Windermere, FL Homes

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  $735,000 Sold Jul 14, 2025

  12880 Westside Village Loop, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,769 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $195/SF
  • 118 Days On Market

  Current Estimated Value $755,952

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

  12880 Westside Village Loop, Windermere, FL 34786
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  Est $673,814 Not Listed For Sale

  6764 Bridgewater Village Rd, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 3,013 Sq Ft
  • Built 2014

  6764 Bridgewater Village Rd, Windermere, FL 34786

  Last Sold Summary

  • $225/SF
  • 44 Days On Market

  Last Sold Price $677,000

  Last Listing Agent Alice Wang FOURSQUARE REAL ESTATE
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  $560,000

  • 4 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  8225 Bryce Canyon Ave, Windermere, FL 34786

  Beautiful 4-Bedroom Home in Windermere, FL – Prime Location and Comfort for the Whole Family! Discover this amazing homelocated in one of Florida’s most desirable neighborhoods – Windermere! Featuring 4 spacious bedrooms, 2 full bathrooms and a half bath, this property offers the ideal space and layout for families seeking comfort and quality of life. The home is vacant and move-in ready,

  Fernando Zucato CHARLES RUTENBERG REALTY ORLANDO

  8225 Bryce Canyon Ave, Windermere, FL 34786
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  $1,258,250 Sold May 29, 2025

  1825 Lake Roberts Ct, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,754 Sq Ft
  • Built 1995

  Last Sold Summary

  • $335/SF
  • 27 Days On Market

  Current Estimated Value $1,234,787

  Last Listing Agent Daniel Ryan EXP REALTY LLC

  1825 Lake Roberts Ct, Windermere, FL 34786
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  Not Listed For Sale

  8256 Maritime Flag St Unit 1715, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 2009

  8256 Maritime Flag St Unit 1715, Windermere, FL 34786

  Last Sold Summary

  • $227/SF
  • 322 Days On Market

  Last Sold Price $302,000

  Last Listing Agent Luis Setien LA ROSA REALTY ORLANDO LLC
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  $475,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,786 Sq Ft

  12060 Via Caselli Ln, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Huge price reduction!!Welcome to this well-maintained 4-bedroom, 3-bathroom townhome offering nearly 1,800 square feet of comfortable living in a desirable community. Perfectly situated directly across from the community pool, this home provides convenience and a prime location.Inside, you’ll find a

  Avani Shah COLDWELL BANKER REALTY

  12060 Via Caselli Ln, Windermere, FL 34786
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  $615,000 Sold Jul 30, 2025

  12524 Aldershot Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 7 Days On Market

  Current Estimated Value $598,885

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

  12524 Aldershot Ln, Windermere, FL 34786
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  Not Listed For Sale

  8265 Maritime Flag St Unit 22b-5, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2012

  8265 Maritime Flag St Unit 22b-5, Windermere, FL 34786

  Last Sold Summary

  • $244/SF
  • 3 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Karina Labarca, PA CHARLES RUTENBERG REALTY ORLANDO
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  $3,800,000

  • 3 Beds
  • 3.5 Baths
  • 4,751 Sq Ft

  9648 Mccormick Place, Windermere, FL 34786

  Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an

  Michelle Corbin ISLEWORTH REALTY LLC

  9648 Mccormick Place, Windermere, FL 34786
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  $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 $362,348

  Last Listing Agent Kim Hogan HOGAN REALTY GROUP INC

  12307 Langstaff Dr, Windermere, FL 34786
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  Est $362,397 Not Listed For Sale

  14324 Desert Haven St Unit 4001, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2013

  14324 Desert Haven St Unit 4001, Windermere, FL 34786

  Last Sold Summary

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

  Last Sold Price $390,000

  Last Listing Agent Brigette Hicks BHHS FLORIDA REALTY
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  $824,990

  • 3 Beds
  • 4 Baths
  • 2,450 Sq Ft

  11994 Mckinnon Rd, Windermere, FL 34786

  Welcome home to an elegant and spacious 4 bedroom, 3 full bathroom, 2 half bathroom home located in the highly sought-after town of Windermere, it offers the perfect blend of privacy, comfort, and opportunity all in one of Central Florida's most desirable communities. Enjoy the outdoor patio and pool with ample space to unwind and entertain. Whether it's a quiet morning coffee or an afternoon

  Gloria Alvarez CENTURY 21 CARIOTI

  11994 Mckinnon Rd, Windermere, FL 34786
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  $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 $372,025

  Last Listing Agent Cory Prado COLDWELL BANKER REALTY

  7819 Hardenton St, Windermere, FL 34786
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  Est $412,408 Not Listed For Sale

