  12973 Holdenbury Ln, Windermere, FL 34786

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Robert Foutz ASSIST 2 SELL FOUTZ REALTY
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  /99

  $2,800,000

  • 6 Beds
  • 7.5 Baths
  • 6,781 Sq Ft

  13250 Bellaria Cir, Windermere, FL 34786

  Exceptional custom estate in the exclusive guard-gated community of Bellaria featuring 6 bedrooms, 7 full bathrooms, 1 half bath, and a floor plan designed for both everyday living and entertaining. Positioned with pond views and no front neighbors, this residence has been recently painted inside and out and offers quality craftsmanship throughout.The main living areas showcase travertine

  Scarllet Silveira Rocha CHARLES RUTENBERG REALTY INC

  13250 Bellaria Cir, Windermere, FL 34786
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  /2

  $444,980

  Sold May 15, 2026

  13369 Gorgona Isle Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 92 Days On Market

  Current Estimated Value $393,853

  Last Listing Agent Wendy Fischer PREMIER SOTHEBYS INT'L REALTY

  13369 Gorgona Isle Dr, Windermere, FL 34786
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  /2

  Est $780,008

  Not Listed For Sale

  12971 Westside Village Loop, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,694 Sq Ft
  • Built 2018

  12971 Westside Village Loop, Windermere, FL 34786

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC
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  /36

  $1,649,000

  Under Contract

  • 4 Beds
  • 4 Baths
  • 3,086 Sq Ft

  2617 Butler Bay Dr N, Windermere, FL 34786

  Under contract-accepting backup offers. Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4

  Jenny Ramirez COLDWELL BANKER REALTY

  2617 Butler Bay Dr N, Windermere, FL 34786
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  /2

  $590,000

  Sold Feb 24, 2026

  4533 River Gem Ave, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $245/SF
  • 49 Days On Market

  Current Estimated Value $584,467

  Last Listing Agent George Stringer COLDWELL BANKER REALTY

  4533 River Gem Ave, Windermere, FL 34786
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  /2

  Est $674,522

  Not Listed For Sale

  12627 Salomon Cove Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 2,886 Sq Ft
  • Built 2018

  12627 Salomon Cove Dr, Windermere, FL 34786

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY
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  /52

  $1,050,000

  Under Contract

  • 5 Beds
  • 4 Baths
  • 3,267 Sq Ft

  8254 Procida Isle Ln, Windermere, FL 34786

  Under contract-accepting backup offers. Experience the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 4-bathroom home in the highly sought-after Windermere Isle community. Enjoy nightly Disney fireworks from the second floor! A charming covered front porch welcomes you inside, where the foyer showcases beautiful wood-look tile flooring that flows

  Lonnel Layman IAD REAL ESTATE

  8254 Procida Isle Ln, Windermere, FL 34786
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  /2

  $292,000

  Sold Oct 03, 2025

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Below List Price
  • $201/SF
  • 348 Days On Market

  Current Estimated Value $300,822

  Last Listing Agent Jay Stewart SOUTHERN REALTY GROUP LLC

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
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  /2

  Est $633,917

  Not Listed For Sale

  12761 Westside Village Loop, Windermere, FL 34786

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

  12761 Westside Village Loop, Windermere, FL 34786

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC
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  /20

  $561,738

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 1,649 Sq Ft

  13411 Lemon Orchard Bend, Windermere, FL 34786

  Under Construction. This stylish two-story townhome features three spacious suites, including a second-floor primary suite and two additional bedrooms. The open-concept first floor offers a bright living area and a gourmet kitchen with 42” cabinets, quartz countertops, stainless steel appliances, and luxury vinyl plank flooring. Enjoy a private courtyard and detached two-car garage. Located in

  Reed Williams ASHTON WOODS FLORIDA REALTY LLC

  13411 Lemon Orchard Bend, Windermere, FL 34786
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  /2

  $490,000

  Sold May 11, 2026

  6310 Golden Dewdrop Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,977 Sq Ft
  • Built 2012

  Last Sold Summary

  • 7% Below List Price
  • $248/SF
  • 107 Days On Market

  Current Estimated Value $502,944

  Last Listing Agent Mengshi Lu JOY ESTATE ENTERPRISE INC

  6310 Golden Dewdrop Trail, Windermere, FL 34786
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  /2

  Est $2,332,556

  Not Listed For Sale

  3992 Isabella Cir, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 4,339 Sq Ft
  • Built 2018

  3992 Isabella Cir, Windermere, FL 34786

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Nicole Dege REDFIN CORPORATION
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  /57

