Searching on:
  1. Subdivision Like Osceola
  2. Listing Status = Active
Details for 550 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $6,895,000.00
  2. Price sqft: $861.66 / sqft
  3. Previous Price: $7,200,000
  4. Last Price Change: 01/20/26
  5. Days On Market: 99
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 8002
  10. Acreage: 0.48 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2025
MLS#: O6349188
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Place
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenues renowned shops, fine dining, and the iconic Winter Park 9 hole golf course,
Details for 446 Alberta Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $1,750,000.00
  2. Price sqft: $429.34 / sqft
  3. Previous Price: $1,825,000
  4. Last Price Change: 01/22/26
  5. Days On Market: 224
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4076
  10. Acreage: 0.35 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1968
MLS#: O6319233
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Summit
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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Charming Opportunity in Prime Winter Park 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave sho
Details for 244 Osceola Court, WINTER PARK, FL 32789
Single Family
  1. Price: $1,299,000.00
  2. Price sqft: $615.64 / sqft
  3. Days On Market: 22
  4. Bedrooms: 4
  5. Baths: 3
  6. Bldg sqft: 2110
  7. Acreage: 0.13 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1940
MLS#: O6372232
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Court
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Set in one of Winter Parks most sought after locations, this 1940 home delivers something thats hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic
Details for 10837 Osceola Drive, NEW PORT RICHEY, FL 34654
Single Family
  1. Price: $925,000.00
  2. Price sqft: $158.88 / sqft
  3. Days On Market: 80
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5822
  8. Acreage: 3.76 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1997
MLS#: W7880465
  1. County: PASCO
  2. City: NEW PORT RICHEY
  3. Zipcode: 34654
  4. Subdivision: Osceola Heights
  5. Elementary School: Schrader
  6. Middle School: Bayonet Point
  7. High School: Fivay
  8. Provided by: F I GREY & SON RESIDENTIAL
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One or more photo(s) has been virtually staged. Welcome to this exceptional estate property near New Port Richey, where privacy, space, and refined country living come together. The main residence of
Details for 920 20th Street, GAINESVILLE, FL 32603
Single Family
  1. Price: $595,000.00
  2. Price sqft: $255.58 / sqft
  3. Days On Market: 1
  4. Bedrooms: 5
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 2328
  8. Acreage: 0.87 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1948
MLS#: GC537023
  1. County: ALACHUA
  2. City: GAINESVILLE
  3. Zipcode: 32603
  4. Subdivision: Osceola Heights
  5. Provided by: CORNERSTONE REALTY & MANAGEMENT SERVICES LLC
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Prime UF Location | Flexible Layout | Creekfront Privacy Spacious 3 bedroom, 1 bath home just minutes from the University of Florida, offering exceptional flexibility and income potential. The main r
Details for 9741 Star Trail, NEW PORT RICHEY, FL 34654
Single Family
  1. Price: $515,000.00
  2. Price sqft: $103.83 / sqft
  3. Previous Price: $535,000
  4. Last Price Change: 01/22/26
  5. Days On Market: 121
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4960
  10. Acreage: 1.78 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1997
MLS#: W7879215
  1. County: PASCO
  2. City: NEW PORT RICHEY
  3. Zipcode: 34654
  4. Subdivision: Osceola Heights
  5. Provided by: RE/MAX ALLIANCE GROUP
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One or more photo(s) has been virtually staged. Welcome home to Golden Acres!! NEW ROOF's going on before closing!! Two Homes on Nearly 2 Acres!This is the perfect In Law Suite. Discover a rare oppor
Details for 460 Jackson Street 5, ORLANDO, FL 32801
Townhome
  1. Price: $459,900.00
  2. Price sqft: $316.08 / sqft
  3. Previous Price: $469,900
  4. Last Price Change: 12/29/25
  5. Days On Market: 177
  6. Bedrooms: 2
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1455
  10. Acreage: 0.01 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2005
MLS#: O6333489
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32801
  4. Subdivision: Osceola Brownstone Condominium
  5. Provided by: OLDE TOWN BROKERS INC
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Heres your chance to get into Downtown Orlando. This Osceola Brownstone townhome is ready for a new owner to bring it back to life. Spread across three floors with a rooftop deck offering views of the
Listing Details for 552 Owens Lane, UMATILLA, FL 32784
Single Family
  1. Price: $376,900.00
  2. Price sqft: $153.52 / sqft
  3. Days On Market: 15
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2455
  8. Acreage: 0.54 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: G5106638
  1. County: LAKE
  2. City: UMATILLA
  3. Zipcode: 32784
  4. Subdivision: Osceola Park
  5. Provided by: CAN REALTY, LLC
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Under Construction. Welcome to this beautifully crafted new construction home designed with comfort, style, and functionality in mind. Featuring neutral, modern finishes throughout, this home provides
Details for 410 41st Avenue, OCALA, FL 34471
Single Family
  1. Price: $335,000.00
  2. Price sqft: $124.26 / sqft
  3. Previous Price: $344,000
  4. Last Price Change: 12/04/25
  5. Days On Market: 161
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2696
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1979
MLS#: OM707977
  1. County: MARION
  2. City: OCALA
  3. Zipcode: 34471
  4. Subdivision: Osceola Hills
  5. Provided by: REAL BROKER, LLC
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MOTIVATED: Discover this beautifully cared for home featuring 3 spacious bedrooms,2 full baths plus a bonus room pool home that comes with a blend of comfort and style. Located in a highly desired sch
Details for 9670 Star Trl, NEW PORT RICHEY, FL 34654
Land
  1. Price: $329,000.00
  2. Days On Market: 129
  3. Acreage: 3.99 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: TB8430389
  1. County: PASCO
  2. City: NEW PORT RICHEY
  3. Zipcode: 34654
  4. Subdivision: Osceola Heights
  5. Elementary School: Schrader Elementary PO
  6. Middle School: Bayonet Point Middle PO
  7. High School: Fivay High PO
  8. Provided by: BLAKE REAL ESTATE INC
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Don't miss this rare opportunity to own 3.99 acres of undeveloped land in the peaceful Osceola Heights community of Pasco County. Nestled on the quiet street of Star Trail, this spacious parcel offer