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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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9922 BRENTFORD CT, Windermere, FL 34786
1/49 49

$1,890,000

Active

Single Family Home

6 Beds 4 Baths 3,894 SqFt

9922 BRENTFORD CT, Windermere, FL 34786

If you want something turn-key in Keene's Pointe, sitting in one of the most desirable locations in the community, then ...

Listed by Shane Croft COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
9731 CHESTNUT RIDGE DR, Windermere, FL 34786
1/57 57

$3,400,000

Active

Single Family Home

4 Beds 4 Baths 4,877 SqFt

9731 CHESTNUT RIDGE DR, Windermere, FL 34786

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly...

Listed by Monica Lochmandy ISLEWORTH REALTY LLC

Stellar MLS
2012 BELLAMERE CT, Windermere, FL 34786
1/63 63

$3,375,000

Active

Single Family Home

5 Beds 6 Baths 4,701 SqFt

2012 BELLAMERE CT, Windermere, FL 34786

Exquisitely appointed and elegantly packaged former model home, showcasing the pinnacle of perfection, from luxury home ...

Listed by Rob Rahter STOCKWORTH REALTY GROUP

Stellar MLS
13645 RIGGS WAY, Windermere, FL 34786
1/14 14

$2,695

Active

Single Family Home

3 Beds 2 Baths 2,023 SqFt

13645 RIGGS WAY, Windermere, FL 34786

Beautiful 3 bedroom one story beautiful home. This split plan home has a spacious great room which connects to the gourm...

Listed by Jeff Li CINO INTERNATIONAL INC

Stellar MLS
12621 SALOMON COVE DR, Windermere, FL 34786
1/38 38

$550,000

Active

Single Family Home

4 Beds 4 Baths 2,604 SqFt

12621 SALOMON COVE DR, Windermere, FL 34786

Welcome to this move-in ready home in sought-after Westside Village, offering a FLEXIBLE FLOOR PLAN and SEPARATE 1-BEDRO...

Listed by Jun Zhou MAGICMIND REALTY LLC

Stellar MLS
2107 WESTOVER RESERVE BLVD, Windermere, FL 34786
1/51 51

$1,080,000

Active

Single Family Home

4 Beds 4 Baths 4,676 SqFt

2107 WESTOVER RESERVE BLVD, Windermere, FL 34786

Discover this beautifully updated 4-bedroom, 4-bathroom home tucked inside the exclusive gated community of Westover Res...

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
6734 BRIDGEWATER VILLAGE RD, Windermere, FL 34786
1/51 51

$649,000

Active

Single Family Home

3 Beds 3 Baths 3,094 SqFt

6734 BRIDGEWATER VILLAGE RD, Windermere, FL 34786

LUXURY WINDERMERE HOME ON OVERSIZED CONSERVATION LOT - Welcome to Windermere living at its finest! This beautifully main...

Listed by Alexis Bress EXP REALTY LLC

Stellar MLS
311 E 8TH AVE, Windermere, FL 34786
1/59 59

$1,660,000

Active

Single Family Home

5 Beds 4 Baths 3,805 SqFt

311 E 8TH AVE, Windermere, FL 34786

Luxury Lakefront Living in Downtown Windermere | Fresh Opportunity on Lake Bessie. <br>Welcome to your private slice of ...

Listed by Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
6533 CARTMEL LN, Windermere, FL 34786
1/35 35

$1,398,888

Active

Single Family Home

4 Beds 4 Baths 3,751 SqFt

6533 CARTMEL LN, Windermere, FL 34786

Tucked away in the prestigious guard-gated community of The Reserve at Lake Butler Sound, this exceptional 4-bedroom, 3....

Listed by Andy Neal MAXIM REALTY ORLANDO

Stellar MLS
7452 LEIGHSIDE DR, Windermere, FL 34786
1/9 9

$2,500

Active

Townhouse

3 Beds 3 Baths 1,910 SqFt

7452 LEIGHSIDE DR, Windermere, FL 34786

Fantastic Location! Well Maintained Windermere townhome located in Lake Burden. Conveniently, Located to some of the Orl...

Listed by Erik Lynch LJL REAL ESTATE, INC.

Stellar MLS
13757 BRESSLER ALY, Windermere, FL 34786
1/42 42

$474,900

Active

Townhouse

3 Beds 3 Baths 2,113 SqFt

13757 BRESSLER ALY, Windermere, FL 34786

Enjoy a low maintenance lifestyle with this two-story townhome, built in 2019, seconds from modern conveniences in the h...

Listed by Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

Stellar MLS
13833 BRIDGEWATER CROSSINGS BLVD, Windermere, FL 34786
1/26 26

$2,849

Active

Single Family Home

4 Beds 4 Baths 2,451 SqFt

13833 BRIDGEWATER CROSSINGS BLVD, Windermere, FL 34786

Beautiful 4BED/3.5BATH home in the community of Summer port, Windermere. This energy efficient home comes with 2 master ...

