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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. School = Horizon West Middle School
17551 Black Rail Street
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Details for 17551 Black Rail Street, Windermere, FL 34786
Single Family
  1. Price: $1,550,000.00
  2. Price sqft: $315.49 / sqft
  3. Days On Market: 10
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4913
  8. Acreage: 0.19 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2016
MLS#: O6318844
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Enclave
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: KELLER WILLIAMS CLASSIC
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Welcome to a home where timeless elegance is perfectly paired with thoughtful upgrades and luxurious touches. Located in the highly sought after Enclave community, this beautifully updated 5 bedroom,
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10680 Royal Cypress Way
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Details for 10680 Royal Cypress Way, Orlando, FL 32836
Single Family
  1. Price: $1,399,000.00
  2. Price sqft: $268.99 / sqft
  3. Previous Price: $1,440,000
  4. Last Price Change: 05/31/25
  5. Days On Market: 145
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5201
  10. Acreage: 0.21 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2018
MLS#: O6277151
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32836
  4. Subdivision: Royal Cypress Preserve Ph 4
  5. Elementary School: Castleview Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: WRA BUSINESS & REAL ESTATE
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Luxurious Contemporary Home in an Exclusive Gated Community Minutes from Theme Parks! Located just 8 minutes from Disney Springs and 10 minutes from Epcot Center, this unique residence is situated
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6947 Cucamelon Court
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Details for 6947 Cucamelon Court, Windermere, FL 34786
Single Family
  1. Price: $1,180,000.00
  2. Price sqft: $245.12 / sqft
  3. Days On Market: 23
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4814
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6315659
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Sanctuary/lks/windermere
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: PREMIUM PROPERTIES R.E. SERVICE
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Welcome to luxury living in the highly sought after Sanctuary at Lakes of Windermere! This stunning two story home, built in 2021, offers over 4,800 SqFt of elegant space with 5 spacious bedrooms, eac
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9005 Reflection Pointe Drive
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Details for 9005 Reflection Pointe Drive, Windermere, FL 34786
Single Family
  1. Price: $900,000.00
  2. Price sqft: $185.61 / sqft
  3. Previous Price: $950,000
  4. Last Price Change: 06/11/25
  5. Days On Market: 51
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4849
  10. Acreage: 0.24 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2014
MLS#: O6306850
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Trls Ph 5b
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: JOHN SILVA REALTY & ASSOCIATES
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Stunning 5 Bedroom Home in Windermere Trails Just Minutes from Disney Welcome to this meticulously maintained 5 bedroom, 3 bathroom home nestled in the desirable Windermere Trails community. Built
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7214 Tattant Boulevard
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Details for 7214 Tattant Boulevard, Windermere, FL 34786
Single Family
  1. Price: $685,000.00
  2. Price sqft: $233.63 / sqft
  3. Days On Market: 20
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2932
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2010
MLS#: O6316572
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Lake Sawyer South Ph 01
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: ORLANDO BROTHERS REAL ESTATE LLC
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Beautiful 4 Bed / 2 Bath Pool Home in Windermere!?This move in ready home features a private screened pool & spa with no rear neighbors, low HOA, and a spacious open floor plan perfect for entertainin
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9244 Pecky Cypress Way
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Details for 9244 Pecky Cypress Way, Orlando, FL 32836
Single Family
  1. Price: $625,000.00
  2. Price sqft: $179.70 / sqft
  3. Days On Market: 61
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3478
  8. Acreage: 0.15 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2005
MLS#: O6297818
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32836
  4. Subdivision: Cypress Chase
  5. Elementary School: Castleview Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: LA ROSA REALTY LLC
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Welcome to Your Dream Home in a Beautiful Gated Community! Youll absolutely fall in love with this stunning and spacious 5 bedroom, 3.5 bathroom home, featuring 2,667 Sq. Ft. of living space, a 2 car
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12795 Bosworth Avenue
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Details for 12795 Bosworth Avenue, Windermere, FL 34786
Single Family
  1. Price: $529,999.00
  2. Price sqft: $212.00 / sqft
  3. Days On Market: 7
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2500
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2012
MLS#: O6320550
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Wickham Park
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: RE/MAX PRIME PROPERTIES
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UNFURNISHED WELCOME TO BOSWORTH AVENUE! Located in the beautiful Wickham Park community in Windermere, Florida, this home offers 3 bedrooms, 2 baths, and 1,700 square feet of Florida dream living! T
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11213 Grander Drive
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Details for 11213 Grander Drive, Windermere, FL 34786
Townhome
  1. Price: $444,990.00
  2. Price sqft: $179.14 / sqft
  3. Previous Price: $450,000
  4. Last Price Change: 06/19/25
  5. Days On Market: 44
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2484
  10. Acreage: 0.06 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2013
MLS#: O6309774
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Lake Burden South Ph 2
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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** Seller motivated** Seller will cover the HOA dues for the rest of the year or offer closing cost contributions** Welcome to your dream townhome in the highly desirable community of Windermere! Th
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8168 Boat Hook Loop 707
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Details for 8168 Boat Hook Loop 707, Windermere, FL 34786
Condominium
  1. Price: $315,000.00
  2. Price sqft: $236.49 / sqft
  3. Previous Price: $319,000
  4. Last Price Change: 05/26/25
  5. Days On Market: 136
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1332
  9. Acreage: 0.37 acres
  10. Pool: Yes
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 2006
MLS#: O6280392
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Lakeside/lks/windermere
  5. Building: Lakeside/lks/windermere
  6. Elementary School: Sunset Park Elem
  7. Middle School: Horizon West Middle School
  8. High School: Windermere High School
  9. Provided by: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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Back On The Market! Like New Home! Welcome to this Move In Ready condo in the Desirable Town of Windermere! Located across the street from Lakeside Village, you'll enjoy easy access to grocery stores,
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8321 Bryce Canyon Avenue
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Details for 8321 Bryce Canyon Avenue, Windermere, FL 34786
Rental
  1. Price: $2,950.00
  2. Price sqft: $1.11 / sqft
  3. Previous Price: $3,000
  4. Last Price Change: 06/06/25
  5. Days On Market: 25
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2652
  10. Acreage: 0.09 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2016
MLS#: O6315061
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Trails Ph 3b
  5. Elementary School: Bay Lake Elementary
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: ORLANDO INTERNATIONAL RELOCATION REALTY
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Charming 3 bedroom, 2.5 bath home located in the highly sought after Windermere Trails community. This two story rental offers an open concept layout on the main floor with a spacious kitchen featurin
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