Windermere, FL Homes

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  $850,000 Sold Aug 27, 2025

  6321 Clearmeadow Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,560 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $332/SF
  • 64 Days On Market

  Current Estimated Value $830,838

  Last Listing Agent Kiran Khan KELLER WILLIAMS CLASSIC

  6321 Clearmeadow Ct, Windermere, FL 34786
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  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

  • $830/SF
  • 198 Days On Market

  • Last Sold Price $1,800,000
  • Oct 07, 2024

  Last Listing Agent Jason Grimes SOUTHERN HERITAGE REALTY, INC
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  $650,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft

  7924 Brofield Ave, Windermere, FL 34786

  Under contract-accepting backup offers. Beautiful 3-bedroom, 2.5-bath home fully remodeled in a modern style. This move-in ready property features a 2023 A/C system, plus an additional A/C unit in the garage for added comfort and versatility. The backyard offers peaceful conservation views, providing privacy and a relaxing natural setting.Located in a highly desirable Berkshire Park community

  Maria Virgilio ALTIS REALTY

  7924 Brofield Ave, Windermere, FL 34786
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  $1,275,000 Sold Nov 07, 2025

  11612 Camden Park Dr, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 3,617 Sq Ft
  • Built 2005

  Last Sold Summary

  • 15% Below List Price
  • $353/SF
  • 38 Days On Market

  Current Estimated Value $1,265,002

  Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

  11612 Camden Park Dr, Windermere, FL 34786
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  Est $1,082,844 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

  • 13% Above List Price
  • $216/SF
  • 376 Days On Market

  • Last Sold Price $958,721
  • Mar 31, 2025

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  $1,174,935 Pending

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

  14250 Crest Palm Ave, Horizon West, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14250 Crest Palm Ave, Horizon West, FL 34786
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  $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 $1,589,468

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  8424 Lake Burden Cir, Windermere, FL 34786
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  Est $2,515,231 Not Listed For Sale

  6127 Orta Ct, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,685 Sq Ft
  • Built 2015

  6127 Orta Ct, Windermere, FL 34786

  Last Sold Summary

  • 3% Below List Price
  • $555/SF
  • 67 Days On Market

  • Last Sold Price $2,600,000
  • Jun 05, 2024

  Last Listing Agent Dianna Desboyaux DOUGLAS ELLIMAN
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  $760,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,382 Sq Ft

  11922 Angle Pond Ave, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained four-bedroom, three-and-a-half-bath home in the highly sought-after Windermere Trails community, located less than two minutes from Walt Disney World. The front of the home offers multiple flexible living spaces ideal for a home office, sitting room, or hobby area. The

  Erica Diaz HOMEVEST REALTY

  11922 Angle Pond Ave, Windermere, FL 34786
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  $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 $663,492

  Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

  12654 Cragside Ln, Windermere, FL 34786
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  Est $434,230 Not Listed For Sale

  8368 Iron Mountain Trail, Windermere, FL 34786

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

  8368 Iron Mountain Trail, Windermere, FL 34786

  Last Sold Summary

  • 4% Below List Price
  • $256/SF
  • 31 Days On Market

  • Last Sold Price $450,000
  • Mar 05, 2024

  Last Listing Agent Thomas Bayrouty, Jr REDFIN CORPORATION
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  $2,888,888

  • 4 Beds
  • 4.5 Baths
  • 3,888 Sq Ft

  5061 Sawyer Cove Way, Windermere, FL 34786

  A truly exceptional CUSTOM residence in the gated enclave of SAWYER SOUND, a private neighborhood of 20 luxury homes. Across the street from Windermere Prep and Windermere High School! This MODERN TRANSITIONAL FARMHOUSE is a rare blend of architectural presence, intentional design, and elevated livability - set on nearly half an acre. Built in 2020 by Cam Bradford Homes, this home showcases solid

  Tammy Carns REVEL REALTY LLC

  5061 Sawyer Cove Way, Windermere, FL 34786
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  $2,470,000 Sold Jun 05, 2025

  4011 Isabella Cir, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,418 Sq Ft
  • Built 2019

  Last Sold Summary

  • 15% Below List Price
  • $456/SF
  • 153 Days On Market

  Current Estimated Value $2,501,894

  Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

  4011 Isabella Cir, Windermere, FL 34786
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  Est $545,366 Not Listed For Sale

  7861 Berkshire Oak Aly, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft
  • Built 2018

  7861 Berkshire Oak Aly, Windermere, FL 34786

  Last Sold Summary

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

  • Last Sold Price $560,000
  • Feb 07, 2024

  Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP
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  $599,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,516 Sq Ft

