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  1. City = Winter Park
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: 124
  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
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1400 Alabama Drive
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Details for 1400 Alabama Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $6,950,000.00
  2. Price sqft: $683.05 / sqft
  3. Days On Market: 29
  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
  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
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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
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541 Virginia Drive
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Details for 541 Virginia Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $5,999,999.00
  2. Price sqft: $933.71 / sqft
  3. Previous Price: $6,100,000
  4. Last Price Change: 03/19/25
  5. Days On Market: 83
  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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Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom built residence by Farina & Sons offers the perfect bl
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2228 Azalea Place
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Details for 2228 Azalea Place, WINTER PARK, FL 32789
Single Family
  1. Price: $5,400,000.00
  2. Price sqft: $797.05 / sqft
  3. Days On Market: 163
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6775
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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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1840 Fawsett Road
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Details for 1840 Fawsett Road, WINTER PARK, FL 32789
Single Family
  1. Price: $4,395,000.00
  2. Price sqft: $789.76 / sqft
  3. Days On Market: 18
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5565
  8. Acreage: 0.58 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 1998
MLS#: O6289194
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and feature
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2020 Venetian Way
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Details for 2020 Venetian Way, WINTER PARK, FL 32789
Single Family
  1. Price: $3,995,000.00
  2. Price sqft: $658.70 / sqft
  3. Days On Market: 2
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6065
  8. Acreage: 0.63 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front,Lake
  13. Year Built: 1979
MLS#: O6288344
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Venetian
  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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This Custom Built home has stylish midcentury influences and is elevated over a .64 acre lot with clear views to the Isle of Sicily and long views across Lake Maitland. A quaint street lined with oaks
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851 Georgia Avenue
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Details for 851 Georgia Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,950,000.00
  2. Price sqft: $45.01 / sqft
  3. Days On Market: 10
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 87762
  8. Acreage: 0.89 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1935
MLS#: O6291851
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Nestled on a sprawling 0.89 acre estate, this luxurious home offers the perfect balance of privacy and convenience, just moments from the vibrant downtown Winter Park. A rare gem, this 1935 James Gamb
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1391 Richmond Road
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Details for 1391 Richmond Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,892,000.00
  2. Price sqft: $679.35 / sqft
  3. Days On Market: 174
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5729
  8. Acreage: 0.45 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Creek
  13. Year Built: 2001
MLS#: O6246352
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Virginia Heights
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: STOCKWORTH REALTY GROUP
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Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot rig
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1730 Winchester Drive
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Details for 1730 Winchester Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,295,000.00
  2. Price sqft: $697.06 / sqft
  3. Days On Market: 219
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4727
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6235073
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Timberlane Shores
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Under Construction. Welcome to this exquisite 5 bedroom, 5.5 bathroom home built by Lundev, perfectly situated in the highly sought after Timberlane Shores neighborhood of Winter Park. Spanning 4,080
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2550 Venetian Way
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Details for 2550 Venetian Way, WINTER PARK, FL 32789
Single Family
  1. Price: $2,999,900.00
  2. Price sqft: $488.66 / sqft
  3. Days On Market: 132
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6139
  8. Acreage: 0.27 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Freshwater
  13. Year Built: 2008
MLS#: O6258445
  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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"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Pa
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Datafeed Last updated on March 31, 2025 @ 12:00 am
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