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  1. School = Sunset Park Elem
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,
Details for 11707 Hampstead Street, Windermere, FL 34786
Single Family
  1. Price: $1,225,000.00
  2. Price sqft: $277.84 / sqft
  3. Days On Market: 37
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4409
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Pond
  14. Year Built: 2015
MLS#: O6311689
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Enclave
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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Welcome to this stunning Thoreau floor plan by Meritage Homes, nestled in The Enclave in the heart of Windermereone of Central Floridas most desirable areas. This expansive 3,500 sq ft residence offer
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
Details for 7409 Fairgrove Avenue, Windermere, FL 34786
Single Family
  1. Price: $800,000.00
  2. Price sqft: $186.31 / sqft
  3. Days On Market: 9
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4294
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2015
MLS#: O6320456
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Sound
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: DALTON WADE INC
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Enjoy resort style living in the heart of Windermere! Located just minutes from major attractions, top rated schools, and Downtown Orlando, this beautifully maintained 5 bedroom, 3 bath home offers th
Details for 6799 Helmsley Circle, Windermere, FL 34786
Single Family
  1. Price: $748,000.00
  2. Price sqft: $183.47 / sqft
  3. Previous Price: $760,000
  4. Last Price Change: 06/21/25
  5. Days On Market: 99
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4077
  10. Acreage: 0.13 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2011
MLS#: O6290972
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: KARDOSH REALTY
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Price to Sell! Imagine starting your mornings with a warm coffee on the front porch, surrounded by beautifully landscaped views and a rare sense of privacy no rear neighbors, just the quiet calm of n
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
Details for 6971 Tettenhall Lane, Windermere, FL 34786
Single Family
  1. Price: $649,000.00
  2. Price sqft: $162.09 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4004
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2007
MLS#: O6320836
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Lakes/windermere Ph 04
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: PREMIUM PROPERTIES R.E. SERVICE
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Discover this stunning 2 story, 4 bedroom, 3 bathroom home. Enjoy breathtaking views of the fountain pond from the covered front lanai, beautifully accented with stacked stone columns. Step inside to
Details for 12868 Holdenbury Lane, Windermere, FL 34786
Single Family
  1. Price: $580,000.00
  2. Price sqft: $192.95 / sqft
  3. Previous Price: $595,000
  4. Last Price Change: 06/28/25
  5. Days On Market: 12
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3006
  10. Acreage: 0.15 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2006
MLS#: O6319052
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Lakes Of Windermere
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: VISION HOME REAL ESTATE, LLC
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One or more photo(s) has been virtually staged. Fall in love with this stunning 4 bedroom, 2. 5 bath single family home offering approximately 2,460 square feet of beautifully maintained living spacei
Details for 13252 Vennetta Way, Windermere, FL 34786
Single Family
  1. Price: $579,000.00
  2. Price sqft: $239.95 / sqft
  3. Days On Market: 2
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2413
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2008
MLS#: O6322148
  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
  7. High School: Windermere
  8. Provided by: LPT REALTY, LLC
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Looking to sell asap. Priced to move. This beautiful Windermere home has 4 bedroom and 3.5 baths, has granite and stainless in the kitchen. AC is not working well and probably needs to be replaced.
Details for 12824 Penshurst Lane, Windermere, FL 34786
Single Family
  1. Price: $559,000.00
  2. Price sqft: $191.44 / sqft
  3. Days On Market: 117
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2920
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2004
MLS#: O6286589
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Lakes Windermere Ph 01 49 108
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: KELLER WILLIAMS REALTY AT THE PARKS
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**This property qualifies for a closing cost credit up to $8,700 through the Sellers preferred lender.**Welcome home to this beautiful 3 bedroom, 2.5 bathroom home located in the highly desirable comm