Recently Sold Windermere Homes

/2
$4,700,000 Sold Apr 30, 2025

11324 Bridge House Rd, Windermere, FL 34786
- 5 Beds
- 8 Baths
- 7,304 Sq Ft
- Built 2008
Last Sold Summary
- 6% Below List Price
- $643/SF
- 15 Days On Market
Current Estimated Value $4,654,271

Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

11324 Bridge House Rd, Windermere, FL 34786
/2
$1,370,000 Sold Nov 04, 2025

11706 Waterstone Loop Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,586 Sq Ft
- Built 2014
Last Sold Summary
- 8% Below List Price
- $382/SF
- 156 Days On Market
Current Estimated Value $1,394,897

Last Listing Agent Immu Korvenmaa ALIGN REAL ESTATE LLC

11706 Waterstone Loop Dr, Windermere, FL 34786
/2
$1,550,000 Sold Feb 06, 2026

6222 Lecco Way, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 3,967 Sq Ft
- Built 2012
Last Sold Summary
- 5% Below List Price
- $391/SF
- 34 Days On Market
Current Estimated Value $1,557,308

Last Listing Agent Matty Castillo EMPIRE NETWORK REALTY

6222 Lecco Way, Windermere, FL 34786
/2
$1,850,000 Sold May 30, 2025

98 E 10th Ave, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,650 Sq Ft
- Built 2024
Last Sold Summary
- 20% Below List Price
- $507/SF
- 175 Days On Market
Current Estimated Value $1,810,848

Last Listing Agent Sue Webb WATSON REALTY CORP.

98 E 10th Ave, Windermere, FL 34786
/2
$512,500 Sold Apr 30, 2025

6054 Roseate Spoonbill Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,984 Sq Ft
- Built 2011
Last Sold Summary
- 1% Below List Price
- $258/SF
- 26 Days On Market
Current Estimated Value $517,669

Last Listing Agent Aline Oliveira META ONE REALTY GROUP LLC

6054 Roseate Spoonbill Dr, Windermere, FL 34786
/2
$985,000 Sold Jun 05, 2025

1126 Kelso Blvd, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 3,184 Sq Ft
- Built 1977
Last Sold Summary
- 38% Below List Price
- $309/SF
- 372 Days On Market
Current Estimated Value $1,049,790

Last Listing Agent Kim Swatkowski RE/MAX PRIME PROPERTIES

1126 Kelso Blvd, 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 $684,384

Last Listing Agent Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

3241 Downs Cove Rd, Windermere, FL 34786
/2
$747,000 Sold Jun 20, 2025

2800 Tropic Ct, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 2,873 Sq Ft
- Built 2001
Last Sold Summary
- 12% Below List Price
- $260/SF
- 209 Days On Market
Current Estimated Value $765,561

Last Listing Agent Barry Jamieson JAMIESON PROPERTIES, INC.

2800 Tropic Ct, Winter Garden, FL 34787
/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 $1,740,246

Last Listing Agent Laura Senzamici ENGEL & VOELKERS LAKELAND

5137 Tildens Grove Blvd, 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 $2,831,415

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

800 W 2nd Ave, Windermere, FL 34786
/2
$900,000 Sold Jun 05, 2025

2218 Ridgewind Way, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,634 Sq Ft
- Built 1999
Last Sold Summary
- 10% Below List Price
- $342/SF
- 31 Days On Market
Current Estimated Value $909,896

Last Listing Agent Matt McKee COMPASS FLORIDA LLC

2218 Ridgewind Way, Windermere, FL 34786
/2
$1,225,000 Sold Aug 03, 2025

505 Jennifer Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,259 Sq Ft
- Built 1989
Last Sold Summary
- 2% Below List Price
- $376/SF
- 0 Days On Market
Current Estimated Value $1,555,430

Last Listing Agent Ayoub Aitelhaj THE SIMON SIMAAN GROUP

505 Jennifer Ln, Windermere, FL 34786
/2
$2,160,000 Sold Jun 19, 2025

11227 Macaw Ct, Windermere, FL 34786
- 6 Beds
- 5 Baths
- 5,030 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $429/SF
- 231 Days On Market
Current Estimated Value $2,125,311

Last Listing Agent Shane Croft COLDWELL BANKER REALTY

11227 Macaw Ct, 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 $290,160

Last Listing Agent Helana Renfroe RED DOOR INVESTMENT GRP LLC

8256 Maritime Flag St Unit 109, Windermere, FL 34786
/2
$1,125,000 Sold Dec 31, 2025

13554 Sunset Lakes Cir, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 3,136 Sq Ft
- Built 1998
Last Sold Summary
- 9% Below List Price
- $359/SF
- 54 Days On Market
Current Estimated Value $1,149,901

