Lakeside at Lakes of Windermere is a 2000s neighborhood in south Windermere, in the 34786 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,200 and 1,500 square feet under air, and the median lot is roughly a third of an acre.
Homes here carry an HOA, billed monthly, typically around $332. Confirm the figure on a specific parcel before relying on it.
What the homes are
Built Mostly built in the 2000s, with homes from 2005 to 2012.
Construction Block and stucco. Shingle roofs are near universal.
Size Most homes fall between about 1,200 and 1,500 square feet under air.
Bedrooms Three bedrooms is the most common plan, then two.
Lot The median lot is roughly a third of an acre.
HOA Billed monthly, typically around $332. Confirm on a specific parcel before relying on it.
Where Lakeside at Lakes of Windermere is
Lakeside at Lakes of Windermere, centered at 28.447823, -81.557694. Drag to explore.
Drive times below are measured on the road network from the center of Lakeside at Lakes of Windermere, 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
33 min
22.9
Walt Disney World
14 min
7.1
Orlando International Airport
32 min
23.3
Universal Orlando
26 min
11.0
Public schools nearby
Bay Lake Elementary School 3 min, 0.6 mi
Sunset Park Elementary School 5 min, 1.4 mi
Castleview Elementary School 4 min, 1.3 mi
Windermere High School 9 min, 3.7 mi
Private schools nearby
Foundation Academy, Lakeside Campus 4 min, 1.0 mi
Continuum, a College and Life Montessori Prep School 6 min, 2.5 mi
Windermere Preparatory School 5 min, 2.4 mi
Parks and recreation
Lakeside Village Park 3 min, 0.7 mi
Windermere Trails Greenspace Park 4 min, 1.1 mi
Taborfield Park 4 min, 1.2 mi
Tibet-Butler Nature Preserve 5 min, 1.5 mi
Groceries and errands
Publix Super Market at Lakeside Village Center 3 min, 0.4 mi
Rokka's Market, Windermere 3 min, 0.6 mi
Jasper Market 6 min, 3.0 mi
Publix Super Market at Cornerstone at Summerport 9 min, 3.5 mi
Nearest is not the same as zoned. The schools above are the closest ones to Lakeside at Lakes of Windermere 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 2 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Lakeside at Lakes of Windermere actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 23 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 October 2026.
What homes sold for in Lakeside at Lakes of Windermere
$314,250Median sale price
$219Median per square foot
39 daysMedian days to contract
23Homes sold in 12 months
Sale prices ran from $277,500 to $330,000.
By size
Home size
Sales
Median price
Median $/sq ft
Median days
Under 2,000 sq ft
23
$314,250
$219
39 days
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 11 sales, closed at 97.5% of asking13 days
Reduced at least once 12 sales, closed at 96.9% of the reduced price53 days
Sellers who priced correctly and held their number went under contract in a median 13 days. Sellers who had to reduce took 53 days and still closed at 96.9% of their already reduced price, after a typical cut of $15,000. Opening high costs time and money, in that order.
Seller concessions
35%Of sales included a seller credit
$3,200Typical credit when there was one
8 of 23Sales 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
Cash 12 sales52%
Conventional 11 sales48%
Cash was 52% 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 Lakeside at Lakes of Windermere, 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 Lakeside at Lakes of Windermere in Horizon West, Orange County, covering closed sales from 8 October 2025 through 3 October 2026, refreshed monthly and current as of October 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.
