Flamingo Shores is a 1950s neighborhood in west Winter Park, in the 32789 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,300 and 2,900 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.
Most of Flamingo Shores carries no mandatory HOA.
What the homes are
Built Essentially all built in the 1950s.
Construction Block and stucco. Shingle roofs are near universal.
Style Ranch, Traditional, Florida. Predominantly single story.
Size Most homes fall between about 1,300 and 2,900 square feet under air.
Bedrooms Four bedrooms is the most common plan, then three.
Garage A two car garage is standard.
Lot The median lot is roughly a quarter acre.
HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.
Where Flamingo Shores is
Flamingo Shores, centered at 28.594668, -81.372259. Drag to explore.Street level, inside the neighborhood. Drag to look around.
Drive times below are measured on the road network from the center of Flamingo 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
12 min
4.8
Walt Disney World
27 min
24.8
Orlando International Airport
29 min
26.1
Universal Orlando
19 min
12.8
Public schools nearby
Park Maitland School of Winter Park 2 min, 0.5 mi
Killarney Elementary School 3 min, 0.9 mi
Edgewater High School 6 min, 2.0 mi
Hospital Homebound School 6 min, 2.0 mi
Private schools nearby
Guitar Research Academy 2 min, 0.4 mi
Florida Children's Academy 3 min, 0.8 mi
Revelation Christian Academy Orlando, Inc. 3 min, 0.8 mi
KEYA ACADEMY 6 min, 1.2 mi
Parks and recreation
Martin Luther King, Jr. Park 5 min, 1.0 mi
Seven Oaks Park 6 min, 1.2 mi
Shady Park 5 min, 1.2 mi
Ravaudage Winter Park 6 min, 1.5 mi
Groceries and errands
Publix Super Market at Hollieanna Shopping Center 3 min, 0.6 mi
Wild Fork Meat & Seafood Market, Winter Park 3 min, 0.6 mi
Trader Joe's 4 min, 1.0 mi
Publix Super Market at Winter Park Village 5 min, 1.3 mi
Nearest is not the same as zoned. The schools above are the closest ones to Flamingo 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 Flamingo Shores actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 0 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 Flamingo Shores
n/aMedian sale price
n/aMedian per square foot
n/aMedian days to contract
0Homes sold in 12 months
Questions about a specific home in Flamingo 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 Flamingo 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.
