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WINDERMERE 30 DAY MARKET SNAPSHOT

(NOV 14, 2025 - DEC 14, 2025)
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(Dec 2024 - Nov 2025)
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311 Properties

311 Properties Available

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8156 BOAT HOOK LOOP #303, Windermere, FL 34786
1/26 26

$2,000

Active

Condo

3 Beds 2 Baths 1,442 SqFt

8156 BOAT HOOK LOOP #303, Windermere, FL 34786

Third floor condo with three bedrooms, two full bathrooms at Lakeside at Lakes of Windermere. Private corner unit with e...

Listed by Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

Stellar MLS
8265 MARITIME FLAG ST #101, Windermere, FL 34786
1/15 15

$2,300

Active

Townhouse

3 Beds 3 Baths 1,644 SqFt

8265 MARITIME FLAG ST #101, Windermere, FL 34786

Built in 2012, this spacious 3-bedroom, 2.5-bath townhouse offers the perfect blend of comfort, convenience, and communi...

Listed by Carissa Lawhun FLORIDA REALTY INVESTMENTS

Stellar MLS
13413 ZORI LN, Windermere, FL 34786
1/38 38

$675,000

Active

Single Family Home

4 Beds 3 Baths 2,830 SqFt

13413 ZORI LN, Windermere, FL 34786

Welcome to this Charming and stunning home located in a quiet Windermere neighborhood where the Lake Front homes with va...

Listed by Annie Kwan ORLANDO SUNSHINE REALTY

Stellar MLS
14217 BRIDGEWATER CROSSINGS BLVD, Windermere, FL 34786
1/34 34

$3,000

Active

Single Family Home

4 Beds 3 Baths 2,419 SqFt

14217 BRIDGEWATER CROSSINGS BLVD, Windermere, FL 34786

Don't miss out on this 4 bedroom 3 bathrooms in the tranquil Summerport community in Windermere. The first floor consist...

Listed by Azim Manji WEICHERT REALTORS HALLMARK PRO

Stellar MLS
5067 SAWYER COVE WAY, Windermere, FL 34786
1/48 48

$2,999,500

Active

Single Family Home

5 Beds 4 Baths 3,461 SqFt

5067 SAWYER COVE WAY, Windermere, FL 34786

STUNNING CUSTOM estate in the exclusive GATED community of Sawyer Sound - a private enclave of just 20 luxury homes, ide...

Listed by Denise Crabbe REVEL REALTY LLC

Stellar MLS
12136 CANYON SUN TRL, Windermere, FL 34786
1/76 76

$515,000

Active

Single Family Home

3 Beds 3 Baths 2,149 SqFt

12136 CANYON SUN TRL, Windermere, FL 34786

***The Veranda on Canyon Sun*** <br>A day in the life — where sunlight, serenity, and thoughtful design meet.*** <br>Mor...

Listed by Karan Wienker COLDWELL BANKER REALTY

Stellar MLS
8174 ENCHANTMENT DR #1601, Windermere, FL 34786
1/21 21

$3,000

Active

Townhouse

3 Beds 3 Baths 1,852 SqFt

8174 ENCHANTMENT DR #1601, Windermere, FL 34786

Welcome to your new home in beautiful Windermere! This charming 3 bedroom and 2.5 bath townhome offers a bright and open...

Listed by Vivian Branco MS LAND & BUILDING LLC

Stellar MLS
11714 DELWICK DR, Windermere, FL 34786
1/43 43

$850,000

Active

Single Family Home

4 Beds 3 Baths 2,764 SqFt

11714 DELWICK DR, Windermere, FL 34786

Just imagine yourself living in a pristine community with a long, impressive entrance that is guard gated like The Rese...

Listed by Veronica Davis-Lee RE/MAX 200 REALTY

Stellar MLS
6047 BLAKEFORD DR, Windermere, FL 34786
1/32 32

$1,979,000

Active

Single Family Home

4 Beds 4 Baths 4,156 SqFt

6047 BLAKEFORD DR, Windermere, FL 34786

Stunning Golf-Front Luxury in Keene's Pointe! Welcome to 6047 Blakeford Drive—an impeccably remodeled 4-bedroom, 4-bath ...

Listed by Jay Martin CORCORAN PREMIER REALTY

Stellar MLS
7351 MILLSTONE ST, Windermere, FL 34786
1/15 15

$2,400

Active

Townhouse

3 Beds 2 Baths 1,510 SqFt

7351 MILLSTONE ST, Windermere, FL 34786

Beautiful Unfurnished 3/2 townhome in the best location in entire community! This upgraded, sparkling clean unit with st...

Listed by Luciana Lagreca FRONTLINE FLORIDA REALTY, INC.

Stellar MLS
11312 SHANDON PARK WAY, Windermere, FL 34786
1/100 100

$1,762,000

Active

Single Family Home

7 Beds 5 Baths 4,914 SqFt

11312 SHANDON PARK WAY, Windermere, FL 34786

Welcome to this stunning seven-bedroom, five-bath residence in the exclusive guard-gated community of Reserve at Belmere...

