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WINDERMERE 30 DAY MARKET SNAPSHOT

(NOV 05, 2025 - DEC 05, 2025)
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(Dec 2024 - Nov 2025)
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324 Properties

324 Properties Available

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12716 LANGSTAFF DR, Windermere, FL 34786
1/37 37

$345,000

Active

Townhouse

2 Beds 3 Baths 1,181 SqFt

12716 LANGSTAFF DR, Windermere, FL 34786

One or more photo(s) has been virtually staged. BACK ON THE MARKET!( due to Financial issues) . Take ADVANTAGE of this O...

Listed by Ann Wargo UPSIDE REAL ESTATE INC

Stellar MLS
1803 GLENBAY CT, Windermere, FL 34786
1/67 67

$875,000

Active

Single Family Home

4 Beds 3 Baths 3,040 SqFt

1803 GLENBAY CT, Windermere, FL 34786

Welcome to The Reserve at Belmere. Experience refined living in this exclusive guard-gated enclave, where sophistication...

Listed by Melissa Tyrcha LAKESIDE REALTY WINDERMERE INC

Stellar MLS
6115 ORTA CT, Windermere, FL 34786
1/43 43

$18,500

Active

Single Family Home

6 Beds 8 Baths 6,853 SqFt

6115 ORTA CT, Windermere, FL 34786

Extravagant and Luxurious Lakefront Estate located within the exclusive gated Waterstone Community in Windermere. Expans...

Listed by Billy Cannon, Jr BHHS FLORIDA REALTY

Stellar MLS
6846 HELMSLEY CIR, Windermere, FL 34786
1/40 40

$656,625

Active

Single Family Home

5 Beds 3 Baths 2,555 SqFt

6846 HELMSLEY CIR, Windermere, FL 34786

Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the...

Listed by Nickolas Amburgey COMPASS FLORIDA LLC

Stellar MLS
8153 JAILENE DR, Windermere, FL 34786
1/21 21

$3,000

Active

Single Family Home

4 Beds 3 Baths 2,286 SqFt

8153 JAILENE DR, Windermere, FL 34786

Move-in Ready. GREAT HOME in Berkshire Park Community at WINDERMERE! Cul-De-Sac. Conservation Lot without rear neighbors...

Listed by Jacky Liu YORK MILLS REALTY LLC

Stellar MLS
9106 PANZANI PL, Windermere, FL 34786
1/56 56

$915,000

Active

Single Family Home

5 Beds 4 Baths 3,610 SqFt

9106 PANZANI PL, Windermere, FL 34786

Discover this beautiful 5-bedroom, 4-bathroom residence nestled inside the exclusive gated community of Tuscany Ridge. S...

Listed by Caitlin Dos Santos EXP REALTY LLC

Stellar MLS
1003 DOWN RESERVE CT, Windermere, FL 34786
1/72 72

$5,499,999

Active

Single Family Home

6 Beds 8 Baths 6,816 SqFt

1003 DOWN RESERVE CT, Windermere, FL 34786

Welcome to a rare modern estate inside an intimate gated enclave, offering 6,816 square feet of fully furnished luxury w...

Listed by Peyton Lewis PREMIER SOTHEBYS INT'L REALTY

Stellar MLS
4012 ISABELLA CIR, Windermere, FL 34786
1/71 71

$14,800

Active

Single Family Home

6 Beds 9 Baths 7,337 SqFt

4012 ISABELLA CIR, Windermere, FL 34786

Step into elegance! This beautifully designed luxury home in Casabella, Windermere, offers the perfect blend of comfort ...

Listed by Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

Stellar MLS
7711 FAIRGROVE AVE, Windermere, FL 34786
1/44 44

$389,900

Active

Townhouse

3 Beds 3 Baths 1,680 SqFt

7711 FAIRGROVE AVE, Windermere, FL 34786

Walk On In and Call It Home! Welcome to this move in ready gem of a townhome in the sought-after Lake Sawyer South commu...

Listed by Lindsay Kaye Voss VOSS REALTY INC

Stellar MLS
11818 WATER RUN ALY, Windermere, FL 34786
1/32 32

$423,000

Active

Townhouse

3 Beds 3 Baths 1,588 SqFt

11818 WATER RUN ALY, Windermere, FL 34786

SUPER DEAL w credits. Beautiful and fully decorated 3-bedroom, 3-bathroom home with elegant finishes and many upgrades t...

Listed by Nelia Perez Urdaneta LA ROSA REALTY LLC

Stellar MLS
7231 RAMBLING WATER WAY, Windermere, FL 34786
1/17 17

$2,950

Active

Single Family Home

3 Beds 3 Baths 2,193 SqFt

7231 RAMBLING WATER WAY, Windermere, FL 34786

Beautiful 3/4 Bedroom home with 2 1/2 Bath. Fenced Patio, kitchen made for entertaining, along with spacious panty and a...

Listed by Pilar Ulloa REAL ESTATE FIRM OF ORLANDO

Stellar MLS
11564 MIZZON DR #210/913, Windermere, FL 34786
1/32 32

$337,500

Active

Condo

3 Beds 2 Baths 1,442 SqFt

11564 MIZZON DR #210/913, Windermere, FL 34786

One or more photo(s) has been virtually staged. $3000 CREDIT OFFERED FOR BUYERS PREPAIDS AND CLOSING COSTS. <br> <br>Ste...

