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  1. School = Killarney Elem
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1494 Westchester Avenue
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Details for 1494 Westchester Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,990,000.00
  2. Price sqft: $635.22 / sqft
  3. Days On Market: 89
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4707
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6363530
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: EXP REALTY LLC
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Under Construction. Welcome to Westchester Avenuean exceptional new construction residence just moments from the iconic Park Avenue in Winter Park, celebrated for its upscale dining, refined cafs, and
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1510 Miller Avenue
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Details for 1510 Miller Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,634,900.00
  2. Price sqft: $400.32 / sqft
  3. Days On Market: 139
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4084
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6350503
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lawndale
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: RE/MAX EXCLUSIVE COLLECTION
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New Construction JUST COMPLETED! Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool ho
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607 Ellen Drive
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Details for 607 Ellen Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $1,599,900.00
  2. Price sqft: $435.94 / sqft
  3. Previous Price: $1,630,000
  4. Last Price Change: 02/04/26
  5. Days On Market: 125
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3670
  10. Acreage: 0.14 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6354269
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Killarney Shores
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: KELLY PRICE & COMPANY LLC
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Discover sophisticated modern living at 607 Ellen Drive, a stunning new construction home by the acclaimed Lazarus Homes in the heart of Winter Park. This impeccably designed 2,812 square foot residen
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507 Country Club Drive
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Details for 507 Country Club Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $1,550,000.00
  2. Price sqft: $418.58 / sqft
  3. Days On Market: 25
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3703
  8. Acreage: 0.15 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6377844
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Killarney Shores
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: SOTERA LIVING
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Designed for elevated living in the heart of Winter Park, this custom built pool home on the largest interior lot in the community combines timeless craftsmanship, modern comfort, and an unbeatable lo
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1523 Miller Avenue
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Details for 1523 Miller Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,550,000.00
  2. Price sqft: $390.43 / sqft
  3. Days On Market: 47
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3970
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6371649
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lawndale
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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Under Construction. UNDER CONSTRUCTION. This 3,164 sq ft new construction home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high end finishes, and an unbeatable central location.
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1473 Berkshire Avenue
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Details for 1473 Berkshire Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,549,000.00
  2. Price sqft: $425.67 / sqft
  3. Previous Price: $1,589,904
  4. Last Price Change: 01/29/26
  5. Days On Market: 246
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3639
  10. Acreage: 0.16 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6320741
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: GOLDEN GROUP REALTY LLC
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One or more photo(s) has been virtually staged. Brand New 2025 Mediterranean Luxury in Historic Winter Park. Introducing 1473 Berkshire Avenue a just completed luxury residence nestled on one of Wint
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501 Lakeview Avenue
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Details for 501 Lakeview Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,390,000.00
  2. Price sqft: $319.61 / sqft
  3. Days On Market: 220
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4349
  8. Acreage: 0.27 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6325192
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Killarney Estates
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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Under Construction. Brand new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting faade youll find an airy two story l
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525 Lakeview Avenue
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Details for 525 Lakeview Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,390,000.00
  2. Price sqft: $319.61 / sqft
  3. Days On Market: 220
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4349
  8. Acreage: 0.17 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6325165
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Killarney Estates
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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Under Construction. Renderings available soon. Brand new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting faade you
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1860 Staunton Avenue
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Details for 1860 Staunton Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,195,000.00
  2. Price sqft: $368.49 / sqft
  3. Days On Market: 19
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3243
  8. Acreage: 0.31 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6378554
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Killarney Shores
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: COMPASS FLORIDA LLC
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Pre Construction. To be built. Elevate your lifestyle with a rare chance to build your dream home in the coveted Killarney Shores neighborhood. This exclusive opportunity is in one of the last Winter
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1541 Westchester Avenue
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Details for 1541 Westchester Avenue, WINTER PARK, FL 32789
Land
  1. Price: $1,144,000.00
  2. Previous Price: $1,199,000
  3. Last Price Change: 02/14/26
  4. Days On Market: 34
  5. Acreage: 0.51 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: O6374414
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Rare oversized + acre parcel located in the heart of Winter Parks highly sought after Orwin Manor neighborhood. This property offers exceptional flexibility for builders, investors, or end users seeki
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