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WINDERMERE 30 DAY MARKET SNAPSHOT

(APR 25, 2026 - MAY 25, 2026)
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291 Properties

291 Properties Available In 34786

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FL >34786 >
Market Insights
13730 CALERA ALY, Windermere, FL 34786
1/58 58

$465,000

New

Townhouse

4 Beds 3 Baths 2,091 SqFt

13730 CALERA ALY, Windermere, FL 34786

Welcome to 13730 Calera Alley, a rare 4-bedroom fully furnished end-unit townhome that offers a combination that's incre...

Listed by Nick Nelson EXP REALTY LLC

Stellar MLS
13732 SUMMER HARBOR CT, Windermere, FL 34786
1/20 20

$599,000

New

Single Family Home

4 Beds 3 Baths 2,236 SqFt

13732 SUMMER HARBOR CT, Windermere, FL 34786

Wonderful opportunity rental investment . Prepare to be amazed by this beautiful nature friendly corner lot in Summerpor...

Listed by Daniel Sanchez SANCHEZ PROPERTIES GROUP LLC

Stellar MLS
811 MAIN ST, Windermere, FL 34786
1/33 33

$649,999

New

Single Family Home

2 Beds 2 Baths 1,398 SqFt

811 MAIN ST, Windermere, FL 34786

Exclusive Rare Opportunity to own this expansive 100'x160' double lot in downtown Windermere. Whether you're looking for...

Listed by Asim Iftikhar CAMERON REALTY GROUP LLC

Stellar MLS
11401 EVESHAM DR, Windermere, FL 34786
3D

$440,000

New

Townhouse

3 Beds 3 Baths 1,847 SqFt

11401 EVESHAM DR, Windermere, FL 34786

One or more photo(s) has been virtually staged. Brand New Roof just installed a couple of weeks ago! Welcome to this stu...

Listed by Chris Courtney DENIZ REALTY PARTNERS LLC

Stellar MLS
12702 SALOMON COVE DR, Windermere, FL 34786
1/49 49

$2,600

New

Townhouse

3 Beds 3 Baths 1,670 SqFt

12702 SALOMON COVE DR, Windermere, FL 34786

Beautiful 3 bedroom, 2.5 bathroom townhome. All appliances including washer, dryer and ceiling fans. Spacious kitchen, d...

Listed by Isabel Sirizzotti SUNNY 365 REALTY GROUP

Stellar MLS
14252 CONFETTI DR, Windermere, FL 34786
1/90 90

$3,199

New

Single Family Home

1 Bed 1 Bath 320 SqFt

14252 CONFETTI DR, Windermere, FL 34786

WATER & ELECTRIC INCLUDED!! MOVE IN JUNE!! <br>Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living ...

Listed by Justin LaManna HOMEVEST REALTY

Stellar MLS
14442 DESERT HAVEN ST #4305, Windermere, FL 34786
1/19 19

$359,900

New

Condo

3 Beds 3 Baths 1,534 SqFt

14442 DESERT HAVEN ST #4305, Windermere, FL 34786

Beautiful Two-Story Condo in Gated Windermere Community – Minutes from Disney World <br> <br>Welcome to this stunning tw...

Listed by Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

Stellar MLS
2230 RIDGEWIND WAY, Windermere, FL 34786
1/37 37

$1,349,000

New

Single Family Home

5 Beds 4 Baths 3,064 SqFt

2230 RIDGEWIND WAY, Windermere, FL 34786

Spacious and beautifully maintained 5-bedroom, 4-bath pool home situated on a 1/2-acre fenced treed lot in desirable Est...

Listed by Tim Frush COLDWELL BANKER REALTY

Stellar MLS
5130 SUN PALM DR, Windermere, FL 34786
1/25 25

$3,099

New

Single Family Home

3 Beds 2 Baths 1,723 SqFt

5130 SUN PALM DR, Windermere, FL 34786

Welcome home to this charming 3-bedroom, 2-bath home located in the desirable Silver Woods area of Windermere! Available...

Listed by Steven Simpson 407 PROPERTIES

Stellar MLS
7867 BERKSHIRE OAK ALY, Windermere, FL 34786
1/39 39

$539,000

New

Single Family Home

4 Beds 3 Baths 2,221 SqFt

7867 BERKSHIRE OAK ALY, Windermere, FL 34786

Luxury Living in the Heart of Windermere! <br>Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, singl...

Listed by James Song MULTI CHOICE REALTY LLC

Stellar MLS
11326 LEDGEMENT LN, Windermere, FL 34786
1/63 63

$939,000

New

Single Family Home

5 Beds 4 Baths 3,182 SqFt

11326 LEDGEMENT LN, Windermere, FL 34786

One or more photo(s) has been virtually staged. Experience refined living in this beautifully updated 5-bedroom home, ne...

Listed by Jingjing Guan AAA GLOBAL VENTURES PA

Stellar MLS
14005 SPARKLING COVE LN, Windermere, FL 34786
1/56 56

$375,000

New

Townhouse

3 Beds 3 Baths 1,647 SqFt

14005 SPARKLING COVE LN, Windermere, FL 34786

Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintai...

