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  1. City = Winter Park
1360 Alabama Dr
Single Family
  1. Price: $6,500,000.00
  2. Price sqft: $613.21 / sqft
  3. Days On Market: 413
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10600
  8. Acreage: 0.01 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2009
MLS#: O5749462
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. High School: Winter Park High
  7. Provided by: KELLY PRICE & COMPANY LLC
Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits this palatial 1 acre estate with over 10,000 SF of luxurious living space, private tennis court, reso [Read More]
570 Seminole Drive
570 Seminole Drive
Land
  1. Price: $6,500,000.00
  2. Acreage: 2.25 acres
  3. Pool: No
  4. Waterfront: Yes
  5. Wateraccess: Yes
  6. Year Built: Not Available
MLS#: O5439246
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Old Town
  5. Elementary School: Lakemont Elem
  6. High School: Winter Park High
  7. Provided by: STOCKWORTH REALTY GROUP
This 2.25 acre lake front crown jewel is a once in a lifetime offering of one of Old Winter Parks most prestigious estate lots. Situated high above expansive Lake Osceola and only a short walk from f [Read More]
472-510 Swoope Avenue
472-510 Swoope Avenue
Land
  1. Price: $6,000,000.00
  2. Days On Market: 506
  3. Acreage: 2.01 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O5730156
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Lakemont Elem
  6. High School: Winter Park High
  7. Provided by: CHARLES RUTENBERG REALTY ORLANDO
Attention all developers! Multifamily development site located two blocks to Park Avenue and two blocks to Winter Park Village! This site encompasses 3 contiguous properties totaling 87,500 SF. 1. 472 [Read More]
1731 Pinetree Road
1731 Pinetree Road
Single Family
  1. Price: $5,500,000.00
  2. Price sqft: $718.58 / sqft
  3. Days On Market: 183
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 7654
  8. Acreage: 0.68 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2014
MLS#: O5799004
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Keisers Rep Sicilian Shores
  5. Elementary School: Dommerich Elem
  6. High School: Winter Park High
  7. Provided by: FANNIE HILLMAN & ASSOCIATES
Luxurious Lakefront Living. Enjoy gorgeous sunsets on Lake Maitland from this luxury estate in Winter Park's exclusive Via's neighborhood next to the Isle of Sicily. No details were spared in this cus [Read More]
1520 Summerland Avenue
1520 Summerland Avenue
Single Family
  1. Price: $4,995,000.00
  2. Price sqft: $833.33 / sqft
  3. Days On Market: 27
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 5994
  8. Acreage: 1.30 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2001
MLS#: O5832429
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Na
  5. Elementary School: Dommerich Elem
  6. High School: Winter Park High
  7. Provided by: KELLY PRICE & COMPANY LLC
Exquisite single story, Winter Park lakefront estate on Lake Maitland. Completely remodeled from floor to ceiling in 2019, home offers 6,000 SF of luxurious living space including 4 bedrooms, 4 full b [Read More]
1941 Legion Drive
1941 Legion Drive
Single Family
  1. Price: $4,795,000.00
  2. Price sqft: $494.74 / sqft
  3. Days On Market: 329
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 9692
  8. Acreage: 2.38 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2008
MLS#: O5763783
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Green Oaks Rep 02
  5. Elementary School: Dommerich Elem
  6. High School: Winter Park High
  7. Provided by: KELLER WILLIAMS WINTER PARK
One of kind Zachary Kauffman masterpiece on 1+acre on Lake Maitland now available. With his renowned attention to quality & detail, this 5+bed/5+bath has timeless traditional features + every modern a [Read More]
1941 Legion Drive
1941 Legion Drive
Single Family
  1. Price: $4,699,000.00
  2. Price sqft: $447.82 / sqft
  3. Days On Market: 71
  4. Bedrooms: 7
  5. Baths: 10
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 10493
  8. Acreage: 2.38 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2008
MLS#: O5824139
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Green Oaks Rep 02
  5. Elementary School: Dommerich Elem
  6. High School: Winter Park High
  7. Provided by: KELLER WILLIAMS WINTER PARK
Stately custom Winter Park estate on Lake Maitland spans over 10,000 sq ft, offers 6 bed,7 baths,2 half for gracious living and refined comfortable entertaining.Two story grand foyer leads to a welcom [Read More]
1128 Preserve Point Drive
1128 Preserve Point Drive
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $728.27 / sqft
  3. Days On Market: 41
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6179
  8. Acreage: 2.09 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2012
MLS#: O5830109
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve Point 43/76
  5. Elementary School: Brookshire Elem
  6. High School: Winter Park High
  7. Provided by: KELLY PRICE & COMPANY LLC
Welcome to this gorgeous, one of a kind, contemporary style home with over 150 on the shores of Lake Berry. Custom built and architecturally stunning, this 4 bedroom, 4.5 bath home is pure perfection [Read More]
935 Greentree Drive
935 Greentree Drive
Single Family
  1. Price: $4,300,000.00
  2. Price sqft: $864.32 / sqft
  3. Days On Market: 343
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4975
  8. Acreage: 0.62 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2006
MLS#: O5761045
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Palmer Ave Lakeside Properties
  5. Elementary School: Lakemont Elem
  6. High School: Winter Park High
  7. Provided by: COLDWELL BANKER RESIDENTIAL RE
Exquisite inside and out! This magnificent Georgian style estate home was meticulously constructed by Posada Custom Homes and is located in one of Winter Park's most desirable neighborhoods offering a [Read More]
433 New England Avenue
433 New England Avenue
Single Family
  1. Price: $4,250,000.00
  2. Price sqft: $510.51 / sqft
  3. Days On Market: 135
  4. Bedrooms: 10
  5. Baths: 14
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 8325
  8. Acreage: 0.58 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1905
MLS#: O5809404
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Brookshire Elem
  6. High School: Winter Park High
  7. Provided by: TREE REALTY
One of a kind property that has to be seen to be truly appreciated 10 bed room 12 bath 1905 downtown Winter Park estate home completely renovated & expanded in 2009 just steps from Park Avenue. The [Read More]