Homes in ZIP Code 34786

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  $934,500 Sold Jul 23, 2025

  2046 Westover Reserve Blvd, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,516 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $266/SF
  • 30 Days On Market

  Current Estimated Value $985,898

  Last Listing Agent Brooke Cangro RE/MAX 200 REALTY

  2046 Westover Reserve Blvd, Windermere, FL 34786
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  /2

  Est $790,861 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

  • 4% Below List Price
  • $242/SF
  • 6 Days On Market

  • Last Sold Price $825,000
  • Nov 06, 2024

  Last Listing Agent Jennifer Mitchell CLOCK TOWER REALTY
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  $5,000,000

  • 6 Beds
  • 9 Baths
  • 8,305 Sq Ft

  9721 Carillon Park Dr, Windermere, FL 34786

  Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe.This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and

  Dianna Desboyaux DOUGLAS ELLIMAN

  9721 Carillon Park Dr, Windermere, FL 34786
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  $340,000 Sold Feb 06, 2026

  12716 Langstaff Dr, Windermere, FL 34786

  • 2 Beds
  • 2.5 Baths
  • 1,181 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $288/SF
  • 85 Days On Market

  Current Estimated Value $335,435

  Last Listing Agent Ann Wargo UPSIDE REAL ESTATE INC

  12716 Langstaff Dr, Windermere, FL 34786
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  /2

  Est $666,013 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

  • 2% Below List Price
  • $280/SF
  • 8 Days On Market

  • Last Sold Price $680,000
  • Dec 20, 2024

  Last Listing Agent Jacquie Sosa EXP REALTY LLC
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  $1,130,000

  • 8 Beds
  • 5 Baths
  • 4,830 Sq Ft

  6152 Golden Dewdrop Trail, Windermere, FL 34786

  More pictures coming soon. Beautiful and spacious 8-bedroom, 5-bathroom corner home offering 4,830 sqft of living space. This well-designed property features a generous layout with plenty of room for comfortable living and entertaining. The fenced backyard provides a great outdoor space, perfect for relaxing or enjoying time outside. Located on a desirable corner lot, offering added space and

  Vitor Silva VESTI LLC

  6152 Golden Dewdrop Trail, Windermere, FL 34786
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  $498,000 Sold Aug 01, 2025

  4813 River Gem Ave, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Below List Price
  • $239/SF
  • 55 Days On Market

  Current Estimated Value $512,040

  Last Listing Agent Suzanne Hosmer RE/MAX SELECT GROUP

  4813 River Gem Ave, Windermere, FL 34786
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  /53

  Est $1,087,387 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

  • 1% Below List Price
  • $244/SF
  • 19 Days On Market

  • Last Sold Price $1,100,000
  • Dec 14, 2023

  Last Listing Agent Karen Costa FLORIDA CAPITAL REALTY
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  /19

  $4,276,160 Pending

  • 5 Beds
  • 6.5 Baths
  • 6,401 Sq Ft

  1821 Windermere Rd, Windermere, FL 34786

  Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete

  Matt Matthews ORLANDO TBI REALTY LLC

  1821 Windermere Rd, Windermere, FL 34786
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  $1,560,000 Sold Aug 11, 2025

  8437 Lake Burden Cir, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,797 Sq Ft
  • Built 2005

  Last Sold Summary

  • 16% Below List Price
  • $411/SF
  • 105 Days On Market

  Current Estimated Value $1,538,529

  Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

  8437 Lake Burden Cir, Windermere, FL 34786
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  /42

  Est $881,401 Not Listed For Sale

  11859 Gold Creek Trail, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 3,804 Sq Ft
  • Built 2012

  11859 Gold Creek Trail, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $239/SF
  • 8 Days On Market

  • Last Sold Price $910,000
  • May 07, 2024

  Last Listing Agent Flavio Melo BB GROUP REALTY CORP
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  $3,400,000

  • 4 Beds
  • 4 Baths
  • 4,877 Sq Ft

  9731 Chestnut Ridge Dr, Windermere, FL 34786

  Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below.

  Monica Lochmandy ISLEWORTH REALTY LLC

  9731 Chestnut Ridge Dr, Windermere, FL 34786
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  $3,350,000 Sold Jul 15, 2025

  5801 Marleon Dr, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 6,968 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $481/SF
  • 5 Days On Market

  Current Estimated Value $3,346,557

  Last Listing Agent Michelle Brierley COLDWELL BANKER REALTY

  5801 Marleon Dr, Windermere, FL 34786
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  /2

  Est $450,136 Not Listed For Sale

  8673 Coventry Park Way, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Built 2016

  8673 Coventry Park Way, Windermere, FL 34786

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 101 Days On Market

  • Last Sold Price $470,000
  • Dec 16, 2024

  Last Listing Agent Yogini Bhave CHARLES RUTENBERG REALTY ORLANDO
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  $3,200,000

