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  1. City = Winter Park
1120 Preserve Point Drive
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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: 146
  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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 84 Additional Pictures
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2661 Via Tuscany
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Details for 2661 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $8,799,000.00
  2. Price sqft: $1,805.29 / sqft
  3. Previous Price: $10,999,999
  4. Last Price Change: 03/19/25
  5. Days On Market: 190
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4874
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6260493
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Provided by: PV LUXURY GROUP PA
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CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one of a kind residence is built with reinforced concrete, st
Listing Details and 99 Additional Pictures
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1112 Preserve Point Drive
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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: 7
  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
Listing Details and 87 Additional Pictures
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1400 Alabama Drive
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Details for 1400 Alabama Drive, Winter Park, FL 32789
Single Family
  1. Price: $6,500,000.00
  2. Price sqft: $638.82 / sqft
  3. Days On Market: 96
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10175
  8. Acreage: 0.70 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. 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
Listing Details and 95 Additional Pictures
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1400 Alabama Drive
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Details for 1400 Alabama Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $6,500,000.00
  2. Price sqft: $638.82 / sqft
  3. Days On Market: 95
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10175
  8. Acreage: 0.70 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. 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
  9. mfrmls
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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
Listing Details and 95 Additional Pictures
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541 Virginia Drive
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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: 149
  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
Listing Details and 56 Additional Pictures
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1660 Palmer Avenue
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Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,200,000.00
  2. Price sqft: $694.91 / sqft
  3. Days On Market: 104
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7483
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. 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
Listing Details and 47 Additional Pictures
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1660 Palmer Avenue
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Details for 1660 Palmer Avenue, Winter Park, FL 32789
Single Family
  1. Price: $5,200,000.00
  2. Price sqft: $694.91 / sqft
  3. Days On Market: 104
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7483
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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
  9. Provided through
  10. DMCA Notice
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
Listing Details and 47 Additional Pictures
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2228 Azalea Place
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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: 229
  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
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2161 Sharon Road
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Details for 2161 Sharon Road, WINTER PARK, FL 32789
Single Family
  1. Price: $4,750,000.00
  2. Price sqft: $486.48 / sqft
  3. Previous Price: $4,985,000
  4. Last Price Change: 05/18/25
  5. Days On Market: 177
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 9764
  10. Acreage: 0.58 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2023
MLS#: O6263091
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Tuscania
  5. Provided by: LA ROSA REALTY HORIZONS LLC
  6. mfrmls
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New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it occupies an approximately 0.58 acre lot with an expansive backyard landscape that is truly captivati
Listing Details and 61 Additional Pictures
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