Windermere, FL Homes

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  /2

  $475,000

  Sold Aug 21, 2026

  8662 Abbotsbury Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $253/SF
  • 32 Days On Market

  Current Estimated Value $498,755

  Last Listing Agent Paul Donovan RE/MAX PRIME PROPERTIES

  8662 Abbotsbury Dr, Windermere, FL 34786
• 

  

  

  /28

  Est $411,747

  Not Listed For Sale

  13303 Gorgona Isle Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,441 Sq Ft
  • Built 2020

  13303 Gorgona Isle Dr, Windermere, FL 34786

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Charles Kohlinger BHHS FLORIDA REALTY
• 

  

  

  /97

  $15,900,000

  • 8 Beds
  • 11 Baths
  • 14,068 Sq Ft

  6119 Grosvenor Shore Dr, Windermere, FL 34786

  Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  6119 Grosvenor Shore Dr, Windermere, FL 34786
• 

  

  

  /17

  $520,000

  Sold Sep 11, 2026

  13330 Longacre Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,306 Sq Ft
  • Built 2013

  Last Sold Summary

  • 5% Below List Price
  • $225/SF
  • 40 Days On Market

  Current Estimated Value $547,624

  Last Listing Agent Mark Wang SUNSTAR REALTY FL INC

  13330 Longacre Dr, Windermere, FL 34786
• 

  

  /2

  Est $434,004

  Not Listed For Sale

  11405 Brownstone St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • Built 2015

  11405 Brownstone St, Windermere, FL 34786

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Philip Foo FUTURE HOME REALTY INC
• 

  

  /52

  $2,950,000

  $550K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,676 Sq Ft

  6130 Grosvenor Shore Dr, Windermere, FL 34786

  Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, this custom Goehring & Morgan residence offers luxurious main-floor living paired with spectacular outdoor entertaining spaces and tranquil water views. Designed for both comfort and entertaining, the home features a heated saltwater

  Dianna Desboyaux DOUGLAS ELLIMAN

  6130 Grosvenor Shore Dr, Windermere, FL 34786
• 

  /2

  $1,625,000

  Sold Oct 15, 2025

  8424 Lake Burden Cir, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,810 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $427/SF
  • 50 Days On Market

  Current Estimated Value $1,600,684

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  8424 Lake Burden Cir, Windermere, FL 34786
• 

  /2

  Est $474,643

  Not Listed For Sale

  7653 Ripplepointe Way, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,212 Sq Ft
  • Built 2015

  7653 Ripplepointe Way, Windermere, FL 34786

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Nina Oh JUPITER PROPERTIES, INC
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  /38

  $2,795,000

  • 5 Beds
  • 6.5 Baths
  • 5,667 Sq Ft

  13322 Bellaria Cir, Windermere, FL 34786

  BELLARIA ESTATE. Toll Brothers-built Spanish/Mediterranean estate on a 0.76-acre homesite in Bellaria, Windermere's 64-home, 24-hour guard-gated enclave off Lake Butler Road. Built in 2014 and offering 5 bedrooms, 6 baths, 1 office, and 5,667 sq ft across two stories, with block-and-stucco construction, a tile roof, and mature, tree-lined landscaping framing a paver drive and 3-car

  Ryan Solberg MAXLIFE REALTY LLC

  13322 Bellaria Cir, Windermere, FL 34786
• 

  /2

  $665,000

  Sold Dec 17, 2025

  12654 Cragside Ln, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,072 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $216/SF
  • 82 Days On Market

  Current Estimated Value $668,324

  Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

  12654 Cragside Ln, Windermere, FL 34786
• 

  

  /61

  Est $1,078,908

  Not Listed For Sale

  8361 Torcello Isle Dr, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 4,176 Sq Ft
  • Built 2018

  8361 Torcello Isle Dr, Windermere, FL 34786

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Sherri Palmer EXP REALTY LLC
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  /37

  $1,055,000

  $70K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 4,936 Sq Ft

  9117 Outlook Rock Trail, Windermere, FL 34786

  Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, *DEDICATED MOVIE THEATER*, sparkling POOL, and an OVERSIZED 3-car garage, this remarkable residence spans nearly *5,000

  Rosanna Rivera REDFIN CORPORATION

  9117 Outlook Rock Trail, Windermere, FL 34786
• 

  /2

  $475,000

  Sold Jun 04, 2026

  8648 Powder Ridge Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft
  • Built 2014

  Last Sold Summary

  • 10% Below List Price
  • $253/SF
  • 112 Days On Market

  Current Estimated Value $478,011

  Last Listing Agent Renan Serretiello NOVA REAL ESTATE SERVICES INC

  8648 Powder Ridge Trail, Windermere, FL 34786
• 

  

  /43

  Est $754,945

  Not Listed For Sale

  8711 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,419 Sq Ft
  • Built 2015

  8711 Lookout Pointe Dr, Windermere, FL 34786

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC
• 

  

