Wintermere Harbor is a 2000s neighborhood in south Winter Garden, in the 34787 zip code. Homes are stucco and block. Most homes fall between about 2,600 and 3,800 square feet under air, the median lot is roughly a third of an acre, and a three car garage is standard.
Homes here carry an HOA, billed quarterly, typically around $245. Confirm the figure on a specific parcel before relying on it.
What the homes are
Built Mostly built in the 2000s, with homes from 1999 to 2003.
Construction Stucco and block. Shingle roofs are near universal.
Style Contemporary, Florida
Size Most homes fall between about 2,600 and 3,800 square feet under air.
Bedrooms Four bedrooms is the most common plan, then five.
Garage A three car garage is standard.
Lot The median lot is roughly a third of an acre.
HOA Billed quarterly, typically around $245. Confirm on a specific parcel before relying on it.
Where Wintermere Harbor is
Wintermere Harbor, centered at 28.513622, -81.582076. Drag to explore.
Drive times below are measured on the road network from the center of Wintermere Harbor, 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
22 min
16.4
Walt Disney World
22 min
11.4
Orlando International Airport
27 min
24.8
Universal Orlando
21 min
15.3
Public schools nearby
Lake Whitney Elementary School 7 min, 3.0 mi
Whispering Oak Elementary School 7 min, 2.6 mi
SunRidge Elementary School 13 min, 5.6 mi
Keene’s Crossing Elementary School 8 min, 2.6 mi
Private schools nearby
Winter Garden Christian Academy 6 min, 2.8 mi
StarChild Academy Winter Garden 7 min, 2.6 mi
ESTEEM Academy 8 min, 3.6 mi
Foundation Academy, Tilden Campus 7 min, 2.8 mi
Parks and recreation
North Edge Park 8 min, 3.3 mi
George Bailey Park 6 min, 2.8 mi
Warrior Park 7 min, 3.5 mi
Summerport Park 8 min, 2.6 mi
Groceries and errands
Target Grocery 4 min, 1.0 mi
Armazém X Winter Garden 3 min, 0.9 mi
Publix Super Market at Stoneybrook West Village 7 min, 3.0 mi
Nearest is not the same as zoned. The schools above are the closest ones to Wintermere Harbor 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 Wintermere Harbor 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 November 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 Wintermere Harbor
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 Wintermere Harbor, 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 Wintermere Harbor in Winter Garden, Orange County, covering closed sales from 8 November 2025 through 3 November 2026, refreshed monthly and current as of November 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.
