Wintermere Pointe is a 2000s neighborhood in south Winter Garden, in the 34787 zip code. Homes are block and stucco. Most homes fall between about 2,300 and 3,700 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.
Homes here carry an HOA, billed annually, typically around $450. Confirm the figure on a specific parcel before relying on it.
Target Grocery sits inside the subdivision.
What the homes are
Built Essentially all built in the 2000s.
Construction Block and stucco. Shingle roofs are near universal.
Style Contemporary, Traditional, Florida. Predominantly two story.
Size Most homes fall between about 2,300 and 3,700 square feet under air.
Bedrooms Four bedrooms is the most common plan, then five.
Garage A two car garage is standard.
Lot The median lot is roughly a quarter acre.
HOA Billed annually, typically around $450. Confirm on a specific parcel before relying on it.
Where Wintermere Pointe is
Wintermere Pointe, centered at 28.513797, -81.585368. 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 Wintermere Pointe, 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
16.8
Walt Disney World
22 min
11.3
Orlando International Airport
28 min
25.2
Universal Orlando
22 min
15.7
Public schools nearby
Whispering Oak Elementary School 8 min, 3.0 mi
SunRidge Elementary School 14 min, 6.0 mi
Lake Whitney Elementary School 8 min, 3.4 mi
Keene’s Crossing Elementary School 8 min, 2.5 mi
Private schools nearby
Winter Garden Christian Academy 7 min, 3.2 mi
StarChild Academy Winter Garden 8 min, 3.0 mi
Foundation Academy, Tilden Campus 7 min, 2.7 mi
Parks and recreation
North Edge Park 9 min, 3.7 mi
George Bailey Park 7 min, 3.2 mi
Summerport Park 8 min, 2.5 mi
Warrior Park 8 min, 3.9 mi
Groceries and errands
Target Grocery 5 min, 1.4 mi
Armazém X Winter Garden 3 min, 0.8 mi
Publix Super Market at Stoneybrook West Village 8 min, 3.4 mi
Nearest is not the same as zoned. The schools above are the closest ones to Wintermere Pointe 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 Pointe actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 8 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.
What homes sold for in Wintermere Pointe
$551,250Median sale price
$237Median per square foot
16 daysMedian days to contract
8Homes sold in 12 months
Sale prices ran from $457,750 to $838,000, 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
$562,600
$220
75 days
3,000 sq ft and up
3
$725,000
$241
13 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 6 sales, closed at 98.8% of asking10 days
Reduced at least once 2 sales, closed at 100.4% of the reduced price86 days
Sellers who priced correctly and held their number went under contract in a median 10 days. Sellers who had to reduce took 86 days and still closed at 100.4% of their already reduced price, after a typical cut of $68,050. Opening high costs time and money, in that order.
Seller concessions
62%Of sales included a seller credit
$15,000Typical credit when there was one
5 of 8Sales carrying a credit
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
Conventional 7 sales88%
Cash 1 sales12%
Cash was 12% 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 Wintermere Pointe, 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 Pointe in Winter Garden, 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.
