Windermere, FL Real Estate and Properties for Sale

$30,000,000
  • 7bd
  • 14ba
  • 51,000sqft

9508 WINDY RIDGE ROAD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$27,000,000
  • 7bd
  • 10ba
  • 22,108sqft

5603 MARLEON DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of PREMIER SOTHEBYS INT'L REALTY
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$17,250,000
  • 7bd
  • 9ba
  • 10,649sqft

11900 LAKE BUTLER BOULEVARD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$15,500,000
  • 10bd
  • 17ba
  • 13,425sqft

12488 PARK AVENUE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ONE LUXURY INTERNATIONAL LLC
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$13,995,000
  • 6bd
  • 11ba
  • 12,067sqft

3057 PORTO LAGO COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$13,900,000
  • 6bd
  • 10ba
  • 11,100sqft

9832 LAUREL VALLEY DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of REAL BROKER, LLC
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$12,999,999
  • 9bd
  • 16ba
  • 20,445sqft

9621 WINDY RIDGE ROAD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CITARELLI REALTY GROUP LLC
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$12,350,000
  • 7bd
  • 10ba
  • 11,465sqft

9312 BLANCHE COVE DR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$11,900,000
  • 6bd
  • 10ba
  • 9,770sqft

9323 GLADYS GARDEN COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CORCORAN PREMIER REALTY
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$10,900,000
  • 6bd
  • 8ba
  • 6,783sqft

6149 GROSVENOR SHORE DR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of SOUTHERN REALTY GROUP LLC
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$10,500,000
  • 5bd
  • 3ba
  • 5,316sqft

4226 DOWNEAST LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of COLDWELL BANKER RESIDENTIAL RE
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$10,200,000
  • 6bd
  • 9ba
  • 6,457sqft

728 FOREST STREET WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of S2J REALTY, LLC
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$8,695,000

12422 PARK AVENUE WINDERMERE, FL 34786

Vacant Land
Active
Listing provided courtesy of JULIAN PROPERTIES, INC.
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$7,999,000
  • 6bd
  • 9ba
  • 8,038sqft

9317 GLADYS GARDEN COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CORCORAN PREMIER REALTY
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$7,795,000
  • 7bd
  • 10ba
  • 8,362sqft

9343 TIBET POINTE CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of LA ROSA REALTY LLC
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$7,400,000
  • 5bd
  • 8ba
  • 7,529sqft

9349 TIBET POINTE CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CORCORAN PREMIER REALTY
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$7,250,000
  • 5bd
  • 7ba
  • 7,099sqft

5074 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of MEM REALTY GROUP
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$6,950,000
  • 5bd
  • 6ba
  • 7,178sqft

6462 DEACON CIR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$6,900,000
  • 5bd
  • 7ba
  • 6,300sqft

9061 RON DEN LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CORCORAN PREMIER REALTY
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$6,500,000
  • 5bd
  • 7ba
  • 5,471sqft

9316 GLADYS GARDEN CT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$6,500,000
  • 5bd
  • 6ba
  • 6,182sqft

12334 SUMMERPORT LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of NOVA REAL ESTATE SERVICES INC
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$6,000,000
  • 7bd
  • 7ba
  • 8,000sqft

9725 CHESTNUT RIDGE DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of DOUGLAS ELLIMAN
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$5,900,000
  • 5bd
  • 9ba
  • 11,861sqft

9639 WESTOVER ROBERTS ROAD WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$5,500,000
  • 4bd
  • 5ba
  • 4,330sqft

5138 FAIRWAY OAKS DR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$5,490,000
  • 4bd
  • 7ba
  • 7,872sqft

12264 MONTALCINO CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of WRA BUSINESS & REAL ESTATE
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$5,300,000
  • 6bd
  • 7ba
  • 4,665sqft

5199 LATROBE DR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$5,250,000
  • 6bd
  • 8ba
  • 7,818sqft

9713 ENDICOTT COURT WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of EXP REALTY LLC
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$5,250,000
  • 4bd
  • 5ba
  • 5,752sqft

