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  1. School = Maitland
Details for 1001 Anchorage Court, WINTER PARK, FL 32789
Single Family
  1. Price: $5,750,000.00
  2. Price sqft: $472.20 / sqft
  3. Days On Market: 302
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 12177
  8. Acreage: 0.66 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: MFRO5910921
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Chapman Chase Plantownwint
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: COLDWELL BANKER REALTY
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Magnificent new construction Downtown Winter Park estate, built by one of the countrys top builders, this architectural masterpiece is situated just steps from Park Avenues upscale shopping & restaura
Details for 55 Trismen Terrace, WINTER PARK, FL 32789
Single Family
  1. Price: $4,895,000.00
  2. Price sqft: $613.33 / sqft
  3. Previous Price: $5,195,000
  4. Last Price Change: 05/11/21
  5. Days On Market: 205
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 7981
  10. Acreage: 0.89 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Year Built: 1955
MLS#: MFRO5932285
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Shores Sec 01
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Presenting to the market for the first time in 54 years and on a double lot with approximately 200 feet of water frontage within footsteps of Park Avenue, situated on Lake Osceola. Exquisite estate re
Details for 511 Canton Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,500,000.00
  2. Price sqft: $162.81 / sqft
  3. Days On Market: 162
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 21497
  8. Acreage: 0.86 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2013
MLS#: MFRO5941194
  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: CHARLES RUTENBERG REALTY ORLANDO
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Masterful design and modern luxury are uniquely embodied in this Spectacular Mid Century Modern Estate. Stylish simplicity, extensive use of glass, and open design forge a connection with nature. Expa
Details for 1210 Alberta Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,195,000.00
  2. Price sqft: $493.06 / sqft
  3. Previous Price: $3,495,000
  4. Last Price Change: 06/09/21
  5. Days On Market: 185
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6480
  10. Acreage: 0.70 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Year Built: 1991
MLS#: MFRO5936507
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Summit
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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An exquisite European retreat on nearly an 3/4 of an acre with lake frontage featuring a private dock across the street, on Lake Osceola on the Winter Park Chain of Lakes. This location is unmatched i
Details for 1576 Williams Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $479.96 / sqft
  3. Days On Market: 61
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6563
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2022
MLS#: MFRO5966216
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Park Grove
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: THE HOPE GROUP
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Pre Construction. To be built. Welcome to one of Winter Parks most desirable neighborhoods, Park Grove. Step back in time with this 1930s version of Art Deco with a Modern twist, brought to life by t
Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,900,000.00
  2. Price sqft: $390.52 / sqft
  3. Previous Price: $2,415,000
  4. Last Price Change: 10/09/21
  5. Days On Market: 384
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7426
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2021
MLS#: MFRO5896286
  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: PREMIER SOTHEBY'S INTL. REALTY
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Pre Construction. To be built. Modern French country villa, situated on an oversized 0.36 acre lot located along the beautiful tree lined Palmer Avenue. This villa is designed to have 5,400 square fee
Details for 1806 Gipson Green Lane, WINTER PARK, FL 32789
Single Family
  1. Price: $2,800,000.00
  2. Price sqft: $522.10 / sqft
  3. Previous Price: $2,350,000
  4. Last Price Change: 04/01/21
  5. Days On Market: 253
  6. Bedrooms: 7
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5363
  10. Acreage: 0.43 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2001
MLS#: MFRO5916871
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Boiley Green Sub
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: RINKER REALTY
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Over Sized Lot. The fabulous Winter Park Custom Builder Rex Tibbs has designed this Winter Park home, that is located in one of Winter Park's most beautiful and private neighborhoods, no HOA, situated
Listing Details for 1441 Cardinal Court, WINTER PARK, FL 32789
Single Family
  1. Price: $2,795,000.00
  2. Days On Market: 47
  3. Bedrooms: 4
  4. Baths: 6
  5. Garage / Parking Spaces: 2
  6. Acreage: 0.36 acres
  7. Pool: Yes
  8. Waterfront: No
  9. Year Built: 2021
MLS#: MFRO5971004
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winflor Court Pt Rep
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: MAROON REALTY GROUP LLC
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Under Construction. Under Construction. Beautiful single story modern Farm house. 4 Bedroom pool home located just minutes from downtown Winter Park's shopping & dining on Park Ave. Can be sold furnis
Details for 1851 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $2,495,000.00
  2. Price sqft: $352.50 / sqft
  3. Previous Price: $2,650,000
  4. Last Price Change: 07/06/21
  5. Days On Market: 158
  6. Bedrooms: 4
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7078
  10. Acreage: 0.29 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2007
MLS#: MFRO5942281
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sicilian Shores Rep 02
  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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Distinguished, Phil Kean Design, award winning "NEMO," a warm, inviting contemporary masterpiece nestled among some of the more notable homes in Winter Park in the heart of the "Vias." This home has b
Details for 641 Lake Catherine Drive, MAITLAND, FL 32751
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $362.26 / sqft
  3. Previous Price: $2,450,000
  4. Last Price Change: 09/18/21
  5. Days On Market: 96
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6487
  10. Acreage: 1.17 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Year Built: 1968
MLS#: MFRO5959405
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Sheridan Place
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland
  7. High School: Edgewater
  8. Provided by: TBRO REALTY LLC
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Breathtaking waterfront home in Maitland, FL. Originally from 1968, but completely rebuilt from the ground up in 2018 2019! This magnificent house is a true custom built masterpiece. It is one of the