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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: 28
  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
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: 161
  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
Details for 1250 Maitland Avenue, MAITLAND, FL 32751
Land
  1. Price: $3,990,900.00
  2. Previous Price: $4,490,900
  3. Last Price Change: 03/27/25
  4. Days On Market: 245
  5. Acreage: 7.82 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Front
  10. Year Built: Not Available
MLS#: O6222186
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Woodbridge
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Edgewater High
  8. Provided by: AG REALTY SERVICES LLC
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Amazing opportunity for developers, residential builders, or those seeking a personal private estate! This unique lakeview and lakefront property features approximately +/ 8 acres of usable land withi
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: 8
  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
Details for 640 Old Horatio Avenue, MAITLAND, FL 32751
Single Family
  1. Price: $3,450,000.00
  2. Price sqft: $648.74 / sqft
  3. Days On Market: 13
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5318
  8. Acreage: 0.40 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Freshwater
  14. Year Built: 2025
MLS#: O6290533
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Long Branch Sub
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: RE/MAX EXCLUSIVE COLLECTION
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Just Completed!! New Construction with Winter Park Chain of Lakes Access!! You'll be stunned by this gorgeous coastal style home on a private canal that leads to Lake Maitland. This magnificent resid
Details for 2550 Venetian Way, WINTER PARK, FL 32789
Single Family
  1. Price: $2,999,900.00
  2. Price sqft: $488.66 / sqft
  3. Previous Price: $3,149,000
  4. Last Price Change: 03/24/25
  5. Days On Market: 130
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6139
  10. Acreage: 0.27 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Freshwater
  15. 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
Details for 1630 Lasbury Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,895,000.00
  2. Price sqft: $548.61 / sqft
  3. Days On Market: 15
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5277
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2003
MLS#: O6289369
  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: FANNIE HILLMAN & ASSOCIATES
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Nestled on a serene, brick paved street in the heart of Winter Park, this elegant 5 bedroom, 3.2 bathroom pool home is situated on a stunning oversized lot. Custom built in 2003, it offers a thoughtfu
Details for 2412 Chantilly Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,395,000.00
  2. Price sqft: $460.93 / sqft
  3. Days On Market: 44
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5196
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6278049
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  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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Discover an extraordinary blend of modern elegance and thoughtful craftsmanship in this brand new architectural gem by DaVinci Development. This stunning five bedroom, six and a half bathroom home spa
Details for 2522 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,290,000.00
  2. Price sqft: $673.73 / sqft
  3. Previous Price: $2,374,000
  4. Last Price Change: 03/27/25
  5. Days On Market: 161
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3399
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2022
MLS#: O6250342
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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This exquisite, custom designed residence blends impeccable architectural details with unparalleled craftsmanship, in the highly sought Winter Park Village. With Pella windows and natural stone accent
Details for 7841 Georgeann Street, WINTER PARK, FL 32792
Single Family
  1. Price: $2,250,000.00
  2. Price sqft: $401.36 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5606
  8. Acreage: 1.00 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. Year Built: 1977
MLS#: O6291551
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Georgeann Homes
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: SPECTRUM GLOBAL REALTY, INC
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Experience the ultimate in Winter Park lakefront living on a privately gated acre along the shores of Lake Waunatta. Recently renovated, this striking residence offers a seamless blend of elegance, pr