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WINDERMERE 30 DAY MARKET SNAPSHOT

(NOV 05, 2025 - DEC 05, 2025)
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324 Properties

324 Properties Available In 34786

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Market Insights
14242 DESERT HAVEN ST #GE, Windermere, FL 34786
1/32 32

$2,550

Active

Condo

3 Beds 3 Baths 1,534 SqFt

14242 DESERT HAVEN ST #GE, Windermere, FL 34786

Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance l...

Listed by James Goodyear REAL BROKER, LLC

Stellar MLS
6219 TIROCO WAY, Windermere, FL 34786
3D

$2,750,000

Active

Single Family Home

7 Beds 6 Baths 5,221 SqFt

6219 TIROCO WAY, Windermere, FL 34786

Welcome to luxury living in the guarded gated community of Waterstone in Windermere, Florida. This exquisite residence a...

Listed by Gabby Lara CENTURY 21 CARIOTI

Stellar MLS
9204 TIBET POINTE CIR, Windermere, FL 34786
1/72 72

$2,450,000

Active

Single Family Home

5 Beds 6 Baths 5,291 SqFt

9204 TIBET POINTE CIR, Windermere, FL 34786

Your stunning Keene's Pointe custom home by Stonebridge was built for luxurious everyday living and effortless entertain...

Listed by Simon Simaan THE SIMON SIMAAN GROUP

Stellar MLS
8337 VIVARO ISLE WAY, Windermere, FL 34786
1/55 55

$825,000

Active

Single Family Home

5 Beds 4 Baths 3,294 SqFt

8337 VIVARO ISLE WAY, Windermere, FL 34786

One or more photos have been virtually staged. Welcome to a remarkable residence with a large back yard located in the h...

Listed by Laurel Kellett CORCORAN PREMIER REALTY

Stellar MLS
8639 VIA TRIESTE DR, Windermere, FL 34786
1/30 30

$2,750

Active

Townhouse

4 Beds 4 Baths 2,464 SqFt

8639 VIA TRIESTE DR, Windermere, FL 34786

Discover this spacious 4-bedroom, 3.5-bathroom townhouse located in the sought-after area of Windermere. This elegant tw...

Listed by Ernesto Vega CANVAS REAL ESTATE

Stellar MLS
101 LEE ST, Windermere, FL 34786
1/63 63

$1,550,000

Active

Single Family Home

5 Beds 4 Baths 4,186 SqFt

101 LEE ST, Windermere, FL 34786

A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming T...

Listed by Carey Sheffield ISLEWORTH REALTY LLC

Stellar MLS
7347 MILLSTONE ST, Windermere, FL 34786
1/35 35

$2,150

Active

Townhouse

2 Beds 3 Baths 1,374 SqFt

7347 MILLSTONE ST, Windermere, FL 34786

Offering a $500 move-in incentive if moved in by the end of December! Come view this 2 bed, 2.5 bath Windermere home loc...

Listed by Chris Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

Stellar MLS
9134 SABAL PALM CIR, Windermere, FL 34786
1/61 61

$3,300

Active

Single Family Home

4 Beds 3 Baths 2,026 SqFt

9134 SABAL PALM CIR, Windermere, FL 34786

WINDERMERE **RENT INCLUDES, LAWN, POOL and PEST. Located in the highly desirable SILVER WOODS neighborhood, this stunni...

Listed by Margaret Steiner KELLER WILLIAMS REALTY AT THE PARKS

Stellar MLS
13775 BRESSLER ALY, Windermere, FL 34786
1/40 40

$460,000

Active

Townhouse

3 Beds 3 Baths 2,001 SqFt

13775 BRESSLER ALY, Windermere, FL 34786

LIKE NEW 3 bedrooms 2.5 bathrooms TOWNHOME in sought after VINEYARDS OF HORIZON WEST in WINDERMERE. An inviting Front po...

Listed by Sonia Frederick BAHIA INTERNATIONAL REALTY

Stellar MLS
4926 INDIAN DEER RD, Windermere, FL 34786
1/51 51

$911,400

Active

Single Family Home

5 Beds 5 Baths 3,849 SqFt

4926 INDIAN DEER RD, Windermere, FL 34786

WOW! Check out this stunningly renovated Summerport multi-generational home! This expansive residence features 4 spaciou...

Listed by Shelley Dawson COMPASS FLORIDA LLC

Stellar MLS
13943 EDEN ISLE BLVD, Windermere, FL 34786
1/46 46

$625,000

Active

Single Family Home

4 Beds 2 Baths 2,420 SqFt

13943 EDEN ISLE BLVD, Windermere, FL 34786

Welcome to this beautifully updated 4 Bedroom 2 Bath home in the desirable Gated Eden Isle's. This home has plenty of up...

Listed by Malissa Breighner TOP WISDOM REALTY INC

Stellar MLS
1703 ROBERTS LANDING RD, Windermere, FL 34786
1/63 63

$1,650,000

Active

Single Family Home

4 Beds 5 Baths 3,288 SqFt

1703 ROBERTS LANDING RD, Windermere, FL 34786

This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfor...

