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Orange County › Winter Park › Osceola Place
Osceola Place, Winter Park
Osceola Place is a neighborhood in north Winter Park, in the 32789 zip code, built mostly in the 2000s. Homes are block and stucco. Most homes fall between about 3,100 and 6,000 square feet under air, the median lot is roughly half an acre, and a two car garage is standard.
Most of Osceola Place carries no mandatory HOA.
What the homes are
- Built Mostly built in the 2000s, with homes from 1926 to 2025.
- Construction Block and stucco. Tile roofs are near universal.
- Style Mediterranean, Historical, Traditional. Predominantly two story.
- Size Most homes fall between about 3,100 and 6,000 square feet under air.
- Bedrooms Four bedrooms is the most common plan, then five, then three.
- Garage A two car garage is standard.
- Lot The median lot is roughly half an acre.
- HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.
Where Osceola Place is
Drive times below are measured on the road network from the center of Osceola Place, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.
| Driving to | Time | Miles |
|---|---|---|
| Downtown Orlando | 21 min | 7.9 |
| Walt Disney World | 36 min | 27.9 |
| Orlando International Airport | 35 min | 15.1 |
| Universal Orlando | 28 min | 15.9 |
Public schools nearby
- Lakemont Elementary School 4 min, 1.3 mi
- Dommerich Elementary School 10 min, 3.3 mi
- Brookshire Elementary School 10 min, 2.9 mi
- Park Maitland School of Winter Park 11 min, 2.8 mi
Private schools nearby
- St. Margaret Mary Catholic School 3 min, 0.6 mi
- Orlando Gifted Academy 5 min, 1.3 mi
Parks and recreation
- Charles H. Morse Park 2 min, 0.4 mi
- Lake Knowles Park 3 min, 0.8 mi
- Downtown Winter Park 4 min, 0.9 mi
- Central Park 4 min, 1.0 mi
Groceries and errands
- The Ancient Olive Gourmet of Winter Park 6 min, 1.1 mi
- Greater Lifestyle Foods 5 min, 1.1 mi
- Whole Foods Market 6 min, 1.5 mi
- Publix Super Market at Winter Park Village 6 min, 1.5 mi
Nearest is not the same as zoned. The schools above are the closest ones to Osceola Place by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.
Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Osceola Place actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 1 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated September 2026.
Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.
What homes sold for in Osceola Place
Sale prices ran from $6,200,000 to $6,200,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
How buyers paid
Cash was 100% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.
Questions about a specific home in Osceola Place, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.
About this data. Source is the Stellar MLS feed for Osceola Place in Winter Park, Orange County, covering closed sales from 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.