Windermere, FL Homes

• 

  

  

  /34

  Est $516,377

  Not Listed For Sale

  6620 Bridgewater Village Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,115 Sq Ft
  • Built 2013

  6620 Bridgewater Village Rd, Windermere, FL 34786

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Kristina Pena MARK SPAIN REAL ESTATE
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  /48

  $1,225,000

  $50K PRICE DROP Under Contract

  • 5 Beds
  • 3 Baths
  • 2,831 Sq Ft

  12085 Sandy Shores Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Virtually Staged. **SANDY SHORES SANCTUARY** A rare 1934 Windermere Landmark on the Butler Chain of Lakes. Rich in history and timeless charm, this one-of-a-kind canal-front home offers a rare opportunity to own a piece of Old Windermere. Privately nestled beneath a canopy of oak trees in the exclusive Sandy Shores enclave, one of Windermere's most private

  Matt Wooten ALL REAL ESTATE & INVESTMENTS

  12085 Sandy Shores Dr, Windermere, FL 34786
• 

  

  /2

  $445,000

  Sold Mar 27, 2026

  13752 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $225/SF
  • 70 Days On Market

  Current Estimated Value $444,011

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  13752 Bressler Aly, Windermere, FL 34786
• 

  

  /2

  Est $366,447

  Not Listed For Sale

  8612 Brookvale Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,516 Sq Ft
  • Built 2013

  8612 Brookvale Dr, Windermere, FL 34786

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Rafael Fernandez AGENT TRUST REALTY CORPORATION
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  /57

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,727 Sq Ft

  11734 Water Run Aly, Windermere, FL 34786

  Get ready to move into one of the best homes and areas right now! Located in the thriving, serene, and highly sought-out Windermere, this dream home is one of a kind! One would never believe it, but this home is an end-unit turnkey luxury town home! Just being able to see the stunning fireworks from Disney from your beautiful home is a dream come true! The schools in Windermere are all

  Blanca Armada REMAX PREMIER PROPERTIES

  11734 Water Run Aly, Windermere, FL 34786
• 

  /2

  $1,018,000

  Sold Jul 31, 2026

  5128 Butler Ridge Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,816 Sq Ft
  • Built 1989

  Last Sold Summary

  • 19% Below List Price
  • $362/SF
  • 27 Days On Market

  Current Estimated Value $1,150,555

  Last Listing Agent Taylar Colangelo, LLC LOKATION

  5128 Butler Ridge Dr, Windermere, FL 34786
• 

  /2

  Est $712,494

  Not Listed For Sale

  13124 Orange Isle Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,201 Sq Ft
  • Built 2022

  13124 Orange Isle Dr, Windermere, FL 34786

  Last Sold Summary

  • 145 Days On Market

  Last Listing Agent Ken Pozek REAL BROKER, LLC
• 

  

  /100

  $6,900,000

  • 5 Beds
  • 7 Baths
  • 6,300 Sq Ft

  9061 Ron Den Ln, Windermere, FL 34786

  A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere.Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living. Constructed to Miami

  Brynn Munro CORCORAN PREMIER REALTY

  9061 Ron Den Ln, Windermere, FL 34786
• 

  /2

  $1,165,000

  Sold Oct 27, 2025

  14404 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,565 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $255/SF
  • 0 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14404 Crest Palm Ave, Windermere, FL 34786
• 

  

  /16

  Est $321,960

  Not Listed For Sale

  14214 Desert Haven St Unit 3604, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 2013

  14214 Desert Haven St Unit 3604, Windermere, FL 34786

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Phillip Kolbrich TOP FLORIDA HOMES
• 

  

  /62

  $7,200,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,993 Sq Ft

  5373 Isleworth Country Club Dr, Windermere, FL 34786

  Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot

  Rob Rahter STOCKWORTH REALTY GROUP

  5373 Isleworth Country Club Dr, Windermere, FL 34786
• 

  

  /77

  $1,450,000

  Sold Dec 15, 2025

  8117 Whitford Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,264 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $444/SF
  • 11 Days On Market

  Current Estimated Value $1,453,944

  Last Listing Agent Mary Tisdale Keller Williams Realty Emerald

  8117 Whitford Ct, Windermere, FL 34786
• 

  

  /60

  Est $751,705

  Not Listed For Sale

  13431 Swansea Ave, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,365 Sq Ft
  • Built 2005

  13431 Swansea Ave, Windermere, FL 34786

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Paul McGarigal RE/MAX SELECT GROUP
• 

  

  /41

  $3,100,000

  • 6 Beds
  • 4.5 Baths
  • 4,282 Sq Ft

  7720 Ficquette Rd, Windermere, FL 34786

  Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot!Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no HOA and an oversized 3-car garage. Recently and completely updated, this stunning home showcases designer finishes throughout, offering the perfect blend of luxury, comfort, and modern style. 12 Ft ceilings in living