6117 LOUISE COVE DRIVE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of ISLEWORTH REALTY LLC
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$5,150,000
  • 4bd
  • 6ba
  • 6,950sqft

6142 GROSVENOR SHORE DRIVE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of ISLEWORTH REALTY LLC
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$5,100,000
  • 4bd
  • 6ba
  • 6,424sqft

5243 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$5,000,000
  • 6bd
  • 9ba
  • 8,305sqft

9721 CARILLON PARK DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of DOUGLAS ELLIMAN
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$4,995,000
  • 6bd
  • 7ba
  • 7,349sqft

5070 DOWN POINT LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of EXP REALTY LLC
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$4,900,000
  • 5bd
  • 5ba
  • 5,548sqft

5036 LATROBE DRIVE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of ISLEWORTH REALTY LLC
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$4,850,000
  • 7bd
  • 8ba
  • 8,931sqft

9575 WESTOVER ROBERTS ROAD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$4,700,000
  • 8bd
  • 6ba
  • 7,000sqft

5500 W LAKE BUTLER ROAD WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of THE REAL ESTATE COLLECTION LLC
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$4,450,000
  • 3bd
  • 5ba
  • 5,004sqft

9144 ISLEWORTH GARDENS DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of MEGAN DOWDY REALTY, LLC
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$4,399,000
  • 5bd
  • 6ba
  • 5,580sqft

6120 GREATWATER DR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of SOUTHERN REALTY GROUP LLC
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$4,395,000

12418 PARK AVENUE WINDERMERE, FL 34786

Vacant Land
Active
Listing provided courtesy of JULIAN PROPERTIES, INC.
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$4,390,000
  • 3bd
  • 5ba
  • 6,236sqft

4906 AVIVA GARDEN COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CAMPBELL CUSTOM HOMES INC
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$4,276,160
  • 5bd
  • 7ba
  • 6,401sqft

1821 WINDERMERE ROAD WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of ORLANDO TBI REALTY LLC
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$4,200,000
  • 5bd
  • 7ba
  • 5,695sqft

4806 ALEXANDRA GARDEN CT WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of ISLEWORTH REALTY LLC
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$3,999,999
  • 5bd
  • 8ba
  • 6,248sqft

11002 LAKE BUTLER BOULEVARD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of SERENDIPITY REALTY LLC
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$3,950,000
  • 5bd
  • 8ba
  • 7,940sqft

1009 DOWN RESERVE COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of WEMERT GROUP REALTY LLC
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$3,900,000
  • 4bd
  • 5ba
  • 5,301sqft

5151 LATROBE DR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$3,900,000
  • 5bd
  • 5ba
  • 3,800sqft

212 W 1ST AVENUE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of HOME WISE REALTY GROUP, INC.
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$3,800,000
  • 5bd
  • 7ba
  • 7,120sqft

12623 PARK AVENUE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ELEVATE REAL ESTATE BROKERS
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$3,800,000
  • 3bd
  • 4ba
  • 4,751sqft

9648 MCCORMICK PLACE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of ISLEWORTH REALTY LLC
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$3,800,000
  • 5bd
  • 5ba
  • 5,018sqft

11539 LAKE BUTLER BOULEVARD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of VINTAGE REALTY GROUP LLC
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$3,790,000
  • 6bd
  • 7ba
  • 5,709sqft

12132 MONTALCINO CIRCLE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of BELLA VIEW REALTY LLC
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$3,750,000
  • 5bd
  • 6ba
  • 6,182sqft

9960 6TH STREET WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of NOVA REAL ESTATE SERVICES INC
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$3,700,000
  • 5bd
  • 7ba
  • 7,153sqft

6857 VALHALLA WAY WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of EMPIRE NETWORK REALTY
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$3,699,888
  • 4bd
  • 6ba
  • 6,054sqft