Listed by Raul Aleman BAHIA INTERNATIONAL REALTY

Stellar MLS
6036 GREATWATER DR, Windermere, FL 34786
1/65 65

$2,145,000

Active

Single Family Home

4 Beds 5 Baths 4,013 SqFt

6036 GREATWATER DR, Windermere, FL 34786

Welcome to Keene's Pointe! Discover the charm of this custom-built home located on the 17th Fairway of the renown Jack ...

Listed by Angela Durruthy KEENE'S POINTE REALTY

Stellar MLS
8582 POWDER RIDGE TRL, Windermere, FL 34786
1/50 50
Exclusive Listing

$670,000

Active

Single Family Home

4 Beds 4 Baths 2,297 SqFt

8582 POWDER RIDGE TRL, Windermere, FL 34786

AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME! <br>Welcome to this stunning Kipling model offering serene ...

Listed by Mariana Rondon LPT REALTY, LLC

Stellar MLS
9621 WINDY RIDGE RD, Windermere, FL 34786
1/28 28

$13,700,000

Active

Single Family Home

9 Beds 16 Baths 20,445 SqFt

9621 WINDY RIDGE RD, Windermere, FL 34786

Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 prist...

Listed by Natalie Citarelli CITARELLI REALTY GROUP LLC

Stellar MLS
14377 CREST PALM AVE, Windermere, FL 34786
1/2 2

$939,990

Active

Single Family Home

4 Beds 3 Baths 3,100 SqFt

14377 CREST PALM AVE, Windermere, FL 34786

One or more photo(s) has been virtually staged. Tidewater Floorplan – 3,100 Sq. Ft. | 4 Beds | 2.5 Baths | 2-Car Garage ...

Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

Stellar MLS
14427 CREST PALM AVE, Windermere, FL 34786
1/14 14

$1,044,990

Active

Single Family Home

6 Beds 5 Baths 4,443 SqFt

14427 CREST PALM AVE, Windermere, FL 34786

One or more photo(s) has been virtually staged. Step into your next home at the Sweetwater in Palms at Windermere. <br>W...

Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

Stellar MLS
12815 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
1/29 29

$649,000

Active

Single Family Home

3 Beds 3 Baths 2,463 SqFt

12815 WESTSIDE VILLAGE LOOP, Windermere, FL 34786

come take look this newly build energy efficient home by Meritage , spacious 3 bedroom 2.5 bath house with office and th...

Listed by Eric Jia NUMBER 1 BROKER, LLC

Stellar MLS
6139 ANDREOZZI LN, Windermere, FL 34786
3D

$650,000

Active

Single Family Home

4 Beds 2 Baths 2,555 SqFt

6139 ANDREOZZI LN, Windermere, FL 34786

Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the de...

Listed by Simon Simaan THE SIMON SIMAAN GROUP

Stellar MLS
11021 HAWKSHEAD CT, Windermere, FL 34786
1/18 18

$1,299,000

Active

Single Family Home

5 Beds 4 Baths 3,557 SqFt

11021 HAWKSHEAD CT, Windermere, FL 34786

Welcome to this exquisite 5-bedroom, 4-bathroom residence nestled on a premium corner lot in one of Windermere's most be...

Listed by Kara Manuchia ALL REAL ESTATE & INVESTMENTS

Stellar MLS
6315 CLEARMEADOW CT, Windermere, FL 34786
1/42 42

$639,900

Active

Single Family Home

3 Beds 2 Baths 2,077 SqFt

6315 CLEARMEADOW CT, Windermere, FL 34786

This must-see home is ready to welcome you to the exclusive and upscale gated <br>subdivision of Glenmuir. This spacious...

Listed by Drew Wolski CORE REAL ESTATE GROUP

Stellar MLS
3629 LAKE BUYNAK RD, Windermere, FL 34786
3D

$1,200,000

Active

Single Family Home

4 Beds 4 Baths 2,618 SqFt

3629 LAKE BUYNAK RD, Windermere, FL 34786

Back on market—buyer withdrew for personal reasons, not due to any home-related issues. <br>Set on 1.3 acres in the Lake...

Listed by Tania Matthews KELLER WILLIAMS ELITE PARTNERS III REALTY

Stellar MLS
8259 MARITIME FLAG ST #4, Windermere, FL 34786
1/34 34

$330,000

Active

Townhouse

3 Beds 3 Baths 1,460 SqFt

8259 MARITIME FLAG ST #4, Windermere, FL 34786

One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story...

Listed by Lindsey Hudson REAL BROKER, LLC

Stellar MLS
8620 WELLINGTON BLUE LN, Windermere, FL 34786
1/22 22

$2,800

Active

Townhouse

3 Beds 3 Baths 1,768 SqFt

8620 WELLINGTON BLUE LN, Windermere, FL 34786

Beautiful townhome in Windermere Trails with first floor master bedroom. Excellent location - walking distance to Bay La...

Listed by Teresa Stewart SOUTHERN REALTY GROUP 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.