Recently Sold Windermere, FL Homes

/2
$550,000

Sold May 21, 2026

8742 Peachtree Park Ct, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,709 Sq Ft
- Built 2016
Last Sold Summary
- 4% Below List Price
- $322/SF
- 82 Days On Market
Current Estimated Value $555,008

Last Listing Agent James Tate WAYPOINT REAL ESTATE GROUP INC

8742 Peachtree Park Ct, Windermere, FL 34786
/2
$1,070,000

Sold Nov 17, 2025

9353 Gotha Rd, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,042 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $352/SF
- 64 Days On Market
Current Estimated Value $1,053,289

Last Listing Agent Tony Marino CHARLES RUTENBERG REALTY ORLANDO

9353 Gotha Rd, Windermere, FL 34786
/2
$1,109,169

Sold Feb 23, 2026

14238 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4 Baths
- 4,222 Sq Ft
- Built 2025
Last Sold Summary
- 9% Below List Price
- $263/SF
- 0 Days On Market
Current Estimated Value $1,111,071

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14238 Crest Palm Ave, Windermere, FL 34786
/2
$1,650,000

Sold May 15, 2026

13123 Luntz Point Ln, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,765 Sq Ft
- Built 1994
Last Sold Summary
- 3% Below List Price
- $438/SF
- 45 Days On Market
Current Estimated Value $1,615,494

Last Listing Agent Ben Sencenbaugh THE REALTY MEDICS

13123 Luntz Point Ln, Windermere, FL 34786
/2
$545,000

Sold Apr 27, 2026

7885 Berkshire Oak Aly, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,214 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $246/SF
- 64 Days On Market
Current Estimated Value $548,017

Last Listing Agent Rui Gao U S GLORY REALTY

7885 Berkshire Oak Aly, Windermere, FL 34786
/2
$360,000

Sold Jul 20, 2026

13019 Langstaff Dr, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,375 Sq Ft
- Built 2005
Last Sold Summary
- $262/SF
- 5 Days On Market
Current Estimated Value $354,632

Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

13019 Langstaff Dr, Windermere, FL 34786
/2
$680,000

Sold Jan 20, 2026

3241 Downs Cove Rd, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,095 Sq Ft
- Built 1988
Last Sold Summary
- 6% Below List Price
- $325/SF
- 192 Days On Market
Current Estimated Value $678,625

Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

3241 Downs Cove Rd, Windermere, FL 34786
/2
$498,000

Sold Dec 29, 2025

12621 Salomon Cove Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,604 Sq Ft
- Built 2018
Last Sold Summary
- 15% Below List Price
- $191/SF
- 125 Days On Market
Current Estimated Value $534,420

Last Listing Agent Jun Zhou MAGICMIND REALTY LLC

12621 Salomon Cove Dr, Windermere, FL 34786
/2
$543,000

Sold Aug 04, 2026

13118 Sunkiss Loop, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,547 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $213/SF
- 17 Days On Market
Current Estimated Value $564,730

Last Listing Agent Desmond Garcia LLC ONE LUXURY INTERNATIONAL LLC

13118 Sunkiss Loop, Windermere, FL 34786
/2
$715,000

Sold Aug 17, 2026

11249 Rapallo Ln, Windermere, FL 34786
- 5 Beds
- 2.5 Baths
- 2,366 Sq Ft
- Built 2002
Last Sold Summary
- 5% Below List Price
- $302/SF
- 17 Days On Market
Current Estimated Value $650,586

Last Listing Agent Joseph Sipp KELLER WILLIAMS WINTER PARK

11249 Rapallo Ln, Windermere, FL 34786
/2
$328,490

Sold Jun 08, 2026

8256 Maritime Flag St Unit 103| 1710, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Built 2009
Last Sold Summary
- 3% Below List Price
- $228/SF
- 8 Days On Market
Last Listing Agent Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

8256 Maritime Flag St Unit 103| 1710, Windermere, FL 34786
/2
$1,115,000

Sold Jul 20, 2026

2428 Butler Bay Dr N, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,387 Sq Ft
- Built 1990
Last Sold Summary
- 3% Below List Price
- $329/SF
- 19 Days On Market
Current Estimated Value $1,133,239

Last Listing Agent Randall Gill COLDWELL BANKER REALTY

2428 Butler Bay Dr N, Windermere, FL 34786
/2
$1,750,000

Sold Sep 04, 2025

5137 Tildens Grove Blvd, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 5,284 Sq Ft
- Built 2004
Last Sold Summary
- $331/SF
- 2 Days On Market
Current Estimated Value $1,744,423

