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13734 Lake Cawood Drive
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Details for 13734 Lake Cawood Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $1,770,000.00
  2. Price sqft: $261.76 / sqft
  3. Previous Price: $1,820,000
  4. Last Price Change: 02/20/26
  5. Days On Market: 27
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6762
  10. Acreage: 0.99 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2006
MLS#: G5107723
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lake Cawood Estates
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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New Price Welcome to this stunning single story luxury estate located in the highly sought after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the
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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: $1,050,000.00
  2. Price sqft: $247.29 / sqft
  3. Days On Market: 6
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4246
  8. Acreage: 0.52 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Pond
  14. 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
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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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3035 Irish Peach Drive
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Details for 3035 Irish Peach Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,049,000.00
  2. Price sqft: $276.93 / sqft
  3. Days On Market: 20
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3788
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6381190
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Orchard Pkstillwater Xing Ph
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: WRA BUSINESS & REAL ESTATE
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**This beautifully renovated home features numerous upgrades completed. Nearly all living areas and bedrooms have been updated, and almost every closet includes custom built in cabinetry. The prope
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3035 Irish Peach Drive
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Details for 3035 Irish Peach Drive, Winter Garden, FL 34787
Single Family
  1. Price: $1,049,000.00
  2. Price sqft: $276.93 / sqft
  3. Days On Market: 20
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3788
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6381190
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Orchard Pk/stillwater Xing Ph
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: WRA BUSINESS & REAL ESTATE
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**This beautifully renovated home features numerous upgrades completed. Nearly all living areas and bedrooms have been updated, and almost every closet includes custom built in cabinetry. The prope
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14423 Wabasso Loop
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Details for 14423 Wabasso Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $939,900.00
  2. Price sqft: $167.30 / sqft
  3. Days On Market: 54
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5618
  8. Acreage: 0.15 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2023
MLS#: O6368408
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Tilden Placewinter Garden
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: PREFERRED REAL ESTATE BROKERS
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New Pricing! Welcome home to this stunning two story residence in the gated community of Tilden Place, ideally located in the heart of Winter Garden. Just minutes from Winter Garden Village with its a
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4937 Wildwood Pointe Road
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Details for 4937 Wildwood Pointe Road, WINTER GARDEN, FL 34787
Single Family
  1. Price: $879,000.00
  2. Price sqft: $245.87 / sqft
  3. Previous Price: $889,000
  4. Last Price Change: 02/28/26
  5. Days On Market: 29
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3575
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2015
MLS#: S5142834
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Orchard Hills Ph 2
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: OLIVO REALTY GROUP, LLC
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Welcome to this spacious and beautifully maintained 5 bedroom, 4 bathroom home in the desirable Winter Garden area. Situated on a premium lot with no rear neighbors, this home backs onto a peaceful pr
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4345 Saltmarsh Sparrow Drive
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Details for 4345 Saltmarsh Sparrow Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $830,000.00
  2. Price sqft: $224.45 / sqft
  3. Days On Market: 49
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3698
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2015
MLS#: O6372774
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Stillwater Xings Prcl Sc13 2
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: ICON REALTY ASSOCIATES INC
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Welcome HOME to Summerport! This stunning fully indoor and outdoor repainted 6 bedroom, 5.5 bathroom residence is now listed for sale in the highly desirable Summerport neighborhoodzoned for top rated
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13609 Ancilla Boulevard
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Details for 13609 Ancilla Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $799,000.00
  2. Price sqft: $237.80 / sqft
  3. Days On Market: 17
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3360
  8. Acreage: 0.24 acres
  9. Pool: No
  10. Waterfront: No
  11. 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
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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: 33
  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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14345 Wabasso Loop
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Details for 14345 Wabasso Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $740,000.00
  2. Price sqft: $196.81 / sqft
  3. Days On Market: 26
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3760
  8. Acreage: 0.16 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2022
MLS#: O6376609
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Tilden Placewinter Garden
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: COMPASS FLORIDA LLC
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Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Gardens most convenient locations. The main
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