Recently Sold Homes in 34786

/2
$1,060,000

Sold Mar 20, 2026

2107 Westover Reserve Blvd, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 4,676 Sq Ft
- Built 1999
Last Sold Summary
- 9% Below List Price
- $227/SF
- 182 Days On Market
Current Estimated Value $1,077,556

Last Listing Agent Ken Pozek REAL BROKER, LLC

2107 Westover Reserve Blvd, Windermere, FL 34786
/2
$970,000

Sold Feb 13, 2026

11507 Center Lake Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,766 Sq Ft
- Built 2016
Last Sold Summary
- 19% Below List Price
- $258/SF
- 319 Days On Market
Current Estimated Value $956,743

Last Listing Agent Kristy Cook EXP REALTY LLC

11507 Center Lake Dr, Windermere, FL 34786
/2
$950,000

Sold Apr 03, 2026

6947 Cucamelon Ct, Windermere, FL 34786
- 5 Beds
- 5.5 Baths
- 3,680 Sq Ft
- Built 2021
Last Sold Summary
- 5% Below List Price
- $258/SF
- 95 Days On Market
Current Estimated Value $950,562

Last Listing Agent Mahmoud Mango DALTON WADE INC

6947 Cucamelon Ct, Windermere, FL 34786
/2
$910,000

Sold May 09, 2026

735 Oakdale St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,475 Sq Ft
- Built 1986
Last Sold Summary
- 7% Below List Price
- $368/SF
- 17 Days On Market
Current Estimated Value $915,940

Last Listing Agent nicoletta buonaccordo ALTIS REALTY

735 Oakdale St, Windermere, FL 34786
/2
$599,990

Sold Jun 15, 2026

6315 Clearmeadow Ct, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,077 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $289/SF
- 20 Days On Market
Current Estimated Value $607,438

Last Listing Agent Jessica Otero KELLER WILLIAMS REALTY AT THE PARKS

6315 Clearmeadow Ct, Windermere, FL 34786
/2
$470,000

Sold Mar 26, 2026

7028 Ventnor Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 1,980 Sq Ft
- Built 2008
Last Sold Summary
- 10% Below List Price
- $237/SF
- 84 Days On Market
Current Estimated Value $467,947

Last Listing Agent Amanda Black PA UPSIDE REAL ESTATE INC

7028 Ventnor Dr, Windermere, FL 34786
/2
$900,000

Sold Sep 26, 2025

6426 Montclair Bluff Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,080 Sq Ft
- Built 2002
Last Sold Summary
- 10% Below List Price
- $292/SF
- 76 Days On Market
Current Estimated Value $907,308

Last Listing Agent Charlie Akduman REGENCY REAL ESTATE LLC

6426 Montclair Bluff Ln, Windermere, FL 34786
/2
$890,000

Sold May 04, 2026

13858 Caywood Pond Dr, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,070 Sq Ft
- Built 2004
Last Sold Summary
- 11% Below List Price
- $290/SF
- 38 Days On Market
Current Estimated Value $899,076

Last Listing Agent Chun Cai SPRING REALTY ONE LLC

13858 Caywood Pond Dr, Windermere, FL 34786
/2
$2,249,000

Sold Jul 06, 2026

325 Magnolia St, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,975 Sq Ft
- Built 1954
Last Sold Summary
- 9% Below List Price
- $566/SF
- 80 Days On Market
Current Estimated Value $2,375,490

Last Listing Agent Rebekkah Boskovich REVEL REALTY LLC

325 Magnolia St, Windermere, FL 34786
/2
$1,130,000

Sold Oct 31, 2025

1438 Belfiore Way, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 4,213 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $268/SF
- 23 Days On Market
Current Estimated Value $1,138,178

Last Listing Agent Danilo Novak NOVAK REALTY CORP

1438 Belfiore Way, Windermere, FL 34786
/2
$360,000

Sold Nov 14, 2025

14234 Desert Haven St Unit 14234, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,067 Sq Ft
- Built 2012
Last Sold Summary
- 6% Below List Price
- $174/SF
- 113 Days On Market
Current Estimated Value $381,979

Last Listing Agent Debi Roldan KELLER WILLIAMS ADVANTAGE III

14234 Desert Haven St Unit 14234, Windermere, FL 34786
/2
$475,000

Sold Dec 30, 2025

8160 Iron Mountain Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,009 Sq Ft
- Built 2016
Last Sold Summary
- 16% Below List Price
- $236/SF
- 201 Days On Market
Current Estimated Value $500,856

Last Listing Agent Francine Arroyo Santowski BHHS FLORIDA REALTY

8160 Iron Mountain Trail, Windermere, FL 34786
/2
$3,450,000

Sold Jan 23, 2026

10545 Down Lakeview Cir, Windermere, FL 34786
- 5 Beds
- 7 Baths
- 7,263 Sq Ft
- Built 1987
Last Sold Summary
- 9% Below List Price
- $475/SF
- 143 Days On Market
Current Estimated Value $3,543,661

