Recently Sold Windermere, FL Homes

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$825,000 Sold Feb 21, 2025

4 Chase Rd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,386 Sq Ft
- Built 1971
Last Sold Summary
- 15% Below List Price
- $346/SF
- 166 Days On Market
Current Estimated Value $816,164

Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

4 Chase Rd, Windermere, FL 34786
/2
$1,475,000 Sold Feb 25, 2025

1295 Estancia Woods Loop, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 4,098 Sq Ft
- Built 2018
Last Sold Summary
- 8% Below List Price
- $360/SF
- 22 Days On Market
Current Estimated Value $1,506,092

Last Listing Agent Desiree LaRoche KEENE'S POINTE REALTY

1295 Estancia Woods Loop, Windermere, FL 34786
/2
$5,100,000 Sold Feb 28, 2025

10821 Bayshore Dr, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 5,275 Sq Ft
- Built 2024
Last Sold Summary
- 14% Below List Price
- $967/SF
- 268 Days On Market
Current Estimated Value $5,060,169

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

10821 Bayshore Dr, Windermere, FL 34786
/2
$535,000 Sold Sep 04, 2025

6830 Mapperton Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,230 Sq Ft
- Built 2005
Last Sold Summary
- 1% Below List Price
- $240/SF
- 25 Days On Market
Current Estimated Value $536,047

Last Listing Agent Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

6830 Mapperton Dr, Windermere, FL 34786
/2
$815,000 Sold Jul 21, 2025

9601 Ambleside Dr, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 3,018 Sq Ft
- Built 1975
Last Sold Summary
- 2% Above List Price
- $270/SF
- 5 Days On Market
Current Estimated Value $835,203

Last Listing Agent Matt Davies COLDWELL BANKER REALTY

9601 Ambleside Dr, Windermere, FL 34786
/2
$2,400,000 Sold Nov 24, 2025

11106 Coniston Way, Windermere, FL 34786
- 5 Beds
- 7 Baths
- 5,934 Sq Ft
- Built 2008
Last Sold Summary
- 9% Below List Price
- $404/SF
- 153 Days On Market
Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

11106 Coniston Way, Windermere, FL 34786
/2
$630,000 Sold Apr 21, 2025

13226 Zori Ln, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,521 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $250/SF
- 11 Days On Market
Current Estimated Value $628,322

Last Listing Agent Aziz Elbrak LA ROSA REALTY LLC

13226 Zori Ln, Windermere, FL 34786
/2
$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 $840,468

Last Listing Agent Kiran Khan KELLER WILLIAMS CLASSIC

6321 Clearmeadow Ct, Windermere, FL 34786
/2
$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
Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

11612 Camden Park 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
Last Listing Agent Ken Pozek REAL BROKER, LLC

8424 Lake Burden 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
Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

12654 Cragside Ln, Windermere, FL 34786
/2
$1,150,000 Sold Feb 05, 2025

19 Main St, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,331 Sq Ft
- Built 1959
Last Sold Summary
- 18% Below List Price
- $493/SF
- 191 Days On Market
Current Estimated Value $1,075,419

Last Listing Agent Corey Mathias LAKESIDE REALTY WINDERMERE INC

19 Main St, Windermere, FL 34786
/2
$1,999,900 Sold May 08, 2025

11954 Provincial Way, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,800 Sq Ft
- Built 2005
Last Sold Summary
- 90% Below List Price
- $417/SF
- 23 Days On Market
Current Estimated Value $1,967,872

Last Listing Agent Brigitte Elzarki COLDWELL BANKER REALTY

11954 Provincial Way, Windermere, FL 34786
/2
$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 $2,492,958

Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

4011 Isabella Cir, Windermere, FL 34786
/2
$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 $676,369

Last Listing Agent Maried Jimenez OLYMPUS EXECUTIVE REALTY INC

8498 Powder Ridge Trail, Windermere, FL 34786
/2
$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 $646,279

Last Listing Agent James Song MULTI CHOICE REALTY LLC

14642 Yellow Butterfly Rd, 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
Last Listing Agent Petra Bukalo FLORIDA REALTY INVESTMENTS

