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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: 103
  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: 153
  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: 139
  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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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: 61
  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: 259
  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: 234
  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: 234
  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: 33
  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: 48
  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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1541 Westchester Avenue
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Details for 1541 Westchester Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,144,000.00
  2. Price sqft: $276.80 / sqft
  3. Previous Price: $1,199,000
  4. Last Price Change: 02/14/26
  5. Days On Market: 48
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4133
  10. Acreage: 0.51 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1935
MLS#: O6374409
  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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Set on over half an acre in Winter Parks coveted Orwin Manor, this 1935 French Provincial estate offers a rare blend of architectural character, modern system updates, and extraordinary future potenti
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