Listed by Corey Cannon BHHS FLORIDA REALTY

Stellar MLS
11636 WATER RUN ALY, Windermere, FL 34786
1/18 18

$428,000

Active

Townhouse

3 Beds 3 Baths 1,584 SqFt

11636 WATER RUN ALY, Windermere, FL 34786

This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community o...

Listed by Jose Jimenez EXP REALTY LLC

Stellar MLS
1361 WHITNEY ISLES DR, Windermere, FL 34786
1/49 49

$1,200,000

Active

Single Family Home

4 Beds 4 Baths 2,787 SqFt

1361 WHITNEY ISLES DR, Windermere, FL 34786

Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Wind...

Listed by Renato Alves ALVES AND HOWELL REALTY

Stellar MLS
4301 DOWN POINT LN, Windermere, FL 34786
1/55 55

$3,350,000

Active

Single Family Home

5 Beds 4 Baths 6,834 SqFt

4301 DOWN POINT LN, Windermere, FL 34786

One or more photo(s) has been virtually staged. EXPERIENCE LUXURY LAKEFRONT LIVING in this one-of-a-kind MEDITERRANEAN-S...

Listed by ARod Rodriguez-Aponte MARK SPAIN REAL ESTATE

Stellar MLS
8179 MARITIME FLAG ST #202/108, Windermere, FL 34786
1/43 43

$330,000

Active

Condo

3 Beds 2 Baths 1,442 SqFt

8179 MARITIME FLAG ST #202/108, Windermere, FL 34786

Welcome to Lakeside at Lakes of Windermere! This beautifully updated first-floor condo combines comfort, style, and conv...

Listed by Naf Zaman THE FIRM RE

Stellar MLS
11162 LEDGEMENT LN, Windermere, FL 34786
1/55 55

$1,045,000

Active

Single Family Home

4 Beds 4 Baths 3,248 SqFt

11162 LEDGEMENT LN, Windermere, FL 34786

NEW TILE ROOF INSTALLED BEFORE CLOSING! Welcome to Glenmuir—one of Windermere's most sought-after gated communities. Thi...

Listed by Deb Schroeder INFINITY REALTY GROUP LLC

Stellar MLS
12213 PARK AVE, Windermere, FL 34786
1/19 19

$3,000,000

Active

Vacant Land

1.02 Acres

12213 PARK AVE, Windermere, FL 34786

Welcome to Chaine Du Lac- one of Windermere's most exclusive gated enclaves. This prime 1.02-acre cul-de-sac lot is one ...

Listed by Naresh Budhu PREMIUM PROPERTIES R.E. SERVICE

Stellar MLS
6712 THORNHILL CIR, Windermere, FL 34786
3D

$695,000

Active

Single Family Home

5 Beds 4 Baths 2,976 SqFt

6712 THORNHILL CIR, Windermere, FL 34786

With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the ...

Listed by Brad Young HOMEVEST REALTY

Stellar MLS
13718 BECKMAN DR, Windermere, FL 34786
1/20 20

$2,800

Active

Townhouse

3 Beds 3 Baths 1,912 SqFt

13718 BECKMAN DR, Windermere, FL 34786

Beautiful TOWHOME AT WINDERMERE AREA. kitchen with upgraded 42`` cabinets, stainless steel appliances. Upstairs vinyl fl...

Listed by Monica Duran MD3 HOMES LLC

Stellar MLS
8764 POWDER RIDGE TRL, Windermere, FL 34786
1/44 44

$4,500

Active

Single Family Home

4 Beds 4 Baths 3,144 SqFt

8764 POWDER RIDGE TRL, Windermere, FL 34786

Beautiful and spacious 4-bedroom home plus a bonus room, perfectly situated in the heart of Windermere. This property of...

Listed by Gilson Rodrigues KARDOSH REALTY

Stellar MLS
11314 LEDGEMENT LN, Windermere, FL 34786
1/31 31

$950,000

Active

Single Family Home

4 Beds 4 Baths 3,080 SqFt

11314 LEDGEMENT LN, Windermere, FL 34786

Located in the exclusive, gated Glenmuir community, this beautifully appointed residence offers refined living with time...

Listed by Mark Vescio MARK SPAIN REAL ESTATE

Stellar MLS
5024 SAWYER COVE WAY, Windermere, FL 34786
1/75 75

$3,600,000

Active

Single Family Home

5 Beds 7 Baths 5,501 SqFt

5024 SAWYER COVE WAY, Windermere, FL 34786

Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful ...

Listed by Rob Rahter STOCKWORTH REALTY GROUP

Stellar MLS
2844 MARQUESAS CT, Windermere, FL 34786
1/75 75

$3,700,000

Active

Single Family Home

4 Beds 3 Baths 5,365 SqFt

2844 MARQUESAS CT, Windermere, FL 34786

Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Ne...

Listed by Dianna Desboyaux EXP REALTY LLC

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.