  Ruthanne Martin REVEL REALTY LLC

  7720 Ficquette Rd, Windermere, FL 34786
• 

  /2

  $305,000

  Sold May 12, 2026

  11434 Jasper Kay Terrace Unit 1120, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $229/SF
  • 63 Days On Market

  Current Estimated Value $301,907

  Last Listing Agent alonso delgado REALTY ONE GROUP MVP

  11434 Jasper Kay Terrace Unit 1120, Windermere, FL 34786
• 

  

  /61

  Est $2,668,702

  Not Listed For Sale

  2516 Windermere Reserve Ct, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 4,953 Sq Ft
  • Built 2023

  2516 Windermere Reserve Ct, Windermere, FL 34786

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY
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  /77

  $2,450,000

  $100K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,136 Sq Ft

  4205 Clarice Estates Dr, Windermere, FL 34786

  Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice. This updated residence offers an effortless blend of generous living spaces and serene surroundings with re-designed landscaping and updated landscape lighting on a 1-Acre Private Lot! From the moment you enter through the dramatic double 12' iron and glass doors the home makes a bold

  Cynthia Casola DALTON WADE INC

  4205 Clarice Estates Dr, Windermere, FL 34786
• 

  /2

  $3,120,000

  Sold Jun 10, 2026

  4029 Isabella Cir, Windermere, FL 34786

  • 6 Beds
  • 8 Baths
  • 7,217 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $432/SF
  • 18 Days On Market

  Current Estimated Value $3,130,057

  Last Listing Agent Mauro Costa WILLIAM RAVEIS FLORIDA, LLC

  4029 Isabella Cir, Windermere, FL 34786
• 

  

  /40

  Est $766,624

  Not Listed For Sale

  8705 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,304 Sq Ft
  • Built 2015

  8705 Lookout Pointe Dr, Windermere, FL 34786

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Christopher Soucy REALTY ONE GROUP MVP
• 

  

  /24

  $450,000

  $29K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,891 Sq Ft

  12305 Via Derna Place, Windermere, FL 34786

  Welcome to this move-in ready 3-bedroom, 3-bath townhome in Windermere FL located in the desirable Carrington community near Walt Disney World, offering low-maintenance living and a prime Central Florida location.Major updates include a NEW ROOF (2022) for peace of mind and long-term value.From the moment you arrive, you’ll notice the curb appeal, mature landscaping, and covered

  Jennifer Wemert WEMERT GROUP REALTY LLC

  12305 Via Derna Place, Windermere, FL 34786
• 

  /2

  $362,500

  Sold Jan 15, 2026

  12307 Langstaff Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 0 Days On Market

  Current Estimated Value $361,973

  Last Listing Agent Kim Hogan HOGAN REALTY GROUP INC

  12307 Langstaff Dr, Windermere, FL 34786
• 

  /2

  Est $547,336

  Not Listed For Sale

  7742 Brofield Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,211 Sq Ft
  • Built 2011

  7742 Brofield Ave, Windermere, FL 34786
• 

  

  /27

  $370,000

  $80K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  12930 Vennetta Way, Windermere, FL 34786

  Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to

  Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

  12930 Vennetta Way, Windermere, FL 34786
• 

  /2

  $375,000

  Sold Oct 14, 2025

  7819 Hardenton St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2012

  Last Sold Summary

  • 11% Below List Price
  • $250/SF
  • 144 Days On Market

  Current Estimated Value $374,914

  Last Listing Agent Cory Prado COLDWELL BANKER REALTY

  7819 Hardenton St, Windermere, FL 34786
• 

  

  /20

  Est $451,874

  Not Listed For Sale

  13731 Beringer St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 2015

  13731 Beringer St, Windermere, FL 34786

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Sharon Knapp COMPASS FLORIDA LLC
• 

  

  /3

  $2,200,000

  New Construction $1M PRICE DROP Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,889 Sq Ft

  2 Chase Rd, Windermere, FL 34786

  Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication,

  Matthew Hughes CHARLES RUTENBERG REALTY ORLANDO

  2 Chase Rd, Windermere, FL 34786
• 

  /2

  $780,000

  Sold Aug 31, 2026

  6606 Sawyer Shores Ln, Horizon West, FL 34786

  • Land
  • 24,829 Sq Ft
  • $1,368,421 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 41 Days On Market

