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Windermere, Florida 34786: Located in Orange County, Windermere is synonymous with lakeside elegance, tree-lined streets, and a luxurious lifestyle. Known for its chain of lakes and upscale residences, this charming town offers a serene environment with a touch of sophistication, all while being close to Central Florida's major attractions and urban conveniences.

Search by ZIP Code - 34786

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• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

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Active

$30,000,000

RESERVE AT LAKE BUTLER SOUND

6004 Cartmel Ln, WINDERMERE

9 Beds 17 Baths 20,240 SqFt Single Family Residence MLS® # O6162188

Active

$15,500,000

ISLEWORTH 7TH AMD

9306 Blanche Cove Dr, WINDERMERE

6 Beds 8 Baths 14,856 SqFt Single Family Residence MLS® # O6180696

Active

$13,950,000

WINDSOR HILL

9621 Windy Ridge Rd, WINDERMERE

9 Beds 16 Baths 20,445 SqFt Single Family Residence MLS® # O6184943

Active

$13,900,000

DOWN POINT SUB

4200 Down Point Ln, WINDERMERE

6 Beds 9 Baths 14,435 SqFt Single Family Residence MLS® # O6176070

Active

$11,995,000

RESERVE AT LAKE BUTLER SOUND

11301 Bridge House Rd, WINDERMERE

5 Beds 9 Baths 9,267 SqFt Single Family Residence MLS® # O6083126

Active

$8,650,000

ISLEWORTH

5507 Worsham Ct, WINDERMERE

5 Beds 11 Baths 10,200 SqFt Single Family Residence MLS® # O6180706

Active

$8,250,000

▲ $750,000 MARINA BAY ESTATES

11035 Schooner Way, WINDERMERE

7 Beds 7 Baths 15,000 SqFt Single Family Residence MLS® # O5992601

Active

$7,999,000

KEENES POINTE 46/104

9313 Tibet Pointe Cir, WINDERMERE

6 Beds 8 Baths 8,792 SqFt Single Family Residence MLS® # O6170422

Active

$7,200,000

KEENES POINTE

6131 Grosvenor Shore Dr, WINDERMERE

7 Beds 9 Baths 8,596 SqFt Single Family Residence MLS® # O6189962

Active

$6,950,000

ISLEWORTH

6462 Deacon Cir, WINDERMERE

5 Beds 6 Baths 7,178 SqFt Single Family Residence MLS® # O6173721

Active

$6,300,000

ISLEWORTH

5190 Latrobe Dr, WINDERMERE

5 Beds 8 Baths 7,191 SqFt Single Family Residence MLS® # O6172519

Active

$5,995,000

▼ $500,000 KEENES POINTE 46/104

9139 Tibet Pointe Cir, WINDERMERE

6 Beds 9 Baths 10,341 SqFt Single Family Residence MLS® # O6163962

Active

$5,950,000

▼ $550,000 WATERSTONE

11449 Waterstone Loop Dr, WINDERMERE

6 Beds 6 Baths 6,235 SqFt Single Family Residence MLS® # O6170332

Active

$5,950,000

BAYSHORE ESTATES

10821 Bayshore Dr, WINDERMERE

4 Beds 6 Baths 5,275 SqFt Single Family Residence MLS® # O6189960

Active

$5,755,000

WINDERMERE TOWN

526 Butler St, WINDERMERE

4 Beds 6 Baths 6,688 SqFt Single Family Residence MLS® # O6178229

Active

$5,750,000

▼ $50,000 CHAINE DE LAC

12540 Park Ave, WINDERMERE

5 Beds 7 Baths 7,736 SqFt Single Family Residence MLS® # O6151810

Active

$5,500,000

▼ $475,000 ISLEWORTH

5174 Vardon Dr, WINDERMERE

6 Beds 9 Baths 10,701 SqFt Single Family Residence MLS® # O6143716

Active

$5,400,000

▼ $799,000 RESERVE AT LAKE BUTLER SOUND

6120 Kirkstone Ln, WINDERMERE

5 Beds 7 Baths 6,972 SqFt Single Family Residence MLS® # O6172400

Active

$5,350,000

KEENES POINTE 46/104

9205 Tibet Pointe Cir, WINDERMERE

5 Beds 10 Baths 8,259 SqFt Single Family Residence MLS® # O6166914

Active

$5,300,000

ISLEWORTH

9844 Laurel Valley Dr, WINDERMERE

5 Beds 6 Baths 5,613 SqFt Single Family Residence MLS® # O6173216

Active

$5,099,000

WATERSTONE

6109 Orta Ct, WINDERMERE

5 Beds 7 Baths 5,895 SqFt Single Family Residence MLS® # O6161019

Active

$4,980,000

▼ $370,000 RESERVE AT LAKE BUTLER SOUND 45/120

11217 Bridge House Rd, WINDERMERE

6 Beds 8 Baths 6,755 SqFt Single Family Residence MLS® # O6136367

