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  1. City = Maitland
  2. Listing Status = Active
Details for 1250 Maitland Avenue, MAITLAND, FL 32751
Land
  1. Price: $3,990,900.00
  2. Days On Market: 620
  3. Acreage: 7.82 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Front
  8. 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
  7. High School: Edgewater
  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 350 Northwind Road, MAITLAND, FL 32751
Single Family
  1. Price: $3,299,000.00
  2. Price sqft: $459.92 / sqft
  3. Days On Market: 67
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7173
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2019
MLS#: O6377888
  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: SOTERA LIVING
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Nestled within the 9 acre Lake Maitland Owl Preserve, this striking contemporary residencecrafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and nat
Details for 127 Whitecaps Circle, MAITLAND, FL 32751
Land
  1. Price: $3,295,000.00
  2. Previous Price: $3,425,000
  3. Last Price Change: 02/19/26
  4. Days On Market: 88
  5. Acreage: 0.56 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Privileges
  10. Year Built: Not Available
MLS#: O6367169
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Elementary School: Dommerich Elem
  5. Middle School: Maitland
  6. High School: Winter Park
  7. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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A rare opportunity to secure a Lake Maitland homesite on the desired MaitlandWinter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a qu
Details for 125 Whitecaps Circle, MAITLAND, FL 32751
Land
  1. Price: $2,795,000.00
  2. Previous Price: $2,875,000
  3. Last Price Change: 02/19/26
  4. Days On Market: 200
  5. Acreage: 0.42 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Privileges
  10. Year Built: Not Available
MLS#: O6345537
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Elementary School: Dommerich Elem
  5. Middle School: Maitland
  6. High School: Winter Park
  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 1111 Audubon Way, MAITLAND, FL 32751
Single Family
  1. Price: $2,195,000.00
  2. Price sqft: $459.59 / sqft
  3. Days On Market: 43
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4776
  8. Acreage: 1.33 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1985
MLS#: O6382602
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Maitland Cove
  5. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
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Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitlands most desirable recreational lakes. This custom, one owner home offers 3,754 square feet of thoughtfully designed living sp
Details for 1130 Mechanic Street, MAITLAND, FL 32751
Single Family
  1. Price: $1,800,000.00
  2. Price sqft: $326.92 / sqft
  3. Days On Market: 62
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5506
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6379079
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Woodbridge
  5. Elementary School: Lake Sybelia Elem
  6. Middle School: Maitland
  7. High School: Edgewater
  8. Provided by: PALMANO GROUP RE BROKERAGE LLC
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Pre Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland. This stunning new construction single family residence will feature 4 bedrooms, 4.5 ba
Details for 105 Tangelo Court, MAITLAND, FL 32751
Single Family
  1. Price: $1,798,999.00
  2. Price sqft: $410.54 / sqft
  3. Previous Price: $1,799,000
  4. Last Price Change: 03/18/26
  5. Days On Market: 124
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4382
  10. Acreage: 0.17 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2026
MLS#: O6364116
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Elementary School: Dommerich Elem
  5. Middle School: Maitland
  6. High School: Winter Park
  7. Provided by: ONE LUXURY INTERNATIONAL LLC
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Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking faade with an elegant arch
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: 10/14/25
  5. Days On Market: 376
  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
  7. High School: Edgewater
  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: $1,395,500.00
  2. Price sqft: $254.56 / sqft
  3. Previous Price: $1,419,000
  4. Last Price Change: 02/06/26
  5. Days On Market: 354
  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
  7. High School: Edgewater
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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One or more photo(s) has been virtually staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusi
Details for 1256 Wellington Terrace, MAITLAND, FL 32751
Single Family
  1. Price: $1,390,000.00
  2. Price sqft: $220.71 / sqft
  3. Previous Price: $1,449,000
  4. Last Price Change: 03/18/26
  5. Days On Market: 46
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6298
  10. Acreage: 2.27 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1987
MLS#: O6383274
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Subdivision: Wellington
  5. Elementary School: English Estates
  6. Middle School: South Seminole
  7. High School: Lake Howell
  8. Provided by: KELLER WILLIAMS WINTER PARK
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HARD TO FIND SKI LAKEFRONT! Classic traditional beauty ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive fo
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