12812 JACOB GRACE COURT WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of EXP REALTY LLC
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$3,699,000
  • 3bd
  • 5ba
  • 4,262sqft

4812 ALEXANDRA GARDEN COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$3,400,000
  • 4bd
  • 4ba
  • 4,877sqft

9731 CHESTNUT RIDGE DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$3,390,000
  • 4bd
  • 5ba
  • 3,365sqft

5050 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of COMPASS FLORIDA LLC
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$3,350,000
  • 4bd
  • 4ba
  • 5,273sqft

10577 DOWN LAKEVIEW CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of THE SIMON SIMAAN GROUP
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$3,299,999
  • 5bd
  • 5ba
  • 4,417sqft

5001 LATROBE DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of Q BOUTIQUE SPECIALTY REALTY INC
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$3,299,000
  • 4bd
  • 5ba
  • 4,512sqft

5145 LATROBE DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of SOUTHERN REALTY GROUP LLC
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$3,290,000
  • 5bd
  • 9ba
  • 7,058sqft

4071 ISABELLA CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CORCORAN PREMIER REALTY
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$3,200,000
  • 5bd
  • 5ba
  • 4,500sqft

13161 LAKE BUTLER BOULEVARD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of EPIQUE REALTY, INC.
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$3,200,000
  • 6bd
  • 7ba
  • 6,308sqft

13448 BELLARIA CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of KENNEDY REALTY GROUP LLC
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$3,200,000
  • 4bd
  • 5ba
  • 3,745sqft

4819 ALEXANDRA GARDEN COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$3,195,000
  • 6bd
  • 6ba
  • 6,000sqft

5538 W LAKE BUTLER ROAD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$3,150,000
  • 4bd
  • 5ba
  • 4,676sqft

6130 GROSVENOR SHORE DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of DOUGLAS ELLIMAN
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$2,999,990
  • 6bd
  • 7ba
  • 7,016sqft

9656 WEATHERSTONE COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of THE AGENCY FL
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$2,999,000
  • 4bd
  • 6ba
  • 4,706sqft

5073 LATROBE DR WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ISLEWORTH REALTY LLC
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$2,990,000

2624 MIDSUMMER DRIVE WINDERMERE, FL 34786

Vacant Land
Active
Listing provided courtesy of LOKATION
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$2,950,000
  • 5bd
  • 4ba
  • 7,153sqft

4301 DOWN POINT LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of EXP REALTY LLC
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$2,899,000
  • 7bd
  • 6ba
  • 5,122sqft

4303 ISABELLA CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of SERHANT
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$2,895,000
  • 4bd
  • 5ba
  • 4,693sqft

10870 BAYSHORE DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of ONE LUXURY INTERNATIONAL LLC
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$2,798,000
  • 6bd
  • 6ba
  • 4,920sqft

13304 BELLARIA CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of COMPASS FLORIDA, LLC
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$2,750,000
  • 6bd
  • 7ba
  • 5,882sqft

12720 JACOB GRACE COURT WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of REDFIN CORPORATION
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$2,650,000
  • 5bd
  • 6ba
  • 5,433sqft

1408 LAKE WHITNEY DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CORCORAN PREMIER REALTY
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$2,600,000
  • 7bd
  • 6ba
  • 5,221sqft

6219 TIROCO WAY WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of MAXLIFE REALTY LLC
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$2,599,000
  • 5bd
  • 6ba
  • 5,323sqft

9222 TIBET POINTE CIRCLE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of EPIQUE REALTY, INC.
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$2,590,000
  • 5bd
  • 5ba
  • 3,888sqft

5061 SAWYER COVE WAY WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of REVEL REALTY LLC
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$2,550,000
  • 4bd
  • 4ba
  • 3,736sqft

5624 W LAKE BUTLER ROAD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of RE/MAX PRIME PROPERTIES
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$2,550,000
  • 4bd
  • 5ba
  • 4,136sqft