Last Listing Agent Valerie Kennedy COLONIALTOWN REALTY

10545 Down Lakeview Cir, Windermere, FL 34786
/2
$1,600,000

Sold Jun 16, 2026

5106 Tildens Grove Blvd, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,572 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $350/SF
- 40 Days On Market
Current Estimated Value $1,599,247

Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

5106 Tildens Grove Blvd, Windermere, FL 34786
/2
$1,650,000

Sold Jul 29, 2026

7503 Lake Albert Dr, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 4,329 Sq Ft
- Built 2015
Last Sold Summary
- $381/SF
- 0 Days On Market
Current Estimated Value $1,602,691

Last Listing Agent Mariana Haddad LA ROSA REALTY LLC

7503 Lake Albert Dr, Windermere, FL 34786
/2
$392,000

Sold Jul 10, 2026

12319 Cruxbury Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,429 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $274/SF
- 7 Days On Market
Current Estimated Value $372,502

Last Listing Agent Dee Lund COLDWELL BANKER REALTY

12319 Cruxbury Dr, Windermere, FL 34786
/2
$862,000

Sold Jul 01, 2026

1925 Breezy Hill Dr, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 3,063 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $281/SF
- 34 Days On Market
Current Estimated Value $861,932

Last Listing Agent Michelle Melo FLORIDA REALTY INVESTMENTS

1925 Breezy Hill Dr, Windermere, FL 34786
/2
$426,000

Sold Mar 13, 2026

12944 Garridan Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,583 Sq Ft
- Built 2007
Last Sold Summary
- 2% Above List Price
- $269/SF
- 5 Days On Market
Current Estimated Value $424,012

Last Listing Agent Fred Jackson 407 PROPERTIES

12944 Garridan Ave, Windermere, FL 34786
/2
$430,000

Sold Jun 30, 2026

7560 Bentonshire Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 1,905 Sq Ft
- Built 2009
Last Sold Summary
- 3% Below List Price
- $226/SF
- 19 Days On Market
Current Estimated Value $439,047

Last Listing Agent Sharon Six SOLD BY SIX REALTY, LLC

7560 Bentonshire Ave, Windermere, FL 34786
/2
$2,050,000

Sold Oct 20, 2025

5502 Marleon Dr, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 6,355 Sq Ft
- Built 2011
Last Sold Summary
- 2% Below List Price
- $323/SF
- 17 Days On Market
Current Estimated Value $2,076,445

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

5502 Marleon Dr, Windermere, FL 34786
/2
$1,750,000

Sold Jun 30, 2026

12235 Montalcino Cir, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,550 Sq Ft
- Built 2018
Last Sold Summary
- 12% Below List Price
- $385/SF
- 107 Days On Market
Current Estimated Value $1,839,722

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

12235 Montalcino Cir, Windermere, FL 34786
/2
$410,000

Sold Aug 17, 2026

14506 Bridgewater Crossings Blvd, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,628 Sq Ft
- Built 2006
Last Sold Summary
- $252/SF
- 20 Days On Market
Current Estimated Value $403,252

Last Listing Agent Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

14506 Bridgewater Crossings Blvd, Windermere, FL 34786
/2
$620,000

Sold Feb 12, 2026

13290 Orange Isle Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,146 Sq Ft
- Built 2022
Last Sold Summary
- 5% Below List Price
- $289/SF
- 23 Days On Market
Current Estimated Value $618,686

Last Listing Agent Christian Posegger EMPIRE NETWORK REALTY

13290 Orange Isle Dr, Windermere, FL 34786
/45
$900,000

Sold Sep 05, 2025

6125 Foxfield Ct, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,868 Sq Ft
- Built 2000
Last Sold Summary
- 36% Below List Price
- $314/SF
- 104 Days On Market
Current Estimated Value $963,149

Last Listing Agent Mary Ann Thompson RE/MAX Elite

6125 Foxfield Ct, Windermere, FL 34786
/2
$1,035,000

Sold Dec 30, 2025

14244 Crest Palm Ave, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,764 Sq Ft
- Built 2025
Last Sold Summary
- $275/SF
Current Estimated Value $1,049,591

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

14244 Crest Palm Ave, Windermere, FL 34786
/47
$930,454

Sold Apr 13, 2026

14377 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,239 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $287/SF
- 8 Days On Market
Dream Finders Homes Palms at Windermere

14377 Crest Palm Ave, Windermere, FL 34786
/2
$2,000,000

Sold Jun 24, 2026

5926 Blakeford Dr, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,906 Sq Ft
- Built 1999
Last Sold Summary
- 7% Below List Price
- $512/SF
- 40 Days On Market
Current Estimated Value $2,006,422