  /4

  $4,750,000

  • Land
  • 2.1 Acres
  • $2,261,905 per Acre

  0 Windy Ridge Rd Unit MFRO6439342, Windermere, FL 34786

  Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 175 feet wide and one of three being carved out of a larger compound to create an extraordinary and private home site being offered for the first time. No time frame to build, no HOA approval, and a convenient location in East Windermere, bypassing downtown

  Rob Rahter STOCKWORTH REALTY GROUP

  0 Windy Ridge Rd Unit MFRO6439342, Windermere, FL 34786
• 

  /2

  $1,100,000

  Sold Apr 10, 2026

  11325 Fenimore Ct, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,658 Sq Ft
  • Built 2002

  Last Sold Summary

  • 15% Below List Price
  • $414/SF
  • 149 Days On Market

  Current Estimated Value $1,113,535

  Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

  11325 Fenimore Ct, Windermere, FL 34786
• 

  

  /37

  Est $446,265

  Not Listed For Sale

  13477 Gorgona Isle Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,756 Sq Ft
  • Built 2020

  13477 Gorgona Isle Dr, Windermere, FL 34786

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Jen Dantas THE FLORIDA LOUNGE REALTY LLC
• 

  

  /90

  $3,700,000

  • 5 Beds
  • 6.5 Baths
  • 5,362 Sq Ft

  4302 Isabella Cir, Windermere, FL 34786

  Welcome to 4302 Isabella Circle, an exceptional 5-bedroom, 6.5-bath residence offering 5,362 square feet of living space on an expansive 0.88-acre homesite within the gated Casabella community of Windermere. Offered completely furnished, this Spanish-inspired home combines generous interior living spaces with an impressive outdoor setting and water views. Inside, soaring ceilings, hardwood

  Sean Rozanski JC FLORIDA REALTY LLC

  4302 Isabella Cir, Windermere, FL 34786
• 

  /2

  $1,830,000

  Sold Mar 06, 2026

  6564 Lagoon St, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,685 Sq Ft
  • Built 2025

  Last Sold Summary

  • 22% Below List Price
  • $497/SF
  • 359 Days On Market

  Current Estimated Value $1,821,970

  Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  6564 Lagoon St, Windermere, FL 34786
• 

  

  /42

  Est $699,710

  Not Listed For Sale

  11813 Cave Run Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,935 Sq Ft
  • Built 2014

  11813 Cave Run Ave, Windermere, FL 34786

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Jaime Leizan EXP REALTY LLC
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  /39

  $499,990

  $39K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,221 Sq Ft

  7867 Berkshire Oak Aly, Windermere, FL 34786

  Luxury Living in the Heart of Windermere!Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations.This spacious

  James Song MULTI CHOICE REALTY LLC

  7867 Berkshire Oak Aly, Windermere, FL 34786
• 

  /2

  $4,600,000

  Sold Jul 09, 2026

  5500 W Lake Butler Rd, Windermere, FL 34786

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Below List Price
  • $657/SF
  • 22 Days On Market

  Current Estimated Value $4,412,936

  Last Listing Agent Julie Sanchez THE REAL ESTATE COLLECTION LLC

  5500 W Lake Butler Rd, Windermere, FL 34786
• 

  

  /92

  Est $2,165,168

  Not Listed For Sale

  11817 Vinci Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 5,023 Sq Ft
  • Built 2012

  11817 Vinci Dr, Windermere, FL 34786

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES
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  /73

  $2,250,000

  $50K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,504 Sq Ft

  9904 Brentford Ct, Windermere, FL 34786

  Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View!Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of the most peaceful cul-de-sacs in the Keene's Pointe community. Perfectly positioned on a stunning water-view homesite with an expansive backyard and exceptional privacy, this home offers an incredibly flexible floor plan

  Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  9904 Brentford Ct, Windermere, FL 34786
• 

  /2

  $544,000

  Sold Dec 01, 2025

  11340 Rapallo Ln, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,165 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 5 Days On Market

  Current Estimated Value $562,044

  Last Listing Agent Petra Bukalo PA FLORIDA REALTY INVESTMENTS

  11340 Rapallo Ln, Windermere, FL 34786
• 

  

  /29

  Not Listed For Sale

  14264 Desert Haven St Unit GE, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2012

  14264 Desert Haven St Unit GE, Windermere, FL 34786

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Jennifer McCarty ORCHARD BROKERAGE, LLC
• 

  

  /16

  $450,000

  • 2 Beds
  • 1 Bath
  • 1,216 Sq Ft

  9764 Gotha Rd, Windermere, FL 34786

  Opportunity awaits at 9764 Gotha Road! This 2-bedroom, 1-bathroom home offers 1,216 square feet of living space, a private fenced yard, and NO HOA. Whether you're searching for a place to call home or looking to add another property to your investment portfolio, this home offers plenty of flexibility and potential. Inside, you'll find tile throughout the main living areas and hardwood flooring in

