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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: 21
  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: 1956
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 Middle
  7. High School: Edgewater High
  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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1725 Fairview Shores Drive
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Details for 1725 Fairview Shores Drive, ORLANDO, FL 32804
Multi-Family
  1. Price: $2,250,000.00
  2. Previous Price: $2,600,000
  3. Last Price Change: 11/10/25
  4. Days On Market: 63
  5. Acreage: 2.28 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: 1949
MLS#: O6352706
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32804
  4. Subdivision: Fairview Shores
  5. Elementary School: Killarney Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: OUTLET REALTY
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College Park Development A 9 Parcel, 17 Unit Multifamily Portfolio Located in the Highly Desirable College Park, Fairview Shores Submarket of Orlando, FL. The Portfolio Encompasses Multiple Contiguous
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2001 Lake Drive
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Details for 2001 Lake Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $2,165,000.00
  2. Price sqft: $428.80 / sqft
  3. Previous Price: $2,190,000
  4. Last Price Change: 12/08/25
  5. Days On Market: 76
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5049
  10. Acreage: 0.41 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Freshwater
  15. Year Built: 1961
MLS#: O6336920
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Killarney Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: THE AGENCY ORLANDO
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Nestled on a quiet cul de sac in the heart of Winter Park, this canal front residence offers the perfect balance of elegance and lifestyle. With direct access to Lake Killarney, the home invites days
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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: 71
  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 Middle
  7. High School: Edgewater High
  8. Provided by: RE/MAX EXCLUSIVE COLLECTION
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Under Construction. New Construction Modern Luxury Meets Urban Living at Winter Park's Newest Neighborhood, Winter Park Grove! Step into the future of refined living with this stunning new construct
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607 Ellen Drive
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Details for 607 Ellen Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $1,630,000.00
  2. Price sqft: $444.14 / sqft
  3. Days On Market: 57
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3670
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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 Middle
  7. High School: Edgewater High
  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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1473 Berkshire Avenue
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Details for 1473 Berkshire Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,589,904.00
  2. Price sqft: $436.91 / sqft
  3. Previous Price: $1,575,000
  4. Last Price Change: 09/19/25
  5. Days On Market: 177
  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 Middle
  7. High School: Edgewater High
  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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1540 Miller Avenue
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Details for 1540 Miller Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,399,900.00
  2. Price sqft: $370.64 / sqft
  3. Days On Market: 71
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3777
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6350580
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lawndale
  5. Elementary School: Killarney Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: RE/MAX EXCLUSIVE COLLECTION
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Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove Winter Parks newest community! This stunning new Mid Century Moderninspired home is designed to impress with its architectural f
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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: 152
  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 Middle
  7. High School: Edgewater High
  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: 152
  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 Middle
  7. High School: Edgewater High
  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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Lot #21 Karolina Ave
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Details for Lot #21 Karolina Ave, WINTER PARK, FL 32789
Single Family
  1. Price: $916,050.00
  2. Price sqft: $274.18 / sqft
  3. Previous Price: $903,050
  4. Last Price Change: 10/29/25
  5. Days On Market: 120
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3341
  10. Acreage: 0.15 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6337355
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Elementary School: Killarney Elem
  5. Middle School: Maitland Middle
  6. High School: Edgewater High
  7. Provided by: COMPASS FLORIDA LLC
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Pre Construction. To be built. Step into a life where charm meets convenience in the heart of Winter Park. This brand new 4 bedroom, 3.5 bath, 2,662 sq. ft. home is situated on a 6,748 sq. ft. lot and
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