Searching on:
  1. School = Dommerich Elem
Details for 1640 Adams Drive, MAITLAND, FL 32751
Single Family
  1. Price: $10,950,000.00
  2. Price sqft: $1,289.90 / sqft
  3. Previous Price: $11,950,000
  4. Last Price Change: 12/30/25
  5. Days On Market: 241
  6. Bedrooms: 5
  7. Baths: 8
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 8489
  10. Acreage: 1.86 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 1991
MLS#: O6304588
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Adams Grove
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Behind private gates along the shores of Lake Maitland, this elegant Mizner style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Ch
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: 12/07/25
  5. Days On Market: 201
  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 Middle
  7. High School: Winter Park High
  8. Provided by: FORTUNE INTERNATIONAL REALTY
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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
Details for 1302 Raintree Place, WINTER PARK, FL 32789
Single Family
  1. Price: $5,300,000.00
  2. Price sqft: $897.39 / sqft
  3. Days On Market: 86
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5906
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6353083
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Camwood Sub
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophisticationall just steps from Winter Parks iconic Park Avenue.
Details for 127 Whitecaps Circle, MAITLAND, FL 32751
Land
  1. Price: $3,495,000.00
  2. Days On Market: 1
  3. Acreage: 0.56 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  8. Year Built: Not Available
MLS#: O6367169
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Elementary School: Dommerich Elem
  5. Middle School: Maitland Middle
  6. High School: Winter Park High
  7. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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A rare opportunity to secure a true Lake Maitland homesite on the coveted MaitlandWinter Park Chain of Lakesan increasingly limited offering as quality lakefront parcels continue to disappear. Tucked
Details for 1761 Legion Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,399,999.00
  2. Price sqft: $539.94 / sqft
  3. Previous Price: $3,499,999
  4. Last Price Change: 12/30/25
  5. Days On Market: 212
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6297
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2017
MLS#: O6302616
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Green Oaks Rep 02
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: SCANLON REALTY GROUP LLC
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One of the most coveted neighborhoods in all of Winter Park! This custom built 5 bedroom, 5.5 bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and
Details for 125 Whitecaps Circle, MAITLAND, FL 32751
Land
  1. Price: $2,995,000.00
  2. Days On Market: 113
  3. Acreage: 0.42 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  8. Year Built: Not Available
MLS#: O6345537
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Elementary School: Dommerich Elem
  5. Middle School: Maitland Middle
  6. High School: Winter Park High
  7. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this off
Details for 1401 Green Cove Road, WINTER PARK, FL 32789
Single Family
  1. Price: $2,900,000.00
  2. Price sqft: $425.16 / sqft
  3. Days On Market: 65
  4. Bedrooms: 3
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6821
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2009
MLS#: O6358093
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Camwood Sub
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: ANCHOR REAL ESTATE
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Set across Lake Maitland on a street where every home is an architectural gem, this Award winning Villa Toscana blends Old World craftsmanship with timeless architectural elegance in one of Winter Par
Details for 2503 Versailles Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,575,000.00
  2. Price sqft: $507.79 / sqft
  3. Previous Price: $2,775,000
  4. Last Price Change: 01/08/26
  5. Days On Market: 31
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5071
  10. Acreage: 0.35 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2015
MLS#: O6365961
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Fontainebleau
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul de sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. This 5 b
Details for 2299 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $2,345,000.00
  2. Price sqft: $438.07 / sqft
  3. Days On Market: 67
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5353
  8. Acreage: 0.40 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1953
MLS#: O6355858
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Maitland Shores
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
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Stunning 4 bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardw
Details for 1885 Temple Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $2,295,000.00
  2. Price sqft: $510.80 / sqft
  3. Days On Market: 59
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4493
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1963
MLS#: O6359471
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lugano Terrace
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e dual pane glass to be installed 12/25 ($150k value!). Black interior and exterior Anderson windows: Dual Pane Low E Smart Sun