Last Listing Agent Laura Senzamici ENGEL & VOELKERS LAKELAND

5137 Tildens Grove Blvd, Windermere, FL 34786
/2
$730,000

Sold Jul 06, 2026

13145 Zori Ln, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,597 Sq Ft
- Built 2003
Last Sold Summary
- 6% Below List Price
- $203/SF
- 60 Days On Market
Current Estimated Value $760,722

Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

13145 Zori Ln, Windermere, FL 34786
/2
$393,000

Sold Mar 12, 2026

7712 Moser Ave, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $234/SF
- 26 Days On Market
Current Estimated Value $392,257

Last Listing Agent Stacey Siciliano DOUGLAS ELLIMAN

7712 Moser Ave, Windermere, FL 34786
/2
$2,400,000

Sold Sep 05, 2025

800 W 2nd Ave, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 5,111 Sq Ft
- Built 1993
Last Sold Summary
- 48% Below List Price
- $470/SF
- 708 Days On Market
Current Estimated Value $2,758,577

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

800 W 2nd Ave, Windermere, FL 34786
/2
$1,980,000

Sold Aug 07, 2026

11753 Vinci Dr, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,037 Sq Ft
- Built 2012
Last Sold Summary
- 8% Below List Price
- $490/SF
- 14 Days On Market
Current Estimated Value $2,100,711

Last Listing Agent Angela Durruthy KEENE'S POINTE REALTY

11753 Vinci Dr, Windermere, FL 34786
/2
$1,475,000

Sold Sep 11, 2025

8475 Eagles Loop Cir Unit 6, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 3,983 Sq Ft
- Built 2004
Last Sold Summary
- 6% Below List Price
- $370/SF
- 81 Days On Market
Current Estimated Value $1,473,682

Last Listing Agent Emily Lewis LAKESIDE REALTY WINDERMERE INC

8475 Eagles Loop Cir Unit 6, Windermere, FL 34786
/2
$402,000

Sold Dec 30, 2025

7628 Billingham St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,480 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $272/SF
- 87 Days On Market
Current Estimated Value $342,168

Last Listing Agent Nelia Perez Urdaneta MY REALTY GROUP, LLC.

7628 Billingham St, Windermere, FL 34786
/2
$580,000

Sold Apr 15, 2026

12980 Holdenbury Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,504 Sq Ft
- Built 2013
Last Sold Summary
- 2% Below List Price
- $232/SF
- 5 Days On Market
Current Estimated Value $582,014

Last Listing Agent Jared Dunn LIVE MVRK LLC

12980 Holdenbury Ln, Windermere, FL 34786
/2
$1,975,000

Sold Jun 08, 2026

3413 Lilas Ct, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 5,084 Sq Ft
- Built 1996
Last Sold Summary
- $388/SF
- 0 Days On Market
Current Estimated Value $2,012,232

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

3413 Lilas Ct, Windermere, FL 34786
/2
$490,000

Sold Sep 04, 2025

12751 Calderdale Ave, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,696 Sq Ft
- Built 2012
Last Sold Summary
- 4% Below List Price
- $289/SF
- 102 Days On Market
Current Estimated Value $493,645

Last Listing Agent Hojin Chang RE/MAX PRIME PROPERTIES

12751 Calderdale Ave, Windermere, FL 34786
/2
$3,200,000

Sold Aug 18, 2026

10577 Down Lakeview Cir, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 5,273 Sq Ft
- Built 1986
Last Sold Summary
- 9% Below List Price
- $607/SF
- 177 Days On Market
Current Estimated Value $3,363,075

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

10577 Down Lakeview Cir, Windermere, FL 34786
/2
$1,750,000

Sold Jun 23, 2026

84 Oakdale St, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 3,519 Sq Ft
- Built 2020
Last Sold Summary
- 12% Below List Price
- $497/SF
- 126 Days On Market
Current Estimated Value $1,806,346

Last Listing Agent Carolina Dumit CORCORAN PREMIER REALTY

84 Oakdale St, Windermere, FL 34786
/40
$1,058,989

Sold Jul 01, 2026

14347 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,138 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 5% Below List Price
- $337/SF
- 12 Days On Market
Current Estimated Value $1,065,333

Dream Finders Homes Palms at Windermere

14347 Crest Palm Ave, Windermere, FL 34786
/2
$352,500

Sold Apr 30, 2026

5317 Keenes Pheasant Dr, Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,155 Sq Ft
- Built 2005
Last Sold Summary
- 2% Below List Price
- $305/SF
- 6 Days On Market
Current Estimated Value $349,946

Last Listing Agent Matthew Gordon COLDWELL BANKER REALTY

5317 Keenes Pheasant Dr, Windermere, FL 34786
/2
$1,400,000

Sold Aug 26, 2025

13710 Lake Cawood Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 4,075 Sq Ft
- Built 2004
Last Sold Summary
- $344/SF
- 72 Days On Market
Current Estimated Value $1,380,198