Listed by Wui Keong Goh INTERNATIONAL NETWORK REALTY

Stellar MLS
6102 S HAMPSHIRE CT, Windermere, FL 34786
1/89 89

$2,499,000

Active

Single Family Home

4 Beds 6 Baths 4,810 SqFt

6102 S HAMPSHIRE CT, Windermere, FL 34786

PRICE REDUCED $150K This elegant single-story Rick Watson home, located at 6102 S Hampshire Court, Windermere, FL 3478...

Listed by Jessica Cueva PA CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
6134 KEENES POINTE DR, Windermere, FL 34786
1/37 37

$2,290,000

Active

Single Family Home

4 Beds 4 Baths 4,440 SqFt

6134 KEENES POINTE DR, Windermere, FL 34786

Welcome to a rare fully furnished opportunity in the heart of Keene's Pointe, Windermere's most acclaimed community. <br...

Listed by Babi Hennemann WRA BUSINESS & REAL ESTATE

Stellar MLS
3130 BUTLER BAY DR N, Windermere, FL 34786
1/69 69

$1,725,000

Active

Single Family Home

4 Beds 6 Baths 4,490 SqFt

3130 BUTLER BAY DR N, Windermere, FL 34786

This one-of-a-kind estate in the gated Windermere Club combines timeless elegance with rare features seldom found in the...

Listed by Alex Vastardis COLDWELL BANKER REALTY

Stellar MLS
9826 LAUREL VALLEY DR, Windermere, FL 34786
1/73 73

$5,900,000

Active

Single Family Home

5 Beds 6 Baths 7,491 SqFt

9826 LAUREL VALLEY DR, Windermere, FL 34786

Tucked within the gates of Isleworth Golf Community and Country Club lies a residence that feels more like a private lak...

Listed by Dianna Desboyaux EXP REALTY LLC

Stellar MLS
2 CHASE RD, Windermere, FL 34786
1/3 3

$3,200,000

Active

Single Family Home

4 Beds 5 Baths 3,889 SqFt

2 CHASE RD, Windermere, FL 34786

Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled...

Listed by Matthew Hughes REAL BROKER, LLC

Stellar MLS
7211 STILL POND LN, Windermere, FL 34786
1/18 18

$788,000

Active

Single Family Home

4 Beds 4 Baths 3,091 SqFt

7211 STILL POND LN, Windermere, FL 34786

Attention investors, this property has a tenant and is ready to be your rental income.Welcome to this former model home ...

Listed by Victor Barroeta MBT REALTY LLC

Stellar MLS
7545 LAKE ALBERT DR, Windermere, FL 34786
1/63 63

$1,100,000

Active

Single Family Home

4 Beds 5 Baths 3,425 SqFt

7545 LAKE ALBERT DR, Windermere, FL 34786

Welcome to 7545 Lake Albert Drive. Where timeless architecture meets modern luxury. Nestled on an expansive lot in one ...

Listed by Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

Stellar MLS
11051 CONISTON WAY, Windermere, FL 34786
1/46 46

$13,000

Active

Single Family Home

5 Beds 6 Baths 5,498 SqFt

11051 CONISTON WAY, Windermere, FL 34786

Highly sought after custom home in Reserve at Lake Butler Sound. Beautiful iron arched double doors welcome you to an op...

Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC

Stellar MLS
11357 PRESERVE VIEW DR, Windermere, FL 34786
1/43 43

$6,500

Active

Single Family Home

4 Beds 4 Baths 3,196 SqFt

11357 PRESERVE VIEW DR, Windermere, FL 34786

Ideally situated on a corner lot within the prestigious, 24-hour guard-gated community of Keene's Pointe in Windermere, ...

Listed by Janet Quinones MAGNUS REALTY GROUP LLC

Stellar MLS
7681 FORDSON LN, Windermere, FL 34786
1/17 17

$2,900

Active

Townhouse

4 Beds 3 Baths 1,997 SqFt

7681 FORDSON LN, Windermere, FL 34786

Experience modern, energy-efficient living with SOLAR PANELS that provide sustainable power and an exceptionally low ele...

Listed by Reina Mendez REILE REALTY CORP

Stellar MLS
13048 LAKE ROPER CT., Windermere, FL 34786
1/83 83

$1,999,000

Active

Single Family Home

5 Beds 4 Baths 4,130 SqFt

13048 LAKE ROPER CT., Windermere, FL 34786

Priced to sell fast. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't mis...

Listed by Fernando Teixeira WOODSTONE INVESTMENTS LLC

Stellar MLS
7628 BILLINGHAM ST, Windermere, FL 34786
1/18 18

$398,000

Active

Townhouse

3 Beds 3 Baths 1,480 SqFt

7628 BILLINGHAM ST, Windermere, FL 34786

SUPER DEAL. Discover this beautiful townhome located in the sought-after community of Wickman Park of Windermere. Offeri...

Listed by Nelia Perez Urdaneta LA ROSA 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

Powered by Lofty Inc. Copyright 2025. 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.