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Details for 2211 Azalea Place, Winter Park, FL 32789
Single Family
  1. Price: $6,180,000.00
  2. Price sqft: $674.23 / sqft
  3. Days On Market: 8
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 9166
  8. Acreage: 0.69 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalFront,Lake,LakePrivileges
  13. 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
  7. High School: Winter Park
  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 1150 Via Salerno, Winter Park, FL 32789
Single Family
  1. Price: $4,750,000.00
  2. Price sqft: $1,082.99 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4386
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6321143
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Cloister Grove Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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In the heart of Winter Parks coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean minimalist residence that blends architectural refinement w/ organic warmth. Designed and de
Details for 1742 Temple Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,975,000.00
  2. Price sqft: $951.87 / sqft
  3. Days On Market: 4
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4176
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2003
MLS#: O6320054
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Lake Knowles Terrace Add 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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In one of Winter Parks desirable neighborhoods, this stunning four bedroom, five bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and o
Details for 1820 Glencoe Road, Winter Park, FL 32789
Single Family
  1. Price: $3,895,000.00
  2. Price sqft: $756.02 / sqft
  3. Days On Market: 9
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5152
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6317785
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome to your dream homea masterfully designed, Dutch West Indies inspired custom residence that blends timeless elegance with modern luxury. Built by FG Schaub Custom Homes, this home features five
Details for 141 Phelps Avenue, Winter Park, FL 32789
Single Family
  1. Price: $3,595,000.00
  2. Price sqft: $499.17 / sqft
  3. Days On Market: 55
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 7202
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: LakePrivileges
  14. Year Built: 2006
MLS#: O6306273
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Windsong Lakeside Sec 01 43/70
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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**This stunning estate just became an unbeatable opportunity luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong communit
Details for 1730 Winchester Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $666.39 / sqft
  3. Previous Price: $3,249,000
  4. Last Price Change: 05/27/25
  5. Days On Market: 312
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4727
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6235073
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Timberlane Shores
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  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
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: $3,199,000
  4. Last Price Change: 06/30/25
  5. Days On Market: 107
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5318
  10. Acreage: 0.40 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: CanalAccess,LakePrivileges
  15. 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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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 1400 Place Picardy, Winter Park, FL 32789
Single Family
  1. Price: $2,725,000.00
  2. Price sqft: $454.32 / sqft
  3. Previous Price: $2,825,000
  4. Last Price Change: 06/11/25
  5. Days On Market: 58
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5998
  10. Acreage: 0.32 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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: $2,650,000.00
  2. Price sqft: $502.18 / sqft
  3. Previous Price: $2,795,000
  4. Last Price Change: 06/16/25
  5. Days On Market: 110
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5277
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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
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One or more photo(s) has been virtually staged. 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
Details for 2412 Chantilly Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,389,000.00
  2. Price sqft: $459.78 / sqft
  3. Days On Market: 139
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5196
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6278049
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
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Step into a realm of refined livingan architectural tour de force in the heart of Winter Park. Designed by a premier boutique builder and meticulously crafted with no detail spared, this 5 bedroom, 6.