  11685 Water Run Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 2017

  11685 Water Run Aly, Windermere, FL 34786

  Last Sold Summary

  • 6% Below List Price
  • $277/SF
  • 38 Days On Market

  Last Sold Price $439,000

  Last Listing Agent Nabil Hayani LPT REALTY, LLC
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  $890,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,610 Sq Ft

  9106 Panzani Place, Windermere, FL 34786

  Under contract-accepting backup offers. Discover this beautiful 5-bedroom, 4-bathroom residence nestled inside the exclusive gated community of Tuscany Ridge. Situated on a spacious corner lot, this home showcases exceptional curb appeal with its tile roof, freshly painted exterior, and an impressive three-car garage with an oversized paver driveway. Step inside and fall in love with the

  Caitlin Dos Santos EXP REALTY LLC

  9106 Panzani Place, Windermere, FL 34786
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  $1,800,000 Sold May 23, 2025

  6203 Blakeford Dr, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,350 Sq Ft
  • Built 2001

  Last Sold Summary

  • 8% Below List Price
  • $414/SF
  • 261 Days On Market

  Current Estimated Value $1,808,859

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  6203 Blakeford Dr, Windermere, FL 34786
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  Not Listed For Sale

  8256 Maritime Flag St Unit 1725, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 2009

  8256 Maritime Flag St Unit 1725, Windermere, FL 34786

  Last Sold Summary

  • $270/SF
  • 69 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Helana Renfroe RED DOOR INVESTMENT GRP LLC
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  $479,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft

  6552 Helmsley Cir, Windermere, FL 34786

  Welcome home to Preston Square in beautiful Windermere! This stunning corner-unit townhome with 4 bedroom, 3 bathrooms offers the perfect blend of comfort, style, and convenience, with a new roof and fresh exterior paint. Step onto the cozy front porch and into a bright, inviting two-story home filled with natural light. The main living areas feature tile flooring throughout; great room showcases

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  6552 Helmsley Cir, Windermere, FL 34786
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  $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 $756,320

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

  13218 Orange Isle Dr, Windermere, FL 34786
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  Not Listed For Sale

  14348 Desert Haven St Unit 14348, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2013

  14348 Desert Haven St Unit 14348, Windermere, FL 34786

  Last Sold Summary

  • $201/SF
  • 69 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Gerald Walters ROBERT SLACK LLC
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  $579,000

  • 3 Beds
  • 2 Baths
  • 2,151 Sq Ft

  6673 Duncaster St, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Located in the highly sought-after Windermere area, this 3-bedroom, 2-bath residence offers 2,151 heated square feet of functional and versatile living space. The layout includes a formal living room, a spacious great room, and a dedicated den/study, providing flexibility for work, entertaining, or additional living areas. A covered lanai extends

  Lilyan Machuca MY REALTY GROUP, LLC.

  6673 Duncaster St, Windermere, FL 34786
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  $490,000 Sold Apr 24, 2025

  12777 Bosworth Ave, Windermere, FL 34786

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

  Last Sold Summary

  • 8% Below List Price
  • $289/SF
  • 130 Days On Market

  Current Estimated Value $493,586

  Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

  12777 Bosworth Ave, Windermere, FL 34786
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  Est $426,845 Not Listed For Sale

  8650 Wellington Blue Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,631 Sq Ft
  • Built 2016

  8650 Wellington Blue Ln, Windermere, FL 34786

  Last Sold Summary

  • 5% Below List Price
  • $276/SF
  • 19 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Jenny Mahet WRA BUSINESS & REAL ESTATE
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  $760,000

  • 6 Beds
  • 5.5 Baths
  • 3,336 Sq Ft

  11410 Rapallo Ln, Windermere, FL 34786

  This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and

  Rebeca Lima ORLANDO BROTHERS REAL ESTATE LLC

  11410 Rapallo Ln, Windermere, FL 34786
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  $485,000 Sold Mar 28, 2025

  10710 Reams Rd, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 170 Days On Market

  Current Estimated Value $489,424

  Last Listing Agent Huafeng Fang MAGICMIND REALTY LLC

  10710 Reams Rd, Windermere, FL 34786
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  Est $406,844 Not Listed For Sale

  11618 Water Run Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 2017

  11618 Water Run Aly, Windermere, FL 34786

  Last Sold Summary

  • 6% Below List Price
  • $275/SF
  • 116 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Deena Carvajal THE CARVAJAL GROUP
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  $7,400,000

  • 7 Beds
  • 7.5 Baths
  • 10,485 Sq Ft

  6507 Rosella Ct, Windermere, FL 34786

  Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of Lakes. 7 Bedrooms/8 Bathrooms and over

  DeAnna Sechrest DEANNA MARIE SECHREST

  6507 Rosella Ct, Windermere, FL 34786
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  $830,000 Sold Jan 16, 2026

  11031 Ledgement Ln, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,788 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $298/SF
  • 178 Days On Market

