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Details for 2211 Azalea Place, WINTER PARK, FL 32789
Single Family
  1. Price: $5,950,000.00
  2. Price sqft: $649.14 / sqft
  3. Previous Price: $6,180,000
  4. Last Price Change: 08/16/25
  5. Days On Market: 56
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 9166
  10. Acreage: 0.69 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal Front,Lake Privileges
  16. Year Built: 2008
MLS#: O6319674
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Maitland Shores
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FORTUNE INTERNATIONAL REALTY
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Exquisite Waterfront Estate in the Heart of Winter Park Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Parks most prestigious neighb
Details for 1761 Legion Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,499,999.00
  2. Price sqft: $555.82 / sqft
  3. Days On Market: 67
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6297
  8. Acreage: 0.39 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2017
MLS#: O6302616
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Green Oaks Rep 02
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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One of the most coveted neighborhoods in all of Winter Park! This custom built 5 bedroom, 5.5 bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and
Details for 473 Fletcher Place, WINTER PARK, FL 32789
Single Family
  1. Price: $3,400,000.00
  2. Price sqft: $589.56 / sqft
  3. Days On Market: 42
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5767
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2017
MLS#: O6319167
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sorensen Heights
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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Experience the perfect blend of luxury, lifestyle, and location in this completely custom 2017 Lundev build, just one mile from the boutiques and dining of Park Avenue and less than 100 feet from acce
Details for 604 Minnehaha Lane, MAITLAND, FL 32751
Single Family
  1. Price: $3,199,000.00
  2. Price sqft: $371.50 / sqft
  3. Days On Market: 2
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 8611
  8. Acreage: 0.77 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 2006
MLS#: O6335825
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Packwoods Planmaitland
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: HOMEVEST REALTY
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The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three story, columned home opens with an honest, crafted tone: new low profile concrete tile roof, operable cypr
Details for 575 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,999,000.00
  2. Price sqft: $460.25 / sqft
  3. Days On Market: 30
  4. Bedrooms: 6
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6516
  8. Acreage: 0.35 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2020
MLS#: O6327058
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Palmer Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: DEVLIN INVESTORS & ASSOCIATES
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Step into elevated Winter Park living with this exceptional Mediterranean inspired estate. Built in 2020, every inch of this home was thoughtfully crafted with timeless architecture and sophisticated,
Details for 640 Old Horatio Avenue, MAITLAND, FL 32751
Single Family
  1. Price: $2,999,000.00
  2. Price sqft: $563.93 / sqft
  3. Previous Price: $2,990,000
  4. Last Price Change: 06/30/25
  5. Days On Market: 155
  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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PRICE IMPROVEMENT!! 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 res
Details for 1401 Green Cove Road, WINTER PARK, FL 32789
Single Family
  1. Price: $2,900,000.00
  2. Price sqft: $429.25 / sqft
  3. Days On Market: 96
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6756
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2009
MLS#: O6306675
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Camwood Sub
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: BUCKEYE REALTY LLC
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This award winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light filled, open interior, situated on a spacious corner lot just moments from Park Avenue. From the
Details for 2550 Venetian Way, WINTER PARK, FL 32789
Single Family
  1. Price: $2,699,000.00
  2. Price sqft: $439.65 / sqft
  3. Previous Price: $2,799,000
  4. Last Price Change: 08/16/25
  5. Days On Market: 273
  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 1350 Lyndale Boulevard, WINTER PARK, FL 32789
Single Family
  1. Price: $1,660,000.00
  2. Price sqft: $375.48 / sqft
  3. Previous Price: $1,675,000
  4. Last Price Change: 08/05/25
  5. Days On Market: 59
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4421
  10. Acreage: 0.23 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2003
MLS#: O6320326
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Dixie Terrace
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PALMANO GROUP RE BROKERAGE LLC
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THIS HOUSE CHECKS ALL OF THE BOXES!!! Situated on a quiet one way street in Winter Park and recently renovated is this 4 bed, 3 full 2 half bath home built with style and elegance. From the 10 ceilin
Details for 2047 Howell Branch Road, MAITLAND, FL 32751
Single Family
  1. Price: $1,499,000.00
  2. Price sqft: $399.20 / sqft
  3. Days On Market: 27
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3755
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1986
MLS#: O6325485
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Maitland Point
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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The home youve been searching for has officially hit the market! Welcome to 2047 Howell Branch Road, the four bedroom, two bath home offering 2960 square feet of pure comfort. The beautiful exterior w