Last Listing Agent Jules Carneir PREMIER SOTHEBYS INT'L REALTY

13710 Lake Cawood Dr, Windermere, FL 34786
/2
$555,000

Sold Aug 06, 2026

8146 Jailene Dr, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 2,099 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $264/SF
- 9 Days On Market
Current Estimated Value $570,456

Last Listing Agent Chris Bunnell EXP REALTY LLC

8146 Jailene Dr, Windermere, FL 34786
/2
$293,000

Sold Oct 09, 2025

8256 Maritime Flag St Unit 109, Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,161 Sq Ft
- Built 2009
Last Sold Summary
- 1% Below List Price
- $252/SF
- 6 Days On Market
Current Estimated Value $291,832

Last Listing Agent Helana Renfroe RED DOOR INVESTMENT GRP LLC

8256 Maritime Flag St Unit 109, Windermere, FL 34786
/2
$630,000

Sold Apr 24, 2026

12989 Westside Village Loop, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,665 Sq Ft
- Built 2018
Last Sold Summary
- 4% Below List Price
- $236/SF
- 4 Days On Market
Current Estimated Value $638,569

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12989 Westside Village Loop, Windermere, FL 34786
/2
$815,000

Sold Oct 08, 2025

13242 Orange Isle Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,062 Sq Ft
- Built 2022
Last Sold Summary
- 8% Below List Price
- $266/SF
- 140 Days On Market
Current Estimated Value $817,454

Last Listing Agent Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

13242 Orange Isle Dr, Windermere, FL 34786
/2
$2,175,000

Sold Jun 18, 2026

606 E 6th Ave, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 4,471 Sq Ft
- Built 2016
Last Sold Summary
- 7% Below List Price
- $486/SF
- 54 Days On Market
Current Estimated Value $2,248,469

Last Listing Agent Maria Sarmiento Webel ELITE GLOBAL REAL ESTATE LLC

606 E 6th Ave, Windermere, FL 34786
/2
$1,290,376

Sold Feb 27, 2026

14201 Crest Palm Ave, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 3,100 Sq Ft
- Built 2025
Last Sold Summary
- 15% Above List Price
- $416/SF
- 0 Days On Market
Current Estimated Value $1,218,500

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14201 Crest Palm Ave, Windermere, FL 34786
/2
$5,000,000

Sold Mar 12, 2026

9733 Carillon Park Dr, Windermere, FL 34786
- 5 Beds
- 6.5 Baths
- 7,600 Sq Ft
- Built 2014
Last Sold Summary
- 5% Below List Price
- $658/SF
- 84 Days On Market
Current Estimated Value $4,736,258

Last Listing Agent Emily Lewis LAKESIDE REALTY WINDERMERE INC

9733 Carillon Park Dr, Windermere, FL 34786
/2
$655,000

Sold Sep 30, 2025

11457 Arborside Bend Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,184 Sq Ft
- Built 2002
Last Sold Summary
- 1% Above List Price
- $300/SF
- 3 Days On Market
Current Estimated Value $659,946

Last Listing Agent Jeffrey Funk EXP REALTY LLC

11457 Arborside Bend Way, Windermere, FL 34786
/2
$350,000

Sold Mar 23, 2026

12335 Cruxbury Dr, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,510 Sq Ft
- Built 2006
Last Sold Summary
- 12% Below List Price
- $232/SF
- 259 Days On Market
Current Estimated Value $353,695

Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

12335 Cruxbury Dr, Windermere, FL 34786
/2
$495,000

Sold Jan 15, 2026

12142 Canyon Sun Trail, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 2,032 Sq Ft
- Built 2015
Last Sold Summary
- 5% Below List Price
- $244/SF
- 29 Days On Market
Current Estimated Value $492,898

Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

12142 Canyon Sun Trail, Windermere, FL 34786
/2
$1,035,000

Sold Feb 03, 2026

11738 Camden Park Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,635 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $393/SF
- 15 Days On Market
Current Estimated Value $1,032,016

Last Listing Agent Sherri Palmer EXP REALTY LLC

11738 Camden Park Dr, Windermere, FL 34786
/2
$420,000

Sold Mar 16, 2026

11209 Grander Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,893 Sq Ft
- Built 2013
Last Sold Summary
- 4% Below List Price
- $222/SF
- 41 Days On Market
Current Estimated Value $423,744

Last Listing Agent Marti Purdy MARTI PURDY PROPERTIES INC

11209 Grander Dr, Windermere, FL 34786
/2
$1,200,000

Sold Jul 20, 2026

11407 Willow Gardens Dr, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 3,501 Sq Ft
- Built 1992
Last Sold Summary
- $343/SF
- 1 Day On Market
Current Estimated Value $1,196,906

Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

11407 Willow Gardens Dr, Windermere, FL 34786

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