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  1. School = Winter Park High
Details for 421 Lakewood Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $556.72 / sqft
  3. Days On Market: 580
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8083
  8. Acreage: 0.72 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 1957
MLS#: O6153641
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Shores Sec 03
  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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This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and me
Details for 1770 Adams Drive, MAITLAND, FL 32751
Land
  1. Price: $3,900,000.00
  2. Days On Market: 3
  3. Acreage: 1.45 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  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 Middle
  7. High School: Winter Park High
  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 4400 New Broad Street, ORLANDO, FL 32814
Single Family
  1. Price: $3,795,000.00
  2. Price sqft: $427.94 / sqft
  3. Days On Market: 0
  4. Bedrooms: 6
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8868
  8. Acreage: 0.35 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2007
MLS#: O6312500
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32814
  4. Subdivision: Baldwin Park
  5. Elementary School: Baldwin Park Elementary
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: CENTRAL FLORIDA PRIME REAL ESTATE LLC
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Welcome Home to a One of a Kind Estate on Coveted New Broad Street in Baldwin Park Situated on a prime corner lot in the heart of Baldwin Park, this extraordinary estate was masterfully built by renow
Details for 1948 Rowena Avenue, Orlando, FL 32803
Single Family
  1. Price: $3,395,900.00
  2. Price sqft: $558.90 / sqft
  3. Days On Market: 186
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6076
  8. Acreage: 0.41 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6258640
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32803
  4. Subdivision: Merritt Park
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome Home! This Modern Coastal new construction from FG Schaub Custom Homes is a 4,790 SF masterpiece complete with 5 bedrooms, an office, 5 full bathrooms, 3 half bathrooms, and so much more! No e
Details for 1948 Rowena Avenue, ORLANDO, FL 32803
Single Family
  1. Price: $3,395,900.00
  2. Price sqft: $558.90 / sqft
  3. Previous Price: $3,450,000
  4. Last Price Change: 05/31/25
  5. Days On Market: 185
  6. Bedrooms: 5
  7. Baths: 8
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6076
  10. Acreage: 0.41 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6258640
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Merritt Park
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome Home! This Modern Coastal new construction from FG Schaub Custom Homes is a 4,790 SF masterpiece complete with 5 bedrooms, an office, 5 full bathrooms, 3 half bathrooms, and so much more! No e
Details for 731 Williams Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,288,000.00
  2. Price sqft: $593.40 / sqft
  3. Days On Market: 32
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5541
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6305037
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Park Grove
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Introducing a stunning brand new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhoodstrolling distance to Winter Parks famed Park Avenue. This home offers
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: 06/01/25
  5. Days On Market: 79
  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!! 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 1891 Lake Spier Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $618.24 / sqft
  3. Days On Market: 19
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5176
  8. Acreage: 0.79 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakeFront,LakePrivileges
  13. Year Built: 2024
MLS#: O6308489
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: South Lakemont Shores
  5. Elementary School: Baldwin Park Elementary
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: LPT REALTY, LLC
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Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson C
Details for 1891 Lake Spier Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $618.24 / sqft
  3. Days On Market: 19
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5176
  8. Acreage: 0.79 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2024
MLS#: O6308489
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: South Lakemont Shores
  5. Elementary School: Baldwin Park Elementary
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: LPT REALTY, LLC
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Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson C
Details for 1730 Winchester Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $666.39 / sqft
  3. Days On Market: 283
  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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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 square feet, this pr
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