  $1,375,000

  $115K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,487 Sq Ft

  12718 Windermere Isles Place, Windermere, FL 34786

  Beautifully remodeled 5-bedroom residence on a rare nearly one-acre homesite in the heart of Windermere, offering exceptional privacy, a sparkling pool and spa, expansive outdoor living, and beautiful pond views with unforgettable Florida sunrises.Tucked away on a quiet cul-de-sac, this home combines generous living spaces with a setting that is increasingly difficult to find. The

  Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

  12718 Windermere Isles Place, Windermere, FL 34786
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  /2

  $812,000

  Sold Apr 20, 2026

  2641 Hempel Ave, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $338/SF
  • 11 Days On Market

  Current Estimated Value $808,276

  Last Listing Agent Frank Mediavilla KNIGHTS REALTY

  2641 Hempel Ave, Windermere, FL 34786
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  /2

  Est $966,628

  Not Listed For Sale

  9224 Legado Dr, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 3,407 Sq Ft
  • Built 2021

  9224 Legado Dr, Windermere, FL 34786

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC
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  $404,990

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,369 Sq Ft

  12744 Langstaff Dr, Windermere, FL 34786

  Located in one of Windermere’s most desirable communities, this beautifully updated 3-bedroom, 2.5-bath townhouse offers the perfect blend of style, comfort, and convenience. Just minutes from Disney, Horizon West, premier shopping, dining, and major highwaysStep inside to discover a bright, open-concept floor plan filled with natural light and designed for both everyday living and

  Veronica Martinez MY REALTY GROUP, LLC.

  12744 Langstaff Dr, Windermere, FL 34786
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  /2

  $2,784,000

  Sold Aug 26, 2026

  6417 Lake Burden View Dr, Windermere, FL 34786

  • 5 Beds
  • 6 Baths
  • 5,935 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $469/SF
  • 31 Days On Market

  Current Estimated Value $2,920,714

  Last Listing Agent Susan Wilkinson ORANGE TREE REALTY

  6417 Lake Burden View Dr, Windermere, FL 34786
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  /2

  Est $849,463

  Not Listed For Sale

  9248 Legado Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,823 Sq Ft
  • Built 2021

  9248 Legado Dr, Windermere, FL 34786

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Ken Pozek REAL BROKER, LLC
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  /27

  $915,000

  • 4 Beds
  • 3 Baths
  • 2,988 Sq Ft

  9150 Outlook Rock Trail, Windermere, FL 34786

  Welcome to this exquisite and impeccably maintained home filled with natural light and elegant open spaces. As you step inside, you are greeted by a soaring ceiling in the grand foyer that immediately sets the tone for the home’s impressive design.The first floor features a versatile bedroom with a full bath, perfect for guests or multi-generational living, along with a formal dining room

  Chanel Munoz MOSAIC PARTNERS GROUP

  9150 Outlook Rock Trail, Windermere, FL 34786
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  /2

  $1,290,000

  Sold Oct 24, 2025

  13527 Lake Cawood Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,379 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Above List Price
  • $382/SF
  • 6 Days On Market

  Current Estimated Value $1,278,954

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  13527 Lake Cawood Dr, Windermere, FL 34786
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  /2

  Est $483,635

  Not Listed For Sale

  12777 Bosworth Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2012

  12777 Bosworth Ave, Windermere, FL 34786

  Last Sold Summary

  • 130 Days On Market

  Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC
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  /98

  $10,200,000

  New Construction

  • 6 Beds
  • 8.5 Baths
  • 6,457 Sq Ft

  728 Forest St, Windermere, FL 34786

  An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water

  Soraya Resende S2J REALTY, LLC

  728 Forest St, Windermere, FL 34786
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  /2

  $11,500,000

  Sold May 15, 2026

  5525 Isleworth Country Club Dr, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 9,511 Sq Ft
  • Built 1999

  Last Sold Summary

  • 19% Below List Price
  • $1,209/SF
  • 333 Days On Market

  Current Estimated Value $5,755,366

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  5525 Isleworth Country Club Dr, Windermere, FL 34786
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  /2

  Est $481,122

  Not Listed For Sale

  11037 Bagley Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 2018

  11037 Bagley Aly, Windermere, FL 34786

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC
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  /25

  $625,000

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,837 Sq Ft

  11854 Via Lucerna Cir, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to this 4-bedroom, 3.5-bath plus loft residence in the gated community of Belmere Village. Offering 2,837 square feet of thoughtfully designed living space, this home features soaring ceilings, abundant natural light, and a functional floor plan ideal for both everyday living and entertaining. The spacious kitchen is equipped with granite