  Current Estimated Value $465,000

  Last Listing Agent Nick Khela PREMIUM PROPERTIES R.E. SERVICE

  6606 Sawyer Shores Ln, Horizon West, FL 34786
• 

  /2

  Est $583,391

  Not Listed For Sale

  8329 Lookout Pointe Dr, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,633 Sq Ft
  • Built 2016

  8329 Lookout Pointe Dr, Windermere, FL 34786

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
• 

  

  /36

  $610,000

  • 4 Beds
  • 4.5 Baths
  • 2,192 Sq Ft

  12749 Garridan Ave, Windermere, FL 34786

  Welcome to this beautifully maintained 4-bedroom, 4.5-bath residence situated on a premium 9,055-square-foot corner lot in the highly desirable Wickham Park community of Windermere. Offering 2,192 square feet of thoughtfully designed living space, this two-story home features an open floor plan filled with natural light, spacious living and dining areas, and a private primary suite with a walk-in

  Jose Ricardo Cerqueira JR CERQUEIRA REALTY CORP

  12749 Garridan Ave, Windermere, FL 34786
• 

  /2

  $1,400,000

  Sold Sep 04, 2026

  20 Oakdale St, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,188 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Below List Price
  • $640/SF
  • 30 Days On Market

  Current Estimated Value $1,484,762

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  20 Oakdale St, Windermere, FL 34786
• 

  

  /77

  Est $688,272

  Not Listed For Sale

  8355 Vivaro Isle Way, Windermere, FL 34786

  • 3 Beds
  • 3 Baths
  • 2,224 Sq Ft
  • Built 2019

  8355 Vivaro Isle Way, Windermere, FL 34786

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Rossana Okamura ELEVATE REAL ESTATE BROKERS
• 

  

  /45

  $725,000

  Open Tue 9AM - 7PM $100K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,697 Sq Ft

  4309 Saltmarsh Sparrow Dr, Windermere, FL 34786

  Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainless steel appliances and includes a functional island. The primary bedroom provides a walk in closet, while the primary bathroom contains double sinks and a separate tub and shower. An exterior covered patio extends to a fully

  Karen Albright OPENDOOR BROKERAGE LLC

  4309 Saltmarsh Sparrow Dr, Windermere, FL 34786
• 

  /2

  $760,000

  Sold Oct 17, 2025

  13218 Orange Isle Dr, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,109 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $244/SF
  • 57 Days On Market

  Current Estimated Value $765,410

  Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

  13218 Orange Isle Dr, Windermere, FL 34786
• 

  

  /34

  Not Listed For Sale

  6043 Savannah Oak Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,117 Sq Ft
  • Built 2019

  6043 Savannah Oak Aly, Windermere, FL 34786

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Taraneh Ansari-Duran UNITED REALTY GROUP INC
• 

  

  /31

  $415,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft

  8866 Herencia Aly, Windermere, FL 34786

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home featuring a spacious loft area perfect for a home office, media room, or play space. This move-in ready property offers an open-concept layout, stylish finishes, abundant natural light, and comfortable living spaces throughout. Located in the highly desirable Windermere area, this home offers easy access to top-rated schools,

  Priscila Lima WRA BUSINESS & REAL ESTATE

  8866 Herencia Aly, Windermere, FL 34786
• 

  /2

  $650,000

  Sold Aug 31, 2026

  6956 Trellis Vine Loop, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,015 Sq Ft
  • Built 2019

  Last Sold Summary

  • $216/SF
  • 0 Days On Market

  Current Estimated Value $647,751

  Last Listing Agent Dan Li EAST PEARL REALTY

  6956 Trellis Vine Loop, Windermere, FL 34786
• 

  /2

  Not Listed For Sale

  12514 Summer Port Beach Way, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,168 Sq Ft
  • Built 1940

  12514 Summer Port Beach Way, Windermere, FL 34786

  Last Sold Summary

  • 198 Days On Market

  Last Listing Agent Jason Grimes SOUTHERN HERITAGE REALTY, INC
• 

  

  /43

  $1,150,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,540 Sq Ft

  2009 Woody Dr, Windermere, FL 34786

  Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating

  Rebekkah Boskovich REVEL REALTY LLC

  2009 Woody Dr, Windermere, FL 34786
• 

  /2

  $700,000

  Sold Jun 17, 2026

  13609 Ancilla Blvd, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft
  • Built 2005

  Last Sold Summary

  • 12% Below List Price
  • $208/SF
  • 88 Days On Market

  Current Estimated Value $713,162

  Last Listing Agent Fernanda Oli Soares Santos de Oliveira WRA BUSINESS & REAL ESTATE

  13609 Ancilla Blvd, Windermere, FL 34786
• 

  /2

  Est $1,082,000

  Not Listed For Sale

  14372 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4.5 Baths
  • 4,443 Sq Ft
  • Built 2025

  14372 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 376 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

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