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  1. Subdivision Like Summerport
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13858 Caywood Pond Drive
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Details for 13858 Caywood Pond Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $959,900.00
  2. Price sqft: $226.07 / sqft
  3. Previous Price: $999,000
  4. Last Price Change: 03/21/26
  5. Days On Market: 31
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4246
  10. Acreage: 0.52 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2004
MLS#: O6382987
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Ph 1
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: SPRING REALTY ONE LLC
  9. mfrmls
  10. DMCA Notice
JUST REMODELED! Stunning lakefront pool home located in the heart of Windermere, offering 5 bedrooms, 4 full bathrooms, and nearly 3,100 square feet of beautifully updated living space. Perfectly p
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14255 Sonco Avenue
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Details for 14255 Sonco Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $874,900.00
  2. Price sqft: $240.95 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3631
  8. Acreage: 0.55 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2006
MLS#: O6392262
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: RE/MAX PRIME PROPERTIES
  9. mfrmls
  10. DMCA Notice
Super Rare Opportunity! Tucked away in one of Windermeres most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't
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4415 Blue Major Drive
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Details for 4415 Blue Major Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $815,000.00
  2. Price sqft: $253.82 / sqft
  3. Days On Market: 136
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3211
  8. Acreage: 0.15 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2006
MLS#: O6359496
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Ph 05
  5. Provided by: M2M REALTY
  6. mfrmls
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This beautiful MOVE IN READY two story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceilin
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13609 Ancilla Boulevard
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Details for 13609 Ancilla Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $789,000.00
  2. Price sqft: $234.82 / sqft
  3. Previous Price: $799,000
  4. Last Price Change: 03/17/26
  5. Days On Market: 42
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3360
  10. Acreage: 0.24 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2005
MLS#: O6381542
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Ph 03
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: WRA BUSINESS & REAL ESTATE
  9. mfrmls
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Welcome to this stunning and spacious single family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated livin
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5018 River Gem Avenue
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Details for 5018 River Gem Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $785,000.00
  2. Price sqft: $232.11 / sqft
  3. Days On Market: 59
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3382
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2005
MLS#: TB8469061
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Ph 03
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: KELLER WILLIAMS SOUTH TAMPA
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Welcome to 5018 River Gem Avenue, an exceptional one story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience
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5224 Lemon Twist Lane
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Details for 5224 Lemon Twist Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $639,900.00
  2. Price sqft: $181.89 / sqft
  3. Days On Market: 0
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3518
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2006
MLS#: O6393299
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport
  5. Provided by: RE/MAX PRIME PROPERTIES
  6. mfrmls
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Welcome to the lowest priced single family home in the highly desirable Summerport community in Windermere. This well maintained home features 4 bedrooms, 3.5 baths, a formal dining room, a private of
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13118 Sunkiss Loop
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Details for 13118 Sunkiss Loop, WINDERMERE, FL 34786
Single Family
  1. Price: $588,000.00
  2. Price sqft: $177.86 / sqft
  3. Days On Market: 25
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3306
  8. Acreage: 0.16 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2005
MLS#: O6385211
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Ph 03
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: ONE LUXURY INTERNATIONAL LLC
  9. mfrmls
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One or more photo(s) has been virtually staged. 13118 Sunkiss Loop | Summerport, Windermere Located in the heart of Summerport, one of Windermere's most sought after communities, this spacious two
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5317 Keenes Pheasant Drive
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Details for 5317 Keenes Pheasant Drive, WINDERMERE, FL 34786
Townhome
  1. Price: $360,000.00
  2. Price sqft: $225.28 / sqft
  3. Days On Market: 1
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 1598
  8. Acreage: 0.09 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2005
MLS#: O6394104
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Phase 4
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: COLDWELL BANKER REALTY
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SINGLE STORY, END UNIT TOWNHOME WITH BRAND NEW CARPET AND PAINT! Step into this move in ready Summerport townhome, complete with 2 large bedrooms, covered and screened lanai, spacious kitchen, and upd
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5243 Lake Butler Road
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Details for 5243 Lake Butler Road, WINDERMERE, FL 34786
Rental
  1. Price: $9,999.00
  2. Price sqft: $3.07 / sqft
  3. Previous Price: $10,999
  4. Last Price Change: 03/13/26
  5. Days On Market: 128
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 3255
  9. Acreage: 0.56 acres
  10. Pool: Yes
  11. Waterfront: No
  12. Year Built: 1996
MLS#: O6362021
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Beach
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: 407 PROPERTIES
  9. mfrmls
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Experience Lakefront Luxury Living where every day feels like a vacation. Prepare to be captivated by this fully renovated three bedroom, three bath lakefront home on the highly sought after Lake B
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4542 Blue Major Drive
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Details for 4542 Blue Major Drive, WINDERMERE, FL 34786
Rental
  1. Price: $3,100.00
  2. Price sqft: $0.90 / sqft
  3. Days On Market: 7
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3453
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2006
MLS#: O6392465
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Summerport Ph 5
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: CINO INTERNATIONAL INC
  9. mfrmls
  10. DMCA Notice
VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has
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