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  1. Zipcode = 32789
Details for 1120 Preserve Point Drive, Winter Park, FL 32789
Single Family
  1. Price: $8,950,000.00
  2. Price sqft: $669.06 / sqft
  3. Days On Market: 7
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 13377
  8. Acreage: 1.63 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: LakeFront,LakePrivileges
  14. Year Built: 2009
MLS#: O6350054
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve Point
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. Provided through
  10. DMCA Notice
In the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped
Details for 2211 Azalea Place, Winter Park, FL 32789
Single Family
  1. Price: $5,495,000.00
  2. Price sqft: $599.50 / sqft
  3. Days On Market: 112
  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 Middle
  7. High School: Winter Park High
  8. Provided by: FORTUNE INTERNATIONAL REALTY
  9. Provided through
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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 457 New England Avenue, Winter Park, FL 32789
Single Family
  1. Price: $3,100,000.00
  2. Price sqft: $805.82 / sqft
  3. Days On Market: 17
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 3847
  7. Acreage: 0.41 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1920
MLS#: O6345511
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. Provided through
  10. DMCA Notice
Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the
Details for 140 Morse Boulevard J, Winter Park, FL 32789
Condominium
  1. Price: $2,495,000.00
  2. Price sqft: $973.09 / sqft
  3. Previous Price: $2,749,000
  4. Last Price Change: 07/17/25
  5. Days On Market: 125
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2564
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2008
MLS#: O6314856
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Landmark Winter Park Condo
  5. Building: Landmark Winter Park Condo
  6. Elementary School: Audubon Park K
  7. Middle School: Audubon Park K
  8. High School: Winter Park
  9. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  10. Provided through
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Experience the pinnacle of luxury living in the heart of downtown Winter Park with this stunning penthouse residence at The Landmarkan exclusive enclave of just 13 finely appointed condominiums along
Details for 1885 Temple Drive, Winter Park, FL 32789
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $523.04 / sqft
  3. Days On Market: 27
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4493
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1963
MLS#: O6341844
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Lugano Terrace
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
  10. DMCA Notice
Update! ALL NEW Black Steel doors and windows with low e dual pane glass will be installed. Black interior and exterior Anderson windows: Dual Pane Low E Smart Sun Standard Argon Fill Simulated Divide
Details for 1781 Pine Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,279,000.00
  2. Price sqft: $470.19 / sqft
  3. Days On Market: 123
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4847
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2017
MLS#: O6314404
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Conwill Estates
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FLORIDA CONNEXION PROPERTIES
  9. Provided through
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Price Reduced to sell. An exceptional custom home by award winning Davila Homes, perfectly blending modern design and functionality. Located in sought after Conwill Estates, just minutes from Park Ave
Details for 922 N Pennsylvania Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,195,000.00
  2. Price sqft: $511.89 / sqft
  3. Days On Market: 129
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4288
  8. Acreage: 0.17 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2001
MLS#: O6316029
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Tantum Add
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. Provided through
  10. DMCA Notice
Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally situated on the 4th hole of the beautifully maintained Winter Park 9 hole golf cou
Details for 1540 Palm Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,100,000.00
  2. Price sqft: $500.95 / sqft
  3. Days On Market: 23
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4192
  8. Acreage: 0.29 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2014
MLS#: O6345573
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Lake Knowles Terrace Add 02
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. Provided through
  10. DMCA Notice
Welcome to this stunning SINGLE STORY five bedroom home with high ceilings, in one of Winter Parks most desirable neighborhoods, where charming restorations and luxury new builds create a vibrant comm
Details for 1752 Chestnut Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,099,000.00
  2. Price sqft: $489.73 / sqft
  3. Days On Market: 74
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4286
  8. Acreage: 0.22 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6331369
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Conwill Estates
  5. Provided by: KELLER WILLIAMS WINTER PARK
  6. Provided through
  7. DMCA Notice
Timeless Elegance Meets Modern Comfort in Sought After Tree Streets Welcome to this thoughtfully designed, custom built residence in the coveted Tree Streets community of Winter Park. Boasting 4 be
Details for 1710 Oneco Avenue, Winter Park, FL 32789
Single Family
  1. Price: $1,999,000.00
  2. Price sqft: $441.96 / sqft
  3. Previous Price: $2,090,000
  4. Last Price Change: 10/02/25
  5. Days On Market: 82
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4523
  10. Acreage: 0.23 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6328878
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Winter Park Heights
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
  10. DMCA Notice
Stunning 2020 Mediterranean Pool Home by M. Lahr Custom Homes in one of the sought after neighborhoods of Winter Park. Experience unparalleled luxury in this breathtaking exquisite 5 bedroom, 4.5 bath