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  1. School = Dommerich Elem
1640 Adams Drive
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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: 07/17/25
  5. Days On Market: 175
  6. Bedrooms: 5
  7. Baths: 8
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 8489
  10. Acreage: 1.86 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. 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
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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  10. DMCA Notice
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
Listing Details and 56 Additional Pictures
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1640 Adams Drive
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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: 09/06/25
  5. Days On Market: 175
  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
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 56 Additional Pictures
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2211 Azalea Place
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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: 135
  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 Middle
  7. High School: Winter Park
  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
Listing Details and 98 Additional Pictures
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2211 Azalea Place
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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: 135
  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
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1302 Raintree Place
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New Construction
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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: 20
  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
  7. High School: Winter Park
  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.
Listing Details and 61 Additional Pictures
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1525 Granville Drive
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New Construction
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Details for 1525 Granville Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $4,750,000.00
  2. Price sqft: $802.64 / sqft
  3. Days On Market: 58
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5918
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2026
MLS#: O6337290
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Park Grove
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
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Under Construction. Just steps from the boutiques and fine dining of Park Avenue, this brand new bespoke estate by acclaimed builder Vimaro Homes delivers a rare combination of architectural sophistic
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1742 Temple Drive
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Details for 1742 Temple Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,600,000.00
  2. Price sqft: $862.07 / sqft
  3. Previous Price: $3,650,000
  4. Last Price Change: 10/21/25
  5. Days On Market: 131
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4176
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2003
MLS#: O6320054
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Knowles Terrace Add 02
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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In one of Winter Parks desirable neighborhoods, this stunning four bedroom, five bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and o
Listing Details and 57 Additional Pictures
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350 Northwind Road
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Details for 350 Northwind Road, MAITLAND, FL 32751
Single Family
  1. Price: $3,400,000.00
  2. Price sqft: $474.00 / sqft
  3. Previous Price: $3,595,000
  4. Last Price Change: 10/07/25
  5. Days On Market: 76
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7173
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2019
MLS#: O6336954
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Lake Maitland Owl Preserve
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Private setting within the exclusive Lake Maitland Owl Preserve, this spectacular five bedroom contemporary residence was masterfully built in 2019 by award winning E2 Homes. A dramatic 12 foot tall w
Listing Details and 37 Additional Pictures
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1761 Legion Drive
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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: 09/24/25
  5. Days On Market: 146
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6297
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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
  7. High School: Winter Park
  8. Provided by: SCANLON REALTY GROUP LLC
  9. Provided through
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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
Listing Details and 43 Additional Pictures
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1761 Legion Drive
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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: 10/04/25
  5. Days On Market: 146
  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
  7. High School: Winter Park
  8. Provided by: SCANLON REALTY GROUP LLC
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 43 Additional Pictures
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