  13237 Fossick Rd, Windermere, FL 34786

  Under contract-accepting backup offers. Searching for a single story, 4-bed home in Windermere near Walt Disney World with space, convenience, and long term value? Nestled between Winter Haven and Lake Wales with all the conveniences nearby, 13237 Fossick Rd offers 4 bedrooms, 2 full baths, 2,516 square feet of living space, a NEW ROOF from 2022, new WATER HEATER from 2022, and a 0.21 acre corner

  Michael Collier EXP REALTY LLC

  13237 Fossick Rd, Windermere, FL 34786
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  $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 $1,163,848

  Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

  11325 Fenimore Ct, Windermere, FL 34786
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  Est $373,454 Not Listed For Sale

  12852 Calderdale Ave, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft
  • Built 2010

  12852 Calderdale Ave, Windermere, FL 34786

  Last Sold Summary

  • 7% Below List Price
  • $266/SF
  • 57 Days On Market

  • Last Sold Price $400,000
  • Apr 26, 2024

  Last Listing Agent Daniel Goodman CHARLES RUTENBERG REALTY ORLANDO
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  $2,699,000

  • 5 Beds
  • 6 Baths
  • 5,323 Sq Ft

  9222 Tibet Pointe Cir, Windermere, FL 34786

  LOCATION, LOCATION, LOCATION!!! This beautifully custom 5 Bedroom/ 6 full bathroom located a few walk to lake Tibet at KEENE'S POINTE man guard gated Windermere community. Situated on almost half-acre lot, as soon as you walk in toward this custom double door facade door, you feel the true flawless finished of this stunning Home. The property is richly appointed with travertine floors, granite

  Khadija Webber EPIQUE REALTY, INC.

  9222 Tibet Pointe Cir, Windermere, FL 34786
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  $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 $1,683,412

  Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  6564 Lagoon St, Windermere, FL 34786
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  Est $755,378 Not Listed For Sale

  9156 Outlook Rock Trail, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,319 Sq Ft
  • Built 2016

  9156 Outlook Rock Trail, Windermere, FL 34786

  Last Sold Summary

  • $227/SF
  • 12 Days On Market

  • Last Sold Price $755,000
  • Dec 20, 2024

  Last Listing Agent Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE
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  $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 AGENT TRUST REALTY CORPORATION

  9150 Outlook Rock Trail, Windermere, FL 34786
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  $676,500 Sold Jun 16, 2025

  8498 Powder Ridge Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,393 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $283/SF
  • 38 Days On Market

  Current Estimated Value $676,952

  Last Listing Agent Maried Jimenez OLYMPUS EXECUTIVE REALTY INC

  8498 Powder Ridge Trail, Windermere, FL 34786
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  Est $1,042,019 Not Listed For Sale

  13981 Reams Rd, Windermere, FL 34786

  13981 Reams Rd, Windermere, FL 34786

  Last Sold Summary

  • 4% Above List Price
  • 111 Days On Market

  • Last Sold Price $1,000,000
  • Oct 08, 2024

  Last Listing Agent Fernando Perez de Armas LPT REALTY, LLC
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  $375,000 Pending

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

  7719 Anselmo Ln, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-in ready townhome offering a clean, functional layout with abundant natural light throughout. Upon entry, you’re welcomed into a spacious living room that provides a comfortable and defined gathering space separate from the kitchen and dining areas. Toward the rear of the home, the kitchen and dining area

  Stephanie Pitts KELLER WILLIAMS CLASSIC

  7719 Anselmo Ln, Windermere, FL 34786
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  $635,000 Sold Jun 10, 2025

  14642 Yellow Butterfly Rd, Windermere, FL 34786

  • 5 Beds
  • 3.5 Baths
  • 2,909 Sq Ft
  • Built 2014

  Last Sold Summary

  • 14% Below List Price
  • $218/SF
  • 277 Days On Market

  Current Estimated Value $630,453

  Last Listing Agent James Song MULTI CHOICE REALTY LLC

  14642 Yellow Butterfly Rd, Windermere, FL 34786
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  Est $386,215 Not Listed For Sale

  8213 Mystic View Way Unit 2903, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 2013

  8213 Mystic View Way Unit 2903, Windermere, FL 34786

  Last Sold Summary

  • 7% Below List Price
  • $205/SF
  • 88 Days On Market

  • Last Sold Price $415,000
  • Apr 08, 2024

  Last Listing Agent Shaun Reed KELLER WILLIAMS CLASSIC
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  $627,500