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

5926 Blakeford Dr, Windermere, FL 34786
/2
$3,178,500

Sold Nov 12, 2025

6030 Greatwater Dr, Windermere, FL 34786
- 6 Beds
- 6.5 Baths
- 6,489 Sq Ft
- Built 1999
Last Sold Summary
- 1% Below List Price
- $490/SF
- 4 Days On Market
Current Estimated Value $3,224,816

Last Listing Agent TJ Cosgrove REAL BROKER, LLC

6030 Greatwater Dr, Windermere, FL 34786
/2
$615,000

Sold Jul 29, 2026

8632 Abbotsbury Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,720 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $226/SF
- 41 Days On Market
Current Estimated Value $618,557

Last Listing Agent Priscila Policarpo Attuy de Albuqu WRA BUSINESS & REAL ESTATE

8632 Abbotsbury Dr, Windermere, FL 34786
/2
$560,000

Sold Apr 03, 2026

8650 Abbotsbury Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,628 Sq Ft
- Built 2004
Last Sold Summary
- 6% Below List Price
- $213/SF
- 20 Days On Market
Current Estimated Value $563,887

Last Listing Agent Andy Neal THE AGENCY FL

8650 Abbotsbury Dr, Windermere, FL 34786
/2
$1,160,000

Sold Jan 09, 2026

2 Oakdale St, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,152 Sq Ft
- Built 1959
Last Sold Summary
- 3% Below List Price
- $539/SF
- 3 Days On Market
Current Estimated Value $1,128,521

Last Listing Agent Christopher Bauman REVEL REALTY LLC

2 Oakdale St, Windermere, FL 34786
/2
$512,290

Sold Jul 01, 2026

11234 Rapallo Ln, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,236 Sq Ft
- Built 2003
Last Sold Summary
- 1% Below List Price
- $229/SF
- 1 Day On Market
Current Estimated Value $520,410

Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

11234 Rapallo Ln, Windermere, FL 34786
/2
$5,500,000

Sold Jul 17, 2026

9639 Westover Roberts Rd, Windermere, FL 34786
- 5 Beds
- 8.5 Baths
- 11,861 Sq Ft
- Built 2017
Last Sold Summary
- 14% Below List Price
- $464/SF
- 283 Days On Market
Current Estimated Value $5,999,746

Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

9639 Westover Roberts Rd, Windermere, FL 34786
/2
$579,857

Sold Aug 14, 2026

5577 Lemon Orchard Bend, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,699 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $341/SF
- 13 Days On Market
Ashton Woods Lake Cawood Cove - Townhomes

5577 Lemon Orchard Bend, Windermere, FL 34786
/2
$400,000

Sold Nov 18, 2025

14466 Bridgewater Crossings Blvd, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,642 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $244/SF
- 87 Days On Market
Current Estimated Value $404,776

Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

14466 Bridgewater Crossings Blvd, Windermere, FL 34786
/2
$675,000

Sold Feb 24, 2026

7616 Colbury Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,794 Sq Ft
- Built 2010
Last Sold Summary
- 3% Below List Price
- $242/SF
- 4 Days On Market
Current Estimated Value $675,614

Last Listing Agent Jenny Miller PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC

7616 Colbury Ave, Windermere, FL 34786
/2
$1,050,000

Sold Sep 23, 2025

5232 Tildens Grove Blvd, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,079 Sq Ft
- Built 2005
Last Sold Summary
- 9% Below List Price
- $341/SF
- 17 Days On Market
Current Estimated Value $1,132,365

Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

5232 Tildens Grove Blvd, Windermere, FL 34786
/2
$1,950,000

Sold Oct 20, 2025

1984 Windermere Rd, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 6,601 Sq Ft
- Built 2014
Last Sold Summary
- 10% Below List Price
- $295/SF
- 180 Days On Market
Current Estimated Value $1,954,121

Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

1984 Windermere Rd, Windermere, FL 34786
/2
$1,120,000

Sold Nov 20, 2025

1927 Watermere Ln, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,053 Sq Ft
- Built 2005
Last Sold Summary
- 2% Below List Price
- $367/SF
- 11 Days On Market
Current Estimated Value $1,110,118

Last Listing Agent Guang Yang YOUR HOME SOLD GUARANTEED REALTY

1927 Watermere Ln, Windermere, FL 34786
/2
$640,000

Sold Feb 13, 2026

13413 Zori Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,830 Sq Ft
- Built 2003
Last Sold Summary
- 5% Below List Price
- $226/SF
- 85 Days On Market
Current Estimated Value $634,922

Last Listing Agent Annie Kwan ORLANDO SUNSHINE REALTY

13413 Zori Ln, Windermere, FL 34786

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