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WINDERMERE 30 DAY MARKET SNAPSHOT

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

324 Properties Available

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6252 BLAKEFORD DR, Windermere, FL 34786
1/52 52

$2,390,000

Active

Single Family Home

5 Beds 4 Baths 4,287 SqFt

6252 BLAKEFORD DR, Windermere, FL 34786

Now it's your turn to live on the 18th hole of the Golden Bear Club golf course in a fully updated custom home, located ...

Listed by Shane Croft COLDWELL BANKER RESIDENTIAL RE

Stellar MLS
8398 IRON MOUNTAIN TRL, Windermere, FL 34786
1/19 19

$2,500

Active

Townhouse

3 Beds 3 Baths 1,540 SqFt

8398 IRON MOUNTAIN TRL, Windermere, FL 34786

Beautiful townhouse with 3 bedrooms and 2.5 bathrooms located in the sought-after Windermere Trails community ready for ...

Listed by Belkys Zambrano METROPOLITAN R.E SOLUTIONS INC

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
1/67 67

$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

$1,279,000

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
2828 INGEBORG CT, Windermere, FL 34786
1/42 42

$1,200,000

Active

Single Family Home

5 Beds 5 Baths 3,190 SqFt

2828 INGEBORG CT, Windermere, FL 34786

Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from bea...

Listed by Tiffany Pantozzi ALIGN REAL ESTATE LLC

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

$8,000

Active

Single Family Home

5 Beds 5 Baths 3,835 SqFt

7231 SANGALLA DR, Windermere, FL 34786

WINDERMERE LUXURY LISTING <br> <br>EXCELLENT FLOOR PLAN • GATED COMMUNITY • WINDERMERE LOCATION • RESORT-STYLE BACKYARD ...

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
13094 KEGAN ST, Windermere, FL 34786
1/19 19

$3,000

Active

Single Family Home

3 Beds 3 Baths 2,203 SqFt

13094 KEGAN ST, Windermere, FL 34786

Beautifully remodeled home for rent in the highly desirable community of Windermere Sound! ? This spacious property offe...

Listed by Angela Mavarez Suarez PM ELITE REALTY LLC

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

$4,300

Active

Single Family Home

4 Beds 3 Baths 2,648 SqFt

5426 GEMGOLD CT, Windermere, FL 34786

OWNER OFFERING 1 MONTH FREE OF RENT WITH LEASE START DATE DECEMBER 1 2025. Discover the best current value for a lakefr...

Listed by Hector Leon LPT REALTY, LLC

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

$2,700

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
1238 LAKE WHITNEY DR, Windermere, FL 34786
1/42 42

$2,400,000

Active

Single Family Home

4 Beds 6 Baths 5,266 SqFt

1238 LAKE WHITNEY DR, Windermere, FL 34786

Welcome to the exquisite and elegant GUARD GATED COMMUNITY OF Reserve At Belmere. A true luxury Tuscan style luxury hom...

Listed by Nidhi Gupta HOME WISE REALTY GROUP, INC.

Stellar MLS
7654 FAIRGROVE AVE, Windermere, FL 34786
1/14 14

$2,700

Active

Townhouse

4 Beds 3 Baths 1,866 SqFt

7654 FAIRGROVE AVE, Windermere, FL 34786

Great opportunity to live in a beautiful 4 bedroom / 2.5 bathroom / 2 story Townhome in the desirable community of Winde...

Listed by Monza Adnan OLYMPUS EXECUTIVE REALTY INC

Stellar MLS
8533 GREENBANK BLVD, Windermere, FL 34786
1/22 22

$670,000

Active

Single Family Home

4 Beds 4 Baths 2,551 SqFt

8533 GREENBANK BLVD, Windermere, FL 34786

A beautiful Home in a wonderful Gated Community in Windermere. Home is very spacious with Master downstairs, one owner,...

Listed by Faneeza Mohamed CENTURY 21 CARIOTI

Stellar MLS
11837 CAVE RUN AVE, Windermere, FL 34786
1/44 44

$4,700

Active

Single Family Home

4 Beds 4 Baths 3,407 SqFt

11837 CAVE RUN AVE, Windermere, FL 34786

Windermere Trails Home Across from Park | A-Rated Schools | <br> <br>Experience the best of Central Florida living in th...

Listed by Adam Prada US SQUARE REAL ESTATE

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.