Last Listing Agent Cindy Manning CLOCK TOWER REALTY

13554 Sunset Lakes Cir, Winter Garden, FL 34787
/2
$2,400,000 Sold Aug 20, 2025

3412 Lilas Ct, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 4,712 Sq Ft
- Built 2007
Last Sold Summary
- 6% Below List Price
- $509/SF
- 96 Days On Market
Current Estimated Value $2,342,468

Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

3412 Lilas Ct, 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 $659,446

Last Listing Agent Jeffrey Funk EXP REALTY LLC

11457 Arborside Bend Way, 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 $1,036,795

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 $432,387

Last Listing Agent Marti Purdy MARTI PURDY PROPERTIES INC

11209 Grander Dr, Windermere, FL 34786
/2
$1,250,000 Sold Apr 07, 2025

6424 Cartmel Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,211 Sq Ft
- Built 2004
Last Sold Summary
- 7% Below List Price
- $389/SF
- 6 Days On Market
Current Estimated Value $1,253,506

Last Listing Agent Jay Kendall KENDALL REAL ESTATE FIRM

6424 Cartmel Ln, Windermere, FL 34786
/2
$1,075,000 Sold May 16, 2025

11359 Willow Gardens Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,968 Sq Ft
- Built 1990
Last Sold Summary
- 2% Below List Price
- $362/SF
- 45 Days On Market
Current Estimated Value $1,059,328

Last Listing Agent Steven Horner RE/MAX PRIME PROPERTIES

11359 Willow Gardens Dr, Windermere, FL 34786
/2
$3,040,000 Sold Sep 05, 2025

2937 Butler Bay Dr N, Windermere, FL 34786
- 6 Beds
- 5.5 Baths
- 5,874 Sq Ft
- Built 1990
Last Sold Summary
- 5% Below List Price
- $518/SF
- 65 Days On Market
Current Estimated Value $2,889,433

Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

2937 Butler Bay Dr N, Windermere, FL 34786
/2
$3,650,000 Sold Apr 30, 2025

904 Main St, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 6,079 Sq Ft
- Built 2003
Last Sold Summary
- 25% Below List Price
- $600/SF
- 195 Days On Market
Current Estimated Value $3,528,385

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

904 Main St, Windermere, FL 34786
/2
$755,000 Sold Oct 07, 2025

1125 English Garden Ln, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,663 Sq Ft
- Built 2000
Last Sold Summary
- 14% Below List Price
- $206/SF
- 133 Days On Market
Current Estimated Value $761,557

Last Listing Agent Mark Zervos PLATINUM REAL ESTATE

1125 English Garden Ln, Winter Garden, FL 34787
/2
$368,500 Sold Apr 04, 2025

8253 Maritime Flag St Unit 125, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,476 Sq Ft
- Built 2012
Last Sold Summary
- 3% Below List Price
- $250/SF
- 177 Days On Market
Last Listing Agent Micaela Navarra M2M REALTY

8253 Maritime Flag St Unit 125, Windermere, FL 34786
/2
$460,000 Sold Dec 23, 2025

11661 Black Rail St, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 1,977 Sq Ft
- Built 2012
Last Sold Summary
- 6% Below List Price
- $233/SF
- 11 Days On Market
Current Estimated Value $473,658

Last Listing Agent Mengshi Lu JOY ESTATE ENTERPRISE INC

11661 Black Rail St, Windermere, FL 34786
/2
$320,000 Sold Apr 21, 2025

11562 Amidship Ln Unit 105, Windermere, FL 34786
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 2006
Last Sold Summary
- 7% Below List Price
- $240/SF
- 376 Days On Market
Current Estimated Value $316,105

Last Listing Agent Jose Paradas EARTHLINK REALTY GROUP INC

11562 Amidship Ln Unit 105, Windermere, FL 34786
/2
$3,150,000 Sold Jan 08, 2026

4077 Isabella Cir, Windermere, FL 34786
- 6 Beds
- 8 Baths
- 7,559 Sq Ft
- Built 2016
Last Sold Summary
- 9% Below List Price
- $417/SF
- 112 Days On Market
Current Estimated Value $3,174,175

Last Listing Agent Brynn Munro CORCORAN PREMIER REALTY

4077 Isabella Cir, Windermere, FL 34786
/2
$2,870,000 Sold Jul 08, 2025

11261 Macaw Ct, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 5,649 Sq Ft
- Built 2003
Last Sold Summary
- 18% Below List Price
- $508/SF
- 314 Days On Market
Current Estimated Value $2,742,980

Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

11261 Macaw Ct, Windermere, FL 34786
/2
$1,015,000 Sold Jun 26, 2025

6008 Golden Dewdrop Trail, Windermere, FL 34786
- 8 Beds
- 5 Baths
- 4,751 Sq Ft
- Built 2012
Last Sold Summary
- 12% Below List Price
- $214/SF
- 20 Days On Market
Current Estimated Value $1,049,928

Last Listing Agent Paulo Silva GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC

6008 Golden Dewdrop Trail, Windermere, FL 34786
/2
$1,260,000 Sold Sep 17, 2025

11709 Camden Park Dr, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,518 Sq Ft
- Built 2005
Last Sold Summary
- 1% Above List Price
- $358/SF
- 1 Day On Market
Current Estimated Value $1,246,707

Last Listing Agent Lisa Schlender CORCORAN PREMIER REALTY

11709 Camden Park Dr, Windermere, FL 34786
/2
$1,675,000 Sold Nov 12, 2025

11014 Hawkshead Ct Unit 2, Windermere, FL 34786
- 4 Beds
- 4 Baths
- 4,240 Sq Ft
- Built 2003
Last Sold Summary
- 12% Below List Price
- $395/SF
- 175 Days On Market
Current Estimated Value $1,636,680

Last Listing Agent Julie Davis, LLC COLDWELL BANKER REALTY

11014 Hawkshead Ct Unit 2, Windermere, FL 34786
/2
$3,450,000 Sold Mar 12, 2026

12120 Montalcino Cir, Windermere, FL 34786
- 4 Beds
- 6 Baths
- 5,138 Sq Ft
- Built 2014
Last Sold Summary
- 5% Above List Price
- $671/SF
- 11 Days On Market
Current Estimated Value $2,895,935

Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

12120 Montalcino Cir, Windermere, FL 34786
/2
$1,140,000 Sold Oct 01, 2025

1839 Blackwater Ct, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 4,150 Sq Ft
- Built 2008
Last Sold Summary
- 4% Below List Price
- $275/SF
- 4 Days On Market
Current Estimated Value $1,106,810

Last Listing Agent Max Parsons FLORIDA REALTY INVESTMENTS

1839 Blackwater Ct, Winter Garden, FL 34787
/2
$2,835,000 Sold Nov 12, 2025

12151 Walker Pond Rd, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,993 Sq Ft
- Built 1984
Last Sold Summary
- 5% Below List Price
- $710/SF
- 54 Days On Market
Current Estimated Value $2,395,107

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

12151 Walker Pond Rd, Winter Garden, FL 34787
/2
$935,000 Sold Dec 19, 2025

1924 Katie Hill Way, Windermere, FL 34786
- 5 Beds
- 3 Baths
- 4,089 Sq Ft
- Built 2002
Last Sold Summary
- 4% Below List Price
- $229/SF
- 68 Days On Market
Current Estimated Value $941,186

Last Listing Agent Andy Neal THE AGENCY FL

1924 Katie Hill Way, Windermere, FL 34786
/2
$1,950,000 Sold Apr 03, 2025

4154 Equestrian Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,985 Sq Ft
- Built 1982
Last Sold Summary
- 2% Below List Price
- $489/SF
- 4 Days On Market
Current Estimated Value $1,916,524

Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

4154 Equestrian Ln, Windermere, FL 34786
/2
$2,700,000 Sold Jul 30, 2025

606 Butler St, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 3,469 Sq Ft
- Built 1959
Last Sold Summary
- 10% Below List Price
- $778/SF
- 12 Days On Market
Current Estimated Value $2,659,445

Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

606 Butler St, Windermere, FL 34786
/2
$1,360,000 Sold May 22, 2025

11440 Willow Gardens Dr, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,690 Sq Ft
- Built 1994
Last Sold Summary
- 1% Above List Price
- $369/SF
- 3 Days On Market
Current Estimated Value $1,349,530

Last Listing Agent Renee Funk EXP REALTY LLC

11440 Willow Gardens Dr, Windermere, FL 34786
/2
$1,775,000 Sold Jan 06, 2026

9070 Ron Den Ln, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,384 Sq Ft
- Built 1965
Last Sold Summary
- 6% Below List Price
- $745/SF
- 149 Days On Market
Current Estimated Value $1,731,192

Last Listing Agent Brynn Munro CORCORAN PREMIER REALTY

9070 Ron Den Ln, Windermere, FL 34786

Showing Results 121 - 160, Page 4 of 7

Florida Orange County Windermere Windermere

How to Buy a Home How to Finance a Home How to Sell a Home

Windermere Types of Homes for Sale

Windermere Real Estate Listings

Newest Listings in Windermere

More About Living in Windermere

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage