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  1. School = Maitland
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: 97
  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
  7. High School: Winter Park
  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 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: 105
  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
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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 1770 Adams Drive, Maitland, FL 32751
Land
  1. Price: $3,900,000.00
  2. Days On Market: 6
  3. Acreage: 1.45 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake
  8. Year Built: Not Available
MLS#: O6313981
  1. County: ORANGE
  2. City: Maitland
  3. Zipcode: 32751
  4. Subdivision: Adams Grove
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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An exclusive opportunity to own a lakefront parcel on the shimmering shores of Lake Maitland, part of the sought after Winter Park Chain of Lakes. Encompassing approximately 1.45 acres, this estate si
Details for 861 Bonita Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,850,000.00
  2. Price sqft: $440.45 / sqft
  3. Days On Market: 64
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 8741
  8. Acreage: 0.59 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1999
MLS#: O6287490
  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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Nestled on one of Winter Parks most picturesque brick lined streets, this stunning Mediterranean residence offers a refined blend of timeless elegance and modern luxury. With six bedrooms, six full ba
Details for 640 Old Horatio Avenue, Maitland, FL 32751
Single Family
  1. Price: $3,199,000.00
  2. Price sqft: $601.54 / sqft
  3. Days On Market: 82
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5318
  8. Acreage: 0.40 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess,LakePrivileges
  13. 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
  7. High School: Winter Park
  8. Provided by: RE/MAX EXCLUSIVE COLLECTION
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Just Completed!! SPECIAL BUILDER INCENTIVES AVAILABLE! 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
Details for 541 Canton Avenue, Winter Park, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $796.06 / sqft
  3. Days On Market: 26
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3957
  8. Acreage: 0.20 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6307816
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Timeless elegance meets boutique craftsmanship at 541 W Canton Avenuean exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from
Details for 1020 Mayfield Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,950,000.00
  2. Price sqft: $822.87 / sqft
  3. Days On Market: 49
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3585
  8. Acreage: 0.26 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1989
MLS#: O6296230
  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: KELLY PRICE & COMPANY LLC
  9. Provided through
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Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts
Details for 1400 Place Picardy, Winter Park, FL 32789
Single Family
  1. Price: $2,825,000.00
  2. Price sqft: $470.99 / sqft
  3. Days On Market: 32
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5998
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2008
MLS#: O6305686
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Fontainebleau
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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1440 Place Picardy, Winter Park, FL Custom Built Elegance with Timeless Finishes A custom built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From th
Details for 1630 Lasbury Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,795,000.00
  2. Price sqft: $529.66 / sqft
  3. Days On Market: 84
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5277
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. Provided through
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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 705 Lake Sybelia Drive, Maitland, FL 32751
Single Family
  1. Price: $2,750,000.00
  2. Price sqft: $487.07 / sqft
  3. Days On Market: 27
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5646
  8. Acreage: 0.56 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakeFront,LakePrivileges
  13. Year Built: 2024
MLS#: O6305349
  1. County: ORANGE
  2. City: Maitland
  3. Zipcode: 32751
  4. Subdivision: Sybelia Shores Second Add
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Edgewater High
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
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mproved Price | 2024 New Construction | Lakefront Luxury: This extraordinary custom lakefront residencecompleted in December 2024 by Dave Konkolsits elevated on a 0.56 acre corner lot with approximate