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- City = Maitland
Single Family
- Price: $10,950,000.00
- Price sqft: $1,289.90 / sqft
- Previous Price: $11,950,000
- Last Price Change: 09/06/25
- Days On Market: 207
- Bedrooms: 5
- Baths: 8
- Garage / Parking Spaces: 2
- Bldg sqft: 8489
- Acreage: 1.86 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1991
MLS#: O6304588
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Adams Grove
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Description
- 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
Single Family
- Price: $4,999,000.00
- Price sqft: $566.65 / sqft
- Days On Market: 16
- Bedrooms: 5
- Baths: 8
- Garage / Parking Spaces: 3
- Bldg sqft: 8822
- Acreage: 0.69 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2026
MLS#: O6362152
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Floridahaven
- Provided by: PREMIER SOTHEBYS INT'L REALTY
- DMCA Notice
Description
- 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
Land
- Price: $3,990,900.00
- Days On Market: 498
- Acreage: 7.82 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: Not Available
MLS#: O6222186
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Woodbridge
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland
- High School: Edgewater
- Provided by: AG REALTY SERVICES LLC
- DMCA Notice
Description
- 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
Land
- Price: $2,995,000.00
- Days On Market: 78
- Acreage: 0.42 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: Not Available
MLS#: O6345537
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Description
- 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
Commercial
- Price: $2,975,000.00
- Price sqft: $66.38 / sqft
- Previous Price: $3,650,000
- Last Price Change: 09/17/25
- Days On Market: 150
- Bldg sqft: 44820
- Acreage: 1.03 acres
- Pool: No
- Waterfront: No
- Year Built: 2006
MLS#: O6325704
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Shoppesmaitland
- Provided by: PROPERTY INVESTMENT BROKERS
- DMCA Notice
Description
- 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
Single Family
- Price: $2,895,000.00
- Price sqft: $336.20 / sqft
- Previous Price: $3,000,000
- Last Price Change: 10/04/25
- Days On Market: 113
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 8611
- Acreage: 0.77 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2006
MLS#: O6335825
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Packwoods Planmaitland
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: HOMEVEST REALTY
- DMCA Notice
Description
- 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
Single Family
- Price: $1,799,000.00
- Price sqft: $410.54 / sqft
- Days On Market: 2
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4382
- Acreage: 0.17 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6364116
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Description
- 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
Single Family
- Price: $1,799,000.00
- Price sqft: $410.54 / sqft
- Days On Market: 3
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4382
- Acreage: 0.17 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6364116
- County: ORANGE
- City: Maitland
- Zipcode: 32751
- Subdivision: Hollieanna Shores
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: COMPASS FLORIDA LLC
- Provided through
- DMCA Notice
Description
- 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
Single Family
- Price: $1,700,000.00
- Price sqft: $235.46 / sqft
- Previous Price: $1,800,000
- Last Price Change: 10/14/25
- Days On Market: 255
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 7220
- Acreage: 0.27 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2007
MLS#: O6275397
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Replat Blk B Poors Add
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland
- High School: Edgewater
- Provided by: REAL BROKER, LLC
- DMCA Notice
Description
- 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
Single Family
- Price: $1,419,000.00
- Price sqft: $258.85 / sqft
- Previous Price: $1,495,500
- Last Price Change: 10/09/25
- Days On Market: 232
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 5482
- Acreage: 0.29 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2009
MLS#: O6299581
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Lake Sybelia Cove
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland
- High School: Edgewater
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Description
- 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








