Searching on:
  1. City = Winter Park
1120 Preserve Point Drive
Virtual Tour
More Like This
Details for 1120 Preserve Point Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $8,950,000.00
  2. Price sqft: $669.06 / sqft
  3. Days On Market: 28
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 13377
  8. Acreage: 1.63 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2009
MLS#: O6350054
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsongpreserve Point
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
In the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped
Listing Details and 84 Additional Pictures
Request more information about this listing.
1112 Preserve Point Drive
More Like This
Details for 1112 Preserve Point Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $8,500,000.00
  2. Price sqft: $928.05 / sqft
  3. Days On Market: 158
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 9159
  8. Acreage: 1.94 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2013
MLS#: O6312768
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve Point 4376
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. mfrmls
  10. DMCA Notice
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2 acre lakefront estate, is absolutely gorgeous and is available for the first time! Cus
Listing Details and 87 Additional Pictures
Request more information about this listing.
550 Palmer Avenue
New Construction
More Like This
Details for 550 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $7,200,000.00
  2. Price sqft: $899.78 / sqft
  3. Days On Market: 12
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8002
  8. Acreage: 0.48 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6349188
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Place
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. mfrmls
  10. DMCA Notice
Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenues renowned shops, fine dining, and the iconic Winter Park 9 hole golf course,
Listing Details and 61 Additional Pictures
Request more information about this listing.
2661 Via Tuscany
Virtual Tour
New Construction
More Like This
Details for 2661 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $6,600,000.00
  2. Price sqft: $1,261.71 / sqft
  3. Previous Price: $8,500,000
  4. Last Price Change: 09/08/25
  5. Days On Market: 342
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5231
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6260493
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Provided by: PV LUXURY GROUP PA
  6. mfrmls
  7. DMCA Notice
Calling highest and best by 09/26/2025!! Seller financing available with very attractive terms introducing a unique, stunning modern home a groundbreaking architectural masterpiece, this one of
Listing Details and 99 Additional Pictures
Request more information about this listing.
887 Georgia Avenue
Virtual Tour
More Like This
Details for 887 Georgia Avenue, Winter Park, FL 32789
Single Family
  1. Price: $5,900,000.00
  2. Price sqft: $873.04 / sqft
  3. Previous Price: $6,500,000
  4. Last Price Change: 10/09/25
  5. Days On Market: 95
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6758
  10. Acreage: 1.07 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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
  9. Provided through
  10. DMCA Notice
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
Listing Details and 50 Additional Pictures
Request more information about this listing.
887 Georgia Avenue
Virtual Tour
Reduced
More Like This
Details for 887 Georgia Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,900,000.00
  2. Price sqft: $873.04 / sqft
  3. Previous Price: $6,500,000
  4. Last Price Change: 11/01/25
  5. Days On Market: 95
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6758
  10. Acreage: 1.07 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 50 Additional Pictures
Request more information about this listing.
1400 Alabama Drive
More Like This
Details for 1400 Alabama Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $5,895,000.00
  2. Price sqft: $579.36 / sqft
  3. Previous Price: $6,200,000
  4. Last Price Change: 10/05/25
  5. Days On Market: 247
  6. Bedrooms: 5
  7. Baths: 9
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 10175
  10. Acreage: 0.70 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 1996
MLS#: O6285791
  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: THE AGENCY ORLANDO
  9. mfrmls
  10. DMCA Notice
Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71 acre corner lot in one of Winter Park's most sought after locations. This 7,916 SF property includes a main residence of ov
Listing Details and 83 Additional Pictures
Request more information about this listing.
698 New York Avenue
New Construction
Green Listing
More Like This
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: 94
  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
  9. mfrmls
  10. DMCA Notice
Under Construction. Rare, new construction opportunity in the heart of Winter Park JUST 1 BLOCK FROM PARK AVENUE being built by FG Schaub Custom Homes, known for grand open spaces and superior craftsm
Listing Details and 1 Additional Pictures
Request more information about this listing.
2211 Azalea Place
Virtual Tour
More Like This
Details for 2211 Azalea Place, Winter Park, FL 32789
Single Family
  1. Price: $5,495,000.00
  2. Price sqft: $599.50 / sqft
  3. Previous Price: $5,950,000
  4. Last Price Change: 08/18/25
  5. Days On Market: 133
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 9166
  10. Acreage: 0.69 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: CanalFront,Lake,LakePrivileges
  15. Year Built: 2008
MLS#: O6319674
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Maitland Shores
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: FORTUNE INTERNATIONAL REALTY
  9. Provided through
  10. DMCA Notice
Exquisite Waterfront Estate in the Heart of Winter Park Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Parks most prestigious neighb
Listing Details and 98 Additional Pictures
Request more information about this listing.
2211 Azalea Place
Virtual Tour
More Like This
Details for 2211 Azalea Place, WINTER PARK, FL 32789
Single Family
  1. Price: $5,495,000.00
  2. Price sqft: $599.50 / sqft
  3. Previous Price: $5,950,000
  4. Last Price Change: 09/08/25
  5. Days On Market: 133
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 9166
  10. Acreage: 0.69 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal Front,Lake Privileges
  16. Year Built: 2008
MLS#: O6319674
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Maitland Shores
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: FORTUNE INTERNATIONAL REALTY
  9. mfrmls
  10. DMCA Notice
Exquisite Waterfront Estate in the Heart of Winter Park Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Parks most prestigious neighb
Listing Details and 98 Additional Pictures
Request more information about this listing.