  • 6 Beds
  • 6.5 Baths
  • 6,308 Sq Ft

  13448 Bellaria Cir, Windermere, FL 34786

  Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

  Shawn Kennedy KENNEDY REALTY GROUP LLC

  13448 Bellaria Cir, Windermere, FL 34786
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  $740,000 Sold Jan 08, 2026

  11849 Cave Run Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,414 Sq Ft
  • Built 2014

  Last Sold Summary

  • 11% Below List Price
  • $217/SF
  • 86 Days On Market

  Current Estimated Value $743,333

  Last Listing Agent Any Alves WRA BUSINESS & REAL ESTATE

  11849 Cave Run Ave, Windermere, FL 34786
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  /18

  Est $1,077,743 Not Listed For Sale

  14268 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft
  • Built 2025

  14268 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 1% Below List Price
  • $350/SF
  • 38 Days On Market

  • Last Sold Price $1,086,000
  • Mar 19, 2025

  Last Listing Agent Mark Raumaker SERHANT
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  $295,000

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft

  11564 Mizzon Dr Unit 202 (919), Windermere, FL 34786

  Windermere Renovated Condo | Elevator | Resort Amenities | Near Disney & Shopping Renovated and move-in ready, this light-filled second-floor condo with elevator access is ideally located in one of Windermere’s most convenient areas—just minutes from Disney, Winter Garden Village, and directly across from Lakeside Village Center offering everyday shopping and dining. Designed for effortless

  Nilufer Rohleder COLDWELL BANKER REALTY

  11564 Mizzon Dr Unit 202 (919), Windermere, FL 34786
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  $837,000 Sold Jun 05, 2025

  6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 3,282 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $255/SF
  • 14 Days On Market

  Current Estimated Value $856,889

  Last Listing Agent Cheryl Roda-Wu CENTURY 21 BE3

  6550 Crestmont Glen Ln Unit 1, Windermere, FL 34786
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  /2

  Est $3,407,501 Not Listed For Sale

  5006 Sawyer Cove Way, Windermere, FL 34786

  • 4 Beds
  • 7 Baths
  • 5,727 Sq Ft
  • Built 2018

  5006 Sawyer Cove Way, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $611/SF
  • 1 Day On Market

  • Last Sold Price $3,500,000
  • Aug 16, 2024

  Last Listing Agent Shawna Tree MEGAN DOWDY REALTY, LLC
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  $3,699,888

  • 4 Beds
  • 5.5 Baths
  • 6,054 Sq Ft

  12812 Jacob Grace Ct, Windermere, FL 34786

  Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

  Alireza Partovi EXP REALTY LLC

  12812 Jacob Grace Ct, Windermere, FL 34786
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  $704,000 Sold Sep 18, 2025

  1220 Glenheather Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,695 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $261/SF
  • 22 Days On Market

  Current Estimated Value $708,401

  Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1220 Glenheather Dr, Windermere, FL 34786
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  /21

  Est $757,986 Not Listed For Sale

  8736 Peachtree Park Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,775 Sq Ft
  • Built 2017

  8736 Peachtree Park Ct, Windermere, FL 34786

  Last Sold Summary

  • 4% Below List Price
  • $284/SF
  • 172 Days On Market

  • Last Sold Price $789,000
  • Jun 24, 2024

  Last Listing Agent Michael Velasquez THE SIMON SIMAAN GROUP
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  $5,760,000

  • 4 Beds
  • 7 Baths
  • 7,872 Sq Ft

  12264 Montalcino Cir, Windermere, FL 34786

  Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere,located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from

  Jennifer Olmeda WRA BUSINESS & REAL ESTATE

  12264 Montalcino Cir, Windermere, FL 34786
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  /2

  $4,475,000 Sold Mar 25, 2026

  6474 Deacon Cir, Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 5,853 Sq Ft
  • Built 1989

  Last Sold Summary

  • $765/SF

  Current Estimated Value $4,419,224

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

  6474 Deacon Cir, Windermere, FL 34786
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  /2

  Est $528,387 Not Listed For Sale

  6322 Golden Dewdrop Trail, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,136 Sq Ft
  • Built 2012

  6322 Golden Dewdrop Trail, Windermere, FL 34786

  Last Sold Summary

  • $247/SF
  • 64 Days On Market

  • Last Sold Price $527,500
  • Oct 30, 2024

  Last Listing Agent James Martinez CHARLES RUTENBERG REALTY ORLANDO
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  $799,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,493 Sq Ft

  5427 Nagami Dr, Windermere, FL 34786

  Under contract-accepting backup offers. **HIGHEST AND BEST DUE TOMORROW APRIL 27th, 2026 (MONDAY) AT 6PM** Discover the lifestyle you've been searching for in this stunning two-story Windermere retreat on a peaceful cul-de-sac in the coveted Summerport community. Disney World & Universal are just 20 mins away, and the home is zoned for TOP-RANKED A+ SCHOOLS — Keenes Crossing Elementary,

