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Orange County › Winter Park › Sicilian Shores
Sicilian Shores, Winter Park
Sicilian Shores is a neighborhood in north Winter Park, in the 32789 zip code, built mostly in the 1950s. Homes are block and stucco. Most homes fall between about 3,100 and 7,000 square feet under air, the median lot is roughly half an acre, and a two car garage is standard.
Most of Sicilian Shores carries no mandatory HOA.
What the homes are
- Built Mostly built in the 1950s, with homes from 1935 to 2023.
- Construction Block and stucco. Shingle roofs are near universal.
- Style Traditional, Mediterranean, Contemporary. Predominantly two story.
- Size Most homes fall between about 3,100 and 7,000 square feet under air.
- Bedrooms Five bedrooms is the most common plan, then four.
- 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 Sicilian Shores is
Drive times below are measured on the road network from the center of Sicilian Shores, 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 | 25 min | 9.1 |
| Walt Disney World | 40 min | 31.6 |
| Orlando International Airport | 35 min | 25.5 |
| Universal Orlando | 32 min | 19.6 |
Public schools nearby
- Lakemont Elementary School 6 min, 1.7 mi
- Dommerich Elementary School 8 min, 2.2 mi
- Lake Sybelia Elementary School 12 min, 3.4 mi
- Brookshire Elementary School 12 min, 3.3 mi
Private schools nearby
- St. Margaret Mary Catholic School 7 min, 1.9 mi
- Christian Education at Woodruff Academy 7 min, 1.8 mi
- Orlando Gifted Academy 9 min, 2.5 mi
- Maitland Montessori School 7 min, 2.4 mi
Parks and recreation
- John Langdon Park 4 min, 1.0 mi
- John Hudson Park 6 min, 1.6 mi
- Lake Knowles Park 4 min, 0.9 mi
- Howell Branch Preserve 5 min, 1.3 mi
Groceries and errands
- DG Market 6 min, 1.9 mi
- The Ancient Olive Gourmet of Winter Park 11 min, 2.4 mi
- Whole Foods Market 10 min, 2.7 mi
- Publix Super Market at Maitland Place 7 min, 2.4 mi
Nearest is not the same as zoned. The schools above are the closest ones to Sicilian Shores 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 Sicilian Shores actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 3 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 Sicilian Shores
Sale prices ran from $3,278,530 to $7,164,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
By size
| Home size | Sales | Median price | Median $/sq ft | Median days |
|---|---|---|---|---|
| 3,000 sq ft and up | 3 | $4,300,000 | $841 | 5 days |
Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.
How buyers paid
Cash was 67% 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 Sicilian Shores, 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 Sicilian Shores 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.