Listed by Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
Windermere, FL 34786
1/18 18

$3,300

New

Single Family Home

5 Beds 4 Baths 2,396 SqFt

Windermere, FL 34786

Discover refined Florida living in this stunning 5-bedroom, 3.5-bathroom home located in the sought-after Ashlei Park co...

Listed by Simone Pinto de Almeida Santos NOVA REAL ESTATE SERVICES INC

Stellar MLS
11015 HAWKSHEAD CT, Windermere, FL 34786
1/42 42

$1,529,999

New

Single Family Home

5 Beds 5 Baths 3,868 SqFt

11015 HAWKSHEAD CT, Windermere, FL 34786

Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath resid...

Listed by Julie Davis, LLC COLDWELL BANKER REALTY

Stellar MLS
13007 LANGSTAFF DR, Windermere, FL 34786
1/19 19

$2,400

New

Townhouse

2 Beds 3 Baths 1,375 SqFt

13007 LANGSTAFF DR, Windermere, FL 34786

Located in a quiet cul-de-sac and surrounded by conservation, this beautifully updated 2-bedroom, 2.5-bath townhome offe...

Listed by Kyle Li UNIONE REALTY INC

Stellar MLS
6130 GROSVENOR SHORE DR, Windermere, FL 34786
1/46 46

$3,150,000

New

Single Family Home

4 Beds 5 Baths 4,676 SqFt

6130 GROSVENOR SHORE DR, Windermere, FL 34786

Exceptional Waterview Estate in Keenes Pointe | Resort-Style Outdoor Living <br> <br>Located on a quiet cul-de-sac in th...

Listed by Dianna Desboyaux DOUGLAS ELLIMAN

Stellar MLS
7536 BENTONSHIRE AVE, Windermere, FL 34786
1/26 26

$2,500

New

Townhouse

3 Beds 3 Baths 1,415 SqFt

7536 BENTONSHIRE AVE, Windermere, FL 34786

Location!!! Amazing Townhome in the desire area at Windermere, FL. Is a corner house with 3beddrom, with a suite and a j...

Listed by Debora Staben Passos WRA BUSINESS & REAL ESTATE

Stellar MLS
7708 FORDSON LN, Windermere, FL 34786
1/17 17

$2,500

New

Townhouse

3 Beds 3 Baths 1,644 SqFt

7708 FORDSON LN, Windermere, FL 34786

Available for July move-in! Contemporary-styled two story townhome with 3 bedrooms, 2 1/2 baths with living/dining room ...

Listed by Kyle Li UNIONE REALTY INC

Stellar MLS
8180 BOAT HOOK LOOP #109, Windermere, FL 34786
1/19 19

$299,500

New

Condo

2 Beds 2 Baths 1,161 SqFt

8180 BOAT HOOK LOOP #109, Windermere, FL 34786

Discover comfort and convenience in this well-appointed first-floor condo located in the heart of Windermere. Unit 109 o...

Listed by Reinaldo Roman ROMAN'S PRO REALTY LLC

Stellar MLS
9527 QUEENSBURY CT, Windermere, FL 34786
1/78 78

$1,499,900

New

Single Family Home

5 Beds 6 Baths 5,378 SqFt

9527 QUEENSBURY CT, Windermere, FL 34786

Rare opportunity to purchase in the Windermere's Windsor Hill community on a quiet cul-de-sac. This spacious 5-bedroom h...

Listed by Tamar Hill THE PROPERTY PROS REAL ESTATE, INC

Stellar MLS
13272 PENSHURST LN, Windermere, FL 34786
1/47 47

$4,000

New

Single Family Home

5 Beds 4 Baths 3,472 SqFt

13272 PENSHURST LN, Windermere, FL 34786

5 bedroom, 3 bath home nestled in the community of Windermere Sound. Located near schools, parks, shopping and more, thi...

Listed by Donny Hang Fung BLUEHOUSE REALTY GROUP LLC

Stellar MLS
13932 FLORIGOLD DRIVE, Windermere, FL 34786
1/53 53

$5,800

New

Single Family Home

6 Beds 4 Baths 3,577 SqFt

13932 FLORIGOLD DRIVE, Windermere, FL 34786

One or more photo(s) has been virtually staged. Tucked within the gated enclave of Eden Isle in Windermere's Summerport,...

Listed by Courtney Bass PREMIER SOTHEBY'S INTL. REALTY

Stellar MLS
14169 OASIS COVE BLVD #101, Windermere, FL 34786
1/12 12

$2,595

New

Townhouse

3 Beds 3 Baths 1,647 SqFt

14169 OASIS COVE BLVD #101, Windermere, FL 34786

FANTASTIC Corner Townhouse next to pool and playground. Gated community of Oasis Cove! Great for Disney cast members/exe...

Listed by Arnold Austria A+ HOME RENTALS LLC

Stellar MLS
7652 RIPPLEPOINTE WAY, Windermere, FL 34786
1/22 22

$2,750

New

Townhouse

3 Beds 3 Baths 1,743 SqFt

7652 RIPPLEPOINTE WAY, Windermere, FL 34786

Beautiful Windermere townhome for rent in the highly desirable Lake Burden South community. This spacious end-unit offer...

Listed by Anamaris Rodriguez ADVANCE REALTY & MANAGEMENT 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

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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.