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  5427 Nagami Dr, Windermere, FL 34786
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  $2,460,000 Sold Dec 18, 2025

  11019 Ullswater Ln, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 5,916 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $416/SF
  • 23 Days On Market

  Current Estimated Value $2,455,129

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  11019 Ullswater Ln, Windermere, FL 34786
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  /2

  Est $1,255,383 Not Listed For Sale

  6020 Golden Dewdrop Trail, Windermere, FL 34786

  • 8 Beds
  • 5 Baths
  • 4,740 Sq Ft
  • Built 2012

  6020 Golden Dewdrop Trail, Windermere, FL 34786

  Last Sold Summary

  • 9% Above List Price
  • $243/SF
  • 30 Days On Market

  • Last Sold Price $1,150,000
  • Oct 17, 2024

  Last Listing Agent Rick Brown KELLER WILLIAMS ADVANTAGE 2 REALTY
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  $875,000 Pending

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

  4 Chase Rd, Windermere, FL 34786

  Under contract-accepting backup offers. FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge.Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and

  Matthew Hughes REAL BROKER, LLC

  4 Chase Rd, Windermere, FL 34786
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  $880,000 Sold Mar 16, 2026

  11314 Ledgement Ln Unit 1, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,080 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $286/SF
  • 125 Days On Market

  Current Estimated Value $894,065

  Last Listing Agent Mark Vescio MARK SPAIN REAL ESTATE

  11314 Ledgement Ln Unit 1, Windermere, FL 34786
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  Est $564,430 Not Listed For Sale

  8014 Jailene Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,322 Sq Ft
  • Built 2012

  8014 Jailene Dr, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $250/SF
  • 5 Days On Market

  • Last Sold Price $580,000
  • Aug 30, 2024

  Last Listing Agent Tina St Clair ST. CLAIR REALTY GROUP, LLC
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  $1,895,000

  • 5 Beds
  • 6 Baths
  • 3,728 Sq Ft

  11051 Hawkshead Ct, Windermere, FL 34786

  Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a

  Ken Pozek REAL BROKER, LLC

  11051 Hawkshead Ct, Windermere, FL 34786
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  $508,000 Sold Jan 30, 2026

  12860 Penshurst Ln, Windermere, FL 34786

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

  Last Sold Summary

  • 6% Above List Price
  • $207/SF
  • 3 Days On Market

  Current Estimated Value $507,350

  Last Listing Agent Jeffrey Funk EXP REALTY LLC

  12860 Penshurst Ln, Windermere, FL 34786
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  Not Listed For Sale

  8136 Serenity Spring Dr, Windermere, FL 34786

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

  8136 Serenity Spring Dr, Windermere, FL 34786

  Last Sold Summary

  • $207/SF
  • 63 Days On Market

  • Last Sold Price $380,000
  • Dec 02, 2024

  Last Listing Agent Sophia Ferrara COLDWELL BANKER REALTY
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  $3,950,000

  • 6 Beds
  • 7 Baths
  • 5,709 Sq Ft

  12132 Montalcino Cir, Windermere, FL 34786

  Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout.The gourmet kitchen features custom dark cabinetry, quartz

  Caroline Perotti BELLA VIEW REALTY LLC

  12132 Montalcino Cir, Windermere, FL 34786
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  $650,000 Sold Jun 16, 2025

  7036 Mapperton Dr, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,777 Sq Ft
  • Built 2003

  Last Sold Summary

  • 14% Below List Price
  • $234/SF
  • 209 Days On Market

  Current Estimated Value $647,195

  Last Listing Agent Leila Ferrara WRA BUSINESS & REAL ESTATE

  7036 Mapperton Dr, Windermere, FL 34786
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  /2

  Est $437,016 Not Listed For Sale

  8972 Matriarca Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 2020

  8972 Matriarca Aly, Windermere, FL 34786

  Last Sold Summary

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

  • Last Sold Price $465,000
  • Sep 06, 2024

  Last Listing Agent Jacob Hara RE/MAX
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  $449,980 Pending

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

  13369 Gorgona Isle Dr, Windermere, FL 34786

  Under contract-accepting backup offers. Gorgeous, newly updated three-bedroom luxury townhome with a scenic water and fountain view near Disney theme parks. This spacious, light-filled home is open, bright, clean and move-in ready. This home features a new HVAC system with programmable thermostat, new flooring, trim and fresh interior, exterior paint, and new designer light fixtures and mirrors.

  Wendy Fischer PREMIER SOTHEBYS INT'L REALTY

  13369 Gorgona Isle Dr, Windermere, FL 34786
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  $9,000,000 Sold Oct 06, 2025

  9832 Laurel Valley Dr, Windermere, FL 34786

  • 6 Beds
  • 10 Baths
  • 11,100 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $811/SF
  • 0 Days On Market

  Current Estimated Value $8,655,081

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN

  9832 Laurel Valley Dr, Windermere, FL 34786

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