  Erica Diaz HOMEVEST REALTY

  9764 Gotha Rd, Windermere, FL 34786
• 

  /2

  $565,000

  Sold Jun 30, 2026

  6897 Northwich Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $253/SF
  • 26 Days On Market

  Current Estimated Value $570,259

  Last Listing Agent Blake Blahut REALTY ONE GROUP INSPIRATION

  6897 Northwich Dr, Windermere, FL 34786
• 

  

  /30

  Est $525,188

  Not Listed For Sale

  13347 Overstreet Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft
  • Built 2013

  13347 Overstreet Rd, Windermere, FL 34786

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Eve Metlis WATSON REALTY CORP
• 

  

  /24

  $399,000

  $358K PRICE INCREASE

  • 2 Beds
  • 2.5 Baths
  • 1,429 Sq Ft

  12405 Cruxbury Dr, Windermere, FL 34786

  Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and

  Steve Lang HOMEVEST REALTY

  12405 Cruxbury Dr, Windermere, FL 34786
• 

  /2

  $2,950,000

  Sold Feb 20, 2026

  4711 Joanna Garden Ct, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 4,089 Sq Ft
  • Built 2007

  Last Sold Summary

  • 9% Below List Price
  • $721/SF
  • 60 Days On Market

  Current Estimated Value $2,930,601

  Last Listing Agent Michelle Corbin ISLEWORTH REALTY LLC

  4711 Joanna Garden Ct, Windermere, FL 34786
• 

  /2

  Est $1,653,850

  Not Listed For Sale

  10988 Down Park Ln, Windermere, FL 34786

  10988 Down Park Ln, Windermere, FL 34786

  Last Sold Summary

  • 214 Days On Market

  Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC
• 

  

  /34

  $395,000

  $5K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,792 Sq Ft

  8001 Enchantment Dr Unit 1001, Windermere, FL 34786

  Welcome to this rare 4-bedroom, 3.5-bath corner-unit condo in the gated community of Oasis Cove in Windermere. Privately tucked away at the back of the community and surrounded by nature, this beautifully maintained home offers a peaceful setting with exceptional privacy. Inside, the bright open-concept floor plan is perfect for everyday living and entertaining. One of the few homes in Oasis Cove

  8001 Enchantment Dr Unit 1001, Windermere, FL 34786
• 

  /2

  $570,000

  Sold Dec 03, 2025

  11316 Rapallo Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $296/SF
  • 153 Days On Market

  Current Estimated Value $569,429

  Last Listing Agent Sherry Hutchins PREMIUM REALTY ADVISORS LLC

  11316 Rapallo Ln, Windermere, FL 34786
• 

  

  /10

  Not Listed For Sale

  Lot 2 Down Park Ln, Windermere, FL 34786

  Lot 2 Down Park Ln, Windermere, FL 34786

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC
• 

  

  /98

  $13,995,000

  • 6 Beds
  • 11 Baths
  • 12,067 Sq Ft

  3057 Porto Lago Ct, Windermere, FL 34786

  BRAND NEW ESTATE. A truly exceptional one-of-one on the shores of Lake Down, boasting over 12,000SF, 6BR's, 6/5BA's, and unmatched multigenerational flexibility. Designed by Mark Nasrallah and curated by Sorenson Construction, every inch of this estate was crafted with intention and the finest materials.Two 4-car garages flank either side of the oversized motor court, offering private entry

  Julie Bettosini STOCKWORTH REALTY GROUP

  3057 Porto Lago Ct, Windermere, FL 34786
• 

  /2

  $302,500

  Sold Dec 23, 2025

  12748 Langstaff Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Below List Price
  • $219/SF
  • 31 Days On Market

  Current Estimated Value $315,302

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  12748 Langstaff Dr, Windermere, FL 34786
• 

  

  /18

  Est $770,621

  Not Listed For Sale

  9207 Reflection Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,010 Sq Ft
  • Built 2016

  9207 Reflection Pointe Dr, Windermere, FL 34786

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE
• 

  

  /63

  $444,900

  • 3 Beds
  • 2.5 Baths
  • 1,997 Sq Ft

  13712 Summerport Village Pkwy, Windermere, FL 34786

  Excellent location! the best price-to value opportunity, Assistance may be available for qualified buyers and have the opportunity to work with our preferred lender and access additional benefits. a beautifully upgraded property, move in ready, Top-rated school district and Property high rental demand and low inventory, ideal for investors or families. Fresh paint inside and out, NEW CARPET, NEW

  Carines Hernandez Bustillo AGENT TRUST REALTY CORPORATION

  13712 Summerport Village Pkwy, Windermere, FL 34786
• 

  /2

  $750,000

  Sold May 22, 2026

  5018 River Gem Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,379 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $315/SF
  • 86 Days On Market

  Current Estimated Value $742,400

  Last Listing Agent Anastasia Fischer KELLER WILLIAMS SOUTH TAMPA

  5018 River Gem Ave, Windermere, FL 34786

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