Searching on:
- School = Maitland Middle
- Listing Status = Active
Single Family
- Price: $12,500,000.00
- Price sqft: $838.76 / sqft
- Days On Market: 368
- Bedrooms: 6
- Baths: 10
- Garage / Parking Spaces: 6
- Bldg sqft: 14903
- Acreage: 2.73 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 1996
MLS#: O6300040
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Lake Maitland Manor
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: FORTUNE INTERNATIONAL REALTY
- DMCA Notice
Single Family
- Price: $6,950,000.00
- Price sqft: $799.03 / sqft
- Days On Market: 70
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 4
- Bldg sqft: 8698
- Acreage: 0.30 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6380444
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: ONE LUXURY INTERNATIONAL LLC
- DMCA Notice
Single Family
- Price: $6,900,000.00
- Price sqft: $875.41 / sqft
- Days On Market: 48
- Bedrooms: 6
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 7882
- Acreage: 0.57 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Freshwater
- Year Built: 1991
MLS#: O6387200
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: J Kronenberger Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Single Family
- Price: $6,495,000.00
- Price sqft: $811.67 / sqft
- Previous Price: $6,895,000
- Last Price Change: 04/10/26
- Days On Market: 180
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 8002
- Acreage: 0.48 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6349188
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Osceola Place
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: FANNIE HILLMAN & ASSOCIATES
- DMCA Notice
Single Family
- Price: $6,450,000.00
- Price sqft: $793.94 / sqft
- Days On Market: 66
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 8124
- Acreage: 0.45 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2001
MLS#: O6381761
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Cloister Grove Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Single Family
- Price: $5,250,000.00
- Price sqft: $572.77 / sqft
- Previous Price: $5,495,000
- Last Price Change: 04/15/26
- Days On Market: 301
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 5
- Bldg sqft: 9166
- Acreage: 0.69 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal Front,Lake Privileges
- Year Built: 2008
MLS#: O6319674
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Maitland Shores
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: FORTUNE INTERNATIONAL REALTY
- DMCA Notice
Single Family
- Price: $4,750,000.00
- Price sqft: $1,082.99 / sqft
- Days On Market: 296
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 4386
- Acreage: 0.21 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6321143
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Cloister Grove Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Land
- Price: $4,500,000.00
- Previous Price: $4,999,000
- Last Price Change: 01/28/26
- Days On Market: 262
- Acreage: 0.48 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6331207
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Single Family
- Price: $4,295,000.00
- Price sqft: $784.76 / sqft
- Previous Price: $4,345,000
- Last Price Change: 03/16/26
- Days On Market: 242
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5473
- Acreage: 0.32 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2021
MLS#: O6330736
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Valencia Terrace
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: THE REAL ESTATE COLLECTION LLC
- DMCA Notice
Single Family
- Price: $4,285,000.00
- Price sqft: $772.77 / sqft
- Days On Market: 5
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 5545
- Acreage: 0.36 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2022
MLS#: O6399395
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winflor Court Pt Rep
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: CHARLES RUTENBERG REALTY ORLANDO
- DMCA Notice


































