Searching on:
- Subdivision Like Osceola
- Listing Status = Active
Single Family
- Price: $6,895,000.00
- Price sqft: $861.66 / sqft
- Previous Price: $7,200,000
- Last Price Change: 01/07/26
- Days On Market: 127
- 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
- High School: Winter Park
- Provided by: FANNIE HILLMAN & ASSOCIATES
- DMCA Notice
Single Family
- Price: $1,695,000.00
- Price sqft: $395.94 / sqft
- Days On Market: 16
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 1
- Bldg sqft: 4281
- Acreage: 0.42 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1935
MLS#: O6379927
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Osceola Shores Sec 1
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FANNIE HILLMAN & ASSOCIATES
- DMCA Notice
Single Family
- Price: $1,675,000.00
- Price sqft: $410.94 / sqft
- Previous Price: $1,750,000
- Last Price Change: 02/06/26
- Days On Market: 252
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 4076
- Acreage: 0.35 acres
- Pool: No
- Waterfront: No
- Year Built: 1968
MLS#: O6319233
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Osceola Summit
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: CHARLES RUTENBERG REALTY ORLANDO
- DMCA Notice
Single Family
- Price: $1,545,000.00
- Price sqft: $377.57 / sqft
- Previous Price: $1,598,000
- Last Price Change: 12/23/25
- Days On Market: 160
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 4092
- Acreage: 0.30 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2000
MLS#: O6345231
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Osceola Summit
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: REAL ESTATE FIRM OF ORLANDO
- DMCA Notice
Single Family
- Price: $675,000.00
- Price sqft: $524.88 / sqft
- Days On Market: 13
- Bedrooms: 2
- Baths: 2
- Garage / Parking Spaces: 1
- Bldg sqft: 1286
- Acreage: 0.16 acres
- Pool: No
- Waterfront: No
- Year Built: 1942
MLS#: TB8476266
- County: HILLSBOROUGH
- City: TAMPA
- Zipcode: 33604
- Subdivision: Osceola
- Provided by: JACK KELLER INC
- DMCA Notice
Condominium
- Price: $575,000.00
- Price sqft: $339.03 / sqft
- Days On Market: 6
- Bedrooms: 2
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 1696
- Acreage: 0.01 acres
- Pool: No
- Waterfront: No
- Year Built: 2005
MLS#: O6384416
- County: ORANGE
- City: ORLANDO
- Zipcode: 32801
- Subdivision: Osceola Brownstones
- Building: Osceola Brownstones
- Provided by: CHARLES RUTENBERG REALTY ORLANDO
- DMCA Notice
Single Family
- Price: $499,000.00
- Price sqft: $100.61 / sqft
- Previous Price: $515,000
- Last Price Change: 02/19/26
- Days On Market: 149
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4960
- Acreage: 1.78 acres
- Pool: No
- Waterfront: No
- Year Built: 1997
MLS#: W7879215
- County: PASCO
- City: NEW PORT RICHEY
- Zipcode: 34654
- Subdivision: Osceola Heights
- Provided by: RE/MAX ALLIANCE GROUP
- DMCA Notice
Townhome
- Price: $459,900.00
- Price sqft: $316.08 / sqft
- Previous Price: $469,900
- Last Price Change: 12/29/25
- Days On Market: 205
- Bedrooms: 2
- Baths: 3
- Garage / Parking Spaces: 1
- Bldg sqft: 1455
- Acreage: 0.01 acres
- Pool: No
- Waterfront: No
- Year Built: 2005
MLS#: O6333489
- County: ORANGE
- City: ORLANDO
- Zipcode: 32801
- Subdivision: Osceola Brownstone Condominium
- Provided by: OLDE TOWN BROKERS INC
- DMCA Notice
Single Family
- Price: $410,000.00
- Price sqft: $182.06 / sqft
- Previous Price: $425,000
- Last Price Change: 02/24/26
- Days On Market: 22
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2252
- Acreage: 1.71 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1974
MLS#: TB8467677
- County: PASCO
- City: NEW PORT RICHEY
- Zipcode: 34654
- Subdivision: Osceola Heights
- Elementary School: Schrader
- Middle School: Bayonet Point
- High School: Fivay
- Provided by: KELLER WILLIAMS SOUTH TAMPA
- DMCA Notice
Single Family
- Price: $369,900.00
- Price sqft: $150.67 / sqft
- Previous Price: $376,900
- Last Price Change: 02/11/26
- Days On Market: 43
- Bedrooms: 4
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2455
- Acreage: 0.54 acres
- Pool: No
- Waterfront: No
- Year Built: 2026
MLS#: G5106638
- County: LAKE
- City: UMATILLA
- Zipcode: 32784
- Subdivision: Osceola Park
- Provided by: CAN REALTY, LLC
- DMCA Notice


































