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  1. School = Winter Park High
Details for 570 Manor Road, MAITLAND, FL 32751
Single Family
  1. Price: $12,500,000.00
  2. Price sqft: $838.76 / sqft
  3. Days On Market: 43
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 14903
  8. Acreage: 2.73 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 1996
MLS#: O6300040
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Lake Maitland Manor
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FORTUNE INTERNATIONAL REALTY
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Welcome to Maison du Lac a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7 acre lot along the prestigio
Details for 1640 Adams Drive, MAITLAND, FL 32751
Single Family
  1. Price: $11,950,000.00
  2. Price sqft: $1,407.70 / sqft
  3. Days On Market: 16
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 8489
  8. Acreage: 1.86 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 1991
MLS#: O6304588
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Adams Grove
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Behind private gates along the shores of Lake Maitland, this elegant Mizner style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Ch
Details for 1120 Preserve Point Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $10,900,000.00
  2. Price sqft: $814.83 / sqft
  3. Previous Price: $11,900,000
  4. Last Price Change: 05/21/25
  5. Days On Market: 141
  6. Bedrooms: 7
  7. Baths: 11
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 13377
  10. Acreage: 1.63 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2009
MLS#: O6269585
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsongpreserve Point
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beauti
Details for 1112 Preserve Point Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $8,500,000.00
  2. Price sqft: $928.05 / sqft
  3. Days On Market: 2
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 9159
  8. Acreage: 1.94 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2013
MLS#: O6312768
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve Point 4376
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2 acre lakefront estate, is absolutely gorgeous and is available for the first time! Cus
Details for 1112 Preserve Point Drive, Winter Park, FL 32789
Single Family
  1. Price: $8,500,000.00
  2. Price sqft: $928.05 / sqft
  3. Days On Market: 2
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 9159
  8. Acreage: 1.94 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: LakeFront,LakePrivileges
  14. Year Built: 2013
MLS#: O6312768
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve Point 43/76
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
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Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2 acre lakefront estate, is absolutely gorgeous and is available for the first time! Cus
Details for 1400 Alabama Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $6,500,000.00
  2. Price sqft: $638.82 / sqft
  3. Previous Price: $6,950,000
  4. Last Price Change: 04/16/25
  5. Days On Market: 90
  6. Bedrooms: 5
  7. Baths: 9
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 10175
  10. Acreage: 0.70 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake
  16. Year Built: 1996
MLS#: O6285791
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: THE AGENCY ORLANDO
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Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes
Details for 541 Virginia Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $5,800,000.00
  2. Price sqft: $902.58 / sqft
  3. Previous Price: $5,999,999
  4. Last Price Change: 04/02/25
  5. Days On Market: 144
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6426
  10. Acreage: 0.51 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake
  16. Year Built: 2008
MLS#: O6268853
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Timberlane Shores
  5. Middle School: Audubon Park K 8
  6. High School: Winter Park High
  7. Provided by: HOMEVEST REALTY
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*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, so the house is priced to sell quickly. Walk in with instant equity in this once in a lifetime lake
Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,200,000.00
  2. Price sqft: $694.91 / sqft
  3. Previous Price: $5,450,000
  4. Last Price Change: 04/18/25
  5. Days On Market: 99
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7483
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2024
MLS#: O6282425
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Comstock Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Experience refined luxury in this newly constructed 2024 Hamptons style residence, a seamless blend of elegance and modern sophistication. A remote operated gated entrance opens to a grand circular dr
Details for 2228 Azalea Place, WINTER PARK, FL 32789
Single Family
  1. Price: $5,000,000.00
  2. Price sqft: $738.01 / sqft
  3. Previous Price: $5,400,000
  4. Last Price Change: 05/16/25
  5. Days On Market: 224
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6775
  10. Acreage: 0.33 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2008
MLS#: O6250411
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Maitland Shores First Add
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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Gorgeous Winter Park home beautifully curated with designer details and recently featured in Junes Orange Appeal and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of
Details for 421 Lakewood Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $556.72 / sqft
  3. Previous Price: $4,750,000
  4. Last Price Change: 05/16/25
  5. Days On Market: 577
  6. Bedrooms: 5
  7. Baths: 9
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 8083
  10. Acreage: 0.72 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 1957
MLS#: O6153641
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Shores Sec 03
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and me