Deal of the Week: 14816 Porter Rd, Winter Garden — 2,790 SqFt for $525,000 Published draft — Deal of the Week, Week 3 (08/06/2026)

 

Deal of the Week: The Only 2,700+ SqFt Home Under $550K in Winter Garden Right Now

Every week I pull the full active inventory in Winter Garden between $500,000 and $600,000 and run the numbers myself — not the "featured listings" a portal decides to show you, the actual MLS. This week there are 119 active listings in that band. One of them is not priced like the other 118.

14816 Porter Rd, Winter Garden, FL 34787 — Summerlake $525,000 | 5 bed | 3 bath | 2,790 sq ft | Built 2014 | Community pool

Here is why it made the cut.

The math

The median active single-family home in this price band is 2,116 square feet at $257.92 per square foot. 14816 Porter Rd is 2,790 square feet at $188.17 per square foot — roughly 27% below the area median on a per-foot basis, while being nearly 700 square feet larger than the typical home competing with it.

Out of 106 active single-family homes in this range, only four are priced under $200 per square foot. That is under 4% of the market. And of those four, this is the only one that is both large and recently listed rather than sitting on the market for over a year.

Push it further. Filter the entire $500K–$600K Winter Garden single-family market for homes of 2,700 square feet or more priced at $550,000 or less, and you get exactly one result. This one. There is no second option.

The neighborhood check

A low price per square foot is only meaningful if it is low for that neighborhood. So I ran Summerlake by itself.

There are seven active single-family listings in Summerlake in this band. The subdivision median is $237.84 per square foot. 14816 Porter Rd sits at $188.17 — about 21% below its own subdivision, not just below the wider city.

The cleanest comparison is four blocks away. 15401 Porter Rd is also a 5-bedroom, 3-bath Summerlake home, built one year later in 2015. It is 335 square feet smaller and asking $530,000 — five thousand dollars more. It has been on the market 212 days. 14816 Porter Rd has been on for 30.

That is the whole thesis in one comparison: a bigger house, on the same street, in the same subdivision, for less money, listed far more recently.

Days on market

Median days on market for this price band is 57. This listing is at 30 — it is fresh. That matters, because the deepest per-square-foot discount in the entire dataset belongs to a home that has been sitting for 624 days. Nearly two years. When something is that cheap for that long, the market has already voted on it, and I am not going to pretend otherwise to make a better headline. A genuine deal is a well-priced home that is new to market, not a stale one nobody wants.

The honest caveats

I would rather you hear these from me than find them at the inspection.

The home was built in 2014, so it is twelve years old — expect a water heater and an HVAC system that are mid-life, and budget accordingly. There is no private pool; Summerlake's pool is a community amenity, so if a screened-in backyard pool is on your must-have list, this is not your house. Annual taxes run $8,946, and Summerlake carries an HOA — you will want the current dues and the reserve study before you write an offer. And I have not been inside. Everything above is what the numbers say. The numbers get you to the door; a walkthrough tells you whether to go in.

What I would do

At this price per foot in this subdivision, homes tend to move. If a 5-bedroom, 2,790-square-foot Winter Garden home in the $520s is on your list, this is worth seeing this week rather than next.

Before you tour anything, get your financing in order — in this market a pre-approval letter is the difference between an offer that gets read and an offer that gets ignored. Get pre-qualified here — it takes a few minutes and it costs you nothing.

Want to walk through 14816 Porter Rd, or want me to run this same analysis on a different price band or neighborhood? Reply, call, or text me. That is what I do every week.

Have a great day — and remember, don't gamble with your biggest investment. Call the Boss!

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Deal of the Week! This property is listed by another brokerage. Shared for informational purposes only. If you'd like more information, a private showing, or buyer representation, contact Troy Boss with Lifestyle International Realty. I am happy to help you purchase this property.

Listing courtesy of Florida Scandi Realty LLC via Stellar MLS. MLS# O6423001. Data pulled 08/06/2026 and believed accurate but not guaranteed; verify all information independently.