4205 CLARICE ESTATES DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of DALTON WADE INC
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$2,500,000
  • 6bd
  • 4ba
  • 4,482sqft

9648 WEATHERSTONE COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of THE AGENCY FL
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$2,500,000
  • 5bd
  • 4ba
  • 5,516sqft

6606 SAWYER SHORES LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of PREMIUM PROPERTIES R.E. SERVICE
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$2,474,000
  • 5bd
  • 7ba
  • 5,366sqft

6288 BLAKEFORD DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of NECTAR REAL ESTATE
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$2,450,000
  • 4bd
  • 3ba
  • 3,975sqft

325 MAGNOLIA STREET WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of REVEL REALTY LLC
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$2,400,000

10532 PARK RIDGE GOTHA ROAD WINDERMERE, FL 34786

Vacant Land
Pending
Listing provided courtesy of DAVID WEAVER, REALTOR
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$2,400,000
  • 4bd
  • 4ba
  • 3,101sqft

10520 PARK RIDGE GOTHA ROAD WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of DAVID WEAVER, REALTOR
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$2,399,000
  • 4bd
  • 6ba
  • 4,810sqft

6102 S HAMPSHIRE COURT WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
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$2,375,000
  • 5bd
  • 4ba
  • 4,793sqft

4224 CLARICE ESTATES DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of FLORIDA GOLD REAL ESTATE LLC
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$2,349,000
  • 4bd
  • 3ba
  • 3,004sqft

9620 MAYWOOD DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of PREMIER SOTHEBYS INT'L REALTY
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$2,300,000
  • 5bd
  • 5ba
  • 4,284sqft

81 OAKDALE STREET WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of COLDWELL BANKER RESIDENTIAL RE
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$2,290,000
  • 5bd
  • 7ba
  • 5,448sqft

1316 ESTANCIA WOODS LOOP WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of EXP REALTY LLC
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$2,250,000
  • 5bd
  • 5ba
  • 6,546sqft

9011 PINNACLE CIRCLE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of STOCKWORTH REALTY GROUP
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$2,250,000
  • 5bd
  • 4ba
  • 4,876sqft

2068 ROBERTS POINT DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of CENTURY 21 CARIOTI
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$2,225,000
  • 4bd
  • 6ba
  • 5,722sqft

1136 LAKE WHITNEY DRIVE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of VISTA CAY REALTY COMPANY
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$2,200,000
  • 5bd
  • 5ba
  • 4,228sqft

1118 ESTANCIA WOODS LOOP WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of BHHS FLORIDA REALTY
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$2,200,000
  • 8bd
  • 9ba
  • 4,735sqft

11545 BRICKYARD POND LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of WRA BUSINESS & REAL ESTATE
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$2,200,000
  • 4bd
  • 5ba
  • 3,889sqft

2 CHASE ROAD WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of REAL BROKER, LLC
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$2,190,000
  • 4bd
  • 5ba
  • 4,257sqft

6550 CARTMEL LANE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of WRA BUSINESS & REAL ESTATE
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$2,175,000
  • 4bd
  • 5ba
  • 3,136sqft

436 E 7TH AVENUE WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of TALENT REALTY SOLUTIONS
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$2,175,000
  • 6bd
  • 6ba
  • 5,031sqft

713 MAIN STREET WINDERMERE, FL 34786

Single Family
Active
Listing provided courtesy of THE REAL ESTATE COLLECTION LLC
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$2,150,000
  • 4bd
  • 5ba
  • 4,037sqft

11753 VINCI DRIVE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of KEENE'S POINTE REALTY
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$2,125,000
  • 4bd
  • 5ba
  • 3,751sqft

12699 HAWKSTONE DRIVE WINDERMERE, FL 34786

Single Family
Pending
Listing provided courtesy of LAKEFIELD REALTY GROUP LLC
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Postal Codes Near Windermere

Listing information provided in part by the IDX Program of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Data last updated on 6/30/2026 04:34 PM PST.

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