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  1. School = Lakemont Elem
887 Georgia Avenue
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Details for 887 Georgia Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $6,500,000.00
  2. Price sqft: $961.82 / sqft
  3. Days On Market: 46
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6758
  8. Acreage: 1.07 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1924
MLS#: O6331715
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Dyer Susan Resub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Offered for the first time in over 50 years, this distinguished Winter Park estate is a true traditional gem, nestled on a picturesque brick street and situated on a full 1 acre lot. Exuding timeless
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1240 Harding Street
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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: 6
  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
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1240 Harding Street
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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: 6
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 8220
  8. Acreage: 0.55 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. 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
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1181 Via Capri
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Details for 1181 Via Capri, WINTER PARK, FL 32789
Single Family
  1. Price: $5,950,000.00
  2. Price sqft: $1,059.28 / sqft
  3. Days On Market: 41
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5617
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6332790
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cloister Grove Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PHIL KEAN REAL ESTATE LLC
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Under Construction. Situated on one of the choicest streets in Winter Park on a large and lovely lot will soon be a Phil Kean Design Group new construction project. Enjoy a world class location along
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698 New York Avenue
New Construction
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Details for 698 New York Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,549,000.00
  2. Price sqft: $869.48 / sqft
  3. Days On Market: 45
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6382
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2026
MLS#: O6318156
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Greenspk
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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Under Construction. Rare, new construction opportunity in the heart of Winter Park just 1 block from Park Avenue being built FG Schaub Custom Homes, known for grand open spaces and superior craftsmans
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503 Interlachen Avenue
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Details for 503 Interlachen Avenue, WINTER PARK, FL 32789
Land
  1. Price: $4,999,000.00
  2. Days On Market: 45
  3. Acreage: 0.48 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6331207
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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JUST LISTED RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK OFFERED AT $4,999,000!!! Zoned R 3, this multi family, prime piece of land is ready for development. Luxury townhomes or condos, nothi
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1660 Palmer Avenue
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Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $4,950,000.00
  2. Price sqft: $661.50 / sqft
  3. Previous Price: $5,200,000
  4. Last Price Change: 07/25/25
  5. Days On Market: 207
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7483
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2024
MLS#: O6282425
  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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New Hamptons style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exception
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1150 Via Salerno
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Details for 1150 Via Salerno, WINTER PARK, FL 32789
Single Family
  1. Price: $4,750,000.00
  2. Price sqft: $1,082.99 / sqft
  3. Days On Market: 79
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4386
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6321143
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cloister Grove Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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In the heart of Winter Parks coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean minimalist residence that blends architectural refinement w/ organic warmth. Designed and de
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702 Via Bella
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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: 12
  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
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702 Via Bella
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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: 12
  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
Listing Details and 43 Additional Pictures
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