  Matt Tomaszewski CORCORAN PREMIER REALTY

  11854 Via Lucerna Cir, Windermere, FL 34786
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  /2

  $430,000

  Sold Feb 06, 2026

  7411 Ripplepointe Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Below List Price
  • $221/SF
  • 55 Days On Market

  Current Estimated Value $430,890

  Last Listing Agent John Cunningham KELLER WILLIAMS CLASSIC

  7411 Ripplepointe Way, Windermere, FL 34786
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  /2

  Est $732,855

  Not Listed For Sale

  9025 Horizon Pointe Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,264 Sq Ft
  • Built 2014

  9025 Horizon Pointe Trail, Windermere, FL 34786

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Erin Fang FLORIDA REALTY INVESTMENTS
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  /41

  $645,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,521 Sq Ft

  13226 Zori Ln, Windermere, FL 34786

  WELCOME to this STUNNING, BEAUTIFULLY UPDATED, MOVE-IN READY home in one of Windermere’s most desirable locations! From the moment you arrive, this exceptional property captures your attention with its BRICK-PAVED DRIVEWAY, CHARMING FRONT PORCH, BEAUTIFULLY ENHANCED FRONT AND BACK LANDSCAPING, and RAIN GUTTERS, offering outstanding curb appeal and a warm first impression.Boasting over 2,521

  Aziz Elbrak LA ROSA REALTY LLC

  13226 Zori Ln, Windermere, FL 34786
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  /2

  $1,550,000

  Sold Jun 11, 2026

  6001 Caymus Loop, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 3,520 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $440/SF
  • 7 Days On Market

  Current Estimated Value $1,526,781

  Last Listing Agent Stella Freeman QUATTRO R E SOLUTIONS LLC

  6001 Caymus Loop, Windermere, FL 34786
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  /2

  Est $807,517

  Not Listed For Sale

  6884 Trellis Vine Loop, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,409 Sq Ft
  • Built 2019

  6884 Trellis Vine Loop, Windermere, FL 34786

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jennifer Mitchell CLOCK TOWER REALTY
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  $3,999,999

  $200K PRICE DROP

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

  11002 Lake Butler Blvd, Windermere, FL 34786

  Price Adjustment! 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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  /2

  $1,540,000

  Sold May 08, 2026

  8438 Tibet Butler Dr, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,464 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Below List Price
  • $445/SF
  • 33 Days On Market

  Current Estimated Value $1,530,449

  Last Listing Agent Daniel Pavel WRA BUSINESS & REAL ESTATE

  8438 Tibet Butler Dr, Windermere, FL 34786
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  /2

  Est $656,064

  Not Listed For Sale

  7201 Rambling Water Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 2015

  7201 Rambling Water Way, Windermere, FL 34786

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jacquie Sosa EXP REALTY LLC
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  /92

  $7,695,000

  $1M PRICE DROP

  • 7 Beds
  • 10 Baths
  • 8,362 Sq Ft

  9343 Tibet Pointe Cir, Windermere, FL 34786

  PRICE Improvenent!!Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completelyupdated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought Brand New oversized GLASS DOOR add a refined entry. Opening to the two-story formal areas featuring timeless elements of

  Juan Delgado LA ROSA REALTY LLC

  9343 Tibet Pointe Cir, Windermere, FL 34786
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  /2

  $3,300,000

  Sold Aug 31, 2026

  6857 Valhalla Way, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 7,153 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $461/SF
  • 53 Days On Market

  Current Estimated Value $3,558,694

  Last Listing Agent Mely Carrero EMPIRE NETWORK REALTY

  6857 Valhalla Way, Windermere, FL 34786
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  /53

  Est $1,073,585

  Not Listed For Sale

  8799 Crescendo Ave, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,502 Sq Ft
  • Built 2015

  8799 Crescendo Ave, Windermere, FL 34786

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Karen Costa FLORIDA CAPITAL REALTY
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  $1,200,000

  • Land
  • 1.13 Acres
  • $1,061,947 per Acre

  10984 Park Ridge Gotha Rd, Windermere, FL 34786

  A 1.13 acre custom home lot ready for your vision! Secluded yet close to everything Windermere has to offer! The lot has an existing driveway and iron gate with pillars. There is an onsite well. At one time there was a 12,000 sq ft house on this lot. Ready to build your family compound?

  Camilo Perez HOME SOLD REALTY LLC

  10984 Park Ridge Gotha Rd, Windermere, FL 34786
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  /2

  $285,000

  Sold Sep 19, 2025

  8277 Maritime Flag St Unit 205, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 2007

  Last Sold Summary

  • 10% Below List Price
  • $196/SF
  • 39 Days On Market

  Current Estimated Value $296,395

  Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

  8277 Maritime Flag St Unit 205, Windermere, FL 34786

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