11340 Rapallo Ln, Windermere, FL 34786
/2
$1,280,580 Sold Mar 19, 2025

14267 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2025
Last Sold Summary
- $288/SF
- 0 Days On Market
Current Estimated Value $1,231,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14267 Crest Palm Ave, Windermere, FL 34786
/2
$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 $1,487,576

Last Listing Agent Marcy Walsh REAL BROKER, LLC

5530 Oxford Moor Blvd, 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
Last Listing Agent Sherry Hutchins PREMIUM REALTY ADVISORS LLC

11316 Rapallo Ln, Windermere, FL 34786
/2
$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 $1,322,991

Last Listing Agent Rebekkah Boskovich REVEL REALTY LLC

9501 Hempel Cove Blvd, 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
Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

12748 Langstaff Dr, Windermere, FL 34786
/2
$657,500 Sold Jun 12, 2025

11045 Belmere Isles Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,606 Sq Ft
- Built 2002
Last Sold Summary
- 12% Below List Price
- $252/SF
- 215 Days On Market
Current Estimated Value $660,450

Last Listing Agent Ryan Rogers EXP REALTY LLC

11045 Belmere Isles Ct, 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
/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
Last Listing Agent Mary Tisdale Keller Williams Realty Emerald

8117 Whitford Ct, Windermere, FL 34786
/2
$700,000 Sold May 08, 2025

13106 Orange Isle Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,312 Sq Ft
- Built 2022
Last Sold Summary
- 14% Below List Price
- $211/SF
- 34 Days On Market
Last Listing Agent Gladys Bezerra FLORIDA CONNEXION PROPERTIES

13106 Orange Isle Dr, Windermere, FL 34786
/2
$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 $740,488

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12880 Westside Village Loop, Windermere, FL 34786
/2
$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 $1,260,708

Last Listing Agent Daniel Ryan EXP REALTY LLC

1825 Lake Roberts Ct, Windermere, FL 34786
/2
$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 $612,191

Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

12524 Aldershot Ln, 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
Last Listing Agent Cory Prado COLDWELL BANKER REALTY

7819 Hardenton St, Windermere, FL 34786
/2
$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 $1,808,595

Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

6203 Blakeford Dr, Windermere, FL 34786
/2
$565,000 Sold Feb 20, 2025

12953 Runswick Ave, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,460 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $230/SF
- 64 Days On Market
Current Estimated Value $568,105

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

12953 Runswick Ave, Windermere, FL 34786
/2
$414,000 Sold Dec 30, 2024

5668 Somersby Rd, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,522 Sq Ft
- Built 2006
Last Sold Summary
- 1% Below List Price
- $272/SF
- 48 Days On Market
Current Estimated Value $393,071

Last Listing Agent Juan Castro REDFIN CORPORATION

5668 Somersby Rd, Windermere, FL 34786
/15
$1,144,870 Sold Mar 12, 2025

14428 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,199 Sq Ft
- Built 2025
Last Sold Summary
- $358/SF
- 0 Days On Market
Current Estimated Value $1,097,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14428 Crest Palm Ave, Windermere, FL 34786
/2
$1,197,935 Sold Mar 19, 2025

14316 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,724 Sq Ft
- Built 2024
Last Sold Summary
- 7% Above List Price
- $322/SF
- 0 Days On Market
Current Estimated Value $1,159,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14316 Crest Palm Ave, 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
Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

13218 Orange Isle Dr, Windermere, FL 34786
/2
$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 $497,545

Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

12777 Bosworth Ave, Windermere, FL 34786
/2
$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 $489,926

Last Listing Agent Huafeng Fang MAGICMIND REALTY LLC

10710 Reams Rd, Windermere, FL 34786
/2
$600,000 Sold Dec 15, 2025

12925 Holdenbury Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,981 Sq Ft
- Built 2013
Last Sold Summary
- 4% Below List Price
- $201/SF
- 98 Days On Market
Last Listing Agent Eric Nelson SIGNATURE HOMES

12925 Holdenbury Ln, Windermere, FL 34786
/2
$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
Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

8776 Crescendo Ave, Windermere, FL 34786

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