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Orange County › Winter Park › Cortland Park
Cortland Park, Winter Park
Cortland Park is a neighborhood in east Winter Park, in the 32789 zip code, built mostly in the 1920s. Homes are stucco and block. Most homes fall between about 1,900 and 3,700 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.
Most of Cortland Park carries no mandatory HOA.
What the homes are
- Built Mostly built in the 1920s, with homes from 1925 to 2012.
- Construction Stucco and block. Shingle roofs are near universal.
- Style Traditional, Bungalow, Mediterranean. Predominantly two story.
- Size Most homes fall between about 1,900 and 3,700 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 Cortland Park is
Drive times below are measured on the road network from the center of Cortland Park, 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 | 19 min | 7.1 |
| Walt Disney World | 34 min | 27.1 |
| Orlando International Airport | 32 min | 14.1 |
| Universal Orlando | 26 min | 15.1 |
Public schools nearby
- Lakemont Elementary School 4 min, 1.1 mi
- Brookshire Elementary School 7 min, 1.9 mi
- Winter Park High School 8 min, 2.4 mi
- Winter Park High School, South Gate (Baldwin Park) 9 min, 2.9 mi
Private schools nearby
- Christian Education at Woodruff Academy 4 min, 1.0 mi
- St. Margaret Mary Catholic School 5 min, 1.4 mi
Parks and recreation
- Marvin Smiley Park 2 min, 0.7 mi
- Dinky Dock Park 2 min, 0.8 mi
- Charles H. Morse Park 4 min, 1.4 mi
- Genius Preserve 6 min, 1.0 mi
Groceries and errands
- Sprouts Farmers Market 3 min, 0.8 mi
- The Ancient Olive Gourmet of Winter Park 7 min, 1.4 mi
- Greater Lifestyle Foods 4 min, 1.2 mi
- Publix Super Market at Aloma Shopping Center 4 min, 1.1 mi
Nearest is not the same as zoned. The schools above are the closest ones to Cortland Park 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 Cortland Park 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 Cortland Park
Sale prices ran from $905,000 to $905,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
Seller concessions
A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.
How buyers paid
Cash was 0% 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 Cortland Park, 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 Cortland Park 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.