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  1. City = Maitland
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: 11/22/25
  5. Days On Market: 200
  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 360 Lake Seminary Circle, MAITLAND, FL 32751
Single Family
  1. Price: $4,999,000.00
  2. Price sqft: $566.65 / sqft
  3. Days On Market: 9
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8822
  8. Acreage: 0.69 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2026
MLS#: O6362152
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Floridahaven
  5. Provided by: PREMIER SOTHEBYS INT'L REALTY
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Pre Construction. To be built. An extraordinary opportunity to claim one of Lake Seminarys desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate
Details for 1250 Maitland Avenue, MAITLAND, FL 32751
Land
  1. Price: $3,990,900.00
  2. Previous Price: $4,490,900
  3. Last Price Change: 10/23/25
  4. Days On Market: 491
  5. Acreage: 7.82 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Front
  10. Year Built: Not Available
MLS#: O6222186
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Woodbridge
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Edgewater High
  8. Provided by: AG REALTY SERVICES LLC
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Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately 8 acres
Details for 125 Whitecaps Circle, MAITLAND, FL 32751
Land
  1. Price: $2,995,000.00
  2. Days On Market: 71
  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 prestigious Maitland Winter Park Chain of Lakes. Lakefront lots are becoming more and more exceedingl
Details for 450 Orlando Avenue, MAITLAND, FL 32751
Commercial
  1. Price: $2,975,000.00
  2. Price sqft: $66.38 / sqft
  3. Previous Price: $3,650,000
  4. Last Price Change: 11/11/25
  5. Days On Market: 143
  6. Bldg sqft: 44820
  7. Acreage: 1.03 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 2006
MLS#: O6325704
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Shoppesmaitland
  5. Provided by: PROPERTY INVESTMENT BROKERS
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For Sale! (Also Available For Lease) Freestanding Building located in Maitland, Florida. Maitland is a suburban city in Orange County, and part of the Greater Orlando area. It is approximately eight m
Details for 604 Minnehaha Lane, MAITLAND, FL 32751
Single Family
  1. Price: $2,895,000.00
  2. Price sqft: $336.20 / sqft
  3. Previous Price: $3,000,000
  4. Last Price Change: 10/07/25
  5. Days On Market: 106
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 8611
  10. Acreage: 0.77 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 2006
MLS#: O6335825
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Packwoods Planmaitland
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: HOMEVEST REALTY
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The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three story, columned home opens with an honest, crafted tone: new low profile concrete tile roof, operable cypr
Details for 255 George Avenue, MAITLAND, FL 32751
Single Family
  1. Price: $1,700,000.00
  2. Price sqft: $235.46 / sqft
  3. Previous Price: $1,800,000
  4. Last Price Change: 10/28/25
  5. Days On Market: 248
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 7220
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2007
MLS#: O6275397
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Replat Blk B Poors Add
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Edgewater High
  8. Provided by: REAL BROKER, LLC
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Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spa
Details for 755 Cranes Court, MAITLAND, FL 32751
Single Family
  1. Price: $1,419,000.00
  2. Price sqft: $258.85 / sqft
  3. Previous Price: $1,495,500
  4. Last Price Change: 11/22/25
  5. Days On Market: 225
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5482
  10. Acreage: 0.29 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2009
MLS#: O6299581
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Lake Sybelia Cove
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland Middle
  7. High School: Edgewater High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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One or more photo(s) has been virtually staged. NEW PRICE! Discover your private oasis in the heart of Maitland, perfectly tucked away on a quiet cul de sac within an exclusive gated enclave of only 1
Details for 1421 Sunnyside Drive, MAITLAND, FL 32751
Single Family
  1. Price: $1,300,000.00
  2. Price sqft: $429.04 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3030
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1966
MLS#: O6358123
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Maitland Park South
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: STRICKLAND REALTY GROUP INC
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Welcome to 1421 Sunnyside Drive in Maitland, a beautifully maintained home where timeless design meets modern luxury. This 4 bedroom, 2.5 bath corner lot residence with a pool has a thoughtfully desig
Details for 791 Sequoia Trail, MAITLAND, FL 32751
Single Family
  1. Price: $1,299,000.00
  2. Price sqft: $237.17 / sqft
  3. Previous Price: $1,449,000
  4. Last Price Change: 10/26/25
  5. Days On Market: 87
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5477
  10. Acreage: 0.33 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Creek
  15. Year Built: 1961
MLS#: O6340919
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Dommerich Woods
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: VANWORMER REALTY & DEVELOPMENT
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Discover a rare opportunity in dommerich woods, a distinguished and established maitland neighborhood celebrated for its rich heritage. Situated on. 33 acre of lushly landscaped grounds, this remarkab