  Current Estimated Value $831,784

  Last Listing Agent Billy Wygle THE WILKINS WAY LLC

  11031 Ledgement Ln, Windermere, FL 34786
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  Est $509,695 Not Listed For Sale

  13874 Summerport Trail Loop, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,233 Sq Ft
  • Built 2016

  13874 Summerport Trail Loop, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $236/SF
  • 266 Days On Market

  Last Sold Price $525,880

  Last Listing Agent xingzhi zhang AAA GLOBAL VENTURES PA
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  $1,277,000

  • 5 Beds
  • 4.5 Baths
  • 3,449 Sq Ft

  11333 Camden Park Dr Unit 7, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a

  Cynthia Noto KARDOSH REALTY

  11333 Camden Park Dr Unit 7, Windermere, FL 34786
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  $619,000 Sold Dec 18, 2025

  8776 Crescendo Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2016

  Last Sold Summary

  • $299/SF
  • 4 Days On Market

  Current Estimated Value $612,908

  Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

  8776 Crescendo Ave, Windermere, FL 34786
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  Est $363,043 Not Listed For Sale

  14005 Oasis Springs Ln Unit 906, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft
  • Built 2010

  14005 Oasis Springs Ln Unit 906, Windermere, FL 34786

  Last Sold Summary

  • 8% Below List Price
  • $221/SF
  • 6 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S
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  $455,000

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

  13742 Bravante Aly, Windermere, FL 34786

  Welcome to low maintenance living in the heart of Windermere’s sought after Vineyard Square community. A modern townhome built in 2017 with an OPEN FLOOR PLAN designed for easy everyday living and entertaining. Step inside to a bright and airy oasis with soaring ceilings on the main level, tile flooring throughout the first floor living areas, and generous windows that fill the home with natural

  Dustin Bragg MARK SPAIN REAL ESTATE

  13742 Bravante Aly, Windermere, FL 34786
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  $565,000 Sold Sep 29, 2025

  6545 Chagford Ln, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft
  • Built 2007

  Last Sold Summary

  • $249/SF

  Current Estimated Value $552,913

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

  6545 Chagford Ln, Windermere, FL 34786
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  Est $1,683,567 Not Listed For Sale

  9012 Pinnacle Cir, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 3,585 Sq Ft
  • Built 2019

  9012 Pinnacle Cir, Windermere, FL 34786

  Last Sold Summary

  • 11% Below List Price
  • $529/SF
  • 163 Days On Market

  Last Sold Price $1,895,000

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC
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  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  12333 Via Derna Place, Windermere, FL 34786

  Welcome to this beautifully updated 1,919 sq/ft townhome in the highly desirable Carrington community of Windermere. This spacious 3-bedroom, 2.5-bath residence features a freshly renovated family room, kitchen, and shared bathroom, offering a modern and inviting living experience from the moment you enter. The open-concept layout provides excellent flow for everyday living and entertaining,

  Marco Romero YELLOW ROCK REALTY CORP

  12333 Via Derna Place, Windermere, FL 34786
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  $805,000 Sold Feb 13, 2026

  14551 Yellow Butterfly Rd, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 3,546 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $227/SF
  • 51 Days On Market

  Current Estimated Value $789,231

  Last Listing Agent Silvia Odebrecht ICON REALTY ASSOCIATES INC

  14551 Yellow Butterfly Rd, Windermere, FL 34786
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  Est $673,417 Not Listed For Sale

  8712 Crescendo Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,926 Sq Ft
  • Built 2016

  8712 Crescendo Ave, Windermere, FL 34786

  Last Sold Summary

  • 1% Above List Price
  • $228/SF
  • 119 Days On Market

  Last Sold Price $666,000

  Last Listing Agent Eileen Li TOPSKY REALTY INC
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  $800,000

  • 5 Beds
  • 4 Baths
  • 3,294 Sq Ft

  8337 Vivaro Isle Way, Windermere, FL 34786

  One or more photos have been virtually staged. Discover your dream home in the highly sought Windermere Isle community, just minutes from the world-renowned Disney attractions. This stunning residence offers an unparalleled blend of comfort, convenience, and elegance, making it an ideal choice for families and those who love to entertain. Boasting five spacious bedrooms and four well-appointed

  Laurel Kellett CORCORAN PREMIER REALTY

  8337 Vivaro Isle Way, Windermere, FL 34786
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  $1,535,000 Sold Sep 19, 2025

  11755 Waterstone Loop Dr, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 3,665 Sq Ft
  • Built 2012

  Last Sold Summary

  • 4% Below List Price
  • $419/SF
  • 97 Days On Market

  Current Estimated Value $1,515,453

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  11755 Waterstone Loop Dr, Windermere, FL 34786

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