Active

$4,975,000

▼ $520,000 METCALF PARK REP

11606 Lake Butler Blvd, WINDERMERE

6 Beds 8 Baths 7,400 SqFt Single Family Residence MLS® # O6181136

Active

$4,950,000

▼ $150,000 ISLEWORTH 01 AMD

5410 Monterrey Club Ct, WINDERMERE

6 Beds 8 Baths 6,665 SqFt Single Family Residence MLS® # O6178971

Active

$4,750,000

▼ $200,000 SUNSET BAY

4233 Down Point Ln, WINDERMERE

6 Beds 7 Baths 6,478 SqFt Single Family Residence MLS® # O6188162

Active

$4,495,000

▼ $505,000 ISLEWORTH

5092 Isleworth Country Club Dr, WINDERMERE

5 Beds 6 Baths 6,115 SqFt Single Family Residence MLS® # O6167834

Active

$4,350,000

▼ $145,000 ISLEWORTH

5084 Isleworth Country Club Dr, WINDERMERE

6 Beds 8 Baths 7,159 SqFt Single Family Residence MLS® # O6140732

Active

$4,335,000

ISLEWORTH

9725 Chestnut Ridge Dr, WINDERMERE

5 Beds 6 Baths 7,223 SqFt Single Family Residence MLS® # O6192766

Active

$4,250,000

WINDERMERE DOWNS

9720 Nearwater Pl, WINDERMERE

4 Beds 6 Baths 6,119 SqFt Single Family Residence MLS® # O6194849

Active

$3,999,999

KEENES POINTE 46/104

6760 Valhalla Way, WINDERMERE

5 Beds 7 Baths 6,055 SqFt Single Family Residence MLS® # O6189834

Active

$3,999,000

LAKE DOWN VILLAGE

9514 Lavill Ct, WINDERMERE

5 Beds 4 Baths 4,869 SqFt Single Family Residence MLS® # O6193315

Active

$3,900,000

KEENES POINTE

9151 Tibet Pointe Cir, WINDERMERE

0 Beds 0 Baths 0 SqFt Land MLS® # O6167488

Active

$3,690,000

▼ $109,000 CASABELLA PH 2

4047 Isabella Cir, WINDERMERE

6 Beds 8 Baths 8,372 SqFt Single Family Residence MLS® # O6158850

Active

$3,650,000

▼ $249,000 CASABELLA

4272 Isabella Cir, WINDERMERE

7 Beds 9 Baths 6,544 SqFt Single Family Residence MLS® # O6172988

Active

$3,575,500

▼ $123,500 CASABELLA

4261 Isabella Cir, WINDERMERE

6 Beds 9 Baths 7,129 SqFt Single Family Residence MLS® # O6164738

Active

$3,500,000

▼ $400,000 ALADAR ON LAKE BUTLER

800 West 2nd Ave, WINDERMERE

5 Beds 5 Baths 5,111 SqFt Single Family Residence MLS® # O6141389

Active

$3,499,999

RESERVE AT LAKE BUTLER SOUND 45/120

11030 Bridge House Rd, WINDERMERE

6 Beds 9 Baths 7,718 SqFt Single Family Residence MLS® # O6196254

Active

$3,494,000

▼ $1,000 KEENES POINTE

6030 Greatwater Dr, WINDERMERE

6 Beds 7 Baths 6,490 SqFt Single Family Residence MLS® # O6194035

Active

$3,490,000

CASABELLA PH 2

4071 Isabella Cir, WINDERMERE

5 Beds 8 Baths 6,752 SqFt Single Family Residence MLS® # O6121777

Active

$3,300,000

WATERSTONE

11617 Waterstone Loop Dr, WINDERMERE

4 Beds 5 Baths 4,957 SqFt Single Family Residence MLS® # O6177372

Active

$3,148,000

WINDERMERE TOWN

325 Magnolia St, WINDERMERE

4 Beds 3 Baths 3,975 SqFt Single Family Residence MLS® # O6182702

Active

$3,099,000

KEENE'S POINTE

6161 Grosvenor Shore Dr, WINDERMERE

0 Beds 0 Baths 0 SqFt Land MLS® # O6182683

Active

$2,999,000

▼ $200,000 ISLEWORTH

6132 Payne Stewart Dr, WINDERMERE

3 Beds 4 Baths 2,848 SqFt Single Family Residence MLS® # O6183633

Active

$2,997,000

ISLEWORTH

5379 Isleworth Country Club Dr, WINDERMERE

4 Beds 4 Baths 3,872 SqFt Single Family Residence MLS® # O6172675

Active

$2,995,000

▼ $254,999 CASABELLA PH 2

4011 Isabella Cir, WINDERMERE

5 Beds 7 Baths 5,418 SqFt Single Family Residence MLS® # O6172666

Active

$2,950,000

▼ $250,000 ISLEWORTH

4704 Joanna Garden Ct, WINDERMERE

3 Beds 5 Baths 4,261 SqFt Single Family Residence MLS® # O6175127

Active

$2,888,000

▼ $412,000 MARSH SUB

628 Butler St, WINDERMERE

6 Beds 6 Baths 4,486 SqFt Single Family Residence MLS® # O6163405

Active

$2,875,000

HARBOR ISLE

3037 Seigneury Dr, WINDERMERE

6 Beds 7 Baths 6,601 SqFt Single Family Residence MLS® # O6183217

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