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  1. City = Winter Park
1511 Via Tuscany
Single Family
  1. Price: $6,995,000.00
  2. Price sqft: $695.33 / sqft
  3. Days On Market: 13
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 10060
  8. Acreage: 0.00 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2012
MLS#: O5790625
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cloister Grove Rep
  5. Elementary School: Dommerich Elem
  6. High School: Winter Park High
  7. Provided by: PREMIER SOTHEBY'S INTL. REALTY
Stunning Tuscan Estate on the Winter Park Chain. Commanding views offer the pinnacle of Lakefront Living. This smart/state of the art home combines panoramic sunsets from most every room. The use of s [Read More]
1360 Alabama Dr
Single Family
  1. Price: $6,500,000.00
  2. Price sqft: $613.21 / sqft
  3. Days On Market: 206
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10600
  8. Acreage: 0.00 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: 0.00 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: 300
  3. Acreage: 0.00 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]
1128 Preserve Point Drive
1128 Preserve Point Drive
Single Family
  1. Price: $5,200,000.00
  2. Price sqft: $841.56 / sqft
  3. Days On Market: 63
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6179
  8. Acreage: 0.00 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Year Built: 2012
MLS#: O5778601
  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: GARY A JENSEN
Located on pristine Lake Berry in the famed Windsong Community, this privately gated contemporary estate is set amid mature oaks and lush landscaping. Situated on over 2 acres and on one of the larges [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: 123
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 9692
  8. Acreage: 0.00 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]
1821 Pinetree Road
1821 Pinetree Road
Single Family
  1. Price: $4,499,000.00
  2. Price sqft: $898.72 / sqft
  3. Days On Market: 90
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5006
  8. Acreage: 1.00 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2018
MLS#: O5772377
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sicilian Shores
  5. Elementary School: Dommerich Elem
  6. High School: Winter Park High
  7. Provided by: KELLER WILLIAMS WINTER PARK
Modern Luxury Tucked away in the Vias of Winter Park sits this Stylish, Contemporary Smart Home on Lake Maitland. The Brand New Lakefront Residence combines innovative design with brilliant architec [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: 136
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4975
  8. Acreage: 1.00 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]
1013 Temple Grove
1013 Temple Grove
Single Family
  1. Price: $3,995,000.00
  2. Price sqft: $689.15 / sqft
  3. Days On Market: 110
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5797
  8. Acreage: 1.00 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 1979
MLS#: O5766961
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Temple Grove
  5. Elementary School: Lakemont Elem
  6. High School: Winter Park High
  7. Provided by: PREMIER SOTHEBY'S INTL. REALTY
Beautiful home on Winter Park Chain of Lakes. Stunning estate on Lake Osceola with long private driveway to home that has gorgeous views of pool, gardens and lake. This one of a kind property has it a [Read More]
375 Virginia Drive
375 Virginia Drive
Single Family
  1. Price: $3,895,000.00
  2. Price sqft: $516.72 / sqft
  3. Days On Market: 35
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 7538
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2004
MLS#: O5784820
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Shadow Hill
  5. Elementary School: Baldwin Park Elementary
  6. High School: Winter Park High
  7. Provided by: PREMIER SOTHEBY'S INTL. REALTY
Lakefront, Location, Luxury. Move right into this beautiful lakefront custom home on cul de sac with views of Rollins College. Located on desirable Lake Virginia. 5 bedroom, 4.5 bath with wine room, b [Read More]