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  1. School = Winter Park
Details for 1240 Harding Street, Winter Park, FL 32789
Single Family
  1. Price: $5,999,000.00
  2. Price sqft: $729.81 / sqft
  3. Days On Market: 3
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 8220
  8. Acreage: 0.55 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6342506
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  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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This stunning private residence is situated on an oversized lot featuring a private sports pad, kids playground, and sparkling pool. Encompassing over 6,700 square feet of expansive .55 acre lot, t
Details for 702 Via Bella, Winter Park, FL 32789
Single Family
  1. Price: $4,650,000.00
  2. Price sqft: $1,025.36 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4535
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6335854
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Palmer Ave Lakeside Prop
  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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Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one
Details for 1840 Fawsett Road, Winter Park, FL 32789
Single Family
  1. Price: $4,295,000.00
  2. Price sqft: $771.79 / sqft
  3. Days On Market: 184
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5565
  8. Acreage: 0.58 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakeFront,LakePrivileges
  13. Year Built: 1998
MLS#: O6289194
  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: KELLY PRICE & COMPANY LLC
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Experience the ultimate in luxury lakefront living in this meticulously renovated estate where every surface has been reimagined with the finest finishes and thoughtful design. This stunning property
Details for 1910 Glencoe Road, Winter Park, FL 32789
Single Family
  1. Price: $3,490,000.00
  2. Price sqft: $737.22 / sqft
  3. Days On Market: 150
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4734
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6294091
  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: COMPASS FLORIDA LLC
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Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand new construction embodies the perfect fusion of contemporary desi
Details for 1610 Oakhurst Avenue, Winter Park, FL 32789
Single Family
  1. Price: $3,275,000.00
  2. Price sqft: $589.77 / sqft
  3. Days On Market: 0
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5553
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6332035
  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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This stunning modern farmhouse residence, custom built in 2021 with meticulous attention to detail offering a bright open living design, luxurious finishes, and an ideal floor plan for both everyday l
Details for 1020 Mayfield Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,775,000.00
  2. Price sqft: $774.06 / sqft
  3. Previous Price: $2,950,000
  4. Last Price Change: 08/21/25
  5. Days On Market: 147
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3585
  10. Acreage: 0.26 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1989
MLS#: O6296230
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
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Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts
Details for 140 Morse Boulevard J, Winter Park, FL 32789
Condominium
  1. Price: $2,495,000.00
  2. Price sqft: $1,164.26 / sqft
  3. Previous Price: $2,749,000
  4. Last Price Change: 07/17/25
  5. Days On Market: 94
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2143
  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
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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 715 Via Bella, Winter Park, FL 32789
Single Family
  1. Price: $2,329,000.00
  2. Price sqft: $538.12 / sqft
  3. Previous Price: $2,369,000
  4. Last Price Change: 09/04/25
  5. Days On Market: 18
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4328
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1976
MLS#: O6338650
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Palmer Ave Lakeside Prop
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
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Tucked away on a quiet cul de sac lined with multi million dollar estates, this Winter Park residence offers an enviable blend of privacy, lifestyle, and location. Less than a mile from Park Avenue, t
Details for 1781 Pine Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,300,000.00
  2. Price sqft: $474.52 / sqft
  3. Previous Price: $2,497,000
  4. Last Price Change: 09/01/25
  5. Days On Market: 92
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4847
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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
  7. High School: Winter Park
  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: $2,249,000.00
  2. Price sqft: $524.49 / sqft
  3. Previous Price: $2,299,000
  4. Last Price Change: 08/04/25
  5. Days On Market: 98
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4288
  10. Acreage: 0.17 acres
  11. Pool: No
  12. Waterfront: No
  13. 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
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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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