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft

  11438 Arborside Bend Way, Windermere, FL 34786

  *****Welcome to 11438 Arborside Bend Way in the desirable gated GLENMUIR community or Windermere, a move-in ready home that blends stylish updates, beautiful curb appeal, and inviting outdoor living. From the moment you arrive, you’ll notice the long-lasting tile roof, freshly refreshed landscaping with tree and shrub trimming, new sod, and new topsoil, plus fresh interior paint in 2026 that

  Christina Rampersad KELLER WILLIAMS ADVANTAGE 2 REALTY

  11438 Arborside Bend Way, Windermere, FL 34786
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  $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 $551,531

  Last Listing Agent Petra Bukalo PA FLORIDA REALTY INVESTMENTS

  11340 Rapallo Ln, Windermere, FL 34786
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  Est $1,245,000 Not Listed For Sale

  14297 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 4,222 Sq Ft
  • Built 2024

  14297 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 7% Below List Price
  • $318/SF
  • 343 Days On Market

  • Last Sold Price $1,341,633
  • Mar 25, 2025

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  $675,000

  • 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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  $1,470,000 Sold Jun 16, 2025

  5530 Oxford Moor Blvd, Windermere, FL 34786

  • 5 Beds
  • 5 Baths
  • 5,188 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $283/SF
  • 2 Days On Market

  Current Estimated Value $1,530,709

  Last Listing Agent Marcy Walsh REAL BROKER, LLC

  5530 Oxford Moor Blvd, Windermere, FL 34786
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  Est $594,005 Not Listed For Sale

  8468 Powder Ridge Trail, Windermere, FL 34786

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

  8468 Powder Ridge Trail, Windermere, FL 34786

  Last Sold Summary

  • 2% Above List Price
  • $222/SF
  • 30 Days On Market

  • Last Sold Price $585,000
  • Apr 09, 2025

  Last Listing Agent Thomas Weclew THE REALTY MEDICS
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  $1,037,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,818 Sq Ft

  10915 Ledgement Ln, Windermere, FL 34786

  Under contract-accepting backup offers. Luxury Living Awaits at Glenmuir!Welcome home to 10915 Ledgement Lane, an absolutely stunning retreat nestled in the back of the highly sought-after,gated community of Glenmuir in beautiful Windermere, Florida (34786)! If you're looking for resort-style living with allthe bells and whistles, this is it. This spacious home offers 4 bedrooms and

  Eric Zimmerman RE/MAX ADVANTAGE

  10915 Ledgement Ln, Windermere, FL 34786
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  $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 $3,056,915

  Last Listing Agent Michelle Corbin ISLEWORTH REALTY LLC

  4711 Joanna Garden Ct, Windermere, FL 34786
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  Not Listed For Sale

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft
  • Built 2006

  8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

  Last Sold Summary

  • $160/SF
  • 110 Days On Market

  • Last Sold Price $170,000
  • Apr 09, 2024

  Last Listing Agent Jeff Perry FLORIDA REALTY RESULTS LLC
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  $658,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,615 Sq Ft

  6799 Helmsley Cir, Windermere, FL 34786

  Windermere Lake View Home with Disney Fireworks - Best Value in the Area!Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy

  Maqueli Gewehr WRA BUSINESS & REAL ESTATE

  6799 Helmsley Cir, Windermere, FL 34786
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  $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 $554,483

  Last Listing Agent Sherry Hutchins PREMIUM REALTY ADVISORS LLC

  11316 Rapallo Ln, Windermere, FL 34786
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  Est $536,364 Not Listed For Sale

  4325 Blue Major Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,178 Sq Ft
  • Built 2014

  4325 Blue Major Dr, Windermere, FL 34786

  Last Sold Summary

  • $246/SF
  • 42 Days On Market

  • Last Sold Price $535,000
  • Mar 22, 2024

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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  $849,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,588 Sq Ft

  13633 Ancilla Blvd, Windermere, FL 34786

  Under contract-accepting backup offers. Wake up to serene pond views in this beautifully upgraded 5-bedroom, 3.5-bathroom home located in the highly sought-after Summerport community of Windermere. A charming front porch overlooks the fountain, creating a peaceful and inviting first impression. Designed for both comfort and functionality, this home features a spacious layout with a first-floor

  Marya Baqri JUPITER PROPERTIES, INC

  13633 Ancilla Blvd, Windermere, FL 34786
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  $1,325,000 Sold Jun 12, 2025

  9501 Hempel Cove Blvd, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,789 Sq Ft
  • Built 1996

  Last Sold Summary

  • 12% Below List Price
  • $277/SF
  • 100 Days On Market

  Current Estimated Value $1,312,119

  Last Listing Agent Rebekkah Boskovich REVEL REALTY LLC

  9501 Hempel Cove Blvd, Windermere, FL 34786

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