Listed by Daniel Doura De Souza PREMIER SOTHEBYS INT'L REALTY

Stellar MLS
3328 WAX BERRY CT, Windermere, FL 34786
1/64 64

$975,000

Active

Single Family Home

4 Beds 4 Baths 2,636 SqFt

3328 WAX BERRY CT, Windermere, FL 34786

One or more photo(s) has been virtually staged. A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full ...

Listed by Ferris Kassar PREFERRED REAL ESTATE BROKERS

Stellar MLS
8168 BOAT HOOK LOOP #725, Windermere, FL 34786
1/35 35

$2,100

Active

Condo

3 Beds 2 Baths 1,332 SqFt

8168 BOAT HOOK LOOP #725, Windermere, FL 34786

MOVE IN SPECIAL: FIRST TWO WEEKS ARE FREE

Listed by Rick Sein REALSOURCE PROPERTY MANGNT LLC

Stellar MLS
7224 HALTON CT, Windermere, FL 34786
1/50 50

$3,200

Active

Single Family Home

4 Beds 4 Baths 2,420 SqFt

7224 HALTON CT, Windermere, FL 34786

Welcome to this beautifully refreshed two-story home offering over 2,400 sq ft of living space in the desirable Enclave ...

Listed by Tatyana Clark COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
7768 MOSER AVE, Windermere, FL 34786
1/7 7

$375,000

Active

Townhouse

3 Beds 3 Baths 1,644 SqFt

7768 MOSER AVE, Windermere, FL 34786

Investors only; long-term tenant in place. Extremely well-maintained end unit Pulte townhouse is located in Berkshire Pa...

Listed by Glenn Brunskill, LLC COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
8375 BOWDEN WAY, Windermere, FL 34786
1/62 62

$1,490,000

Active

Single Family Home

4 Beds 4 Baths 3,809 SqFt

8375 BOWDEN WAY, Windermere, FL 34786

This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene's Pointe community perfectly com...

Listed by Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

Stellar MLS
8418 BOWDEN WAY, Windermere, FL 34786
1/31 31

$6,000

Active

Single Family Home

3 Beds 3 Baths 2,309 SqFt

8418 BOWDEN WAY, Windermere, FL 34786

Welcome to this beautifully updated 3-bedroom, 2.5-bathroom home located in the highly sought-after, guard-gated communi...

Listed by Jessica Cueva PA CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
11318 FENIMORE COURT CT, Windermere, FL 34786
1/75 75

$1,249,000

Active

Single Family Home

4 Beds 3 Baths 2,523 SqFt

11318 FENIMORE COURT CT, Windermere, FL 34786

Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms...

Listed by Simone Esteves FSM REALTY INVESTMENTS

Stellar MLS
4226 DOWNEAST LN, Windermere, FL 34786
1/15 15

$14,800,000

Active

Single Family Home

5 Beds 3 Baths 5,316 SqFt

4226 DOWNEAST LN, Windermere, FL 34786

Exceptional DEVELOPMENT OPPORTUNITY, currently R-CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over...

Listed by Thad Czapka COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
7231 SANGALLA DR, Windermere, FL 34786
1/40 40

$7,500

Active

Single Family Home

5 Beds 5 Baths 3,835 SqFt

7231 SANGALLA DR, Windermere, FL 34786

Exclusive Gated Community • Updated Interior • Low Maintenance Resort-Style Backyard with Artificial Turf • 5 Bedrooms +...

Listed by Darrell Nunnelley VINTAGE REALTY GROUP LLC

Stellar MLS
8180 BOAT HOOK LOOP #106/306, Windermere, FL 34786
1/35 35

$324,000

Active

Condo

3 Beds 2 Baths 1,455 SqFt

8180 BOAT HOOK LOOP #106/306, Windermere, FL 34786

Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury...

Listed by Steven Ritz KELLER WILLIAMS WINTER PARK

Stellar MLS
5426 GEMGOLD CT, Windermere, FL 34786
1/62 62
Exclusive Listing

$4,250

Active

Single Family Home

4 Beds 3 Baths 2,648 SqFt

5426 GEMGOLD CT, Windermere, FL 34786

Discover the best current value for a lakefront property in Windermere with this stunning WATERFRONT HOUSE featuring a p...

Listed by Hector Leon LPT REALTY, LLC

Stellar MLS
7448 LEIGHSIDE DR, Windermere, FL 34786
1/35 35

$2,600

Active

Townhouse

3 Beds 3 Baths 1,881 SqFt

7448 LEIGHSIDE DR, Windermere, FL 34786

Live in one of Windermere's most desirable communities! This beautifully maintained 3-bedroom, 2.5-bath townhome offers ...

Listed by Vicente Virgilio ALTIS REALTY

Stellar MLS
11450 ARBORSIDE BEND WAY, Windermere, FL 34786
1/50 50

$759,900

Active

Single Family Home

4 Beds 3 Baths 2,622 SqFt

11450 ARBORSIDE BEND WAY, Windermere, FL 34786

Beautifully maintained 4BR/3BA pool home in gated Glenmuir, Windermere. Open floor plan with high ceilings, formal dinin...

Listed by David Sanchez LOKATION

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

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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.