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WINDERMERE 30 DAY MARKET SNAPSHOT

(DEC 21, 2025 - JAN 20, 2026)
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299 Properties

299 Properties Available

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6638 BRIDGEWATER VILLAGE RD, Windermere, FL 34786
1/40 40

$674,900

New

Single Family Home

4 Beds 3 Baths 2,908 SqFt

6638 BRIDGEWATER VILLAGE RD, Windermere, FL 34786

Welcome to Vineyards Horizon West, this stunning 4-bedroom, 2.5-bath home offers about 3,000 square feet of thoughtfully...

Listed by Nickolas Amburgey COMPASS FLORIDA LLC

Stellar MLS
7451 FAIRGROVE AVE, Windermere, FL 34786
1/46 46

$580,000

New

Single Family Home

3 Beds 2 Baths 2,092 SqFt

7451 FAIRGROVE AVE, Windermere, FL 34786

Welcome to Windermere Sound! Located in one of Orlando's most peaceful and desirable communities, this well-maintained h...

Listed by Lorraine da Silva Andrade TALENT REALTY SOLUTIONS

Stellar MLS
7613 SUTHERTON LN, Windermere, FL 34786
1/33 33

$2,500

New

Townhouse

3 Beds 3 Baths 1,485 SqFt

7613 SUTHERTON LN, Windermere, FL 34786

Stunning End-Unit Townhome in the Heart of Windermere! <br>Welcome to this beautifully maintained 3-bedroom, 2.5-bath un...

Listed by Laura Lerma 2 GOOD REALTY

Stellar MLS
11531 VICOLO LOOP, Windermere, FL 34786
1/33 33

$580,000

New

Single Family Home

3 Beds 2 Baths 2,280 SqFt

11531 VICOLO LOOP, Windermere, FL 34786

“The one that feels ‘done'—fresh finishes, flexible office space, tile in the main living areas, and a private fenced ya...

Listed by Cindy Rosenbloom THE ROSENBLOOM TEAM

Stellar MLS
7885 BERKSHIRE OAK ALY, Windermere, FL 34786
1/30 30

$579,000

New

Single Family Home

4 Beds 3 Baths 2,214 SqFt

7885 BERKSHIRE OAK ALY, Windermere, FL 34786

Great Schools! Beautiful 4-bedroom, 2 1/2 bathroom home in Windermere, Contemporary move-in-ready two-story home in the ...

Listed by Rui Gao U S GLORY REALTY

Stellar MLS
11994 MCKINNON RD, Windermere, FL 34786
1/57 57

$824,990

New

Single Family Home

3 Beds 4 Baths 2,450 SqFt

11994 MCKINNON RD, Windermere, FL 34786

Welcome home to an elegant and spacious 4 bedroom, 3 full bathroom, 2 half bathroom home located in the <br>highly soug...

Listed by Gloria Alvarez CENTURY 21 CARIOTI

Stellar MLS
12976 BORLAND ST, Windermere, FL 34786
1/15 15

$2,700

New

Townhouse

3 Beds 3 Baths 1,428 SqFt

12976 BORLAND ST, Windermere, FL 34786

A beautifully maintained townhome in the Wickham Park community of Windermere offers a comfortable living experience. Th...

Listed by Gina Sarmiento LA ROSA REALTY LLC

Stellar MLS
13596 GORGONA ISLE DR, Windermere, FL 34786
1/26 26

$1,452,000

New

Single Family Home

6 Beds 5 Baths 3,794 SqFt

13596 GORGONA ISLE DR, Windermere, FL 34786

Stunning Two-Story Pool Home in Prime Windermere Location <br>Welcome to this exceptional two-story residence located in...

Listed by Jennifer Olmeda WRA BUSINESS & REAL ESTATE

Stellar MLS
13763 BRESSLER ALY, Windermere, FL 34786
1/39 39

$485,000

New

Townhouse

4 Beds 3 Baths 2,117 SqFt

13763 BRESSLER ALY, Windermere, FL 34786

Welcome to this rare end-unit townhome in the desirable Vineyards of Horizons community. This spacious, maintenance-free...

Listed by Mariana Micheti M2M REALTY

Stellar MLS
2012 WILLOW LAUREN LN, Windermere, FL 34786
1/40 40

$4,700

New

Single Family Home

5 Beds 3 Baths 3,255 SqFt

2012 WILLOW LAUREN LN, Windermere, FL 34786

Nestled in the heart of The Willows at Lake Rhea, this breathtaking 5-bedroom, 3 bath POOL home sits on a spacious .61-A...

Listed by Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

Stellar MLS
6841 HELMSLEY CIR, Windermere, FL 34786
1/36 36

$650,000

New

Single Family Home

4 Beds 3 Baths 2,371 SqFt

6841 HELMSLEY CIR, Windermere, FL 34786

Nestled within the highly desirable Preston Square community, this elegant four-bedroom, three-bathroom pool home showca...

Listed by Robert Christiano COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
7616 COLBURY AVE, Windermere, FL 34786
1/47 47

$695,000

New

Single Family Home

4 Beds 4 Baths 2,794 SqFt

7616 COLBURY AVE, Windermere, FL 34786

Location, location, location! Welcome to this beautiful Windermere pool home, perfectly positioned with serene lake view...

