Winter Park Village is a neighborhood in north Winter Park, in the 32789 zip code, built mostly in the 1950s. Homes are block and stucco, predominantly single story. Most homes fall between about 900 and 3,500 square feet under air, and the median lot is roughly a fifth of an acre.
Most of Winter Park Village carries no mandatory HOA.
What the homes are
Built Mostly built in the 1950s, with homes from 1956 to 2026.
Construction Block and stucco. Shingle roofs are near universal.
Size Most homes fall between about 900 and 3,500 square feet under air.
Bedrooms Three bedrooms is the most common plan, then four, then two.
Lot The median lot is roughly a fifth of an acre.
HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.
Where Winter Park Village is
Winter Park Village, centered at 28.622237, -81.333794. 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 Winter Park Village, 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
23 min
12.1
Walt Disney World
38 min
31.3
Orlando International Airport
32 min
24.5
Universal Orlando
30 min
19.3
Public schools nearby
Dommerich Elementary School 6 min, 1.9 mi
Lakemont Elementary School 6 min, 1.8 mi
English Estates Elementary School 8 min, 2.9 mi
Aloma Charter High School 8 min, 3.0 mi
Private schools nearby
Christian Education at Woodruff Academy 7 min, 2.0 mi
Lake Forrest Preparatory School 7 min, 2.3 mi
Chesterton Academy of Orlando 6 min, 2.5 mi
St. Margaret Mary Catholic School 8 min, 2.3 mi
Parks and recreation
Howell Branch Preserve 2 min, 0.5 mi
John Langdon Park 3 min, 0.8 mi
Lake Knowles Park 4 min, 1.0 mi
John Hudson Park 4 min, 1.2 mi
Groceries and errands
DG Market 3 min, 0.9 mi
Publix Super Market at Casselberry Commons 4 min, 1.3 mi
Nearest is not the same as zoned. The schools above are the closest ones to Winter Park Village 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 Winter Park Village actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 4 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 Winter Park Village
$775,000Median sale price
$351Median per square foot
164 daysMedian days to contract
4Homes sold in 12 months
Sale prices ran from $425,000 to $1,395,000, 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
2,000 to 3,000 sq ft
3
$1,000,000
$361
267 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.
Homes priced right sold far faster
Median days to go under contract. Shorter is better.
Never reduced 2 sales, closed at 96.7% of asking30 days
Reduced at least once 2 sales, closed at 91.6% of the reduced price420 days
Sellers who priced correctly and held their number went under contract in a median 30 days. Sellers who had to reduce took 420 days and still closed at 91.6% of their already reduced price, after a typical cut of $193,000. Opening high costs time and money, in that order.
How buyers paid
Cash 3 sales75%
Conventional 1 sales25%
Cash was 75% 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 Winter Park Village, 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 Winter Park Village 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.
