Lakeside Estates is a 2010s neighborhood in Winter Park, in the 32792 zip code. Homes are stucco and block. Most homes fall between about 3,100 and 5,100 square feet under air, the median lot is roughly a quarter acre, and a three car garage is standard.
Homes here carry an HOA, billed quarterly, typically around $465. Confirm the figure on a specific parcel before relying on it.
What the homes are
Built Essentially all built in the 2010s.
Construction Stucco and block. Tile roofs are near universal.
Style Mediterranean, Traditional. Predominantly two story.
Size Most homes fall between about 3,100 and 5,100 square feet under air.
Bedrooms Four and six bedrooms are the most common plans, then five and 7.
Garage A three car garage is standard.
Lot The median lot is roughly a quarter acre.
HOA Billed quarterly, typically around $465. Confirm on a specific parcel before relying on it.
Where Lakeside Estates is
Lakeside Estates, centered at 28.628581, -81.280171. Drag to explore.
Drive times below are measured on the road network from the center of Lakeside Estates, 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
24 min
16.1
Orlando International Airport
27 min
22.0
Winter Park
16 min
6.2
Heathrow and Lake Mary offices
34 min
17.4
Public schools nearby
Lake Howell High School 4 min, 1.2 mi
Eastbrook Elementary School 5 min, 1.7 mi
Red Bug Elementary School 5 min, 1.6 mi
Sterling Park Elementary School 10 min, 4.4 mi
Private schools nearby
Tuskawilla Montessori Academy 4 min, 1.5 mi
Trinity Preparatory School 7 min, 2.2 mi
Socrates Preparatory School 6 min, 1.7 mi
Parks and recreation
Goldenrod Park 5 min, 1.8 mi
Red Bug Lake Park 6 min, 2.3 mi
Sunrise Community Park 8 min, 3.0 mi
Jamestown Park 11 min, 4.8 mi
Groceries and errands
Publix Super Market at Shoppes at Aloma Walk 8 min, 3.1 mi
Walmart Deli 5 min, 1.6 mi
Publix Super Market at Willa Springs Village 6 min, 2.0 mi
Nearest is not the same as zoned. The schools above are the closest ones to Lakeside Estates 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 Seminole County Public Schools before it matters to a decision.
Places and drive times from Google, checked 9 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 Estates 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 October 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 Lakeside Estates
$1,092,500Median sale price
$294Median per square foot
23 daysMedian days to contract
4Homes sold in 12 months
Sale prices ran from $903,100 to $1,499,250, 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
3,000 sq ft and up
4
$1,092,500
$294
23 days
A price per foot taken from the whole neighborhood should never be applied straight to one house.
Price cuts and time to contract
Median days to go under contract. Shorter is better.
Never reduced 2 sales, closed at 98.7% of asking16 days
Reduced at least once 2 sales, closed at 92.5% of the reduced price46 days
Sellers who held their number went under contract in a median 16 days. Sellers who had to reduce took 46 days and still closed at 92.5% of their already reduced price, after a typical cut of $90,000.
Seller concessions
50%Of sales included a seller credit
$1,325Typical credit when there was one
2 of 4Sales 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 4 sales100%
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 Lakeside Estates, 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 Estates in Winter Park, Seminole County, covering closed sales from 13 October 2025 through 8 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. One record was excluded as an off-market transfer rather than an open market sale. Data believed accurate but not guaranteed; listings and closings change daily.