Listed by Jenny Miller PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC

Stellar MLS
11578 ASHLIN PARK BLVD, Windermere, FL 34786
1/58 58

$634,900

New

Single Family Home

5 Beds 4 Baths 2,396 SqFt

11578 ASHLIN PARK BLVD, Windermere, FL 34786

Welcome to this stunning 5-bedroom, 3.5 bath single-family home located in the highly desirable Ashlin Park community of...

Listed by Erika Garcia CENTURY 21 CARIOTI

Stellar MLS
13366 ABUELA ALY, Windermere, FL 34786
1/35 35

$444,000

New

Townhouse

3 Beds 3 Baths 1,589 SqFt

13366 ABUELA ALY, Windermere, FL 34786

Welcome to this pristine, like-new residence at 13366 Abuela Aly, Windermere. This home is impeccably maintained and fea...

Listed by Alexandra Mateu BAHIA INTERNATIONAL REALTY

Stellar MLS
1361 WHITNEY ISLES DR, Windermere, FL 34786
1/31 31

$5,000

New

Single Family Home

4 Beds 4 Baths 2,787 SqFt

1361 WHITNEY ISLES DR, Windermere, FL 34786

Stunning fully renovated home in the highly sought-after gated community of Belmere in Windermere, just minutes from the...

Listed by Gabriel Mantovani ALVES AND HOWELL REALTY

Stellar MLS
6109 ORTA CT, Windermere, FL 34786
1/64 64

$4,495,000

New

Single Family Home

5 Beds 7 Baths 5,895 SqFt

6109 ORTA CT, Windermere, FL 34786

Within the gates of the Waterstone community, this exceptional lakefront estate offers approximately 5,895 square feet o...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
6131 PAYNE STEWART DR, Windermere, FL 34786
1/22 22

$12,000

New

Single Family Home

3 Beds 3 Baths 2,646 SqFt

6131 PAYNE STEWART DR, Windermere, FL 34786

Looking for Luxurious home in a prime location? Look no further! Located in the Isleworth Country Club, this stunning si...

Listed by Jill Irwin IRWIN REALTY GROUP LLC

Stellar MLS
6557 CRESTMONT GLEN LN, Windermere, FL 34786
1/76 76

$5,950

New

Single Family Home

4 Beds 4 Baths 3,268 SqFt

6557 CRESTMONT GLEN LN, Windermere, FL 34786

Welcome to your fully furnished dream home! This charming residence offers 4 spacious bedrooms, 3 full bathrooms, and 2 ...

Listed by Any Alves WRA BUSINESS & REAL ESTATE

Stellar MLS
7522 DEREXA DR, Windermere, FL 34786
1/62 62

$700,000

New

Single Family Home

4 Beds 4 Baths 2,626 SqFt

7522 DEREXA DR, Windermere, FL 34786

Beautifully maintained, energy-efficient home with solar panels and a NEW ROOF set on a premium corner lot with a pond v...

Listed by Kyle Madorin PA UPWELL REALTY LLC

Stellar MLS
8180 BOAT HOOK LOOP #108/301, Windermere, FL 34786
1/27 27

$335,555

New

Condo

3 Beds 2 Baths 1,442 SqFt

8180 BOAT HOOK LOOP #108/301, Windermere, FL 34786

Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath CORNER UNIT condo in Lakeside a...

Listed by Erin Aaron EXP REALTY LLC

Stellar MLS
8205 SERENITY SPRING DR #502, Windermere, FL 34786
1/40 40

$2,650

New

Townhouse

4 Beds 3 Baths 2,067 SqFt

8205 SERENITY SPRING DR #502, Windermere, FL 34786

Beautiful 4 bedrooms 2.5 baths townhome in resort style gated community. The entire first floor has an open floor plan, ...

Listed by Isabel Sirizzotti SUNNY 365 REALTY GROUP

Stellar MLS
9426 PALM TREE DR, Windermere, FL 34786
3D

$650,000

New

Single Family Home

4 Beds 2 Baths 2,063 SqFt

9426 PALM TREE DR, Windermere, FL 34786

This is it! Welcome home to this updated, showstopper in Windermere with an oversized pool. From the moment you walk in ...

Listed by Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

Stellar MLS
12653 ARLEY DR, Windermere, FL 34786
1/45 45

$2,975

New

Single Family Home

4 Beds 2 Baths 2,300 SqFt

12653 ARLEY DR, Windermere, FL 34786

This beautiful 4 bedroom, 2 bathroom home is located in the wonderful subdivision of Lakes of Windermere. This home is s...

Listed by Katie Drewry WATSON REALTY CORP

Stellar MLS
13369 GORGONA ISLE DR, Windermere, FL 34786
1/39 39

$459,900

New

Townhouse

3 Beds 3 Baths 1,767 SqFt

13369 GORGONA ISLE DR, Windermere, FL 34786

Wow! Gorgeous, newly updated three-bedroom luxury townhome with a scenic water and fountain view. This spacious, light-f...

Listed by Wendy Fischer PREMIER SOTHEBYS INT'L REALTY

Stellar MLS
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LPT Realty

Marcus E Smith PA License ID: 3187002

+1(407) 323-7320 marcus@marcusesmith.com

1400 S. International Pkwy Lake Mary, FL 3274

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Marcus E Smith PA License ID: 3187002

+1(407) 323-7320 marcus@marcusesmith.com

1400 S. International Pkwy Lake Mary, FL 3274

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.