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  1. Subdivision Like Windermere Trls
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9117 Outlook Rock Trail
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Details for 9117 Outlook Rock Trail, WINDERMERE, FL 34786
Single Family
  1. Price: $1,055,000.00
  2. Price sqft: $178.30 / sqft
  3. Previous Price: $1,125,000
  4. Last Price Change: 11/03/26
  5. Days On Market: 157
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5917
  10. Acreage: 0.18 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2014
MLS#: O6413948
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 5a
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: REDFIN CORPORATION
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Experience elevated luxury living in this exceptional windermere trails estate, where timeless elegance, and resort style amenities combine to create an unforgettable place to call home. Offering 5 be
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9043 Horizon Pointe Trail
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Details for 9043 Horizon Pointe Trail, WINDERMERE, FL 34786
Single Family
  1. Price: $870,000.00
  2. Price sqft: $186.50 / sqft
  3. Days On Market: 75
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4665
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2015
MLS#: O6436017
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: CENTURY 21 CARIOTI
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Windermere Custom Interior Pool Home, 4 bedroom, 2 Primary Suites, 3 full Bathrooms New Exterior and Interior paint 2026, New Hardwood Bamboo Floors 2025, Crown Molding, Coffered Ceilings. New Heated
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8582 Powder Ridge Trail
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Details for 8582 Powder Ridge Trail, WINDERMERE, FL 34786
Single Family
  1. Price: $630,000.00
  2. Price sqft: $256.72 / sqft
  3. Previous Price: $670,000
  4. Last Price Change: 10/29/26
  5. Days On Market: 16
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2454
  10. Acreage: 0.09 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2017
MLS#: S5158690
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 3b
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: LPT REALTY, LLC
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Virtually Staged. EXCELLENT OPPORTUNITY TO LIVE OR INVEST! This impressive Kipling model with lake views offers an exceptional combination of comfort, upgrades, and flexibility. The property features
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8225 Bryce Canyon Avenue
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Details for 8225 Bryce Canyon Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $560,000.00
  2. Price sqft: $219.26 / sqft
  3. Days On Market: 305
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2554
  8. Acreage: 0.13 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2016
MLS#: O6371960
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 3b
  5. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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Beautiful 4 Bedroom Home in Windermere, FL Prime Location and Comfort for the Whole Family! Discover this amazing home located in one of Floridas most desirable neighborhoods Windermere! Featuring
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11938 Silverlake Park Drive
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Details for 11938 Silverlake Park Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $499,999.00
  2. Price sqft: $180.64 / sqft
  3. Previous Price: $510,000
  4. Last Price Change: 11/03/26
  5. Days On Market: 98
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2768
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2014
MLS#: O6430196
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 1c
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: BEYCOME OF FLORIDA LLC
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Move In Ready! Beautifully Updated Home in the Highly Desirable Windermere Area! Welcome to this beautifully refreshed 4 bedroom, 2.5 bath home located in the sought after Windermere Trails communi
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10628 Reams Road
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Details for 10628 Reams Road, WINDERMERE, FL 34786
Single Family
  1. Price: $479,000.00
  2. Price sqft: $186.96 / sqft
  3. Days On Market: 4
  4. Bedrooms: 4
  5. Baths: 3
  6. Bldg sqft: 2562
  7. Acreage: 0.10 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 2014
MLS#: O6455169
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 1c
  5. Provided by: FLORIDA REALTY INVESTMENTS
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Welcome to Windermere Trails! This beautiful 4 bedroom, 2.5 bath, two story home offers the perfect combination of comfort, style, and convenience in one of Central Florida's most desirable locations.
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11861 Vermillion Avenue
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Details for 11861 Vermillion Avenue, WINDERMERE, FL 34786
Townhome
  1. Price: $475,000.00
  2. Price sqft: $182.69 / sqft
  3. Days On Market: 160
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2600
  8. Acreage: 0.06 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2015
MLS#: O6410430
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Prcl 3
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: KARDOSH REALTY
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TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3 bedroom, 2.5 bath townhome located in the highly sought after Windermere Trails community! This spacious two
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8386 Iron Mountain Trail
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Details for 8386 Iron Mountain Trail, WINDERMERE, FL 34786
Townhome
  1. Price: $438,000.00
  2. Price sqft: $168.46 / sqft
  3. Previous Price: $460,000
  4. Last Price Change: 09/21/26
  5. Days On Market: 105
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 2600
  10. Acreage: 0.06 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2016
MLS#: S5154426
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Prcl 3
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: MY REALTY GROUP, LLC.
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Welcome to this charming two story townhome in the highly desirable Windermere Trails community! Featuring 3 bedrooms, 2.5 bathrooms, and 1,631 sq. ft. of comfortable living space, this home offers an
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Address Not Provided
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  1. Price: $7,500.00
  2. Price sqft: $1.31 / sqft
  3. Days On Market: 77
  4. Bedrooms: 6
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5731
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2017
MLS#: O6428391
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 3b
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Bridgewater Middle
  7. High School: Windermere High School
  8. Provided by: NEWKEY REAL ESTATE LLC
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Welcome to 8304 Lookout Pointe Drive, an exceptional residence nestled in the highly sought after Windermere Trails community. This beautifully appointed home offers over 4,100 square feet of thoughtf
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8341 Lookout Pointe Drive
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Details for 8341 Lookout Pointe Drive, WINDERMERE, FL 34786
Rental
  1. Price: $2,995.00
  2. Price sqft: $1.03 / sqft
  3. Days On Market: 18
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2911
  8. Acreage: 0.09 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2016
MLS#: O6451627
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 3b
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: LAKEFIELD REALTY GROUP LLC
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Just off the shores of Lake Reams, an amazing Location with Disney Firework views nightly! Residents & tenants of Windermere Trails can also enjoy miles of walking trails, a huge community pool, playg
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