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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. Previous Price: $6,950,000
  4. Last Price Change: 04/16/25
  5. Days On Market: 50
  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
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1660 Palmer Avenue
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Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,450,000.00
  2. Price sqft: $728.32 / sqft
  3. Previous Price: $5,700,000
  4. Last Price Change: 04/03/25
  5. Days On Market: 58
  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
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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: 183
  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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1782 Pine Avenue
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Details for 1782 Pine Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $4,100,000.00
  2. Price sqft: $609.85 / sqft
  3. Days On Market: 11
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6723
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6297161
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Conwill Estates
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: EXP REALTY LLC
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Under Construction. UNDER CONSTURCTION.....Step into this stunning West Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiec
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1250 Maitland Avenue
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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: 267
  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
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645 Manor Road
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Details for 645 Manor Road, MAITLAND, FL 32751
Single Family
  1. Price: $3,795,000.00
  2. Price sqft: $609.74 / sqft
  3. Days On Market: 8
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6224
  8. Acreage: 1.21 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake
  14. Year Built: 1981
MLS#: O6298623
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Ravndals Rep
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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Tucked away at the end of a quiet cul de sac, this serene lakefront retreat is sited on a lush 1.21 acre lot w/ 187 feet of shoreline on tranquil Lake Ninapart of the Winter Park Chain of Lakesthis 4
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4654 Thornlea Road
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Details for 4654 Thornlea Road, ORLANDO, FL 32817
Single Family
  1. Price: $3,629,000.00
  2. Price sqft: $501.87 / sqft
  3. Previous Price: $3,649,000
  4. Last Price Change: 04/16/25
  5. Days On Market: 38
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7231
  10. Acreage: 1.06 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2026
MLS#: O6286235
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32817
  4. Elementary School: Lakemont Elem
  5. Middle School: Maitland Middle
  6. High School: Winter Park High
  7. Provided by: BLUE CRAB REALTY LLC
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Pre Construction. To be built. Unparalleled Lakefront Luxury on Lake Waunatta, a private Ski Lake in Central Florida. Nestled at the end of a quiet cul de sac, this custom built 5,290 sq. ft. estate o
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640 Old Horatio Avenue
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Details for 640 Old Horatio Avenue, MAITLAND, FL 32751
Single Family
  1. Price: $3,249,900.00
  2. Price sqft: $611.11 / sqft
  3. Previous Price: $3,450,000
  4. Last Price Change: 04/16/25
  5. Days On Market: 34
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5318
  10. Acreage: 0.40 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal - Freshwater
  16. 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
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1400 Place Picardy
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Details for 1400 Place Picardy, WINTER PARK, FL 32789
Single Family
  1. Price: $2,995,000.00
  2. Price sqft: $502.69 / sqft
  3. Days On Market: 85
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5958
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2008
MLS#: O6265769
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Fontainebleau
  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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Gorgeous Warm and Welcoming, this five bedroom, 5.5 bath custom home is full of modern elegance with over 4,400 square feet of designed living space. As you enter the foyer, you are surrounded by nat
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1630 Lasbury Avenue
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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: 37
  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
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